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Author's Note: There is a fair amount of build-up to the "main event" of the story, so please bear that in mind when you begin reading this tale.
This is a spiritual successor, of sorts, to my most popular work, Two For Mom. Like with the aforementioned tale, this is a roller coaster of a story that is a lot more sex-forward, depraved & naughty than my usual works.
This warrants the following disclaimer: this story does contain strong themes of BDSM & Humiliation; along with Lesbian, Anal, Group & Rough Sex. So, if ANY of these don't appeal to you, now is the time hit that "Back" button and turn away.
Additionally, all participants in this story are consenting adults over the age of 18.
It's my sincerest hope that you enjoy what I consider to be my kinkiest story to date.
****A Simple Misunderstanding****
44-year-old Rebecca Kimball lay helpless and naked on the bed. Her arms and legs were bound to the bed posts of her queen-sized bed.
A black blindfold covered her blue eyes, and her brown hair was splayed on the white pillow on which her head lay upon. Her thighs had a small amount of flair to them and her bald pussy was soaking wet. Her large breasts with pinkish nipples and slightly rounded stomach, were gently heaving up and down as she breathed heavily through her nose and the red ball gag in her mouth.
Rebecca struggled lightly against her restraints and her pussy was already wet. She couldn't imagine a time when she had ever been this turned on and she needed relief.
Suddenly the loud cracking sound of a crop echoed out through the room as a skinner man with pale skin, short black hair and an erect cock walked to the side of the bed.
His name was Raymond. Rebecca and he connected with each other using a dating app and shared mutual interests. Mainly the kind that involves bondage.
It had been about ten years since Rebecca had divorced her ex-husband and it had been a long while since she had gotten laid. The absence of her husband meant that she had to work full-time while her two kids, Maddie & Carter, finished high school.
"You ready to get punished for being a horny little slut?" Raymond growled at Rebecca as she lay helplessly on the bed.
Rebecca felt a surge of excitement emanate from her stomach to her pussy. She nodded her head vigorously as her muffled response affirmed her choice.
"Good..." Raymond walked over to the bedroom door and locked it. "... because I'm really going to give it to you."
-
A red Ford Truck, driven by Carter, pulled into the driveway next to Rebecca's white Chevy SUV. Carter's sister, Madison, or Maddie as she liked to be called, sat in the passenger seat. They had just returned from their classes at the local community college, where 19-year old Maddie was a freshman studying IT, and 20-year-old Carter, a sophomore, was going for his Finance degree. There had been a water main break on campus, which meant the two had been let out early for the day.
They, of course, were also not aware of their mother's impromptu rendezvous with her hookup from Tinder.
Maddie had just taken her long brown hair out of her ponytail when she noticed the parked Silver BMW in front of their house.
"Whose car is that? You think mom has a client over for her real estate thing?" She turned to her older brother.
Their mother was a real estate agent and had been so for over 10 years. They knew very little about the industry, but Maddie knew that their mom never hosted meetings at their house.
Carter shrugged. "No idea. She usually does the meetups at the houses she's selling."
They got out of the car and went to the front door. As Carter pushed open the door, the two siblings were greeted with a series of muffled screams and loud smacks.
"Shh, do you hear that?" Carter whispered as he looked up the staircase.
Maddie nodded. "What the fuck is going on?"
That's when they heard Ray yell out. "I'm going to fuck you up, you stupid slut!"
A surge of anger ran through Carter as he balled his fists and immediately sprinted up the stairs, with Maddie following close behind him. He assumed that someone had broken into their house and was doing unspeakable things to their mom.
The sounds of the loud cracking noises got louder as Carter stood in front of the door to their mother's bedroom. He tried to turn the knob and pull, but he quickly realized that it was locked.
"Shit shit shit." He began to panic as Maddie stood behind him.
"Carter. Do something!" She pleaded with him.
He turned his head to her and took a few steps back. "Get your phone ready to call the cops. I'm going to give this asshole a thrashing."
With that, he charged at the door with his shoulder, which shattered the lock as it fell to the carpet below. As he stumbled into the bedroom, the world seemed to move in slow motion. As Carter looked up, he saw a naked man holding a medium-sized leather crop in one hand and his cock in the other. His gaze was then turned to his mother, who lay tied to the bed naked, blindfolded, and gagged.
"Who the fuck are you?!" Raymond pointed the crop at Carter as he got to his feet. Maddie looked on in horror from the doorway, ready to call the police at a moment's notice.
Carter had dabbled in boxing at the local gym for the past couple of years and was ready to put what he learned into practice. "Stay the fuck away from her, you son of a bitch!"
With that, Carter ran towards the man, drawing his arm back and throwing a punch. His fist connected with the man's right cheek as he went flying into the dresser next to the bed.
Meanwhile, Maddie let out a scream as she watched Carter get on top of the man, trying to strike him repeatedly.
"Get off of me, you fucking punk!" Ray tried to fight back, but he was quickly beaten.
"Maddie, untie mom, get her out of here, and call the cops!" Carter finally managed to pin Raymond to the ground using his knee and arms.
As Maddie ran to the bed, she noticed that Rebecca was shaking her head back and forth and trying to murmur something through her ball gag. She removed the blindfold and saw her mom didn't have a look of fear, but rather, one of anger.
"MPPHH ARRFFF FFOOO HOOUPHH!?" Rebecca's voice might've been muffled but it didn't take long for Maddie to realize that things might not be as they had seemed.
Still, she gazed upon her mom's body, her large breasts and inner thighs were covered with welts. Maddie felt her pulse race since she found herself getting almost mesmerized by Rebecca's naked body.
"Carter... it's mom. I think she..." Maddie called out to her brother, but he was too busy holding Raymond to the floor.
"Maddie, get her out of here and call the cops. NOW!" Carter barked at her as Raymond spat at him.
"If you know what's good for you, you'll unhand me right now, you fucking pissant."
Maddie reached behind Rebecca's head and undid the clasp that kept the ball gag in place. As it fell out of her mouth, their mother screamed out.
"WHAT THE FUCK ARE YOU TWO IDIOTS DOING?!?!"
The room went silent as Carter turned his head to his mother. "Maddie and I heard this guy going to town on you and came here to rescue you! What does it look like we're doing?"
Maddie looked down at her mom in disbelief. "Mom, what's going on here?"
Rebecca clinched her teeth together as a snarl came across her sweaty blushed face, trying her hardest not to curse out her kids. "I'm not being held captive; I'm having a little... me time with an acquaintance of mine." She turned to look at her son. "Carter, please let Raymond go..."
Carter reluctantly obeyed his mom and sprang to his feet.
With a quick huff, Raymond grabbed the crop he had been holding, placed it into his duffel bag and got dressed.
As Maddie undid the restraints that kept her mother tied, which were repurposed old t-shirts, Rebecca called out to her wannabe hook up.
"Ray. I'm sorry! Please come back."
Raymond shook his head as his left eye began to swell shut. "No. Fuck you, bitch. I'm outta here. Maybe let me know the next time you decide to have your dumbass kids jump me."
He stormed out of the room, down the stairs and slammed the front door shut as he left. By this point, Maddie had freed Rebecca from her confines and was now sitting upright; Her naked body now wrapped in a blanket.
"Mom, we are so sorry. We thought someone had broken into the house and me and Carter were worried..."
Rebecca interrupted her. "Just get out of here, both of you. I just can't with you two right now."
"C'mon Maddie, let's go grab something to eat." Carter told his sister.
The two siblings exited the room and, just as Maddie was closing the door, she briefly glanced back at her mother as an evil smirk came across her face. Rebecca looked up and met her gaze; biting her lower lip as a light look of desire formed in her eyes.
As the door shut, Rebecca let out a long sigh, grabbed a pillow, pushed it against her face and screamed into it.
She threw it to the ground and grunted in anger. After not having sex for close to 5 years, she finally had the chance to get fucked again and fulfill her fantasy of bondage. Her ex-husband had no desire to fulfill her needs, which was a contributing factor to their marriage falling apart.
Rebecca pounded her fist on the bed and cursed under her breath. "I was so fucking close, but Maddie and Carter had to go and fucking ruin it for me."
Worst of all, Rebecca was still horny. Sure, Raymond didn't have the most impressive cock she had ever seen, but his passion and desire to give her what she wanted was more than enough to satisfy her needs.
Rebecca ripped the cover off of her naked body and walked over to her nightstand. Opening the second drawer, she grabbed a large blue rubber dildo and lay back in her bed.
She heard the front door open and close, indicating that she was home alone.
With a thought, she eased the tip of the dildo into her sopping wet pussy as inch after inch of the rubber shaft slid inside of her.
"Ugh... fuck..." Rebecca groaned as she began to move her toy in and out of her with one hand while the other teased her clit.
She wasn't just masturbating to get herself off, but she was also angry at Maddie & Carter; Never mind the fact that they clearly had no idea what had been going on.
"Grrrrrr... fucking ruin everything for me... little FUCKERS!!" Rebecca hissed through her teeth as the dildo pummeled her depths at an increasing rate.
Her mind began to imagine what if. What if her kids had never walked in on her? What if Raymond ended up having his way with her?
In a brief flash, she imagined her daughter not releasing her from her bonds, and instead, leaving her at the whim of both her and Carter.
Carter was very attractive. He and his sister hit the gym every other day and both were in reasonably good shape. Carter's body had a fair amount of muscle to it and his undercut hairstyle looked very good on him. Maddie's body was toned and lean and had also inherited her mother's ample chest.
Rebecca pictured Maddie going to town on her breasts with the leather crop while Carter called her the worst names imaginable. Yes, the thoughts were taboo, but she felt a good amount of shame from it; She was too horny to even care.
Her eyes rolled back in her head as more and more taboo thoughts flooded her imagination. Maddie sitting on her face, while Carter ate her pussy. Her son stuffing his cock into the back of her throat. Her two kids taking turns fucking her while she lay helpless on the bed.
"Treat mommy like the slut she is, you miserable fuckers." Rebecca winced as she edged closer to an orgasmic release.
What finally did it for her was an image of her two children spit roasting her. Carter violently fucking her pussy, while Maddie, wearing a strap-on, was forcing her to take the rubber dick down her throat..
"Fuuuuuuuuuuuuuuck!"
She could take it no more. Rebecca let out a loud shrill as she came hard. Her back arched upwards as she plunged the rubber cock as deep as she could into her pussy.
After a moment, Rebecca's body melted into the bed as she breathed heavily, the large dildo still embedded in her pussy. Rebecca might've been able to get off, but she was still not satisfied. Empty, if you will.
Rebecca extracted the rubber cock from her cunt and set it upright on the nightstand; The long shaft slick with her wetness. She placed her hands on her flushed face and let out a deep sigh. The anger she felt towards her children for ruining her afternoon plans had subsided but still felt some shame over what she said to them.
"Oh my god, I can't believe they saw me like that." Rebecca had been tied naked to her bed and her children had literally busted the door to get to them. She couldn't recall a time she had ever been more embarrassed.
She got up off the bed and tidied up the room, making sure to place the dildo back in her nightstand, before she went to go shower. After everything that had happened, she needed it.
****A Decent Proposal****
The two siblings sat in the booth inside of the Mexican restaurant they had gone to. They had sat in silence for the most part while they waited for the food, both trying to process what they had seen.
Finally, the waiter delivered their food. As Carter dug into his chimichanga, his sister started to speak.
"So, on a scale from one to ten, how angry do you think mom is at us?"
He took a bit of his food, swallowed and exhaled. "Hard to say. I mean, we caught her in the worst position imaginable so, at the very least, I would figure that she's somewhat embarrassed about it."
Carter's mind flashed back to the image of his naked mother tied to the bed. He didn't get a good glimpse at her, but he knew she was a good-looking woman.
The same could be said for Maddie, who had got a better look at Rebecca. Her friends would often comment about how gorgeous her mother looked and knew for a fact that their mom was the envy of a lot of women in the neighborhood.
"No kidding. I mean, who knew mom was so kinky?" Maddie leaned forward in her chair and smiled.
Carter nearly spit out his water. "Jesus Maddie, that's our mom you're talking about!"
"Oh, stop being such a prude. Mom's a woman with needs too, you know?" Maddie scolded her brother as she took a bite of her enchilada.
"Besides, I think I know a way that we can make it up to her." Maddie finished her bite and placed her hands on the table.
This prompted laughter from her brother. "I'm sorry, but how exactly are we going to make it up to her? String up mom to a St. Andrew's Cross and go to town on her?" He said sarcastically.
Maddie, however, didn't react as she stared at her brother and smirked.
"Woah woah, you can't be serious about that!" Carter held his hands up in shock.
Maddie stared into his eyes. "I'm being dead serious. Besides, I've been wanting to do... things to her for a long time..."
Carter was left speechless at this revelation. His jaw dropped as he looked back at her.
Finally, he spoke. "Maddie, where the fuck did this come from? This is our mom you're talking about. There is no way in hell she'd agree to do this with you. I'm also pretty sure it's illegal."
"Nobody needs to know. I think she's smoking hot, and I know that she's starving for attention. I want to do something about it... and you're going to help." Maddie said with a straight face.
Carter shook his head and laughed. "The fuck I am. You want to try and make mom your bitch, that's all on you. I will have no part in doing so."
"I know you masturbate to her." Maddie said plainly as she folded her arms.
His eyes became wide at this revelation. "What? You... you don't know that!"
Without saying a word, Maddie grabbed her phone and pulled up a video. Checking over her shoulder to make sure no one was looking; she pressed play and handed her phone to Carter.
Carter let in a deep sigh as he watched the contents of the video.
The video, which was taken from the crack of his door, showed him standing next to the window in his room, jerking off his cock with his right hand. His breathing was heavy as his hand became a blur around his dick.
The camera then pulled back from the crack in the door, down the hall, into Maddie's room and finally out the window into their backyard.
Carter's hands began to shake as he continued to watch.
In the frame was their mother, Rebecca, lying on her stomach on a lounger, wearing nothing but a pink g-string bottom; The two small lines of cloth arching above her rounded butt before vanishing before converging and disappearing into the valley of her ass cheeks.
"It would appear that you REALLY enjoy watching mom sunbathe." Maddie teased her brother.
Carter shook his head. "Jesus Maddie. I wasn't looking at mom. I was looking at... Mrs. Goldstein. If you panned the camera out, you would've seen her."
Much to his horror, the video did zoom out and it showed that Goldstein's backyard was, in fact, empty. It was almost as if Maddie had been expecting him to come up with that excuse.
"I'm going to delete this video!" Carter tapped the phone, but Maddie quickly snatched her phone back from him.
