Tag: High School

[MF] I fucked my ex in the shower after she made out with my friend

First time poster. If you guys enjoy this, I’ve got plenty of other stories. I smoked a bowl before starting so let’s see if it brings out the creativity. Also have a saved picture of her ass I’m switching between to remind me.

We’ll start with myself- I’m currently a 24/M in Wisconsin. I’m a good looking fella, ladies say. 6’0, husky (we like to drink beer for breakfast in Wisconsin) dark buzzed hair, hazel eyes and a full beard. 6″ cock and quite thick and veiny, I’ve always made every girl I slept with cum from penetration so it’s a decent wand, freshly shaved. My ex, we’ll call her A, is 5’7, 130 pounds, brown hair. Fairly small tits, my guess was an A cup but she always wore B bra’s and her nipples showed when she leaned forward (unintentionally). Very nice plumb ass to make up for the tits and a shaved pussy. Read more »

[MF] My Girlfriend – Dreams, Fantasies and Reality

For those who missed it:

Here is part one of the new chapter:

My Girlfriend – A New Chapter from gonewildstories

Here is part two of the new chapter:

[MF] My Girlfriend… Honeymoon’s Over (?) from gonewildstories

Here is part three of the new chapter:

[MF] My Girlfriend – Doing it in a Magical Place from gonewildstories

Here is part four of the new chapter:

[MFF] My Girlfriend – "Guess who’s back" from gonewildstories

And all five parts of the initial story.

Here’s part one: https://www.reddit.com/r/gonewildstories/comments/4hhvtt/my_girlfriend_and_her_sisters_nude_habits/

Here’s part two: https://www.reddit.com/r/gonewildstories/comments/4j1qkr/my_girlfriend_and_her_sisters_nude_habits_part_ii/

Here’s part three: https://www.reddit.com/r/gonewildstories/comments/51flec/my_girlfriend_and_her_sisters_nude_habits_part/

Here’s part four: https://www.reddit.com/r/gonewildstories/comments/51rgd5/my_girlfriend_and_her_sisters_nude_habits_part_iv/

Here’s part five: https://www.reddit.com/r/gonewildstories/comments/52qhsu/my_girlfriend_my_girlfriend_and_her_sisters_nude/

Erin was the golden child of her family. If her parents were to be believed, everything she did she did well. Erica was perpetually the little sister. Erin was toasted by her family as the first one in two generations to graduate with honors from High School and go to college, a very good one at that. Read more »

Youth Centre Fuck Club [fffff][mmmmm][swing] An interactive story about a group of friends who all want to fuck each other, while running a succesful youth-oriented club/bar.

You work in a youth centre, called “Babylon.” It’s for people just out of high school, who still live at home and just want to have a place to hang out and drink. This makes it the perfect place for you and your friends.

The place looks like a bar/disco type of thing. When you enter through the double red doors, you first come into the reception hall. This is where you can usually pay the entrance fee, or when it’s a closed night, here is where they will check if you’re on the guest list.

When you can enter, you have to go through the wardrobe, where you can leave everything safely. Once you’ve done, you will enter the bar and dancefloor. On your right is a huge mahogany bar, with about five beer taps, and large black stools around the side of it. Usually two people will be at the bar.

You will find the dancefloor and stage on the left hand side of the room. The floor is a neutral blue color, with black walls surrounding the whole of the room. Though much of it has been painted on, like pictures of David Bowie, Pulp Fiction and other elements of pop culture. Read more »

[m]y [f]riend approached me about prostituting herself.

I feel kind of bad about this, but fuck it, had sex. (That starts at **** for those who skip ahead)

My friend Nancy has fallen on some hard times. Not the lost my job, can’t pay rent kind of hard times. No, Nancy went from being a pothead and weed dealer to dealing and doing harder substances. She’s lost some weight and word has kind of gotten around she’s the go-to for your poison of choice.

I won’t lie, I’d been trying to get in her pants since we met in high school. She was a curvy gal; 38 DDs, easily, and the body to go with them. Not fat, but enough meat on her bones to give you something to grab hold of. The closest I’d ever gotten was when she consented to show me some vids of her blowing her boyfriend. I’m here to tell you, Nancy has some serious skills.

So I’m sitting at work when my phone buzzes with a text from Nancy. It was a pic of her in red lingerie, tits spilling out of her too-small bra. She had thick, long hair that flowed around her shoulders. It was a dark auburn with streaks of red running through it. She’d lost some weight, and her color was a little off, but those legs still killed. Along with the picture was a message: “you busy after work tonight?” Read more »

“Concerns Over My First Purchase” [Fantasy, Misogyny] (X-Post /r/MaledomEmpire)

Hello, /r/sexystories. How’s it going?

This story was originally written for the creative folks over at /r/MaledomEmpire, which is an elaborate role-playing sub with strict lore and a well-developed universe. A disclaimer, before we begin: You might want to take quick gander over there *before* reading this story. Things will simply make more sense that way.

