That time I went skinny dipping with my ex’s roommate [mf]

Right off the bat I just want to say that like most people, the decisions I make while drunk tend to be not so good. But oh well, they always make for good stories. This one is from way back when I was in college (just kidding not that long ago, about a year).

So on this particular night in September, our group pregamed as usual at our other friend’s apartment, then we went out and hit the bars. A good time was had by everyone and we slowly dwindled home by the time all of the bars were closing around 2 am. Unfortunately, I am a nocturnal kind of guy, so after we got back, I was ready to keep going. Not raging, but to keep a buzz going, do some dumb things.. you know, usual college stuff. Unfortunately, the only thing everyone else could think of was sleep, including my girlfriend. I went to lie in bed with her for a grand total of 5 minutes before I decided I would just head home and play some video games until I passed out (luckily I lived just a block away, so it made things easy).

[Group] wild [public] sex on a beach

LTL, FTTP so bear with me. Back in the beginning of August I went down to the beach for a trip by myself. Put out an ad on Craigslist saying i wanted to power bottom in public. I got an enormous amount of responses and told them to meet me at the beach at 7:30 at night. I show up in very loose-fitting shorts and am greeted by 5 very tall, very fit men. I laid down my towel and knelt down. The first of the men, a BBC of around 10 inches, walked over to me and I pulled his shorts down. His cock sprang free and I began sucking on it. The other four immediately stripped. One laid down beneath me and I mounted him while taking two more in my hands and the other two in my mouth. I made the one I was riding very quickly and motioned for the 10-incher to slide underneath and he began pounding me hard, and then I motioned the other 9 incher down below me and they both took my ass. I began sucking on another one, and he came in my mouth, and then I took the last one in my mouth without swallowing and began sucking on it hard. He came very quickly and I was left with the two in my ass. It took 45 minutes for them to both come and then the 10-incher took me home because I could barely walk. I felt like such a whore walking down the beach with cum running down my legs. More to come about spending the night with him.

The Fruit Roll-Up Orgy [Group] [Swapping]

The Fruit Roll-Up Orgy

There are many ways I expected my second night at our local swingers club to go. But the way it ended up was something beyond my wildest dreams, and I can’t keep it in anymore. Someone needs to know about the fruit roll-up orgy.

It was nearing eleven o’clock when me [22F] and my boyfriend Aaron [23M] finally pulled into a dark parking lot after driving through the forest that surrounds our city. The building next to us seemed innocent enough, with no obvious markers as to what it was or who it belonged to. Both of us, though, knew what we were about to get into once we went inside.

The warehouse-looking building was actually the local swinger club that we had explored for the first time a few months ago. The experience had been very fun (just a quick threesome, some casual conversation) but now we were back with a vengeance. Last time we were nervous; this time we came prepared. My purse was bulging with condoms, energy bars, and a bottle of rum. We planned to fuck until we literally dropped.

[MF] Semi public sex on the beach

Now this is an old one, happened about 12 years ago with my ex, lets call her K. Now the relationship K and i had was mostly sexual. She was in her early twenties, 5′ flat philipina, with perky little b cups, and a pussy with nice big lips that were still tight as fuck. When we would fuck, those lips would grip on to my cock, staying wrapped down my shaft as i pulled out. Truly beautiful. I was also in my early twenties, six foot, decent build from building houses. At our apartment i would toss her around like my little fuck doll and she loved it.

For this particular story we road tripped out from our apartment, got on the ferry boat a drove to the west coast of Vancouver Island. Keeha beach. Of course, as we drove we stoppped a few times for little quickies. One i remember was after she had reached down into her panties and started diddling herself as i barrelled down the highway. Pretty sketchy doing 120kph down the highway, with a rock hard cock, as my slutty gf talks about how she cant wait to jump me in the tent later. Pulled off, found a gravel road , parked and jumped her. Her pussy was already so wet and she came almost the minute my dick filled her little tight hole. A couple pumps later , i pull out and shoot my seed all over her belly and the top she was wearing, then it was back to travelling.

