Author: haleyxbaby

I [F] fucked my straight roommate [F] in the ass with a strap-on to punish her for teasing me[FF]

For a while, I lived with a roommate named Amelia. She was somewhat straight, but we developed a sort of arrangement, and I ended up hooking up with her a few times, and we grew really close. (You can read about the first time I fucked her with a strap-on [here](https://www.reddit.com/r/gonewildstories/comments/hyx0ja/i_f_fucked_my_roommate_f_with_a_strapon_to_help/)). This is the story of the time I fucked her in the ass.

Quickly, she was blonde and skinny and modelesque, with tiny tits, a great ass, and big doe eyes. I was brunette at the time, with hair down to about my collarbone. I have average or so sized tits, but very perky, and decently big hips with a really big ass and a tiny waist. I’m a few inches taller than her. People say they like my face. I get Mary Elizabeth Winstead and Jennifer Connelly comparisons often. Read more »

I [F] invite a shy college freshman [M] along for a night of naked fun with friends, then take him home and let him cum on my face and creampie me [MF]

I’m gonna try something slightly different and tell a more personal story. This was a great night for a lot of reasons, not just sexual ones. There’s a little bit more backstory, but it gets incredibly hot, I promise. And I think it’s a cute story.

I was probably 20 at this point, it was the start of my junior year of college, and I had been putting off my required math classes for the last two years; I hadn’t done a single one. I started in college pre-cal. Naturally, most of the class was freshman, since you’re not supposed to wait to take this class.

On the first day, I sat down next to a boy named David. Well, not quite “next to.” It was a large lecture hall so there were a few spaces between everybody. He was young, with dark hair. He was super hot, like that cute, boyish kind of hot. He had a great, kind of prominent nose, and these Ryan Gosling looking eyes. He dressed nicely. Kinda professional vibes. The freshmen are always kinda try-hardy in those nice programs. After about two weeks of never talking to him, I noticed he came in with a coffee-to-go cup one day. I decided to make some small talk. “Where’d you get that?” I asked. “Oh um, the engineering building has a little cafe. It’s fancier than the little dining hall mini cafes.” “Oh, cool. It smells great.” “You want me to bring you one next class?” he asked. Read more »

Me [F] and my roommate [F] pretended to be sisters to mess with a guy and ended up having a “sister” threesome [FFM]

I have a lot of really great sex stories, but this might be the boldest, craziest, kinkiest thing I’ve ever done. It’s the one thing that I look back on and think, “Oh my god, I can’t believe I actually did that.” It’s a bit long, but I think it’s a pretty good story. It’s a pretty good memory.

After college, I moved in with a girl, Amelia, who I had never met. We had a lot in common and ended up getting close. We spent a lot of our spare time together, tended to do all our clubbing and going out to bars together, and eventually wound up in a friends-with-benefits sort of arrangement. You can read about that [here.](https://www.reddit.com/r/gonewildstories/comments/hyx0ja/i_f_fucked_my_roommate_f_with_a_strapon_to_help/?utm_medium=android_app&utm_source=share) I identify as bi, and she was straight but curious, and it just kind of worked out between us.

We were both naturally sexual people and spent a lot of time flirting, teasing, and talking to each other about sex and our fantasies. Our average night looked like the two of us sprawled out on the couch in t-shirts from past hookups and panties, legs intertwined, watching some Disney movie. These nights often ended up with us asking each other sex questions, trying to dig deeper and deeper into each other’s kinks, fetishes, and fantasies. Read more »

I [f] got fucked in public by my friend after letting a group of guys control my remote vibrator at the mall

One summer, I came back from college and ended up in a summer fling with my long time best friend. His name was Tyler. He was skinny, shy, and inexperienced, but I loved messing with him. You can read about how all of that happened [here.](https://www.reddit.com/r/gonewildstories/comments/hi4wnq/i_f_took_my_best_friends_m_virginity_after_making/?utm_medium=android_app&utm_source=share) I teased him a lot, which was easy because he was so new to sex, but one of my favorite memories from that summer is when I wore a remote vibe out to the mall. He got to tease me as payback, and I ended up getting fucked over the sink in the bathroom.

