High School Archives — Page 593 of 805 — NSFW story

Wife’s past comes into question… [MF]

Originally posted to hotpast.

My wife has always been honest with me that she was in fact not a virgin when we started dating (which was fine, neither was I). She had admitted that her ex prior to me and her had had sex before, and I believed what she told me. I had no reason to doubt her.

She always told me that it was very uneventful sex, not overly passionate or anything wild. I knew she’d had a few boyfriends before him but she never hinted toward anything having happened with any of them. I knew the ex prior to me somewhat as kind of a friend of friends of friends situation. Hadn’t ever really talked to him, but knew he existed.

Partying at one point with friends a few years after marrying my wife, somehow or another his name came up. A guy who was at the party (loud-mouth, no-filter while drinking guy) says “Did you hear what he did to (girl we’d gone to high school with)? They had sex and she ended up needing stitches. Her vagina tore!” Obviously a few people were grossed out and were asking how, to which the friend was like, “did you guys not know he has a goddamn horse cock? I swore everyone knew this.” Read more »

Unexpected reunion with high school friend [MF]

(If you’d like to skip to the explicitly sexual part, scroll down to the **** section break)

Helena and I became friends in high school our senior year. I had a pretty good social life at that time and spent time with lots of people and made easily my best memories that year. Of all the people I spent the most time with, Helena was one of four, and I considered her one of my closest friends.

I always found her very attractive, she was very much my type being a perky little brunette with big brown eyes and a tight body. She was fairly athletic and you could tell. She had tight, thick thighs and a desirable ass. Most people that I talked to agreed how hot she was.

I was aware at the time that she had a crush on me, and having come out of a long term relationship the previous year that really messed me up, I wasn’t ready to commit to anything serious. With that, on top of knowing her feelings, I never made a move on her because as attracted as I was to her, I genuinely did consider her a dear friend and valued not hurting her or making her feel used. There was one occasion when I spent the night and we ended up cuddling, but it was a friendly encounter and that was it, as much as I wanted it to be more. Read more »

Black Friday Bliss [MF] [exh]

“Hey Tom! Are you nodding off on me again?” asked Allie Avinne from the passenger side of the car.

“What? No, of course not,” her husband, Tom Avinne quickly replied. “I was just resting my eyes, preparing myself for the big open.”

“Yeah, sure you were,” she said dryly.

“I’m serious! Hell, I’m still digesting Thanksgiving dinner. Even three cups of coffee can only go so far.”

“Lucky for you, it won’t have to.”

Allie playfully swatted her husband as he sat in the driver’s seat, looking like an athlete trying to psyche himself up for the championship game. He should’ve been used to it by now. Ever since she introduced him to her unique Black Friday tradition – one, ironically, that started with her first boyfriend in high school – he’d been dedicated to helping her keep it. She gave him plenty of incentive to do so, but it wasn’t without obstacles.

The clock on the dashboard read 4:30 in the morning. Most people were still asleep and/or hung over from Thanksgiving dinner. Less than 12 hours ago, she and Tom had enjoyed an eight-course meal, courtesy of her mother and grandmother. Allie was still digesting it, so much so that she could still taste her mother’s pumpkin pie on her breath. It made falling asleep easy that night easy, but waking up much harder. Read more »

Me first experience with a guy [Highschool] [MM] [Long]

The story is about me and my best friend in high school, we will call him Sam. Sam was a tall athletic guy whose parents were originally from Eastern Europe. Sam and I lived in neighboring houses which is probably what led us to be best friends in high school. Sam and I hung out a lot during high school, almost everyday. Sam’s mom was a tall, pale Eastern European woman with a skinny frame and breasts that seemed too big for her body. As you can probably tell, I had a huge crush on Sam’s mom (but thats another story).

Sam’s mom was a stay-at-home mom and my parents were constantly at work all day. Because if this, we mostly hung out in my house. We also had a huge pool so during the warm days of summer, Sam and I would always go swimming in the afternoon to cool down. Sam would then come to my house to shower and hang out in my room. Read more »

S.M.O.M.S: Ingrid, Ch 9, part 1/2. [Fm, reluctant, oral, anal, slow, mast, mdom]

S.M.O.M.S. (Ingrid) by DiscipleN

Chapter 9, part 1

When I told Claire the news, she yelled. “How could you?”

I heard myself yell back, “It was you!” I blinked with disbelief. “What sort of sick human being are you?” A swirl of memories coalesced in my head. Andrew had been dating Claire!

“There was nothing indelicate about our relationship.”

“He’s seventeen. You’re twenty eight! How can you even feel love for a child that young?”

“That’s none of your business.”

