Fulfilling My Fantasy of Taking A Guy’s Virginity [FM]

So this had been a long time fantasy for me and last year I got the chance after meeting Brandon through Tinder. Brandon was 19 (I was 32) and about average height, slim with dark hair. At some we got talking about what we were looking for and he admitted he was a virgin. I couldn’t miss the chance. First we met for just a coffee just for safety. We chatted and flirted and he generally seemed like a decent guy. After the date, we carried on texting (and sexting) for about a week and one day when I was feeling super horny, I invited him over in the evening.

I decided to keep it casual, just wearing my usual PJs but decided not to wear any underwear – I wasn’t planning on wasting time. When he came over, I took his hand and led him straight to the bedroom.

A slut in a Jacuzzi ;) [MF]

I don’t use the word “slut” in a degrading manner. Sluts are fun ;)

This happened 5 years ago and it’s a true story.
I was in a night club that had a jacuzzi in the back. I had been there a few times and always had fun encounters but my friends never wanted to test out the jacuzzi.

That night, I decided to go to that club alone. There’s a lot of hot sweaty people on the dance floor, good vibes! I’m drinking a mojito and as I’m dancing a bit, getting in the groove. At the same time I’m checking out my surroundings, and beyond the dance floor I notice that quite a few girls are in the jacuzzi.

At this time, I was hitting the gym almost every day and was looking my best. I thought, might be fun to jump in there. So here I was putting my clothes in a locker, stripped down to my white Calvin Klein underwear.

The funny thing is, I’m a major grower. Soft it’s usually a bit less than 5″. So girls don’t think much of it to start with ?…

[MF] BBW coworker cheats fucking me bareback to creampie. Pics included.

It was about 2 months into a new job I had gotten in a small office. It was just my and 3 women in there, two in long term relationships and one to old for me. It was a normal office job where I had an office and my own space. The job itself was challenging and I was beginning to feel like it was too much work. The days seemed long and when I got home I would think about work all night. One of my coworkers Joss took the bus with me in the mornings. We began talking and building a work related relationship.

Consensual non consent [MF]

My birthday party was on a saturday night. I was going to dinner with friends then hitting a few bars. The guy, Stephen, would come and pick me up whenever I said I was ready.
I had a fun night out and I kept getting wet whenever I thought about what was to come. Around 1 am when only about 4 friends were left I texted Stephen and left the bar I was at. I went and stood on a side street and waited for his car to pull up.
He parked right in front of me my heart started racing. I got in the car and looked at him, this was the first time we’d met. Stephen was taller than me, maybe six feet. He had long, waist length, wavy blonde hair. He looked a bit like a surfer, a bit like a metalhead, but well groomed. He told me he liked my outfit, a shimmery silver skirt and see through black top, and started the car.
As we drove off I had a fleeting thought that I was in a car with a complete stranger, and he could take me anywhere or do anything, and no one knew where I was. That thought didn’t last long though because as soon as we were on the road his hands were all over me.
He put his hand on my knee and slowly slid it down my thigh, then spread my legs wide apart. He started rubbing my pussy through my stockings. I looked out of the window, and bit my lip to stifle a moan. Being a slut of course I was into it, but I had to pretend like I was reluctant, that was the whole point.
We stopped at some traffic lights and he undid the fly on his jeans. His cock sprung free, he was about seven inches, and I could tell he was rock hard. I had slunk down in my seat and was pressed up against the window, as far away from him as I could get. He grabbed my face, looked me in the eyes and said “Get your lips around my cock NOW”.
I love this sort of treatment, so I was just getting more and more turned on. I leaned over and grabbed his cock. I licked from the base to the tip, I was going to tease him a little bit but he grabbed a fist of my hair and forced himself down my throat. I like giving blow jobs, and I’m quite good at deep throating, so this was okay but there was still a lot of choking. He took his hands off me to continue driving so I kept sucking him at my own pace. He started moaning and I wondered if anyone could see into the car and spy what we were doing.
He asked me if I knew anywhere secluded we could drive to. I suggested my university because it has virtually no security and huge rambling grounds. It’s right on the edge of the city so we got there in a few minutes. I sat up whilst we looked for a suitable spot. He pulled into an empty parking lot. There were a few streetlamps around so there was quite a bit of light in the car.
He pulled me towards him and tried to kiss me, I turned my face away and tried to fight him off. He slapped me in the face and roughly grabbed my breasts through my shirt. He pulled my skirt up and pushed my underwear to the side. Suddenly his fingers were inside me. I was dripping wet and ready for him. I kept trying to push him away, but it felt so good. Soon I had four of his fingers inside me. He was finger fucking me hard, and hitting my g spot, and it just made me melt.
He told me to get into the back of the car and I obeyed, as quickly as I could. With us both on the backseat he started pulling my clothes off. He slid my underwear down, then undid my bra and started dragging his teeth across my nipples. I love rough nipple play and, more than anything else, it makes me want to be fucked immediately.
He pushed me down onto the seat, my skirt was up around my waist, my top was off. He propped one of my legs over the top of the seat leaving me open and exposed. I was still wearing my boots. Then he was inside me, his hands around my neck choking me whilst fucking me hard. He felt so good filling me up, he started slapping my face and I was in heaven. I couldn’t stop moaning and I felt like I was drifting outside of my body.
He pulled out and re positioned me by dragging me by my hair. He told me to open my mouth and then he was cumming on my face. It was warm and dripped down onto my tits. He started wiping up his cum then stuck his fingers in my mouth, I sucked them clean like a good girl.

