My MILF Mom and the Bully 4

Disclaimer: This is a work of fiction and all people involved in sexual activities are of legal age.

A month has passed since Halloween. Jacob, my school bully and Mom's boyfriend, has moved in with us full time. He is still just as lazy, fat, and ugly as ever. My mom Kim has starting working at the school. She mostly runs around helping teachers out with whatever they need, never consistently being in one place doing one thing for too long. The only thing she does semi regularly is sub in as the PE teacher. Mom is gorgeous as always with her long wavy brunette hair, small frame, and amazing double D boobs with pierced nipples and apple shaped bottom.

Although he is eighteen, they have wisely toned down their relationship while at school together. Everyone still knows that they're dating after he bragged about it so much before she started working there. Some of the older seniors have even seen her naked and performing sexually activities.

I'm still technically together with my girlfriend Ashley, although I don't see her often anymore. She is basically dating Ricky and me at the same time, and he demands more of her attention. I get random videos of them having sex or her going down on him. It's my fault for not standing up for myself and letting Ashley believe that I was into being a cuck.

Life for me has been hell. At school I get bullied constantly for having an easy milf mom. After school my girlfriend goes home with another man. At home Mom serves Jacob hand and foot. Anything he wants she does for him. She takes care of all his needs. When they aren't fucking like bunnies, which isn't often, Jacob is getting her high or taking care of his pot plants that he has moved from his house into our garage. He has his expensive laptop set up in Mom's bedroom with an nice gaming chair and desk. I find it odd that he has pillow that he keeps under the desk by his feet, but I don't question it.

One good thing is that he basically ignores my existence. I keep to myself and we don't really speak or interact other than eating meals and the drive too and from school. I'm almost always in my room playing video games and he's in his room with Mom most the time.

True to his word for now, he hasn't made my mom an OnlyFans and keeps her mostly to himself. He has however made her a TikTok and Instagram account which has quickly blown up due to it's content and Mom's beauty. They consists almost entirely of Mom doing thirst trap dances in revealing outfits. It's sometimes borderline soft core porn. Everyone at school follows her and she often gets requests from students to do her dances in the school halls, which she happily complies. Her dances are mostly just her shaking her ass and jiggling her tits.

It's finally the weekend and Mom invites me to the mall with her and Jacob. She still tries to get me involved whenever she can. I reluctantly agree, not able to tell her no and risk disappointing her. We go to the mall pretty often since their isn't much to do in town. We usually do some shopping, where Jacob has Mom buy him whatever he wants, and end by seeing a movie before going home.

Today was a but different though. On the way Jacob says that he has a surprise for Mom. I'm instantly filled with dread and regret for agreeing to come along. His surprises have never been anything good. I'm definitely taken by surprise when we see Ashley at the entrance of the mall. She gives me a hug and we kiss.

"Jacob told me he wanted me to meet up with you guys." she informs me.

It's been a while since I've seen her without Ricky hanging around to ruin my time with her. We hold hands as we walk the mall and follow Mom and Jacob. I still get butterflies in my stomach around her, even though we are hardly a couple anymore. I'm guessing the only reason that Ricky isn't here is because Jacob invited her out. The two former friends haven't really been on speaking terms since their falling out the night before Halloween.

Jacob leads us through the mall to a tattoo parlor. I hope for the best but expect the worst as we follow him inside. Apparently he has two appointments booked for piercings, one for Mom and one for Ashley.

"Kimmy, you're going to get your tongue pierced today. I love the way Ashley's feels when she's giving me head so I figured we could get you one to up your game." Jacob says.

Mom seems positively giddy at the idea of being better at pleasing him.

"Ashley, I thought that you could use your nipples pierced like Kimmy has." he explains why he asked her to join.

Ashley also seems quite fond of the idea. He claims he is doing it more as a gift to me, which is more of a sick joke since he knows that she spends most of her time with Ricky. Both girls are taken back to have the work done. Me and Jacob wait out by the front of the shop. I overhear Jacob making a second appointment for Mom next week, but I didn't hear exactly what for.

They both come out after a couple of minutes with their new body accessories. Mom has a difficult time talking with her new tongue stud in. I get excited when Ashley asks to come back to our house with us and Mom agrees to let her. I haven't had any one on one time with her since Ricky came into the picture. Once we get just outside the mall Jacob stops us.

"Why don't you two ladies pose for a picture and show off your piercings?"

Ashley's face gets a little red with blush at the request, but her and Mom both comply. Jacob pulls out his phone while Mom sticks her tongue out and Ashley lifts up her hoodie and shirt. Her A cups are nothing to write home about but her new barbell piercings add some flair to her hard nipples.

"Hey babe, lift your shirt too." Jacob says as he takes pictures.

Mom doesn't hesitate. She lifts her shirt without a care about being in public or with her son. Ashley also sticks her tongue out. Both girls show off all their matching piercings, tits and tongues out in front of the local mall as people pass by and stare.

"Nice." Jacob says while putting away his phone.

Once we make our way to the minivan Mom and Jacob get in as I go to give Ashely a kiss goodbye, but she turned her head away.

"Is everything okay?" I ask.

She looks off to the side to avoid eye contact with me.

"There's been something I've been meaning to tell you about." she says. "My parents caught me hooking up with Ricky and they freaked out about it. They are going to send me away to some stupid bible school."

I couldn't believe my ears. My blood went cold. How come I have to lose my girlfriend because of that asshole?

"I'm leaving in a couple days but I'll only be gone a few months."

"A few months?" I ask while holding back tears.

"I'm so sorry." she says quietly before turning away a hurrying off, leaving me alone by the side of the van.

I get into the van and Mom could instantly tell that something was wrong.

"Everything alright little man?" she asks me.

I just nod my head in response. She knows it's not true but she doesn't push me. We drive home in silence. Once we get home I rush to my room and close the door, just wanting to be left alone. After a while I pull my phone out. I see that Mom had just posted a new video. It's an up close view of her face. She has her tongue out and seductively flicking it up and down to show off her new piercing.

"Can't wait to try it out." she says with a wink before the video ends.

The next day at school everyone is going nuts over Mom's new mouth accessory. I watched her get stopped three times in the morning before the first bell rang by students asking to see her new piercing. She happily stuck her tongue out for each one. She looks lewd as her wet tongue slips past her plump lips. She swirls it around outside her mouth, the exact same way I've seen her lick a dick. I'm sure her day is going to be full of mimicking blowjobs for the amusement of my fellow students. Whenever someone asks her why she got it done she answers "for adult purposes".

Since Ashley was spending her lunches with Ricky, I stopped taking my lunch outside. Plus often times Mom and Jacob would sneak off to parking lot for a quickie in the van and I didn't want a view of that. It was a little awkward the first few times when they would pass me to go fuck and then again on the way back inside afterwards. So most the time I'm huddled up in a bathroom stall quietly eating my lunch. This was Ashley's last day at school before being sent away but I didn't go try and find her. I'm sure Ricky is getting his use out of her while her can.

My last class of the day, unfortunately for me, is PE. It's the class I dread the most due to my smaller physical stature and lack of athleticism. What's making it a nightmare is currently my mother is filling in while the normal teacher is out on leave. We have a different teacher for boys and girls, so I only have to see here while we are in the gymnasium or out on the field.

Today, however, it seems that they boys coach is also out and Mom is overseeing both classes. Everyone is stunned when Mom walks in the boys locker room at the start of the class. She informs that she will be leading today and tells us to get changed and meet her out on the grass field after we are ready. No one is looking her in the face as she speaks. What makes this most embarrassing of all is what Mom wears while subbing PE. She borrowers extra gym clothes from the girls, which don't exactly fit.

Her shirt is so tight that it looks painted on. Her big boobs stretch the thin white material to it's limit around them. As always, without a bra on her stub clad nipples prominently poke out. Her shorts look like they could be considered underwear with how small they are and the way her ass cheeks eat them up. The tops of her inviting white thighs can be seen. You would think that she wasn't wearing any underwear if not for the fact that the top strings of her thong is visible above her shorts when her shirt moves around during activities.

The boys hungrily eye her up and down before she leaves to go deal with the girls. The second she's gone, chatter starts about how lucky they are to have such a hot mature woman to ogle. I hear comments about how easy she must be and what a ridiculous cock tease she is.

The class is overall usually pretty laid back since it's all seniors who don't have enough credits and need the class to graduate. Most of us don't take it seriously since we don't want to be here. My nerdy friend Caleb is in the class with me. We stick together most of the time. He has actually become a good friend of mine over the past month. Although he isn't above still occasionally checking out my mom with the rest of the boys. I honestly can't hold it against him.

We get changed and join to girls out on the field. Mom leads us in doing some stretches. She's always been flexible and does yoga regularly. It's very distracting with her in front of the class. Her shirt rides up high enough to see her bellybutton as she lifts both arms up over her head. Her chest is pressed even tighter against her shirt when both her arms go fully extended behind her back. I thought her piercings were going to rip through her shirt. After arm stretches we all sit on the grass. She has us extended our legs straight out in front of us and reach as far as we can, trying to touch our toes.

"Hey Ms. Malcolm, how flexible are you?" one of the boys ask.

"Very." Mom replies.

She stops touching her toes and sits back up straight. She brings one leg up and with the help of her hand, lifts it over her head. I thought some of the boys were going to pass out from the sight. Her legs were forming an L shape.

"Can you get both legs back there?" the same boy asks.

"I can, but only if I'm on my back."

Mom rolls back and lies flat on her back. With one leg still over her head, she brings the other one up to join it. Her crotch is spread wide open, pointing at the group of us. She tucks both feet behind her ears, then places her hands on her exposed thighs. She looks like she's about to serve up her pussy in a raunchy porno. Mom seems to be totally oblivious to how vulnerable and intimate this position makes her look.

"See? Super flexible." she gloats.

"Oh yeah, we can see." said the boy with a wide smile.

"Hey Ms. Malcolm, have you ever taken a dick like that?" another brazen boy asks with a laugh.

Mom, still on her back with both legs behind her head, gives a small grin.

"That's inappropriate to ask." she says in a laughing manner. "But yes, I most definitely have." she says in a quiet whisper, almost to herself.

Everyone who heard the second part of her answer is undoubtedly picturing exactly what that would look like.

The rest of PE was uneventful. We could either walk laps or play soccer. Most of the kids chose to play soccer since Mom was going to be the referee. A lot of the boys were just hanging around her to get good views of her curves as she ran. Me and Caleb were basically the only boys who were walking instead of playing, and I have a feeling he only did because he knew I would and didn't want me to have to alone.

After school goes as it normally does nowadays. Me, Mom and Jacob leave school together. Jacob and Mom go to their bedroom together to fool around for a while while I go to my room to jerk off and play games. Sometimes they do other stuff like make TikToks videos or Jacob will be on his PC while Mom does her yoga or runs errands. In a couple hours Mom will start making us dinner while Jacob tends to his plants. They both smoke up before we eat. When we're done eating sometimes we all watch a movie together in the living room. Although that often ends with them groping each other on the couch until I've had enough and go back to my room. Some of the time they end up banging right there on the sofa.

I try not to spy on them anymore but sometimes it can't be avoided. They seem to have no problem fucking anywhere at anytime in the house. I noticed that over the last month that Mom has grown her pubic hair back out. Her previously small landing strip is now a thicker line with two smaller angled lines going off to the side to make a shape of an arrow pointing down towards her vagina.

The week drags by. Luckily Mom only had to sub in for the boys PE class the one day. I didn't hear from Ashley again before she left for her church get away. Over the weekend Mom invites me to the mall with them again. Jacob's already told her that he made another appointment for her at the tattoo shop where she'd just gotten her tongue done. I told her that I was going to stay home this time and get caught up on some homework, which was a lie. I just didn't want to have to get dragged along again. I can tell that Mom's a little disappointed by me staying home.

After an hour of them being gone I start to periodically check Mom's social media pages for updates on what she had gotten done this time. Eventually I see it. On her Instagram is a picture of her new tattoo. It's the word "Jacob's" in a fancy, classical font. It's an up close picture and I couldn't tell exactly where it is on her body.

Maybe ten minutes later a video is posted to her TikTok. She is in the women's bathroom at the mall. Her back is turned to the mirror and her pants are pulled down just past her butt. Her cheeks are completely exposed due to her g-string. She is showing off her new tattoo that's on her left butt cheek. She wiggles her ass a little and slaps the opposite butt cheek just before the video ends.

I can't believe she actually got his name tattooed on her. I never thought she would do something that extreme, even with all the corruption he has done to her. Seeing his name permanently marking her made something inside me snap and break. I had completely lost her now. I curled up and fell asleep on my bed.

Waking up groggy from my nap, I don't see or hear Mom and Jacob. As I make my way through the house and down the hallway I hear Jacob talking aggressively. Passing by Mom's room I see him sitting on his gaming computer at his desk. He is wearing some nice expensive headphones and appears to be trash talking to people online about the first person shooter game that he's playing. I peeks my head inside and look for Mom but I don't see her.

"Hold on guys." he says into the headset after noticing me.

He turns his head to face me.

"What do you want?" he asks rudely.

"Nothing." I reply. "Just wondering where Mom is."

He gets his evil smirk on his face but doesn't say anything.

"It's okay sweetheart. I'll be out in a little and I'll make you a snack." I hear Mom say from somewhere in the bedroom.

She sounds like she's talking from under his desk. He backs his chair up slightly as I peek a little further in and spot her head poking up slightly from in between his legs. The picture becomes more clear as I now notice that Jacob isn't wearing any pants and I can see Mom's knees resting on the pillow that's kept under his desk. His dick is resting on her face. She is giving his shaft small loving kisses.

"She won't be done for a while." Jacob says as he reaches a hand down under the desk.

A loud, distinct slurping sound starts coming from under the desk. It's loud enough that I'm sure whoever is on the other end of Jacob's headset can hear. I leave the room and head to my own. Knowing that Mom is giving him a blowjob under his desk while he plays games starts to get me hard. I can't help but take my dick out and masturbate. While doing the deed I started thinking about Ashley and it got me sad. I wasn't able to even finish.

It was getting late in the day when to my surprise I hear what sounds like power tools being used from her bedroom.

"Is he fucking her with a drill?" I thought to myself.

I walk down the hall to their bedroom. Looking inside I'm pretty relieved when I see Mom standing alone by the door. She is wearing nothing but a lacey bra and the g-string that she had on in the video earlier today. It's the fist time I see his name in person all shiny and black across her perfect backside.

"Oh hey sweetheart. Sorry about the noise." she says when she notices me standing beside her.

I step inside and see that Jacob's the one using power tools. He is installing a metal pole into the ceiling a little ways off the side of her bed, behind his desk. They must have just bought it from the mall.

"Isn't that so neat?" she asks me. "Jacob suggested that I start to do some pole dancing along with my yoga to help stay limber and in shape."

"Show him your new tattoo babe." Jacob tells her while he works on putting up the stripper pole.

"Oh yeah, check it out!" she says while pushing her backside out towards me and wiggling it around a little. "He sure does spoil me, doesn't he?"

"Yeah, Mom. He sure does." I say back, trying hard not to convey my thought of all of it actually being for him and her being the one to pay for everything.

