Ashton Meets His GF's Mother!

Ashton finds himself in an embarrassing predicament.

As a high school athlete, I never had any issues finding dates. I think it was this need to be hanging on the arm of the starting quarterback. Girls would always flirt which led to me getting laid a lot. Then I met, let's call her Angie. And a new journey began.

I drove a hotrod to school. Driving it through our small town was very noticeable. The girls would always ask for rides. Never did I have to look for front seat candy while cruising around. Sitting in the local Sonic one Thursday afternoon, I see Lori, as she flags me down and gets in the car.

"We have to go get Sam. She is waiting for us."

I said "let's go" and headed to Sam's house.

Samantha "Sam" as we all knew her and Lori, her best friend, both of whom had already shown me their "O" face were always together. Sam was tall 5'8" or so. She had semi-small breasts and a perfect little ass that loved to be spanked. Lori was a bit shy in public, but get her alone and she was a handful.

Sam's mother had money. Nice house, fancy cars with a driver, and a swimming pool. She loved to travel. This left Sam and her brother at home a lot or with their dad in the summer. Arriving at Sam's house she opened the gate to let us in and as we got to the pool, all she had on were her bikini bottoms. Nice and perky small B cup breasts. Dime-sized nipples. Long wavy brunette hair, hazel eyes with an ass to die for. To say she was sexy was a gross understatement. Lori was the polar opposite. Blonde, blue-eyed, and dressed very conservatively. Once undressed though, tantalizing C cup breasts and larger areolas and always rock hard nipples. I figured she didn't want boys realizing she had matured first in our group. Getting to the pool at Sam's mother's house and I knew something was up. No brother home. Out with his friends at the lake for the weekend. And some trash can punch is ready to be drunk. Now I'm in a beautiful house, with two gorgeous high school cheerleaders getting in a pool, and I realize, I don't have any swim clothes. Had I known...

Sam yells from the deep end,

"Come on take it off. It's not like either of us hasn't seen it before."

In an instant, shirt and shorts are off and I'm jumping in the water naked. The girls swim over to meet me, now realizing none of us has any swimwear on. Sam lost her bottoms somewhere in the deep end and in my haste to get undressed I missed Lori bearing down to her birthday suit. Sam leans over and kisses my cheek and whispers,

"I bet you haven't fucked two girls at once, have you? You think you can handle both of us?"

"There's only one way to find out," I said with enthusiasm!

Sam starts kissing me. Lori has now made her way over to us and says,

"Hey, don't start without me!"

Sam turns to Lori and without hesitation, their lips meet. Tongues flirting around each other's mouths. The slow sultry pace of these two goddess' lips sliding over each other with me watching in utter disbelief as I can see their tongues fighting each other for supremacy was a lot to take in. It seemed like it lasted forever. I had no idea that these two had this kind of affection. Maybe it was for me. Maybe not. At this point, who cares? Both lost in each other's soft lips and heavy breathing. After a few seconds, Lori pulls back, looks at me, and says...

"Sam, I think Ashton likes us kissing."

As Sam turns to look back at me, I know realize that I'm standing in knee high water and my cock has pointed as far north as it could get. I'm above average in size. A full eight inches and very thick. And a slight curvature upwards. The perfect shape to hit that G-spot just right. I understood pretty early that I had a cock women were going to love. As both of these girls had already experienced its full capacity, they knew I was definitely "up" for the challenge at hand. As Sam catches sight of my rock hard cock, she tells Lori...

"Let's see how long before he touches himself?"

Lori laughs and says...

"This won't take long."

Sam sits down on the first step where I'm standing as Lori steps in closer. Sam starts rubbing Lori's breasts as Lori tilts her head back and lets out a deep sigh. Sam is now kissing and licking the left breast and slowly pinching the nipple on the right. Loris' nipples are rock hard from this stimulation. Sam slides her hand down Lori's beading wet stomach to just above her perfectly shaven pelvis. Sam rubs just above the top of Lori's glistening vagina. Lori sets her leg up to the next step and Sam slowly finds the now dripping wet opening and quickly inserts two fingers into Lori's slick pussy. Lori's body tenses up quickly as she grabs Sam's shoulders to stabilize herself. Sam now moving her mouth back to Lori's, their lips meet again as Sam keeps her fingers pressing sharply in and out of Lori's pussy. Watching this I can see Lori's juices beginning to run down Sam's hand and wrist. A minute or so and they both take a peek back towards me and smirk.

"See Sam, told you he wouldn't be able to keep his hands off his cock." Lori now watching me.