That said, here we go…

***

I wish I didn’t have to start this post off with a confession, but I guess there’s no other way to go about it. Don’t judge me, but: *I’ve never owned a woman before.* In high school, when all the other guys were getting their first cunts — usually as birthday gifts from their fathers — I was the odd one out. *I never even got my license to own a woman!* Well, not until a couple of weeks ago, anyway. That’s where my story starts. But first, one more confession… Read more »

[Group] [FF] + [FF] [No, seriously] My First Attempt at an Orgy (sexy, but also funny)

I’ve tried a few times to do the whole “group” thing, but it never really works out quite the way I want it to. This is my recollection of the first attempt to make that happen.

I had just graduated high school, and had all the parties and whatnot, but me, my girlfriend at the time M, and our best friends L and A (another couple) all got together for a celebration sleepover at my house when my parents went out of town for the next weekend. Of course it was just an excuse for everyone to make out and shit, like we needed an excuse, but whatevs.

Descriptions:
Me (again. Hi!): 5’0, blonde (that night), hazel eyes, curvy, “adorable”
Minnie: Taller than me (5’4”?), also curvy, wavy brown hair, brown eyes, medium-sized tits, awesome ass.
Lisa: Maybe 5’7”? Skinnier, short blonde hair, kinda greyish eyes, not as curvy
Amy: Somewhere like 5’5” I guess, super curvy, great figure, beautiful face, black hair, brown eyes, totally mousy most of the time. Weird huh? Read more »

Fucking my masseuse/first lesbian experience [FF]

Like most straight girls, I’ve had the lesbian fantasy for quite some time. Probably since high school. It’s the taboo sensuality that always drove me wild. I could never date a girl (because i love cock) but sometimes when I masturbating I would imagine kissing and fingering another girl and I would get so wet, kind of like right now ;)

A little about me: I’m a college student, 19, 5’4, and 120lbs, with long black hair. 34DD boobs, and my ass is pretty jiggly haha. I could do some more squats!

Massages are a staple in my life. I have a lot of shoulder and back tension so I try to go at least twice a month. I have a usual place, but for my birthday a friend got me a bunch of passes at a spa that I’ve never been to before. Who’s to turn down free massages?

The first time I went, I met my masseuse, Katie. She was really nice and really attractive. She was 5’8ish, short brown hair and green eyes. She was fit with an athletic build. We were chatting throughout the massage, I learned that she was 25 and a part time masters student. I later learned that she is bisexual. It was totally normal, she gave me a full body massage, and I left. I made an appointment for two weeks later. Read more »

In college I fucked my best friend’s girlfriend. It was so wrong but the hottest sex of my life. [MF] [cheating]

Hello all, I wanted to share this story because I shared some more recent stories here a while back and everyone seemed to enjoy them. This story happened many years ago but is 100% true and was one of the hottest events of my life. It’s a long read because I wanted to include all important build up details. I want to give a disclaimer that I totally understand my actions in this story made me a piece of shit. I want to assure you I’d never do anything like this now, and I was in a very shitty phase of my life where yes i was very selfish and yes I’d done some asshole things. I was 22 and I think all of us make shitty decisions and that’s what I did. I’m way more mature now and would never do anything like this now. But regardless, it still let to some very hot sex. Read more »

[FM] Head of the Class and She Just Won a Swallowship

Me: At the time, I was 18, at the end of my senior year in high school, 5’5, long brown hair, brown eyes, tan, toned body, 34c tits, a thick round ass, and a big bush on my mound (no hair around my lips or holes).

So it’s the end of my senior year and I’ve really just given up at this point, my will to do schoolwork is completely gone an I’ve been banking on my teachers realizing that. Most did except for one who seemed insistent on assigning work until the very end of the year. So on comes along my essay in the last month of school. Now in reality the essay wasn’t particularly difficult to write or particularly long, but I really just couldn’t be bothered. So being the enterprising businesswoman I am, I sought out some help. I went to one kid in my class who I had got with a few times and asked if he could help me write it. When agreed and I then asked if he would just flat out write the whole thing. Read more »

Some women just want to watch the world tittyfuck. [MF]

Unfortunately, this story didn’t happen to me — I was way too shy and reserved during the first two years in college. This is a story told to me by one of my close friends at the time, and I’m retelling it here (through his perspective to make things easier). He told me this story as it was happening through several updates, which I’ve chained together here. It used to be a major player in my spank bank but I guess it got pushed out by other things over the years and I sort of forgot about it. The memory recently came flooding back to me, and I figured I’d share it. Obviously I’ve taken a little bit of artistic liberty with some of the more subtle details, but my friend was a pretty vivid storyteller and I think this is pretty close to accurate.
***
The dorm where I lived in college was co-ed (well, all the dorms there were). Pairs of rooms shared a bathroom to form a suite; suites were same-sex, but two neighboring suites might be co-ed. Floors usually had a fairly even mix of males and females, with shared common spaces but no communal bathrooms or anything. It wasn’t uncommon for neighbors to hook up, be fuck buddies, or try dating. It was inevitable, then, that some people would get reputations as the year went on — “easy” girls, guys who “will fuck anything”, etc. Read more »