High School Archives — Page 38 of 805 — NSFW story

[MFF] used to jerk off for two female friends of mine in high school and we’ve kept doing it into our 30s

I figure I might as well see if anyone else ever had an experience like this. Back in my junior year of high school I used to ride the bus with my best friend after swim practice. It was never sexual at all. Then one day her friend, who was also on the team but I didn’t know all that well, sat with us. At some point the conversation got to how it must be uncomfortable to wear a Speedo as a guy – which it isn’t btw! – and they both said how they can tell who’s packing and who’s not. I said well some guys are growers and others are showers and you can’t tell much from a bulge when we’re soft.

Maybe the next week it came back around to that again and the friend (who’s now becoming a friend of mine too) asks if I’m a grower or a shower. And I said oh I think I’m a grower for sure. They both smirked and it was all in good fun, the kind of way you’re feeling people out when you’re that age and testing boundaries. Read more »

[MFF] Filming Porn for My High School Bully/Crush and Her Friend (part 6)

Part 5 is [here](https://redd.it/z8cynq)

“Heyy!” Willow exclaimed and dropped her bags to give Bella an enthusiastic hug. Willow’s face disappeared between Bella’s massive boobs and I was struck by the huge size difference between these women. Willow emerged, still smiling, and looked my direction. “It’s been forever!” she exclaimed, overly familiar, and wrapped her arms around my waist. I awkwardly returned the gesture, trying to think if I’d ever actually spoken to Willow back in High School or if we were actually meeting for the first time.

I let go quickly, but she kept her hands clasped around my back and looked up at me. “So you’re the dick today?” she asked, staring right into my soul with her big brown eyes. “I’m also the photographer” I managed, somehow annoyed to not be recognized for my philanthropic volunteer work here today. Willow may have looked more innocent, but I could tell she she had picked up Bella’s bratty attitude, maybe even perfected it a little. “You know, Bella told me you have a thick cock and she wishes she’d tried you out back in High School” Willow added “So I’m not gonna let you hide behind that camera all day”. Read more »

The Moment My High School Girl [F]riend’s Mom Learned Just How Big [M]y Dick Is

This memory was from a few years ago and still makes me confusingly sad and turned on. Nothing sexual happens in this story or resulted from this moment. Think of it more as a confession. Everyone in this story was 18+.

A bit about me: I am 23, Brasilian/ American, 6’4” and skinny athletic from a lifetime of soccer. I have green eyes and curly hair, with a skater boy alt vibe. I’m also packing 8” x 7.2” below the belt (7.2” girth at the base where it is thickest)

My HS gf was studying abroad for a few months at this point. She came home for 2 weeks for a quick visit and we couldn’t keep our hands off each other, but when it came to piv sex, she couldn’t take it like she did before she left because the stretching from my girth and length caused her pain. This was actually been such a bummer because she wouldn’t have time to get re-used to my size in the handful of days that she was visiting. Basically the worst bdp. Read more »

My Soon-To-Be Stepsister Borrowed My Phone And Found My NSFW Photos [MF]

*”Thanksgiving is a time for families to come together… not CUM together”* — my brain after fucking my soon-to-be stepsister the day before Thanksgiving.

Hello. I’m 27-years-old and come from a broken home. My parents got divorced when I was in high school and my dad moved across the country with a new woman one year later. I hated him for a while. I remember listening to a bunch of “I hate my dad songs” alone in my room. Not understanding the anger I was feeling was actually just pain.

I didn’t talk to him (except for the rare birthday phone call) for several years, but during COVID, we kinda reconnected. He has changed a lot and we started to talk like once a week on the phone. He invited me out to visit him and his new family, but I wasn’t ready for it then, or the following year.

But when he invited me for Thanksgiving 2022, I decided, “Why not?”

I flew across the country and was introduced to his new fiancee (Sara) for the first time. She was 10 years younger than my mom. I wanted to hate her, but she was actually super nice. She seemed to always be smiling. She’s a hairstylist. She’s also divorced and shares one daughter with her ex-husband. And wouldn’t you know it, this daughter was home for the holidays. Read more »

