So this happened two years ago with one of my closest friends that I met in uni, who actually used to go to the same high school as my husband, but she was a year above. They never really spoke or hung out much, even though he did hook up with a couple of her friends during that time. So when she found out we were dating, she was quite shocked and tried warning me about how — let’s just say “adventurous” — he was. And because of that, she unfortunately never really got along with him throughout the progress of our relationship, despite how often we’d all hang out. She already had her own boyfriend before I met mine, and they got married at the beginning of last year.
Tag: High School
After having sex during a house party I overheard him called me “the easiest girl he’s ever seen” [FM]
This was during my senior week after graduating high school and all of us went to the beach for a week and partied one last time. Everyone involved was 18. During high school from freshman year until about April of my senior year I was in a relationship, but it had ended when I found out he was cheating on me when he was in college. During high school I had a lot of guy friends that I found attractive and would pursue if I weren’t in a relationship, but now I could.
During the week my friend group was split between 2 guys houses and 2 girls houses. We usually partied at the guys houses and that’s where I was when this happened. This guy and I hadn’t hooked up before but I was all over him. After kissing him in front of everyone we went to his bedroom to hook up. When we went back down I think everyone knew we were gone because all my friends asked me all about it haha! A while later at the party one of the other guys was talking to him near me. His friend asked “did you actually just fuck (me)?” And he responded “yeah, easiest pussy of my life, you should try she’ll probably let you fuck too”
High School Crush Takes a Trip to the Dark Side [MF 18] [LSD Experience] [Creampie]
Chad had had a crush on Jessica since the first time he laid eyes on her. She was the gorgeous, big titted-blond cheerleader that seemed to have all the guys bowing down to her. Every time he saw her, he would get sweaty and tongue-tied. He knew that she was from a higher social echelon than him, and that she would never even look in his direction. Little did he know, Jessica wanted to be with him just as bad, but also felt that her situation would make it impossible.
Jessica had been exploring her darker side more and more lately. She loved being able to push boundaries, smoking crack and taking LSD were becoming a regular part of her life. Every day she was getting closer and closer to finally working up the courage to approach Chad and let him know how she felt.
One night, Jessica decided to take a chance and reach out to him. After downing the last of her beer, she grabbed Chad’s arm and pulled him away from the group. She looked him in the eyes, her heart racing, and said in a low, husky voice, “Do you want to do something wild?”
[18F] Years later, I met my high school crush… and we fucked. [FM]
I remembered a cute story that happened to me when i was 18.
My big brother was the popular kind of guy in high school. And as a popular guy, he had equally popular friends, all handsome guys. They often came over to my house to chill with my brother, play games and do some guy stuff. At the time, at the age of 14, all I could do was hide in my room because I was ashamed that they would see me in my house clothes. I thought I could never be attractive to them, but of course I fantasized about them more than once. Among them, one particularly caught my attention: Ricardo.
Ricardo was the kind of guy whose presence in a room was immediately felt. He was tall and sunny, always with a big smile on his face. He was sociable and got along with everyone. He talked to everyone, even the cleaners at my school, to wish them a good day. He was very charming. It must be said, it was hard to resist his ocean blue eyes, or his contagious laugh. All the girls dreamed of having him in their bed. In short, Ricardo was the darling of my high school. Everyone also knew that his dream was to become a professional footballer.
Being extremely close to my brother, he was the one I saw most often at my place, much to my delight.
[FM] Halloween Night and my first anal experience!
It was my Junior year of High School and I was not a little virgin anymore, at least not in the biblical sense. I had a taste of sex, and I knew I wanted more. So I did what any rational girl would do, I found myself a yummy boy toy to play with. I have always had a thing for unattainable men. All the girls lusted for him, and I made him mine. He knew the deal and was kinky enough to fulfill my very dirty desires. Nick was a 6’ foot Senior, Sicilian, dark and handsome, and on the hockey team. He drove a sexy blue Mustang that purred just like my pussy did for him. As a quick reminder, I am 5’0, very petite, have perky 32C tits, and a very tight ass.
The Principal’s Wench [M40/F18] [nc] to [con] [Mdom/Fsub]
It was the summer before my Senior year of high school and to my surprise our ancient dowdy principal had been replaced by a handsome newcomer to our small town. Not only was he tall, but he had a ruggish handsomeness with a muscular ease to his movement. I’ve always had a thing for older men, but something about the confidence he exuded made me want him even more.