More TikToks came that night of Mom trying out her new pole. She was wearing some sexy lingerie along with her black leather CUM SLUT collar and spinning around on the pole with her legs spread. One of the videos had Jacob standing on next to her cheering and throwing dollar bills at her like she was an actual stripper.

Another week goes by of what is now my life. The bullying at school has ramped up since Mom got a stripper pole. All day I get to hear about my slutty stripper mom and get asked what club she is going to go work at. The only thing Ricky has said to me since getting Ashley sent away was asking me how much my mom charges for a lap dance.

I was at home after school on what would be the worst Friday of my life. Mom called me from my bedroom to join her in the living room. I walked out to see her and Jacob cuddling together on the couch. When I enter the room Mom jumped up excitingly and ran over to give me a big hug. I hugged her back confused of her enthusiasm.

"We has some big new!" she told me while still holding me in her embrace. "We're pregnant!"

I thought I was going to pass out. Mom hopped up and down while rapidly clapping her hands. Jacob was still sitting on the couch staring at us with a shit eating grin.

"Hear that buddy?" Jacob asked me. "Looks like one of my loads that your mom took inside her is going to be giving us a Jacob Jr."

"I...... uhm..... I....." I couldn't find any words to say.

"Isn't this amazing!" she asks me, ignoring his lewd comment. She ran back to snuggle Jacob on the couch. She kissed him, just a quick peck on the lips. "We aren't really planning to tell anyone else yet until after Jacob graduates since I'm not due till way after that, but we couldn't keep the excitement from my little man."

She turned again to kiss him but this time he slips his tongue into her mouth. The kiss doesn't break and they get more intense. Jacob runs his hands over her legs and she does the same to him. I left the room, knowing where this was going to lead to. I briefly thought about running away. Just escaping from this situation and never looking back, but I couldn't. She was still my mom and I loved her, plus I had no money and nowhere to go.

The following Monday was an interesting one. Mom and Jacob got into a giant fight. I heard him shouting, which is something he's never done before, so I left my room to investigate. They were in the living room and the moment I walked in I could tell it was a heated argument.

"I'm not changing my mind on this!" Mom shouted at him. Jacob's face tightened up in anger.

"It's not a big fucking deal!" he shouted back.

I stood and silently watched the fight. I gathered that it had something to do about the baby. Mom wanted to stop smoking pot with Jacob while she was pregnant and Jacob was fighting her about it, but Mom was holding firm.

"Baby, don't be ridiculous! I'm not going to do anything that can be harmful to the baby! Why are you freaking out about this?" Mom asked.

"Because you're a dumb bitch that doesn't know what's good for her!" Jacob snapped before storming out the door.

Mom started to cry so I came over show her my support for her. I sat with Mom and comforted her until Jacob showed back up later that night. He had cooled down some and wanted to talk to Mom. She agreed to talk to him in her bedroom.

After about five minutes I could hear Mom's whimpered moans of passion coming from her room. I peeked inside and saw them both naked in bed. Mom was on top of Jacob, riding him nice and slow. She was gyrating her hips around while he played with her tits.

"Tell me you love me!" Jacob demanded.

"Ohhhh fuck yes! I love you so much!" Mom moaned back as she rode on his rod. She leaned down and they kissed while continuing to fuck.

They didn't leave the room the rest of the night. From what I could hear they fucked for hours. The next morning was like nothing had happened. We all got up, ate breakfast and left for school like normal.

The normality didn't last. Mom still refused to smoke with Jacob and he fought her tooth and nail over it. They would get into a heated argument about it then fuck out their aggression.

A change finally came that Friday. Mom had been sober for long enough to come back to her senses. They had been arguing about more than just the weed lately. Mom was getting more and more defiant. Jacob had commanded her to crawl under his desk and blow him while he played games but she refused, something that he wasn't used to.

"Come get a mouthful of cock." Jacob said in a harsh tone. He was sitting in his gaming chair with his pants undone and his dick already out.

"I told you no, I'm too tired." Mom said with a dismissive hand wave.

Jacob's friends could hear the conversation through his headset and were all laughing at him for being shot down.

"What do you mean no?" Jacob said. "Did you forget how this works, Kimmy? I have a fat cock and you choke on it." He grabbed his dick and waved it around.

I could see the fight in Mom's eyes. She wanted to tell him no, but she didn't. Her body still craved what he had to give her. Hey eyes were locked on his meat as it beckoned her.

"Come get daddy's dick." Jacob said in a cocky tone after he saw the hungry look in her eyes.

"Fine." Mom said in an annoyed tone as she walked over to him. She slowly sank to her knees and crawled under his desk. Jacob had a shitty grin as he wheeled his chair up closer to the desk, effectively locking Mom in place underneath it. Mom started by licking around his head, flicking her tongue stub all over his sensitive area. A second later Mom had a mouthful of man meat. Her slurping sounds filled the room as she wasted no time deep throating him.

"Mmmmh yeah Kimmy. All the way to the balls, just how I like it. Hear that boys? That's the sound of a woman who knows her place." Jacob said into his headphones as he enjoyed my mom's oral sex skills.

Jacob gamed for about twenty minutes while having Mom blow him the entire time.

"Yeah, keep working bitch. Just like that. I'm going to bust soon. After I blow my nut just keep sucking. Once I'm hard again I wanna fuck your ass."

Mom pulled her head away from his crotch. Her face was a mess with spit and drool.

"No anal tonight. Let me just get you off so I can take a nap before dinner."

Jacob looked down at her with anger. He reached down and stroked his cock as she spoke to him.

"Please baby, just give me a night off-" Mom's sentence was interrupted as Jacob started cumming. His cum splattered across her face and into her open mouth as she tried to speak. Mom instinctively closed her eyes and stuck out her tongue. Once he was done dumping his load on Mom's face Jacob took off his headset and wheeled his chair back a little to admired his work.

"Get naked. Ass out, tits on the desk." Jacob ordered her.

With a cum covered face Mom got out from under the desk, stood up and unenthusiastically stripped off all her clothes. She bent herself over his desk at the waist, her boobs pressed into the desk with her face right next to his monitor.

"Spread 'em." Jacob told her. "Show me that cute little asshole of yours."

Mom spread her legs further apart before reaching back with both hands and spreading her butt cheeks for him.

"I think you need some discipline." Jacob said with a wicked smile. Mom closed her eyes and let go of her ass cheeks, gripped the desk in preparation of what was next.

A loud smack rang out as Jacob slapped down hard on her ass. Mom's whole body rocked forward and he face scrunched in pain. Before she could recover another slap came barreling down on her. Mom's face went from pain to pleasure as the smacks continued. She couldn't deny that being spanked was a turn on for her.

Mom briefly opened her eyes and looked up at his computer monitor. She was shocked to see herself on display. A close up of her cum drenched face appearing on screen, being captured through his webcam. She shot straight up and covered her exposed chest.

"Are you fucking streaming this?" Mom yelled with great anger.

"Chill out babe. I had to show the boys who's in charge after you embarrassed me." Jacob said nonchalantly.

"That's it, get out!" Mom continued to yell at him while pointing at the door to her room. "Get out of my house now!"

"What's the big deal bitch?" Jacob responded back confused. "They've all seen you naked before. They've seen us fuck."

At this point I ducked away from where I was spying at from the door and dashed to the living room. A second later Jacob came out followed by my still naked Mom. She followed him while yelling all the way to the front door, walking right past me like I wasn't even there.

"And don't come back till you learn to respect me!" Mom shouted as she slammed the door behind him. She re-entered the living room and became acutely aware of her lack of clothing.

"Sorry you had to see that sweetie." she said while attempting to cover herself. One hand went over her sex while the other arm went across her chest to cover her boobs. She realized she couldn't do anything to hide all the cum that was on her face. She hurried to her bedroom and closed the door.

Mom's personality was definitely changing back to her old self if she suddenly cared about me seeing her nude. She came out a few minutes later wearing a robe. The cum on her face was washed off, although some was obvious still stuck in the hair on the top of her head.

"Me and Jacob are going to be taking a little break from seeing each other." she told me. "I hope that's not too upsetting for you." she genuinely sounded concerned over my feelings towards the situation.

"Do what you have to do, Mom." I said. "Whatever makes you happy."

"Thank you for being so understanding my little man." Mom gave me a small smile and a kiss on the cheek.

The weekend was total bliss. It was like a veil had been lifted from Mom's face and her thoughts were suddenly clear again. Mom admitted that she didn't quite remember all of what has happened since she first got with Jacob. She said it was like her mind was always in a haze.

Mom was acting like her old self again. Well, for the most part anyway. She still seemed to be overly horny all the time. Any chance she got Mom would excusing herself to her room to masturbate. Unlike before she would make certain that her door was closed, but I could still hear her whimpers and moans through the door.

On Monday morning Mom informed the principal that she would be stepping back from the school. That way she didn't have any awkward run-ins with Jacob and she didn't have any unwanted questions when her pregnancy started to show.

That night Jacob came to get some of his stuff from the house. He tried to play sweet on Mom but she stood firm. She calmly explained to him that they weren't breaking up, she just needed some time apart. Mom was nice enough to drive him back to his house with his stuff since he had walked over and she didn't want to make him carry everything. He took two suitcases full of stuff along with his little pot plants he was growing in our garage but strangely left his computer in her room. I guess he didn't want to have to pack it all up.

They were gone a suspiciously long time. I had faith in Mom that she would stick to her guns. At least that was until I got a video message on my phone from Jacob. His phone was set in the center cup holders of our van. It was pointed at Mom and Jacob who were in the back seat. He was sitting down in the with his pants around his ankles and Mom was seated next to him, but she was leaning over with her head in his lap. Jacob put a hand on her head to help guide her up and down on his dick.

"You're going to miss this dick, aren't you bitch?" he said in a cocky tone while looking into he phone. He pulled Mom's head off his cock so she could answer.

"Yes I am, and don't call me a bitch." she said defiantly. She kissed his shaft a few times before going back to work on sucking it.

"Okay calm down." he said with a sarcastic eye roll. "Just don't forget whose name you have tattooed on your ass." he slapped her butt to emphasize his words. Her apple ass jiggled in her tight jeans. After another minute Mom straightened up and started to unbutton her pants. She lifted her butt slightly to allow her to slide them down her legs. She swiftly removed her pants and panties.

"And don't forget who put a bun in that oven." Jacob mocked her while she got undressed.

"Do you want to have sex or not?" Mom asked with a raised eyebrow.

"Uhm, yes?" Jacob responded confused.

"Then stop talking."

Mom threw a leg over his lap and straddled him facing towards him. She reached a hand down and grabbed his dick, helping guide it inside her as she sat down on it. She started slowly bouncing up and down on it. I watched as the "Jacob" tattoo on her left ass cheek moved along with her motions. After a bit of bouncing and a lot of whimpering Mom was quickly building towards an orgasm. She sat all the way down on his dick and stayed there as she cried out that she was cumming.

After a moment of recovery Mom started riding him again, only this time she was doing so with force. She was really slamming herself down on him.

"Fuck fuck fuck!" Mom cried out with each downward motion. "I'm going to cum again!"

"I'm cumming too!" Jacob announced.

With one last big thrust down they both finished at the same time. Mom slumped down over Jacob. He looked past her and flashed a shit eating grin into his phone camera. His spent dick slipped out of Mom while she was still recovering on top of him. A steady flow of her fresh creampie started to drip out of her.

I quickly closed the video on my phone when I heard to Mom get home. I spent some time with her in the living room but I was a little uncomfortable knowing that she still had Jacob's cum inside her.

The next day was pretty great. It was just like old times. Mom got up in the morning with me and dropped me off at school. Even the bullying wasn't that bad today. It seemed like Jacob had decided to ditch today. I get a little bit of anxiety thinking that he could be with Mom right now. I was half expecting my phone to go off with more videos of them together, but it never did.

At lunch Caleb asked me if everything was alright with my mom since she hadn't been around. I told him about her stepping away from the school for a while. I could tell that he was hurt by the news. He had done everything he could to form a connection and friendship with Mom while she was here and from what I could tell she seemed to genuinely enjoy his company.

Out of the blue Caleb asked me if I wanted to hang out after school. I knew that their was a high chance that it was just a ruse to get closer to my mom, but what can I say, I also liked having friend around. Unlike Jacob, me and Caleb were actually friends and we did get along really well.

Mom had no problem with Caleb coming over and it honestly went great. We hung out and played video games and to my surprise he didn't perv out on my mom what so ever.

The next day was unfortunately not as good. Jacob was at school and I avoided him at all costs. At one point I ducked into the restrooms so he wouldn't pass by me. That's when I saw it. Plastered all over the wall of the boy's bathroom were explicit pictures of Mom.

The pictures were various size print outs and showed Mom doing lots of different things. I looked over the pictures in horror. She was naked in some, dressed in sexy lingerie or costumes in others. Some were obviously screen shots of the videos Jacob had made with her. Their were pictures of her with a dick in her mouth, a few of her sucking on a hairy ball sack. A couple showed her face close up covered in cum with a big smile on her face. A few were of her topless with her pierced tits glazed with cum. One of the sexiest pictures was one of her naked on her back with her legs wide open. She had two fingers spreading her pussy lips apart and cum was oozing out from her freshly fucked pussy. Another was just a close up of her bent over butt, although her butthole was gaping open.

A toilet flushed and a boy came out of a stall holding one of the pictures. The picture was of Mom on her knees in a skimpy cheerleader outfit. She had Jacob's dick buried down her throat and her makeup was running from the presumably rough face fucking she was getting. She was lifting up the bottom of the small skirt to show off her wet pussy to the camera.

"I'm definitely going to subscribe." the boy said as he hung the picture back up on the wall.

I was confused what he was talking about until I saw a faint watermark on the bottom of the picture that read "KimmyTheMilf@OnlyFans." Every picture had one. I couldn't believe it. I ran out of the bathroom in embarrassment as more students came in and saw the wall.

Lunch was an awkward silence. I knew all the kids at my table had seen the wall of porn, but none of them commented on it with me around. Caleb broke the silence when he asked if I wanted to hang out again today. I agreed since I didn't have anything else going on. After school me and Caleb were walking to the van where Mom was waiting for us when we were stopped by Jacob.

"Hey buddy." he said in an overly friendly tone. "Man, I'm already making mad bank off your Mom's OnlyFans." Me and Caleb both looked off to the side to avoid eye contact with him. "I had to do something for money since Kim isn't paying for everything for me right now. Well, I guess in a way she still is." he laughed. "Don't worry, I'll delete the OnlyFans account as soon as she comes to her senses and lets me move back in. But until then, her privates are going to be public."

With another laugh he forcefully pushed between me and Caleb.

"Is your mom really done with Jacob?" Caleb asked me.

"At least for right now, but hopefully for good."

This time our after school hangout was different than yesterdays. Instead of playing games with me Caleb did tried to spend more time around Mom and was doing a really bad job of flirting with her. Mom was her normal nice self. I bet she didn't even realize he was trying to flirt with her, and if she did she was at least polite enough to humor him by not outright shutting him down.

At the end of the day Mom offered to drive Caleb home and he eagerly agreed. While they were gone I had flashbacks of Mom taking Jacob home and being gone for so long because she was hooking up with him. But Mom wasn't gone for an abnormal amount of time. She was back quick with nothing out of the ordinary.

