High School Archives — Page 535 of 805 — NSFW story

[MF] Cheating by accident

I tried posting here before. I keep screwing it up, but first time posting here.

Warning, very long, maybe mild by some people’s standards.

When I was twenty five, I had an unexpected call from a girl I dated in high school. She was very attractive, but no one gave her the time of day because she dressed conservatively and lacked confidence, so she never flirted. Ironically, we met at a christian youth camp, and because we were young, and she was very innocent, all we did all week at camp was play board games, talk and kiss a little. I had a lot more experience than she did but she was actually a very cool and interesting girl with an understated body. AKA, she was skinny and had great curves but small breasts, another reason the young dumb popular kids didn’t pay much attention to her. What she had were incredibly perky and sensitive, as I found out later. Read more »

NSFW My first time with a guy [M/M]

So the summer between High school & college I was visiting a family friend, Rick who lived on the other side of town. Rick was about 10 years older than me and married to Amy for about 5 years. I had known Rick for what seems like forever as Rick’s family and mine went back for years, as my father went to school with his older brother and Rick was always hanging around with them. Anyway, as I got to know Rick over the years we both had an interest in photography and Rick had become almost a teacher to me and we ended up building a darkroom at his house. It was not uncommon for me to spend hours at his house working in the darkroom developing photographs. This helped evolve a friendship with him and Amy. Anyway, Rick invited me over to his place to give me a present for my 18th birthday that was the week prior. When I got to his house he said Amy was out with some friends and would be home in an hour or so. He thought it would be nice to wait for her to return before he gave me my present and asked if I wanted to watch a movie while we waited. I didn’t see why not, so we headed to his basement in which he converted to a den. Read more »

[MFM] We Live Together And Sleep in the same bed

We are 3 friends from high school who slowly got closer and closer over the years. Started as a fantasy and an on going joke over the years that we would live together and fuck. And the 3 of us have had sex in the past but it all stoped after they got married. but kept asking me to live with them and finally did and after about 2 months she couldn’t take it anymore she wanted us the fuck her like we used too, together.

That night was a wild night of us switching between her mouth and pussy, both of us choking her with our cocks and drilling her pussy to make her scream and moan as loud as possible. This lasted on and off over 3 hours.

Now we sleep together in a king size bed and almost fuck her like that every night.
And we want to grow this family and bigger beds! Lol

[MMF] Sex with my Boyfriend and his Best Friend

I was in high school. Young, dumb and blonde. I use to hang out with boys a lot. To be honest, the only reason I used to hang out with boys because I love giving blowjobs. I gave blowjob to almost half of the boys in my class. Girls never hang out with me, probably because of the same reason. They used to call me a slut, whore, bitch, etc. I don’t give a fuck about that, maybe because I know I am. Well, every month I make a new boyfriend. I can’t handle emotional attachments. I meet, flirt, hang out, sex, more sex and move on. I love watching porn where pornstars are slapped, spanked, choked, etc. It makes me very horny. I think being abused was my kink.

Well, this one wild summer, I met **Jody James Willington**.

Jody was a bully. His friends were just like him. Nobody in the school speaks up about Jody because they were all of afraid of him. Once Jody duck-tapped a nerd in the bathroom and called all of his friends to punch him in the face. That kid got four stitches in his lower lip. Jody almost got restricted but ended up getting a suspension. His dad is a policeman and somehow no charges were filed against him. So, Jody was bully, beats people, gets suspended, and guess who got a crush on him. Yes, that’s me. Read more »

Warm Impermanence (true story, x-post from r/sluttyconfessions)

I’m not always the brightest sandwich in the toolbox, but there’s something I’ve come to understand over the years — something that has intensified in the month or so that I’ve been writing these stories. (Has it been that long? Seems like yesterday and forever ago.)

The lesson is that there can be — and should be — value in every encounter, no matter how fleeting. Whatever came before, or after, for a moment two people came together and met a primal human need. That’s worth recognizing and remembering, even honoring.

In Japanese aesthetics, there’s a phrase — “wabi-sabi” that loosely translates to celebrating the beauty of the imperfect, incomplete and transient. It’s not that something is beautiful even though it is imperfect and doesn’t last — it’s beautiful because of those things, because life itself is imperfect and impermanent. I oversimplify from an outsider’s understanding, but I think I grasp the gist of it.

