I [F23] took my friend’s [M20] virginity without realizing it [MF]

If you’ve ever read my posts before you know I have sort of an issue with bringing sex into my friendships. It usually causes things to end up imploding but I still haven’t learned.

Lately I’ve been going through a pretty dark emotional state. A friend of mine has been so sweet and supportive throughout it. He checks up on me daily, texts me cute stuff throughout the day, and will hang out with me whenever I need company and just talk to me and try to make me feel better. It’s been immensely helpful and I’m so thankful he’s been so sweet. He makes me feel safe, talks to me about anything to distract me, watches cartoons with me, even brushes my hair(!!!)

The past week we’ve been hanging out on a nightly basis and staying up too late just talking and hanging and, lately, cuddling and kissing a little. It started when I asked if he could hold me the other night and he obliged, and we just sat there with my head on his chest while he ran his fingers through my hair and I cried. Eventually I got so wrapped up in my feelings that I started kissing him, and not just light kisses. They were deep, intimate kisses, lots of tongue, and they lasted for a while.

I [F23] had a cuddle session with this really cute girl [F22] I’ve been crushing on and things got steamy [FF]

So I’ve been getting really into the idea of puppy play lately. I’m primarily a sub and already did pet play stuff but lately I’ve been really identifying with the whole “puppy” lifestyle and I’ve been wanting to try it, even bought a pair of big fluffy ears to wear.

Simultaneously, I’ve also been hanging out with this new friend who I have a HUGE crush on. She’s GORGEOUS. Goth, tattoos, piercings, really soft looking lips, huge pretty green eyes, a killer makeup game, and she’s also thiccc and taller than me by a few inches. She’s also bi, and has been flirting with me pretty hard and teasing me about it when I get embarrassed. Usually I’m pretty forward with flirting but this girl makes me so weak at the knees. Definitely mommy vibes :)

Anyway, we had planned to hang out this past weekend at her place to cuddle and watch movies. My heart has been fluttering all week leading up to it. She was texting me a bunch of cute things, and when I asked if I could go into “puppy mode” in a joking way she seemed really into it.

[FM] My friend fucked me full of cum while I was on a work call

So on the Wednesday before Thanksgiving, I invited my FWB over to my place to hang out while I worked. I work from home for the most part, and I was expecting the day to be incredibly slow so I figured we’d be able to mostly just hang out without much interruption from my job.

I was wrong. One thing led to another and during a particularly slow hour I had started making out with my FWB and teasing him a bit and both of us were getting super turned on. Of course, right in the middle of this, my phone started ringing with a call from a pretty important client so I had to stop what we were doing and pick it up.

About a minute or two into the call, my FWB must have gotten tired of waiting because he slid his hands up my shirt and started playing with my tits while he kissed my neck. I was surprised and gasped a bit as he pinched and played with my nipples, but was able to recovery pretty quickly on the phone and tried to shift away because my nipples are really sensitive and I didn’t want to make any noise. My FWB had me in a pretty secure position though, sitting behind me on the couch, so I couldn’t really get away and just had to let him play with my tits and pinch my nipples as I got wet and tried to focus on the call.

[FM] I took my friend’s virginity the summer before we left for college

This happened about five years back when we were both 18. A close male friend of mine was pretty bummed out about the fact that he was still a virgin going into college, and after some joking between the two of us (and, tbh, a lot of flirting) I decided that I’d help him out with that problem and take his V card.

I asked him if he’d be down with it and he very enthusiastically jumped at the chance after he spent a few minutes asking me if I was joking. We settled on a day (a weekday in July, when my parents weren’t home) and I told him to come over and to bring condoms.

When he showed up at the door that morning, I answered wearing nothing but a tank top and a pair of black lace panties and pulled him in by his shirt for a kiss. Tbh I think it might’ve been his first kiss as well, because he kissed me back very awkwardly, but after some sucking on his bottom lip and slipping my tongue into his mouth a few times he seemed to get the hang of it 😂 we made out in the kitchen for a few minutes before I took his hand and had him follow me to my bedroom.

