gonewildstories Archives — Page 4000 of 5640 — NSFW story

How that one time getting caught shaped my sexual kinks for the rest of my life [MF]

Just discovered this sub and thought I’d share one of my first sexual encounters. When I was young, I travelled a lot due to my dad’s work so we’d often spent time away and would often stay at friends places when we’d go and visit. They’d almost be like extended family in a way and we are all very close.

It was the start of lots of my kinks… the receiving instructions, the cuming on clothes, clothed sex, seeing women masturbate or thinking of women potentially masturbating have become massive massive turn ons so if this does, I’d love to hear about it (as a comment or in my inbox)

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My parents friend, back then, was in her early 40’s typical cougar kind. She would always love ‘hanging’ over my shoulder to look what I was up to, not hesitating to push her breasts up against me or you know gently rubbing my back whenever we went there. At 18, I had had a girlfriend or two and no longer a virgin, which she knew about and well at 18 you got the hormones rushing. Read more »

My [F]irst Handjob! [MF]

Okay yes, I’m a little behind sexually. For the past few years I’ve been dealing with my mental health and there just wasn’t any time for messing around with teenage boys. But I’m mentally fucking fantastic now and it’s my time to shine. I apologise if there is too much detail, it’s my first time writing here and I just wanted to document this wonderful experience.

I started going to a gym near me, but i stopped after three sessions because I just didn’t have the money for it. I saw a guy there, a personal trainer, and I recognised him. We went to the same secondary school a few years back, he’s a couple of years older though.

We talked for a couple of weeks, he sent me a video of him cumming but i never thought I’d have the balls to meet him. This man is beautiful in every way, he can’t be taller than 5’6 but my god his body is so big and strong. I’m a little chubby, quite curvy and 5’3 so I never saw a chance. But the one time he was free (he’s ALWAYS busy) he asked to meet (yesterday). After a few hours of panicking about my insecurities I said okay. He picked me up and drove horrifically to his flat. I say horrifically because this guy rarely puts his hands on the wheel. Read more »

My [F]irst public blowjob [FM]

Since people liked my story of my first [encounter](https://www.reddit.com/r/gonewildstories/comments/bke4zl/my_first_time_with_a_guy_from_bumble_fm/) with Mike, I figured I’d tell you all about our third date.

Just to recap, we met on Bumble. Our first date was drinks and makeouts. Our second date was more distinctly fun. He was 23, I was 26, and we sort of recently stopped seeing each other, but it wasn’t acrimonious. He’s just finishing school and moving and we weren’t really dating so it worked out that way.

After we hooked up, Mike was on my mind for the rest of the weekend and the beginning of the week. I mean it sincerely when I say I usually never cum with someone else and I don’t remember ever cumming that hard before. I don’t know what spots he was hitting but I felt everything deep in my chest when I came. It was guttural.

I also am never that slutty, period. Like I said, I *always* use condoms, so I don’t know what I was thinking when I had sex with Mike without one. I also never have had someone finish on my face before, but when he pulled out and said he needed my mouth, I grabbed him with both hands and finished him myself on my face. Later that night, he finished inside of me which I only let one other guy do and we had been dating long term. Like I said, it was very out of character for me. Read more »

Risking [M]y Second Craigslist Encounter [F] (Pt 2)

I was wearing jeans and a t-shirt, not gym clothes.

As last time, I was still cautious. When approaching her apartment complex, I still circled the block a couple of times, making sure I wasn’t being followed, making sure I wasn’t driving into a trap. Yeah, a little paranoid, but I was new at this. We’ve all seen episodes where the bad guys went to great lengths to con someone.

How did I know this wasn’t an elaborate ploy of someone for some sadistic fun and games? You don’t think screenwriters make that stuff up out thin air, do you?

After parking, again, at the far end of the apartment complex, so that my car was less likely to be associated with her, I messaged her, telling her I was a minute from the front door. And despite my angst, reduced as it was, I was already aroused. I adjusted myself so that my cock was pointing up, not bent over as it tends to get when I’m seated, like in my car.

