High School Archives — Page 245 of 805 — NSFW story

My Classmate Megan

I walk into detention and see Megan in the room. She bends over to put her backpack down.

I slowly close the door behind me.
She turns around and sees me. “Hey.”
“Hey.”

“How did you get detention,” I asked.
“I slapped a creep for being rude. I’m wondering how on earth you managed to get detention.”

“I got caught skipping class.”
“Ah, so your a bad boy now huh?”

She turns around and bends over to tie her shoes.
I can’t help but to stare at her, her juicy ass in her leggings poking out.

She turns around and catches me staring.
She giggles, “I’ve noticed you staring at it quite a lot. I don’t blame you, all the guys do.”
She sways her ass side to side. “Well, what do you think?”

“I think its amazing,” I reply.

“You wanna feel it?” she asks. She turns around and starts playing with her ass, jiggling it up and down with her fingers.

“You serious? Who would turn that down,” I say as I excitedly walk over. Read more »

My[F] special evening with Desmond (long)

Disclaimer: This is a very long story (4,000+ words) but I couldn’t otherwise fully express the passion and importance of this experience. Also, the events I’m describing happened fourteen years ago, but my memories of the evening are vivid. Accept this as me reliving that evening in my imagination.

After I gave two groomsmen blowjobs at my frenemy’s wedding [My [F] Bridesmaid Blowjobs], I went back to my apartment and masturbated for over an hour, having multiple squirting orgasms until I collapsed from exhaustion into peaceful sleep. The next morning, a Sunday, I slept until almost noon, until I was awakened by the sound of an incoming text message on my phone. Grabbing it from my nightstand, I saw that the message was from Desmond, which made me smile.

Desmond was one of the two groomsmen I had given blowjobs to the day before. He was a hunky black guy with a big uncut cock. The evening before, when I was masturbating, I played images of Desmond’s big, hard, cock sliding in and out of all my holes, like watching my own private porn scenes. I had given him my number hoping he would look me up, and I was thrilled that my hopes were coming true. Read more »

The Professional Woman: Part Two (Two of Two) [MF] [Straight Sex] [Busty]

The weekend passed quickly. Mark had movers come to get most of his belongings. As I walked through the house Monday morning, it was a shell of what it used to be. The couch was the only thing in the living room. The kitchen was bare because most of the cooking utensils belonged to him. I found it strange that he had done most of the cooking in the house.

I smiled as I looked at the Keurig coffee maker. It was one of the only things in the kitchen that I had bought.

I sat at the table and smiled. I was free. Apart from the long conversation with Mark’s mother about her ring, everything else had gone smoothly.

Agatha screamed and yelled at me for what seemed like hours. I don’t think there was a single curse word that she hadn’t used. Then she said she hoped I died a long and agonizing death then hung up. All in all, I think it went well.

“Hi, Steven,” I said as I passed the security guard at the entrance to the building.

“Stephanie,” he bowed. “We are with you,” he whispered as I got close to him. Read more »

I [M] became my algebra teachers [F] boy toy for a semester and summer.

So this was while I was a senior in high school, and the first time I hooked up with an older woman.

I hated every second of being there so my grades were never great. I was always thinking about pounding girls and skateboarding the entire time I was there and just didn’t want to do the work. Any ways, I had to take algebra 2 my senior year because I failed the year before.

I’ve always been into older women, and my algebra teacher, we’ll call her Ms. B, was Latina, mid 30s, shoulder length, wavy black hair, light brown eyes, 5’4 maybe, had a mom bod (which I love) kinda chubby but not fat, wide hips, huge rack, and a beautiful face. I’d often get lost in her eyes while she taught. She also had a very attractive personality, kinda bubbly, but also down to earth. Read more »

My (19F) neighbor at last fucked me after almost a month of flashing him daily

Hehe, I just got back home an hour ago- took a shower, put some clothes in the wash. Where was I? I was at my neighbours house getting fucked balls deep ?. For those of you who haven’t read my confession a week ago, I started flashing my naked body to him and he would always sneakily stare at me. He tries hiding it by closing his blinds while Im naked, but it was clearly visible. He (my neighbour) is a high school teacher and I’m a college student. He has to attend school to teach now while I only have online classes still. I babysit his kids currently so I go to his house every morning before the kids wake up to babysit them until he comes back home from work. He wakes up at 5AM every morning for work so that’s why I wake up at that time as well, to flash him. I’ll purposely shower at 5AM and come out the shower with only a towel wrapped around my hair. I would use a towel to dry myself up, and then apply lotion. I started to walk around with less clothing at home and I even did the smallest things to hint to him that I wanted him Read more »

[MF] Friend’s Mom Is A Nurse, And She Really Enjoyed My Veiny Hands

Let me start this story out by explaining I don’t go around fucking moms. I’ve had dozens (okay, maybe like 10) friends throughout my life, and I’ve only ever fucked one of their moms. Also, it wasn’t technically fucking. It was…well, fuck, let’s just get into the story.

I had a friend named Kevin back in high school, and he lived mostly with his dad, but he spent summers with his mother, Anna. Yeah, I know, it’s typically the other way around, but she was an alcoholic when he was younger, so his dad got custody. She had been clean for years though, and every summer Kevin would go visit her in Arizona.

Me and another friend went with him a couple times, and it was always a good time. Anna was a nurse, so she’d work a lot, which meant we had the house to ourselves. I’d like to say we threw ‘*American Pie*’ level parties, but really we played video games, drank beer and played wiffle ball in the backyard. We were super cool. Read more »

I [M] found out my (half) brother and sister-in-law [F] are swingers

So this just happened yesterday, and I have no one to tell, so hello internet: I had my half-brother, Rob (33m), and his wife, Alexis (27f) over for a little family lunch yesterday. They just had a baby 4 months ago, and I wanted to wait until I was fully vaccinated to see them, and after my two week post-shot time was up, here we are at today.

A little backstory: Rob and I had the same dad. Both our mothers passed away about a decade apart from each other in ’97 and ’06, and our dad passed in ’09 ago due to natural causes, and since then we’ve made it a point to keep in touch more often. We’re not super close, and we have conflicting personalities. He’s kind of a Frat-type douche bro who’s super self-absorbed, and I’ve always been the level-headed more down to earth one. When shit in his life goes wrong, since our dad died, he bitches to me, and being 6 years older than him, I tend to handle his shit for him. His wife knows this, and she sees me as the great mediator for all situations. Her and I have always had this kind of odd friendship because we’re really much alike, with the same sets of interests and such. Read more »

Moving in with my bestie [mff]

Moving in with my bestie [MFF]

Moving in with my bestie.

I[m]22 had just received the invitation to move in with my best friend ann[f]22 we graduated high school together. Ann and I were thick as thieves. We knew everything about each other, did everything together, we had slept in the same bed hundreds of times, cuddles, you name it excluding sexual things, we had done it. Ann was 5 feet tall, great legs, a smile that lights up a room and DD tits that could brighten anyone’s day. I had seen them a few times. They were fucking phenomenal.

So, Ann’s coworker Jane[f]21 also moved in, there were three beds and it helped some broke kids. She was pretty hot also. About 5’5, brunette. Nice C cups and a fat ass. There was a sexual tension between us, we were always flirting, and she was also like that with Ann, who returned it in kind. Read more »