[FM] I (F23) gave my friend (M25) a free use pass for his birthday and he used it to his full advantage with lots of risky raw sex

So a close male friend of mine and I have both gone through recent breakups – I broke up with a girlfriend (I’m bisexual) and he broke up with his longtime girlfriend. We were out drinking the other week and he told me the reason they had broken up: they had a dead bedroom for the past year or so ( her fault, he was miserable) and it just wasn’t working out. I, being sort of a sex pest, and having just gotten out of a lesbian relationship, was craving some dick and in a moment of drunken foolishness, I leaned in close and offered to make up for the years of low or no sex he’d suffered through on his birthday. He was surprised and thought I was bullshitting him at first, but eventually I managed to convince him I was really offering and into it and we agreed to take that full Saturday to hang out at his place and have some fun.

I [F] let my lesbian friend [F] fuck my boyfriend [M] since she had never been with a man and was curious [FFM]

So pretty excited about this one! It happened recently – we (me, my boyfriend Dylan, and my friend Maya) have been chatting about this for a while, but COVID stuff got in the way and we haven’t met up for the past few months. Finally decided things had cooled down enough in our state to the point where we were comfortable meeting up, and I invited Maya over to spend the night at our place.

This all sprung from a conversation Maya and I had had a few months back. She’s gay and has always been, but admitted to me that she was curious about being with a guy but had never met one she felt comfortable enough to fool around with. I’ve always been pretty open sexually, and have spoken to her about some of my sexual experiences (even sexted her about them a few times, to get her off – my boyfriend is okay with this, btw) and brought up the potential of her having a threesome with me and my boyfriend. We’re all clean, my boyfriend has had a vasectomy, so safety wouldn’t be an issue. She was timid but interested, I talked to Dylan who also expressed interest, and we planned it out tentatively – it’d be a threesome, with the primary focus being Dylan fucking her and letting her experience dick for the first time.

[MF] an older hookup [48M] creampied me [21F] in his daughter’s bed while she was away at college

Obligatory this happened a few years ago back when I was in college.

I had been using Tinder for a while at this point, but had been getting a bit bored with the matches I had been getting lately so I figured I’d mess around and increase the age range a bit. After swiping for a while, I came across this pretty hot, in shape DILF in my city and swiped right on him. We ended up matching and chatting, he told me he had just joined the app since him and his wife had separated and was just looking for some casual fun. I was in a similar boat and we kinda hit it off. I’d never really chatted with an older guy romantically so this was all new and exciting to me.

In college, I [F] let my all-male friend [Group] use me as a fucktoy Part 2. taking their virginities

Hey y’all! You guys seemed to like the [story I posted last night](https://www.reddit.com/r/gonewildstories/comments/hb1jfs/in_college_i_f_let_my_allmale_friend_group_use_me/), so I figured I’d write about some of the times I fucked my all-male friend group in more detail since I never really got into that. As I went over in my last story, they were a group of inexperienced guys I became friends with my freshman year of college who started doing sexual favors for and eventually having sex with.

I first got the idea to take their virginities when we were all hanging out in Jake’s dorm room between classes one day. I’d only had about forty-five minutes before my next class so we weren’t drinking, smoking, or messing around that much but at this point I was pretty comfortable around all of them and we’d been fooling around for a few weeks. It was pretty hot in the room that afternoon with all five of us packed in there, so I had taken my shoes, pants, and socks off and had been laying in the bed on my stomach in just a t shirt and panties. Jake was in the bed with me playing with my butt (which I have to admit is pretty nice, heheh) and chatting with the other guys as they all played xbox together. Jake had been kneading my ass in a way that felt really nice for the past fifteen minutes, and his thumbs kept drifting between my thighs near where my pussy was getting soaking wet. All in all, it felt pretty good, and I was getting pretty turned on in spite of not wanting to mess around too much before I had to leave for class.

In college, I (F) let my all-male friend [Group] use me as a fucktoy

When I first came to college my Freshman year, I had just broken up with a long-term boyfriend, knew nobody on campus aside from my roommate, and was pretty desperate for friends. I tried to join a few clubs, but they all seemed to have established cliques already that I was too shy to break into. Finally I joined anime club, and despite only being familiar with attack on titan and a few ghibli films, everyone there was pretty welcoming. I became friends with four guys there and started hanging out with them outside of club meetings. Aside from being generally a bit awkward and inexperienced with talking to girls, they were all really nice and seemed genuinely interested in being my friend.