It was a Saturday, and we had plans to catch a movie at the mall with his friends. We had time, so Tyler and I hit up a sex shop on the way, needing some lube. I also just liked how nervous he got in sex shops, especially with me being so unsubtle about my sexuality. I teased him a little there, rubbing my ass against him, pretending like I was going to change into a skimpy piece of lingerie, playing around with the whips and paddles. But what really made this trip special was I saw one of those really fancy, phone controlled remote-vibrators. I talked him into going half on it with me, and we headed to the mall, a little late. Read more »

I [F] fucked my roommate [F] with a strap-on to help her get over her boyfriend [FF]

When I got out of college, I moved to a different city and moved in with a girl I had never met, Amelia. She was a friend of an acquaintance who posted a roommate-wanted Facebook post and my acquaintance tagged me in it and it worked out. We ended up getting pretty close. We would wait for each other to watch movies and TV shows, cook together, and have part of the fridge for shared food, never had to worry about chores.

She also went over to her boyfriend’s house often at first, which was nice. It gave me plenty of opportunities to bring home various guys or girls I was meeting on Tinder at the time. Right before moving in with her, I had a breakup with my girlfriend of a year and a half, so I was feeling particularly sexually free and liberated. I liked that she didn’t mind how sexual and promiscuous I was. I could even flirt with her a little without it bothering her. We were becoming good friends. This is the story of how I fucked her with a strap-on. Read more »

I [f] wore a buttplug to a fancy dinner with my best friend’s [m] family, teased him all night, then let him take my anal virginity [fm]

Some of you might remember Tyler from [my story](https://www.reddit.com/r/gonewildstories/comments/hi4wnq/i_f_took_my_best_friends_m_virginity_after_making/?utm_medium=android_app&utm_source=share) I posted about making him cum in his pants and taking his virginity. For those that didn’t see it: one summer while home from college I began fucking one of my friends that I’ve always been a tease towards. This story takes place in August, about a month after the first time he fucked me.

So that you have an idea of what we’re like. Tyler is skinny, shy, and easy for me to push around a little. I’m average height, brunette with shoulder-length hair, with small but perky C cups, a tiny waist, big eyes, and hourglassy hips, with a big ass for my frame. I’ve been told I look like Mary Elizabeth Winstead if that helps you picture me.

Tyler’s parents were rich, and always inviting me out to do things with them. They either thought Tyler and I were together or wanted us to be, so I was always his “date” for fancy parties and dinners and stuff like that. This particular time, they were going to a really nice, set-menu French restaurant, the type that costs hundreds a person. Read more »

I [f] fucked my friend [m] in a public restroom after letting a group of boys control my remote vibrator [fm]

My [last post](https://www.reddit.com/r/gonewildstories/comments/hi4wnq/i_f_took_my_best_friends_m_virginity_after_making/?utm_medium=android_app&utm_source=share) got a big response, and a lot of people asked to hear more about me and Tyler, so here we go. If you didn’t see my last post: I’m a petite brunette girl with a bouncy ass who can be sort of attention-seeking and pretty slutty. I’ve been told I look like Mary Elizabeth Winstead a few times before, if you know who that is. I don’t know if I see it, but if it helps you picture me, go for it. Tyler was my best friend, skinny and shy (but pretty big down there), who I recently started seeing. I had been together with Tyler for about a month at this point. It was the end of the summer after sophomore year, and we weren’t taking anything too serious; having fun. I was constantly bullying Tyler into trying things and loosening up, especially sexually.

One day he came over and we were laying around bored. I wanted to fuck later, but we couldn’t exactly do that 24/7. Plus we had to meet up with some of his friends at the mall later for a movie. I suggested we go to a sex shop on the other side of town, one of those giant places that seem to have everything. I said we could look around, peek at the porn, have some fun, and maybe grab an outfit or some lube or something. Read more »

I [f] took my best friend’s [m] virginity after making him cum in his pants in front of all our friends [mf]

This is my first post, but hopefully not the last. Let me know if you like it or wanna hear more! It’s a long story, but it has a lot of action, don’t worry.

A tiny bit of backstory, I’ve had this guy friend ever since middle school: Tyler. He’s always been one of my closest friends; he’s who I’d go to to complain and cry to a lot of the time. Everybody always said he was completely in love with me, and at first, I thought they just didn’t get us. But it became pretty clear they were totally right. He was kind of all over me. And it’s not even that I didn’t think of him that way; he just never stepped up and made the move.

We went off to separate colleges, as did the rest of our high school friend group, but we’d still hang out all summer every summer. After my sophomore year at college, we were hanging out a lot at my place since my family had gone on a summer vacation, and I was home alone. This all happened when Tyler and five other friends of ours (four girls and one guy) were all swimming at my place. Read more »