There I was, watching two sexy girls making out as I am now very slowly stroking my aching hard cock. Head is turning purple as I try to keep a little coolness and composure,

"Don't stop now, I was really enjoying the show."

Sam says to Lori, "We can't let him cum until we are satisfied."

Lori turns to me,

"Here is the deal Ashton, we are going to make sure we both get to orgasm before you can. So you be a good boy and watch. Do not touch yourself again. You will not like the consequences. However, if you can refrain from any jerking off you will be very well rewarded, understand?"

I eagerly nodded yes and sat down on the edge of the pool waiting to see just how far these two were willing to go. Lori stepped up to the same step I am sitting on and sat down with her legs spread open for Sam to see. Sam then stands up and turns towards me, water beading down between her breasts down her flat stomach then finding its way to drip off her perfectly swollen pussy lips. One by one, drip... drip... drip.

It was almost too much to see. Men are visual, and it didn't get much more visual than this. I swallowed hard and Sam knew I was in trouble. She turns to Lori, bends down and very slowly, making sure I'm paying attention, opens her mouth as she meets her lips to Lori's pussy. Lori arched her back as Sam slid her tongue up and down. Spreading Lori's pussy open with her fingers, Sam now has her tongue exploring deep in Lori's dripping pussy. Lori, breathing a little heavier now, says...

"Ashton, come get a closer look, step up here and watch Sam eat my pussy".

As I pulled myself up to get a better look, Sam starts flicking Lori's clit with her tongue. Lori's hips slowly start to rock up and down. As Sam speeds up her tongue, Lori's hips respond.

"Faster, yes right there... right there, yes almost there, almost there" Lori panting now struggling to find her breath.

Sam not letting up any, Lori finally rocks her hips one last time as Sam's tongue is winning this fight, Lori's legs begin to shake, toes fully curled up and back arched as far as she can get, and in one deep exhale, Lori lets out a loud, deep moan

"Ahh yes baby, I'm cumming."

Sam gives Lori's now swollen clit one last lick that seemed to send Lori into another dimension. Her body convulsed as her orgasm left her body into Sam's accepting mouth. Sam then lifts her head up at me and without any hesitation, I lean over and bury my tongue deep in her mouth. I could taste the familiar flavor as I licked Lori's orgasm from Sam's mouth. Sam, pussy now dripping in ecstasy, stands up and walks over to the pool chair, lays down, looks at Lori and motioned to her pussy as if to say, "ok, my turn." Lori gets up, reaches her hand out to me,

"Come on, you still have a test to pass".

We both make our way to Sam, now with two of her fingers probing away in her creamy, wet pussy. She takes them out and Lori quickly puts them in her mouth. Now, I'm no expert at this point on women, but these two have been practicing this for some time. Lori bends down and kisses Sam on the mouth then turns to me as she is sliding her hand over Sam's stomach headed for glory and says,

"I just love the way my pussy tastes on Sam's lips, don't you?"

Before I could get enough air in my lungs to even produce a single word, Lori's blonde hair was now tightly nestled between Sam's thighs. Sam pushed her hips up as if to get more of Lori's tongue inside her. For a few minutes I watched Lori just absolute tongue fuck Sam's sweet little pussy. Sam was now rubbing and pinching her nipples, I knew she was getting close. She worked up enough air to tell me...

"Get closer, you are going to help Lori finish me."

Not truly understanding what she meant, I mean both of us can't eat her pussy, right? I moved towards Lori and she grabbed my hand and pulled me in behind her. She lifted her head quickly and said

"When I move you come right here".

Ok, I said, then watched her bury her mouth in Sam's perfect glory hole. A few more seconds and now Sam is tensing up, hands on Lori's head and in one fast movement, she pushed Lori back, Lori grabs me and pulls my face in close to Sam's pussy lips and takes two fingers and vigorously starts rubbing Sam's clit. Sam now holding her legs behind her knees, pulls herself back into the chair, giving me a full beautiful view of her now orgasming pussy. Wave after wave hit her and then I saw it. Lori grabs the back of my head and forces me hard onto Sam's pussy as it released its first squirt. It hit the back of my throat and before I could react, the second and then third orgasms filled my mouth with her sweet fluid. I thought I wasn't going to be able to swallow it all. Lori now yelling at me,

"Don't you spill a drop. You swallow all her pussy juices."

