Category: gonewildstories

[MFF] I (M27) had a threesome with my now girlfriend (F21) and her roommate (F25) as our first sexual encounter

I met my girlfriend Katherine when I was in my last university year, a few years ago. She was living with some of my classmates, who were my friends. In that house lived Katherine in one room; my classmate Jay and his girlfriend Jasmine, who were in an open relationship, in the second room; and Mike and Brie, both my classmates who were a couple, in the third room. Katherine has a beautiful face, she’s 1.65 and thin, has soft white skin with a nice bouncy butt and C sized tits. Jasmine is 1.60m, has a beautiful face, she’s a little overweight but has huge tits, probably D or DD, and an average sized butt.

I used to go to their house pretty often to eat, drink and smoke weed. Strangely I didn’t meet Katherine until the end of that year because she wasn’t in the house very often, she was studying most of the time and was very shy. She didn’t party either, she didn’t drink or smoke weed. Read more »

I [22F] ate my friend out while her roommate was asleep [FF]

While I was in college, I had a friend that I was pretty close to who I would fool around with occasionally. We would often hang out, cuddle, and have “sleepovers” in each other’s rooms. One night, she had invited me over to hang out at her place. We lived in the dorms so she had to share a room with another girl.

Not too relevant to the story but my friend’s roommate was a giant asshole. She was super judgmental about how we dressed, us going to parties, even the movies we watched! If only she knew what we were getting up to in the same room as her ?

So that night we’re cuddling in our “pjs” (underwear and shirts) and I feel like she was in the mood for a little more. I started kissing her and she kissed me back with a considerable amount of tongue. After making out a bit, I start to slide my hand up her shirt to feel her tits. Then I start to lift her shirt to suck on them. While I was doing this I could see her looking over to her roommates bed to make sure she wasn’t waking up. Read more »

[F] masturbated while driving. Biggest orgasm ever.

I was driving home when a random thought came to my mind.

I imagined how guys be getting blowjobs while they are driving. So I was wondering how it would feel like if a woman got oral sex while she drove.

So I put my hand in my pants and start pleasuring myself imagining someone between my legs. It’s pouring raining outside, nice music playing and I feel so good.

I start moaning so loud and breathing so heavy (I’m a quiet moaner and I barely scream or be loud in bed). But this time I wasn’t controlling what was coming out of my mouth. It’s surreal. I came so hard. This was the biggest orgasm I’ve ever had. Not sure if it’s because of a position or the fact that it was kinda dangerous to do. But damn I still feel my legs shaking.

Three guys watched as she squirt all over the backseat of the car [MF]

One of my good friends had a family beach house a few hours drive away and he invited a few of us to join over the 4th of July weekend. It was four of us guys and my FWB, Penny. The trip down was long and uneventful, the beach itself was a madhouse, and the times that we had were fun. My friends are all super awkward and fun people to be around so the food, drinking, games, and laughs were all of the highest quality.

The beach house itself was great; we each had a bedroom, there were three bathrooms, and some awesome common spaces to share. Penny and I shared a room — for obvious reasons — and we had sex a lot. Loud, quiet, drunk, sober, early, late. In the four days there we had to have had sex at least a dozen times. Penny was notorious for flashing friends and strangers alike which always turned me on and led to more fun. Read more »

First public sex [FM]

The first time I had sex in public was when I was 19, second semester of college.

I didn’t have a boyfriend, but did have a few guys I would regularly sleep with. One night, I was visiting “Andrew” in his dorm. His roommate, though, would not leave so we could fuck. After a while, I whispered to Andrew that we should leave and find somewhere else. Neither of us had a car though, so we really didn’t have a plan. My roommate had an assignment due so my room wasn’t an option either.

We decided to just go for a walk. It was late-ish, 10pm. We walked past a house party a few blocks off campus, and decided to duck in. We didn’t know anyone but no one seemed to care.

We paid for our cup, got a beer and sat down on the living room couch. We were very touchy, giving each other kisses and brushing each other when we could, trying to not be too obvious. I got up to go to the bathroom and grabbed Andrew’s hand. Read more »

Met a stranger, got fucked by one of the biggest cocks I’ve ever seen [FM] [32]

It had been a while since my last adventure and I was incredibly horny. I posted on raomd and r4rtoronto without much expectations. My last few experiences had been underwhelming. It had been so long since I had been fucked on the regular.

