Jumping into Puberty

First time cuming, fucking and being fucked. So many options, opportunities, desires and heartbreaks but my eyes were just being opened.

I was 11 and turning 12 the summer after finishing the 6th grade. Parents decided to move back home to be closer to family. That meant leaving everything and everyone I had ever known up to then. Worst of all I had just been introduced to the joys of masturbating by my best friend’s sister. She was 16 and far from being a supermodel but at that age my dick was far more important that her looks. I had grown up with Adam and been in school with him since first grade. Same could be said about his sister, she was the go to babysitter at his place or mine. I clearly remember her bathing us as kids and as we got older 8 or 9 she began to shower with us. By then her tits were more than a handful for us and her pussy was puffy with some hair above it. I was fascinated by her ass and would always stand behind her to touch and rub soap on it. Between the cheeks, her legs, that was my lustful pleasure. She would tell us our dicks belong to her and that she would be the first pussy we would fucked. That every drop of cum was hers so we couldn’t play with our self or be with other girls. If we did we would never get to see her naked or touch her again. At that age we had no idea what none of that meant, we would just agree to keep having our secret naughty time.

Starting puberty, getting erections and waking up wet signaled it was time for her to start our training. By then she had plenty of experience handling dicks and making them cum. Sadly our secret naughty time in the shower had dried up, hadn’t done that in over a year. We would still get the regular teasing, strip shows or groping but hadn‘t been naked with her. February, the weekend after valentine’s day she decided our training would beguine. Adam asked my parents if I could stay over. Nothing out of the ordinary, his parents would be out but his sister was there. That Friday night she began by teasing us, rubbing our dicks, showing us how to dry hump her thighs and us rubbing her breasts over her t-shirt. Once we were hard to her satisfaction we undressed for the lesson to begin. She laid against the headboard spread her legs, we were instructed to sit kneeling down with our legs opened by her feet. She began rubbing her tits, playing with the nipples as her feet rubbed our hard dicks. At times painfully but we were transfixed by her body and the possibilities waiting for us. Her pussy had more hair than before and she was rubbing the top of it which we didn’t know why. Then she began to moan and breath hard, her fingers sliding between her pussy lips before one then two going inside.

Her hand moving faster, we could see her pussy lips and hair were now wet. Between moaning and breathing hard she started talking, saying naughty and dirty things. Well, up to that point we had always been told those words were not appropriate. “Oh my pussy is hot, oh I’m going to cum, you are going to make me cum daddy, daddy I’m your good girl, this is your pussy daddy, fuck me daddy I’m your slut”. My heart was pounding, I look over at Adam and his eyes were fixed on her pussy. Look back at her she lets out a moan and bucks her hips, followed by spasms and shakes. Dirty talk continues with “I’m cuming daddy I’m cuming, your whore is cuming, FUCK MY PUSSY DADDY FUCK ME !!”. One after another a shake followed by an Ahhhhh and a moan until finally she settled down. As she opened her eyes and with a big smile she told us to lay next to her. I’m on her right and Adam on her left, and now she was rubbing her pussy with both hands taking turns fingering her self. Ones she was satisfied both hands were wet she took hold of our dicks. She began to rubbing then up and down smearing her cum and juices. She then said “I needed my pussy juices to baptize your dicks, now I’m going to make you cum”.

Our lesson began with having to select who we wanted to fantasies about. We needed someone to think about and pretend we were fucking. She explained in her case many boys had fucked her but the dick she loved the most was her daddy’s. That was the reason she though of him wile masturbating. That statement didn’t registered at that time, later we found out she had been fucking her dad for over three years. In our case the choice was obvious and we both said we would fantasize about her. That made her happy so we were allowed to play with her tits and touch her body but not her pussy. Not know what cuming should or would feel like I asked her what to expect. We were told it will feel like we want to pee so the more we hold it the better it will feel. My right hand found its way to her tit and my mouth latched on to her nipple. She thought us well and loved having her nipples sucked. She increased her speed as precum began to ooze out of me. I looked over at Adam to see him just laying there with his eyes closed. I want to experience more as I start getting that unfamiliar feeling. My body wants to move on his own, I want to pump my hips forward. Something amazing was building up so I want to express myself. Inspiration failed me, not knowing what to say, not being able to concentrate, should I say dirty things?

