Tranny in Toronto – Chapter 5
Hello everyone, I apologize for not writing any recent / new stories. I’ve been really busy with stuff. Here’s a quickie.
Hello everyone, I apologize for not writing any recent / new stories. I’ve been really busy with stuff. Here’s a quickie.
Last Friday night I had a threesome with a couple that I met online. A friend of mine recommended this couple as good fun. I spoke to them online before I arrived here and they seemed really keen and also rather experienced.
This was Christmas Break last year, and since then My family has only gotten closer. But if you want more you’ll have to give this a good rating 😉
this story contains sexual exploints of teenagers under the age of 18 if this offends you do not read any further
a true account of our first night at a swingers club and a chance meeting with an old friend. who happens to be Black !
I hope that you all like this continuation, of the true stories in the Judge Cooke Series.
Mommy was nuts. Daddy was Horny and Tracy wanted love. Please comment. Tell me whether it is a good, bad or ho-hum tale. It is the only way I can improve.
This is the true story of my ‘first time’ with one of most awesome guys i ever met.its also my first attempt at writing something like this so,constructive criticism is welcomed
A man finally lives out his fantasy
Prom night concludes this story
Hi, I’m lori this is my story about the first time I stripped for a crown. I danced and bounced my big boobs for the crowd.
Alex and I find similar interests under the bridge
The Youngest Years
Conclusion of one great week
A story at what happened when I was 14 years old.
My friend Mike returns the favor
Hello, I have been a long time reader of this site, and I decided that its about time that I added something. This is my first story so please be nice.
My name is Tom, I am 15 years old. Ever since I was a little boy, I always played sports, so, even though I gave them up last year, I still have an athletic body. I stand about 6 foot 2, brown hair, and light brown eyes that have been called “golden.”
I am going into grade 10, but let me give you a little more backstory. I grew up in a small town in northern Canada, where the summers are hot, the winters freezing and the bugs make you want to kill yourself. We have one highschool, and you basically end up knowing everyone and everything about them.
Me and Sarah had always been friends, but it wasn’t until highschool when we became best friends. We hung out almost everyday, and everyone sorta expected us to get together, everyone that is, except us.
We were just bestfriends, we knew everything about the other.
Sarah is short, around 5 foot 6, blonde hair, a cute face and a breathtaking smile. She was a dancer so her body was in great shape, thin, with an amazing ass, but for somepeople, her chest was a bit of a deal breaker, let’s just say there wasn’t much to look at. This doesn’t mean she didn’t have anything, they were just, small. Overall though, I would give her a ten, but I may be a little biased.
Being as hot as she was, Sarah had a lot of boyfriends, but in no way was she a slut. I knew for a fact, more then one boy had dumped her because of how reserved she was. She was waiting for the right guy, she told me over and over, the one who really loves me and I want to be with forever. Through all the boyfriends she had had, I knew that farthest she had gone was being felt up, and that wasn’t her choice.
So it came to me as no surprise that she had another boyfriend in june, just weeks before the end of school. As her bestfriend, I always tried to look out for her, and this guy, just screamed trouble. His name was Dylan, and was what most people call a burnout. He had long, dark hair, wore skinny jeans, had more metal in his face then I believed humanly possible and of course, he smoked weed.
Being good students, Sarah and I never even thought of smoking, worried it would kill our chances for university, so right of the bat, I was worried he would get her into it somehow, but what happened was much worse.
It was the second last day of exams, taking AP classes, Sarah and I both had exams today and tomorrow. We planned on hanging out in our sad excuse for a downtown, which consisted of one short street, then head our seperate ways, mine to hang with one of my friends Jordan, who lived not far from my house, and her on a date with her smilebag of a boyfriend, Dylan.
She was so excited, the entire time we spent in town was ethier talking about what store to hit next, of hearing Sarah going on about her date with Dylan. Finally, Sarah had picked out a new outfit for her date, a flowing green dress that made her shine like a star. I think it was at that moment that I fell in love with her.