I did exactly what I was told. I swallowed every last drop of her orgasm and piss. And loved every ounce of it. Sam, legs still shaking, gets up and leans in close to me. Takes me by the hand, as well as Lori's hand and we follow to a big bedroom. Sam turns to Lori and says,

"I think he wants his reward now!"

Lori turns to me, lays me on my back on the bed. Then turns to kiss Sam for my amusement I suppose. If I were any harder, it would cut glass.

"How long do you think he can last?"

Sam says to Lori, Let's find out!

Lori slowly takes my now throbbing cock in her hands.

"I just love his thick cock, love the way it feels in me."

Sam now leaning over my right side leans down and lets Lori guide my cock into her mouth. The warmth of her mouth and tongue sends shivers down my body. Lori now crawls onto the left side of me, moves past my head, and then on all fours from above, crawls backwards over my face. Leans up on her knees, pussy now just oozing with juices, slowly brings her pussy to my mouth. Looking up to her, over her flat stomach and between her big breasts she says,

"Make me cum before Sam makes you cum!"

Without wasting a single millisecond, I start forcing my tongue up and down the length of her slit. Her hips start to slowly work in conjunction with my motion and before you know it she is panting again. In my head, I think, this will be an easy test to pass. Just as that thought ran through, I feel Sam's mouth now taking my throbbing cock. A few more small thrusts and she starts to gag. Lori yells at Sam,

"Don't stop now I am getting close. Make him cum."

Sam takes a deep breath and just as I feel her mouth take my cock, Lori lets out a loud...

"Fuck, I'm cumming"!

Hips now pulsating over my mouth. Tongue in and out, licking from her ass to clit. Within seconds I feel her warm juices running into my mouth. Sam is trying her best to get me off but, I have now won the second round!!

Lori lays back over me and turns to see Sam, mouth full of my cock, eyes watered,

"Looks like you need some help?"

Lori spins around and puts her hands on the back of Sam's head.

"You are going to take it all. That's all you have talked about today!"

Sam pulls up, takes a few deep breaths and Lori pushes her head down. And in one motion, Sam's nose is buried in my stomach. For a second or so, Sam had every bit of my 8 inch cock in her throat. I could feel the tightness as it pushed through her gag reflex. Lori held her head as Sam struggled to keep me there. Lori let go and Sam bobbed a few times as she now is deepthroating my entire length. Sam slowly lifted her head and through watered eyes looked at me as if she just won a marathon. Thick saliva running down her chin, face covered in tears, she looked proud.

"I knew you could do it." Lori boasted. "Now, let me try."

Lori now straddled my chest. Pushing her sweet little ass up to my face. Turns around to look at me and says,

"All you can do now is look at it. Hands under your butt and no touching."

I did as I was told and tucked my hands away. I feel her mouth slide over my cock. Inch by inch her lips kept sliding. More and more. I could feel her stomach react with a slight choke and then it happened. Her throat relaxed, her tight little asshole relaxed before my eyes and I felt her lips at the base of my cock. She had every inch of me in her mouth. Slowly she began... up... down. Head bobbing with my cock buried in her throat. Sam in awe as she watches Lori deepthroat my thick member. Over and over Lori took me to my balls. I could feel the start of my swell begin. Knowing I needed her to stop, I wanted to fuck them both, you know. A few more deepthroats and she must have sensed the same thing I did. She slid her mouth off my cock and said to Sam,

"I need this in my pussy."

Sam sat up on her knees and let Lori get on top of me. Sam grabbed my cock gave it a few short strokes and guided it into Lori's eagerly awaiting pussy. As Lori begins to work her hips, she grabs Sam and pulls her over my head. Sam now straddling my face and Lori now bouncing on my cock, they meet lips again, hands caressing breasts, while my tongue is buried in Sam's smooth pussy. Lori reaches down to Sam's perfect ass and pulls her cheeks apart for me to eat. A few minutes later, Lori is dripping her cum down my cock and balls. Dripping across my asshole. Lori then lifts off and tells Sam to clean me up. Sam takes me in her mouth again, this time tasting like Lori's pussy, and licks all the juice from my cock and balls. Just as she is pulling off of me Lori leans in and says,

"All of it".