TailOfGirls[MF]: #2 fingered her in a pub

Disclaimer: I am a 26 years old guy living in Europe and I keep a list of every girl I had every had sexual interaction with and I’ will share with you all of them in the next couple of weeks (~20). I call everything sexual interaction when either a cock or a pussy is touched – so dancing on the floor and kissing is no, but fingering in the woods is yes. This means that the stories will be different, from fucking each others brain out to just starting rubbing my dick under the blanket. Everything I wrote is 100% true. If you like the stories I’ll try to share the rest of them too – let me know if you guys liked them.

#1 link: https://www.reddit.com/r/gonewildstories/comments/6sftig/tailofgirlsmf_1_how_i_lost_my_virginity_to_a/

So, #2 is a little bit more special, because I actually had feelings towards her. Let’s call her D.

[M]y Spontaneous [F]uck With An Ex

I’ll start this off for you by painting a picture of my ex, let’s call her Amber in the spirit of anonymity. Amber is on the taller side for a woman, around 5’7″. Her build is very average, not “fit”, but by no means overweight. She does have a beautiful pair of C cup tits, with relatively small nipples. Her waist is tapered down significantly from her broad hips, and sitting below those hips is her nicely shaped, full, thick ass that generously fills any pair of pants or shorts. But, she was boring. She wasn’t particularly adventurous, and she certainly didn’t boast much of a libido. Her sexual experience was limited to uninteresting, and uninspiring sex with only her long term boyfriends.

Amber I had shortly dated years ago. During our time together, she was cold, turse, and very prude. There wasn’t a whole lot that we agreed on, and even less that we found passion in together. We only seemed to find energy together in our fights, which there were more of than I care to admit. We never had sex. We kissed, made out, got handsy with one other, but never did we get to the good stuff. During our short time together, neither of us made the other cum. Needless to say, things didn’t last. And when they ended, they ended bad. We broke all contact, and decided to never speak again.

Our last day working together at the movies [mf]

Our last day working together was rather bittersweet. We had both enjoyed the random hookups at work, but we had also started hooking up outside of work as well. In our heads, the last day working together was going to be something memorable, but the universe had other plans for us.

We were doing a group meeting at work before having a going away party for me, so I was in charge of the audio/video component, meaning I was stuck upstairs for an hour and a half manning the laptop that was hooked up to the movie projector.

Halfway thru, vitamin K came upstairs to see if we could get one last round of fucking in upstairs. Unfortunately, due to the fear (thrill?) of getting caught, we couldn’t mess around our usual spot, so I figured we could use one of our off-shoot closet rooms in the booth area.

We went into the closet room and immediately began to stick our tongues down each other’s throats. It was hot, the forbidden nature of messing around at work, and we were under a time constraint. After a few minutes of kissing, she squatted down to undo my pants and unleashed my rock hard cock.

Bottle Service + [M]y Ex = Public [F]ellatio and More.

SYNOPSIS: I tried to avoid my ex all night, but the combination of alcohol, and the lure of a backdoor that had strictly been off limits was too much for me to handle. A long but good read…

I was over dressed for a Thursday night, but I was young and didn’t think twice about blacking out on a weekday. It was my buddies 22nd birthday, and I was heading to his girlfriend’s house for the pregame. She had planned an amazing night, filled with a party bus, sorority girls, and bottle service at the most exclusive club in town. I sat nervously in my roommate’s car, as we got closer and closer to our destination. I didn’t know what the night had in store for me, but I did know a few things… I knew that copious amounts of alcohol would be consumed. I knew that I was falling for someone and I wanted desperately to preserve that relationship. I also knew that I was a sucker for a blonde.

