Category: gonewildstories

I [F] love sleeping with my older cousin [M]

9 years ago when I was 18, I was on a night out. I bumped into my cousin who is 19 years older than me. He was staying with parents and I asked if I could come over to see them in the morning. He agreed and we went home together. He was setting up the room for me and said he would stop downstairs. I asked him to get in bed with me. We started kissing and I sucked him off then climbed on top of him and we fucked and he came in me. His parents were sleeping next door. The next day I went downstairs (his parents were still asleep) and he started wanking and came and had to quickly clean up as his parents were coming down. We did it once more a few weeks later but then I went to university and moved away.

Fast forward to 9 years later (me 27 and him 46), I messaged him saying I’d love to do it again. He was hesitant but we did. I went round and we had some amazing sex but mostly kissing and we connected on an insane level and said we had feelings for each other. He said we couldn’t let it happen again because it’s become about more than just sex. Read more »

[FM] I (40F) asked a young man (23M) to jerk off for me in my car

I’m a (fairly) recently widowed (2 years ago my husband died in a car accident) mom of three (ages 18, 15, and 12). I got married young to my first serious boyfriend and didn’t have much experience sexually before him. When my husband, Henry, died, it was like there was a void in my life, and very notably a sexual void. We had a very active sex life before he died, and after he was gone I couldn’t bring myself to date again for a while.

About a year after Henry died, I was convinced by some friends to make a profile on Tinder. I put the settings to find guys around my age for dating purposes, but after a few duds, I got a little curious and opened up the pool but changing my settings to be able to also match with younger guys.

That’s when I matched with Jason. We hit it off pretty well, and he was surprisingly mature for a young man his age–he was 23. His age kind of intimidated me a little bit. He was so much younger than me, what could he possibly see in a woman my age? But we kept talking and, well, things turned sexual pretty quickly. Read more »

My Transition from a Lady to Hypersexual Freak [Group]

I was a very sexually reserved lady until I hit my early to mid 30s. I was a virgin until 18 and my husband was only my second sexual partner. Around 32 years old I started masturbating thinking about kinky friskier sex. I started fantasizing about gang bangs, rape fantasies etc. I ask my husband to talk to me about my fantasies. His stories were very erotic, he had me having sex with an entire baseball team, football team etc. I loved his stories, they would always end with an awesome orgasm.

Most men hit their sexual peak in their late teens to early 20s, while women reach their sexual prime in their mid-30s to mid-40s. In most relationships it’s the man that asks for an open relationship. We were different, I wanted the multiple partners. Even though my husband is awesome it was very hard for me to ask him, it ended up being very easy because my husband already knew because the fantasies we would discuss. I told him I desperately wanted frisky sex with other men and I wanted to experience “different sizes” so my husband let me go find both. BTW “size does matter”, girth is more important than length! LOL! I also had a couple of men that were the size of a forearm, these were kinky but way overrated. Read more »

[M]y First [F]WB Made Me Cum in My Boxers, Pt 4: I Think I Got Cucked?

I’ve gotten a handful of requests to continue this story, so I’m happy to share the next part of my premature adventures with Haley. As I mentioned in [my last post](https://www.reddit.com/r/gonewildstories/comments/nq3two/my_first_fwb_made_me_cum_in_my_boxers_pt_3_how/), Haley and I began dating other people off and on after those initial set of stories, so our meet-ups became less frequent. However, when we were both single at the same time, we inevitably started hanging out and hooking up again, and this next part takes place during that period when we were in between partners.

As always, to recap who I and Haley are, I’m Tyler. Currently 31, but an 18yo high school senior at this point. I was a late bloomer; a bit chubby until I grew into my height (6’2), and then became pretty tall and lanky. My cock is slightly above average size-wise (6.5 to 7″ if I’m really feeling it!), though I had no idea at the time that I was above average. I played baseball and was in decent shape, though the years of social awkwardness and not seeing myself as attractive had left me pretty unexperienced; I had kissed a girl, but never gotten past first base at this point. Until I started talking to Haley. Read more »

My (23F) first girl-girl sex in over a year was sooooo gooooooooood ??? [FF]

So last week, my friend Kat calls me up and asks if I want to come over and go out with her that night. She lives close to downtown, so I’d be sleeping over at her place before coming back home here to the suburbs the next day. Kat’s just a girlfriend, but we’ve also hooked up plenty of times in the past. So I wasn’t sure if this meant we’d be finding some guys or leaving them behind. Either way, I said “OBVIOUSLY” because I’m itching to get out again.