Sam then sits back across my face, facing towards my cock, sits her wet pussy back on my mouth. She leans over and takes her hands under my knees and pulls my legs towards her. As I'm not paying much attention to them, I do have a sweet pussy running all over mouth, Lori lifts my legs and pushes them apart. That's when I feel Sam's tongue under my balls. Licking the juices Lori leaked. I hear Sam slurping all of Lori's sex up. Sam continued to lick the small skin between my balls and asshole. Lori, leaning over just a bit, pushes Sam's mouth down to my tightly clinched ass. In one lick, Sam was now rimming my asshole. Lori is now pushing my legs back about as far as she could to expose my holiest of holes for Sam to eat. Tongue in and out of my ass, pussy in my face and I was ready to pop. Just a few moments passed when Sam sits back up and tells Lori she wants to fuck me. Sam lifts off of me and I stand up at the edge of the bed. Lori then lies on her back with her head lying just over the edge. Sam crawls on top of her in the 69 position, now I have Sam's ass aligned with my cock perfectly and Lori on bottom with a perfect view of Sam's pussy about to get wrecked. Lori rubs Sam's back and try's to get her hands as far down her butt she can. Hand on either side of Sam's ass, she pulls Sam's cheeks open for me to see. Lori opens her mouth and I know what she wants. I lower myself a bit and feed my cock into Lori's watering mouth. Lori takes it all. Head back, thick saliva running down her face as I throat fuck this beautiful girl. All while Sam was tongue fucking Lori's little clit.

A few deep thrusts and Lori needs some air. I pull out of Lori's mouth and in one smooth stroke found Sam's pussy. No ease, no slow insert, just one fast push, and Sam's legs and toes clinched up, back fully arched, head back as I buried all eight inches in her tight little box. It only took a few strokes and Sam was in the middle of another orgasm. Struggling for air around Lori's labia, she came in full force again as I was going in and out as deep as I could. As Sam's orgasm begins to pass, I speed up the thrusting. I want to cum so bad now, nothing was going to stop me. Two maybe three minutes of just pounding Sam's tiny pussy, Lori getting a perfect view of my cock gapping Sam's hole beyond normal, reaches up to my butt. Slowly rubbing both cheeks, I can feel her hands slightly spreading my ass. Little by little she was pulling them apart and pushing them together. Rubbing both sides and then I feel her fingers slipping closer and closer to my anus. The closer she gets the more I start to tingle. As I'm taking slow long strokes inside Sam's pussy, I feel Lori's fingers find my sensitive hole. Already wet from Lori's orgasm and Sam's saliva, it happened, Lori gets her finger just at the exit and starts to push.

Let me say this, never had I thought I would ever be into this. I am not interested in guys. I am straight. I'm a football star and a baseball star. Never did I dream this would ever happen. The problem is, I was loving it.

As Lori's finger began to push past my unwilling sphincter, I felt a bit of pain rush through me. Still pushing my cock deep into Sam's pussy, with every in stroke, I was getting my ass filled by Lori on every out stroke. Quickly the pain subsided into what I think was pleasure. I caught my self taking slower thrusts with my cock to allow Lori to keep up her fingering me. Each out thrust would get her finger deeper in my ass. Then another finger. The pain started back up but was gone as soon as I noticed. I could feel her fingers moving inside me when I would pause to push back into Sam. Within just a few seconds, I felt my orgasm starting to rise. The harder I fucked Sam's pussy, the harder Lori finger fingered my ass. Then boom.

"Oh I'm cumming." I announced.

Sam tightens up her pussy and Lori speeds up the fingers. One, two, three and here I cum. Wave after wave of semen poured from my throbbing cock filling Sam's pussy. Pump after pump until it was dripping out into Lori's mouth and face. As I pulled out, Lori quickly put her mouth around Sam's pussy and let my cum run into her mouth. Watching the cum in the corners of Lori's mouth at she accepted everything dripping from Sam's gapping pussy. Once Sam was drained of my hot semen, she moved off Lori and turned around. Sam leaned down next to Lori and the two locked lips. I could see my cum moving from one mouth to the other. Lori then, taking all my cum in her mouth from Sam then turning to me, Sam said

"Open your mouth and taste."

At this point, I was going to do anything they told me. I closed my eyes as I went to kiss Lori's cum filled mouth. Salty and warm as she kept feeding me my semen mixed with theirs. It was better than I thought. I had never sampled my cum but now I was changed. Once Lori pulled back from my mouth I realized they were both looking at me, mouth full of my semen,

"Swallow it" said Sam.

As we are lying on the bed together, Sam starts to giggle. Then says,

"See Lori, you can get a guy to do anything you want. Just have to give them the right motivation."

I asked,

"You two been planning this?"

Lori responded with a chuckle,

"Maybe".

Sam got up and started getting dressed. Turned to Lori and said,

"Are you coming?"

"Where are we going" I asked shyly.