"I've got this video saved on my cloud, so trying to get rid of it is pointless. Besides, there's really no excuse in lying to me now, Carter." Maddie grinned at him as she swiped her phone screen with her finger. "And I also know that you've been perving on me as well."
"Wh-what? No, I haven't! What's gotten into you, Maddie?!" Her brother was now in full-blown panic mode.
Maddie handed her phone back to Carter with a smile on her face. "More like, why have you gotten into my underwear drawer?"
The video was taken from a hidden camera inside of Maddie's bedroom, pointed at her drawer. From the left, Carter walked into her room and made a beeline for her drawer. Opening the top compartment, he pulled out a pair of her small blue lacy thong panties and put them to his nose. He then unzipped his pants, taking out his semi-erect cock, and began to stroke it. After a few moments, he wrapped his erect cock around the lacy undergarment and continued to masturbate.
"Those are my favorite pair, you know? And here you are getting your rocks off on them." She said matter-of-factly.
Carter planted the phone face down, buried his face in his hands and let out a long groan.
"Maddie, I am so sorry. If it'll make you feel better, I can find an apartment with my buddy Tyler. Just please don't tell mom about this."
His sister, however, looked quite pleased with herself. "I can't believe my big brother is perving on his little sister like that. If I didn't know better, I'd say you want both me and mom."
She had Carter dead to rights. He considered both his mom and sister to be extremely attractive. The fact they had similar body types, particularly in the breast department, made them jack-off fodder in his mind quite regularly.
"Oh, fuck me, this is bad." Carter's hands moved to his forehead.
"I promise I won't say anything... under two conditions." Maddie purred at him.
"Lemme guess, you want me to help you help mom live out these bondage fantasies. I know how you think, Maddie." He huffed as he stared down his sister.
Maddie nodded her head. "Yep, but there's the second condition that we need to discuss."
"Oh great, what else do you have planned?" Carter rolled his eyes.
Maddie leaned forward and licked her lips. "I wanna see it..."
"See what? My... wait, you don't mean...?" Carter's eyes became wide.
His sister giggled. "You may not realize it, but you've got an impressive looking dick. Any girl who finds themselves on the receiving end of that thing is very lucky."
Carter's head was spinning. His sister complimenting him on his dick was not something he had been expecting when he had woken up that morning.
"Maddie, I'm... I'm not sure if that's something you should be telling me..." He felt his dick growing hard under the table as his eyes travelled to Maddie's sizeable chest.
"Be in my room by 10pm tonight. No ifs, ands or buts." She clapped her hands together. "Now... I'm starving! Let's dig in!"
****Lustful Union****
Rebecca did everything she could to avoid her kids out of shame and embarrassment for what had happened. She had dinner before they came home and spent the remainder of the day in her bedroom.
Carter and Maddie kept to themselves for the remainder of the day. Maddie spent most of the evening in her room working on some homework, while Carter was playing Helldivers 2 on his PlayStation 5 in the downstairs den, trying to take his mind off having to go to his sister's room.
At 10PM, he stood at Maddie's door dressed in black gym shorts and a maroon-colored t-shirt. He took a deep breath and gently knocked on her door.
"Come in..." His sister's honey-dripped voice called out.
He pushed the door open, stepped inside, and closed it behind him, Maddie was looking at him, sitting cross-legged on the bed, with a big smile on her face. For the evening, she was wearing an oversized New England Patriots t-shirt that used to belong to Carter and seemingly nothing else.
"I have to admit, I was worried you weren't going to show up. Figured you would've chickened out." Maddie giggled.
Carter walked to the foot of her bed. "Look, I just want to get this over with because I'm already in deep as it is."
"Oh hush, by the time we're done, you'll be worshiping the ground I walk on." Maddie made a shooing gesture with her hand before pointing to the floor. "Off."
Carter raised an eyebrow. "Huh?"
"Your shorts. Take them off." Maddie ordered him.
He hooked his thumbs in the waistband of his shorts. "C'mon Maddie, isn't there something else I can do for you instead of this?"
She shook her head. "Uh uh. Take them off."
"Fine..." Carter slowly pushed his shorts and boxer briefs to the floor. As he did so, the expression on Maddie's face went from amusement to awe as her eyes widened and jaw opened.
He kicked his shorts to the side and turned to his sister. "Here it is..."
"Oh my god... Carter..." Maddie said breathlessly. She knew that he looked big on video but seeing in person was something else.
Carter stood there nervously as he watched his sister fold her arms up against her large breasts, pushing them higher up her chest. With her erect nipples showing prominently through her t-shirt, it was apparent that she was not wearing a bra. The sight alone caused his cock to stir to life, which annoyed him.
"Mmm, look like someone is excited. Did I do that?" Maddie teased her brother as she eyed his member.
"Yes... you did. Is that what you wanted to hear?" Carter stammered.
Maddie let out a playful giggle as she scooted towards the edge of the bed for a better look. She looked him in the eyes and smiled. "What about me made your dick hard?"
"Maddie, this getting to be very awk-..." Carter was interrupted by his sister.
"What about me made you hard? Answer my question. And be honest with me, Carter." She grinned at him like the cheshire cat as she stood up.
Carter shook his head as Maddie circled around him a couple of times as she spoke. "What could I possibly have done to make my pervert older brother's dick soooo hard?"
"You look good...?" He answered weakly as Maddie stopped in front of him.
She placed her hands on her hips and decided to have some fun with him. "Oh, that's all? I just happen to look good. There's nothing about me that gets that big cock of yours standing at full attention."
Maddie eyed her brother's cock as it grew before her very eyes. She spun around and lifted the back of her shirt up, revealing her peach-shaped ass to Carter. It was clad in the blue lacy thong that he had masturbated with before.
"Is it my butt? I've been putting in time at the gym and I think it looks pretty good now. You know that I wore these panties specifically for you since you enjoy jerking off with them so much." Maddie shook her ass at him as she giggled.
By this point, Carter's cock was almost at full attention and the urge to masturbate was becoming harder for him to resist. His throat was dry as he watched his sister tease him and found himself unable to speak.
Maddie looked over her shoulder and gave him a pouty face. "What's the matter, Carter? Does my ass not look as good as mommy's?"
Carter shook his head as he was able to stroke on his now-erect cock but pulled his hand away at the last moment. "Your ass looks incredible Maddie."
Maddie dropped the hem of her shirt and reached under with one hand. She shimmied her legs until the small lacy underwear fell to her feet, which she kicked off to the side.
"Hmm, but there's another feature of mine that I know that guys love. Do you know what that is?" She bit her lower lip as she pulled the back of the shirt away from her and Carter let out a loud gasp.
The dark blue shirt stretched over her hourglass frame, emphasizing her large breasts and the subtle guitar-shaped curves of her body. Carter's cock was now at full mast as the tip of his large dick was now pointed at an upward angle.
"Do you want to see me, Carter? Do you want to see your little sister's hot, naked body?" Maddie pulled her shirt from side-to-side as she smirked at him.
Carter swallowed as he nodded vigorously and his hand subconsciously went to his cock. "You have no idea, Maddie..."
"Mmmm, I think I do. Start stroking that cock of yours and I'll treat you to a show..." She cooed at him as her brother began stroking his dick.
Maddie rubbed her breasts through her shirt as she watched Carter stroke the massive column of flesh that jutted out from his body.
As much as Carter didn't want to admit it to himself, his sister's teasing was a major turn on for him. He could only imagine what his sister looked like underneath that old T-shirt of his.
Maddie walked over to the head of her bed, reached behind a pillow and produced a purple-colored dildo. Looking into his eyes, she seductively ran her tongue along the shaft before putting the first few inches into her mouth.
With a light popping sound, she removed it from her maw and giggled. "Bet you didn't know I had this. I figured a naughty little pervert like you would've figured out."
Carter's throat was dry as he continued to watch his sister slide the rubber cock further down her throat. Maddie gagged slightly as her tongue slowly slid out, rubbing along the underside of the shaft of the sex toy.
With a quick motion, the dildo came back up and a trail of saliva connected between it and Maddie's lower lip. "You probably wish that this dildo was your dick right now, don't you?"
He nodded his head and spoke weakly. "Yesssssss...."
"Hmm, you know that brothers aren't supposed to be having sex with their little sisters. It's sooooo wrong." Maddie teased him as she placed the rubber dick upright on the bed.
She crawled up onto her bed and squatted over the dildo. Strategically adjusting her shirt so it hid her pussy from Carter, she grabbed the dildo with one hand aimed it at her pussy and began to plunge it inside of her.
Carter's motions became faster as she watched his sister move up and down on the rubber shaft, which was obscured by the giant shirt she wore. Any reservations he had about wanting to fuck Maddie senseless were all but gone at this point.
Maddie's teasing ramped up as she continued to fuck herself with her toy. "I know you want to fuck me, Carter. To slam that big cock of yours inside of my tight little holes... but do you know how wrong that would be?"
Carter, cock in hand, took a couple of steps towards his sister, with a look of thirst in his eyes. He very much wanted a taste of the forbidden fruit in front of him and it took every ounce of restraint from jumping on top of her and fucking her senseless.
"Of course... ngh... you don't have what it takes to handle me..." She smiled at him through gritted teeth.
He stopped in his tracks. "What...?"
Maddie withdrew the dildo from her snatch and placed it on the bed, the shaft of which was glistening from her juices. She breathed heavily and stood up to face him.
"You don't have what it takes to give me the fucking I deserve. All you're doing is stroking your dick as you watch your little sister masturbate like some loser. Such a shame too, because you have a very nice dick, Carter."
Carter narrowed his eyes at Maddie and stopped jerking himself off. Without saying a word, he stormed towards her as she looked at him with a smug look.
He grabbed the neckline of the shirt and began tugging hard. A loud rip filled the room as the Patriots T-shirt was torn down the middle in two and fell onto the floor.
Now completely naked Maddie was shoved onto the bed on her back. She looked up at Carter, who discarded his t-shirt and threw it to the floor; Eyeing Carter as he furiously stroked his cock and smirked at him.
"I know what you're thinking about, but you're too chicken shit to act on it."
Carter admired Maddie's naked body. Her large breasts had light pink areolae and nipples that were dark red in color. Her hips had a small amount of flair to them and a tiny dark brown landing strip about a quarter of an inch in width lay above her swollen pussy lips.
He knelt next to Maddie and slid two of his fingers into wet cunt. She rolled her eyes back and let out a loud groan Carter began piston his hand in-and-out.
"You... perverted fucker... finger blasting your sister is so naughty..." Maddie's small hand grasped Carter's erect cock and she began to lightly stroke it.
A bolt of electricity shot through Carter at the sensation of his sister touching his dick, which was so hard that it almost hurt him. "So is jerking off your brother." He growled at her.
Reaching over with his other hand, he rolled Maddie's erect nipple between his thumb and pointer finger and pinched it hard, causing Maddie to let out a loud gasp. She responded by upping her hand movements on his dick.
"Fucking pervert... using your little sister's body for your own twisted pleasure... I wonder what mom would think if she saw you doing this." Maddie smiled at him as her teasing escalated.
Carter's cock twitched at the mere mention of their mom watching them. Suddenly, Maddie's proposal to make up for what happened earlier in the day to their mom, seemed like a very appealing idea.
"Motherfuckerrrrrrrrrrr..." Maddie squeezed her eyes shut as she relished the feeling of Carter fingering her. She had plenty of experience fooling around with her ex-boyfriend but he was nowhere near as good as Carter.
Carter grabbed a handful of her hair, pulled it back, prompting a cry from her. He withdrew his other hand from her pussy, grabbed the base of his cock and aimed it at Maddie's mouth.
"You think you're going to stick that dick of yours in my mouth? You won't do it, you perverted fucker." Maddie teased him in a lusty voice.
Carter, however, was more than ready to play her game. "I AM going to stick my dick in your mouth."
With that, he shoved his dick into Maddie's mouth, who let out an audible gag as she got used to the giant shaft now being shoved down her throat. Carter grabbed the sides of her head and began moving his hips, using his sister's mouth as his own personal toy.
"I'll play your game, you little whore!" Carter smacked each of her tits hard, which prompted a loud moan from her. He moved down to her wet pussy and proceeded to rapidly move his hand around.
Maddie tried to gain some control from her brother, but his constant movements paired with him slapping her tits and teasing her pussy was keeping her from maintaining her focus. She let out a gurgled moan as she began to tease her clit with her hand.
"You seem to be enjoying having your perverted brother fuck your slutty little mouth." Carter grunted as he withdrew his hips briefly as Maddie took in a gasp of air, making an "uh-huh" noise before her brother once again jammed his cock down his throat.
Carter grabbed the back of Maddie's head, this time forcing his entire length down her throat in long, slow, strokes. His sister's hand began a blur around her engorged nub as she squeezed her eyes shut; Her face now almost completely red from the brutal throat fucking she was receiving.
"Fuck Maddie, you really know how to suck dick. Should've known what you were doing with your boyfriends when you snuck them in here." Carter breathed heavily as his sister looked up at him as her nose pressed against his groin.
"Gggguk Urrrrk Mppphfff" His sister made noises with her throat as the two found their rhythm. Maddie was furiously rubbing her clit her brother continued to force his dick down her throat.
Carter once again grabbed both sides of Maddie's face and pushed his hips forwards; Her nose pressing into his groin and his balls slapping against her chin.
"This was easier than I expected... I'll have a little more fun with him" Maddie thought to herself as Carter suddenly removed his entire dick from her mouth; His shaft now covered in her saliva.
"Oh fuck..." She coughed heavily as she caught her breath.
Carter gave her a bemused look. "What's the matter? Too much for you to handle all of a sudden?"
Maddie decided to go in for the kill.
"Tch... so you fucked my mouth. Great job, you fucking pervert. But you'll never be able to handle this..." Maddie spread the swollen lips of her labia, showing off the hot pink inside of her cunt.
She let out a soft giggle "I'm not a slut by any means, Carter... but the guys I've been with say that my pussy feels the best. So much so that they only last a couple of minutes before they cum and it leaves me feeling so unsatisfied. It takes a man to truly appreciate this, and believe me, you're not up to the task."
"You really think that, huh?" Carter narrowed his eyes, almost as to call out Maddie.
His sister nodded her head. "I do. You're too chickenshit..." She said in a sing-song voice.
Carter immediately grabbed the sides of Maddie's hips. He quickly flipped her onto her stomach, causing her to let out a soft yelp. Hands still on her hips, Carter pulled them up towards him until her exposed wet pussy and anus were staring back at him.
He drew his hand back and spanked Maddie's right ass cheek, which prompted a yelp from her.
"You fucker, you won't do it." Maddie's voice lacked conviction as her words came out like a moan.