[Mf] [nc] The guinea pig

Dr. Beecher faced the auditorium. At least 20 of his collegues were assambeled. They all wanted to witness the first test and what he had planned. Some of them envied them for the chance to do those studies. He had just finished his presentation and short introduction. He now looked at them. Letting his gaze drift over them. Their eyes were fixed on him. He had their full attention. He smirked for a moment then he started to talk again “As I outlined in my presentation, the main focus of my studies is how various stimuli can be interchanged. How one reaction can move from one stimulation to another. Simply by association.” He pressed the button on his remote. Showing a picture of a young women. She was beautiful. Long legs. Athletic. Long curly hair. Her eyes had a shine to them that could captivate you. She wore a tight sprots outfit. Ready to head out for a run. “This is Magdalena. A young woman, full of life. More important however is her condition. Strong muscles, good breathing, a strong heart. All in all that should have a long healthy life in front of her.” He pressed another button. Showing the same woman in a hosptial bed. Her limbs missong. the stumps bandaged. Her eyes were sad. She had lost some weight For the shape she was in she still looked like she was in a fairly good condition. “This is her now. She had been on vacatin overseas and caught a nasty infection. Unfortunately by the time she was back home the infection had spread and we hat to amputate her arm just after her shoulder as well as her legs just under her hips.” He turned slightly, looking at the picture. “Unfortunately she didn’t have the funds to pay for her medical costs. Her family was also not able to help and pay for her bills. In accordance with the new medical laws she became property of the hospital.” He put on a sad face. It was a tragedy, no quetion about it. At the same time it had been the jackpot for him. The perfect candiate for his experiments.

First group try. [Group] [MF]

