gonewildstories Archives — Page 899 of 5640 — NSFW story

[F] [20] [virgin] first ~sexual encounter~ with a guy

Some background information: I shared this story with my friends as we pretty much talk about everything and they all loved it. I just found this sub so I might as well share it with you guys, would love some feedback btw.

This is my weird account so don’t get creeped out but I actually am fairly attractive, 5’2, 106lbs, just the right amount of toned. Still a virgin because I got depression at age 14 and lost my libido until I started Lexapro this year (so much happier – and horny!) Also, apparently I’m “demisexual” so I can’t find people sexually attractive until I at least somewhat know them and I AM looking for something serious with this guy. This is technically not a sex (=penetration) story but still a good read if you ask me

I met this guy at a party a couple weeks ago. We talked over text every day, had two dates and went out to party together. We made out every single time. I then went over to his place to sleep over one day. He is also 20 and a virgin (pretty shy in that regard), ca 5’10 and rather skinny (love that). Anyways, here goes the story: Read more »

Part 1 of the first time I cheated [M]

This is the first time I’m writing for a while and my first time here so apologies if I ramble, I’ll try and keep it reasonable

So this was a good few years ago and I (32M/25 at the time) had a gf at the time however, in work there was this Polish translator (22F) who I had a mad crush on. 5ft8, perfect figure, tight stomach, the perkiest C cups, a beautiful bubble butt, short hair and wore glasses (2 of my biggest things) but I had no way of approaching her until 1 day she was assigned to me to do some training.

It started off just fine, innocent training, nothing untoward at all but afterwards we started emailing at work, things got a little flirty and she mentioned “does your GF know you speak to other girls like this?” I said no, apologized and we carried on talking but it didn’t long before things started getting flirty again. Read more »

I Fucked my EX’s Dad [F]

This happened last year. I honestly don’t date much because I prefer sleeping around, but me and this dude I go to college with agreed to an open relationship, it didn’t last all that long but it did last long enough for me to meet his parents.

His mom and dad had never been married and we’re no longer together, so I met them separately. Meeting his mom was uneventful, his dad on the other hand was more interesting to me. He was in his late forties (and I have a kink for older men so that was a plus lol), and he obviously worked out a lot. He also would clearly stare at my chest and was more handsy then was strictly necessary (lots of hugs, and back strokes, not unconsensually though, he would always ask) Read more »

I fucked an older man after our lousy date [FM]

I met a man who played guitar in a local band. I’d been to this bands shows before and knew most of the members, but he was the reserved type who disappeared after the show. When we officially met, he looked mesmerized by me. I’m not going to lie, I was very flattered. He was in his late 40s. He asked if I wanted to go out sometime. I said yes.

Fast forward to our date. I wore something very sexy and slutty and put a buttplug in. I went to the pub we agreed to meet at. I shit you not this man was 45 minutes late. I finished a glass of wine before he arrived. I would have left but he texted to tell me he was coming. Maybe I should have left anyway, but I was extremely horny. Finally, he arrived, gave me a quick “sorry about that,” then ordered food. The date was supposed to be drinks, not dinner, but I figured maybe he had a long day. He didn’t explain himself and I couldn’t bother to be mad. I didn’t want to go home and masturbate again. Read more »

I Fucked My Neighbor Last Night and Again This Morning [MF]

Reposting from a few years ago … enjoy!

I fucked my neighbor last night and again this morning. She’s sexy, petite and stunningly gorgeous. She’s also married, and I’d guess this is not the last time we do it!

I saw my next-door neighbor Yuka sitting on a bench near the garden in our apartment complex enjoying a sunny afternoon. She’d moved from Japan into the apartment next to mine with her husband, Kenji, who worked a lot and when he was home spent as much time arguing with his wife as enjoying her. I could hear them when I sat quietly on my deck in the early evenings. It was clear this work assignment was a big deal to him, but she was struggling with it.

We chatted for a few minutes before I asked how they liked their new life in the US. Her English was decent and she tried to hide any hint of marital discord from me. Wanting to be the good neighbor, I asked if they’d like to go out and get pizza sometime, thinking their social life might not be what they had hoped for. Instead of accepting the invitation to go out she asked if I knew how to make pizza because she’d like to learn, and yes they could come to my place on Thursday. Just like that the time was set. Read more »

36 [m] tonight I swallowed for the first time

Tonight I went onto whisper and met a stranger to hook up with.

All I wanted was to get someone off and he obliged, giving me his address and a cock pic.

With no more information than that I met him at his place, went in, and avoided all small talk.

He was nervously uncertain of what to do and started taking off his shirt, and I was there in a flash.

Kissing his chest and sucking on his nipples I slowly moved my way down his body, feeling his ass and pulling his pants down along the way.

It was the first time I’ve ever properly gotten on my knees for someone, and he didn’t even have to tell me.

His average cock filled my mouth and touched the back of my throat as I started sucking and tickling his balls.

I sucked and licked and sucked some more, playing with his balls and licking them and playing with them in my mouth.

Eventually I could feel him tense up…

“Oh god, almost there” he warned, with no need. I was into it. I needed it. Read more »