Grabbing the base of his shaft, he aimed his inflamed cockhead at the entrance of her pussy. He pressed his glans against the wet lips of her labia and his dick slid into her with ease. His toes curled as the walls of her pussy seemingly clamped down on his shaft.
His sister was right about one thing; her pussy did indeed feel the best.
Maddie let out a loud gasp, followed by a long drawn-out moan as she adjusted to the large shaft that was now inside of her.
"F-f-fuck... it's so big..." Maddie mewled as she buried her face into a pillow.
Carter drew his hand back and slapped Maddie's right ass check, causing Maddie to scream. He began thrusting into her and mocked her. "What's the matter, Maddie? I thought you said you'd be too much for me to handle?"
"Don't stop... oh god... don't stop." Maddie's eyes were rolled back in her head. She knew that she was going to be in for the ride of her life when she fucked Carter's dick for the first time, but nothing could've prepared her for how good it would feel.
Carter grabbed both of her ass cheeks as he kneaded the soft-yet-firm flesh. None of his previous girlfriends could hold a candle to how good Maddie's ass looked. One thing was for certain: he could get used to this.
As he battered his sister's pussy, he eyed her pulsating pink asshole as it quivered with each thrust. Without thinking, he pressed his thumb against her back entrance. With little effort, his thumb slid into her asshole, and her walls clamped down on his digit.
Maddie threw her head back and rolled her eyes. "You dirty fucking bastard, u-using your sister's asshole like you o-own it."
"I want to do so much more than that." Carter panted.
Maddie moaned. "You... fucking... better... fucking pervert..."
After a couple of minutes, Carter withdrew his thumb from her asshole and brought his hands to Maddie's shoulders: Upping his tempo as he rammed into her. Using her ass as leverage, he pulled her upright, cock still inside of her, until her head and chest were level with his own.
"Wh-what are you dooooing?" Maddie moaned out as she felt Carter's hands move to her large breasts, which he grasped firmly.
She turned her head to Carter and planted a kiss on his lips; Their tongue's swirling around each other as they continued their animalistic fucking.
Suddenly, Carter rolled onto his back, taking Maddie with him until she was on top of him. He swooped his arms under her legs and pulled them up, putting her into a Full Nelson position.
"Ohmygodohmygodohmygodddddddddd...!" Maddie cried out as Carter began to thrust upwards into her.
"Wh-where did you learn to do this?" She mumbled passionately.
Carter grunted. "You have my ex-Francesca to thank for that."
"Oooh, that fucking bitch doesn't know what she's missingggggggg..." She let out a prolonged cry as she squeezed her eyes shut. None of the guys she had been with had lasted as long as Carter... and she was loving every second of it.
"Not bad for... a perverted older brother, right?" Carter hissed at her.
Maddie was too far gone to even care. "Shut up and k-keep fucking meeeeee..."
He continued his assault for the next few minutes, saying nothing save for some collective loud moans and the slapping of their hips together.
At one point, Maddie looked into her mirror mounted to her dresser. She watched as Carter's dick hammered her pussy as he held her arms and legs in place and it was absolutely tantalizing for her. It was like watching a porno, but she was the main star.
Maddie began wondering what their mother, who had long since gone to sleep, would think if she suddenly walked in on the two.
Her daughter being held in place as she was helplessly getting used by her older brother as he did such forbidden and taboo things to her. The look of shared pleasure on their faces as their mom stood in the doorway in horror. Such thoughts were....
The naughty thoughts were too much for Maddie to handle as she suddenly began to cum. Her pussy began to gush as her mouth hung open; Making guttural cries of pleasure as her wetness cascaded down Carter's shaft and inner thighs.
The constricting of her pussy sent Carter over the edge as he finally could handle it no longer. His cock expanded inside of her as he let out a long moan.
Maddie felt a scalding hot sensation fill up her cunt. She exhaled loudly as Carter's fingers dug into the skin of her legs, holding on for dear life as he pumped his sister full of his sperm.
"Fuck Maddie...!"
As Maddie's body went limp, so did Carter's. He released Maddie as she collapsed on the bed next to him.
Both lay there, spent and out of breath. Carter was trying to process what had just happened while Maddie lay there with a wide smile. Her face was now flushed as she recovered from her orgasm and she felt a river of hot cum stream out of her pussy onto the bed sheet.
Carter turned his head towards his sister and weakly gasped. "What... the fuck was that?"
Maddie crawled up until she was face-to-face with her brother. Without saying a word and with the last bit of strength she could muster, threw her arm around Carter's shoulder, pulled herself towards him and pressed her lips to his.
She broke the kiss and giggled. "Well... that was best sex I've ever had. How about you?"
"I'd be lying if I said I didn't enjoy it. Fuck Maddie, that was amazing! I can't believe we just did that" He said in disbelief.
Maddie gave him a sly grin. "Well, I can..."
It then clicked for him.
"Wait, this was your plan all along, wasn't it? To seduce me?" Carter breathed heavily as Maddie cuddled up next to him.
"Yep. I wasn't sure if it was going to work, but here we are..." She said with a smile.
Carter sighed heavily. "I'm glad we did that, but why did you want to go after me? I know for a fact there are countless guys who would give up their left nut to be with you."
"Well, for starters, the guys I've been with before might've been cute, they didn't exactly treat me right. All they looked for was sex and nothing else." Maddie cupped Carter's face as she looked into his eyes. "You, on the other hand, are the only man that has ever respected me and really cared for me, especially after dad left us."
Carter was at a loss for words. He didn't realize how much he had meant to his sister.
"Maddie, how long have you had feelings for me?" He finally asked her.
"For as long as I can remember. I kept my feelings to myself but lately I felt like I had to act on my feelings and..." Maddie's voice trailed off as she buried her face into his shoulder.
Carter gently stroked her hair and nodded. "It's okay, Maddie. I'm not going anywhere..."
She again looked up at him, tears now in her eyes. It was a complete 180 from how she had been acting just a short while ago. "I don't love any other man, but you Carter. You're my one and only. When I set out to get you to fall for me, I wasn't sure if it was going to work..."
"And yet, you still did." Carter said lightly.
"I was scared that it wouldn't work. When I propositioned you in the restaurant, I was very nervous. Even with the video of you jerking off to mom, I was terrified as to how you would've reacted." Maddie pressed herself to him.
Carter smiled at her. "That doesn't matter anymore. You've got me and I'm not going anywhere. Besides, you're my favorite girl, Maddie. I was holding out someone that reminded me of you and, well, turns I don't need to do that anymore because I have you now."
Maddie's heart swooned when she heard this. "Do... you really mean that?"
Carter gently nodded. "With all of my heart. I love you, Maddie."
Her breath left her. "I love you too, Carter."
They shared another kiss, and Carter felt his cock stir to life. They broke the kiss and Maddie looked down at his semi-erect shaft.
"It also helps that you have a very nice dick." She finally joked as she grasped it gently.
Carter had a bemused look on his face. "Why Maddie, are you saying you're ready for round 2?"
"Oh god no, my pussy is aching right now from that hard fucking you gave me. I'm going to have to use an ice pack... but I know that I'll get used to you. Even to the point of where we can fuck all night long." Maddie licked her lips at him.
"I wish, but as long as we're living under mom's roof, that's not going to happen." Carter sighed as he lay his head on the pillow.
Maddie had been waiting for Carter to say this. "Yep, which is why we're going to "help" mom out with her little fantasy."
His head shot up. "Wait a minute, you were serious about that too?"
"Well, duh! We just had the most mind-blowing sex ever and yet you can't wrap your head around wanting to fuck our mom?" Maddie laughed.
Carter shook his head. "Well..."
"I know you find our mom attractive. I do have video proof of this after all. Besides I wanna fuck her too." She said in a husky voice.
Carter was confused. "Wait... you just said that I'm the only man you want to be with."
"I did." Maddie nodded in acknowledgement. "However, I didn't say anything about women. I've never been with a woman before, but I've always wanted to try. And who better to show me than mom?"
"How do you even know mom is into women? Let alone the stuff that she's into." Carter asked her.
"You know I'm in school to be a programmer, right? I have backdoor access to all the devices connected in this house. TV. Tablets. Even your computer and mom's, Mr. Big Tittied Teen Begs for Stepbro's Large Cock." Maddie smirked at him.
Carter's eyes went wide. "Oh shit... you know all of my search history?"
"Yours and mom's, and let's just say that mom is into some very kinky stuff. We're talking dildo machines, bondage; The whole works really. And lately, she has developed a fondness for some strap-on lesbian action." Maddie said as if she were proud of herself.
The image of their mom tied up and suspended in the air naked flashed in Carter's mind; Him forcing Rebecca to suck his cock while Maddie fucked her from behind using the biggest dildo, she could get her hands on.
His cock began twitching as he thought more and more about it.
"Okay, let's do it. Let's fuck mom." Carter shot an evil smile back at her.
****Best Laid Plans****
Rebecca was downstairs in the kitchen, drinking her coffee, as she scrolled through her emails on her phone, sending a response to a potential buyer of a home she was selling, trying to distract herself from the intrusive thoughts she had been having.
Since she masturbated to the idea of her two kids dominating her, Rebecca had been battling those feelings and felt a good amount of shame from it. These were her two kids that she had raised by herself when her ex-husband had flown the coop to be with his girlfriend over in Thailand.
That's when Rebecca heard a pair of footsteps coming down the stairs; Her body tensed up.
Maddie walked in sleepily wearing a pair of white shorts and a red shirt. She rubbed her eyes and brushed a strand of blonde hair off her forehead.
"Good morning, mom." She said as she yawned sleepily.
Rebecca inhaled slightly. "Morning, honey. Did you sleep well?"
Maddie nodded in affirmation as she poured herself a cup of coffee. "Yeah, pretty good."
That's when Carter walked in wearing a black tank top and matching joggers and waved at Rebecca. "Morning mom..."
Rebecca eyed her son and daughter. Both were in reasonably good shape. So young. So nubile. Surely they could be perfect for....
Rebecca shook her head to remove those thoughts from her head. She cleared her throat and decided to address the elephant in the room.
"So, I wanted to talk to you two about what happened yesterday in my... bedroom."
Maddie and Carter looked at her as they held their breath. Was she going to cuss them out? Tell them how much she resented them.
"Look, I'm sorry that I yelled at you two. I was so caught up in the moment that I took it out on both of you, and I now realize that was very unfair towards you guys." Rebecca set her coffee mug down on the counter and continued.
"I understand you probably have a lot of... questions, but the only thing I will say is that, even though I'm your mother, I'm still a woman and have needs. Needs that I haven't had fulfilled in a long time. Since you two are both adults now, I hope you can respect that about me and that you don't think any less of me..."
Maddie finally spoke. "Of course we don't think any less of you! Carter and I both love you and are thankful for everything you've done for us. Besides, the fact you have a kinky side is kind of hot!"
Rebecca blushed at these words as Carter spoke. "Yeah, plus we're sorry for cockblocking you yesterday. Also, for busting down your bedroom door. I'll run to the store after classes today to grab some replacement parts and it should be repaired by the time you get home today."
He added. "Also, I'm sorry for sucker punching that Raymond guy."
"I appreciate that, Carter." Rebecca laughed as she felt a huge weight lift off her shoulders. "Though you don't need to worry about him since he cut all contact with me."
The three ate breakfast without issue before Rebecca left for work. She had five house showings that day and everything needed to be perfect. This left Carter and Maddie by themselves as they ate breakfast.
"So, the hardware store, huh?" Maddie asked with an evil grin.
Carter looked at her quizzically. "Uh... yeah? I promised mom that I'd fix her door today."
"I see, I see." Maddie pulled out her phone and began typing furiously.
"And just what are you up to?" Carter took a sip of coffee.
She glanced at him briefly. "Making a list for when we go."
"Maddie. I wasn't born yesterday. I know what I need to fix mom's door." He rolled his eyes.
She scoffed at him. "Not for the door silly, but for mom's setup when we give it to her."
"Well, you're certainly not wasting anytime, but wouldn't it be better just to, you know, order from a website that specializes in that sort of thing?" Carter asked.
Maddie made a clicking sound with her tongue. "Tch, they overcharge for things like St. Andrew's Crosses, rope and pulleys. Now things like horses, outfits, and other devices we can order from there, but I want to save some money."
"And let me guess, you've watched tutorials online for woodworking online too?" Carter sarcastically remarked.
Maddie shot him a knowing glance. "Yes, but I'm also taking woodworking as an elective. Plus, our instructor allows us to use the workshop whenever we can. No way in hell we're building this at home."
"And they won't be the least suspicious as to why we're building some BDSM stuff?" Carter eyed his sister.
"Nope. As long as we don't break anything and bring our own materials, they ask no questions. Also, me and Miss Donelly are super chill." She said proudly.
******
After gathering the proper materials from the hardware store & lumber yard. Carter and Maddie spend the next few days at the campus workshop putting together the Saint Andrew's Cross. Once it was put together, the two sanded down the wood to ensure there were no splinters before painting it with a black polyacrylic paint.
The final evening, they were applying the padding to the center and the leather restraints when Maddie's instructor, Miss Donnelly showed up unannounced.
"Quite the piece you've built, Miss Kimball." She called out.
The two siblings jumped in fright as they faced her.
"Oh, Miss Donnelly! Sorry, we're just finishing up here, then we'll be taking this... erm... away. We'll be sure to clean this up first." Maddie stammered as she twisted her foot.
Her instructor laughed. "It's alright Maddie, and please, call me Lily."
Lily was a taller woman in her mid-30s, wearing a dark denim coat, a pair of brown jeans that had more than a few paint spots on them, along with a pair of black boots. Her blonde hair was up in a bun and, unlike Maddie, almost always wore no makeup.
"So... what exactly do we have here?" Lily asked as her eyes scanned the giant black X-shaped structure.
"It's... uh..." Carter was struggling to find words and felt Lily's eyes bore into him. Maddie found herself unable to speak as well.
Lily burst out in laughter. "Oh, c'mon you two! Don't be coy. I recognize a St. Andrew's Cross when I see it. An essential part of any good sex dungeon. I just didn't think that you'd enlist the help of your brother to do so, though it does all make sense."
"Oh shit..." Carter muttered as he ran his hands through his hair.
Maddie shook her head as she felt her pulse racing. "Nononono, it's not like that at all!"
"See that over there?" Lily pointed up to the ceiling corner of the room, where a camera was aimed at the main workshop area.
"Last night, after you two finished up, you decided to have a little fun on that worktable right there next to the table saw. The kind of fun that siblings don't... usually engage in." Lily winked at the two. "I just so happened to be the one who found that footage and quickly deleted it."
Carter turned to Maddie and spoke in a hushed tone. "I told you that thing was probably still active."