Dark Innocence

Studying in an all girls high school we were constantly schooled about our dressing, body language and how we sit especially with our legs together, the same repeated lectures at home too. My mother would be so cross with me at the dinner table that she would barely tend to my hunger and the stubborn brat in me wanting to be like my dad in all accords, so comforted and unapologetic, I Would never pay heed to what my mother said. although irked after an unsatisfied meal, went up to my room to lay down and switch through channels.. nothing ever interesting on tv since i was not allowed to watch mtv or v channel (YK. We had the OG parental lock of the 80s- THE DEATH STARE!!)
I think I heard my ma callout to me asking me to run some errands.
walked out in my ed hardy (love kills slowly- rofl) and a cute pink skirt. Slightly Swaying my hips briskly to cross the road, worried not to get caught in traffic. Few more meters to the store, stepping on the edge of the step leaning over the counter, gave him the list of things he needed to pack while I finished up the rest of the errands quickly. I stepped down, looked at both ends of the road, crossed to walk on the less busier side of the street and started to think about the cute guy I saw yesterday at the mall, his hand slipping through his girl’s pants slowly.
when suddenly I heard a man say ‘I guess it’s my lucky day ’, while I was about to turn around and get a look at what’s happening I felt someone cover my mouth with clammy palm the other hand around my waist pulling me into the dark alley into an old abandoned house hissing malicious threats into my ears ‘if you scream or shout, I’ll slit you in pieces and dump what’s left of you in garbage’. While I was panicking and trying to comprehend what’s happening as everything around me was dark and hazy. I was being groped, squeezed, kissed and licked rough and viciously. Flipped me around to face the wall shoved hard against what looked and felt like a big pillar. I could taste the dust and paint as both my hands were tightly held behind my back. I felt his hands invading my ass hips and thighs under the short. But that was not worse, what’s worse was he pulled down my panties and started to reach out for my ass and pussy grabbing and clanking it like a deprived mad man. The fear was real. I heard the buckle of his belt coming undone then the unzipping of his pants while he was telling me what a lovely catch I was and how he can’t wait to fill me up. I was whimpering and begging him to let me go. He was enjoying the helplessness as he was loving every bit of how my body squirmed and quivered at his touch. I was suddenly aware of something hard pressed between my thick cheeks, my breath caught in my chest in utter shock and fear. My cries got louder and the pleas more honest none of which matter as it only teased and turned him on more. He grabbed his throbbing cock trying to hold me still, in the right place and position he wanted to take me. Holding the curve of my hips pulling them back a little while he weighed down harder on my back, just enough to pop my ass out. I felt his hard yet soft wet dickhead rubbing against my pussy trying to tear its way into the warmth hungrily… Read more »

A Bully Caged, Part 1 [MM] [Bi] [Chastity] [Implied Femdom] [BDSM]

I sigh as I turn off my computer for the night. It’s Sunday, and I’ll have to be at school in less than 9 hours. Fuck.

Yes, I enjoy my classes immensely, and it is the final two weeks of my senior year of high school, but Mondays are still far and away the absolute worst every time they roll around. I dread seeing… him. Wes. He’s the ace of the soccer team, the most popular guy in school, and, most importantly, the bane of my existence. Every week, he finds a new way to torment me. At the beginning of the year, he was pouring coffee into my backpack every day, and right before winter break, he found a way to have them congratulate me during the announcements for being accepted to “Phaggett University.” And he’s never been expelled—not even once. He’s got this charm, where he starts to smile and joke with the teacher talking to him, convincing them that, whatever consequences they’re thinking of, they’re too harsh. It’s like he’s untouchable. His silver tongue and handsome features don’t hurt his cause, either. He’s not tall, but he’s striking, with sharp cheekbones and these big blue eyes. And he always keeps his grades up for some sports scholarship. Read more »

Football Buddy Part One: 21+ [M36/F32] [Straight Sex] [Interracial] [Busty] [Huge Boobs] [Cleavage] [Tit Fucking] [Creampie]

Chapter One: New Season

Sometimes things happen for a reason. That’s what they say anyway. I tend not to believe in that say-ing. Shit happens is more my philosophy. I work at a packing and shipping firm in one of the busiest cities, so I usually do not have the time to socialize.

My days are usually spent in front of a computer printing shipping forms or receiving invoices. My only salvation is football season. It’s the one time of the year to relax, scream, and shout at the box.

My football buddy used to live down the hall from me in the apartment building I live in, but last year he moved out to be with his girlfriend of two weeks. Two weeks is all it took for him to move out. He fell hook, line, and sinker for her mind games, and now he will probably get her pregnant and be stuck with her for life. His problem, not mine.

I love to stick to myself; most of my neighbors know nothing about me, and I like to keep it that way. Football season is about to start, and I will watch it alone for the first time in four years. Which is fine with me, but it’s always fun to make fun of someone cheering for the other team. Read more »