So this happened my senior year of high school. I was definitely the known school twink. I’m short and skinny at 5’1 and only 93 pounds. And ever since I accepted that I was gay I’ve been on a mission to get the perfect ass. Doing an excessive amount of squats got me this bubble butt I was extremely proud of and I showed it off at every chance i got. My normal wardrobe consisted of girls jeggings that left nothing to the imagination and tops that were a little too small. Now obviously since i dress like a slut, i got a lot of dick. I had a preference for big black guys, and essentially I was passed around the handful of black guys at our school who were bi. This also kinda got me labeled a hoe and I did hang out with the sluts at our school. The girls who took dick on the daily and were quite proud of it. Now there was this one girl in our group of friends whose name was Kelsey. Now I am very gay but Kelsey was hot as fuck. She was tall at almost 6 foot and played volleyball which really showed through her enormous ass. She had long brown hair, a cheesy smile, and was flirty as all get out. She was also bi, but she gave out more dick than she took. I heard rumors that she had a impressive strapon collection. She and I were really good friends for most of high school. We also were playful with each other. She’d always hug me and kiss me in front of the guys I was fucking. When I got a new pair of jeans that really showed off my ass, she would smack it and grab it multiple times a day, even walking down the hall with her arm around me and her hand on my ass. I never thought she was actually interested in me until one night at a party. It was at a big house with a lot of bedrooms and there were people fucking and getting drunk and high all over the place. Kelsey was looking fucking incredible wearing leggings and an Adidas crop top. We were both getting drunk and having a good time when she grabbed my hand and led me upstairs to one of the bedrooms. I was confused until she shut the door and threw me up against the wall. All she whispered was I want you and it happened. We started making out harder and hotter than I’ve ever experienced. Our tongues danced around in each other’s mouths and our lips sloppily collided over and over. She then picked me up and we just stood in the middle of the room, making out. She was so strong and passionate, and I was melting in her touch. The room was silent except for my moans. Then she whispered come home with me. I nodded and we snuck out of the house and to her car. The next day I found out everyone saw us leave and knew i was getting fucked. On the way back to her place, she reached over and slid her hand into my leggings. I had my dick tucked away but she freed it and began stroking it. When we got back to her place, we snuck up to her room and immediately got back to business. She pulled off my leggings and Nike compression shorts I was wearing and began eating my ass and licking my balls. I laid on her bed, writhing and moaning in ecstasy as she tongued my ass. She got up after a little while and told me to roll over as she walked over to her nightstand. I knew what was coming. “I wanted to get something special for you to enjoy” she said. She pulled out and absolutely massive black strapon. The thing had to be 14 inches long and was thicker than my fucking wrist. “I know you like them big and black”, she whispered laughing. I was excited but scared as she put it on. I felt it spread my ass cheeks and a little bit of lube get squirted on. Then I felt it. She began working the massive tip into my ass. I got about 4 inches in before I started moaning and screaming. She kissed my neck and whispered, “You’re gonna take this entire dick tonight”. She began thrusting in and out, working more and more in each time. I could feel it rearranging my guts with each thrust. She flipped us over so I was underneath to get a better angle. I grabbed her massive ass and slapped it and grabbed it as she worked her way deeper and deeper into my butt. With each stroke, my screams turned more into moans and by the time she was 10 inches in, I was moaning like a fucking slut. She was hitting my prostate and it felt absolutely incredible. Then she started pounding me. She slammed her massive strapon deep into my ass in fast, firm thrusts. She kissed me as I cried out in ecstasy, and I started using her ass to pull her deeper into me. Then I felt something happening. All of a sudden my dick started shooting cum everywhere. I was twitching and screaming so loud she had to put her fingers in my mouth. I had never cum like that before. When I finally came down from my first prostate orgasm, she pulled the massive strapon out of me and took it off. I got up to grab my phone and my hole felt open and loose. We got back into bed together and while we cuddled I whispered a thank you.
Tag: High School
My sexual re-awakening: a whole night of fucking my friend’s brother [FM]
I was in a relationship with a guy for a long time, and our sex life had become increasingly unsatisfying. Things got a bit depressing and I stopped being very interested in sex. Even after I ended the relationship in the winter, I was too focused on finally being independent again that sex wasn’t on my mind, and spring went by, still without a peep from my previously-rampant libido.
For reference, I’m a slim 5ft 8 with dark blonde hair and have recently gotten way more into strength training at the gym, so I’m in the best shape I’ve ever been in, but still have my DDs, big pale-brown eyes and a firm round ass.
This is my first post, and I’ve really enjoyed writing it. It’s quite full of buildup and anticipation, so if it’s too long, just skip to after the ‘***’.
Four [m]emories of [f]ooling around in my parents’ house.
I was in my hometown recently visiting my parents for a week. Every night when I got into bed, I recalled memories of the few times that girlfriends ever stayed over and the fun that was had when, without fail, we would find ways to fool around undetected.
** ONE **
The first memory is from my senior year of high school, when I was 18. We’d had a big party for my father’s 50th birthday, and my girlfriend had been in attendance. The party finished late, and my girlfriend had permission from her parents to stay at our house since my parents were home, and with the promise that we would sleep in separate rooms. Of course, we broke that promise. While the party was still happening, my girlfriend and I were able to have some time to talk privately, and we agreed that at 1 AM I would come to her in the guest room.
[MF] Early Morning Joggers
It had been a few years since I had last started running to get in shape. I had run track in high school, but that was almost 10 years ago. I was hoping to spend more time being shirtless this summer, so I needed to start now. I finally rolled out of bed once the sun was too annoying to ignore. It was January, but I had checked the weather and noticed it was going to be in the 50’s today, so I had no excuse not to run. Falling onto my floor, I crawled around looking for my gym shorts. Finding those and a t-shirt I stood up to pull them on. I looked down as I slipped my shorts over my crotch, and noticed a severe bulge underneath the tight fabric. Great, I thought, hopefully it’ll be a chilly day.