"Fuck, I'm sorry Carter..." Maddie looked at the ground.
Lily held her hand up. "Hold on, I'm not here reprimand you or report you to the dean. I'm just here to tell you that if you decide to have sex in the workshop, please clean up the table surface when you're finished. I had to clean up the mess you two made this morning and I'd rather not do that again. Are we clear?"
The two siblings replied with a series of yeses, yeps and understoods.
"Good." Lily folded her arms as she turned her attention back to the wooden X. "Now, this is a fine piece of work. I'm sure you two will have loads of fun with this." She said with a wink.
"Uh thanks... I'm glad this has your seal of approval." Maddie weakly smiled.
Lily nodded and turned her attention to Carter. "Tell me, do you already have crops, cat-o-the-nine tails and outfits?"
"I understood maybe half of those words, so I'm going to say no." Carter scratched the back of his neck.
Maddie reprimanded him. "Seriously, Carter? After all those links and articles I've sent you, you still don't know what those are?"
Lily held her hand up. "Easy now. I've got some... toys that you two can have. Maddie, come see me after class tomorrow and I can give them to you. I have no need for them anymore since we got more advanced ones."
"You're into bondage? I never would have guessed that." Maddie's eyes widened at this revelation.
"I know I don't look the most girly, but me and my partner love it. It's opened so many doors in our sex lives that we have no idea how we made it before we discovered BDSM." Lily beamed, and she was not one that always appeared to be happy.
"Well, that'll make things a bit more interesting." Carter mused.
Lily looked at Carter. "You two are going to have so much fun! I'm so excited for the both of you!"
As Carter and Maddie were carrying the cross out of the workshop, Lily had locked up the workshop for the evening and followed them to Carter's truck, as she had parked right next to them.
After the two siblings placed the cross flat onto the truck bed, Maddie turned to Lily. "So, if you don't mind me asking, why are you surprisingly okay with me and Carter being intimate with each other?"
"Don't poke the bear, Maddie. We're already on thin ice as is." Carter warned his sister.
Lily placed her hands on her hips and smiled. "Well... can you keep a secret?"
"Sure! After all, you know about me and Carter, so it's the least we could do." Maddie replied.
Lily giggled. "So you know Evan Keene?"
While Maddie didn't know of him, Carter most certainly did.
"Oh yeah, I had him for film studies last year for an elective. I know he's directed a couple of indie films before. Younger guy, probably just a few years older than myself. He's your "partner" I'm assuming?" Carter asked.
Lily did a side eye away from the two siblings. "Yes he is, but he's also my... nephew."
"Oh my god!" Maddie put a hand to her mouth.
Carter held his hand up. "Wait a second, Evan is like a few years older than me, how the hell is he your nephew?"
"My parents had an "oops" baby when my oldest sister, Evan's mom, was 17 years old. By the time I was 7 years old, I was already an aunt." Lily smiled. "Since we have a relatively small age difference, we were more like brother and sister growing up."
"Oh wow, I didn't know that. How did you two... you know... end up together?" Maddie asked her instructor.
Lily laughed. "Well, we found each other on a website for people looking to engage in BDSM. At the time, we didn't know we were related. When we finally met in person, it was a bit awkward but ultimately decided to give it a try, after much deliberation of course."
"Wow, that's actually kind of hot..." Maddie giggled.
Her instructor smirked. "Let's just put it this way, we've been together for four years and we can't imagine being with anyone else. We just have to keep it on the down low, especially from our family."
"We promise not to say anything, Lily. You have our word on that." Carter reassured her.
"Excellent!" Lily pulled her car keys from the pocket of her jeans. "Alright, I'm headed out. Miss Kimball, come by my office tomorrow and I'll deliver on my promise.
******
The two had to sneak the St. Andrew's Cross into the house while their mom was asleep. They had covered it in a large blanket and placed it inside a storage closet which was rarely ever used.
Carter was at his desk in his bedroom, working on some homework for his accounting class. Since he had no Friday classes, this meant that Maddie had to take her car to college that day.
He was just finishing up a problem when Maddie burst into the room, carrying a large cardboard box. "Close the door behind me and lock it."
As Carter locked the door behind her, Maddie set the box down on his bed. "I know that Lily said that she had a few things for us, but she really went all out."
She opened the flaps of the cardboard box and Carter looked inside. "Jesus Christ..."
Maddie pulled out a jet-black leather bullwhip with a frayed end and handed it to Carter. "Here's your whip, Dr. Jones."
"It belongs in a museum!" Carter shouted as he moved his arm, flicked his wrist, and in the process accidentally cracked the whip inside of his bedroom; startling both him and Maddie.
"Holy shit, Carter! Calm that thing down." Maddie laughed as she placed a hand on her chest.
They continued to remove an assortment of skimpy leather outfits, dildos, ropes, and restraints. Included in the box was even a premier guide to some starting points into BDSM.
"Let's put this all downstairs next to the cross and head back to my car. There's another box in there that Lily gave me." Maddie began placing all of the toys and equipment back into the box, and Carter helped her.
"Wait, there's more? What all did she give you?" Carter looked back at her.
Maddie shrugged. "She didn't really say, other than that it'll make our sessions a lot more interesting. It was quite heavy too, I might add."
-
They went down to Maddie's car and opened the trunk containing the other cardboard box. Rather than unload it inside, Carter opened up the top of the box, took a look inside and stepped back.
"Oh... what the fuck? Are you serious?"
Maddie looked inside and her jaw dropped. "Wow, holy shit!"
Inside was a contraption, which they both called "The Dildo Machine." The machine itself was in the shape of a large pistol, which came with an adjustable stand. There were attachments that came with it, including dildos in different shapes and sizes, along with one attachment that had two dildos.
"Holy shit, this is so wild." Carter said as he turned to his sister. "Say, since they were used, do we need to worry about...?"
Maddie shook her head "Lily said she cleaned and sterilized everything before giving it to us. Now c'mon, let's get this downstairs with the rest of the things before mom gets home.
******
Half an hour after they had put all the boxes from Lily in the basement, Rebecca had returned home after a long day of showings, including two closings that had happened.
The three sat at the table for dinner, which consisted of chicken alfredo and garlic bread. Rebecca had since changed out of her work clothes and was wearing a pair of black yoga pants, of which clung to her heart-shaped ass and thighs, along with a red razor back tank top.
Rebecca took a sip of her water. "So that's pretty much my day in a nutshell. How about you all?"
"Just hit the gym for a couple of hours before finishing up some homework for the weekend. Gives me more free time." Carter took a bite of his food.
Maddie nodded. "Same here, classes were fine, but I'm just happy today is a Friday."
"Well, that's wonderful to hear. It's been a long week so I'm going to be a homebody this weekend. Hope you don't mind spending time with your old mom." Rebecca joked.
"Mom, you're not old. I think you're a hottie and you'll soon find someone who sees that." Maddie smiled at Rebecca.
Her mom rolled her eyes and huffed. "Eh, at this point, I've kind of given up hope. Most men my age come with all sorts of baggage, or they're just pigs looking for someone half their age.
"Don't worry, mom. I'm sure that someone will come along very soon and will rock your work." Maddie turned to her brother. "Isn't that right, Carter?"
"Huh? What? Uh... yeah! Totally." Carter sputtered as he was caught off guard. He was imagining his mom strapped to the cross as the dildo machine was running at full power while a large dildo was pummeling her wet pussy; All while him and his sister were striking her large breasts and naked body with crops.
Rebecca sensed something was off. "Is everything okay, Carter? You seemed a bit distracted just now."
"It's nothing. I was just thinking about a problem for my accounting class and was wondering if I used the correct arithmetic." Carter replied.
"Nerd..." Maddie replied with a sly grin.
Carter shot back at her. "Says the girl going to school to work with computers."
Rebecca laughed out loud. "Okay, you two. Be nice. You're both adults, so act like it."
"Oh we will..." Maddie said in a sing-song voice.
Carter's phone on the table buzzed and he grabbed it. It was a text from Maddie:
I want to take the machine for a spin later. I need to get fucked good tonight.
He looked at his sister, who winked back at him. Carter, in the, gave her a wide toothy smile.
****Test Drive****
It was half past 11pm and their mom had since gone to sleep. Maddie naked lay on the couch downstairs in the basement. The dildo machine, mounted on the far couch cushion, was slowly fucking her pussy as Carter, kneeling with his legs placed between her chest & his hand on top of her head, was shoving his dick down her throat.
In her ass was an anal plug, with the blue heart shaped jewel sticking out of her anus faintly reflected the light cast by the ceiling mounted spotlight-style lighting.
Maddie wanted to try anal with Carter, so she had been practicing with various toys to prep for when he took her anal cherry.
"That's it, my love. Take my dick down that fucking mouth of yours." Carter grunted as his hip movements matched that of his sister's head.
Maddie groaned in pleasure as her brother pressed a small remote control, increasing the movements of the machine arm.
"Mmph mmph mmph mmmmmph!" Maddie went cross eyed as a second orgasm overtook her, the sensation of the ribbed dildo running repeatedly on her clit was doing a number on her, but she didn't want to stop.
Carter withdrew his dick from Maddie's mouth, placed a hand under her chin and forced her to look up at him. He leaned down and forced his tongue into her mouth. They shared another fervid kiss as the dildo, which was slick with her wetness, moved effortlessly in-and-out of her cunt.
Carter broke the kiss and looked into her eyes. "I think it's time we switched it up." He pressed a button on the remote control of the machine, which slowed down until it stopped.
Maddie withdrew herself from the rubber dick and stood up. Carter moved the dildo machine behind the couch, before sitting down on the center cushion, stroking his dick as he eyed his naked sister.
"I think I'm ready for you now, you fucking naughty pervert-ass mother fucker." Maddie cooed at him as she watched him stroke his dick.
Even though they had admitted their feelings to one another, Carter still got off on Maddie calling him names, as did Maddie when Carter called her degrading names.
"Oh yeah?" Carter asked as he stroked his cock.
Maddie's reached behind herself as her hand went to her ass, She pulled the plug out of her anus and turned around, bending over as she revealed her pink asshole to him. Grasping the base of the toy, she pushed and pulled it in and out of her asshole; All while she looked back at her brother.
"See how ready I am for you, Carter? This ass is all yours to do as you please with it. So, are you just going to sit there like the fucked up pervert you are, or are you going to fuck me in the ass?" She asked him in a husky voice.
Carter stood up and walked over to Maddie. Grabbing her waist, he pushed her back onto the couch; Her ass hanging off of the edge as she held her legs apart using her hands and watched as Carter applied some lube to his erect cock.
He then knelt, placed some more on the tips of his fingers and pressed them against Maddie's asshole. She let out a light gasp as the cold liquid made contact with her skin.
"Let's see how you like this." Carter muttered as he pushed his middle finger inside of her ass effortless. Maddie began to thrash lightly as she looked up at the ceiling, mentally preparing herself for Carter's big dick.
"Carter, please promise you'll be gentle. Last thing I need is to visit the ER because that cock of yours wrecked me." Maddie joked as she felt her heart racing. This was something completely new for her and she hadn't felt this nervous since she lost her virginity a couple of years back.
Her brother leaned down and planted a kiss on her lips. "I'll be gentle. Do you remember our safe word if things get too much for you to handle?"
"Uh-huh. It's red." Maddie looked up at her brother innocently.
Carter cupping her face and gave a loving look. "Good girl. You ready?"
Maddie nodded her head. "Yep, stick that dick of yours in my ass."
With that, Carter bent his legs until his engorged red cockhead was lined up with her lubed asshole. He pressed his glans against her hole and it popped in with little issue.
As Carter's dick slowly disappeared inside of her anus, Maddie drew in a breath with her teeth and squeezed her eyes shut.
"Ooooooh fuck!"
There was indeed some slight discomfort since she had underestimated how big Carter's shaft was, but she also felt an indescribable pleasure from it.
"Maddie, are you okay? Do you need me to stop?" Carter looked down at his sister, who had opened her eyes.
"Ngh noooooo, just keep going." She ordered him.
As Carter continued further in, he felt the walls of her anus constrict around his shaft. It was a different sensation from her pussy but one that felt great for him.
Soon, his testicles pressed against Maddie's ass checks as he finally bottomed out inside of her. His breath was heavy as he looked down at her. "I'm all the way inside of you, Maddie."
Maddie drew out a breath as she was finally getting used to his size. The look in her eyes went from one of uncertainty to lust. "Fuck my asshole, you dirty fucking pervert."
-
Rebecca found herself unable to sleep, so she walked down to the kitchen to grab a drink of water. She usually slept in a tank top and a pair of, what her daughter referred to as "booty shorts." Rebecca kept herself in reasonably good shape by going on runs after she got off work, but she felt there was some room for improvement.
Nevertheless, Rebecca felt confident enough in herself to know that she looked good. Though she would never admit it to anyone, the looks and off-handed remarks from Carter's friends had provided her with a nice ego boost.
As Rebecca filled up her glass with water and took a gulp, she heard a light squeal coming from the basement door. Placing the glass on the countertop, she walked over to the door and quietly opened it. As she did so, the sounds of flesh slapping together, mixed in with dirty talk, greeted her ears.
"Oh god, fuck my ass, you fucking pervert!"
Rebecca's stomach dropped when she heard this. She slowly tip toed down the carpeted stairway to the downstairs den where the sounds of lovemaking became more frantic.
"Nugh, fucking bastard. Using my asshole like you fucking own it." She heard Maddie growl.
Rebecca then heard another voice that sounded all too familiar. "I own your ass now, you fucking slut."
"Carter?!" Rebecca whispered to herself as her eyes became wide. She made her way to the bottom of the staircase until she got to the very bottom. The stairs were located on the far end of the large den and covered by a wall, meaning that someone could sneak downstairs without being seen.
She peered around the corner and her breath left her. From her point of view, she could see Maddie's legs wrapped around Carter's ass. Rebecca watched as his large testicles slapped against her daughter's ass cheeks.
Then there was Carter's dick. To Rebecca, it was massive. She looked on in awe as his giant shaft sodomized her daughter, seemingly pushing Maddie to her limits as she wailed out in lust.
"Oh fuck, your dick is inside of my ass. Ughgod, it feels so fucking good."
Rebecca could make out the face of her daughter, and the look on Maddie's face was that of pure ecstasy; Her eyes rolled back, her mouth hanging open, the guttural sounds of pleasure escaping her while she begged Carter to fuck her harder.
Rebecca pressed herself against the wall as she listened to the two. She slid a hand inside of her shorts and plunged three fingers into her wet cunt; Stifling a moan by biting down on her cheek.
"Oh my god, my own two children are actually fucking each other." Rebecca thought to herself as she worked her hand on her sex while her son and daughter went at it.
