High School Archives — Page 187 of 805 — NSFW story

[MF] My [F18]riend gave [M18]e a thank you for driving her 15 hours

On my alt for my sanity
Look for ***** for the actual sex the rest is backstory.

So for appearances:
I’m 5’11 about 140lbs pale with dark brown almost black hair. and about a 5.8 inch Penis
Summer (not her real name) is 5’5 about 120 at most and did cheer, Blonde with blue eyes.

So we started being “friends” around sophomore year because we sat across from each other in classes. I say “friends” because we were polar opposites and argued about almost anything but almost always one of us would say/do something stupid and both of us would laugh. As an example I called her ignorant and she said “I don’t know what that means” and I just burst out laughing.

She goes through a couple of boyfriends and would even just ask random guys to walk over to me with her during lunch or after school and say “hey Again2003 meet my boyfriend” and I would pause for a second then always say “not bad” or “lucky girl” as a joke. So after we’ve both graduated in may a few months pass with nothing really happening except the occasional social media message. Read more »

I order a fantastic, sexy woman twice my age and totally out of my league to suck my dick and swallow my cum–she then humps my leg till she cums [M] [MF]

Ellen and I caught each other on the rebound. We met when we both lived in a Caribbean resort area. After a nasty break up, I’d had 3-4 very unpleasant months of scrambling for a place to live, anonymous 1-night stands, way too much drinking and drugs, and more than a few times going home with some woman just for a place to sleep. This finally ended when I moved into a small apartment on the first floor of Ellen’s house. She lived in the top floor.

She’d had a recent breakup, too. A few years before this, her marriage of about 30yrs had ended abruptly. This made me realize my problems weren’t quite so awful. I was about to turn 26 when we met. She was obviously much older, though she liked to be coy about her age. I worked out on my own that she was 53yrs old. Read more »

We met on the Freeway [MF] [Str8] [Anal]

There you were. We were both stuck on the freeway and made eye contact. We exchange glances and it was obvious our interests were peaked. I had seen you before a few times and knew we worked near each other. As we continued down the freeway in stop and go traffic, I rolled down my window and said, “Hi”. You rolled down yours and replied as well.

My heart was racing as you acknowledged me and I could feel my cock growing in anticipation. I asked how your day was going and you said it was going good because you left early, anticipating the heavy traffic. I explained how I had seen you before on the freeway and that we actually worked near each other. You were surprised, but excited to know, that I had noticed you. I asked if you had time to stop by the coffee shop for a quick bite to eat and drink, to which you agreed. We had about 30-45 minutes before either of us had to be at work. Read more »

First Love

First love

Several months ago my wife was watching the TV news when she began yelling. I came running in the room to see what was wrong.

I caught the last part of an interview featuring a very distinguished looking man probably in his early 60s. I looked at my wife with my hands out to my side as if to say “What’s the big deal”? The interview was something about how the Covid virus affects the heart and this guy was some type of Lead cardiologist.

Susannah got a look on her face which I never remember seeing before. She was like a little girl. “He is Jimmy and was my very first boyfriend”.

I was a little bit puzzled because when I met my wife she was a young Catholic nun.

She blurted out, “We went to high school together. We started dating at age 15. Went to all the dances and proms together”.

“Did you to ever have sex together“?, I asked. Read more »

[MFF] My first threesome with a younger couple

I’m new so sorry if this is too long or whatever. I’m a 31 F who gets called a MILF despite not having kids lol.

I secretly like younger guys (and girls) but always feel guilty going after them. Regardless, I was looking around and found a very cute couple on Tinder recently. She sorta looked like Miley from the Hannah Montana days but more blondish, and he was a cute skinny/fit (and hung) jock type. I’m skinny/petite and cute, nothing special. I matched with the girl and we got to talking, told me she was looking for someone to join her and her boyfriend because she wanted to experiment. I was in the same boat (straight but curious) and asked if they were ok with the age gap (they were both 19). She said she was and we exchanged numbers, verified and all that. Read more »

That time I ran into my ex-girlfriend on vacation, fulfilled her rape fantasy, and hit that aftercare hard. [MF] [Consensual non-consent] [CNC]

[The obligatory content warnings. While everything in this story is consensual, it involves two adults playing out a rape fantasy, and may bother some readers.]

I watched outside the sliding glass door of the ski chalet as Karnika stepped into her room. It was cold outside, and I was eager to get inside and warm up. Warm up inside of her: she wore a white bathrobe set off beautifully against her olive skin, tied carelessly at the waist and almost giving anyone spying on her a glimpse of her dusky breasts.

Here I was. I was going to rape her.

Let me back up. It’s not what you think.

The fact is, Karnika and I grew up together. We lived next door to each other from the time we were toddlers till… Well, forever. Our parents still live next door, and are close friends. As kids, we always played together, going over to one another’s houses constantly, having family barbecues weekly, walking to school together and doing homework in each other’s rooms.

As you might imagine, we drifted apart as we got older. There was nothing that really precipitated the drift. Well, there was ONE thing… Read more »

A Slave To My Girlfriend – Pt. 1

It had been almost a year since Daniel had been a slave to his girlfriend, Chloe.

It started so simply, the two of them talking about kinks and laughing about their shared desires. Laying in bed, Chloe cuddled in his arms, she admitted that she had always fantasized about having control over a man. Once high school sweethearts and best friends, the couple they once were almost didn’t exist at all anymore. Daniels mind thought back to that day.

Chloe in his arms, the two of them laying in bed after a day of drinking which had brought out a new level of honesty in his once shy girlfriend.

“So this one is a little embarrassing, but I’ve always wanted to be able to control a man. Like in a dominating kind of way. Nothing crazy, just telling him what to do during sex.” Chloe blushed, wondering if she’d gone too far.

“Haha yeah? Like telling me to eat your pussy?” Daniel asked.

“Well yes… but also lots of stuff! Like he’d still be my boyfriend and we’d love eachother, but I’d tell him what to do sexually. I’d get to relax while he served me a drink and then got on his knees to kiss my feet.” She blushed even harder, her cheeks turning red at the thought. Read more »