Through high school I had done what most of us do, take what I could get. Oral sex seemed to be a one-way street where I gave it, they tried it, and then told me to just fuck them. The fucking was missionary, them on top, or doggy style as the big finishing move. I was much more open than anyone I was ever with. Me and Ann had sex on the couch once. It was as you would expect, missionary.
This was college. I was lucky enough to live in a large house, with fairly liberal roommates. There was a hot tub in a Gazebo. We lit it with Christmas lights, just the white ones. It was nice enough. The house was out of the way, fairly private, and the usual for parties.
I met Rose on Yahoo Chat. I miss the local section of that chat room. I could chat anonymously with locals. I could private chat, and talk dirty. I met some really fun people in person from the rooms. Rose was the high bar of those.
She was two years older than I was, and had a lot more sexual experience. Things like trying anal, or watching porn and having sex at the same time seemed like bucket list items to me. They were fun to her. She was comfortable. She knew what she was doing. She had done a lot of it before.
Rose was 5’10”. Brown hair. B cup breasts with perfect nipples, but her ass was the star of the show. It formed a heart when she bent over. Her pussy would swell, and she was usually very wet. Speaking of her pussy, it was delicious. She was the first one to ever just sit on my face, something I enjoy to this day.
One day she and I were having the “compatibility talk.” Seeing what each other wanted sexually. We were too young to know the other stuff. Monogamous, open, what we wanted to try. This is a conversation I have always repeated. You learn a lot. I know that I need a certain type to keep me entertained.
Her stuff was easy. Toys. Blindfolds. Handcuffs. Her big thing was that she wanted me to learn to make her squirt. She could do it herself, but no guy had. Easy enough. I always fear the conversation from my side. How do you tell someone that their being spit roasted would be OK. If they wanted to fuck your best friend it is a plus? That you enjoy fucking women in serious relationships.
I started easy, told her that I would love any number of group scenarios. Also, would love to try anal. She chuckled, and asked if that was it. I told her it was. She chuckled, and dropped her pants. “Anal is easy, we need friends for the rest…” Dick instantly hard, throbbing.
I remember getting it in to this day. She puta condom on me, then pulled it off. Lightly coating me in it. She took the condom over her finger, rubbed her ass, then slowly put it in, and pulled it out. “ready, I will lead. You don’t need to just ram that in there…”
My dick is just above normal. Nice head, decent length. I always thought of myself as small. My best friend has a huge dick, and that is really all I had to compare mine to. I knew he was big, but I had no idea being thinner and two inches shorter was good for most women. He is actually just glad when one can take him.
She got on all fours, and guided me in. My favorite feeling is entering for the first time. This time is seared into my mind. A little pressure. I wondered if it would happen as I felt the tiniest pinhole of an opening start. She exhaled, and took me in a little at a time. Just the tip. Pause. Breath. Sliding in another inch. Out a bit, pause, breath, in a little more until it was all the way. I slowly pumped until I was done.
A few weeks later we had some friends over. Brandon was my best friend, Jenn was his eventual wife, and someone I always wanted. She was actually like one of the guys. Cool. We liked her. She could wing man, or talk, hang out, whatever. I was very close with her. Them dating made us all closer.
The night went as usual. Dinner. Hanging out. Movie. Drinking. Hot tub. Brandon forgot their suits. What a dumb fuck.
After a quick debate, we all decided skinny was what was happening. We grabbed full drinks, and departed for the Gazebo. I always had to go first. Take off the top cover keeping the heat in, and all that. This worked to my advantage. Brandon always just stepped over the side. Any girls always used the steps. I always grabbed the lay down spot near the steps. Most jets, best view of them getting in, and jet control.
Tonight, that view was naked. Rose got in, and told me to take a look as Jenn got in. Jen leaned way over making eye contact. Her large breasts hung nicely. She put one leg in, then stood up looking down at me. She said, “what have I done” as she turned around, bent over, and gave me the rear end view of my life. She then just fell forward into her somewhat usual seat in the corner. Brandon got in from the side with minimal incident. He was very drunk.
Rose told me she wanted me to sit on the side. I was a little warm, so I did. She started playing with my dick. Jenn bit her lip. Brandon said OK, and pulled Jenn close. Same room was a fantasy. This was happening.
Rose took me down her throat. Rose gave amazing head. One of the few people I enjoyed it from was her. She slowly raised her hips from the water facing Brandon. Jenn was very sexy, but Rose won the ass department. After a few minutes, I reached back to feel her gorged pussy. This thing was super wet. Dripping.
Jenn had mounted Brandon’s giant cock. I remember watching her position herself high in the water, move a hand down, and slowly sink down. It took about a minute. Once it was in she looked like it was OK, but painful. He looked like he didn’t want to hurt her. I remember Brandon being fixated on Rose’s ass and pussy. She was showing him what I had. I knew it. I loved it.
Rose looked up and asked if I was ready to put on a show. Of fucking course I was. This was my moment. I stood positioning myself behind her swollen, throbbing wet pussy, and guided myself in. She was so wet. It felt like we were using lube. There was no easing in, no slow going. I inserted until I was fully in, and started fucking.
Brandon was just watching at this point. I remember him asking Jenn if he could blow inside her, and her saying no. There was a small, hushed discussion I couldn’t hear, then “Ah, OK…UNNGGGHHH!!!” from him. At this point, He was watching. So was she.
Rose came hard. Her pussy tightened around my cock, and she asked if she was to wet. I learned always say yes to this, because it always leads to anal. She told me to fuck her ass. I had never heard it like that before. She was putting on a show. I remember her saying “for the record, a dick his size will never get my ass” as she pointed at Brandon.
For the first time in my life I was sexually superior to Brandon. I had lasted longer. Not only that, but he was watching me, and Jenn was looking like She was ready for a turn. My smaller dick got anal, his didn’t. His girl wouldn’t even take his cum.
I aligned my head with her asshole. It was pretty well lubed from how wet she was. I rubbed my hand from her pussy to her asshole, it was more than wet enough to spare the necessary lube. As I applied pressure I remember Rose shifting her hips right. I remember wondering what just happened. Did I hurt her? I pulled back a bit.
She leveled her hips. Moved a hand back to her ass cheek, pulling at it. Pushing back on me, and shifting her hips left. I felt her ass open. Left, right, left, right, lef6t, right, then I found myself fully hilted in her ass. “I said fuck my ass” she said. I knew only to start pounding as hard as I could.
I came soon after that. Sitting in the tub she looked pleased. Brandon got out, saying to “carry on” and that he had the spins. Jenn sat for a minute. Rose got out to check on Dan. I remember sitting there with Jenn. I wanted her next. I wanted to cum in every last crevice she could offer, just to come back and use my cum as lube for a second time. I wanted to fuck her like he couldn’t.
She slid over, adjusting the jets to off. Her breast hit my hard cock. She asked what we should do about it…but then I heard Rose. He is sick, where are the blankets…Fuck.
She insisted I get out first. I stood. There was this moment where my hard cock was inches from her face. She smiled, and looked at it, then me. She said she had an idea of how to start with that. Her face said feed me your cock…my conscious said get blankets and a trash can for Brandon.
It later turned out a group sex night had been planned by Rose. Brandon liked fucking drunk, and wanted to be too drunk. Brandon later told me he wished I fucked her, because she kind of held it against him that I hadn’t.
More will follow in later stories.