The next day of school was a bad one. The word of Mom's adult account had spread and the bullying was ramping back up. At one point Ricky caught me between classes. It was the first time I had seen him since Ashley had been sent away. He pushed me up against some lockers while telling me that he needed someone new to release his pent up aggression out on since he couldn't fuck my girlfriend anymore. He slugged me in the gut a few times before tripping me to the ground. With one last quick kick to my ribs and a monstrously deep laugh he walked away.

Lunch time came and to no great surprise Caleb asked to come over and hang out again, although today he seemed almost nervous about it for some reason. During PE me and Caleb were walking laps around the field when he dropped a bomb on me.

"I'm in love with your mom." he blurted out of nowhere.

"Uhm, okaaaay." I said back, not really knowing what to say.

"I kissed her last night."

"What the fuck?" I almost yelled back.

"I'm sorry man but I had to tell you. Last night when she dropped me off, before I got out of the van, we had a moment together. Something about it felt just special somehow. I leaned over and kissed her and she kissed me back."

"Dude come on." I whined.

"I'm going to ask her out on a date tonight."

I rolled my eyes at him. I wasn't mad at him. I get it, but I still didn't like it.

"She's not going to date you." I told him.

"I know it's a long shot, but I'm still going to you know, shoot my shot. I just wanted to be respectful and tell you first."

I got a deep chill in my spine while walking out of school after the final bell. Mom was standing outside the van talking to Ricky and from the looks of things it wasn't a fun conversation. Mom had her arms crossed over her chest and was red in the face. Ricky had his hands in his pocket nonchalantly and was smirking. Mom straightened up when she saw me and Caleb walking over.

"Everything okay Mom?" I asked hesitantly.

"Yes sweetheart. everything is fine. Ricky was just leaving." she said as an obvious que for him to leave. Ricky gave a small chuckle.

"Yeah I was. Be seeing you later Kim." Ricky said as he strolled away.

I knew something was up with them but was choosing to ignore it for now. We left school and when we got home Caleb took his shot. As soon as we walked through the door Caleb pulled some roses out of his backpack and presented them to Mom. They were slightly squished and missing some pedals from being shoved inside his backpack all day at school. Mom was blushing as she accepted the flowers

"Thank you dear, they're lovely." Mom said while giving them a sniff.

"So are you." Caleb replied. Mom stopped smelling the roses and looked Caleb in the eyes. "Can I have the honor of taking you out to dinner tonight?"

"Sure. we can all go out to eat tonight." Mom answered innocently.

"I, uhm. I didn't mean all three of us." Caleb said in an awkward shy way. "I was thinking that maybe just me and you could go. Like on a date."

Mom looked down at the roses, then over at me before looking back to Caleb.

"Okay." she said after a moment of deep thought. "But only if Henry is okay with it."

They both looked over at me and waited for my answer while I stood there like a deer in the headlights.

"Fine, what ever." I relented. "Just make sure to bring me home something to eat."

Caleb beamed with joy. Mom told us to go play in my room while she got ready for the date. Caleb was so over-excited that he wasn't able to focus on playing video games with me. After about an hour we heard Mom knock on my door exclaiming that she was ready.

Mom stepped inside my room and I was blown away. She looked gorgeous. She had curled her hair and did her make-up, which she almost never does. She had on a nice black dress. It was a simple dress, not overly elegant in any way but she filled it out beautifully. It was sleeveless with a very deep v line that stopped just above her bellybutton, showing off a massive amount of cleavage. It was also a very short dress, exposing a good portion of her thighs.

"Ready to go?" Mom asked.

"Wow. You look amazing Ms. Malcolm." Caleb said with his eyes glued to her chest.

"Thank you sweetie, but if you're taking me out on a date you may want to just call me Kim."

Caleb took her by the arm and the left. I had no clue where they were going or how long they'd be gone. After a few hours of waiting for them feel asleep. It was dark when I was woken up by the sound of my door slowly creaking open. I didn't stir or make any noise, pretending to still be asleep. After a second I heard Caleb's voice.

"Yeah he's asleep." he whispered before gently closing my door.

I waited a few seconds before getting up and sneaking out to spy on them. They were both in Mom's room and I listened in on their conversation.

"Thank you for the wonder night out sweetheart, I needed it." Mom told Caleb.

"No, thank you Kim." Caleb replied. "Any guy would kill for the chance to take out someone as beautiful as you."

I peaked my head by the door to see them both sitting on Mom's bed. Mom was blushing at his complement. Without warning she leaned over and kissed him. Caleb was surprised but quickly returned the kiss. The sound of wet lips smacking together filled the room. They made out for a little until Caleb got bolder and reached up to cup one of Mom's tits through her dress. Mom pulled her lips away from his and looked at him. Caleb thought he was in trouble for taking it too far.

"Listen sweetheart" Mom said. "I had a wonderful time and you are a lovely young man, but we can't have a relationship together. It's just not right."

Caleb's face dropped and he looked like he wanted to cry.

"I understand Ms. Malcolm." he said while hanging his head low.

Mom had a look of pity in her eyes before her face grew a sly smile. She reached a hand over and placed it over his crotch. Caleb's head shot up and looked at her in surprise.

"We can't date." Mom said while rubbing her hand over his clothed crotch. "But that doesn't mean I can't properly thank you for the nice dinner."

Mom stood up and moved in front of Caleb. She slipped out of her dress and let it fall to the ground below her. She wasn't wearing a bra and her bare tits were out, now in nothing but a tiny black g-string. She slowly sank down to her knees between his legs. Caleb watched nervous and wide eyed as Mom unbuttoned his pants.

"You can't tell anyone about this, understood?" Mom said in a stern voice. "Especially Henry."

Caleb nodded in agreement as Mom got his cock out. It wasn't particularly big or impressive in any way. Mom puckered up and gave his tip and nice sloppy kiss. With a wink she took the entire thing in her mouth and held it there. I could she her cheeks suck in around it. With his dick still all the way inside her mouth, Mom was able to slip her tongue out from underneath him and lick on his sack. Caleb threw his head back and groaned loudly.

"Holy shit Ms. Malcolm, you're going to make me cum!" Caleb said almost in a panic.

Mom didn't let off of him. Instead she started to quickly bang her head on him while still sucking hard. Caleb's face twisted as he unloaded down Mom's throat. When Mom felt him start to cum she went back down to his base and gulped up everything he gave her. After another couple of seconds she pulled back.

"I hope that was an enjoyable way for me show my appreciation." Mom said.

"That was amazing." Caleb said. "I'm sorry I finished so quick."

"That's fine sweetheart. It means that I did a good job." Mom joked. Mom stood up and joined him back on the bed.

"Can I...... do you?" Caleb asked hesitantly.

"No sweetheart, I'm sorry but we can't have sex."

"Oh no that's not what I meant." Caleb quick replied. Mom turned her head, confused by what he could mean if not sex. "Can I, you know? Go down on you?"

"Uhmmm. Sure, why not?" Mom said after thinking about it for a moment. "I haven't had anyone do that for me in a very long time."

Mom laid back on the bed. She slipped her panties down and off her legs. She spread her legs and lifted her knees up. I could see that her bush was grown back out and was just starting to look full again like she had before Jacob had her shave it to a landing strip.

"Sorry about the hair." Mom said while blushing in embarrassment over her pubic hair.

"It's okay!" Caleb quickly replied. His gaze was fixated on her pussy. "You have a beautiful pussy." he said while shifting down on his stomach between her open legs.

Before Mom could reply Caleb dove tongue first down into her folds. Mom's eyes closed and her lips quivered once he started licking all around her vagina. It was clear that Caleb had no clue what he was actually doing. He was going at her like a mad man, but she seemed to be enjoying it. She placed a hand on top of his head and pushed him down harder while gyrating her hips, rubbing her pussy into his face.

"Oh fuck keep going! Right there! Just like that!" Mom moaned. It was obvious that she was approaching an orgasm. Mom's eyes fluttered and her legs shot closed when she came, squeezing Caleb's head with her thighs. When she was done her body went limp and she released Caleb's head.

Caleb came up for air. His face was a mess with a mixture of Mom's wetness and his own slobber.

"That was really good." Mom said with her legs shaking slightly.

"I've never done that before, I'm glad it was good." Caleb said while wiping his mouth clean. When he sat up on his knees Mom spotted that he was fully hard again.

"Did you get that hard just from going down on me?" Mom asked while looking at his hard cock.

"Oh, I guess I did." Caleb said while also looking down at his erection. "What can I say, I really liked eating you out."

I could tell that Mom was wrestling with her thoughts. Her eyes were glued to his throbbing dick.

"Have you ever had sex before?" Mom asked in a gentle tone.

"No." Caleb was acting shy and embarrassed about being a virgin.

"Well I don't think I should be your first. Your first time should be with a girl you're own age who you can have a relationship with."

"I understand Ms. Malcolm." Caleb hung his head. "Just know that if you ever want me to eat you out again I'll always be down for it."

The look on Mom's face changed. She went for content to sympathetic.

"I'm sorry I can't take your virginity." Mom said. "But how do you feel about anal sex?"

Caleb's face shot up to look at her. He had a look of disbelief.

"Are you saying that you will let me have butt sex with you?" Caleb asked. Mom slowly nodded her head. She rolled over to her stomach and arched her back, popping her ass out towards him.

"I have some lube in my nightstand. Put a little bit on yourself before you enter me." Mom said while wiggling her butt back and forth.

Caleb quickly reached for her nightstand and pulled out a tiny bottle. He spread some on himself and got back behind Mom, lining his dick up with her backdoor.

"Make sure you don't accidentally slip it inside my pussy." Mom joked. "Asshole only mister."

Caleb's eyes were fixated on Mom's pussy and ass being presented right in front of him. His eyes wondered to the "Jacob" tattoo on her butt cheek. Mom looked behind her at him and noticed him looking at it. I could see the shame wash over her.

"I'm sorry, just ignore that." Mom said. Her face was burning with humiliation.

"It's fine." Caleb said. He was secretly enjoying the fact that he was about to ass fuck someone marked as Jacob's woman.

Mom felt his tip press against her tight hole. Between his smaller size and the lube he slid right in with minimum resistance. He went balls deep right away, not giving her a chance to adjust. He was going hard on her, gripping her hips to hold her steady while he pounded away. Mom was whimpering under his assault. She reached a hand underneath herself to rub her clit while she got fucked.

"You like being fucked in the ass Ms. Malcolm?" Caleb asked, getting bolder and more confident at this point in their session.

"Fuck yesssss!" Mom moaned back. "I'm a dirty anal slut! I love it in my ass!"

"I'm going to bust!" Caleb announced before pushing as deep as he could and unloading his seed inside her ass. Mom was still rubbing herself as he pulled his dick out of her. Caleb saw that she wasn't done yet, so he decided to dive back in for seconds on her pussy. Caleb ate Mom out from behind as she played with her clit. Mom whimpered before crying out in a powerful orgasm.

Mom grabbed Caleb and pulled him down with her on the bed. She curled a leg around him and placed an arm over his chest. She cuddled up to him like they were lovers.

"Are you trying to make me fall in love?" she said playfully.

Caleb gave a little nervous chuckle to her joke, since he really was in love with her. Mom gave him a nice kiss on his cheek and placed her head on his chest.

"We should get dressed and get you home, it's a school night." Mom said after a few minutes of cuddling.

Mom threw on a baggy pair of sweatpants and on oversized t-shirt. While getting dressed Caleb grabbed the black g-string Mom was wearing from up off the floor.

"Do you think I could maybe keep these?" he asked. "You know, as a memento?" Mom thought for a second before shrugging her shoulders.

"Sure, why not."

I went back to my room before they were done dressing so they didn't spot me. I was pretty turned on so after I heard them leave I masturbated and went to bed.

The next day was Friday and I was hoping for an uneventful day leading to a quiet weekend. Caleb wasn't at school, which I found a little strange but I didn't think too much about. Everything was going smooth until the very end of the school day.

Ricky caught and cornered me before I could make it outside. He aggressively shoved me against some lockers and held me there.

"I want you to listen and listen good." he hissed in my ear. "You're going to do exactly what I tell you to do. Got it?"

I nodded my head in fear that he would hit me if I didn't show him some kind of response.

"You're going to go outside, walk up to your mommy, and cry to her about how horrible school has been." he snarled at me. "I want you to tell her how badly you've been getting bullied by everyone here, especially me. Understand?"

I was confused about why he would want me to tell my mom that he was one of the ones being a bully to me, but I wasn't about to argue with him. I nodded my head show him I would do what he said.

"Good. And you better be fucking convincing." he said while practically shoving me out the school doors.

I saw the van parked in the normal spot. I walked up and got in and was greeted by Mom.

"Hi little man, how was school?"

"Bad." I told her. "Very bad."

Her face fell from happy to dead serious.

"What's wrong sweetie?"

"I've been getting bullied. A lot. By everyone. Especially Ricky." I told her. It didn't take much acting on my part since it was mostly true. Mom looked away and swore under her breath.

"I'm sorry Henry. Just hang in there, it'll get better. I promise."

We drove home in silence. I could tell that Mom was deep in thought the entire way. We were only home for a few minutes when Mom told me that she has to head out for a little bit, but was being vague on the details of why and for how long.

Turns out she would be gone the rest of the day. I must of been asleep when she finally got back home. When I woke up the next morning Mom was still asleep in her bed. She was passed out hard, so I let her sleep in. I checked my phone for the first time today and saw that I had a had a new message from late last night. I assumed it would be from Mom but I was wrong. It was from Ricky. It read "Your Mom is still my bitch" and hand a video attached to it. I begrudgingly opened the video and braced myself for what I was sure was coming next.

It was a surprisingly short video. Ricky was recording from his phone. It looked like they may of been in a hotel room somewhere. He was lying on the bed and Mom was riding him reverse cowgirl. It was easy to tell it was her with the "Jacob" tattoo on her ass. Mom was bouncing up and down on Ricky's massive cock and whimpering uncontrollably.

"Remember the rules bitch." Ricky told her as she rode him.

"Fuuuuuck!" Mom moaned. "Can I cum?" she asked.

"Fuck no. What kind of weak ass shit was that? Beg me."

"Please may I have you're permission to cum?" Mom relented and gave him what he wanted.

"No."

The video abruptly cut off. I was left wondering why on earth Mom would be hooking up with Ricky now. Now that she wasn't under the effect of the specialized weed Mom must know that Ricky is way worse than Jacob is. Mom didn't wake up till almost noon. She immediately apologized to me for being gone for so long and not calling. I told her that it was okay. I could tell their was more on her mind that she wanted to say, so I asked her.

"Everything okay Mom?"

"So sweetie." she began. I could tell it wasn't a conversation that she wanted to be having. "You know I spent a lot of money on Jacob while I was with him, and times are getting tougher."

"Yeah." I said, having no clue where she was going with this.

"Well Ricky reached out to me yesterday. He said that he may have a job opportunity for me."

"What kind of a job?" I was almost afraid to ask after seeing the video.

"It's bartending. Ricky said he's friends with the owner of the club and that they are looking for a part time bartender. He was nice enough to set me up an interview for later today." She flashed me a fake smile.