The next day she came to school, she was in a sweat shirt and sweat pants, with her hair in a ponytail, I knew without seeing her face, something was wrong. I called out her name, and she turned and looked at me, her right eye was black, like someone had punched her, hard.
“Oh my god Sarah, what happened?”
She looked down the hall, the up it, and seeing all the people, looked at me and said, “nothing, I just fell down lastnight, its no big deal.” By the look in her eyes, I knew it wasn’t the truth, and that she wanted to tell me, just not here.
Seeing her like this at her worst, and still thinking how beautiful she looked, only reenforced my feelings from yesterday, I was in love with her.
I put my arm around her, comforting her, and led her away from the crowded halls and into the libary where we could be alone. Almost instantly after we got there, she ways in my arms crying, telling me everything, how Dylan took her to the movies, and started feeling her up, how she told him to stop it. The he pulled out his dick, grabbed her and told her to suck it. She tried to pull away, but he punched her, so she pretended she was going to give him a blowjob, punched him hard in the balls and ran home in tears.
At the moment, I didn’t know if it was my love for Sarah, the fact she was my best friend or my great dislike for Dylan, I knew there was only on option, I had to make sure Dylan and anyone else knew, that they could never hurt Sarah like he did.
We had to hurry to our exam, it was Math, easy for me, but I couldn’t focus, I was so mad. As soon as we could leave, I grabbed Sarahs hand, telling her the plan as we walked, she told me where Dylan would be.
We walked the short walk to town, and, sure enough there was Dyaln, alone, smoking up under the bridge.
What happened next went by in a flash, all I remember is yelling at him for what he had done, him calling Sarah a slut, him pulling a knife, punching his facei n and throwing him in the water.
The running, a stream of insults flying our way, I knew that after what I did, Dylan or anyone else would think before messing with me or Sarah. After running, w got to our old elementary school, who, for some reason this year, got out before we did, meaning the school was desserted.
We walked to the old tree we used to climb, I lifted her up and we talked for hours, Sarah seemed to have forgotten about what Dylan had done, as we talked about our old school, her telling me she had a big crush on me when we went her, and ended in me telling her, I loved her.
It just kinda slipped out, I didn’t mean it to happen but it did. I was worried it would ruin our friendship, put a barrier betwen us, but after I said it her eyes lightened up a bit, and said, “when I had a crush on you, I dreamed how you would say it to me, and looking back, I don’t think that crush ever truly went away.”
We both knew what was coming, I slid down the branch to get closer, leaned in to kiss her, then… crack, the brance fell, luckily, it was high up, anfter making sure we were both okay, I helped her up, and, she pulled me in, kissing me. It felt like those chessie movies make it seem, time stopped, the earth spun faster, and we knew it was right. She whispered in my ear, “I love you Tom, I think I always have… and always will.”
“I love you too, and I don’t think I could ever love someone else.”
That night was the best of my life, Sarahs Dad wasn’t at his house, just minutes from the school, so there we headed. As soon as we walked in the door, Sarah was soon making out with me, and she lead me to her bedroom, it wasn’t the first time I hda been there but, it seemed an honour to be aloud in there. Our kissing became more passonaite, and soon, our hands were exploring each others bodies.
Sarah broke the kiss, looked deep into my eyes and told me I was the one, she wanted me to take her virginity.
I was shocked, for someone who had never let a boy get to thirdbase, she seemed to be moving fast, but my hormone enraged brain didn’t stop to think. We broke the kiss only a few more times, so that we could remove eachothers clothing. Soon, there was Sarah in all her naked glory, her small tits were so perky, her nipples puffy and inviting, her vagina more perfect then I believed possible, with outer lips that covered the inner folds, and were wet and welcoming.
She looked down at my cock, something I had always been proud of, it stood 8 inches and thick, but not so thick that itt was uncomfortable for the girl, who, to this day, has only been Sarah.
She got me to sit at the edge of the bed, and bent down and wrapped her mouth around my cock. It was bliss! She could ony get about 3 inches in, but her hand and mouth worked furiously together, bringing a pleasure I had never known. Soon, I was ready to cum, I told this to Sarah and she stopped.