Kat is gorgeous. Curly dark brown hair, about shoulder-length (shorter than mine). She’s petite, just 5’2, with these big green eyes. She is “straight” to everyone but a couple of us who have known her for a while. Almost none of the guys she dates knows that she has a deep love for girl sex too. But… omg, does she know her way around eating pussy. Read more »

[M] tinder match went all femdom on me part 1&2

so this is the story of the crazy tinder night i never saw coming. So a little background, im a 27 yrs old skinny/athletic guy, and a very arrogant guy working in a busy working environment. So i go on alot of dates to get some of the stress out. I matched with this stunning looking thick ass blonde girl named Amanda. We went out on 2 dates and then she invited me over to her place. The first 2 dates were loaded with sexual tension and she has this strong power over herself, which is new to me as im usually the power horse at work.I came over and brought a bottle of wine. We shared the bottle and she started teasing me by spreading her legs revealing she was not very any underwear. She could tell i almost lost my shit getting so horny. She raised her legs laying on my shoulder and pushed me back on the couch. Read more »

Adventures of Miss Peach [MF] – Tokyo Trip Day 1 – Attention Fellow Nerds! Walking through the seedy Akihabara DVD Sex shops and SM bar

[Miss Peach at the Tokyo SM Club](http://imgur.com/a/NhO6HAg)

This is a pre-pandemic story that we have been wanting to write up for you.  It’s one of Miss Peach’s favorites for a lot of reasons.

So Miss Peach and I decided to fly to Tokyo for a few days.  Miss Peach had never been, but I had been many times, so I knew all the good spots.  I’ll not do any branding here, but both of the spots are in Roppongi and Akihabara, and not hard to find.  One is an SM bar/lounge with regular “shows” on the 2nd floor.  Guests always participate, but the house ladies and gentlemen do a performance which usually involves master/pet play, wax play, shibari, light whipping and fondling.  Very fucking hot. 

We flew into Tokyo, seated in the back row of the plane.  Miss Peach was wearing short, pure white booty shorts and a blue sleeveless top.  Super relaxed and obviously hot and horny to be on this trip with her Man.  Read more »

[M] My first time masturbating in public

When I was 17 years old, my mother asked me to accompany her to pick up my sister from her soccer practice, we arrived too early, so my sister still did not leave her practices. After 20 minutes my mother got bored of being in the car and decided to get out to see my sister in person while I stayed in the car, at first, listening to music. It wasn’t long before I started getting turned on for some reason. first my cock started to get hard and I just caressed it gently with one hand over my pants, but it wasn’t long before it was completely erect and throbbing immensely. I needed to mastrubate so bad.
so I looked for people near by, it was already dark and from what I could see the other cars that were parked around me were empty. so, although very nervous, I decided to take my hard penis out and I started to stroke it gently.
It was a very wierd sensation at first. I was really excited but at the same time very scared that someone could see me masturbating.
After some minutes I started doing it harder and harder, i think the entire car was moving at that point but i didn’t care at all. The feeling of cumming all over myself while been in a public place was one of the best i ever had.
At the end i just cleaned everything and waited for my mom and sister to arrive.
Since then i was left with the feeling of wanting more.
Im 22 now and i think im about to do  something similar soon,  maybe in a park, or while driving. Maybe in a changing room, who knows, the posibilities are endless.

When I was at university, I signed a no limits free-use contract with a guy I barely knew… [FM]

I was halfway through my freshman year when I heard about him.

His name was Jack, and he was the sort of guy you’re always told to keep away from as a fresher. Big. Misogynistic. Disrespectful. His dad was some sort of high-flying banker, and he never seemed to suffer any consequences from his actions. There were rumors that he’d raped girls. I heard he’d had a girlfriend in his second year who kept showing up with bruises – the sort she hadn’t consented to. I was warned to stay away from his frat house – especially when they were having a party.

He was dangerous. Scary. And I wanted him.

By that point, I’d had an idea knocking around for a while. The notion of a free use contract. The sort that would give up my rights for 24 hours, and make it clear a guy could do whatever he wanted to me. And once I’d heard about Jack I couldn’t get it out of my head.

When I was young, I had always been fascinated by the idea of giving up my rights. I’d heard about the saner sorts of BDSM – with safewords and negotiation, the kind where you submit to someone you trust. But I wanted something more intense than that. Read more »

I 21 [F] had sex with my dads friend 45 [M] update

So people were complaining the last time that I didn’t add much detail … this is my first time on Reddit, I don’t really know how it works and there’s plenty of sex stories out here so no need to be rude over mine :(

Anyways for more context, I’m 5’2 and 115 pounds, jet black 30 inch hair and he is 6’5, is built like a quarterback with a little more of a dad bod and bald with a long-ish beard. He started off by doing little things like complimenting my tattoos, and asking me if I had more/where I had them. Sometimes when he’d come over, he’d park where I usually park in my driveway so I would have to park on the street and walk through the garage (where my dad and his friends hang out) to get inside the house – thus having more time to see me. I have a nice body and perky tits so I always wear tight clothes because why not? My dad doesn’t see me sexually of course so he doesn’t pick up on things how I pick up on them. His friend also always compliments my toes because I never get regular white, they’re always pink, blue, purple, peach or something else. The moment I knew forsure his intentions was when he grabbed my hand to see my fingernails and said “interesting” (I had short french tips which is a sign that a girl does anal) so that’s how it all started. Read more »