Tag: High School

First time getting my teen cock sucked by a man [MMF]

I have been lurking on this sub for a while and wanted to post something of my own. I grew up relatively conservatively. I got head a few times in high school, but didn’t lose my virginity until college, when the slut stories began. I thought I’d tell one that was a lot of firsts for me. First time with another man, first time meeting swingers, first time doing some ass stuff. Hope I found the right place for this rambling…

–

It was weird the first time Lorena and Eddy came over. We weren’t exactly sure why two mid thirties would want to hang out with a bunch of college kids but got a better idea when Lorena invited two more cougar friends over and started fabricating a story about calling 911 to report a fraudulent fire. Apparently, the three of them fucked the 2 lone firemen who arrived. Eddy had no qualms with this story.

Over the next week or so, our college apartment developed a friendship with our new neighbors who would give us tips on our surroundings and were generally great people- still are, although I haven’t seen them in about 5 years. Read more »

[MF] Stretching the boundaries

Little bit of background: I graduated high school in ‘09 at 6’6″ and 150 lbs. I was a razorblade and very consciout of it but no matter what I fucking ate I couldn’t gain a damn pound.
Wish that was the case now! Fast forward to the time of this story when weighed in at a more solid 210 lbs and was in some healthy shape because of my job. I lifted heavy packages and consistently walked over 18k steps every single day, even hitting 24.5k in a 5 hour period once. I was feeling better about my body than ever before and had a lot of stamina. I’d like to think of myself as a decent 7/10 on the looks scale as I was lucky to have dated pretty gorgeous girls but I was never one of those popular guys in high school that had ladies hanging off his arm.

I had gotten pretty intimate with a few of my gfs over the years, rounding all the bases several times but never able to cross home plate thanks to where I live (Check state initials in my username). I got to be pretty damn good with my long-ass fingers thanks to one girlfriend in particular, which will come in handy later. This experience experience happened a couple years ago, but I will never forget it. Read more »

First time anal cuckold! [FMM]

Hi all! I had a ton of fun last time I posted here and got many DMs and was asked to post more! It is Easter here in the states and I figured I’d share the first time I ever did anal! So here it goes!

I never EVER let one of my past boyfriends or even my husband touch my ass. Maybe it was my high school boyfriend, we were making out, fooling around then the next thing I know! Bang! He slipped a finger in my ass. The tearing, burning feeling will always haunt my memory.

Fast forward to my first anniversary. Me and my husbands first BIG fight. He decides to try to sneak his man clit into my ass! Hell no! I pull away, pissed off, putting my clothes on. We fight for the rest of the night and to the next day. It’s always the same pathetic shit. You let your boyfriend do it! Ahhhh no he basically raped me. God! Still pisses me off. Read more »

[M]y [F]WB fingering session at the back of the church hall

Hi Guys! Long time lurker and first time poster so please be kind! ?
So this happened when I just finished high school, there was always this one Asian girl I was always texting and chatting on MSN messenger (throwback I know) and we would always flirt and talk about hooking up and what not. I’ve seen her tons of times before as she goes to the same church as me. She’s tall, toned body, B Cups, flat stomach, and an ass that’s to die for.

So we’ve been messing around online, talking about blowjobs and fingering etc. but we never acted on it as I was attached and she didn’t want to step on anyone’s toes. So I broke up the summer I turned 19 . Out of college and back for summer holidays, she was 18 and we touched base again. Sure enough we started talking, flirting and sexting and said yes maybe we should hook up. So this all happened on a Friday and the next time we knew we were going to see each other was at church the next day. Read more »

I [M] hooked up with another girl when I was talking to my [F] current girlfriend

Been a long time lurker and will try to tell the story as best as possible.

A little about me is I’m roughly 5”9-10 full on asian (Vietnamese) with a slim fit body. I also grew up in a dominant black neighborhood so I’m what you would call “product of your environment”

This happened a couple years ago during the senior year of my high school. I was sort of the mysterious asian kid who drove a Porsche to school (my family sort of has money but never stay in the states long). We’ll imagine this girl is “S”.

S was this asian girl who was class president and very beautiful and smart. S and I have had a history of hooking up multiple times so there’s mutual feelings still hidden. While we have “J” who’s this light skin Cape Verdean girl who’s what you would call “ratchet” however had amazing boobs and a very nice ass.