"Lori and I have to go up to the school and get the cheer stuff ready for tomorrow's pep rally."

"Ok. I'm going to run home and take a shower. I will meet you at Sonic later." I said

A couple of yes's' then Sam says,

"Here is a towel. Just take a shower here and meet up with us at the school gym."

I said...

"Alright" and off to the shower I went. Lori and Sam headed out in Sam's car for the high school.

As I'm showering in the pool facility and reliving the events in my head, I could feel my cock starting to twitch again. I completely missed hearing a car drive up and someone coming into the house. My car was still in the driveway, there was no doubt someone was here, or at least was here. I stepped out of the shower and headed back towards the bedroom I was just in. Noticing the bed was made up like no three had just gotten fucked in it. My clothes were folded neatly on the chair at the foot of the bed. As I dropped my towel to get dressed, Sam's mother stepped out of her closet.

Now, as beautiful as Sam is, her mother Angie, is literally a sexier twin to her daughter. With much bigger enhanced breasts. I assume it was her gift to herself after the divorce. Her husband was banging his secretary and Sam's mother pretty much got everything in the divorce. She was fierce-looking. Straight brown hair to the middle of her back, hazel eyes that pierced through you as if you were invisible. She must have been 5'10". Standing there in a black minidress and heeled mule sandals. Tits trying their best to break out of her bra. And an ass that high school cheerleaders dreamed of having. She was a 10 if there ever was one. I at 18, standing in front of this woman, naked, in her room, after just railing her daughter and her daughter's bff on her bed. Yes, I was in full blown panic mode and my semi hard cock was now trying to retreat somewhere in the back of my stomach.

"You must be Ashton?" Me in absolute fear, trying desperately to cover up my cock with my hands,

I squeak out, "ye-yes m'am. I'm Ashton."

"I've heard so much about you. And by the looks, Sam was pretty spot on!" Angie cooed

Still trembling in what I can only describe as the most fear I have ever experienced, I attempt to come up with a reason I'm standing naked in her room.

"We... uh... we, I mean Sam, Lori, and I were... uh... Swimming."

"And I'm assuming you didn't have any swim trunks, did you, Ashton?" Angie with a slight sarcastic tone.

The way she said my name, just melted my knees. Still struck with fear, I'm sure she could see that I was absolutely terrified being in this situation.

"No ma'am. I... uhh, I was just... uh cruising around when I... ummm found... I mean saw Lori. She wanted to... um... come and pick up... uhhh...

"Samantha?" Angie said.

"Yes... ummmm Sam"

"Well, Ashton, Sam has told me a little about you and now I can see why she likes you. Take a breath and don't worry yourself. Where were you going when I walked in to find a naked boy in my room?"

"We... I... I mean... they are headed to the gym to get the pep rally decorations started"

"Oh I see, and how long have they been gone?" Angie now with a little giggle in her voice.

"Maybe 10 minutes." Me still trying to form words.

"Great, that means we have some time to kill!" As Angie kicked off her mules.

"Time?" I said now as I'm trying to recompose myself.

"Yes, time. I figure we have about 2 hours before they are headed back home." Angie now devilishly smiling.

"Ummm, I'm not sure I understand. I was getting dressed to meet up with them later."

"Well, you can go ahead and get dressed if you like."

As she was speaking, her words were washing over me like a waterfall. This gorgeous woman wasn't even a bit fazed by a teenaged boy standing butt naked in her room after undoubtedly fucking her daughter. Obviously, she knew what we had been doing. I imagine the smell of sex was still very much present. My mind was a wreck. A mile a second trying to find a way out of this mess...

"Or you can stand right there while I change."

As I lifted my head out of shame to speak, the dress slid off her breasts and hit the floor.

In an instant, my fear turned into something I still don't know if I can comprehend. My legs were frozen, my heart was pounding like a machine gun. Palms are full on sweating. I was on death row, noose around my neck, and the hangman mere seconds away from pulling the stool out from under my feet. I was stunned. This late-thirties woman was standing a few feet from me, in nothing but a very lacey bra, nipples trying their best to bust through the fabric, white lace panties, staring a hole through my conscience like a laser beam...

Quickly I lowered my head trying not to gawk. But I was already cooked.

"Looks like part of you wants to stick around and see where this goes!" Angie's voice was oozing with confidence and authority.

I then realized my cock was fully awake again and there was no hiding it now.

"First, put your clothes on the dresser then come sit on the bed stool." Angie now with a bit of authority.

I did as I was told. I wasn't about to give her any reason to call my parents. No way I could explain my way out of this one.