"Oh, okay. What club is it?" I asked. Mom looked like she really didn't want to answer that.

"It's called..... Glitter, it's a gentleman's club of sorts." she said back, her face turning red in embarrassment. I tried to suppress my face from showing my true thoughts.

"Is it topless?" I asked as innocently as possible.

"No!" she yelped back. "Well, yes the club does have women who strip fully nude. But the bartender job isn't topless."

I could tell how embarrassed and shy Mom was being about the whole thing so I decided to drop it and not ask any more questions. We spent the rest of the day together until Mom said it was time for her to get ready for her interview. She put on a nice red blouse and a pair of skinny jeans. Before leaving the house she told me that she wasn't sure how long this could take and not to wait up. She looked nervous. I wished her good luck as she left. I played video games and waited up for a while but eventually fell asleep before she made it home.

In a repeat of the morning before, I woke up to find Mom passed out hard in her bed. Also in some déjà vu I had a message from Ricky. The message didn't say anything, it was just a link to a porn website. I swallowed hard and clicked the link, mostly expecting it to be the full video of their hotel room hook up. But I was wrong. It brought up a video with the title "Naïve Milf gets fucked for a job".

The video started with a clear view of Mom. She was sitting on an all black couch in a mostly empty office room somewhere. She had on the clothes that she left in, a simple red button up blouse and a tight pair of jeans.

"Let's start off by telling me who you are." an unknown male voice said from behind the camera. The man had a deep booming voice that demanded attention.

"Well my name is Kimberly Malcolm." Mom said while looking behind the camera in front of her, presumably at the man talking. "I'm a thirty-six years old single mother. I have one boy who is a senior in high school."

"Excellent." the man said. "And you know what this job is. and where you'd be doing it at?"

"Yes I do." Mom nodded. "It's a bartending job at Glitter, the strip club."

"Awesome." the man said. "You definitely look the part. Very sexy."

"Thanks." Mom said shyly.

"Tell me, have you ever worked for a strip club before?"

"No, but I do have a pole set up in my house." Mom joked.

"Oh really? Maybe you could show off some of your moves for me sometime." the man laughed along with Mom's fake laughter. "You are definitely one hot momma. How big are those melons?"

"Excuse me?" Mom asked in shock. She wasn't ready for the conversation to take a turn like that.

"You're tits, doll. How big are they?" the man asked again, this time in a slightly annoyed tone.

"I don't see why I should have to tell you my bra size." Mom said defiantly.

"You don't, but then you won't be getting this job." he replied plainly.

"What?" Mom asked confused.

"Listen doll, Glitter is a premier club. The biggest and best in town. We have tons of hot young girls applying for whatever position they can get. If you want a place here, a place where you can make boat loads of money I might add, you are going to have to lighten up and go with it. That's the way things work here. Now, Ricky vouched for you, and don't get me wrong I love the kid, but you're still going to have to earn your keep like everyone else."

Mom was silent as he spoke. She was looking down at the floor in front of her, absorbing his words and what they meant.

"Now I'll ask you again." the man said in a different tone to snap Mom's attention. She looked back up to him. "How big are those fun bags of yours?"

"36 double D." Mom said while maintaining eye contact with him.

"Show 'em to me." he said.

Mom paused for a moment before starting to unbutton her blouse. More and more of her front being revealed with each button. Once all the buttons were undone she let the blouse slide off of her shoulders and down onto the couch. Mom presented her perfect set of boobs and hard pierced nipples to the man and the camera.

"Jesus those are nice. And no bra either? Wonderful. All natural?" the man asked. Mom nodded her head. "And I love the piercings. Magnificent. Got anything else pierced?"

"Just my tongue." Mom nodded and stuck out her tongue to show off the little stud she had.

"Nice. Sexy." the man added. "I bet you've made a lot of men happy with that."

"I guess so." Mom said with a shrug.

"Well I think it's time you make one more man happy with it."

A short fat man entered frame with Mom and sat down next to her on the couch. The man's face was blurred out but I could make out that he had short greying hair.

"You're so sexy. Show me how good you are with that mouth." the man on the couch spoke. The voice was that of the same man who was speaking from behind the camera.

Mom obeyed, reaching over and fishing the man's penis out of his pants. It wasn't very long but was extremely girthy. She took his small fat cock in her hands and pumped it a few times before shifting up to her knees on the couch. Mom's pink panties peaked out the back of her pants as her ass strained against her tight jeans. She readied herself to please the man. As Mom leaned down towards his lap the man brushed her hair out of the way to make sure that it wasn't blocking her face from the view of the camera.

"Mmmmh yeah, work that pole." the man said when Mom put her lips over his dick.

The man placed a hand on her head a gripped her, electing to control her pace himself. He forcefully shoved her head all the way down and started to fuck her face.

"And no gag reflex either? I knew you were going to be a good cock sucker from the moment I saw you."

The man casually face fucked my mom for a little bit before pulling her off his junk.

"Hold on. Get on the ground." the man directed Mom as he got up and shuffled out of frame for a second. He re-entered view with his pants completely gone and holding a small hand held camera. He sat back down on the couch and spread his legs wide and told Mom to get back to it.

The perspective of the video suddenly changed to his hand held camera. The view was of topless Mom crawling between the fat gross man's open legs. Mom started again by looked into his camera while licking up and down his shaft. She flicked her tongue piercing all around the head of his cock.

"The balls too, doll."

Mom ducked her head lower to the man's wrinkly hairy nut sack. His fat cock rested on her face as she lapped her tongue on his sack. Mom grabbed his dick and moved it to the side out of her way. While still looking at the camera she took one of his balls inside her mouth and sucked on it. Mom pulled back while still sucking, causing a loud pop sound as the man's nut exited her mouth. She went back down to do the same thing to the other nut while starting to jerk the man's cock with her hand.

"You're amazing but slow down, doll. We don't want to finish this soon." the man stopped Mom from jerking him off.

The man stood up right above Mom. He's stepped over her. causing his nuts to drag across her face. The camera view swapped back to the front off the couch as the man walked out of frame.

"Well what are you waiting for? Stand up and take your pants off." the man's voice came from behind the camera.

Mom stood up and gave the man a smile as she unbuttoned her pants. She was struggling some to get the tight jeans down her hips and butt. With a little effort she was soon standing in front of the couch in nothing but a thong and a smile. Her thong was pink lace with a tiny bow on top.

"Beautiful. Show me the back." the man said.

Mom turned around to flash her ass. She bent over slightly to make it really pop out. The thong did nothing to hide her ass as the pink material disappeared between her butt cheeks. The word "Jacob" could be seen clearly.

"Who's Jacob? Your husband?" the man asked.

"No, just an ex." Mom replied sheepishly. I could tell that she was feeling embarrassed by the tattoo.

"Alright, lose the panties so we can have some real fun."

Mom hooked her thumbs in the sides of her thong and with her back still to the camera, slowly peeled them down. Once her underwear was on the floor she jiggled her booty for a few seconds before turning around to reveal her hairy pussy.

"Wow, wasn't expecting a forest." the man said regarding Mom's full bush. Again she looked embarrassed. "If I were you I'd make sure that's bare from now on. That is, if you're serious and want the job."

Mom nodded her head in acknowledgment. You could see that she was fighting the urge to cover herself up with her hands.

"You said you pole dance, how flexible are you?" the man asked. Mom's face lit up a little at the question.

"Very." she confidently bragged.

"Good. Why don't you sit back down on the couch." the man instructed. Mom sat down naked on the couch. "Now, you think you can lean back and get your feet on the top of the couch?"

Mom nodded as a response. She shifted positions, scooting down so her back was on the couch cushion. Bending her knees slightly, her legs spread and went up over her head, planting her toes firmly on the top of the couch. In this position her pussy and asshole were opened up and extremely exposed.

"Nice." was all the man said.

The video jumped back to the man's point of view as he approached my spread open mom. The camera dipped low. level with her private parts. It zoomed in for an intense close up of her pussy and butthole. The man used his free had to pry open Mom's wet pussy lips. The camera got even closer, showing the inside of her open vagina. After holding for a few seconds the view backed out to a normal pov shot of Mom lying back on the couch. The man flopped his hard dick down onto Mom's wet sex and started rubbing it up and down her lips, making sure to make contact with her clit each time.

"Tell me how much you want this job." he said while fucking the outside of her pussy.

"I really need this job. Please give me this thick hard job." Mom pleaded while moaning softly.

The man chuckled and easily slipped his cock inside her. He started thrusting in and out, slowly pulling his dick almost all the way out before slamming it all the way back in. Each hard thrust back in caused a sexy whimper to escape from Mom's lips. The man never changed the rhythm. He just kept backing his dick out until only the head was left inside before violently ramming it back in. The look on Mom's face made it seem like she was absolutely loving it. Her tits would bounce up to her chin with every thrust she took.

"Holy fuck. I knew you'd be a good cock sucker but I didn't expect you to be this tight!" he chuckled.

The man took his hand that wasn't holding the camera and reached down to play with Mom's clit while he fucked her. This sent Mom over the edge. She came as he fucked her. Her legs started shaking so badly that she had to grab them with her hands to make sure that they don't drop down.

While Mom was climaxing the man finally picked up his pace. He took it into overdrive, fucking her with as rapid thrusts as he could manage before stopping suddenly while buried inside her. With a nasty low grunt he pulled his dick halfway out and I could see it pulsing as he emptied his load inside her.

"Hold still." he told Mom as he pulled all the way out. He got the camera level with her freshly fucked pussy and opened her back up again. You could see his cum covering her insides. It slowly trickled out of her as he held her open and ran down to her asshole.

"You were pretty good." he told Mom while moving away from her.

"Thanks." Mom replied while lowering her legs and readjusting so she was sitting normal on the couch. The camera switched back to the full couch view.

"Shave that beaver and you can start tomorrow." was the last thing the man told her before the video stopped.

I let Mom sleep in again. She didn't sleep till noon today but she looked like she wanted to when she finally did wake up.

"Hey sweetheart." she greeted me with a kiss on the cheek. "I got the job." she told. me in a groggy voice.

"Congrats." I told her.

"I start tonight and I'll be home late, so I trust you'll go to bed at a decent time on your own since it's a school night."

"Of course, Mom."

"I know will, you're a good kid." Mom flashed me a smile and tousled my hair some.

We spent the day together doing nothing. Mom's phone was going off obsessively throughout the day. I tried to sneak glances at who it was but I couldn't make out any names. Eventually Mom got up to get a drink from the kitchen and I noticed that she had left her phone on the coffee table. I decided to quickly pick it up and see if I could spy on her texts some, but when I picked it up I found that she had a password on her phone. I never knew Mom to have a lock on her phone before. I got lucky when it went off in my hands and I was able to read the name "Caleb" pop up on screen. I didn't even known he had her number.

Mom eventually had to get ready for work. I was stunned when she walked out in her new bartending uniform. It didn't look like much of an uniform. She had on a black mini skirt and tight white tee shirt. The shirt was so thin that you could completely see her nipples and areolas through it and was short enough to show her bare midriff. It had the word "GLITTER" in rainbow coloring on the back. Her skirt wasn't the smallest I've seen her in, but if she hiked up her leg far enough you would definitely be able to see her panties. Judging by the two strings protruding above her skirt and riding her hips, she was wearing a black g-string. She completed the look with a pair of black high heels that had thin straps wrapping around her legs and going up to her knees.

"Wow." I said instinctively when I saw her. She got red in the face and avoided my gaze, clearly embarrassed about her exposing attire. "You look uhm, really good Mom." I tried to comfort her but it came out awkwardly.

"Thanks sweetie. I'm leaving now, don't wait up." Mom gave me a quick peck on the cheek before heading out.

I got jealous thinking of all the guys who are going to get to hang around her all night. I jerked off and went to bed pretty early. I woke up in the morning and got ready for school. It was getting close time to leave and Mom hadn't gotten up yet so I went to wake her. Upon entering her room I found her bed empty. I started to panic, hoping that something hadn't happened to her. I checked my phone and found no new notifications. I immediately called Mom. It rang for a while before she picked up.

"Hello?" she answered. It sounded like she was confused and that I had definitely woken her up with the call.

"Mom, where are you?" I asked.

"I'm..... uhm......" she was talking slow and was having a hard time thinking of what to tell me. "I'm sorry baby, I must of lost track of time."

"Are you okay? Are you going to drive me to school today?"

"Oh shit!" she responded. It sounded like my questions had snapped her sense back into her. I could hear a man's voice in the distance on Mom's end of the call. "I'm okay sweetie. I'm sorry I didn't call. You're going to have to walk to school this morning."

"But Mom, I'm going to be late if I have to walk now!" I complained.

"I'm sorry sweetheart ahhhhh!" her voice cracked and quivered at the end. "You're going to have to mmmh, ahhh, walk. I'll make it up to you laterrrrrr fuck!" It was clear she was trying and failing to hold back moans.

I angrily hung up the the phone. Guess I'm walking to school. It's not a quick walks and I'm going to be super late. I thought about just ditching but I don't want to get into even more trouble at school. I was also curious who Mom was with this morning and figured I could count Caleb or Ricky out if I saw them at school. At lunch I saw Caleb like usual, but their was no sign of Ricky. As I was finishing up my lunch I got my answer of who Mom was with this morning in the form of a text from Ricky. It was a picture instead of a video this time.

The picture looked like it was in the same hotel room as the video from this weekend. Mom was naked bent over in doggy with her face buried in the mattress that she was on. I could see the tip of Ricky's massive cock at the bottom of the picture. Mom's asshole was gaping open and she had a bright red handprint on her butt cheek. It was obvious that they had just got done having anal sex. Another text came from Ricky a moment later that read "This is what your mommy ignored you for". The comment stung but I put my phone away and did my best to ignore it.

Mom's OnlyFans promotions were still up in the boy's bathroom but to my surprise all the bullying had seemed to come to an abrupt stop. A few kids that would never talk to me before were even now trying to buddy up to me. Although I'm it's just an attempt to get closer to my mom. It's usually pretty easy to tell when people have alternative motives while talking to me. They invited me to a party this weekend, and honestly I'm tempted to go. It would be nice to go to a party that wasn't at my house.

At the end of school day I was relieved to see the van waiting for me. I was a little less relieved when I saw Ricky getting out of the passenger seat as I got close. He saw me walking over and gave me a smirk.

"Hey there buddy boy." he greeted me in a sarcastic way. "Here, smell this." he said while sticking two fingers under my nose. They were visually wet and reeked of sex, he must have just had them inside Mom. I shook my head away from his hand in disgust. He just laughed and shoulder checked me as he walked by.

Mom gave me a warm greeting as I got in the van. She immediately apologized for not getting home in time to drive me to school this morning. I played it off like it was no big deal, asking her to just tell me ahead of time so I'm not late. I asked her how her first night of work was and she got uncharacteristically shy and avoided giving me a true answer, opting instead just to give me a basic "good" as a response. We weren't home very long before Mom had to go put on her ridiculous uniform and go to work. She promised me she would be home in the morning this time.

