Tag: High School

[FFM] Taking Advantage for our fun.

This probably makes me an evil person, but I was told that this Reddit might enjoy the story.

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Almost 2 years ago now, maybe a little less, one of David’s high school friend’s little sister came back to town after moving away. She was 5’2, chubby, Asian, and made her way to David’s business because all of her friends were gone, and she was honestly surprised that everyone that had stayed in the town was not well off besides David’s social circle. Her brother had recently gotten into legal trouble as well so she came back to see her parents. She walked into our business one day and David didn’t recognize her until she introduced herself. She asked if David’s other friends from high school were still around and David told her which ones were and weren’t. We invited her, her mom, and dad over for a little dinner and that went well. David gave them all the dirt on what had happened to everyone they used to know. At this point I’m totally out of the conversation because I have no idea who anyone is and such. Read more »

[MF] The time the star baseball player took the star softball players virginity.

* I am not an English major. I’m a veteran turned firefighter. Grammar is not my strong suit sorry.
And both people In this story are 18.

It all started back in high school. We were both seniors and she just trabsfered in to my school. I was the star baseball player and she was the star softball player. At the time I stood about 6’0 185 very toned and muscular body. I was your stereotypical jock. She stood about 5’3 115, with an amazing body and an ass that made softball pants even more sexy. Since we were both the stars we would have to eventually spend a lot of time together. News reports, pep rallies, practices, and recruiting middle school kids to come to our school. We would flirt a lot, “accidentally” brush against each other’s body. One day after my game, I was heading to the locker room and mistakenly went into the wrong door, she just got out of practice and was standing there completely topless, and in her pink Victoria secrets thong. I just stood admiring the view in front of me. She turns around and sees me and just finished getting dressed. Acouple days later I get a text message from her saying that all she could think about was me standing in the door way of the locker room staring at her with the biggest bulge in pants that she has ever seen. And how unfair it is that I got to see her naked but she has still to see me! Read more »

[m]y dinner with someone’s [f]iancee becomes my night with someone’s wife.

I first met Alexis when she started dating my friend, Brian. Brian was an alum who DJ’ed at the college radio station where I got to be a rookie DJ. The station had a small number of slots for alums who just liked to hang out and play records on air, and Brian was one of them. He was a bit of a music guru to me, kind of taking me under his wing and showing me how to be cool and less nerdy at rock shows. I stopped DJing after I graduated, but Brian and I kept up our friendship. He met Alexis in ‘the scene’. She was also a little older than me, but not by much; and she had this quiet intensity about her. Like, she didn’t talk a lot, especially around Brian because Brian couldn’t stop talking, but you could tell that she was paying attention to everything that was going, and she had a way of making a conversation record scratch by saying something that tied whatever we were talking about to something someone said ten minutes ago. Alexis paid attention. Read more »

[MF] Staining the couch

In my early 20s, I was totally friend-zoned by one of the only females in my group of high school friends.

She developed from the gangly, brace-faced band girl into the sorority girl that paid tuition by stripping. She always joked that she was a stick-figure with tits, and she was right. I remember her in a [bikini](http://imgur.com/a/MXE0L) would have great hip bones, a perfect mound, and amazing tits, plus a smile that lit up the room.

Once we hit 21, we would hit the local bars, and we would wing man for each other. She would talk me up to chicks, I would give her a “safe base” when flirting with guys.

One night, after a night of drinking, I asked “How come we never hooked up?”

“Well, I’ve thought about it a bunch. You have a great looking cock, but it would be weird.” (I was the guy that would get naked and run through a party.)

“I guess so, but I don’t want to date you anymore. You’re cool, but let’s be fair: you’re a crazy girlfriend.” I had crushed on her hard when I was still a virgin in college, and she had broken my heart when she was dating/sleeping around. I had truly moved on from thinking she was “the one”, but I always wanted to pound her out. Read more »

First time having my ass licked [FF]

Ever since I first considered writing my stories for you guys I’ve wanted to tell this one. It’s the wildest thing that ever happened to me and actually changed me in so many ways.

I met Steph through a friend. More of a co-worker than a friend really. I was working at a trendy clothing store in our local mall. Everyone there was at least 10 years younger than me. Their lives were all so different than mine but especially this guy Jeremias. He was openly gay and the stories he’d tell about what he did over a weekend or even just any regular week night were crazy! At first I really thought he was full of shit, but after a while other friends of his would come into our store. It started to become clear that he really was living this super crazy life like nothing I’d ever seen up close before.

One of his friends coming around regularly was Steph. Maybe it’s not cool to judge like this, but I took one look at Steph and figured she was a lesbian. She wore her hair really short and styled like a boy’s haircut. She was always in guy’s jeans and like concert t-shirts. Other than that stuff she was the cutest, girliest little thing. Her hands were tiny and feminine. She had a beautiful face and the brightest, prettiest smile. She got my attention right away. Read more »

[FM] The story of my clarinet teacher

Obligatory trigger warning… this story contains some gray area stuff that might not be everyone’s cup of tea. You’ve been warned. Also sorry this is LONG.