I sat down and she went back to the closet. A few moments passed and she stepped out in a leather bralette. Just a harness really around her breasts that accentuated her already beautiful rack. A pair of crotchless leather panties, black stockings connected by little straps to the garter belt around her waist. Beautiful black stilettos now adorned her gorgeous feet, making her well over 6'. She was now looking down at me.

"I never got to wear this for my husband. I bought it the same day I found him cheating. Now, I wear it when I want to feel powerful." Angie's voice now tingling in my ears.

Speechless isn't the right word. I was downright stunned. I took a deep breath and mustered up the courage to speak.

"You are beautiful Mrs. Smith".

"I'm sorry, can you speak a little louder? I didn't catch that." Angie now standing directly in front of me.

Another breath. "You are so beautiful, Mrs. Smith"

I barely could form the words.

"Oh Ashton, I'm not 25 anymore. And please, call me Angie, until I say otherwise!"

My face now, I imagine, is red as a beet. I look up once again and say...

"You are very beautiful... Angie".

"Thank you, Ashton, you are very kind. But, I must say, I believe there needs to be some sort of consequence for you being in my bedroom without any clothes on. And let's not forget what you were doing in here in the first place."

"I apologize Mrs..."

"Angie" she spoke with dominance.

"I apologize... Angie. It kind of got," she cut me off right there.

"No no. A boy your age knows exactly what he's doing in that situation. So you need to be taught a lesson. And lucky for you, I'm in the mood to be your... Teacher". She said with a hint of a devilish tone walking towards the bed.

"Come over here and get on the bed, lie on your tummy. I will no longer ask you any questions. No matter what you think, it's a demand. The answer will always be yes, understand?"

"Yes" I shyly spoke

She motioned to me her way and I did exactly what she told me. I felt her step up on the bed then sit down straddling my waist. Sitting her perfect ass on mine. She took out a small bottle, put some of the contents in her hand, and started to massage my shoulders and back.

The feeling of her hands rubbing on me was pure bliss. She moved her fingers ever so gently around my strong shoulders. I could feel her repositioning herself lower and lower until she had both hands kneading my butt cheeks. I felt a cold sensation in the middle of my shoulders. It was hard but not like metal. She would use this to trace the muscles in my back, slowly lowering this to the very top of my butt. She slid off the bed and said,

"Get on all fours. I want to see that cute little butt."

As I pushed my arms into the bed and pulled my legs under me, I could feel her hand on my lower back and the other hand now rubbing under my balls to the back side of cock. Slowly she rubbed up and down the full length always caressing my balls. Over and over she rubbed, pulling and pushing on my entire manhood.

"You are going to make a few women real happy with this thing, and probably scare more than you know." Angie spoke in a lustful tone.

As I get into this very vulnerable position, I feel the touch of whatever she has in her hand. As she spoke, her tone was now very strict. Very affirmative and her words were to the point.

"You are going to get something you deserve for being in my bedroom. You may or may not like it. That does not matter, because I like it and you are now going to do exactly what I say beginning with my name. What is my name?"

"Angie" I spoke but it was hardly audible".

"Correct, but I need to hear you more clearly. So from now until I say, my name is Queen!! Now, again, what's my name?"

"Queen" just ran out of my mouth like a moth to a bug zapper.

"Good boy, and you will address me as such. As of now, I am your Queen, and you are my submissive slave, understand?"

"Yes, my queen".

The words just kept leaping from my lips. Without any thought at all. She had me under her complete control.

She stood up at the edge of the bed. Standing off to the side, she begins rubbing the oil on my butt. Slow and sensual she keeps both hands on my cheeks, pushing and pulling. Massaging the top of my hamstrings. She slides her hands up and down my inner thighs just grazing my cock and balls. She takes both hands from my lower back, down to the bottom of my butt, then into both inner thighs for several seconds then stands up to say,

"My goodness you have such a cute little bubble butt. I bet you drive the girls crazy on the field in those tight football pants."

"Thank you, my Queen" was all I could muster.

"I bet your butt would look great in a pair of my boy shorts!!" Angie squeaked out with excitement.

In that moment, everything changed.

"I will get you a pair and let's see how they fit!" She boasted.

Like she had a new boy toy to play with. What have I gotten myself into I thought. This is crazy.

In a flash, she was back to me with a skimpy pair of women's black lace cheeky panties.

"Are you going to put these on for me, slave?" She said playfully.

