Tag: High School

That One Summer or How I lost My Virginity [FM]

Everyone in this story is 18+.

It’s only fitting I think, to share how I lost my virginity. It was the day I realized sex would be the most important part of my life, and that nothing was an obstacle when it came to getting it.

To give you a little background, Jay was definitely not someone I was supposed to be messing around with. Not only because he was the ex-boyfriend of my ex-girlfriend, but the fact that he currently had a lovely girlfriend and had been dating her for close to a year. They swore to everyone who would listen that they were going to lose it together, to show their love for one another. As you can guess, it didn’t exactly go according to plan. Read more »

Hooking up with the hot punk high school girl from the grocery store, Part 8. Liz and I have anal for the first time. (M22/F18) (anal) (oral)

Liz spent the night at my house on a Friday night. The next morning, she said, “Do you want to go downtown? Have some food and walk around?”

“That sounds fun…let’s do it.”

We took the train downtown to a trendy neighborhood, had some brunch and then wandered around. It was a cold, winter day, but the sun was out, and it wasn’t windy, so it was nice walking around. We walked everywhere with my arm over her shoulders and her arm around my waist or holding hands. Liz always looked hot and cool in whatever she was wearing. Today, she had on some black, low waisted jeans, tall black boots, a black and white horizontal striped shirt and a black leather jacket. With her beautiful face, bright red hair, dark makeup and piercings; she drew a lot of attention as we walked around.

We went into a record store, browsing through all of our favorite bands. We couldn’t really keep our hands off each other. Mostly just innocent, hand holding or hugging, maybe a kiss on the cheek. Sometimes, maybe grabbing each other’s ass. I was standing behind her, as she perused some CDs, with my arms wrapped around her from behind. Read more »

My gym crush, pt. 4 [MM] [20s] [femboy] [straight to gay]

[pt. 1](https://www.reddit.com/r/Erotica/comments/11xpnin/my_gym_crush_pt_1_mm_femboy_20s_masturbation/) | [pt. 3](https://www.reddit.com/r/Erotica/comments/11znmt3/my_gym_crush_pt_3_mm_20s_masturbation_femboy/)

Alex knew he shouldn’t have messaged that guy. It probably creeped him out that someone at his school saw him and then called him out.

But there were other dynamics that Alex couldn’t make sense of. He’d definitely seen that guy at the gym before and noticed him checking Alex out. Like—every day. And he seemed genuinely excited when he realized who Alex was.

Plus, the guy was posting in a ton of gay subs. So maybe he was attracted to women and men but not femboys?

Whatever. He seemed weirdly transphobic anyway.

>It’s cool if I’m not your type. I promise I won’t be weird if we run into each other at the gym

He sighed and opened up his dating apps. After swiping through a few profiles, he stumbled on someone he actually knew. It was Ryan, a guy he went to high school with. He was hot, played on the college’s baseball team, and was combatively straight—or at least that’s what Alex had thought. Ryan had had a reputation for making perverted jokes, tossing bits of paper into girls’ cleavage, and being a bit of a slut. Read more »

The Whore (Story #2)

Emily played wistfully with my cock. Her head was perched between my legs and the rest of her body sprouted out in a prone position on my bed. She was bored. Flicking my dick back and forth across her mouth and then routinely making a low growling noise and using my hard member to distort the noise at it came out. During one such vocal outburst, she accidentally let slip a slight belch, and I cast my eyes from show I was watching down to her.

I was seated against the back headboard of my bed. The particular exercise that was going on was something I had devised in the weeks since I had left Emily lying completely exposed across my office desk. I had let her stew in the thoughts of the experiences from that encounter, and I wanted to see if she would be true to the orders, I had given her.

“No one sees you naked,” I had said. “And no one penetrates you”

When I said the words, I didn’t really think about the link between penetration and them seeing her nude. She had reminded me that in most cases a guy would have to see her nude in order to penetrate her. I tried to explain that sex was possible without a guy seeing her nude. She protested, then had a eureka moment. Read more »

[FF] My First Time with a Girl after playing Truth or Dare

I used to be huge slut in high school but somehow never had sex with girls before this experience. I love sucking dick and having sex with men. Before this experience i had kissed with girls many times and i had fantasized eating out all of my female friends. I had especially dreamed about this girl Vivian. We had some classes together. She was gorgeous brunette with olive skin tone. Luxurious long brown hair, luscious lips, mesmerizing blue eyes, and stunning fit body. I’m a beautiful fit blonde. We were both 18 years old. Read more »

I got more than I bargained for when visiting home with my new girlfriend… [M21/F19] [sex] [oral] [cheating] [morningwood]

I run my fingers down the stitched black leather, nervously admiring the elegant curves and plush contours. “You’ve got a very nice car, Mrs Glassner.”