“I think it time we start the main event,” I told her, she knew what I meant instantly and got me to lay down on the bed. My throbbing cock was at attention, and she slowly lowered herself down, pausing to get used to it until we cam to her cherry. She thrust down on my cock, as it bent slightly before ripping though. She screamed in pain, I saw a little blood come out onto my dick, and I grabbed her sides to help support her. Seeing the tear in her eye was to much, I asked if she wanted to get off, she said no and that it was starting to feel good.
Soon she was fucking my dick hard, smalling her ass into my legs, making her itty bitty titties bounce up and down Soon I couldn’t stand just looking at them so I popped one nipple in to my mouth and started sucking it, bring a cry of pleasure from Sarah.
I could feel my orgasm mounting, and told Sarah I was about to come, she told me that I didn’t need to pull out, she was on the pill, something aboutbheavy periods, at this point, I wasn’t really listening as I let the cum fly. It was the most intense orgasm I had ever had, and soon Sarah joined me in the orgasm blitz and she came,squirting onto me.
My dick went soft and she fell off off me, onto her bed beside me. I put my arm around her as she drifted off to sleep, I soon joined her, knowing that I had found my soul mate.
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How one day my wife turned into a Black Cock Slut…
This is the true story of the first time I was with another guy. Hope you enjoy.
This is a sex story but that’s not the most important thing, but the story. If all you care about is the sex, I suggest you move on. I am an amateur writer who’s extent of experience in writing stories is limited what I have posted on this website. Constructive criticism is welcome and encouraged. If you would like to help me out and edit for me, feel free to PM me. Thank you.
This is a 100 % true story of my first gay experience.I had been living in Canada for just over a year when it happened. I had been travelling around the country for the previous 6 months and had gotten a little out of shape just from being on the road and partying a bit too much. I had always kept myself looking pretty good from years of playing football and rugby. I’m 6ft about 185lb with an athletic build; dark hair and blue eyes.
I grew up in England and had a normal enough childhood; dated some girls; played sports; just an average kind of guy. I watched a lot of porn growing up and as the years went by I would grow tired of watching the same old girl on girl or milf pornos. I never considerd myself gay at any stage but after awhile i did start watching some gay porn; mostly just out of curiousity in the beginning but i found i got really turned on by it; especially by twinks with young hairless bodies. when i would wank off to it the orgasm seemed more intense for me; it felt kind of dirty and wrong but really exciting.
I joined a gym in vancouver and was working out 5 or 6 times a week and getting back into good shape; my muscles were looking defined again and my six pack was starting to show again. the cool thing about this gym is it was right beside the local high school so when i would go in at about 4.30 the treadmills and crosstrainers would be full of prime; tight high school pussy. i used to just sit on the bicycle behing the treadmills and stare at their young sweey asses jiggling as they ran. after a while it would get too much for me and i would have to go into the toilets and wank off.
On this one particular day i was up to my usual routine of sitting on the bike behing these four luscious 16 year olds enjoying the view when i turned my head and noticed this young; probably 17 year old half asian looking guy staring over at me. i knew he had busted me checking the girls out but i didnt really care so i just gave him a wink and a cheeky smile thinking he was probably looking at them too. what i then realised was that a had been sporting a pretty solid erection all the time this was going on. it wasnt fully erect but was definitely noticeable in my small gym shorts. i felt embarassed then because i had smiled and winked at this guy while he was looking at my chubby cock.i got of the bike and covered myself with my sweat towel so nobody else would see and quickly moved to another machine. for the rest of my workout i tried to avoid making eye contact with the guy but i could feel he was looking over at me all the time.