The week went much the same. Mom was home each morning but was dead tired. She had to drag herself out of bed each morning to take me to school. I would get home from school and we wouldn't have much time before she had to go. I noticed that her phone was still going off like crazy, most likely from Caleb still. I didn't get a good chance to spy and see who it was for sure since we didn't have long together. Mom did have Thursday night off but she spent most of that time on house work and catching up on sleep.

Friday finally came and I was talked into committing to going to the party that was happening on Saturday night. I was definitely peer pressured into it, but the guys who have been talking to me all week seem like they could be really cool dudes. Plus Caleb got an invite too, so at least I know I'll have someone there who I know and like. The thought of meeting new people at the party excited me, but also made me think about Ashley and how much I was missing her.

After school Mom seemed a little off. She was acting almost nervous to go to work. I asked her if everything was alright and she assured me that it was. She got ready and left without saying much.

While she was gone I just chilled out and played video games. I was about to go to bed when I heard my phone vibrate with a new text message. I quickly checked it to make sure it wasn't from Mom. To my dismay it was another video link from Ricky. I hesitantly clicked the link and it brought me to the same porn site as before. This time the video title was "Naïve Milf performs during a performance review". The video started with Mom sitting on the same black couch as before in her work uniform.

"So, Kim." the man's booming voice filled the mostly empty office. "You've been at Glitter for a week now, how are things going?"

"Pretty good." Mom replied in a basic manner.

"Come now Kim, be honest." the man seemed a little annoyed by her generic answer. Mom looked off to the side for a second before speaking up.

"It's been a little rough." she admitted.

"How so?"

"Well..." Mom started. "Their has been a lot of.... groping from the customers. I can hardly go five minutes without someone pinching my butt or trying to flip up my skirt."

"That's a good thing!" the man interjected. "That means you're doing a good job. The more worked up you get them, the more willing they are to pay our girls for their services."

"I understand that." Mom said. "But I don't do those services, although I get plenty of offers to."

"Oh and that's another thing." the man suddenly interrupted her again. "We've seen how popular you already are with the guests and we want you to start taking some of the back room deals." Mom's face dropped. She couldn't hide her frown.

"What?" she asked, trying to mask her panic. "But that would mean I'd have to..... that's not what I got hired for."

"Listen" the man said calmly. "This will be for the best. It's a win-win. I know for a fact you have the skills for it, plus you'd be making a lot more money." Mom was fidgeting around on the couch. "But I suppose if you aren't a dedicated enough employee then you can look elsewhere for employment." Mom's eyes went wide and her panic showed through.

"No!" she squeaked. "I really need this job, and the money. I'll do it."

"Excellent! Why don't we celebrate while going over the fine details?"

Mom nodded her head and kept it hanging low. After a minute the man entered the frame, again with his face blurred out. He was already naked and hard. Mom's eyes went to his thick rob and followed it as it swung between his legs while he walked over to join her on the couch. He plopped down next to her and placed a hand on her cheek.

"You're so pretty, doll." he said while rubbing the side of her face with his hand. "Look, it's happy to see you. Are you happy to see him?" he asked while looking down at his erection. Mom nodded submissively while continuing to stare at it. The hand caressing her face slithered it's way to the back of Mom's head. It didn't take much pressure from his hand for him to push her face into his crotch. The room quickly filled with slurping sounds.

"God that mouth of yours." he moaned. "You're going to make us so much money." The man relaxed and enjoyed his blow job for a minute before pulling Mom off his cock. "Working in the back rooms means you'll have a quota you will have to hit each night. We split the money from back room services 50(, but If you don't hit the mark and make enough money we keep it all. Understood?"

"Yes." Mom said meekly with her face still in his lap, his cock resting on her face.

"But I wouldn't worry if I were you, doll. With tits like that I have no doubt that you're going to get enough offers to cover it. In fact, why don't you get down on your knees and show me what they can do."

"Huh?" Mom asked, not knowing what he was referring to.

"A tit job, doll. Get down and wrap those big fun bags around my dick so I can fuck them."

Mom nodded, now understanding what he wanted. She took her shirt off and slide down to her knees.

"Oh hold on." he stopped her. "Get naked while I grab this." The man stood up and went out of view while Mom quickly stripped off her skirt and panties. Her freshly shaven bald pussy was in full view. A second later the man returned holding his hand held camera. He sat back down on the couch and the video switched to his point of view. "Alright, start."

Mom scooted close up between his legs. She took her big milkers and sandwiched his dick in between them. He dick, although thick, wasn't very long and was almost lost in her mounds of soft flesh. Squeezing her tits together she bounced them on his cock. Without being asked she looked down and let a big drop of spit slide out of her mouth and fall down between her breasts, helping to lube up his dick while he titty fucked her. The man groaned with pleasure. He reached his free hand out and started to tweak her pierced nipple in his fingers. After a few minutes of this he stopped her.

"Alright I'm getting close. Get up and bend over the arm of the couch, I need to feel that tight pussy before I cum."

He set his hand held camera down on the opposite end of the couch facing her as she followed his command. The camera got a good view of Mom's boobs hanging down as she leaned over the side of the couch. The man stepped up behind her and wasted no time before sticking his dick in her and pounding her hard. Mom's tits flopped and clapped together as he gave her powerful thrusts. Mom's face scrunched up and she whimpered as he continued to roughly fuck her from behind.

"I'm going to cover those fat tits in cum!" he announced. I wasn't sure Mom heard him with how loud she was moaning, but as he pulled out she quickly spun around and dropped to her knees in front of him. After stroking himself a few times cum started to erupt from his cock. He pointed it down at Mom's chest as he unloaded. She pushed her boobs together to give him a nice landing zone for his seed.

"You can find her and use her starting this Friday, only at Glitter!" the man loudly announced. Mom looked up at him in total confusion right as the video stopped.

I watched the video a second time while jacking off. I'm not proud of it, but it got me too hot to ignore. The next morning I didn't leave my room until I heard Mom get up. I wasn't even sure if she had made it home before that. She looked tired, but wasn't in a bad mood. After giving her some time to full wake up, I asked her if I could go put with Caleb tonight. It wasn't a lie since I was going to be with Caleb, I didn't want to tell her the full truth that we were going to a party. I don't think she'd have a problem with it, but you never know for sure. She was surprised but pleased. She told me that she was happy that I have gotten close to Caleb recently. She also said it was for the best I go out tonight since she wasn't planning on making it home till morning.

We wasted the day together until it was time for both of us to get ready to go. I texted Caleb to let him know my mom thinks I'll just be at his house, since I'm sure he would be texting Mom throughout the day. Mom offered to give me a ride on her way to work but I told her I'd just walk since it was still a little early for me to go to the party.

I was nervous as I headed out. I had never been invited to a party before. The party was at Blake's house. He was also the kid who invited me and one of them that had been hanging out with me all week. He lived in a richer part of town. As I approach his house I was blown away. It looked more like a mansion than a normal house. I knew I was at the right place from the music blasting so loud that it could be heard from down the street, and from all the high school kids hanging around out front. Some of the kids I recognized and knew, others I had never seen before.

Luckily Caleb was waiting for me on the front lawn. I was instantly picking up the same nervous vibe from him, although not quite as bad as mine. We headed into the wild jungle inside together. The house was just as impressive on the inside as it was the outside. It was two story with a grand looking staircase as soon as you stepped through the door. To the right of the stairs I could see the kitchen and off on the other side seemed to be a living room. The house was packed with kids as we made our way to the living room side of the stairs.

The largest crowd was gathered around a beer pong table being played by two teams of two. Me and Caleb posted up on the outside of the crowd and watched the game that was in progress. I was surprised to see that it all girls playing and that they were in various stages of being undressed. Apparently this was a form of strip beer pong. I watched as one girl attempted to bounce a ball in a cup but miss, but her partner threw one at the same time and sank it. The crowd cheered as a girl on the opposite team rolled her eyes and took her shirt off, revealing her tiny boobs in her bra.

Blake found us as we were watching the game.

"Yoooo bro, you made it!" he said as he held a hand out for a high five.

"Yeah man, of course. Thanks for inviting me." I awkwardly almost missed as I slapped his hand.

"Go get some drinks, kitchens over there, bathrooms around that corner, pools out back, don't be afraid to just jump on in! And if you find someone you like feel free to take them upstairs, my parents bed is giant and they won't be home all week!" he had a contagiously positive energy around him, marking it impossible not to be having a good time when he's around.

Me and Caleb got pretty invested in the beer pong game, wanting to know how far they would take it. The crowd on onlookers went wild as one girl in her underwear finally had to remove her bra. That was as far as it went as the game ended without anyone getting fully nude. We left to go get some drinks as the next teams of kids stepped up to play.

The kitchen was lined with snacks and drinks. On one counter was a giant bowl of an unknown drink that most people were filling their solo cups with. We follow suit and got some. After taking a snip I almost spit it out with how nasty the dark liquid tasted.

We stuck together as we headed outside to check out the back yard and pool. I was able to stomach and down more of my drink and I could feel it loosening me up some. I was being more talkative and less shy as the party went on.

The sun was down and the party was going strong. I found myself lounging around in the living room chatting with Blake and some of the other guys. Is this what it's like? To be a normal, popular high school boy? I was laughing, joking, having a good time. I even managed to work up the courage to talk to one of the pretty girls that was playing beer pong earlier. Then it all came crashing down.

"Sorry we're late!" I heard him announce as they walked through the front door. It was the voice of Ricky. Behind him was my mom.

Mom looked as nervous to be here as I was when I first arrived. She was wearing a way too tight pink shirt. It has the words "honk if you're horny" across the top and has two small white hand prints over her boobs that were basically see through. You could definitely make out her nipples and piercings through the practically mesh white part of the shirt.

To go with the shirt Mom was wearing a black mini skirt and black high heels. The skirt is similar to the one she has to wear to work, only smaller. You could easily spot the bottom of her bright pink panties peeking out from below the skirt. To top the look off she was in her black leather "CUM SLUT" collar. The collar had a pink leash attached that Ricky was holding, using it to pull Mom into the party. She looked humiliated as this eighteen year old paraded her around.

Me and Blake got up off the couch at the same time, but went different directions. He went to greet Mom and Ricky and I went to go hide. I did not want Mom to see me. I went to a corner that had a potted plant next to it, making be pretty invisible but with a good view of the house still.

"We had to wait for the entertainment to get out of work." Ricky explained to Joey while pulling Mom's leash to make her get closer to him. Mom did her best attempt to give a smile but it came off as very fake, not like any of the guys around her cared. Her smile was the last thing about her that they were paying attention to.

"No problem bro!" Blake said while staring directly at Mom's chest. Ricky noticed him looking.

"Go ahead and give her a squeeze, man." Ricky told him.

Blake grinned. He cupped one of Mom's boobs and gave it a good hard squeeze while making "honk honk" noises. Once her was done Mom turned around and bent over slightly at the waist. She flipped up her skirt to reveal that her panties, unlike ninety-nine percent of the time, weren't a g-string or thong. Instead they were a pair of basic full pink underwear that actually covered some of her butt for once. The reason for her change in wardrobe became clear when I saw she had the works "spank me" in bold black letters across the back of her panties. Blake gave a laugh and slapped her on the behind.

"She has orders to present her ass and asked to get spanked anytime someone grabs her tits." Ricky explained. "She also has to follow and obey whoever is holding her leash like the good little bitch she is. Isn't that right, bitch?" he asked Mom while patting her on the head. Mom didn't verbally answer. instead just nodding her head. "Who's my bitch? Who's my good little bitch?" Ricky asked her in a super demeaning way while continuing to pet her on the top of her head.

"Me." Mom answered while enduring the humiliation.

"That's right." Ricky said with a smile. "Here B, go nuts." Ricky handed the Mom's leash off to Blake.

Blake walked back over to the couch we were both just sitting at, pulling Mom behind him the whole way. He sat down and gave Mom's leash a tug, causing her to toppled down on to his lap.

Mom sat on his lap in silence as Blake went back to chatting with his friends. He didn't seem to notice, or at least care, that I had vanished. His hand went up to her chest and was idly playing with her boob while he talked.

"Go get me a drink." he ordered her after a little while. He unclipped her leash before aggressively shoving her off his lap. She fell to the floor but picked herself right up and went towards the kitchen to fulfill his request. Mom didn't make it very far before she was stopped by a party-goer who looked down and read her shirt.

"Hey I'm horny!" he said while looking Mom up and down. She responded by puffing out her chest, making her boobs stand out for him to grope. "Awesome!" he said while bringing both hands up and grabbing her boobs. He jiggled them back and forth in his hands a few times. Once he was done Mom turned her back to him and bent over a bit, flipping her skirt up over her butt.

"Please give me a spanking." she asked him. I could tell by her voice that she wasn't really into this. Her behavior was different than when she was high off of Jacob's special weed. She looked and acted horny still but their was a reluctance to her now. Like she had to good conscience to know what she was doing is wrong.

"Fuck yeah!" the guy gave her three quick hard swats on the ass, causing Mom to jump a little each time.

After the spanking Mom moved past him and found her way to the kitchen. She grabbed a cup and made her way to the big bowl that was sitting on top of the counter. As she was pouring the drink. a random guy unexpectedly pinned her to the counter by pressing his body against hers from behind.

"I can't believe you're actually here in front of me! You're so much hotter in person!" he said while grinding on her.

He reached around and mauled at both her tits. Mom didn't know what to do and she couldn't wiggle away from him. She was forced to stand there and take it as the random guy rubbed his clothed crotch against her.

"I can't take it, I have to be inside you!" he took one hand off her breast and pulled his pants down just far enough to free his dick. Mom's eyes widened when she felt his bare cock start to rub between her thighs. Mom fought back a moan as he rubbed his meat against her hidden pussy. Grabbing the crotch of her panties, he was about to pull them to the side to expose her sex when he was distracted by someone yelling at him.

"Leave her alone, asshole!" Caleb shouted as he entered the kitchen.

Mom perked up when she heard his voice. Caleb stormed over and pulled the guy off of Mom by his shoulder.

"What man? We're all just having fun!" the guy said while trying to put his dick away. Caleb looked like he was ready to slug him when Blake entered the kitchen after hearing the commotion.

"What the fucks going on in here?" Blake asked. He quickly picked up on the situation when he saw the guy stuffing his dick back in his pants. "Come on man, do that shit up stairs, not in my kitchen. And you, where's my drink?" he asked while pointing to Mom.

"Right here!" she said before hurrying over to his side with a cup full of mystery drink. Blake reclipped the leash to her collar and took her back to the living room. I could see that Caleb still hadn't fully grasped what was happening. I'm guessing that, same as me, he wasn't expecting my mom to be at this party. I watched from my hiding spot as he angrily marched to the front door and left. I thought also attempting to make an exit, but their was no way for me to do so without being spotted by Mom.

The party went on. Blake made my mom stand next to him while he relaxed on the couch. Plenty of guys took advantage of her while she stood there. Every time a guy would honk on her boob she would turn and ask them if they wanted to spank her. Every guy happily fulfilled her request. Some of them gave her soft slaps, some of them gave her hard whacks. A few of them just grabbed her ass and squeezed it.

"You look like you're getting tired. Would you like to sit down?" Blake asked Mom after a while of her being groped.

