High School Archives — Page 645 of 805 — NSFW story

My girlfriend and I had a 22 year old schoolgirl all to ourselves last week… [mff]

Ariel introduced herself as someone who wasn’t very sexually experienced, but within only a couple days of texting, she was sending videos of her masturbating and calling me “Daddy”.

She’s a 22 year old Asian American who fits the schoolgirl role perfectly. She actually *was* a schoolgirl in a Catholic high school, then in an all-girls college, so I suppose that’s why she was able to assume the role so well. She described herself as being 5’6″, having mid-length black hair (that had some dyed highlights), an average bust, and long legs. She left out the gorgeous face, but we didn’t mind. We began talking over reddit when she responded to one of our posts on /r/BaltimoreandDCr4r and read some of our gonewildstories. We soon moved the conversation over to kik, where things took a turn for the naughty rather quickly. We sexted extensively over the next few days, including specific edging and orgasm denial instructions, so that by the time we met up, she was aching to get off. Read more »

[MF] Best head I’ve ever gotten, from a “lesbian” [Cheating]

We had known each other since middle school, when we were growing up she was kind of an ugly duckling not to be mean. She was nice but was overweight when we were kids, during high school she really slimmed down and became really hot but still had a lot of self esteem issues. She was Asian and had a couple piercings (after high school she also got these bows tattooed to the backs of her legs). I was always nice to her and we were friend, during high school she flirted with me a few times. One day she was really horny, not letting go of me when hugging and even grabbed my dick over my jeans, I grabbed her tits under her shirt and we made out but it didn’t go any further, so I thought that was the most we’d ever do.

During college I came home for winter break and was staying a few days with my parents. I grew up in one of those towns where if you didn’t leave after high school you’ll probably be there for the rest of your life. Anyway we had recently started talking again and one night I had a her over my parent’s to watch a movie(which she brought and we never put on haha). Read more »

[MF] Real Story – Wife Sleeps With Her Ex

This took place over 10 years ago when my wife and I were still dating. Everything is 100% true. We had been dating for a year at the time that she started sleeping with her ex again. She was a senior in college and we were in a long distance relationship. We had a really good sex life and were very open with each other about our sexual past and our desires. The openness led to her having the freedom to sleep with her ex boyfriend. After 5 months of discussion she finally agreed that she would fuck him again as long as he was in agreement. This led to 4 months (2nd semester) of her fucking her ex boyfriend. Read more »

“Punish me for giving you blue balls” [MF]

I recently decided to drive several hours to see an old high school friend who I had reconnected with. We knew each other in high school but we weren’t very close. I had always thought of her as a pretty and fun girl but we went to colleges in different states and never really kept in touch. I moved back home after college to get my life in order and she moved to a nearby city. Once again, never really thought of her but followed her on Instagram and generally kept up with what she was doing. One day-for whatever reason- I commented on one of her Instagram posts. We took the conversation and to text and really hit it off. I quickly recall how funny and interesting of a person she is. Read more »

[MF][mast][voy][BBW][Goth] The Happy Customer part 1

This is a work of fiction based on a fantasy that surrounds something that happened (i.e. I did see the craigslist ad.. .and never replied to it). It might not be the sexiest of writing but it is rooted in a lot of truth. This is my very first attempt at writing something like this. I will be posting Part 2 from the woman’s perspective in a few days at which point it will be sexier and far less based in reality.

I was a lonely grad student with debt up to his eyeballs and living in a glorified closet of an apartment. Between studies and work I had so little time for a social life. Women were a thing I could fantasize about and enjoy in my quiet times before bed by the glow of my junk CRT monitor scrolling through pictures and videos on the internet. Occasionally I would get creative. Instead of looking at the porn sites I would try sexy personals sites or craigslist. Not necessarily to find a hookup but to place in my mind a fantasy of what it would be like to find someone on one of these sites and just have hot casual meaningless sex with them. As a virgin who had some back seat dry humping way back in high school and a topless chest to chest makeout session in college I had so little to use as reference from real life experiences of sex. But I would surf and fantasize and masturbate to these vision in my head of what it would be like to reply and hook up with some random stranger. But then i saw that ad on craigslist. That ad stuck out at me so much and I don’t know why. Read more »

Before The Prom [MF] [exh]

“How about another smile the happy couple?” said Rod Richter’s enthusiastic mother.

“Promise this is the last one?” said Rod. “My jaw muscles can only take so much.”

“Speak for yourself,” said Sherry Hopkins, his girlfriend and prom date. “You smile more when Coach Whitman cancels track practice.”

“You’re not helping, Sherry,” he said while still smiling for the camera.

It was a momentous, but tedious moment, at least for parents. Rod was about to go to his senior prom. Finals were over. College applications had been submitted and acceptance letters had been received. The hardest, most stressful parts of high school were almost over. He and everyone else at Grovesberg High School had earned one night of fun and partying.

Despite the annoyance he felt from his parents’ wanting a picture from every possible angle, he still smiled and held his girlfriend close. He and Sherry had already been through this with her parents when he picked her up. He barely had any time to admire the beautiful black dress she’d bought or the fresh highlights she’d put in her hair. Both their parents still tried to make it about them. Read more »

[MF] Girl takes it in the ass no lube, one of the craziest things I’ve ever seen [anal]

So like the title says, I had a girl I was seeing who took it in the ass, no lube. Probably one of the craziest things I’ve ever seen.

It was a girl I went to high school with, she was one of the weird Drama club/hacky sack kids. I wasn’t necessarily popular but most people knew who I was and didn’t mess with me. She was a white girl with brunette hair, she was in pretty good shape. She did yoga, she didn’t have big boobs but she had a pretty big butt for a white girl. We had taken PE freshman year together and I use to always stare at her ass during stretches cause she was one of the people picked to lead in the front and she had a nice ass haha. Also we made out a couple times during senior year but didn’t really go anywhere.

Anyway we stayed in contact after high school and during college we started sending nudes, one time I came back to town. Her dad was out of town on business and her parents were divorced so I stayed the night. Read more »

[MF] Head from a girl after her uncle’s rosary, terrible story :) haha

I don’t know how much you know about Catholicism, but when you’re Catholic a rosary is held the night before you’re actual funeral at the church. It’s like a viewing, saying a few prayers and people go up and tell stories they had with the deceased.

Anyway, there’s this girl I’ve known basically since birth, her family knows my family and our parents grew up together. Me and her had a crush as kids and even dated in high school but she was too crazy for me. But we’d still mess around occasionally.

It was during college, I hadn’t seen her in a year or 2 and her uncle passed away, so my family went to the rosary. We were talking a bit and she asked if we could hang out after the rosary and it wasn’t that late so I said yeah. She catches a ride in my car and we go get some Mexican food and then we go to my Grandma’s house (I lived with my Grandparents during college). Read more »