"Yes my Queen"

I honestly could not believe my own words were betraying me. Not only was I perched up here on Angie's bed on all fours, but now I am going to wear her panties? I stood up as she held them open. I stepped into them and she positioned them as best she could.

"Well, I can see you're not going to fit very well in the front, that's ok, it's the back we are admiring anyway." Angie smirking as she is talking to herself

After she had me standing in front of her, my cock sticking out the top of my panties, and feeling trapped, I hear a click. Looking down, she has a little camera pointed at me.

"Turn around so we can get a good look at your bubble butt." As she was pushing me.

As I turn, I hear another "click".

"Oh, you know what you need, a pair of stockings on those smooth legs."

Playing football meant tape. Tape on hairy skin doesn't feel real good after the game. So I had started shaving what little hair I had then. My legs and arms were always smooth. Didn't have any hair on my chest yet so I was pretty smooth for a boy.

Back in front of me, she had a sexy pair of sheer stay-up black stockings. She quickly slid them up my legs and positioned the lace tops mid-thigh.

"Now back up and let me take a look! Wait, you need a top"

Off to the closet, she returned with a black lacy camisole. It was tight around my chest and hung a little above my waistline.

"There, now you look complete. How do you feel?" She said with a giggle.

I will admit, I was at a loss. I would have never, I mean ever thought that I liked wearing women's intimates. But wearing this in front of her was mesmerizing. I was floating above my body. It was exciting.

"Ok," Angie said with an authoritative voice again. "Crawl back up on all fours at the edge of the bed"

Once I was back on my hands and knees.....

Click-click

I could then feel her toy once again. Still wondering what it was, she slowly ran it over my back down to my butt, then between my cheeks over my tightened anus, down my thighs contacting my balls. Slow taps on my balls as I hear...

"Are you ready for your training?"

"Training?". I thought.

I felt her stand up and position her body to the left of mine. The cold object was again rubbing my cheeks. Then it hit me... literally

"WHACK"

The sting was painful. But strangely satisfying. I winced in pain. Trying to comprehend what had just...

"WHACK"

Other side. Again stinging pain that was washed away by her oiled hands rubbing where I was now burning.

"Are you ok?" She said with zero remorse in her voice.

"Yes My Queen".

"Would you like another!"

Her voice replayed in my head, "I won't ask any more questions."

I had no choice..."Yes My Queen"

"WHACK"-"WHACK"

I tensed up as her swing began to get a little faster and more aggressive. I kept my ass tightened for just a second as the pain began to subside.

"Look at those cute cheeks starting to turn red. If you want any more, you will need to beg for it!"

How in the world was I going to beg for more? Again, my words betrayed me'...

"May I have another, My Que...

"WHACK-WHACK".

"Oh please my Queen, may I have another!"

"WHACK-WHACK"

Click. Click.

She began to rub the oil on my burning butt cheeks.

"Bright red and hot. Good boy, now stand up next to the bed."

As I stoop up, a small amount of precum was starting to form on the tip of my cock. She saw it too!

"You must really like this, huh?"

"Y... yes... My Queen". Fumbling through the words.

As she admired her work she looked me head to toe. There I was in a sexy black lace spaghetti top, black lace boy short panties, and a pair of black stockings. She apparently liked what she saw.

"Look at how cute you are! You would be a perfect sissy servant, wouldn't you?"

Again, I can't stop the words from just pouring out.

"Yes, My Queen!"

"Then it's settled, I will go find some clothes just for you."

"Me? " I thought, "What the hell does she mean, me?"

"I can tell you're confused!" She said noticing the panic on my face.

"Yes, you will be back for more. I assure you of that. I will let you decide when. Just remember the pictures. They are for me to keep."

I responded, "Yes, my queen".

I honestly had no intentions of ever coming back for more. What if someone found out? If Sam were to know then everyone would know. I think I shouldn't get myself any deeper than I am.

Standing in front of her, she lay back on the bed and with one finger, pointed at her glistening lips puckered between the black leather straps of her open panties.

"You know what to do, don't you Sissy?" Angie now more aggressive.

That word pierced through me. Standing here in this lace lingerie being called a sissy made my heart jump again...

"Yes My Queen" the words just rolled out of my mouth without a single thought. Did I really just agree to becoming her sissy servant?

I kneeled down as she watched me like a hawk to its prey, I met her wet lips with my tongue and began to explore her labia. Slowly for a moment her breathing began to heighten. Her low moans were music in my ears as she started grinding her hips, pressing my head harder into her pussy, I found her swollen clit and just a few more flicks and she was orgasmic, toes squeezed tight, back arched, fingernails digging into my shoulders. I could taste her cum as she let out one last long moan. Just like her daughter.