A thought then occurred to Rebecca: She knew that if she were to cum right then and there, both Carter and Maddie would hear her. She reluctantly withdrew her fingers from inside of her and continued to watch.
"Tell me who your ass belongs to, you fucking slut." Carter barked at Maddie.
Maddie let out a long groan. "Youuuuuu... my ass belongs to youuuu..."
Suddenly, Carter's thrusts sped up and his breathing became labored.
"Say it again..."
"My ass belongs you my fucking perverted brother. Oh fuck, keep fucking my ass." Maddie cried out.
Rebecca's legs began to shake as she looked around the corner once more. She couldn't believe all the filthy talk coming from Maddie. She wondered how Maddie's ass was going to feel after Carter was finished with her.
Rebecca had tried out anal with a couple of guys before, including her ex-husband. While she found it to be a very tantalizing experience, it wasn't something that she engaged in too often.
"Keep fucking that little whore. Show her who's in charge." Rebecca whispered to herself; Motivated by lust... and jealousy. Part of her wished it was her getting fucked instead of her daughter.
Suddenly Carter yelled out as he breathed heavily "I'm gonna cum, Maddie. Do you want me to pull out?"
Maddie pleaded with him. "Noooooo, in my ass! Cum inside of my ass!"
Rebecca's eyes became wide. She personally had never let a man do that to her before.
"Do it, baby... cum inside that little slut's ass." Rebecca balled her hands into a fist; her nails were burrowing into the flesh of her palm.
Carter's thrusts became faster, and the sounds of naked flesh slapping together became louder. Maddie grabbed onto Carter's biceps as she egged him on further.
"Do it, cum inside of my ass. Fill your slutty sister's asshole with your spunk!"
He then lost control. Carter threw his head back and let out a loud shout.
"Ughhhhhhhh.... Fuckkkkkkk!"
Rebecca watched as Carter thrust as deep as he could inside Maddie. She watched as his testicles twitched slightly as she heard her daughter let out a long moan.
"Ooooooooooh, I can feel it. Oh my god!"
The two caught their breath as Carter still remained buried balls deep inside of her. He then withdrew himself from her ass and collapsed next to her.
A steady stream of cum trickled out from Maddie's anus and onto the carpet below as she pressed her lips to Carter's
Rebecca pressed herself against the wall and slowly crept back up the stairs. Her pussy was now soaking wet, and she needed to get off badly. She quietly opened the door and shut it behind her as she snuck through the kitchen, back upstairs, and into her room; Careful not to make any noise.
As soon as Rebecca got back to the room, she stripped off her tank top and shorts, reached into her nightstand and grabbed her favorite blue dildo and a bottle of lube from the drawer.
She proceeded to cover the dildo with some lube and slowly pushed it inside of her ass. She let out a loud moan, as it had been a while since she had done anal.
"Time to see if I've still got it." She murmured to herself.
******
Over the next couple of weeks, Maddie and Carter had ordered a restraint bench and horse for their self-proclaimed sex dungeon. With each passing day, the anticipation grew as to when they would finally "break-in" their mom, as Maddie liked to put it.
Rebecca, on the other hand, did her best to maintain a happy facade. She knew her children were having sex with each other, but knew she couldn't bring it up. So instead, she busied herself with her work and did chores around the house, with the help of Carter and Maddie.
Finally, one Friday evening, as Carter was finishing up some course work in his room, Maddie suddenly walked in without knocking.
"You know, walking in unannounced is risky business. What if I had been masturbating?" Carter joked as he turned to look at his sister.
Maddie smirked at him. "You, of all people, know that I wouldn't mind... so I've got some exciting news for you..."
"You want to monetize our sexual exploits?" Carter jokingly said as he folded his arms.
Maddie shook her head. "Nope, although that doesn't sound like a bad idea! The news is that tomorrow is the day."
"The day we... ohhhh!" Carter began to ask before he realized what Maddie was talking about.
"Yep, I hope you're ready for anything because we're finally doing it." She grinned at him.
Carter exhaled. "And you're positive that mom will go for this? You do know that there's always a risk that this could end horribly, and we could end up being the subject of some True Crime podcast, right?"
"Sure sure, but I'm confident it won't come to that; Especially after we're done with her." Maddie said with confidence.
Carter felt a bit uneasy. "Maddie, I love mom and everything that she's done for us, especially after dad left us. There's a lingering feeling that doing this to mom is, I don't know, fucked up?"
"She wants this, Carter. Trust me. Besides, don't you want to fuck all of mommy's holes with me? It'll get awfully lonely if it's just me working her over, you know?" Maddie giggled.
Carter had a feeling his sister was keeping something from him but decided not to press further. He did, after all, want to fuck Rebecca senseless.
"Alright Maddie, if you say so. So, what's your plan?" Carter looked at her.
An evil smile came across Maddie's face. "I'm so happy you asked..."
****Little Whore****
Rebecca sat at a table in a dive bar. On the prowl for some companionship, she had worn a little black dress and black heels. As she took a sip from her beer bottle, a handsome looking man with tanned skin and a neatly trimmed beard approached her.
"Hey there, pretty lady. You all by yourself?" The man purred at her.
Rebecca smiled at the man. "I am. Just out for a few drinks while the kids are at home. Looking to have some fun."
"Ah and who might you be?" The man asked her.
She extended her hand to him. "It's Rebecca and you ar..."
Rebecca discovered that she could move her hand. In fact, it seemed to have a mind of its own as it suddenly rose above her head.
"Me? You know me pretty well. I'm your son Carter." The man spoke in a distorted voice as his features became obscure.
Rebecca's other arm rose up until her wrists were together.
"Wha... what's going on? You're not Carter!" Rebecca said in a panic.
The man laughed and looked to the right. "You think she'll go for this, Maddie?"
Maddie?!
-
Rebecca's dream was shattered by the sound of a loud crack. As the images from her dream left her, she saw a figure faintly illuminated by the morning sunlight coming through the window.
"What's happening? What's goin' on?" Rebecca asked in a groggy voice. She tried to move her arms but couldn't move them. She then looked up and saw why: They were tied together above her head at the wrists.
"Oh, what the fuck?!" She cried out as she looked around.
"Maddie?! Carter?! Where ar-..."
A loud cracking sounded echoed throughout the room, which elicited a cry of fear from Rebecca. The darkened figure spoke to her with a feminine voice.
"You will not talk unless I give you permission to!"
Rebecca's pulse was racing. Was this really happening to her?
Suddenly, the lights in the room turned on and she let out a gasp.
Standing at the foot of the bed was her daughter. Maddie was naked, save for a pair of matching elbow-length black latex gloves and high-heeled boots that almost came up to the top of her thighs. Her brown hair was tied up into a ponytail at the crown of her head. She had red lipstick on her lips and smokey eyeshadow. In her gloved right hand was a leather crop.
Carter was leaning against the wall next to the light switch. He was wearing a pair of black leather pants and boots but was otherwise shirtless. In his left hand was a black spiked collar with a leash attached.
Rebecca began to speak. "Wh-what you are two doing? Why are you na-..."
Maddie cracked the crop against the bedpost, not taking her eyes off her mother. "I said you will not speak unless you are given permission to do so."
Maddie leaned down and grabbed the lower part of Rebecca's face, pulling it towards her.
"Do you understand?" She growled at Rebecca, who replied by lightly nodding.
As Maddie leaned down to whisper something in Rebecca's ear, Carter walked up to the other side of the bed.
The two women looked back at him; Maddie looked amused while Rebecca looked fearful; Like she had not been expecting to see her son dressed that way.
Maddie pulled away from her mom and looked down at her. "You will address me as Mistress Madison."
She then pointed the crop at Carter. "And you will address him as Master Carter. Do you understand?"
Rebecca's pulse was racing as she felt herself getting wet underneath the shorts she wore. "Yes, I understand."
Maddie brought the crop down onto Rebecca tit's, which was constrained inside of the black tank top she wore, which caused her to scream out.
"Address me by my name, you little whore." Maddie snarled at her.
Rebecca replied in a weak voice. "I-I understand, Mistress Madison."
Maddie turned her attention to her brother and nodded at him. Collar in hand, he affixed it around Rebecca's neck. Meanwhile, Maddie began to speak to her.
"Here's what's going to happen. You're going to come on a little walk with us. We're going to take you somewhere where we're all going to have a fun time. Do you want to have some fun, little whore?"
Rebecca looked into her daughter's eyes. "Yes, Mistress Madison."
Maddie reached up and undid the rope holding her wrists in place. Rebecca moved her arms freely as she stretched out her shoulders.
"Don't get used to this. Where we're going, you'll find yourself a bit... tied up with all the fun you'll be having." Maddie said as she tapped the crop in the palm of her gloved hand. "Master Carter has something he'd like to talk with you about."
Carter looked at his mom, who was looking up at him. "What is your name?"
"It's Rebecca, Master Carter." She answered him.
Carter yanked lightly on the collar and Rebecca moved closer. He placed a hand underneath her chin and forced her to look him in the eyes.
"No, it's not. From now on, your name is Little Whore? Do you understand me?" Carter spoke in a low voice.
"Yes, Master Carter." Rebecca replied and got up off the bed.
Maddie opened the door and eyed her mother. "C'mon Little Whore, time to have some fun."
****Strapped*****
Carter and Maddie led their mother downstairs to the basement. As they circled around the corner at the bottom of the basement steps, Rebecca was speechless at what she saw before her.
The couch and table that normally sat in the center had been moved against the wall. Standing in the center of the room was the St. Andrews Cross that her children had put together.
Rebecca's pulse was racing as Maddie walked over to the cross, her bare ass sashaying with every step she took.
She turned around and pointed her crop at Rebecca. "Take off your clothes, Little Whore. You'll have no need for them when we're through with you."
"Yes, Mistress Madison." Rebecca's arms trembled as she grabbed the hem of her tank top and pulled it over her head; Her large breasts now exposed.
She then hooked her thumbs into the waistband of her shorts, and they slid down her legs.
Rebecca's arms lay at her side as Maddie circled around her; Hands on her hips as she examined her naked form.
Maddie then stopped in front of Rebecca, stepped towards her, and cupped Rebecca's left breast in her gloved hand, The soft flesh spilling over her fingers.
"You have some very nice breasts, Little Whore." Maddie looked Rebecca in the eyes.
Rebecca gently nodded. "Thank you, Mistress Madison."
Maddie's hand moved down to Rebecca's slit, where she ran two fingers along the outer folds of her labia. Rebecca let out a slight moan as she felt the warm latex graze her sex.
Maddie then held her hand up, rubbing her thumb and pointer finger together before spacing them apart. A wet strand connected the two digits.
"Looks like the Little Whore is wet. Why?" Maddie remarked as she looked at Rebecca, who was shaking from excitement and intimidation.
Carter yanked on the leash that connected the collar to his mother's neck. "Your mistress asked you a question, Little Whore."
"I'm so h-horny, Mistress Madison." Rebecca replied in a trembling voice.
Maddie cocked her head. "Is that so?" She held out her pointer finger to Rebecca's face.
"Suck." She ordered her mother.
Rebecca opened her mouth and took her daughter's finger into her mouth. The taste of her own wetness proved to be a major turn on for her as she let out a faint moan.
"Looks like the Little Whore likes the taste of her own pussy." Carter remarked with a grin as he felt his cock hardening at the erotic sight before him.
Maddie smiled evilly. "It would appear so. That's good because by the time we're done with her, she'll be quite familiar with it."
Rebecca continued to suck on Maddie's finger; Her eyes closed as she savored the taste of her pussy and latex.
Carter reached down and ran his hand along Rebecca's bubble butt. She had put some time into the gym to where her ass went from disproportionately large, thanks in part to her divorce from her ex-husband, to nice and toned. Yes, there was a small amount of fat on both her butt and thighs, but she knew that she rocked her ass well and could look a lot worse.
SMACK
Rebecca jumped and let out a faint moan, as Carter swatted her ass with such force that it left a faint red imprint on her right butt cheek.
"Check it out, Maddie! The Little Whore loves it when you spank her." Carter laughed out loud, still feeling a sense of relief that Maddie had been right about her plan all along.
Maddie once again reached down between Rebecca's legs and ran her fingers against her slit. She brought her gloved hand to her face and smiled. "Well look at that, she is!"
She withdrew her fingers from Rebecca's mouth and inserted her other wet fingers back inside of her maw. "Have some more, Little Whore."
Rebecca's eyes rolled back in her head as she shuddered in a mini-orgasm. Her entire body was on fire as her children were poking and propping at her. She expected something like this during her liaison with Raymond, but this was on a whole other level.
"Holy Shit, Maddie. I think she just came. She really is a Little Whore!" Carter laughed as he swatted Rebecca's ass again.
Maddie immediately withdrew her fingers from her mother's mouth and gave her a stern look. "Listen to me, Little Whore. You're not going to cum unless we give you permission to. Do you understand?"
"Y-y-yes, Mistress Madison. I'm sorry for cumming. I'll be better. " Rebecca said with a look of anticipation in her eyes.
Maddie grabbed Rebecca's face and pulled her in. "Looks like you need to learn your place for disrespecting our rules."
"On your fucking knees!" Maddie barked at Rebecca as she pointed at the ground.
Rebecca knelt on the floor until she was eye-level with her daughter's wet slit. Carter, with the leash still in hand, stood next to Maddie as they both looked down at her. Rebecca immediately noticed the large bulge in the leather pants he wore.
Maddie took notice of this. She turned to her brother and placed her hands on her bare hips. "Master Carter, I think you're a bit too overdressed for the occasion. Lose the pants and show the Little Whore what you've got packing down there."
"Gladly." Carter smiled as he handed the leash to his sister. He undid the button and zipper of his pants. As he slid them down his hips, his large erect cock came into view and Rebecca had to draw in a breath. It was sticking out from his body at a nearly 90-degree angle and his large red cockhead was already leaking precum.
It was easily the largest cock that Rebecca had ever seen, and her pussy was tingling at the mere sight of Carter's dick. She licked her lips at the idea of going down on her son.
Maddie reached out with her free hand, wrapped her fingers around Carter's girthy shaft, and began to lightly stroke it.
"It's a nice dick, isn't it Little Whore?" Maddie talked down to her mother.
Rebecca's body trembled as she answered. "Master Carter's dick looks very nice, Mistress Madison."
"Is it the biggest, nicest dick you've ever seen? Is it to Little Whore's pleasing?" Maddie asked her as she stopped her movements on his cock.
"Y-yes. Master Carter's cock looks amazing. I w-want it inside of me so badly." Rebecca's throat was dry as she watched her sons dick ooze more precum from Maddie's hand job.
