gonewildstories Archives — Page 4521 of 5640 — NSFW story

[MF] Letting a friend watch me change my clothes as if I didn’t noticed

That’s a story I don’t really recall that often because it was a sexy situation but then I really didn’t pursue anything else and I feel like I let go a possible great time, so it’s a kind of bittersweet story.

I was 19 years-old, it was the morning after a great party in one of my friends’ house, some couples slept in a room and the rest (including me) slept in the living room (sofa, towels in the floor, etc). I woke up with a hang-over, as usual after our parties, and I wanted to put on my clothes (we all slept with our bathing suits, more or less). Everybody in the living room was sleeping and I didn’t even think to go to the bathroom to change, I thought “I’ll change quickly here”. So I began to took off my clothes. Read more »

My First Time [MM]

(From a text convo, let me know what you think!)

Heh I had talked to this guy online forever. We found each other on one of those chat websites. He turned out to be ridiculously cute. We were both like 17/18 and chatting turned to phone calls. Which led to phone and cam sexy time. Finally my parents were leaving town for a weekend and I was like fuck this, come over.

So he did and we were like two shy girls! So we talk Thursday and figure out he’s coming over Friday night since parents left in the morning when I was at school. When he came over I about shit myself. We both went down to my room and he brought his bag so I knew he was staying. So when he walked in I smiled at him and he kind of smiled back.

I couldn’t get hard at all. Haha so I was worried because I could feel him. Anyway we got down to our undies (we both wore speedos, weird story) and he grabbed me and I got hard right away. He kind of just grabbed me. Like my crotch. Read more »

[M] Fucked my grandpa’s step daughter at his funeral service

This wasn’t my most proud lay, but it was definitely one to remember.

I had received a call from my cousin that my grandpa passed. Well, he isn’t really my grandpa, but I was always told growing up to refer to him as such. He had been suffering for awhile, so it was sort of a relief in a way when he finally passed, considering his illness was terminal and he didn’t have to suffer anymore (neither did my family worrying about him). He didn’t have a traditional funeral; He was cremated immediately enough, so instead we had a large family get together to remember him.

I drove all the way there in my best clothes. I don’t normally dress up, but decided to put a little effort in this time around. I walk in, see my cousins crying and such, console them, and enter the room. I go to sign in, and I see this super sexy woman in a black dress near the checkout book (we’ll call her Stacy). I figure that she worked at the place, so I just smiled at her and signed in. About 10 minutes later, I’m talking with relatives and I hear one of them nudge me and tell me this girl can’t keep her eyes off of me. I ask who she is and my cousin tells me that she’s his step-daughter, tells me that she’s married (we’ll call him Jeff) and that it’s kind of despicable she’s eyeing me. Read more »

Me and Alexa’s first successful anal sex experience. [MF]

Refer to [our first encounter](https://reddit.app.link/osIZ6AHvvO) to get an idea of our history.

Alexa and me had been at it for a few months now. She was down for anything as long as it felt good and was risqué. She had a few toys. Vibrators, plugs, anal beads, and some desensitizing lube for such an event. Every time we had sex, her ass was involved. We had been working up to full on anal sex. We got it in a few times but to no avail. The length wasn’t a problem, it was girth. The anal beads were her favorites, especially when she was on her knees. She would pull them out while I was fucking her from behind, curling her toes when one stretch her asshole and pop out. We ended up getting bigger ones to help her get used to something thicker. Read more »

[MFF] My first threesome

I’ve been talking to one of my fwbs, Kevin, for a few months and we started seeing each other irl 2 weeks ago. We’re both married and non-monogamous. His wife, Sam, started talking to me on Facebook and we get along well. She had been trying to get me to come hang out with the both of them all week. I finally had an opening.

Kevin works from home and Sam had the day off. She told him she was going to get him a surprise (it was me!). We were all sitting on the couch, eating dinner and watching a movie. After a few hours, Kevin was able to take a break and we decided to have a cuddle puddle.

Kevin is a nudist so he was immediately naked. Then I took my clothes off to get more comfy, then Sam. We all layed on the bed, Kevin in the middle. There were a few minutes of innocuous caresses and kisses. We started talking and joking around. Sam began to caress Kevin’s cock playfully. I stroked his thighs, balls, and perenium. Read more »

[MF] [Cuckold]-ish? Emily gets fucked by “a real man”

I really enjoyed sharing the story about my last night with my ex, Emily, so I figured I’d share another story about her and I. You can find that story in my profile. I’m trying to keep things short but I like to be descriptive. Sometimes I end up just being long-winded instead. I’m working on it.

As I mentioned in my previous post, sex between Emily and I has always been pretty intense, fairly rough, and even a little violent at times. I didn’t really make much effort to describe Emily or I in my previous post so I’ll do that here.

At the time of this story, I’m 30 years old. I’m 6’ 4” tall and I’m definitely rocking a bit of a dad bod as I weigh around 275 lbs. My brown hair is naturally curly, so much so that women constantly fawn over it and talk about how it’s going to waste on a man’s head, but I keep it cut short because I’m a man and I hate dealing with it. I’ve been described as barrel-chested. For the most part my eyes are a blue-gray color though my right pupil has a small bit of brown in it. As for my cock, it’s about 7” long and I can barely get my index finger and thumb to touch if I try to get them around it. Read more »

Sometimes my brattiness gets me into trouble [FM]

I’m a 21 year old, 5’3”, currently Blonde Asian. He was the same age, maybe 5’10”? I’m not quite sure, but he was broad shouldered and strong looking which I really liked. He was working out a lot to get ready to be a firefighter. We met through Tinder and had been talking and hooking up for a few months by the time of this story.

I got the “Let’s hang out” text and agreed. He had just gotten out of class and needed to wind down which is why he hit me up. He asked what I was craving so we’d get food before going to his place to Netflix and chill. That was a recurring theme of whatever we had; we’d always just get food and go to his place to “watch Netflix.”

We decided to stop by a boba shop because that’s what I wanted at the time. After that, we started talking in his car on the way to chill. He mentioned wanting to get another dog and naming it Gizmo, and he was giving me a look as if that was supposed to mean something.

“Gizmo from Gremlins,” he said. Read more »

My sluttiest day so far; 3 guys in 24 hours. [FM]

Long time lurker, first time poster; two of these guys read this sub and I’m curious if they will find this post.

Me: late 20s, short & curvy, Latina/Caucasian, light eyes, freckles, thick wavy hair, waxed cunt.

I just got in town from a really fun wedding, where hooking up was not an option. That short vacation was in a beautiful destination so that romantic, fun energy really carried me into this week; I was starting off super horny and relaxed. Read more »

[MF] Three Hours In A Hotel Room

Up until this week, I had been with a grand total of 3 women my entire life, for a wide variety of reasons. The main reason is I’ve been married for the past 15 years. I don’t want to go into the ethics of this, but I’ve basically been celibate for a long time because my wife has absolutely no interest in sex.

As a married guy who was upfront, I figured I’d have some trouble find a woman to be with. I finally had some luck on Tinder, which was very surprising to me. This woman was quite a bit younger than me (i’m 40 she is mid 20s), very kinky, very submissive, and very beautiful. And absolutely did not seem to know how beautiful she was. We did a lot of orgasm control play remotely as I was out of town for the first few weeks while we talked, and did lot of sexting. Let’s just say it was like having 3 weeks of foreplay. I got to know her as much as possible as a person as well. Read more »