i finished my workout and was heading for the changing rooms but as i entered the door i l turned around and saw the guy sitting on a bench staring at me. our gaze met and held for an uncomfortable amount of time and honestly i dont know why i did this but i smiled at him in a cheeky provocative way and rubbed my cock outside my shorts.in the changing room i was taken aback by my actions; didnt know why i had did that but just kind of laughed it off to myself. i took my bag from my locker and was taking my towel out for my shower when i heard someone else enter the locker room. without turning around i knew it was going to be him and again i smiled to myself. he went to his locker and took out his phone and sat on the bech opposite me. i was getting a nervous; excited feeling at this point as i knew he was just pretending to be on his phone while stealing glances up at me.trying not to pay him too much attention; i started undressing for my shower. i removed my singlet and checked myself out in the mirror. i was looking pretty good after my workout. after taking off my trainers and socks; i bet over pulling down my gym shorts; sticking my ass out only a matter of inches from his bench. i could’nt believe how daring i was being and how much enjoyment i was getting from this. i could feel my cock twitching and stiffening in my tight briefs. i pulled my briefs down in a similar fashion and bared my naked ass to him. at this stage he was’nt bothering so much with the pretext of looking at his phone but rather wide eyed open mouth staring at me. i turned to face him but rather than let him see my now hardening cock i pulled my towel over it to cover it. i stood like this for a moment; right in front of him; towel barely covering my cock smiled and then walked into the showers.
there were 8 showers in this changing room; 4 on either side; individual cubicles partitioned by frosted glass. i turned the water on and stuck my head underneath all the while turning over the thoughts of what i had just done in my head. i could’nt believe it; i never thought i’d act like that. i’m straight after all; or at least i thought i was; but i could’nt deny i took pleasure have that young hot high school boy watch me. i was in the second to last cubicle on the left showering when suddenly i heard the water come on in the last cubicle. i couldnt tell for certain but i was pretty sure it was my young friend. through the frosted glass i could see what resembled his short; thin; light brown skinned body.i tried not to stare but through the blurry glass i could definitely make out that the guy had his hand on his cock. it didnt look like he was washing either; as i could see his hand moving in shork jerking motions. i could’nt help but to stare through the frosted glass and bring my hand to my own now fully erect 8incher. next thing i know a brown foot was coming under the partition in the my cubicle as a signal of intent. i hesitated momentarily; but then slid my foot under his partition in response. my young friend took this for the green light that he was waiting for a nd turned off his shower.
i honestly had never been so nervous or excited in my life because i knew he was coming for my cubicle. i turned my back to wall as he entered because i was too shy to meet his eyes. suddenly i felt a hand reaching around my body touching my chest and making its way south. the second his hand touched my throbbing cock it sent electricity running through my body and i thought i was gonna shoot off instantly. luckily he released it and slid both his hands onto my thighs and circled them back to my wet ass checks.he spread my checks gently as i put my hands on the wall for support all the while the warm shower water was running down our naked bodies. i then felt one of the most pleasureable experiences of my life as he started tongueing my virgin asshole. no girl i had ever been with had ever done anything like this. he lick from the back of my balls to the hole and darted his tongue in and out; in and out. i could feel him turning my hips with his hands; wanting me to turn around and who was i to refuse my new friend after he had been so good to me.
i spun around and caught him on the jaw with my rigid member; he had moved close and wasnt expecting it to be so big. but i think it came as a welcome suprise because he just smiled and went about devouring my cock like it was his first meal in months.i had gotten plenty of blowjobs before this but none came close to the pleasure he was giving me. he greedily toook every inch into his mouth as he worked my balls with one hand and was massaging my anus with a finger from his other hand. it didnt take long for him to work me up to orgasm with the speed and dedication he was sucking with. i could feel it building and building and knew it had to blow soon; and boy did it! i spewed jet after jet of hot spunk down the back of this boys throat; he swallowed the first few but then it starting seeping for the sides of his mouth down onto his chin. he rolled his tongue around his lips and down onto his chin to not waste a drop; when he had swallowed it all he smiled up at me and got back to his feet. this was the first eye contact we had made the whole time as he leaned into me; our cocks brushing up against one another.