"I don't blame you, Little Whore. It's been inside of me already quite a bit... but you already knew that, didn't you?" Maddie narrowed her eyes at her mom.
Carter, who was now naked except for the black combat boots on his feet, took a deep breath as his sister continued to talk.
"Me and Master Carter know that you were spying on us a couple of weeks ago. I caught you on camera being a naughty little bitch as he fucked me on the couch. For such behavior, I've got something planned for you." Maddie grinned down at her mother.
"What kind of things, Mistress Madison?" Rebecca whimpered.
Maddie's grip on the leash tightened as her other hand spread the lips of her labia, revealing her wet pink interior. "Since you have such a fondness for the taste of your own pussy, let's expand your palate just a bit.
Grabbing the back of Rebecca's head, Maddie suddenly pushed her mother's face into her cunt.
"Urrgghhffff" Rebecca's scream was muffled by her daughter's pussy. Her tongue shot past the folds of Maddie's labia and she got her first taste of another woman's pussy.
Maddie's jaw dropped as she let out a load moan. "Ooooo fuck! Eat your daughter's pussy, Little Whore. Taste my cunt and savor it!"
Carter stood there speechless as he watched his sister buck her hips into their mom's face. His hand moved to his cock as he began to stroke it.
"Holy fuck, that's hot." He muttered to himself as he watched intently.
Maddie turned her towards Carter; Her face a mix of pleasure of bliss. "It seems Master Carter... Ooooh... approves of your pussy eating skills, Little Whore."
"Very much so." Carter continued to stroke his cock. The sight before him was one that he would never forget. He could only imagine how his dick would feel inside of Rebecca's mouth.
Using both of her hands, Maddie grabbed the sides of Rebecca's face and rubbed it against her pussy as her tongue probed her warm depths. "That's it, Little Whore. I can tell you love the taste of my pussy, don't you?"
"Mmmmuuughhffff!" Rebecca's groaned in acknowledgement. Her eyes rolled back as she felt herself approaching an orgasm. The way her daughter was taking control of her, the way her pussy was like an aphrodisiac for her, while her son looked on, was a very erotic feeling for her. She just needed that little push to bring herself over the edge.
She needed to cum badly...
Rebecca, closing her eyes, brought a hand down to her pussy. She began to move her pointer finger vigorously against her engorged clit.
Just a little bit more... so close...
Suddenly, Rebecca's head was yanked back by her hair. She let out a startled gasp she was forced to look up at her daughter as she pulled on her brown locks. "Just what the fuck are you doing, Little Whore?"
"Eating your pussy. Just like you wanted, Mistress Madison." Rebecca said in a small voice; Her mouth and noise glistened with her daughter's juices.
"Don't lie to us. We both saw you masturbating just now. What did we say about getting yourself off." Carter leaned down as he narrowed his eyes at her.
Rebecca looked away from him and let out a light sigh. Carter grabbed the bottom of her face and he looked into her eyes. "What did we say about getting yourself off, Little Whore?"
"You said... you said not to get myself off unless you gave me permission to do so." She whimpered.
Carter let go of her face and grabbed the leash of her collar. Maddie once again placed her hands on her hips and shook her head. "That's right, and since you can't seem to listen to rules, I think it's time we go to our first lesson."
****Lesson One****
She turned to Carter and ordered him. "Strap her to the cross."
Carter led Rebecca to the padded, black St. Andrew's Cross. As she looked at it in awe, she turned to her daughter. "Where did you get this, Mistress Madison?"
"It's something that me and Master Carter put together at the woodworking shop on campus. We made this cross specifically for you, Little Whore." Maddie growled at her.
Carter undid the leash from Rebecca's collar and forced her bare back and ass against the cross. The two siblings strapped her wrists and ankles in place with the leather restraints. As they finished doing so, Maddie grabbed something from the drawer behind the cross and came back around.
Maddie smiled evilly at Rebecca. "Oh look, It's your old friend: The ball gag."
She pushed the red ball into Rebecca's mouth and secured it around the back of her head, trapping her mother's brown hair beneath the leather strap.
"You two wait here. I'll be right back." Maddie went to the storage closet at the far end of the room.
As Maddie went into the door at the opposite end of the room, Carter needed to get rid of the last bit of doubt before he could continue with this. He crept towards his mother, loosened the gag so she could speak, and whispered.
"Mom, is this something you want? If this isn't your thing and want me to have Maddie put a stop to this, please tell me right now."
Rebecca's eyes became wide as she shook her head.
"I need this, Master Carter. Punish your Little Whore. I want both you and Mistress Madison to use and fuck me in whatever way you see fit." She faintly said as she smiled at him.
Carter's eyes darted to the far end of the room, where he heard some boxes moving around, before returning his gaze to his mom.
"Look, Maddie and I would like to do all sorts of things to you mom and, Jesus Christ, you're smoking hot. But if you're not having fun, I'm not having fun."
Rebecca cooed at him. "I'm always having fun when my two Masters use and punish me."
Carter closed his eyes and exhaled through his nose. His mom was not willing to break character, but he still needed to know that everything was okay. Then an idea popped into his head.
"How about this? Master Carter wants to make sure you're okay with all of this. If you are, please tell me your safeword, Little Whore." He ran the back of his hand along Rebecca's cheek.
"It's Daisy, Master Carter." His mother smiled back at him. "Now please, I want you to put me in my place. I want both you and Mistress Madison to use and fuck me good for being a disrespectful Little Whore."
Carter breathed a sigh of relief and smiled. "Ok. We'll do just that." He placed the ball gag back into Rebecca's mouth and tightened the strap once more.
Feeling a sense of relief and confidence, Carter reached down and retrieved the crop from the floor. Using the flat end of the crop, he ran the wide leather flap along Rebecca's pussy. She squeezed her eyes shut and let out a load moan.
"Don't tease the Little Whore too much without me." Maddie came out of the storage closet with a leather bullwhip, another wide-ended crop, and a small blue bullet-shaped device.
"Who said anything about teasing? I'm just getting the Little Whore prepped. She needs to learn some self-control, if she knows what's good for her." Carter wiggled his wrist, the leather on the end of the crop teasing Rebecca's clit as she thrashed against her restraints.
Maddie cracked the bullwhip; The loud snap echoed throughout the room as Carter stopped teasing his mom.
She cleared her throat and looked at her mom. "Now then, our first lesson of the day is control. Since you seem to have no control over how much of a horny little slut you are, Master Carter and I have no choice but to step in."
Maddie held up the small baby blue colored shaped bullet with one hand, while her other hand was extended out to Carter. He grabbed a roll of white tape from behind the cross, tore off a piece and handed it to his sister.
She knelt and stuck it halfway into Rebecca's pussy. Taking the tape, Maddie placed it along the top of her mom's slit, stood back and reached into one of her gloves; Producing a small remote, which she held up to Rebecca's face.
"The lesson is simple, you cannot cum. If you do so without our permission, the consequences will be severe. If you find yourself close to cumming, make an "uh-huh" noise. Are we clear?"
Rebecca nodded her head and she made an "uh-huh" noise.
"Good..." Maddie smiled evilly at her as she pressed a button on the remote.
She watched as Rebecca's body tensed up; Her arms pulling against the restraints as she let out a loud, obstructed moan. "Mmmmppffffff!"
Carter teased her erect nipples with the end of the crop as his cock stood out proudly in front of him. He then drew his arm up and brought it down; The sound of the leather making contact with the soft skin on his mother's breast echoed throughout the room.
"Ooooooffffuuuughh" Rebecca stared at the ceiling as Carter landed a couple more blows on her breasts. It was a slight stinging sensation but one that made her pussy drenched.
That's when she felt a soft slap against her right breast. Her body flinched in response and saw Maddie holding the other crop in her hand.
"You filthy fucking slut." Maddie alternated between her mom's inner thighs and breasts as she spoke.
"Can't control yourself like a good girl. That's why you're a Little Whore..."
SMACK!
Maddie slapped Rebecca's inner thigh. "I'll bet you want Master Carter's big cock all to yourself..."
SMACK!
The crop was then used on her breast. "Is that what you want? Master Carter's big hard cock inside all your slutty holes?"
SMACK!
This time Carter struck her left breast and barked at her. "Mistress Madison asked you a question, Little Whore."
Rebecca's breathing became heavy as she looked down at his erect cock. The pillar of flesh and love was now sticking out and up from his body. The head was now leaking precum as it twitched all on its own.
Rebecca nodded her head as she eyed her son's cock. She wanted it all to herself. To be used by her son and let him have his way with her.
"Do you want it all for yourself, Little Whore? Inside your mouth? Your pussy? Your ass?" Carter asked her as he began stroking his dick while looking her in the eyes.
"Mmmmphfff, mmhmm!!!" Rebecca once again nodded her head as the vibrations from the toy against her clit began to take its toll on her. She had been able to maintain some degree of restraint but that was all about to change.
She felt a swift blow strike her right ass cheek as her body jumped. Maddie grabbed the bottom of her face and looked her in the eye. "You greedy little slut. Master Carter's dick isn't for you. It's all mine. And even if I allowed him to fuck you, you'd rather keep him all to yourself?"
Rebecca's pulse was racing as she felt her daughter's disapproving gaze burn into her, but then a slight tremor overcame her.
She was about to cum.
"Uh-huh!" Rebecca said as loud as she could.
With that, Maddie grabbed the remote control and turned the device off. A sense of relief and mild disappointment overcame Rebecca as Maddie stood in front of her with folded arms.
"Well, at least we know that you can follow basic instructions. Isn't that right, Master Carter?" Maddie beckoned her brother to come over to her with her gloved finger.
"Maybe there's hope for the Little Whore after all." He laughed as Maddie took off her gloves and squatted in front of her brother.
"Hmm, I'm not so sure about that." She ran her palm along the underside of Carter's dick before turning to look at her mother.
"See this cock? This cock belongs to one person, and one person only... me. Greedy Little Whores like you will never know what it's like to experience such a magnificent cock like this." Maddie giggled as their mother just stared at them with wide eyes.
Maddie then held up her other hand, which was holding the remote to the toy. "And now, for being such a Greedy Little Whore, you're going to watch me take ALL of Master Carter's dick into my mouth.
She pressed the button on the remote and the toy inside of Rebecca's pussy buzzed to life once again, this time feeling more intense than last time.
"OOOOOooooooffffph!" Rebecca's body squirmed on the cross as Maddie, grabbing the base of Carter's shaft, opened her mouth and took him into her throat.
Rebecca watched as her daughter placed her hands on the sides of Carter's hips while inch-after-inch of her son's shaft disappeared down Maddie's throat until her nose was pressed up against his groin."
"Oooooh maaah gooofff!" Rebecca cried out in shock when she saw Maddie take all of Carter into her mouth. It was easily the biggest cock Rebecca had ever seen but she never could've imagined someone deep-throating him, until now... and it was turning her on.
Maddie withdrew her mouth from Carter's dick and began to furiously pump it. "Your cock is all mine, Carter."
Maddie then went back down on his cock, making audible guttural moans as Carter placed his hand on the top of his sister's head and began moving his hips.
He looked at his mother, restrained helpless against the cross, and grinned evilly at her.
"What's wrong, Little Whore? Jealous that Mistress Madison gets this big, juicy cock all to herself?" Carter grunted as he began using his sister's mouth like his own fuck toy.
Rebecca's body squirmed as she continued to watch. She wanted to get in on the action. Wishing it was her in front of Carter, instead of her daughter. The increasingly intense vibrations from the bullet lodged in her pussy was quickly wearing her down.
Maddie forced herself against his shaft as her nose once more was pressed against his stomach. In a display of "showmanship," her tongue stuck out of her mouth and ran along the front of Carter's testicles, all while making eye contact with her mother, who was quickly losing control of herself.
Maddie's head bobbed up and down on his dick and Carter clenched his teeth together and breathed heavily. "Oh fuck... Maddie, I'm gonna cum..."
"Uh-huh!" Rebecca cried out as she was a few seconds away from cumming. She knew the rules about having an orgasm without their permission.
Her cries, however, were ignored, as Maddie's hand cupped her brother's large testicles. She gently massaged them as Carter felt himself close to blowing his load.
"Uh-huhhhhhh!." Rebecca cried out again. This time, Maddie stuck up a middle finger at her mom as she swallowed Carter's dick.
"Here it comes..... uuuuuuuuuughhhhhhhhhhhh!" Carter howled out as he felt his cock explode inside of Maddie mouth. As his warm spunk filled her maw, the toy in Rebecca's pussy was beginning to liquify her insides.
Rebecca breathed heavily. She couldn't hold out much longer and knew that one of the most powerful orgasms she'd ever experienced was about to rock her world.
As Carter's cock popped out his sister's mouth, the toy inside of Rebecca's pussy was finally turned off. This time, however, Rebecca didn't feel relief. Instead, it was torture.
Rebecca huffed through her ball gag and looked at the ground as Maddie got to her feet. Looking her daughter in the face, Rebecca watched as Maddie parted her lips and opened wide, revealing a mouthful of Carter's spunk. She swirled Carter's cum around with her tongue briefly before closing her mouth and swallowing it.
"Mmmmm, soooooo tasty. Too bad a greedy slut like you will never get to experience a taste of it." Maddie hissed at her as Rebecca looked at the ground.
"Mmmmphffffff..." Rebecca cried weakly as her body cried out in anguish, begging for a release it so desperately needed.
Maddie cupped her mother's face. "Don't be sad, Little Whore. We're just getting started with you." She undid the ball gag on the back of Rebecca's head and took it out of her mouth.
"M-Mistress Madison, I did as you asked and didn't... cum..." Rebecca whimpered as she looked at her daughter.
Maddie reached down between Rebecca's legs, undid the tape and pulled the blue bullet out of her wet cunt. She held it in front of her mother's face.
"Suck." Maddie ordered her mother.
Without any hesitation, Rebecca opened her mouth and began licking and sucking on the toy.
Meanwhile, Carter was sitting on the couch, drinking a bottle of water as he recovered from his own orgasm. It didn't take long for him to get hard as he watched his sister continue to play with their mom. He eyed his sister's beautiful ass as she stood in front of Rebecca, moving the toy in and out of their mom's mouth.
Suddenly, Maddie pulled the bullet out of Rebecca's mouth and tossed it onto couch next to Carter. "Tell you what, since you were such a good Little Whore, I'll let you get off this one time."
"Thank you, Mistress Madison. Your kindness and generosity mean the world to me." Rebecca faintly smiled at her daughter.
Maddie nodded and undid the wrist restraints holding her mother in place. Sensing that his mom might be a fall risk, Carter rose to his feet and began to walk over. As Maddie undid the straps on her ankles.