Early March, 2006: Warm for late winter, conditions which will come into play later in the tale. It was 1 a.m., everyone else in the house was asleep and I was just home from work and wide awake. So I hopped on Yahoo chat, figuring that I might at least find some stimulating conversation. Read more »

Chloe Pt.II: [M]y Night of Truth or Dare with the [F]oxy Slut from Target

I opened the door to find Chloe in that damn yellow sundress with a cross-body purse giving her tits that seatbelt effect. They were so goddamn perky. This was happening. All of the nervous energy in the world was pent up inside of me and I was certain that I would find a way to fuck this up. As I was ushering her through the door my brain and my dick had a quick conversation.

“Dude, this is a done deal. Don’t fuck it up. Let me handle things.”

“It’s been a really long time. I’m not sure what I’m doing. I have no clue what she expects.”

“She expects to get fucked.”

“What if she gets scared off by me having kids or by me being a widower?”

“YOU DON’T HAVE TO TELL HER THAT! JUST FUCK HER!”

My dick was a very convincing debater. Read more »

Lesbian College Student Falls for Her Male TA [MF] [Masturbation]

[Note: the author is lgbt and this is based on a true story]

Kylie thought longingly about the TA of her Bio class, trying not to stare as she imagined kissing them. She had come out as a lesbian in high school and dated women exclusively. All of that wouldn’t have been a problem, except that her Bio TA’s name was Ben, and he was definitely not a woman.

Ben was unlike anyone she’d ever met, male or female. He was incredibly smart, kind, funny, and they had so much in common it was unreal. They were even close in age, barely a year apart, due to Kylie only recently returning to college after taking a few years off.

During the first week of school, they’d gotten along so well that she’d exchanged phone numbers with him and promised not to care what grades he gave her on her work if he’d allow them to hang out sometimes socially.

The only problem was, Ben was completely aware that Kylie was a lesbian, and totally unaware of her growing crush on him. She worried telling him would ruin their budding friendship, and that he’d somehow think less of her, as if she’d misrepresented herself. Read more »

[M]y scariest sexual experience with an old [F]riend.

First time poster here. Just got off of nightshift but I wanted to write this.
This happened about 8 years ago when i was just out of high school, before college, i was 18 years old. . The summer before college was one to remember. Seemed like me and all of my friends were just trying to live it up as best we could before we all went separate ways. We went to a small private school of 16 (yes, 16) graduates. We never had sex with any of our classmates, only women from different schools.
I had been talking to a girl on Facebook for a little while. She went to a neighboring school. We’ll call her, Vicki. Vicki and i had never met in person, only speaking behind the screens of our phones. As honey teenagers do, we’d talk about what we’d do together, complimented each others looks, etc. Well tonight, things went a little differently.

9:30pm
V: “Let’s meet up. Can you pick me up?”
Me: “You want to? Sure. What do you wanna do”
V: “We’ll figure it out. Pick me up at midnight”
Me: “Midnight?! I have to work in the morning.”
V: “It’ll be fun! It needs to be later, I need to sneak out of the house. I’ll text you my address.” Read more »

Helen in High Heels Part I [MF] [Long]

This specific story starts when I was starting college. I went to high school in a small suburban town and was well known and liked in my town. In the same town, I used to go to church periodically with my parents. I wasn’t particularly religious or anything, but I enjoyed going because I had friends there and we used to hang out after. Also, who doesn’t love messing around with Christian girls rebelling against their parents.

The transition from high school to college was blunt. I went from knowing everyone and knowing i was liked by everyone to not knowing anyone. I was tall, lanky and kind of awkward, basically your typical incoming freshman. My “jock” credits from my small town high school had not transferred over to the big state college and I felt a little out of place. I still had big dreams and I was naive enough to think I can fulfill them. I wanted to be a doctor so I signed up for all pre-med classes. I subscribed to a bunch of medicine podcasts and I downloaded some apps. Bright-eyed and bushy tailed, I walked into a biology lecture with 200+ people, all thinking they can be doctors. Read more »