S and I have been talking a lot throughout the school year but J seemed really obsessed with me, as she would always talk about me to other people and etc. There was even a time where J threatened to key S’s car because she was talking to me. Read more »

Surprising my [F] boyfriend [M] with my first buttplug

Aaron and I have been together since high school, but now we’re 21/M and 22/F, respectively. Even though we’ve only been with each other, I think we’re pretty adventurous sexually (playing around with a whip and some exhibitionism might be stories for another time). He’s 5’10”, freckled, with strong broad shoulders and a cute butt. I’m 5’3”, olive skin with larger than average boobs and an ass that I’m proud of thanks to some long hours in the gym.

We’ve had anal before, but we don’t do it very often, because of the prep work involved. I often will find a finger or two in my butt during sex though, and I love his tongue in my asshole while we shower together. We had been talking for a while about buying a butt plug for me, but never actually done it, so I took advantage of a certain 2-day free shipping service and bought an adorable steel plug with a blue jewel that looks incredible nestled between my ass cheeks. Read more »

Shoulder Tappers (XX-Rated Comedic Erotica)

Shoulder Tappers

As I walked into the liquor store I spied two fresh barely legal females, a slender late teen, and her stocky friend,they were approaching random people , clearly they were shoulder tapping. I went and got my four pack, a pint of rum, and rolling papers.

As I exited the store the two moved into an area were they would intersect my path.

“Mister?”

“Yes young lady.”

” We’ve just about given up on finding someone generous enough to get us some supplies to take to a back country party.”

“You need a booze buyer?”

“Yes we do, beer, schnapps, wine cooler, and Jagermeister.”

“Well I just might be your broker today young ladies. Just what’s in it for me?”

“You could keep any change… ”

“I’m fine for money Miss. So I’m willing to put myself into a position to get arrested, and fined for buying booze for minors.”

” Hmm Um… ” The strawberry blonde started . ” Well what would be sufficient to persuade you to help us Mister?”

” First, my name is Earl. Second… just how bad do you want supplies?” Read more »

Leanna an ex-cellent [Str8] experience NSFW long

This is a work of fiction that may become true. I am a 40 something married black man of mixed heritage. Throughout my life I have known and loved many a wonderful woman. One in particular, the first one was Leanna. She and I were high school sweethearts.

She was the woman who skipped church one night and took my virginity while listening to Anita Baker. Just listening to her music to this day takes me back to that amazing night. But that story is for another time. Our relationship did not last. We drifted in and out of each other’s lives.

We continued to explore one another and I continued to have many firsts with her. Until one day she moved away never to be seen or experienced again.

Life marches on.

We both built lives, got married, had children, you know the things you do. One day out of the blue I get a message on FB. I did not recognize the last name, but the face. I remembered that face. Instantly the song Sweet Love played in my head. Read more »

The new coworker

So where I work is a year-round job for me, but summer help is hired. Typically high school graduates or close family friends of the business. In the 4 years I’ve worked here a lot of faces have come and gone, but my boss hired someone pretty interesting this summer.

His name was Derek. He was 18, a senior at a local high school, drove a pick up and honestly had the most sultry bedroom eyes I ever saw. He as a shy kid, he usually just laughed at other people’s jokes but I tried to talk to him. I have to admit for being 18 and me being 24, he was incredibly attractive. I couldn’t help but try to get his attention. Walk by him more frequently, joke and smile a little more. It seemed to work as he began coming to me for tasks and jobs and talking to me a little more. He really was a sweet kid.

Now I didn’t expect anything to happen, I was in a dead bedroom relationship and he was 18, come on. I figured a little harmless workplace flirting, he would leave after this summer and new faces would replace him next year. Read more »

[M]y ex’s open minded roommate [F] cheating

I started dating my ex during her last year of college, she was 21 at the time and I was 24. She went to school in a large east coast city that I had moved to for a job. We had grown up in the same town and had mutual friends that introduced us.

We got a long great and I was excited when she told me she was going to grad school in the city. She would be moving in with her (f)ormer teammate from college. My ex Beth and her roommate Elsa were both very fit and continued their gym routine post college sports (working out was something we were all into)Now Beth was/is the prettiest woman I ever dated but Elsa was cute and had a bit of a slutty edge to her that always had me curious.

So things were going great, we both had our own apartments on the opposite sides of the city but it was fairly easy to get together. We would often stay at each other’s apartments on alternate nights. We were both young and could not get enough of each other but Beth was all about “making love” and sometime I just really wanted to fuck. That being said, it was hard to complain. Read more »