“He’s my son, Claire. Now I’m twice glad my mother is taking care of him.”

“Why? Because you couldn’t?”

She got to me. Instead of exploding, I gave a peace offering. “Let’s calm down before we say shit like that.”

“Damn you!” She left the library without signing out. Questions came to me. Why were they meeting at the university? Did it really matter where? I told myself, it was to throw Garrick and I off the scent. That evening, I employed his nose. Read more »

S.M.O.M.S: Ingrid, Ch 8, part 1. [Fm, reluctant, oral, anal, slow, mast, mdom]

S.M.O.M. (Ingrid) by DiscipleN

Chapter 8 (part 1)

Now that Mother had officially called me, I expected her to hang up, and I never would speak with her again. “I don’t want to lose you, Mother.” I pleaded. My well exercised tear ducts ratcheted up to full gear.

“I’m suppose to talk it out with you.” She huffed. “Talk.”

“It’s all my fault.”

“I doubt that. You and Andrew don’t have that dynamic.” Mother knew because my son’s dynamic took after hers.

“Yes, he was complicit.” I backpedaled. “But I never should have involved him.”

“Talk.”

“I-I have a fetish, Mother. You saw it.”

“I don’t know what I saw anymore. It was so wrong, I blacked it from my mind.”

Interesting choice of color. “I finally told Garrick about it. He’s more understanding than I expected.” After you left, I never sought Andrew’s help again. From now on, Garrick will help me.”

“You need therapy.”

“I do, Mom, but I was told at a young age that shrinks are dinks for believing they can mess around with people’s heads.”

“This isn’t about me.” Read more »

Break Time Blowjob at Work [MF] [Cheating]

This is another story from my time at the phone bank, I’d say about three months or so after I made it to the call center floor after training. I had gotten placed on a team and had a pretty cool supervisor, a tall, black, thick woman many would consider BBW. She wasn’t necessarily attractive but as long as you met sales goals she wouldn’t bother you too much. I had also gotten lucky with a standard schedule, 8:30 am to 5:30 pm. We got two fifteen minute breaks and an hour lunch, my first break of the day was always at 10:30 am. The call center was massive so we had three different break areas and I was closest to the largest one so it was the one I used most often. At 10:30 every morning the same handful of people would be in the break room, nobody particularly interesting so I always kept to myself. There was one black girl though that stood out that had a HUGE amazing ass but wasn’t too pretty. She wasn’t necessarily ugly either though, she was however by all means a butterface. She was my height (but probably outweighed me by 30 lbs I was about 130 lbs then at 5’ 10) with extremely dark skin, she had long, skinny braids and wore glasses. Her body was banging in every way though, tall with a nice thin waist and thick thighs and of course the bubble butt. I’d always admire her figure when I saw her but never thought to approach her. Read more »

[MF] Thanksgiving memories

When I was in my 20’s I went back to school for my MBA, mostly taking classes at night before the whole online thing caught on.

In the majority of my classes I was the oldest at 27, when most of the other students had gone straight from college to grad school. One class, an accounting class, was the exception. Mary was 42 and was working as a basic bookkeeper at her job and was gunning for a promotion. She figured that some accounting classes would help her.

She was attractive, but not a model. She was likely a smokeshow in high school and college, but age and kids had affected her. She was a little thicker, had a few wrinkles, and her style was mainly soccer-mom that worked in an office.

But, she was fun. Because classes were 6-9, she would join some of us for beers after class since her husband was in charge of putting the kids to bed.

The week of Thanksgiving meant classes were cancelled, but we were working on a project together and met at the library on Tuesday night to work on some things. After a few hours of work, we grabbed a beer. Read more »

[M]y G[F] and I have been swinging and in an open relationship for about three years. Many stories to tell, AMA

Hello Reddit!

We’ve got a decent number of sexy encounters we can share, but aren’t sure where to start. I figured it’d be better to consolidate all of these under one thread, as I’m not the best writer in the world, and tend to keep descriptive text short and sweet. Feel free to ask anything!

**Some details about us:** We’re both in our 30s and have been together for the better part of a decade. We only recently started exploring our sexuality outside of a monogamous M/F relationship and have included others in our play in a variety of situations and scenarios.

I’m 5’11”, about 150 lbs, with dark hair (flecked with silver) and hazel eyes (I’ve been compared to Michael Fassbender). She’s (let’s call her Meghan) petite at 5’1″, and about 100 lbs, with red hair and green eyes (she gets compared to Amy Adams all the time), perky c-cup tits and a nice little round booty.

*Here’s a brief selection of sexual encounters we’ve had over the past few years, if you’d like details about one in particular, comment below and I’ll elaborate:* Read more »