Our town has a small basketball league that many of the local men participate in, my stepfather included. It was here that I first met Mr. O’Connor and sized him up. You can tell a lot about a man by the way he plays basketball. Is he confident or shy? Does he know how to handle a ball, or is he a team player? Mr. O’Connor definitely knew his way around a court. I suspected by the bulge in his shorts, he could handle my plays just fine.
High School Crush justified [MF]
Sometimes there are crushes that have a profound effect on you for the rest of your life. Now in most cases sometimes we end having a bunch of questions unanswered leaving you to wonder and fantasize.
One day, I’m sitting in a bar not too far from where I was living at the time. I was watching the Yankees game and enjoying the beautiful weather we were getting.
The game went to commercial and I make my way outside to smoke a clip of a joint that I had stashed.
As I’m smoking, I look up and see familiar eyes.
Jay was making her way into the same bar and embraced me immediately. Her energy was genuine and I was happy to see her.
We made our way to where I was sitting and we caught up on everything since high school.
She looked phenomenal, she still had some of the best legs I had seen in my life. I had countless fantasies about pinning those same legs down as I stuffed myself deep as I could.
Never the less, she didn’t need to know. We keep talking and one drink turned into several as the time flew. I looked up and it was 1230.
I was having such a good time I invited her back to my place as I didn’t wanna have to worry about closing and incase I got blasted I could just go to sleep.
We get to my apartment and immediately get back to drinking as she was trying to convince me that house music was sexy.
As we go back and forth I managed to grab her and pull her close. Somehow I ended up sucking on her lips and gripping her ass.
Passion, frustration and liquor don’t mix.
Student Seduction [Mf] [Teacher/Student] [Age Gap] [Creampie]
In a place full of scrawny, pimple-faced teenagers, Amber Lopez stood out like a sore thumb.
Like her classmates, she was just eighteen. Whilst the youth in her eyes was undeniable, so was the fact that she had a body that was all woman.
We first met outside my office on a scorching Friday afternoon.
I was immediately caught by the sunlight that reflected off her honey-brown eyes as she turned and faced me. She brushed her wavy strands of dirty-blonde hair aside, revealing the rosy cheeks on her impossibly smooth, caramel skin.
She wore a white shirt that was connected by a singular button in the middle, leaving her large tits to peak out from the seams and her ridiculously tight body on display. Her little plaid skirt barely covered the thick thighs that sat on top of her long, luscious legs. Every inch of her was flawless.
I had never wanted to kiss someone more than when I watched her soft, pink lips form a devious grin. When I looked back in her eyes I could just make out the devilish hint that hid behind their feigned innocence.
Hooking up with the hot punk high school girl from the grocery store , Part 2 (M22/F18) (Age gap) (slow build) (oral)
I woke up in the morning with Liz shaking me. She was holding herself up on one arm and looking down at me with her beautiful face.
“Sam, are you awake? Wake up.”
I gave a very groggy, “I guess I am awake now…”
“I’m hungry.”
“What time is it?”
“Like 9am.”
“Let’s go back to sleep. We went to bed so late.”
“No, I’m starving. Come on”, she starting shaking me violently even though my eyes were closed and I was pretending to be asleep. “I know you’re not asleep…giggle.” She climbed out of bed and stripped off my big tshirt she was borrowing, so she was standing there in just a tiny pair of black panties, as she reached down to pick up her bra. My eyes opened wide and she said, “Oh, I see, now your eyes are open,” trying to cover her tits a little bit.
“You gave me a good reason to open them.” She had a thin body, pale skin, nice firm little tits that really were proportional to her body, and a small, but nicely shaped ass.
Fucking My College Best Friend [M19/F18] [BigTits]
I didn’t lose my virginity until my freshman year of college. I obviously felt very subconscious about the whole situation, understandably. All anyone talks about in high school and college is who is fucking who, and I hadn’t fucked anyone, so I was anxious about it.
It wasn’t for lack of chances. I’m a tall, athletic guy, not overly ripped or anything but toned and relatively well-hung (not that it was public knowledge). But overall, there wasn’t a reason why I was still a virgin, other than just not taking advantage of opportunities I had when I was younger.
Shortly after I arrived at school, I became good friends with a buddy of mine who had attended high school at a rival school close by but was a couple years older than me. I had played against him in sports and knew who he was, but once we got to college we realized we got along pretty well and ended up renting a house along with a couple other buddies to get out of the dorms. A few months later, I finally started hanging out with his sister who was my age.