My struggle ended when out of no were I just blurted out “Oh fuck oh fuck, fuck me Mary fuck me” she giggled and said “oh yea baby I’m going to fuck you good” My eyes rolled back and an urge to pump my hips forward hit me hard. Out of nowhere a gush shot out of me as I moaned and whimpered. I was cuming, was that cum? Spasm after spasm hitting my body, her hand furiously jacking my dick “you are cuming baby, you are cuming, give mommy your cum” That feeling, it felt never ending, time stood still, when was it going to stop. With a tight grip on my dick she pulled me on top of her and between her legs. My cum dripping dick now pressed against her wet hairy pussy. By then I was just dry humping as there was nothing more I could give. Her dirty talk kept me going “Oh baby, fuck mommy, fuck mommy’s pussy, give mommy all your cum you dirty boy” My hands on her tits, face between them as I turn to suck her nipples whimpering calling her mommy. “mommy mommy I am fucking your pussy mommy” Images and memories of my own mother flooded my brain. Never before had I ever though of her in a sexual way, or as a sexual object. Now images of her in shorts, tight t-shirts with no bra, bathing suits, bikinis, panties and nude. There all along and I hadn’t noticed, she was sexy, hotter than what I was laying on top of for sure.

My dick still hard and pointing straight up, at that point I was grinding against her leg not know where her pussy was. Her legs open wide, I felt her hand grab a hold as she repositions her hips. Then she pushes me back and lines me up at her entrance. I felt the warmth, wetness, pussy lips opening and me sliding in. Her right leg wraps around me and pushes me forward. As my whimpering continues and now tears she laugh knowing I’m now her toy. “Come on baby fuck mommy, you are inside mommy’s pussy, mommy wants your cum” Now in a total trans all I could see and hear was my mother. Now crying as I pump in and out of her pussy sucking on her nipples “I’m sorry mommy I’m sorry, I am a dirty boy, I want to fuck your pussy” she response in kind “Yes dirty boy, yes, but mommy wants your cum, mommy thinks of your dick when I play with my pussy, I go in your room at night and suck your dick, that’s why you wake up wet” Lost total track of time, don’t know how long we have been going at it. The stimulation was passed my point and I erupt. I yelled “ I’m cumming mommy” as the flood gates opened, one gush then two, spasm and spasm, I’m moaning, grunting crying as I hear her egging me on. Heart pumping a mile a minute, breathing hard and with nothing else to give a collapse on top of her.

I woke up to the feeling of someone laying on top of me. I was face down with pillows under my hips and Mary on top of me whispering to wake up. Not only that, there was a new sensation, pain, discomfort, arousal, but most defiantly enjoyment. I let out a lustful moan as the sensation of something being pushed in my ass hit me. “There’s my little whore, you been moaning in your sleep for a long time now” Finally awake and aware I ask what was going on as I tried to get up. Mary kept me in place by laying across my back and I felt someone holding on to my ankles as well. Looking over my shoulder I saw Adam smiling back at me kneeling between my legs. I relaxed my body as I felt that object go out and back into me. Couldn’t fight the feeling I was enjoying it and my face reflected the pleasure. “Well look at that, your sissy ass is loving it, you are a sissy whore aren’t you?” All I could say was “I like pussy but this feels really nice” With that said Adam began caressing my legs and moving up to my butt. He then touch, caressed, squeezed and kiss my cheeks as Mary worked that object in and out. She then pulled it out leaving feeling empty and showed it to me. It was a pink plastic dick, longer and thicker than my self. My dick was no more than a hand full and think on top of that. In comparison Adam had always been bigger than me, almost as big as that toy. Oh how I love looking at his dick, why I didn’t know I just did.

“I been using this to loosen you up” she said, “you broke the rules so you need to be punished” Looking back at her I asked “what rules” She then shoved the toys back in me and said “Rule 1, no touching my pussy, not only did you touched it, you fucked it and left your cum in it. Rule 2, you said you were going to think of me but instead you were thinking of your mommy’s pussy weren’t you?” All I could do was smile and blush as the memories and images came rushing back. That gave me an instant boner, something that Adam noticed and he began playing with my dick. Mary wasn’t pleased with my reaction so she began fucking me with long fast strokes, pulling out of me and pushing it back in. She explained that my punishment was to be fucked which I though that was what she was doing. She said I was to be fucked my Adam and he would be leaving a big load of cum in me as I had done to her. That said she pulled the toy out and I felt Adam’s hands on my cheeks and his hard cock rubbing between them. I looked back at him and asked “Adam, do you want to fuck me?” His eyes said all I needed to hear as his head motion yes. Reaching back a grabbed a hold of my cheeks and split them open for him. I told him I have been wanting him to fuck me for a long time.

Memories and fantasies they all flood back in from time to time, feeling inspired and will write more soon.

🔞 Candy.AI 🔥 AI Sex Chat - Roleplay, Erotic Stories, Try for Free 🕹️

Please, Rate This Story:

(average: 4.68 out of 34 votes)