"Help her to the couch, while I go get her some water." Maddie whispered to him as Carter picked Rebecca's shaking body.
As he placed his mom's naked body onto the couch, Carter sat down next to her. "How is the Little Whore holding up?"
"I'm doing well, Master Carter. You and Mistress Madison are doing a good job of teaching me how to be an obedient slut." Rebecca giggled, still staying in character; Much to Carter's disbelief.
"Alright, Little Whore. We'll let you take a break before we get back to it." Carter patted Rebecca's thigh, which sent shiver down her spine. She eyed his semi flaccid cock and nodded.
Maddie came back downstairs and handed her mom a water bottle. Rebecca opened it and drank it in a few gulps. She exhaled loudly as the feeling of cool liquid went down her throat.
"The Little Whore was thirsty... and probably still is." Maddie ran her fingers through Rebecca's hair as she looked down at her.
"Very much so, Mistress Madison." Her mother replied.
She turned to look at her brother. "Fetch the wand and the table, it's time for the next lesson.
****Lesson Two****
The "table" that Maddie had mentioned wasn't really a table in the traditional sense. Instead, it was a rack onto which Rebecca would be strapped.
Rebecca lay on the padded center, while her limbs were strapped into the arm and legs rests which flanked the sides of the table. Her face lay on top of a cushioned headrest that reminded her of the massage table at the local spa she frequented.
Yet, at the same time, she couldn't see what either of her children were doing.
Suddenly, Rebecca felt a large hand on her ass cheek, followed by a finger sliding into her wet pussy. She let out a loud scream as it began to move aggressively within her. "Oooooooooooooh FUCK!!!!"
Carter stood at the back of the table as he inserted his middle finger into Rebecca's cunt and was now jamming his hand around as his pointer and middle finger made quick work of her.
As he moved her butt cheek, Carter eyed her anus with a hungry look. Unlike Maddie's asshole, which was slightly pink in color, Rebecca's matched the skin tone of the rest of her skin.
Smiling to himself while Maddie stood off to the side with the wand in hand, Carter removed his fingers from her pussy, which were now covered in her juices. Sharing a knowing glance with his sister, he pressed his middle finger against her anus and it slowly began to slide in.
Rebecca's eyes became wide at the sudden intrusion. She let out a sharp gasp, followed by a long moan. "Oooooooh my gooooood!"
As Rebecca writhed on the table, Maddie walked over to the front of the table and looked down at her mother. "Now for your next lesson. You must do everything you can to cum under the most extreme of circumstances. Before you cum, you must let Master Carter and I know first. Otherwise, you'll be punished. Am I clear, Little Whore?"
"Y-y-yes M-mistresssss Madison....!" Rebecca cried out as she son moved his finger in and out of her asshole.
Maddie chuckled to herself. "Good. Now strap in, and pardon the pun, because you're going to learn a lot."
With that, she circled the table and stood next to her brother. She turned on the wand in her hand. The shaft of the device was as white as snow while the large marshmallow-shaped rubber tip at the end was stone gray.
Holding the wand up at eye level, Maddie clicked the button on the side as it gently vibrated in her hand. The audible buzzing of the device had elicited a faint moan from Rebecca as she felt her pussy dampen at the mere sound of it.
Having placed her shoulder length black gloves back on, she knelt on the carpet next to her brother until she was eye-level with Rebecca's pussy. As she was about to place the tip on the wand against her mom's slit, Maddie noticed that Carter's dick was at full salute.
She couldn't help but make a remark. "Looks like Master Carter is being turned on by all of this. You should see just how hard his big cock is right now."
"Ngh... yes, Mistress Madison." Rebecca acknowledged.
With that, Maddie took the business end of the wand and pushed it gently against Rebecca's clit.
"Ohmygodohmygodohmygod!" Rebecca screeched at the top of her lungs. Finally, she was getting some sense of relief from all the teasing that her children had been putting her through.
As they had their way with her, Rebecca's thoughts were on Carter's dick. She thought about what it would be like to take him inside of her. He was easily bigger than their father was and had seemingly done a number on Maddie.
She then thought about Maddie, and how she had been forced to eat her pussy. It was such an erotic sensation to go down on her, and was hoping, in the back of her mind, that it would happen again soon.
The thoughts were enough to lead Rebecca to the edge. She balled her fists together and began whimpering. "Cum... I'm gonna c-cum...!"
The magic wand that had been assailing her cunt for a while abruptly vanished, as did the finger inside of her asshole. Her eyes shot open as she breathed heavily. What was going on?
Before she could ask, she felt an open hand spank her left ass cheek, causing her to yelp loudly. This followed immediately by a blow to her right one, this one done by a larger hand.
Carter and Maddie stood across from each other as their mother's ass bore their handprints.
"You enjoying our lesson so far, Little Whore?" Carter asked as he brought his open palm down on her right butt cheek.
"Yes, Master Carter!" Rebecca yelled loudly.
Maddie giggled as she struck a blow on her left cheek. "You love it when your mistress and master spank your ass like a good little slut?"
Rebecca's pussy was gushing with each successive blow to the point where she had trouble focusing and unknowingly made a mistake. "Yes, Mistress Carter."
There was silence for a brief second before Rebecca felt a sharp stinging sensation on her ass cheek. Carter had taken the wide crop and used it on her ass. He raised his arm up and brought it down again, making a sound cracking sound as it made contact with Rebecca's soft flesh.
SMACK!
"Looks like I need to remind you, Little Whore. It is Mistress Madison and Master Carter."
SMACK!
"Now apologize, Little Whore!"
Rebecca shook her head. "I'm sorry, Master Carter. I promise to pay more attention!"
Another sharp blow, this time coming from a leather flail that Maddie had brought out, hit Rebecca's ass with such force, it caused her to scream.
"You forgot to apologize to your mistress, Little Whore." Maddie growled at her.
"Y-yes! Sorry Mistress Madison. I won't do it again!" Rebecca was quick to respond.
Maddie gently massaged Rebecca's reddened buttocks and spread them apart; Eyeing her pussy and anus "How do you keep yourself so clean down here, Little Whore?"
"I shave down there regularly, Mistress Madison." Rebecca replied.
Maddie stuck a finger in her own mouth, before taking it out and inserting into Rebecca's tight asshole. "I'm talking about this, Little Whore.
Rebecca thrashed wildly as Maddie jiggled her finger inside of her ass. "Ooooooooo fuck, I got it lightened at the spa I go to!"
"Why?" Maddie pushed her finger in further, causing Rebecca to moan loudly.
"So I can feel more confident in myself!" Rebecca hissed out as she closed her eyes.
Maddie withdrew her finger from Rebecca's ass and looked at her brother, who was stroking his cock. The look in his eyes suggested that he wanted to fuck his helpless mother right then. Maddie, however, shook her head and mouthed to him "Not yet."
"Since you were being honest with me, Master Carter and I want to give you a reward." Maddie lovingly rubbed Rebecca's slit as she moaned. She looked at Carter and motioned him to Rebecca's asshole.
With that Maddie moved her face to Rebecca's pussy, planted her mouth on it, and began to eat her out. Carter, in turn, leaned down and ran his tongue across her asshole.
"Ooooooooo fuck!" Rebecca cried out as she felt her son and daughter pleasuring her pussy and anus. She felt Carter stick his finger into her asshole briefly before he replaced it with his own tongue.
"Ooooh my god. Eat your nasty Little Whore's cunt and asshole." Rebecca clenched her teeth together and clinched her fists.
Maddie moved a finger to Rebecca's clit and began to meticulously rub it, while her tongue slithered around in her wet love tunnel.
Rebecca's vision was starting to get hazy as sensation overload began to take hold. She never would've imagined something like this feeling as good as it did. And the people doing so were her own flesh and blood.
Carter lifted his head to speak to Rebecca, sliding a finger into a back passage as he did so. "Don't you just love it when your children have their way with you, while you lay there helplessly?"
"I love it, Master Carter. Oh my fucking god, I love it!" Rebecca mewled as she got off on her son's dirty talk.
Carter spanked her ass check and barked at her. "What's your name?"
"Little Whore. I'm... just Little Whore!" Rebecca replied in a shaky voice.
Carter tugged on her hair gently "And what do Little Whores like you enjoy?"
"To be used by and fucked by my Master and Mistress!" His mother cried out.
"You really think we'd fuck such a pathetic slut like you?" Carter growled at her as she shoved another finger inside the entrance of her asshole, being careful as to not to be too rough.
"OOooooOOOOOooo! Please, Master Carter! I need you both to fuck me! I'll prove my worth to both you and Mistress Madison. I need your big cock inside of me, Master Carter!" Rebecca pleaded with him as she felt herself approaching an orgasm once again.
"Oh god, I'm gonna cum! Gonna cum!" She screamed at the top of her lungs as Carter continued to toy with her anus and Maddie with her pussy.
This was it, the elusive orgasm that Rebecca had been seeking was finally going to happen. She braced herself for what would be the most intense orgasm she had ever experienced.
"I'm close, I'm gonna cum so har-..."
Suddenly, Maddie removed her face from Rebecca's cunt and Carter's finger slid out of her anus. Their mom turned her head in horror as her body seemingly cried out for being denied the opportunity for release.
"Ngghhhhh, god dammit!" Rebecca cursed out. Maddie responded by spanking her ass as hard as she could.
"You ungrateful little skank! We give you a gift and you decide to lash out at us!" Maddie screamed as she brought her hand down again on her mom's buttock.
Rebecca shook in fear. "I'm... I'm sorry, Mistress Madison. I was so close to cumming and I thought it was going to happen and..."
Her hair was pulled back and she was now looking Carter in the eyes. "We told you before. You will cum when we allow you to."
Carter pushed her face back on the head rest and struck her ass on both cheeks. "It's time for your next lesson, Little Whore."
****Lesson Three****
The table on which Rebecca lay had been adjusted so that she was positioned more upright at a 25 degree angle and was now facing the couch in the living room. The headrest on which she had placed her face, had been detached so she watched as Maddie removed her gloves and boots, while Carter also removed his footwear.
Now completely naked, Maddie leaned towards her mother, her large breasts dangling in Rebecca's face as she giggled at her. "Don't be so sad, Little Whore. You're going to love this next lesson. Are you still upset about not being able to cum?"
Rebecca sheepishly looked down at the floor and nodded her head. "I was close to cumming, but I won't cum until you both give me permission to."
"Good, I'm glad to hear that." Maddie leaned in and, without warning, kissed Rebecca on the lips. She let out a faint squeal as she felt her daughter's tongue wrap around her own.
Maddie pulled away and let out another giggle. "Now this next lesson is all about visualization. You see, me and Master Carter are going to fuck each other's brains out."
Rebecca's pulse quickened when she heard those words and every fiber of her being was cursing her own bad luck.
Sensing her mother's internal discourse, Maddie ran her hand along the side of Rebecca's face. "Don't worry, Little Whore. Despite your recent behavior, your mistress wants you to have some fun, so Master Carter has a surprise just for you."
She turned her head around to see that Carter was setting something up behind her. That's also when Rebecca felt him applying a warm liquid to her slit and the inside of her love canal. As Carter made some adjustments, Rebecca felt something nudge against the entrance to her pussy.
He then stood up and walked to the couch, stroking his cock as he eyed his naked sister. Maddie walked over and grabbed a remote control from the coffee table, before walking over to Carter. She turned her back to him and threw a leg over his hips as he grabbed the sides of her waist.
Maddie was seating on Carter's lap, facing towards Rebecca as his erect cock was pressed against her stomach almost to her navel. With her free hand, she began pumping his dick while looking at her mother.
"Doesn't Master's dick look majestic? So big and wide. It makes me feel so good every time it's inside of me. Whenever he fucks me, I'm taken to a place of pure bliss and pleasure." Maddie licked her lips as she looked at Rebecca. "He knows how to give it to me really good... but most importantly, he knows how to treat me like a proper lady."
Maddie lifted herself up and aimed Carter's cock at her moist slit, while holding the remote control in her other hand. "But don't be so jealous. Here's a... sneak peek of what might happen if you're good enough.
As Maddie impaled herself on Carter's dick, she pressed a button on the remote as she let out a passionate gasp. That's when Rebecca felt something suddenly penetrate her pussy. Her eyes went wide, and a loud moan escaped her lips.
"Oooooh fuck yesssss!" Rebecca cried out as the dildo machine, which Carter had set up behind her, began to fuck her pussy.
Maddie planted her feet on both sides of Carter's legs and she bounced up and down on his cock. "Oh god, fuck me Carterrrrr!"
Rebecca watched as her son started to thrust upwards, meeting the movements of his sister as his hands grasped her sides.
"Is the Little Whore... fuck... enjoying the show?" Carter panted as he skewered his sister on his erect cock in front of their mom.
Rebecca's body shook on the table as the rubber cock pistoned in and out of her wet cunt. "Oh fuck. I love it, Master Carter! I fucking love it!"
It was increasingly harder for Rebecca to maintain focus as she watched Carter slowly take control of his sister. His thrusts becoming more aggressive and the way that he talked to her.
Maddie closed her eyes as she continued to bounce on Carter's shaft; Her tits jiggling wildly as his thrusts became increasingly powerful. "Fuck me in front of our Little Whore of a mother. Show her how good you pound my holes!"
Without warning, Rebecca watched as Carter pulled Maddie's legs, with his forearms underneath her knees, into a full nelson position. Carter pounded upwards into her pussy like a jackhammer as she cried out loudly.
"Fuuuuuuck me Carterrrrrr!" Maddie's eyes went crossed as she all but lost focus. The sounds of flesh slapping together echoed loudly through the room as Rebecca's breathing became labored.
By this point, Rebecca's pussy was leaking juices onto the leather upholstery which she lay upon; The dildo machine penetrating her depths as she watched her daughter helplessly getting fucked by her son's big cock.
Carter slowed down his movements while he addressed his mom directly. "You wish this was you, Little Whore? Being held in place while I fuck you senseless? I'd bet you'd like it if I came over there right now and took you from behind, wouldn't you?"
"Yes, Master Carter. I would love that." Rebecca stammered as her daughter laughed.
"Not quite yet. Master Carter and I have a special surprise for you." Maddie giggled as she grabbed the remote on the cushion next to her and Carter and pressed the button.
The dildo machine that was pummeling Rebecca's pussy started to speed up. Rebecca clinched her teeth together as the tempo from the rubber cock increasing.
"Fuck meeeeeeeeee!" She cried out as Carter once again sped up his thrusts; Seemingly matching that of the machine that was fucking his mom.
As Rebecca cried out helplessly, Maddie further teased her as she panted. "Such a nasty Little Whore. Getting off with a toy, while I get to play with the real thing. Would you like a real cock, your son's cock, Little Whore?!"