Having laced up my very underused sneakers, I was out the door for my warm up walk to the park. I live just a few blocks away from a large park that had a wood chip running track on the outer edge. It was my favorite place to go during the summer, with the large trees lining the track that I could sit down under and read my books, or watch the girls run around the track. Today was a little too cold to be sedentary, so I’d have to enjoy the view in motion.
[FM] Thinking back on all those college boyfriends…1-Matt the artist
Hi! First time posting here, but longtime lurker (?). Bit of backstory on me (F25). My post history has some good shots of my current body, but for those reading this aloud to the blind- I’m a Thick pale redhead with blue/green eyes and a lot of ink, most predominantly a half sleeve of tattoos. This story is reflecting back on me as a 19-20 year old, so my ass was a tiny bit smaller, and I only had JUST gotten my first large piece of ink. I’ve been toying with the idea of sharing more exploits from undergrad (18-22), so this may turn into a series if people like.
Halloween Crossdressing [mf] [bi] [anal] [oral] [cum play]
The first time i cross dressed was Halloween of my freshman year of college. I have my friend Kylee to thank for pressuring me into it with her constant comments about how cute i’d look in a dress and heels. Now i’ve known Kylee since high school, and she is what most would consider a nymphomaniac. Some of her high school escapades include waiting around in the locker room naked after our basketball team’s practice, sitting in the back of the bus on school trips with a butt plug and letting jocks “discretely” fuck her with it, incessantly teasing the (private catholic) school’s priest, getting kicked off the cheer squad for flashing the crowd, and countless other stories. I could write a damn novel about Kylee’s sex drive but before i talk about the Halloween party, i’ll regale you with the time she dolled me up in her dorm and things escalated ;)
***SHOPPING***
[FM] slept with a coworkers fiancé (cheating)
so i have never written any of my sexual experiences like this.. i have stories that go back for a few years but this one just happened a few months ago & it’s killing me i cant really talk about it. It’s about me getting involved with a coworker’s fiancé.
(I am 22 and he is 26years old)
I have am pretty young but have had a VERY high sex drive since i was 15. i cum at least once a day, twice normally. I have always been sexually driven & have put myself in a lot of interesting positions because i think about sex way more than i probably should.. Instead of talking about my high school and college experiences, i want to confess this unreal event that happened a few months ago. I think it’s a hot story but this will also help me relieve the pressure of keeping this so bottled up.
i was invited to my coworker’s engagement party. I am friendly with her but to be honest.. she is impossible to work with so I usually try to avoid talking to her. I went to the party because a few of my other coworkers wanted me to go & it was a free alcohol & a big house.
[MF] My Something about Mary story aka sexy Catholic girl and me
was 24 and living with three other housemates. One of the girls I was living with had two friends coming to visit over a three day weekend.
Mary and Anne had taken off work on the Friday and drove to us that day arriving around 5 p.m. When I arrived home around 5:30 my housemate was with them in the kitchen having a beer. The three had been friends since their early teens having gone to a private Catholic school together for jr. high and high school.
As I had a beer with them my first thoughts were Anne was very pretty but not as pretty as she thought and extremely pretentious. Mary was on the prettier side of cute but seemed on the chubby side. She was shortish 5’5″, had fair skin, short blonde hair a cute nose. Other than that she was a typical (at least in my experience) totally cool and fun Irish Catholic girl.
After our drink the girls went upstairs to shower and change while I cleaned up downstairs in my bathroom before we all went out to meet friends at our local bar. Of course I was ready first and was waiting in the living room having a beer watching a game on t.v.
Our first threesomes with my BF and his best friend. What do you think? Would love to answer your questions. (pics inside) [MFM]
Hello everybody so I wanted to share with you all my first ever threesome with an other guy and the second one that followed a few weeks later. Some of you may know me from my previous stories and post. The beginning of this story has been previously posted here but I share it again so that you get the whole story in one single post.
If you haven’t seen my previous posts, I will start by a quick summary of who my BF and I are and what are kinks are and then proceed to tell the story. If you’ve read it before, you can skip to the “==> Part 2” tag. But I’m sure you will not mind some memory refresh :p.
So my BF is 25, I’m 24, we’re both students in Paris. We have been together for more than 5 years and have started at an early stage to get some kinks. First of all, we recorded ourselves after only a few months. Then we decided to post a few videos just for fun online and we finally took the initiative 2 years ago to post them all (and we keep on posting) on our pornhub webpage as pornhub verified amateurs. To prevent questions about where these videos are, I’ll link directly to them. You can find them on my own subreddit, that you’ll see in the comments. We have started talking about threesomes about 2 years ago and it grew a lot in the past few months. Here is how it all started.
[MF] Using my body for rent payments
I posted this but it looks like no one saw it for some reason so I’m trying again …
This time last May I graduated high school and moved in with my boyfriend at his apartment. Mom didn’t care, no dad around. Boyfriend and I are having sex constantly, he taught me a bunch of submissive and humiliated sex acts that I love, except for one. When he cheated on me. His justification was because he let me do things with others (his ideas) he could do this.
I came home from work and he’s on the couch giving it to the neighbor doggie style. She knew we were together. To make things worse, he kicked me out at that moment. I later came back to get my stuff (to find out she moved in) but I had a car and he didn’t. So I guess he used her for a ride.
So to the reason I’m posting, I’m now homeless and go visit a friend of mine to see if I can crash with her for awhile. When I get there she’s hanging with a mutual friend I hadn’t seen in a year or so. I tell them the situation and she agrees to let me stay with her (even though she has a one bedroom).