he looked at me then smiling looked down at his cock then back at me. it did’nt take a genius to realise he wanted me to return the favour. without hesitation i dropped to my knees and surveyed the task at hand. he had a nice cock; probably 6inches; pretty good for an asian. i gingerly brushed my lips against his mushroomy head and was suprised that it tasted quite nice; a little salty from the precum that was already evident. growing in confidence i took his whole head in my mouth; massaging my the underside with my tongue. at first i was working his shaft with my hand and mouth but then i decide to just use my mouth and moved my hand between his legs and worked my ring finger into his tight anus. really gave a new meaning to the term ring finger!i started sucking really fast because i wanted him to come quickly as i was nervous we would be caught; but it was my first time sucking a dick and i clearly wasnt as good at it as he was was. i looked up and him to see if he was close by his expresion and i could tell he was so i sucked even faster and harder. but suprisingly he pulled his cock away and whispered to me please fuck me; then turned to the wall.
as i got back to my feet he stretched out in front of me; and what was in front of me was a tight little butthole eagerly anticipating a cock. i was nt sure what to do as i didnt have a condom; anybody could have walked in; i was naked in a shower with another guy for gods sake. everything in my head was screaming at me to get out of there! but as i looked down i saw my cock was back to fully erect wagging its head proudly in the air as if to say i make the decisions around here. i quickly realised i was powerless to the whims of my cock and brought my purple head up against my little asain boys tight brown hole. i was nt sure how tight it was gonna be so i poured a little shower gel over my cock and his crack to lube it up; massaging it up and down with my cock head. the asian boy just kept whispering fuck me; fuck me. i drove my cock into his tight anus hard from the start and he let out a whimper; i told him to be quiet in case someone heard. he nodded his head and closed his eyes indicating he would be a good boy. i ran my hands up and down his back as i ploughed in and out of him as hard and fast as i could. i could tell i was hurting him but i knew he was loving it at the same time. his ass was so tight around my cock it felt incredible; i knew i was gonna blow for the second time if i kept up this speed. but hell; we had been in here a while at this stage; it was only a matter of time before some else came in so i went full steam ahead. i told im gonna cum; where do u want it? he said he was about to cum too as he was furiously tugging his own cock; and to shoot into his ass; he wanted to feel it warm inside him.at that i lost all control and shot streams of warm gooey semen into this boys beautiful ass as he simultaneosly spilled his seed onto the shower room floor.
i pulled my cock out and watched as my seed dripped from his now red raw anus and was pretty happy with my work. i grabbed my towel and left the shower without a word to my lover. he followed me out a minute later; walking a little awkwardly. we both got dressed and left without saying a word to each other; just a casual smile as i exited.i didnt see the guy again; but the experience opened up a new world to me. and as i was in a new country with nobody i knew around to judge me i got into some pretty interesting situations.
let me know if u want more stories; also all criticism is welcomed as this is my first time writing down my experiences. i have a lot of gay stories and some true stories about trannies aswell
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my self exploration continues
I was home from college for vacation, and my curiosity got the best of me. I never thought it would actually happen until I was right there. Face to face with him
My 2nd story ever, this is the last of my high school sexual adventures, chronologically. There will be more, but they all happened before this. This is a completely true story.
I apologize in advance that this story takes a bit of time to set up. Sometimes the truth is quick, and sometimes the truth takes a while to impart. Thank you for reading.
I experiencing my first kiss during my freshman year of high school. A year later, I touched my first breasts, and wholly another year later I finally got my fingers wet inside a girl. Although an attractive young man, and having lettered in two sports, girls around my age showed very little interest in me. I noticed older women watch me at the gym and when I ran shirtless as part of my daily exercise regimine, but girls my own age all mostly steered clear of me. All that started to change when I met Sarah.
Sarah was a year below me at my high school. When we met at the end of my junior year, she was 15 years old and and I was 17 years old. Sarah was by no means the prettiest girl in school, nor was she the most popular. Sarah hung out with the burners and rockers, and she was quite the party girl…not that she looked it in her preppy best. At five feet and six inches more, her height was quite average. Her curvy hips and 36C chest belied her tender age, as she had the body of a woman 10 years her senior. Her long, straight hair was the definition of strawberry blonde, and framed a very enchanting pair of ice-blue eyes.