"That would be lovely, yes." Mom answered, seeing a chance for her to at least not be spanked anymore. I'm sure her bottom was red and hurting at this point. Mom went to squeeze in on the couch next to him but he stopped her.

"No, not here." Blake said. "We have a special seat just for you. Bring it out boys!" Blake waved his hand off to the side. Mom looked worried. for good reason too.

A couple guys shuffled into the living room carrying a pretty good sized wooden chair that looked like a throne. It had a large back and arm rests and was red with gold looking trim throughout with surprisingly nice looking golden flowers painted on the backrest.

The chair had a few..... unusual modifications to it. Each arm rest had restraints on it, little leather handcuffs with a few inches of chain to give minimal slack to the wrists of whoever is sitting in the chair. The front legs of the chair also had matching cuffs with short chains. Coming up from the center of the seat was a massive hyper realistic black dildo. It had to have been the biggest dildo I've ever seen. It was veiny and looked just like a real big black dick. Mom saw the chair being brought in and her face melted into a frown.

"On second thought I think I'll just stand." she tried to play it off like it was a joke but Blake wasn't having it.

"No no, I insist. I don't want people thinking I'm a rude host and not providing proper seating for my guests." Blake pulled Mom over to where the chair had been put down. She eyed up the intimidating dong on the throne.

"Listen, I know I'm a size queen but I don't think that monster is going to fit." Mom said quietly, trying to only talk to Blake despite the large crowd around her.

"Well feel free to lube it up first. Just like you would with any other dick." Blake told her with a grin. Mom made a disappointed face knowing what he meant.

With a small groan, Mom got down on her knees in front of the throne. She hovered her face over the fake cock and gathered up some saliva in her mouth. She let a big drop slide down from her lips and onto the head of the dildo. She took both hands and gripped the dick, sliding them up and down to spread her spit around on it. It was so thick that she couldn't get her hand all the way around it.

"You can do better than that." Blake laughed at her.

Mom stuck out her tongue and licked around the head of the black dildo while continuing to jerk it off. She gave it a thorough and sloppy tongue bath. By the end the dildo was shiny and soaked with her spit.

"Time to take a seat." Blake ordered.

Mom looked nervous as she stood back up in front of the crowd. She placed one hand over her pussy, using it to cover and block her privates from the crowd while pulling her panties to the side with her other hand. She lined up her hidden sex with the big black dick and slowly started to sit on it. Although we couldn't see it, it was obvious when the fat head split her open and first entered her by the face she made.

Mom's lips quivered and she let out one long erotic whimper as she sank down lower, taking inch after inch. She was going slower the further down she went until she stopped completely about half way. After taking a deep breath, she managed to work herself down to the point that she was sitting flush on the chair. The onlookers erupted in cheer when she moved the hand that was covering herself to signal that she was all the way down, although her skirt was now blocking the view of her pussy.

"How's it feel?" Blake asked her.

"I've never been so full." Mom responded.

"Well it's not over yet, and it only gets better from here!"

Before Mom could question or react, Blake had her wrists secured in the leather restraints. Mom didn't resist when he went down and locked her ankles up in the cuffs on the legs of the chair too. Blake lifted her shirt up. Not all the way, but enough to show her stomach. You could spot a slight bulge poking out her belly from the massive dildo inside her. Blake placed his hand on the bulge and laughed.

One of the guys who helped bring out the chair handed Blake a strange looking remote. The remote was small and looked like it only had two dials on it. Blake had a wide smile on as he ever so slightly nudged one of the dials on.

Mom's mouth and eyes shot open and her body jerked against the restraints. She wiggled back and forth on the chair and looked like she wasn't fully in control of her limbs.

"You like that?" Blake asked in a cocky tone with his hand still on her stomach. "I can actually feel the vibrations from the toy, and it's only on low. But that's not all it can do."

With a wicked smile Blake turned the other dial just a smidgen. The bulge in Mom's belly retracted before popping back out. Along with the vibration, the toy was now also thrusting. Mom groaned in a mix of pleasure and overstimulation as the dildo started to fuck her. Blake turned the first dial up more, causing the vibration to intensify. Mom's legs started to shake and convulse.

"I'm..... going...... to...... cum!" Mom struggled to articulate the words.

Everyone watched and cheered as her body tensed up before she had an epic release. Her eyed rolled back and her mouth hung open as she came hard. Blake showed some mercy and turned both dials to off after she was done cumming. The front part of the seat Mom was sitting on was visibly wet, it looked like she had squirted during her intense orgasm.

"Alright, let's make this interesting." Blake announced to the party. "How about we have a beer pong tournament, winner gets control over Kim for the rest of the night."

The party seemed to like the idea. The look on Mom's face, however, said that she wasn't a fan. I bet she didn't have high hopes that anyone from this group of rowdy, horny high school seniors would show any restraint when given control over her. The boys quickly made a large bracket and drew names to determine who would play against each other in one on one matches.

"Here, to keep you warmed up while you wait." Blake told Mom before turning each dial back on to low. Mom groaned and her body started to jerk around once she felt the toy start to move inside her. Guys waiting for their turn to play would either watch the game in progress or hang out around Mom to watch her squirm around. Plenty of the guys continued to follow her shirts instructions and honk her tits while she was stuck there. Some of them even tweaked on her nipples through her shirt since they were so easy to spot. After a few games, Blake walked over to Mom and turned her the dials up a little more.

"Just for fun." he laughed at her as he watched her reaction. Mom's hands gripped the arms of the chair and she attempted to close her legs, but was unable to since they were chained up. Her legs shook uncontrollably and she attempted to suppress her moans. She didn't make it through another match before she was cumming. They stopped playing for moment to watch her climax, although this time Blake didn't turn off the toy once she was done. It didn't take long for her to build back up to another one.

By the time the the beer pong tournament was nearing it's end, Mom was an absolute wreck. She had orgasmed multiple times. Her eyes were closed and she was constantly writhing in the chair, her legs were shaking like earthquakes.

By the time the last game was over, Mom was slumped down in the chair, as much as she could slump down at least. You'd think she was totally passed out if not for the low whimpers she was producing from still being fucked by the big black dildo. If you looked closely you could see her belly bulge as the toy rearranged her guts.

The winner of the tournament was Kyle, one of Blakes closer friends. He was also one of the more douchey of the group.

"Fuck yeah, let's gooooo!" Kyle shouted as he sank the ball in the last cup. "That bitch is mine! Suck it!"

Kyle strutted up to Mom's chair. Blake congratulated him and turned off the toy before releasing her from the cuffs.

"Well there we have it, you belong to him now." Blake took her leash and handed it over to Kyle.

Kyle roughly tugged at her leash. Mom was struggling to rise from her seat with him pulling at her. It took her a while but she was finally able to work herself off the dildo. The fake dick and seat of the chair were a wet mess from her juices. Mom's legs were unstable as she fixed her panties to cover her sex. The front of her once bright pink underwear were now a dark color from being absolutely soaked by her.

"Man this is going to be awesome!" Kyle said as he eyed up Mom. "Where did Henry go? I want him to watch what I'm about to do to his mom."

Mom gave him a quizzical look. I guess she didn't put two and two together when she saw Caleb here that I was probably here as well.

"I think her ran off." Blake said with a shrug. I huddled up closer to the potted plant that I was hiding behind.

"Damn. I've always wanted to fool around with a hot mom while making her son watch." Kyle gave one of Mom's boob a hard squeeze. Mom looked uncomfortable, still thinking about the possibility of me being at the party and seeing her. Her attention was snapped back to Kyle and she pulled her close to him. "You have to do what I saw, right?"

"Yes." Mom nodded while being face to face with him. Kyle surprised he by giving her a deep kiss. His tongue worked its way past her lips and into her mouth.

"Beg me to spank you. Like you mean it." Kyle suddenly pushed Mom over to the table they were playing beer pong on. He shoved her front half down on the table and flipped up her skirt to show the "spank me" written on the back of her panties. Mom took a second to recover from the sudden aggression.

"Please spank me" she told him. Kyle whacked her hard on the butt cheek, causing a loud yelp from Mom.

"Not good enough. Do better or else the next one will be harder." Kyle threatened.

"Please give my naughty ass a spanking! Mom pleaded while shaking her ass, trying to avoid a harder hit. "I've been a naughty, naughty girl. I need you to punish me!"

Kyle grinned as he gave a few softer smacks in rapid succession. Mom yelped with each hit, but not nearly as loud as with the first one.

"You a whore? You like young man dick? Tell me." he said while continuing to swat her ass.

"Yes, I'm a whore!" Mom responded. "I love getting fucked by young dick! Nice hard cock gets me so wet, I think I'm addicted to cum! I'm a true cum slut"

People at the party watching were laughing at what Kyle was doing to my mom and what she was saying to him. A sudden loud cheer erupted as Kyle swiftly pulled Mom's panties down just past her butt, exposing her for everyone to see. Her pussy was still soaked from sitting in the chair. By the look on Mom's face it was obvious that she was not expecting him to take it this far in front of everyone.

"Keep talking. whore." Kyle ordered while giving her another hard spank.

"I'm such a dirty slut! Getting my ass fucked makes me cum the hardest, the off button for my brain is located deep in my ass!"

You know, a while ago I would of never in a million years thought that I would hear my own mother say this kind of things. Don't get me wrong, I'm still amazed to hear her speak like that, especially in front of a group of high school kids at a party. But it just don't surprise me now like it once would have.

Kyle finally stopped spanking her. Mom's firm butt cheeks were bright red from the abuse.

"Look at this old blown out pussy." Kyle said. It was clear that Mom's pussy hadn't recovered from getting the giant dildo shoved inside it. "Good thing god gave her other spots for men to stick it in."

Thankfully Kyle was stopped by Blake as he was in the process of getting his dick out.

"Come on man, not out here. Take her up stairs if you're going all the way." Blake told him. Kyle seemed annoyed but didn't argue.

"You heard him, let's go." Kyle told Mom as he pulled her up by the leash.

Kyle set off for the stairs but Mom was having a hard time keeping up since her underwear was still around her thighs. She tried to pull them up as the walked but he was going too fast for her to do both. He stopped and roughly yanked the underwear the rest of the way down her legs. Once Mom stepped out of them Kyle reached down and picked them up.

"Keep up and shut up." he told Mom before aggressively shoving the still wet panties into her mouth. Mom followed behind him with her used panties half hanging out her mouth.

Once they we up the stairs I decided to try and make an escape. With the party still going strong it was pretty easy to sneak out unnoticed. Everything was going good until I made it through the front door.

"Leaving so soon?" Ricky asked me. He was smoking a joint on the front lawn with a few other kids. He walked over to me and got close enough to block my path. "What, were you not enjoying the show?"

"Just let me pass please." I said submissively.

"How rude can you be? You know Kim is doing all this just for you?" Ricky said in a low, sinister voice that sent shivers through my body.

"What are talking about?" I hesitantly asked.

"Mommy and me have an agreement. She turned into my little slut and everyone leaves you alone. She hates it, and me, but she's willing to do anything to protect her baby boy."

"Nooo." I said weakly. I didn't want to believe that it was all my fault that Mom was being put through Ricky's torment.

"Yep." Ricky said with a smile. "I made her get the job at Glitter, I make her meet me at a cheap motel so I can fuck her brains out, and I made her come here and be everyone's plaything."

I started to cry quietly. I tried to suppress it but I couldn't help it, my emotions were spilling out.

"Please leave her alone." I pleaded. Ricky laughed hysterically at my crying and begging.

"Why in the hell would I do that?" Ricky laughed.

"Because she's pregnant!" I heard myself blurt out. I'm not even sure why I said it. I think it was just a desperate attempt to make Mom less desirable to him. Ricky took a half step back. He looked surprised, but not overly so.

"You don't say." Ricky rubbed his chin like he was thinking. Without another word he left me alone to go inside. I took the chance to run off before anyone else could spot me.

Mom didn't come home that night before I feel asleep. I did get some update messages from Ricky though in the form of pictures of Mom at the party. She was being pulled around by her leash by various boys. At some point Mom added some bright red lipstick along with righting "WH" on one side of her face and "RE" on the other. One picture was of Mom with her mouth open so she had "WHORE" spelled out on her face in lipstick with her open lips making the "O". Another picture I received was of Mom, again with an open mouth, only this time she had a dick in her mouth. The last picture I got was of her head posing next to the cock. She had cum drizzled all over her face and his shaft was littered with red lipstick markings from her kisses.

In the morning when I finally saw Mom exit out of her room she looked like a mess. It was clear that she had a long night of partying and was still feeling it.

"Morning dear." she said while rubbing her heavy eyes. "How was Caleb's?"

I wasn't sure if she was messing with me or not. Surely she knew that I was at the party last night and not at Caleb's since she even saw him there.

"Good." I lied. "How was work?"

"Long and hard." she said with a yawn while stretching out her arms.

Yeah I bet. Mom seemed to be avoiding throughout the day, which I was defiantly okay with. The less we talk the less the chance of the party coming up and that's a topic I'm sure we both want to forget. In the afternoon I found out that she had more than one reason to be avoiding me.

Another week passed. It was a suspiciously quiet week. Not much bullying at school and no sign of Ricky or his control over my mom. It was hard to watch Mom leave for work in the evenings knowing that Ricky had forced her to get the job and what she was having to do each night to keep it. Knowing the situation didn't stop me from jerking off a couple times to the videos of Mom's "audition" and "performance review".

Towards the end of the week Mom called me to the living room. She told me to sit down on the couch because we needed to talk.

"Honey, I have some big news to tell you about." Mom started out. She was already pregnant so I was curious what else big news could mean.

"Oh, okay. What is it?" I told her to continue. Just then there was a knock at the door.

Mom didn't say a word as she got up to go answer the door. My entire body ran hot when I saw Mom walking back into the living room holding hands with Jacob.

"What is he doing here?" I asked, trying my best to keep a level head.

"Don't give me a tone young man." Mom said in a stern voice, causing me to lower my head.

"We are getting back together!" Jacob interjected. He was overflowing with joy. His hand let go of Mom's and crept behind her, moving down to her butt and giving it a good hard squeeze. Mom ignored it and continued the conversation.

"Ricky somehow found out I was pregnant. After some discussion with him, he was nice enough to call Jacob and make amends with him. Then he got me and Jacob to meet up and convinced us to give our relationship another chance.

I was shocked. How in the hell could Mom be dumb enough to get back together with Jacob? And why the hell would Ricky care enough to make it happen?

"With Jacob moving back in I'll be quitting my job to spend more time with him. I wasn't much cut out for it anyhow." Mom said. At least that's one good thing to come out of this. "This time we're going to be doing things a little different. We're going to have a short of.... open type of relationship."

That got me to turn my head sideways and give them a look in confusion.

"Yeah I started hooking up with other babes as soon as me and Kimmy broke up." Jacob boasted. "And since Kim and Ricky have a bit of a thing going on we figured it would be best to just officially open things up this time around. No jealousy in the way. That way I can still get it on with girls my age and Kimmy can continue to have meet ups with Ricky, only at home instead of a hotel from now on."

Mom's eyes widened a bit and she looked a little panicked while trying to interpret Jacob from saying anything else.

"Baby I don't think Henry needs all the details." Mom tried to laugh it off.