As her orgasm relaxed, she pushed me back and told me to stand up. She lifted her legs and told me to take off her heels. She slid her feet up to my chest, rubbing her toes all over me. Slowly reaching my mouth,

"Open" she demanded.

As I opened my mouth she slipped her right toes up for me to kiss. Then both feet as I held onto her heels and sucked on her sweet toes.

"Sissies will always worship the feet of their Queen. You will massage them wherever we are together."

Just as I was about to respond, the left foot found my aching hard cock and balls

"Ye-yes my Queen"

I struggled with words as the sensations of her feet in my mouth and now rubbing my cock was almost too much to bear. The precum was now dripping from my cock. She knew she had me. She leaned up, spread both legs wide, pulled me down over her and in one motion, my cock was pushing her pussy open. As my swollen head pushed in, "pop" she tensed up and whispered

"Slow" in an exhale. "It's been a little while."

She had a little trouble forming her words now. Inch by inch I pushed. She arched her back once again and I pulled back just to the head and slowly pushed back in. She let out a low grunt then a long exhale and my cock was now as deep as it would go. A few slow strokes and she was starting to relax, I could feel her tension wash over her as I began to speed up the rhythm. Now, legs up and open, I lean up, grab her ankles, and speed the rhythm up more.

"Yes," She could just barely get her words out now.

As my throbbing cock was now starting to harden more I knew I was getting close. I leaned her legs back and slid them to my shoulders. Leaning forward trying to get a deeper position, I speed up, I could her my balls slapping her ass in full fuck strokes now.

"Faster" she whispered.

"Almost there."

I felt her pussy tighten, her head pushed back and legs now quivering. Her orgasm came with a loud moan.

"Fuck me sissy."

Her words were enough to send me past the point. My balls swelled and the first load hit the back of her pussy. She knew

"Yes sissy, Good boy"

The words were ringing around my head as the second pump of cum filled her full. Pulse after pulse of my seed now seeping out of her. She wraps her legs around my butt and pulls me tight. As I feel the last of my orgasm expelling, she pulls my head down next to hers. I hear the sound of her lips part...

"Sissies always clean up their messes." She whispered.

Now I see why Samantha is so good in bed. She is her mother's daughter in every way.

As my cock slowly retreated to its normal size, she pushed my shoulders down. I pulled my cock out, now dripping with both of us, I fall to my knees and without even thinking, licked and sucked every drop of my cum from her sweet little mound. She was squirming around, picking up her hips so I could get everything I expelled. I licked her ass to clit to get all my salty semen. I could tell she was ready to orgasm again. I kept flicking my tongue over her clit, to her now gapping hole, back and forth until she grabbed the bed and rocked her hips back for one last orgasm. As I look up at Angie, she is spent. Eyes closed and breathing hard.

I stand up, my own cum covering my chin and mouth. Angie looks at me with a devilish smile. Stands up and takes her finger, wipes my chin clean and holds it to my mouth. I quickly clean them off.

"Maybe next time we can share your cum."

"Hmmmm, where had I seen that." I thought.

Obviously, Sam and her mother are closer than I imagined.

"Now, go get cleaned up before Sam and Lori are wondering why your car is still in the driveway."

I hurry to dress as Angie disappears into the bathroom. As I am about to leave her room, she yells from the other side of the door,

"Come in here before you go Ashton".

Again her voice saying my name was euphoric. How can she have such power over me with just words?

I finished tying my shoes and walked into her bathroom. Now standing in just a lace white robe that left nothing to the imagination, she says...

"When you come back, we will begin your Sissy training."

"I'm not sure..."

She politely interrupted, putting her finger over my mouth...

"Shhh, don't you worry yourself, your little secret is safe with me. I am going to get you your uniforms. And what size shoe do you wear?"

Knees about to fail me I try to get the words out...

"Twelve... wait, uniform?"

"Of course, servants wear uniforms". A little giggle in her words.

"One last thing, I will assign you a proper name. And when I do, You will answer to it in my presence."

She looks down and reaches between my legs and grabs my now soft cock and balls...

"Sam was right, you do know exactly what to do with this cock!"

"Sam told you we had sex?" I responded.

"We keep no secrets. Well, except maybe this one!" She quipped with a smirk. "This one will be our little secret, yes sissy?"

"Yes, My Queen".

chapter 2 coming soon!