[M] [F]ound a free-use slut and a hotwife, had my first threesome, dabbled in some drugs, and won some money on my first cruise ever. (Part 2)

It seemed like the second this girl’s door closed behind me, we were starting. We were both drunk, she was likely really happy that I’d gotten her a room after she’d been kicked out of her FWB’s, and we were both attracted to each other. We made out for a bit before I told her that my skin was itchy from the pool water. Just an excuse to get naked — and thinly veiled, at that — but she suggested we both take a shower so she could get my back washed. We shower and I was full-staff from the moment she hopped in. Maybe 5’6”, 110 lbs, tight, toned, and confident. I loved it. If I weren’t as drunk as I was, I might’ve cum from just the first few tugs on my cock that she gave me.

After the shower, we climbed into bed and 69’d. She came shortly after I got my second finger against her G spot while licking her clit. She took control, climbed on top, and swapped between cowgirl and reverse until I came. I told her I’d give her some privacy to sleep while I went to check on my friends. We spent the rest of the night in the ship’s club, not really having any more luck than the two girls we originally met (both friends ended up fucking them on their twin-sized beds at the same time and said it was weird).

[MF] Cheating BBW Coworker takes my cum in her (out of sync picture gallery included)

It was about 2 months into a new job I had gotten in a small office. It was just my and 3 women in there, two in long term relationships and one to old for me. It was a normal office job where I had an office and my own space. The job itself was challenging and I was beginning to feel like it was too much work. The days seemed long and when I got home I would think about work all night. One of my coworkers Joss took the bus with me in the mornings. We began talking and building a work related relationship.

T[F]W you Masturbate in Front of Someone Else for the First Time

I had an affair earlier this year. I’ve been married almost 8 years – I know, I know, how stereotypical to get the itch after 7 – and I did not actively look for this but I feel into a relationship with another woman and it was thrilling for us both. We were each sensing that the risks were growing too high and then lockdown made the final break somewhat easier.

I have told the story about our first time together [here](https://www.reddit.com/r/gonewildstories/comments/eio6in/i_cheated_on_my_husband_for_the_first_time/) and [here](https://www.reddit.com/r/gonewildstories/comments/g2yiaf/i_cheated_on_my_husband_for_the_first_time_with_a/), but someone asked me to share more. I’ve tried repeatedly to do that but each time the words seem so paltry and thin and cliché that I have deleted everything in embarrassment. This is no different. I will never laugh at those [stories in the press about the “worst sex scenes of the year” in fiction again](https://literaryreview.co.uk/bad-sex-in-fiction-award), because it is incredibly hard to put down on paper what it feels like to have sex, which is not nearly as good a descriptor of what Lucy and I did as *fuck*, but that removes the element of it all that (cringe) ought to be described as _making love_. In my job I am trained to write and read with precision, so I constantly want to stop myself here and clarify or elaborate. But when you strip away all the other layers, the reason why it is so hard to write this kind of thing is because we just don’t have enough words to describe great sex. It’s too abstract or too anatomical. And I think the problem is intensified when it comes to the particularities of lesbian sex.

[M] [F]ound a free-use slut and a hotwife, had my first threesome, dabbled in some drugs, and won some money on my first cruise ever.

This was years ago, before my current partner. Two friends [20s M] and I [22 M] begrudgingly booked a 3-day cruise because our other friend [22 M] was pressuring us to. It wasn’t spring break season, so I didn’t have high hopes. I’d also heard how awful cruises can be, but I started dreaming up fantasies a month or so before-hand so I could find a way to look forward to it.

I had only a handful of aspirations for the cruise; I wanted to gamble as much as possible, fuck someone, and sneak some coke back onto the boat from the Mexican port we would dock at. I achieved all three, much to my surprise.

As we boarded, it was a gloomy day. I hadn’t seen the two friends in a while (the other friend was my roommate and lifelong best friend) so we spent some time getting drunk at the bar and catching up with them. Didn’t take more than an hour until two girls approached us and started hitting it off with the two friends. Roommate and I were happy about this because the girls weren’t really our type and we were on a mission for all of us to get laid.

[FM] My boyfriend finally agreed to try anal play…on him

My boyfriend and I have always been open-minded. We aren’t each other’s first sexual partners (far from it in fact), but we have achieved a lot of firsts together – first public sex, first group sex, first extensive bondage, etc. I could potentially be convinced to write up these stories another time. Who knows? We’ll see. But, without a doubt, the biggest, sexiest first for us was the first time I played with his ass.

For some background on us, we were in our mid-twenties and had been together about six months when this finally happened. Pegging and anal play had been a joke between us for so long that I didn’t think it would ever actually happen. We even joked about it the first time we had sex; we had talked about Broad City earlier in the evening, and when we changed positions I joked that I was going to peg him like in one episode. From then on it was almost a meme. We’d be lounging around on a weekend morning and he’d ask what I wanted to do that day and I’d say “oh wasn’t I supposed to peg you today?” or “oh my gosh I totally forgot that I have an appointment to peg you raw.” I never actually expected it to go anywhere.

A blowjob? why not? [FM] (short confession)

Well, another short one.
I was talking to this friend. We have never had anything sexual. He was not so my friend, rather an acquaintance of 2 years. Occasionally we would talk about one thing or another.

He had broken up with his girlfriend. And in that conversation he told me that what he missed the most were the incredible blowjobs that she gave him. I simply told him to come and I would give him one. I said it seriously, without emojis, just, “come to my house and I’ll make you one” he laughed and didn’t take me seriously, maybe he even evaded, “hahaha I really miss that, she was fantastic for that” I said that maybe I was better, that he came to find out, again very serious. He stopped for a second, sent emojis with confused faces, “ammm is it serious?” I said “why not?” he was surprised, “wow ammm… I mean, it would be fantastic hahaha this is fake or a joke or something like that”