"What? It's best he knows now so he isn't questioning us when any strange men or women who stop by." Jacob chuckled.

Mom looked like she was almost being held hostage as Jacob continued to paw at her ass.

"I know baby. I just don't want to overwhelm my poor little man." Mom said to Jacob with a smile. She turned to him and planted a big kiss on his lips.

"God I missed you." Jacob said before going back in for another deep kiss. "The girls my age may have hot tight bodies but none of them have the skills that you do. The mouth that you do."

Mom didn't look thrilled at being compared to Jacob's other younger lovers, she continued to kiss him all the same.

"Henry buddy, why don't you start whipping us up something for lunch. Me and your Mom are about to go work up and appetite." Jacob said before grabbing Mom by the hand and practically dragging her into her bedroom. Mom looked back at me over her shoulder and I could tell that she was trying to apologize to me with her eyes.

I made us all sandwiches but they stayed in the bedroom together for hours before coming out to eat. I could hear their rough passionate love making the entire time. I thought about spying on them but it was almost pointless with how loud they were being.

Once they finally did come out to eat, Mom looked physically exhausted. Her hair was a mess and she was drenched in sweat. While they ate Jacob was asking me if I heard from Ashley or knew when she would be back. I told him I hadn't and for all I knew she wasn't going to be back or at the very least be allowed go out and see anyone given how much her parents freaked out on her. Jacob then announced how happy he was to be back and how it was important to make sure the baby will have a good strong male role model growing up, unlike me. It was hard for me to sit and take it. Mom just sat their quiet and docile as he spoke about not wanting his kid to turn out the way I did.

While me and Jacob were talking I saw him give Mom a small nudge with his should and gesture with his head down to his lap. I couldn't see what he was gesturing at because it was under the table but Mom looked down deadpanned at his crotch. She reached a hand over and placed it in his lap. I could tell by her arm movement that she had his junk in her hand and was jerking him off under the table with me sitting right across from them. She started off nice and slow before eventually ramping it up to a long full motion.

"Henry, be a good boy and go to your room. Your Mom is about to get her dessert." Jacob ordered me with a smirk.

I stood up to leave and I spotted his big hard dick in Mom's soft tiny hand. I turned around right before going into the hallway to see Mom leaning over in her chair to take his dick in her mouth.

I didn't leave my room for the rest of the night. In the morning I was the first one up. Mom woke up a little after me. I wanted to question her, to ask her why in the hell did she take him back, and what was up with having an open relationship now? But I didn't. We didn't really talk to each other at all. Jacob finally woke up and joined us. First thing he did was walk up to Mom and gave her a big kiss on the lips. He made a show of it, making sure I could see as he opened his mouth, slithering his tongue out and snaking its way into Mom's mouth. The wet sound of their lips smacking together filled the quietness of the otherwise empty room.

Mom seemed totally docile and submissive compared to her normal self. Even before when she was with Jacob she still had her bubbly personality, but now she looked like she was on autopilot.

"Man, if Kimmy wasn't already pregnant she definitely would be after yesterday!" Jacob joked to me. "Isn't that right, babe?"

Mom looked at him with a fake smile and nodded her head. I couldn't believe that Mom was just simply agreeing with him about getting creampied multiple times yesterday right in front of me.

"I got some of the boys coming over tonight to celebrate us getting back together. I'd say you can join us Henry but it's a school night and we won't be done till late. So it's best you just hang out in your room tonight." Jacob told me.

Jacob has been super bossy since being back and Mom has been just going with it. He ordered me around all day, making me do the dishes before cleaning the entire house for his get together while he sat around with Mom. I didn't dare argue with him or stand up for myself. Without Mom looking out for me the power dynamic was completely in his favor. He always had power over Mom, but he never openly bossed me around in front of her before.

Later that night it was no surprise when Ricky showed up. He wasted no time before groping Mom, feeling up her tits first thing after walking through the doors. I took his arrival as my queue to go to my room. Shortly after I heard another knock on the door followed by loud music being played.

A couple hours in I had to leave my room to use the bathroom. My curiosity got the better of me and I snuck down the hallway too take a quick peek.

Mom was naked, sitting on someone's lap on the couch but she was blocking him so I couldn't see who exactly. Her big tits were bouncing wildly as she rode the guy in reverse cowgirl. Her hands were on his spread out knees for support as she slammed herself on him. Her eyes were closed and she was giving out low erotic whimpers.

I saw Blake and Ricky, both naked, standing around chit chatting while Mom was being railed. Jacob walked in from the kitchen side by side with a girl who I recognized from school. Her name is Rebecca, she is a cheerleader and one of the most popular seniors in school. She had a reputation of being super flirty and also a bit of a prude when it came to actually putting out. Although I always doubted she was an actual prude, I think she just wasn't as easy a lay as the other sluts on the cheer squad and looked prudish in comparison.

Rebecca has dirty blonde long hair that she usually kept in a bun since if she didn't it would hang down to the small of her back. She was thick in the best kind of way, not chubby but curvy in all the right spots. Her thickness contributed to her massive G hangers that helped her become so popular with the other students. It also didn't hurt that her booty was gigantic and always jiggled around when she walked.

Rebecca and Jacob were both naked when they entered the room with the rest of the naked guests. I was surprised to see that she had a completely clean shaved pussy. They joined Ricky and Blake in talked for a few seconds before Rebecca dropped to her knees in the middle of the group. She took a cock in each hand and playfully licked the dick that was hanging in front of her face, which belonged to Jacob. I couldn't hear them but I could tell that they were all laughing and joking and having a good time.

While Rebecca was giving attention to the three boys, Mom had finally changed positions. She was down on her knees between the guys legs, who I could now see was Kyle, the d-bag from the party. He was smiling down at Mom while she was busy burying her face into his ball sack. I could see that nestled between her ass cheeks was her heart shaped butt plug.

While I was busy watching Mom and Kyle I hadn't noticed that Ricky had spotted me spying on them. I didn't watch for long, just long enough to see Kyle push Mom's head down all the way on his cock in an attempt to make her gag on it. I went back to my room and did my best to ignore the orgy going on in my living room. After about thirty minutes I got a surprise visitor in my room.

Ricky opened my door and walked in, still completely naked. His young athletic body was glistening with sweat and his big meat hung low between his legs. It swung back and forth, slapping against his thighs as he walked over to me on the bed. I sat up as he approached. He had a look on his face that made me nervous.

"Hey Henry, enjoy the show?" he asked me. "I was thinking you could join in on the fun. How does that sound?"

"Uhm, no thanks." I said. I tried to scoot back as he got uncomfortably close to me.

"Nonsense. I thought we could have a little fun together. I've really missed Ash while she's been gone and you remind me of her. So dainty and delicate."

Ricky brushed a hand down my cheek and grabbed my chin, pulling my head down to point at his cock.

"Come on, don't you want to be a good boy for me? Touch it." he said in a soft but demanding voice.

I reached out and gently touched his dick. Still holding onto my chin, he rubbed his thumb across my lips before slowly probing inside my mouth with it. I looked up at him as his thumb found my tongue.

"I'll tell you what. How about you show me a good time, just this once, and I'll leave your dear old mommy alone." That got my attention. I listened intently as he continued. "She's old news to me. It's not fun anymore since we got her smoking our special weed again. Too easy, I want a challenge. I want someone who puts up a fight." His dick was getting hard as he spoke. "Be my good little boy and drain me."

Ricky smiled down at me as I wrapped my hand all the way around his shaft. His dick was hefty in my hand. I gave it slow strokes until it was fully hard. Fuck he has the biggest dick I've ever seen.

"That's right. Suck my thumb as a warm up." Ricky commanded me.

I did it. I closed my lips around his finger before sucking on it. I moved me head up and down on it, miming fellatio on his digit. I continued to blow his thumb while jerking him off for a few minutes before he pulled back.

"Do a good job and maybe I'll send Rebecca in here to peg you after." Ricky told me. I wasn't sure if he was joking or not.

Ricky placed a hand on my head and gently pushed me down on to the ground before guiding my head forward. The head of his cock brushed against my lips. His mushroom tip was so big I'm not sure how he expected me to fit it in my mouth. I found out the answer was by force as he pushed my head down. My lips parted as his cock entered my mouth. It tasted just as bad as I thought it would, sweaty and gross. He pressed on, making me gag and choke pretty quickly. My eyes started to water and I was mostly focused on not throwing up. Even with him pushing I still only managed to fit his head in my mouth. My jaw ached and was being stretched past it's limit. I was startled when I heard the sound of laughter coming from my bedroom doorway.

"Oh my god, I can't believe you actually got him to do it!" I heard Rebecca giggle.

With his dick still in my mouth I looked over to see Rebecca, Brad and Kyle standing at my door. Despite them all being naked she had her phone in her hand and was holding it up, mostly likely taking video of my compromising position. I tried to pull back but Ricky still had his hand on my head and refused to let me off of him. I was no match for his physical strength.

"Told you guys I could. It was so easy too, he was desperate for it." Ricky laughed. He pulled his cock out of my mouth but still held my head in place so I couldn't go anywhere as he started slapping his heavy meat down onto my face.

"Well, aren't you going to finish him off? Don't be rude." Rebecca laughed at me.

"Maybe we need to get his mommy in here to show him how." Ricky joked, getting a big laugh out of the group.

"Here, let me help." Rebecca offered while handing her phone over to Blake. She pranced over to us and dropped to her knees next to me. She grabbed hold of his dick and started jerking him off.

Ricky held my head in place as Rebecca beat his meat while pointing it at my lips. Ricky looked like he was getting a lot of satisfaction out of what was happening. Rebecca looked up at Ricky then over to me.

"Don't make me do all the work now. Open your mouth." she told me in a playful, almost friendly way. I hesitated but opened up a little. "There you go!" she cheered as she placed the tip of Ricky's cock back inside my mouth. I could taste his salty precum as drops of it dripped from his tip into my mouth and down onto my tongue.

"You want my nut, Henry?" Ricky asked me. I was unable to answer with his giant mushroom blocking my mouth.

"I think he does." Rebecca chimed in.

"You know Henry mentioned that he would love for you to peg him, Rebecca. You up for it?" Ricky said in an almost joking manner.

Rebecca's face lit up. Ricky was making grunting noises signaling he was close to a climax.

"Hold on, don't cum yet! I have an idea. I'll be right back." Rebecca said. She stopped jerking Ricky off and quickly scrambled up from her knees and ran out of the room.

Ricky just kind of shrugged and started playing with himself a little while keeping his tip in my mouth. I tried to back up off of him, but he held me firm.

About thirty seconds later Rebecca came back in holding a strap-on. The strap-on consisted of a black harness with a bright pink dildo attached to it. The pink dildo wasn't anything special, it looked smooth and textureless. Although it did have a set of pink balls at its base. It wasn't particularly big, which I was thankful for, but even still it was bigger than my own penis.

"Get naked and get on lay down on the bed." Rebecca ordered me. She was absolutely giddy as she stepped into the harness and tightened the straps around herself.

Ricky finally let me take his dick head out of my mouth. I followed Rebecca's orders, stripping and jumping up on my bed on my back. Rebecca had gotten back down on her knees and was going crazy on Ricky's cock. She had one hand jerking his shaft and the other playing with his balls while her mouth suckled at his tip. Rebecca looked over at me and pulled the dick out her momentarily to speak to me.

"No no, not like that. Good sissy boys go face down ass up." Rebecca told me before going back to work on Ricky's dick.

I was too nervous to disobey. I rolled over onto my knees with my head against the mattress, turned so I could still see everyone. Ricky was grunting as Rebecca worked him over. With a satisfying sigh he climaxed, filling her mouth with his thick white seed.

Rebecca held Ricky's cum in her mouth, opening up so he could see his load covering her tongue. Without swallowing, Rebecca hopped up on the bed behind me. She looked down and let Ricky's big load slide out of her mouth. It landed on the pink fake dick.

"I'm going to use Ricky's love spunk as lube to help me pound your ass." Rebecca said while spreading the cum all over the dildo with her hand.

I felt the slimy tip of the dildo press against my backdoor. With the aid of the cum, the dildo easily slipped into my hole.

"Goooood boy." Rebecca hissed at me as she slide more of the strap-on inside me. For some reason her calling me a good boy really got me turned on.

I was a little surprised that I was able to take the entire thing. I could feel the balls on the dildo press against my taint.

"You know what my favorite thing in the world is?" Rebecca asked me.

"What?" I was a little afraid to ask. I felt so full that it was hard to think.

"Fucking loser boys like you until they turn into my good sissy slut."

With that she started humping me. Pistoning the fake cock in and out. It was uncomfortable but also felt incredible. She really knew what she was doing, hitting against my prostate with each downward thrust.

"Does this make Henry and his mom Eskimo sisters? Does a strap-on count?" Blake asked the group with a chuckle.

"It would probably still smell like his mom's ass if we hadn't had her suck it clean after." Kyle joked back as they watched me get fucked.

I could hardly hear them over the loud sound of Rebecca's body slapping into my backside. She was going hard on me. I didn't realize I was moaning until Rebecca pointed it out.

"Listen to him moan like a whore!" Rebecca called out. "Are you having fun taking mommy's cock?"

I couldn't respond with her pounding me. My entire body had an intense feeling of build up surging through me.

"Yeah you little bitch. Moan for mommy." Rebecca said while pounding me. She started going harder and faster than before.

I was being overwhelmed. It felt so different and weird, but amazing at the same time. My dick was rock hard and leaking out a long string of precum that stretched all the way down to my mattress. Rebecca reached below us and gripped my dick so tight that it was almost painful. Her squeezing it was enough to send me over the edge. I made a long involuntary feminine moan as cum erupted from my cock. It was the best most satisfying orgasm of my life and left my entire body shaking.

"That's funny. You and your mom sound the same when you cum with my cock in your ass." Rebecca joked as she pulled out of me.

Rebecca let go of my dick and used her hand to collect the cum that was still dangling from my tip. She slapped my butt with her cum covered hand, making a wet smacking sound. She left her hand there and smeared my butt cheek with my own cum. I was still seeing stars and could hardly comprehend what was going on.

As soon as Rebecca shifted off the bed my body slumped down flat. She moved to the side of the bed and waved the bright pink dick in front of me.

"Thank me and kiss it." Rebecca demanded as she waggled the dildo in at my face.

I didn't have any fight left in me, not that I had much to begin with. I puckered up and gave the fake dick a kiss on the tip.

"Thank you." I said meekly.

"No! That's thank you mommy." Rebecca corrected me while angerly slapping the dick down on my face.

"Thank you mommy." I replied submissively.

Rebecca had a wide smile as she finally backed away from me.

"Damn bro, I think she owns you now." Blake commented while returning Rebecca's phone to her.

"He is definitely my bitch now. Aren't you Henry?" Rebecca asked me.

"Yes mommy." I said quietly.

I was totally unprepared when Rebecca stepped up and gave me a super hard smack on my ass. The force and suddenness of the strike made me cry out loud. My poor cheek was stinging and I'm sure it had a red handprint on it. I don't how Rebecca got her reputation of being a prude because it was certainly far from the truth. Maybe the only men she got with were ones that she could dominate and they were too shy to tell anyone about it.