Naturally enough, we met at a high school party. We hit it off immediately, and one date later we became an “item”. Despite all her party girl behavior, the strutting around and acting badass, Sarah was really a daddy’s girl at heart. She got excellent grades in mostly honors courses, volunteered her time for sick children and the elderly, and was a virgin not only to sex, but to all of manhood in general, save for a few kisses.
A couple weeks after we met, school wound down for the year and summer break began. I spent every day in the gym and she spent every day selling clothes at the local mall. Every evening I picked Sarah up from work and we would spend the evening together until her curfew tolled and she was due home. Over the course of the next month, our physical interactions had escalated from mere kissing to vigorous manual stimulation, and eventually oral sex. While I learned quickly how to give her an orgasm, she failed to extract so much as a drop of pre-cum from me.
Not much had changed by her sixteenth birthday, at the end of August. She was frustrated because I would never finish for her, and I was even more frustrated because we had agreed that I would quit masturbating until she could push me over the edge. Between you and me, she was doing everything right, I was just impeded by years and years of Catholic School guilt.
Sarah’s father had taken a strong liking to me as soon as he met me. In fact, Sarah’s curfew was extended from 11 PM to midnight, provided she was with me and not her other friends. Sarah’s father invited me to attend Sarah’s surprise birthday dinner, attended by only her family and only a few of her closest friends, including her best friend Becky. While the table was engrossed in various conversations, Sarah leaned in close to me and whispered, “I have to stay at Becky’s house tonight after dinner, but if you go home after we’re done here I’ll call you tonight.”
“OK,” I responded, “But I was rather looking forward to…seeing you tonight.”
“Me too,” Sarah replied, “but Becky and I always spend our birthday nights together, ever since we were little.”
“You cannot break traditions,” I said ending the conversation.
At the end of dinner, a brand new convertable BMW was parked in front of the restaurant with a huge bow on the roof. I was in utter amazement because that car was nicer and more expensive than my mom’s car and my dad’s car combined. All the birthday guests lingered around the car seemingly forever, the men looking under the hood as if any of us knew the first thing about the inner-workings of the German beast, and Sarah repeating, “Oh my God, you guys shouldn’t have!” over and over to her parents. Eventually the gathering dispursed, and Sarah’s last words to me were, “Don’t go out tonight, I really want to call you; I feel like we hardly talked tonight.”
I was not home for twenty minutes before the phone rang; it was Sarah. “Walk outside,” she said.
“Where are you?” I asked.
Sarah started laughing and let me know that her father had included a car phone in her birthday present, and that she was parked outside my parent’s house. I walked outside, greeted Sarah and Becky, and noticed Becky’s boyfriend Rob was in the back seat of the car. “What are you guys up to?” I inquired.
“Just because I spend every birthday night with Becky, but that doesn’t mean you cannot come over for a while too, right?”
I liked her logic. I liked her logic even more when I found out Becky’s parents were out of town. When we got to the Becky’s house, Becky and Rob immediately disappeared to Becky’s room. Sarah led me to the guest bedroom and tackled me onto the bed, pressing her soft, red lips to mine. Sarah broke off the kiss, rolled off of me and stood by the foot of the bed. When I tried to sit up on the edge of the bed, Sarah pushed me back down and waggled a finger toward me.
“LISTEN!” she hissed. “It is my birthday today, right?”
“Um, yeah?”
“So I can do whatever I want, have whatever I want, right?” she demanded.
“What? Um. Sure?” I stammered.
Sarah’s eyes sparkled and she gave a crooked smile. “You are going to cum tonight for me. For my birthday. OK?” Without waiting for a reply she turned her back to me and simply said, “Unzip me.”
My hand was shaking as I reached forward, took hold of her zipper and began to unzip the snug, black dress she was wearing.
As the back of the dress began fell open, I saw the black, lacy fabric of her bra. As I neared the end of the zipper’s length, the fair skin of the small of her back led directly to the firm, smooth cheeks of her sweet sixteen ass. I gasped, and she turned slowly before pushing me back onto the bed.