Amongst the hundreds of messages I received, one tall, gorgeous man stood out. After messaging quite a bit, I was becoming more and more interested.

I was reluctant at first, he seemed a bit nerdy, maybe a little vanilla. When we finally decided to meet, I got to learn first hand, not to judge a book by its cover.

I showed up at this stranger’s house, extremely nervous as to how this night would go. When I walked through the door, looking up at him, I was immediately turned on. Tall, handsome, smelled so good. I typically walk with confidence, but hearing him say how sexy I looked, made me nervous and more confident at the same time. Read more »

Let a stranger cum inside![FM]

I have been on a tare lately….my roommate has been out of town so that means I can have extra loud sex. I fuck as a hobby, and usually don’t host because thin walls and I don’t want my roommate to know what a slut I am. She’s been gone five days and I’ve had 7 men over.

I had a second round with a sexy younger guy tonight. He’s been trying to bag me for years so I finally let him a few nights ago after a super disappointing date with a potential daddy.

I invited him over and the sex wasn’t phenomenal. I fucked a few guys (and a couple!!) in the days after, but decided I wanted to suck him off tonight because I was craving cock after I’d had some drinks. Plus He’s got a sexy beard and it feels so great up against my pussy. He doesn’t have a huge cock or anything but he’s got stamina and is obsessed with going down. I made him use a glass dildo tonight while he licked my clit and definitely squirted all over his face and made him feel good about himself. He fucked me missionary and then came in my mouth. He needed to leave right after (he’s a cop and was on duty). Read more »

[F]ucking on my manager’s desk

It’s ok, it was his desk ;)

Back when I was a naughty 18 year old, I was fucking/cheating with my engaged manager for over a year. We mostly used to go to his place but once we were super horny at work one evening and common sense left the building.

It was super risky- his fiancé was working that day, his office was shared with 2 other managers who were also in the building and there were multiple sets of keys for the office . Anyone could have let themselves in and we would both be fucked (again!).

We had been working a long shift together with about 10 other people and we were slowly dialling up the flirting and the looks.

He kept finding excuses to squeeze in beside me to get something in the kitchen, pressing up against me from behind and grinding his cock between my ass cheeks.

I kept following him into the walk in fridge to quickly kiss or tease his cock over his clothes. He ran his hands up under my shirt and pinched my nipples through my bra, making them hard and showing through my thin white shirt. Read more »

Naked waitress for my friends! [FM]

Late last year my husband and I were out with some friends at a bar and we all played a few rather drunk games of pool. I’ve never been great at pool, but on this occasion I managed to loose ever single game. It got to the point that a couple of the guys present suggested a forfeit if I lost the last game. They drunkenly joked that I should have to be the waitress at our next catch up and that I should do it naked. My husband found this hilarious and this only encouraged them. And of course, I did lose the game. I got a lot of boos and pouting when I told them that it was never going to happen, and eventually the joke died down and the night went on as usual. However from that point on, seemingly whenever we got together over drinks, the supposed forfeit would come up in conversation and a couple of them would have a shot at convincing me again. Read more »

College years: my bff’s younger bro [m] [f]

So, I could call this many things. Still my freshman year. I was dating a nice guy. Attractive, working, treated me well. I had to run home to pick up some documents and clothes…stuff like that. Well, anywho…I had some CDs and personal stuff I had left at my then bff’s so, on the way out of town, I thought I’d swing by and grab em. (No I didn’t call. No cell phone in the early 90s.)
Anyway, her car was there so, I pulled up and, because we were so tight, as usual, I just walked on in. Complete silence. I called out…nothing. well, I went to her room, and grabbed the CDs…plus a few extra…and went to the laundry room to grab my clothes. She said they were in a small basket so…off I went.
Well, when I got back there, I noticed a slight noise, like someone had really loud music on, with headphones. Her brothers room was in the garage. I guess he skipped that day. He was a junior (and yes, before I go on, had reached the age of consent. Plus, honestly, quite a male slut if even half the stories were true. Anyways….) Read more »