The group laughed and left my room like nothing out of the ordinary had happened. I should of cleaned up all the cum everywhere, both on me and my bed sheets, but I was too exhausted. My body felt like it was in a state of bliss as I quickly passed out for the night.

I woke up the next morning half expecting people to still be over. Getting ready for school and leaving my room I found that only Mom and Jacob were here. They were both passed out cuddling naked in bed. I assumed that Mom wasn't going to wake up anytime soon so I decided to just walk to school.

During the day I saw Blake, Kyle and Rebecca hanging out with some other popular kids and I made sure to avoid them. I was keeping low like I was used to and everything was going good until lunch. Rebecca spotted me from across the cafeteria and she enthusiastically called me over to her. She was sitting with a group of her fellow cheerleaders. I tried to pretend not to notice her but she wasn't taking no as an answer.

"Get your ass over here Henry. Now." Rebecca stood up from her seat and barked at me.

I froze in place. Her yelling got other kids attention, making them stop what they were doing to see what was going on. I nervously walked over to the table full of beautiful high school cheerleaders. Once I got to the table Rebecca gave me a small smirk.

"Good boy." Rebecca told me.

Hearing her say that gave me a weird sense of satisfaction. Like a feeling of gratification over her praise. Rebecca parted her legs and patted one of her thick thighs in a gesturing manner.

"Come here my sweet baby boy. Take a seat on mommy's lap."

I hesitated as the other girls looked on with great intrigue about how I would react. I didn't think too long before deciding that I didn't want to piss her off. I awkwardly squatted down and gently lowered myself down onto one of her legs. She placed a hand on my lower back to help support me.

"See, I told you Henry's one of the good ones." Rebecca said to the group. "Did you enjoy yourself last night?" she asked me.

"Yes." I answered quietly, causing to other girls to giggle and snicker.

"Good, because I'm going to come back over again tonight, and this time I'm not going to go easy on you." Rebecca said with a smile.

"God, why are you always such a bitch to these poor boys?" one of the other girls asked in a joking manner.

"Because they love it." Rebecca replied. "They love it so much they end up begging me for it. Isn't that right Henry?"

Before I could answer Rebecca another girl spoke up.

"Hey aren't you the kid with the slutty mom?" she asked me. "The one who worked here? I heard she left to go started an OnlyFans."

"I uhmm" I didn't want to outright admit it or give any details.

"No no." Rebecca chimed in. "She had to quit because she got knocked up by a student. Her boyfriend Jacob."

"Oh yeah that's right, I heard those two were dating." a girl said.

"Eww, who would want to date that ugly dead beat stoner?" another added.

"He isn't that bad." Rebecca defended him. "Turns out he is pretty hung. Plus he grows his own weed that's bomb ass shit and he sells it stupid cheap. Seriously, you all should try it sometime."

The girls were all giving each other weird looks like they couldn't believe what Rebecca had just said.

"I'm just saying, don't knock it till you try it." Rebecca said with a small shrug.

Rebecca thankfully let me up off her lap and a I was able to finish the rest of my day without incident.

Walking to the van after school was like waking up from a nightmare just to fall asleep right back into the nightmare. I didn't see Mom hanging around outside the van. When I got close to the van I peeked through the window and saw Jacob sitting in the back with Mom's head bobbing away in his lap. As I got closer I saw that Mom was dressed back in her slutty clothing that Jacob had her wear before they broke up. She had on a plaid black and grey mini skirt that was short enough to show some of her upper thigh and a tight black tee shirt that was tied in a knot on the bottom to show off her midriff. Her hand was underneath her skirt playing with herself while she made love to Jacob's cock with her mouth.

Mom was giving slow and deep movements while looking up into his eyes. Her cheeks were sucked in with her lips sealed tightly around his shaft. She was making moaning noises that were being muffled by his dick. Streams of spit and saliva were escaping out her mouth and running down his shaft.

Jacob saw me looking in on them. I was half expecting him to point me out to Mom but he didn't. He just grinned and continued to enjoy his blow job. After another minute or so Jacob's face scrunched up in pleasure. I could actually see his balls tighten up as he began to climax. A big smile grew on Mom's face when she realized he was cumming.

Mom opened her mouth up and stuck out her tongue but kept his dick close enough so that his head was resting on her her outstretched tongue. Cum erupted from his tip, shooting past her mouth and straight down her throat. Jacob pulled back a little, causing the next blast of baby batter to land on top of her tongue. A gooey white mess began to pile up and spill out of Mom's mouth. Cum ran down her chin and eventually started to dip onto her shirt.

Once Jacob was done orgasming Mom happily gulped down his load. She was beginning to wipe her chin clean of his spunk when she finally noticed me. She quickly took her hand out from under her skirt and straightened up. Jacob casually put his dick away as Mom jumped out of the van to greet me.

"Hey sweetheart, sorry, we must of lost track of time. How was school?" she asked me as she stepped out the side door of the van. She seemed completely oblivious to the fact that she had missed a bit of cum on her chin and that her black shirt had big globs of white stains showing on it.

"It was okay." I answered her while trying to avoid looking at her. "Rebecca said she wants to come over today."

"Oh yeah, she texted me earlier and asked if it was okay. She's great you know. I think she might have a little crush on my little man." Mom said while playfully giving me a shove.

Mom gave a sudden yelp. Jacob had gotten out of the van and had slapped her on the butt.

"Don't tease me baby. I didn't get to finish and I'm still all worked up." Mom told Jacob while giving him a flirtatious smile and side eyes.

"Well hop back in there and I'll finger blast you till you cream babe." Jacob said with a wink.

"No not with Henry waiting for us, don't be silly. I can wait until we get home." Mom said like this an old normal conversation.

We all got in the van, them two in the front and me in the back, and started to drive home. During the drive I saw Jacob reach a hand over and place it on the exposed part of Mom's thigh. I couldn't fully see but it was obvious that his hand had slithered its way in between her legs when Mom left out a small moan. A moment later in the otherwise quiet van I could hear the wet sound of his fingers plunging in and out of Mom's aroused hole.

"Babyyyyy, not while I'm driving! Wait until we get home." Mom tried to protest.

It appeared that Jacob ignored her as she moaned louder. Mom's driving got a little erratic as her moans turned into her sexy whimpers. She was about to climax when Jacob suddenly pulled his hand away.

"You're right babe, we can wait." he told her with an evil grin.

Mom looked sad and desperate to get off but she didn't say anything. She drove home with a pouty face. The van whizzed up our driveway and Mom slammed it in park.

"Henry, go inside. Me and Jacob will be in in a few." Mom told me while unbuckling her seat belt. She didn't even wait for me to get out of the van before she was reaching over and freeing Jacob's cock. She was stroking it to life as I closed the van door. I quickly looked over my shoulder as I walked to the front door to see that Mom had already moved over to Jacob's seat, facing him while she sank down onto him. I looked once more as I closed the front door and saw the van gently rocking back and forth as she bounced on his lap.

They came inside about fifteen minutes late. Mom had cum visibly running down her inner thigh and a deeply satisfied look on her face. They both hung out in the living room and smoked pot while I hid away in my room. I was nervous and anxious about Rebecca coming over. It didn't take too long before I heard a knock at the door followed by conversation and laughter from Rebecca, Mom, and Jacob from the living room. After a little while Mom and Rebecca appeared at my bedroom door. They both had glossy red eyes, I'm sure from smoking with Jacob.

"Thanks good lookin. Now if you don't mind I'm going to blow out your son's a hole." Rebecca told Mom while giving her a pat on the ass.

"Okay have fun you two." Mom giggled as she walked away.

I was a little afraid and a little excited as Rebecca stepped into my room. She had her school backpack on and was in the same clothes that she had worn to school, a loose fitting top and baggy sweatpants that had our school logo on them. Although one difference that was immediately very noticeable was a big tent poking from the front of her sweatpants. It wiggled up and down in her pants as she stepped up to where I was seated on the bed.

"Hey my sweet baby boy. Whatcha doin'?" she asked me while removing her backpack and tossing it on the floor.

"Just uhmm, playing some video games." I said while staring down at the bulge in her pants. For some reason I couldn't take my eyes off of it.

"Cool." she said casually while hopping up on the bed next to me. "Got any two player games?"

"Ye.... yeah, sure." I said hesitantly. I got up and grabbed her my second controller and switched games to something we could both play.

The mood was surprisingly chill. We played games together for a while and it was it seemed like we were both having a genuinely good time. I would catch myself getting momentarily distracted by the thing in her pants every now and then. I even made a few awkward jokes and she actually laughed at them.

"You're pretty good at this." she complimented me on the game we were playing.

"Thanks. I play a lot of games." I said back.

"I can tell." she said with a small chuckle.

She paused our game and set the controller down to the side. I could feel the tone rapidly shifting.

"I got something else you can play with." she told me with a sly grin. She slightly lifted her hips off the bed to to emphasize what she was referring to. "Look, he's happy to see you. Grab it."

I put my hand on her sweatpants, wrapping it around her tent pole. I could feel the solid but soft plastic of the dildo hiding underneath her clothes.

"Good boy." she purred. "Take it out."

I took my hand off of her and fumbled around trying to grip her waistband. I finally managed to get a hand on it, pulling it down and then over her strap-on. With her pants down I could see that she had on the same pink dildo and black harness that she wore last night.

"It missed you." she told me while wiggling her hips to make her fake dick wave back and forth. "Too bad we don't have Ricky here this time to provide us his spunk as lube. Why don't you suck it some to get it ready."

I hadn't taken my eyes off of it since it was uncovered. I felt Rebecca's hand on the back of my hand, giving me a light but firm push.

I let Rebecca guide me down, taking the tip inside my mouth. She sure wasn't planning on going easy on me and it showed. Not content with the slow momentum and letting me just suck the tip, she shoved my head down all the way. The pink dildo hit the back of my throat and made me gag. I was struggling not to throw up when Rebecca mercifully let me back off. At least I thought it was a mercy until she slammed my head back down and started to basically skull fuck me.

"Good boy. Get it nice and wet for me." Rebecca praised me as the forced blow job got sloppier.

I could feel myself getting more turned on by the second as spit gushed from my mouth and coated her cock. While I was distracted I hadn't noticed Mom and Jacob enter my room.

"Oh my." Mom said when she saw what we were doing.

I panicked a little and tried to pull back but Rebecca held my head down. All I could do was look up at them.

"Sorry baby, we didn't mean to interpret. We just heard some noises and wanted to make sure everything was okay." Mom told us. She looked and sounded stoned.

"It's all good Ms. Malcolm. We're just having a little fun." Rebecca responded while bucking her hips a little to make me choke on her strap-on.

"I can see that." Mom replied. It looked like she was blushing a little.

"Looks like Rebecca's going to turn our little man into a blow job queen just like his mom." Jacob laughed.

"Oh hush up you." Mom playfully smacked him on the chest.

"He'll never been a queen like you, Ms. Malcolm." Rebecca complimented Mom. "But with some hard work and practice I could make in into a princess."

All three of them laughed while I was stuck down a fake dick in my mouth.

"You're too kind." Mom said with a dismissive hand wave. "Well you two have fun, we're just going to shut this and give you some privacy." Mom said while backing out of the room and shutting my bedroom door behind them.

"I think it's wet enough to have some real fun now. Get undressed." Rebecca said as she finally let me back off.

I quickly followed her command and removed my shirt and pants. I caught a small glimpse of her pussy under the harness of the strap-on and I could see that she was dripping wet.

"Did my little princess get all hard while sucking me?" Rebecca laughed when she saw my hard dick in my underwear. "Or was it having the queen herself watching you work?"

I tried to ignore her as I removed my underwear. Rebecca laughed at my embarrassment as she fully laid back on the bed.

"Your throne awaits you, princess. Mount up. You're riding me this time."

I wasn't thrilled about it, but I obeyed anyways. It seemed way more demeaning that I had to actually put in work this time and not just take it. I hopped up and straddled her waist cowgirl style. She held to dildo up straight and helped guide it in while I lowered myself down. It was a little rough trying to get it in at first but thanks to my spit it didn't take too much effort before it was in. Much to my embarrassment I moaned like whore when I felt it slide inside me.

I thought that Rebecca was going to just sit back and relax while I rode her, but I was dead wrong. Again not content with letting me off easy, she grabbed me by the hips and slammed me down. It was a unexpected and hurt a little. I could only sit on her while she blasted me from below, using me like I was a rag doll. My hard dick was flopping up and down as she violently trusted from the bottom. I would of went flying off of her if not for her holding me down.

The sensation was rolling through me like it had yesterday. Pleasure unlike anything else I've experienced on my own. My body tightened up and my eyes stated to flutter as what I can inly describe as a full body orgasm ripped through me. I was surprised when I looked down and only had precum leaking out of me. I thought I would of burst like a fire hydrant with the release of pressure that had built up inside me.

Rebecca was nice enough to slow down when she saw me climax. She didn't totally stop, but switched to slower deep thrusts. It was almost like she knew that was exactly what I needed. The slower pace and spots she was hitting seemed to help extend my orgasm. I had to place my hands on her stomach to help support myself or else I would have completely fallen on top of her.

"Hey who said you could touch me! Hands off!" Rebecca snapped at me.

It took all my strength but her tone got me to straighten up right away.

"Alright princess climb off." Rebecca told me.

I gingerly slid off of and collapsed down on the bed next to her. My dick was still hard any my eyes were half closed.

"Taking it in the ass must be genetic, because you and your mom are pros at at." Rebecca laughed.

I was totally shocked when Rebecca threw an arm around me and pulled me in close. My head naturally rested on her chest as we cuddled up to each other. It was surprisingly nice. Her hand went to my head and ran her fingers through my hair as we laid there. We stayed like that in total silence for a while. It was so nice and relaxing that I could have fallen asleep.

"That was a fun little date. We should do it again sometime." Rebecca told me as she detangle herself from me. She got up and started to take the harness off and put her sweatpants back on.

"This was a date?" I asked confused. It didn't sound sarcastic when she said it.

Instead of answering out loud, Rebecca leaned in and gave me a kiss on the lips. I was too surprised to give her a proper kiss back. She let her lips linger on mine before pulling back. In an instant the mood completely shifted, I could feel it in the air. Before she got too far away I went in for another kiss. She instantly and passionately returned my kiss. I felt her tongue slip past my lips. It found my own tongue and wrestled with it. I could feel my dick throbbing between us as we made out.

I don't know how Rebecca knew, it's like she could sense it. Without breaking our kiss she reached between us and wrapped her hand around my member. All it took was one hard squeeze to set me off. I moaned into her mouth as cum erupted from my dick. Rebecca pulled back and giggled.

"Who's my good sissy princess?" Rebecca asked. She pointed my dick back at myself, making me spray my chest and stomach with cum.

"Meeee." I moaned back while continuing to paint my own body with my seed.

"And don't you forget it." Rebecca said letting me go and giving me another quick peck on the lips.

"Can I touch with you?" I asked in a low voice. I was totally exhausted but I know this turned her on and wanted to get her off.

"No." she said after taking a very brief moment to think it over. "Maybe next time I'll give you a chance to earn the privilege of touching me. If you're a good boy for me."

Without saying another word Rebecca grabbed her backpack and left me there covered in my own mess.