“Thank you, Adam,” she says, “That’s kind of you to say.” Her eyes flash on mine in the rear-view mirror before returning to the road, navigating us out of the chaos of the airport’s arrivals terminal.

Monica, her daughter, riding shotgun, turns in her seat to face me, giving me a warning glare. I shrug.

“Remind me again,” Mrs Glassner continues, “How did you two meet? In class?”

“No,” Monica shakes her head, “It was through a friend of a friend. Erica Garcia, you remember her? Mary’s friend? Well, anyway, Adam’s her cousin.”

“Oh!” her mom says, “Well, that’s very brave of you, Adam, spending the holidays with your girlfriend’s family. Won’t your own family be missing you, though?”

“Not really,” I say, “My mom and all her sisters are nurses, and they’re always working Christmas and the other holidays. Holiday pay, you know? We’ll have our family dinner the week after.” Read more »

Meeting up with an old friend (43f43m) and her husband (42m) part 1

Ed was a scrawny kid in high school and a lazy slob through his 20s. But he got fit in his thirties and by 40 he was turning heads at the 20th high school reunion…with his broad chest and shaved head he got some compliments. In high school he had been friends with Bri. They were in the same group. Geeky kids, music and theater kids, hanging out and goofing around. Mostly wholesome fun. They even shared a stage kiss back in the day. Bri was a typical 18 year old back then, trim with a swimmers build. She continued running and was fit in her 40s.

Bri and Ed lost touch…their paths went separate ways. Bri ended up with the smartest kid in class, Kirk. Now in their 40s and married a decade they had 2 kids and a dog. Ed married young and had kids right away. He went a more conservative route in life.

So at the height of the pandemic, Ed’s world came crashing down when he said those words to his wife “I’m bisexual.”. They tried to make it work, but it was too much for her. And for him. It was confusing. Ed doubled up on the workouts and got a small place near his family. Along the way he’d reconnected with his old friends, Bri among them. She was supportive and understood. She’s bi too she said. Read more »

The Broken Girl (Story #1)

Emily was a simple girl. A cute dirty blonde that usually found herself going with the flow. She was always easy to persuade and never was one to really say no. Emily was a slut. She would never admit it, nor would she ever allow herself to consider it. She was a carbon copy of her mother, and that sort of bred in her a certain level of denial.

We worked at a large employer in a small town. I worked in the IT field and therefore as the site’s System Administration I was considered management. It wasn’t that I had to be completely hands off with the employees, I just couldn’t get caught up in the daily gossip mill or scandals. It was during one of our meetings that our big boss was outed for banging Emily’s mother. This created a bit of unknown conflict because the second in charge had actually hooked up with Emily’s mom a couple weeks before. We all knew because they wound up in a back room at my friend’s house. Scandal and gossip ensued. Read more »

[FM]Spontaneous Footjob [foot fetish][cheating][sneaky]

The sun was bearing down on the poolside tile, and Casey sat in a reclining pool chair as he sipped from the amber liquid in his glass. His wife, Jenn, laid next to him, sunbathing in her string bikini. The air was hot, and Casey had been glad to lounge by the pool for a while in peace since his wife’s friend had somewhat invaded their home for the weekend.

“So Scarlet is definitely getting some work done inside right? It’s not that I don’t like having her around, it’s just that it feels like we haven’t had much privacy or time alone since she’s been here.” Casey asked, hoping his wife wouldn’t take his comment the wrong way.

“Yeah, don’t worry, she’s inside doing some writing. We have the afternoon together alone out here until dinner time. It’s not so bad having her here right? I mean she’s really fun! She’s such a spontaneous, free spirit.” Jenn kept her eyes closed, covered by sunglasses, as she allowed the sun to bronze her skin.

“Really? Spontaneous how?” Casey inquired, sipping again at the beer that was slowly warming under the summer heat. Read more »

My gym crush, pt. 1 [MM] [femboy] [20s] [masturbation] [straight to gay]

Dylan had never done this before, but while he pretended to check his phone, he opened up his camera app and took a picture.

He was a regular at his college’s gym, never missing a session or skipping leg day. He had his sets planned out, and he compulsively kept a record in his phone of the details of every workout. The rush of people at the start of the New Year was dwindling now, but one of the new girls he’d noticed was still around. She kept to herself, to the point that she still wore a mask, but Dylan thought he had caught her eye at least once.

He took another photo, then recorded a 15 second video.

It was cowardly and creepy, but her legs and ass looked unbelievable in her powder-blue leggings, especially while she did squats. With a cropped tank top that was little more than a sports bra, he had a clear view of the pale skin of her back, and with the aid of the mirror, he zoomed in on her tight tummy. As creepy as this was, he thought it was better than hitting on her while she was working out. At least, that’s what he told himself. Really he was worried that she’d go the way of all the other resolutioners, and he’d never get a glimpse of that round ass again. Read more »