"Yesssss, fuckfuckfuckfuck! I need Master Carter's cock inside of meeeeeeee!" Rebecca desperately begged as suckling sounds came from her cunt from the dildo fucking her.
Maddie moved her hand to her pussy, reached beneath her, and gently massaged his testicles. "Think you handle something like this, Little Whore?"
Rebecca couldn't find the words to respond as she felt her orgasm, which had been denied so many times by that point, begin to rear its head once more. Drool traced down her lips and onto the upholstery. "Cummmm, I'm gonna cummmm. Please Mistress, let me cummm."
She then watched in horror as Maddie reached her hand towards the remote and pressed a single button. The machine that had been mercilessly fucking her came to a halt, leaving the red colored dildo halfway inside of her cunt.
Rebecca put her head down and lightly sobbed to herself in frustration. She didn't know how much more she could take... but she needed to be a good obedient Little Whore for her Master and Mistress.
Maddie, ignoring her mother's frustrated cries, began teasing her clit as Carter moaned loudly. "I'm gonna cum, Maddie. I'm going to fill you up."
"Do it. Show the Little Whore how much you love your little sister by filling up her cunt with your spunk!" Maddie's body shook violently as Carter took complete control of her.
Carter barked at Rebecca. "Watch us, Little Whore. Watch me fill up Mistress' pussy with my cum." Rebecca looked up as Maddie and Carter shared a kiss. As the two locked lips with one another, Carter moaned into her mouth as his thrusts became erratic.
Maddie frigged herself as she pulled her face back and howled out. "Cummiiiiing!!!"
Carter made a series of loud noises, his giant shaft and testicles twitching as he exploded inside Maddie. The sensation of having Carter shooting off inside of her triggered Maddie's own orgasm.
"Ooooooh fuuuuuck!" Maddie's body seized up and she threw her head back onto the carpet. At the same time, trickles of Carter's spunk leaked forth from her used hole and onto his shaft.
The two lovers shared an intimate moment with each other as Rebecca looked on. Their tongues intertwined as they kissed like lovers who had been separated for years.
As the two finally relaxed, Maddie rolled off her brother, who cuddled her and kissed her forehead. She looked into his eyes and whispered.
"I love you, Carter."
Carter chuckled. "And I love you, Mistress Madison."
As they shared one last kiss, Rebecca bit her lower lip and winced loudly. Her brown hair and naked body were covered in sweat; Her pussy was drenched to the point where most of the leather upholstery where her exposed pussy was had been covered in her juices.
Her entire body was on fire. For all of the lessons she had been taught, she had not been allowed to cum once. She was near her breaking point. If she didn't get off soon, Rebecca knew she was going to absolutely lose it.
That's when Carter and Maddie stood up from the couch and walked in front of Rebecca. Her daughter leaned down and grinned. "Your mistress has a special treat just for you."
Rebecca's resolve was fragile, but she still pushed on. Looking up at Maddie with glassy eyes, she spoke in a small voice. "I-I love surprises, Mistress Madison. What have you got for me?
Maddie's hand went to her cunt. Using two fingers, she spread the lips of her labia and a stream of Carter's spunk leaked forth. "You get to not only eat my pussy, but you also get to try out and enjoy Master Carter's cum."
Rebecca inhaled loudly as the scent of fluids filled her nostrils. "I would like that, Mistress Madison."
Maddie then said more. "Not only that, but Master Carter and I finally decided it's time for you to cum. There still might be some disciplinary issues with you, but I think you earned it today, Little Whore."
Her mother's heart began to swell at hearing this news. "Oh, thank you, Mistress Madison and Master Carter. You really are the be-.."
Before Rebecca could finish her sentence, Maddie stepped forward and placed her hand on the back of her mother's head. With a quick motion, Maddie forced Rebecca's face into her cum-filled pussy.
Maddie breathed in through her nose and moaned. "That's it, Little Whore. Clean up the mess that Master Carter made inside of me. Make sure you clean everything up with that pretty tongue of yours."
Rebecca's tongue squirmed inside of her daughter's cunt as she lapped up the mixture of Maddie's juices with salty and sweet taste of Carter's cum. She had never been much a cum eater when she was with her ex-husband, but the erotic mixture of fluids she was tasting caused Rebecca's pussy to become wet once more.
That's when she felt the dildo that had been lodged inside of her pussy being pulled out, which was replaced by two fingers, which began to pump in and out of her cunt. Rebecca's eyes went wide as the she felt another finger slide inside of her anus and she let out a faint moan into Maddie's cunt.
"Master Carter is quite fond of you, Little Whore. He just simply couldn't wait to make you cum and I know he will take good care of you." Maddie looked at her mother, whose face was being smothered with her creamy pussy.
"MMmmmMMMPPPPPHHHHH!" Rebecca cried out loudly while Carter jammed his fingers into her cunt while he gently slid his thumb into her anus.
As Carter continued to pleasure his mom, he was hit in the chest with some clear liquid that shot forth from her pussy.
"Holy shit, the Little Whore is a squirter!" He laughed as he upped his hand movements, prompted another cry of pleasure from Rebecca.
"And she knows how to eat pussy like a good little slut." Maddie rolled her head as her hair flew around. "She's going to be a good Little Whore; I just know it."
Rebecca felt her son's hand move faster and faster, prompting her body to react by shivering immensely. This feeling was made all the more powerful by the taste of both her son and daughter; Their mixed love fluids tasting as sweet as nectar for her.
Then the all too familiar tingling from her pussy began to flare up. She had been told that they would allow her to cum, but she needed to be the good Little Whore that her Master and Mistress expected from her.
Recomposing herself, she made a guttural "Uh-huh" to let them know she was close... but Carter kept going.
"The Little Whore is about to cum, Master Carter. You know what to do..." Maddie turned her head to her brother.
He nodded "Of course..."
Suddenly his hand became a blur as he moved his fingers inside of her cunt, while slowly drawing his thumb in-and-out of her anus.
This was it.
"Ohhhhhgahhhhh!" Rebecca voice hummed into Maddie's pussy.
Her body locked up as she braced herself.
And then it hit.
Rebecca let out a loud scream as she pulled away from her daughter's slit. Her back arched and she looked towards the ceiling. Her mouth, which was stained with her son's cum and daughter's wetness, hung wide open as she seemingly cried out to the heavy.
"Oooooooh my GODDDDDDDDDD!"
Her body spasmed and shook violently against the restraints as the wave of pleasure washed over her again and again. Her pussy and ass gripped Carter's fingers as she thrashed about on the table.
Maddie took a step back and watched as her mother finally experienced the release that she had been denied for so long.
This much was apparent as Rebecca's sweaty body jerked with such force that it caused the table on which she was restrained to almost fall over onto its side. Thankfully, Carter was there to ensure that it did not happen.
After what seemed like forever, Rebecca's feelings of pleasure vanished almost as quickly as they came. Like a deflated balloon that had spent all of its air, she collapsed onto the table; Her face lay against the top of the surface with a look of bliss.
"Holy shit." Carter whispered to himself as he stood up, brushing off some "friendly fire" he had gotten while Rebecca was cumming.
Maddie looked down at her mother as she whimpered something to herself.
"What did you say, Little Whore?" Maddie asked her.
As she knelt next to her mother, she heard Rebecca saying one word repeatedly and softly.
"Daisy... daisy... daisy."
Maddie stood up. "She's done, Carter. Help me get her off this table.
****Extra Credit****
Rebecca sat naked on the couch, her body melting into the cushions as her senses slowly came back to her. She had just experienced the most powerful orgasm of her life and her head was spinning.
Rebecca felt a large hand pat her on the shoulder. She turned to look at Carter, still also naked, who was smiling back at her.
"Are you doing okay, mom?"
Even though her face was still flushed, Rebecca smiled back at her. "Oh Carter, that was... that was amazing. You two,,, really knew what you were doing."
"I mean, Maddie and I were kind of winging it, to be honest, but thank you." Carter chuckled as he scratched his neck.
His mother giggled. "Could've fooled me..."
Just then, Maddie came downstairs, wearing nothing but a pair of pink flip-flops, carrying two bottles of water and a bottle of aloe vera gel. She handed a bottle of water to Rebecca, and she drank it down in just a few gulps.
"Well, somebody was thirsty." Maddie laughed as she sat next to her mom.
Rebecca eyed her daughter. "Well, I've never squirted before so it was a completely new experience for me. You have your brother to thank for that."
"Look, in my defense, you didn't utter the safe word until after you blew out our eardrums with your screaming." Carter held his hands up.
Rebecca placed a hand on his bicep. "Who said I was complaining?"
The three shared a laugh as she looked at her daughter. "Aloe Vera Gel? You really did think of everything, though I had my doubts!"
Carter raised an eyebrow. "Doubts? About what exactly?"
Rebecca and Maddie looked at each other and grinned. Then Rebecca stood up and lay face down on the carpet. "Help your sister out with that aloe vera and I'll explain."
Carter was about to ask what she meant by that, but Maddie motioned her head towards their mother and she joined her on the floor.
Maddie applied a liberal amount of gel to her rosy colored ass cheeks like she was a baker applying decorations to a cake. As the two rubbed the gel into Rebecca's ass, their mother started talking.
"Well, if you must know, your sister and I have been fooling around for a couple of months now."
Carter stopped and looked at his mom before turning to his sister. "I'm sorry... but what?!"
"It's true. Mom and I got drunk one night while you were over at your friend's house. One thing led to another and well... here we are." Maddie giggled as she playfully slapped Rebecca's ass.
"Hey you, my ass still stings!" Rebecca shouted.
"Sorry mom." Maddie apologized before she spoke to Carter once more.
"These past couple of months, we've been experimenting with some light BDSM stuff. Mainly just wrist-tying, some spanking and face sitting. After about a month, I told mom that maybe you could join in on the fun, but she had her reservations... that was until I showed the video of you jerking it off to her while she was sunbathing."
Carter shot her a cold look. "You SHOWED her that?!"
"Oh, don't be so uptight about it, Carter. I thought it was kind of hot to be honest. Once I saw that video... along with that beautiful dick of yours, I knew I had to have it." Rebecca turned her head to the side to look at Carter.
"Then what about that Ray guy? Please don't tell me that was all planned..." Carter said with a pained expression.
Rebecca pursed her lips. "No. Maddie said that she was looking for a way to convince you to join us. What happened with Ray was a complete accident and not part of any sort of scheme. That said, I was pretty... upset with you too for ruining the mood. I even fucked myself with my dildo after you two left.
My mood, however, improved after I got out of the shower. I had gotten a text from Maddie, in which she not only apologized, but said that she'd use the misunderstanding `as a way to get you on board."
"Holy shit. So, the game was rigged from the start..." Carter mumbled.
Rebecca laughed. "Yes, it was. However, I didn't expect Maddie's plan to work as well as it did. For example, that very night, I heard you two fucking in her bedroom."
"Hey, he has a really nice cock and, well, I love him." Maddie applied more gel to Rebecca's ass.
"You're lucky he feels the same way. Very lucky... I might add." Rebecca eyed Carter's semi-flaccid cock as he rubbed the cooling gel onto her ass.
"Yeah... Maddie's alright." Carter joked, which his sister responded by shoving him in the arm.
Maddie laughed. "Asshole!"
Rebecca sighed. "My only regret... is that I didn't get fucked by either of you. I was hoping that I'd be up to it after being strapped to that table for so long but... that orgasm did a number on me. As I said before, you both did too good of a job."
Maddie looked at Carter, who closed his eyes and exhaled through his nose. "Yeah... sorry about that, mom."
Rebecca rolled on her side and looked at him. "That's totally fine, because I don't want my first with both of you to be down here... I want it to be in my bedroom; Just the three of us. Not as Master, Mistress and Little Whore... but as lovers."
"You don't hate us after we made your life a living hell by not allowing you to cum?" Carter asked her.
Rebecca reached out and, for the first time ever, grabbed his cock with her hand and began to gently stroke it. Carter drew in a deep breath as he felt her soft hand grip his shaft.
"That's the fun part about BDSM. The payoff is worth it." She cooed at him.
******
The three emerged from the basement a little past noon. Rebecca insisted on relaxing and getting prepped for their "date" that night. While she relaxed at home, Carter and Maddie spent the day having lunch with each other, along with seeing a rom-com that Maddie had been dying to see.
When the two returned home that evening, a note written in feminine-looking handwriting sat on the table next to the front door. They read the note, which said the following:
Getting Ready. You two clean up and be in my room @ 9pm. I hope you're both ready to fuck mommy good!
Maddie let out an excited squeal. "Oh my god, I'm soooo excited for you. You get to join me and mom!"
"You're one to speak. I can't wait to show my two favorite ladies a good time." Carter wrapped his hands around Maddie's hips and planted a kiss on her lips.
"You're still my favorite though..." He looked into her eyes.
Maddie pecked his cheek. "Good, because there's no one else like me."
-
Carter stood outside of the bedroom to Rebecca's room, standing there naked as he stroked his cock. Maddie insisted that he wait outside first so she could "get things ready" with their mom before he made his grand entrance.
His sister's soft voice finally called out from behind the door. "Alright baby, we're ready for you."
With a look of glee on his face, he slowly turned the knob and entered the bedroom. The lights were off, with the only light sources being numerous lit candles planted all over the room. However, what got Carter's attention was on the bed.
Rebecca and Maddie were both naked in the center of the bed. They stood on their knees and they were running their hands on each other's hips. Their large breasts were pressed into one another as they both looked at Carter.
"Hello, my love. So glad you could finally join us." Maddie licked her lips him as she moved her hands to Rebecca's ass.
His mother let out a slight giggle as she reached down and ran her hand against her daughter's slit. "And I see you're very excited to see us."
Carter was stroking his cock as he slowly walked towards the foot of the bed. "Very much so. You two look so beautiful..."
Maddie gently pushed away from her mother and crawled to the edge of the bed, eyeing Carter's large shaft. "And you look divine. Wouldn't you agree, mom?
Rebecca joined her daughter. "Absolutely. I'm guess I'm willing to share him with you..."
"Of course, and since I believe sharing is caring, would you like to suck on Carter's dick?" Maddie grabbed the base of his cock and aimed it at Rebecca.
Without saying a word, Rebecca opened her mouth and wrapped her lips around the tip of his manhood. She lightly flicked his glans with her tongue, causing Carter to let out a groan.
Rebecca then started to bob her head along the first few inches of his shaft. Maddie watched with a grin on her face.
"Isn't it great, mom?" She asked Rebecca.
Their mom removed her mouth from his dick and began to vigorously stroke it. "I love it, honey. Mmm, is this hard cock all for mom
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