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When I was in elementary/junior high school, I was in band. I played the clarinet, and had enough aptitude that if I actually practiced, I could be good. But like most kids that age, I really didn’t have the discipline to do so. So my parents signed me up for professional lessons, which took place on Wednesdays or Thursdays after school in a spare classroom at the junior high. The teacher, Mr. S, was a fairly young guy; though he seemed old to me at the time he couldn’t have been more than 30. He wore a dress shirt and slacks, the same pair every time, as if he didn’t have more in the way of wardrobe items. His brown hair was tightly curled against his skull and always either glisteningly gelled down or frizzed out like a brillo pad. His face had the acne-scarred texture of an orange rind. Although he was conventionally proportionate and I couldn’t pick out anything specific about his appearance that was off-putting except his skin, he kind of gave off this strange vibe that made me slightly uneasy. Not always, but sometimes the way his brown eyes would glint with an unnamed intensity would catch me by surprise. At the time, I had the child-like thought that he could tell I was lying about practicing, and that’s why his gaze would pierce through me while I played. But if so he never explicitly called me out on it. Read more »

Jocks first time with a BBW [MF]

I’m Josh, a 21 year old star athlete for my D1 college baseball team. I’d say I’m nice. Not the typical jock, student athlete. I’ve always been driven with my endeavors. I graduated high school at the top of my class and got a full ride to play and study at a top university. I was always the girlfriend type. Always dated the short, hot, curvy girl that everyone wanted. Apart from being a nice, handsome, social, athletic, intellectual, and driven guy, I have a side that only few know. I’m incredibly kinky with a high sex drive. In fact, it scared a few exes away because they couldn’t handle getting fucked wherever and whenever I wanted. They’re loss.

Anyway, senior year I started struggling a bit in a high-level math class. It came down to getting a tutor and devoting my life outside of baseball to studying. Obviously, I didn’t want to give up baseball, so I put a halt on the social life. I got a tutor. She was a very nice, cute girl named Jenna. Jenna wasn’t my type, so it was easy to focus on studying with her. She was about a foot shorter than me at 5’3″ ish and a bit overweight. I say that nicely, but I’d call her BBW, not curvy. Like a slimmer fat girl, but not obese. She did have a big round ass, that I loved to look at. And these huge tits bigger than any I’d seen before. She had a pretty face, too, but was very shy. She was someone involved in her studies and that was it. Read more »

[MFF] An unexpected night with best friends

So this is my first time writing on GWS. English is not my first language, as you can see. Any feedback would be appreciated. Something about me: 26M, I used to have a thinner body, now I am more athletic and a 5,5 inch cock. Not impressive, but in time I managed to know how to use it for the common benefit.

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This story happened 8 years ago, I still remember it and I regret not taking it to the next level. Background: in high-school I was a geeky bookworm, I wasn’t going out so much and I hadn’t have a girlfriend until I was 18 (not so much action there, either). In high school I had two very good friends who were girls. Let’s call them Genie and Joan. Read more »

[MF] Getting back in the game with a 20something

A few years ago, I had an engagement fall apart. I took a few months to get myself in order, before I wanted to start dating.

During an alumni weekend at college, I met a recent grad. She was 24, and I was 31. I portrayed myself as a tech start-up guy (not entirely untrue), and got her number. I was already planning on coming back next weekend for something else, so promised her a date.

We texted throughout the week, and got connected on Facebook. I wasn’t driving up to Saturday, but started getting some flirty texts Friday night. She asked what we were going for dinner, when I was getting there, etc. I had planned on taking her to a cool bar before dinner, then a decent Italian place down the street.

When I was in school, this was the “fancy” place that students would go for special occasions, and I was hoping that was still the case. Thankfully it was, and she was impressed. Started texting about what to wear, and sending me pics of various dresses she was picking out. Read more »

[MF] Where The End Result Could Be a Scorpio

I found myself fully awake around 3.30 am on a Valentine’s Day – distraught that my beloved creature’s form was missing from our conjugal bed. Perhaps, I figured, he’d managed to fall asleep on the couch again. He mostly always does whenever he’s busy working on his big projects. Either way, the moment I managed to get out of bed to dress up (in my usual wet suit + bikini top+ hoodie) and out the bedroom I found his sleeping form sprawled, half of his body on the dining table, laptop open, and a tiny black and red heart card that he made himself. On it, it said “Happy Valentine’s *insert my name here * !” w/ other cheesy dedications of love and an amalgamation of glitter on the card and on the table.

Was I touched? Yes. I was always a fan of his handmade gifts and romantic gestures because 1) I am a sucker for romance 2) I like being flattered. Ha! Beyond that I managed to close his laptop and take off his glasses without him stirring. I also left a little post-it note on his forehead saying: BRB. Procuring Russian pastries + surfing. <3 you! : * Read more »