Sarah moved her arms, and allowed the dress to slip over her breasts, past her ribs, and beyond her flat stomach and tiny belly button. She shifted her womanly hips a bit, and the black fabric collected by her feet on the floor. Gone were most of her locks of her womanhood, and only a landing strip of short hair, slightly darker red than that on her head, remained.
She reached behind her back, and in a moment the bra joined the dress on the floor. Sarah’s pink, quarter sized nipples were hardly darker than the skin of her pale, perky breasts.
Sarah moved her hands to her hips, did a slow 360 degree turn, and then whispered, “Screw the car, the earrings and everything else I got for my birthday this year. There is only one thing I want, and you are the only one who can give it to me.”
As Sarah worked on my belt and my jeans, I practically ripped my shirt getting it over my head. She pulled my jeans and underwear off in one movement, and started kissing from my knees up as she crawled onto the bed. I could tell she meant business tonight because as soon as she could reach, she had the whole of my seven inches in her mouth and throat. She started with long, slow, strokes. From the base she slip her mouth all the way up my lenth to the tip and down again very deliberately. Every so often she would take her mouth completely off of me and use her and leftover saliva to stroke me by hand while dancing her tongue around the head of my shaft or taking my testicles into her mouth for a good tonguing and sucking.
My Catholic guilt was winning. While everything Sarah ws doing felt fabulous, I was nowhere close to cumming for her. At about the one hour point of the best head Sarah had even given me, she completely dropped my cock and straddled my hips with hers. She pushed her wet pussy down on my hardness, leaned forward pushing her chest into mine and delicately ran her lips over the edge of my ear. She began to rock her hips, causing her slick pussy lips to massage my cock and cooed into my ear, “I was wrong. You are not going to cum tonight, you are going to cum twice tonight. As soon as you cum for me once, we’re losing our virginity together.”
Years of Catholic guilt was in a heartbeat replaced by animal aggression. I put my powerful hands on her shoulders and literally propelled her off my body. She almost fell off the bed and rejoined her dress on the floor, but I managed to catch her left wrist in my right hand and steadied her. I moved against Sarah as her feet found the floor, and stood above her with my cock in her face as she knelt on top of her dress. I scooped up most of her long hair in one hand and somewhat roughly pulled it so her head tilted back and exposed her mouth to me. The look on her young, innocent face was priceless.
I forced myself in her mouth and with the one hand still grasping her hair and the other on the back of her neck, I drove myself in and out of her mouth. Thick saliva was running down her chin and she was making the most unlady like grunting noises and slurping sounds as I fucked her face.
I looked down and their were tears rolling out of Sarah’s eyes. “Are…you…alright?” I managed through my thrusts. Her answer was silent, but perfectly clear. She reached between my legs, almost to my asshole, and traced her fingernails to my testicles. Once she found them, she grasped the loose skin of my scrotum and gave a hard tug down. That was all I needed.
I lost control so quickly that I failed to realize I was all the way down her throat when I started shooting my cum. She struggled to get free and did so, coughing so hard that cum was erupting from her mouth as fast as it was still shooting out of me. I was ejaculating so hard that the hot load was not leaving me in spurts, but in a solid stream. Now free of her mouth, I shot four or five more contractions worth of semen on her face, in her hair, her chest and all over the floor, including the black dress she was kneeling on.
Sarah knelt where she was quiet and stunned. I do not think she knew what to say. Sarah pulled her dress out from beneath her knees and started wiping my cum off her face and chest with the look of both pride and surprise simultaneously on her face. With almost fear in her voice she looked at me and sincerely asked, “Does that happen every time?”
We laid down together, and after a time took each other’s virginities gently. We enjoyed the rest of that summer together, and she was relieved to find that not all cumshots were so voluminous or forceful. We went our separate ways after high school, but still keep in touch today as friends. Even though she is married and has children now, and although she will not let me see it, she swears to me that she still has that black dress; and has never washed it.
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So there we were in my Best Friend’s parents pool swimming naked when her father decided to join us….
Just to let you know, I’ve changed the names of the people in the story.