[F]ingered under [M]oonlight with a view

The weather was humid and warm even though the sun had gone down hours ago. My skin still seemed warmer than usual, as though traces of sunlight were dancing below the hairs on my arms. I was sitting on top of a rooftop terrace cuddled against a man I had known for less than 12 hours and met in the lobby of my hotel earlier that day.

I could hear his heart beating loud and steadily barely concealed under the sound of his breathing that was also a little too fast for someone supposed to be lounging. I smiled a little to myself figuring he must be a little bit on edge. We talked about nothing in particular, I spoke subtly slow and quiet so that when he would lean closer to hear, I could savour the mixture of his warm breath and stubble against my neck.

I played this game for some time, every once in awhile earning a soft kiss against my neck. Read more »

The Disgusting Bar Bathroom Handjob [MF] [Cheating]

I’d just turned 22, moved to this college town and was getting settled in my new apartment. Making the rounds on MySpace and managed to friend a very attractive local girl who was working at some pub I didn’t recognize, managed to make a date for her that Saturday night. I was feeling great about that.

Friday night rolls around and after work, a few coworkers want me to join them at some place downtown, turns out it’s not exactly a great spot. Retro themed place with sawdust on the floor, a VW Bug in the doorway, and a wrestling ring in the middle, I don’t know what the hell was going on but I played along.

Then, two or three beers in, I’m wrapping up the night, come back from the restroom and some girl, not my type at all, we’ll call her Katie, stops me drunk. She’s slurring her words and puts her arms around me, starts looking at my teeth and asking if we can “just fuck and that’s it”, and if I can come hang out with her and her friends at another bar. Read more »

My second threesome with my boyfriend [MFM]

Now is the tale of our first threesome with another guy.

After we hooked up with a girl, my boyfriend agreed to let me have another guy. We were sorta picky with finding someone and didn’t really know which “direction” to go initially. I love my boyfriend (James) and his dick is great (about 7″ and long) and I wanted someone as big, if not bigger. He was cool with the other guy being bigger than him if we found someone we liked. He is bi-curious but wasn’t quite ready to try much stuff with another guy (the most he wanted to try initially was dicks touching if I gave them head together). We eventually found a guy on Craigslist of all places (when that was still a thing). He was sorta like my boyfriend, white and tall-ish, BUT he had a slightly bigger dick, which I was excited for! Read more »

[MM] A friend indeed

I will try to write this up as good as i can but my writing is not the best.

I have been friends with Paul for about 20 years, we both moved to a big city right after highschool but over the years we would hang out less and less but when we did it was like we just hung out the day before.

Paul broke up with his girlfriend who he shared a place with and he decided to move out to his own apartment and leave her there.

I went over to his new apartment to hang out with him one night and help him setup his computer and TV in his livingroom, once that was done we started browsing the internet and eventually started watching porn that i noticed he had in his history so i jokinly started playing it.

We had partied together before so we decided to get some coke for us to do, a few lines in and more porn and i started to feel really horny and my dick was being held back by my jeans and i really wanted to play with it, coke gives you a really good feeling and so i looked over and said, man im feeling pretty horny now, i would love to be having sex right now. Read more »

fucking my colleague after the fair [MF]

Hi, long time lurker, first time poster, hope ya’ll enjoy. I will add a “Sex starts here line”

I work in a fairly large company as an trainee, and my boss decided that i was going to be the new face of the training department. So he approaced me and told me that this means that i will go to all the fairs, visit school to advertise the company and stuff.

What he didn’t tell me was that i wasn’t going there alone, but instead with one other new trainee from a totally different department, that i never even got to see in those years of working there. When i first met Dani (name obv changed) a week before the first fair event, i was just blown away. You ever had that moment where you went through whats important on a partners body for you, and you see it right in front of you? Yeah, thats pretty much what happened here.
Dani was about 5″4 with long, beautiful brown-blonde hair, nice big handful pair of boobs and an ass that was sent straight from heaven, I am about 5″6, short brown hair and average, not muscular but normal sized. The moment we saw each other, she had this cute smile on her face, that and her glasses (which is a turn on for me) made me just go into deep freeze for half a minute or so, which made it quite weird to get to a good conversation about planning the event. Read more »