gonewildstories Archives — Page 4446 of 5640 — NSFW story

The moment I [MF]ucked a friend, and got hooked on being a cheating bastard

To give a bit of background my gf and I met first year of university. She was a friend of someone o was flirting with and broke the heart of when I asked my girlfriend out. In second year she had a panic attack because a girl I was living with who was absolutely gorgeous wanted to have me as a fuck buddy. I nearly cracked a few times but in the end I held off, that causes a bunch of drama that actually would have been avoided had I fucked her but that’s a different story for another time.

In the end, it was a friend from high school that I had kept in touch with that made me cheat. My friend (we’ll call her J) and I had been flirty when we had known each other in high school. That gradually over time went to being open about our relationships and sex lives. To the point we knew a lot about eachother. But there was always something building under that which we never addressed until my third year. She had gone to another university on the other side of the country but we had kept in touch and continued to be open. To the point that I was reading the sex blog she was posting at the time. Read more »

[MF] I fucked the creepy guy of the neighbourhood

We have this creepy guy living a few doors from us, he’s in his 30s, overweight, always stares at girls boobs and butts, and doesn’t care if they notice. Whenever we’d see each other, he just looked at my body, never even saying saying hello. I’ve heard some stories about him saying and doing inappropriate things to girls.

Well, this one time he did it to me. As we walked past each other, he smacked my butt and said, „I like your ass.” It’s like he knew getting spanked was my weakness.

I wanted to give him a slap and leave, but what happened was that I ended up saying, „Is this the best you got?” So he hit me again, harder, and almost shouted „I like your ass.” I let out a little moan. My mind was telling me to leave, but I couldn’t do it.

„I have to leave”, was what I wanted to tell him, but what came out of my mouth was, „Let’s go somewhere private”. Read more »

I had an unexpected [FF]un time with a friend

This is long, but I’ll give some highlights.

As some **background**, we went to high school together over a decade ago. We’ve both been married and divorced/separated, but no kids. [Sara] was the first girl that I kissed in a time that we snuck away together during a slumber party of sorts when we were teenagers. She’s a couple of years older and when we would occasionally make-out or swim topless in her parent’s pool, it was always her idea. Truly, her large breasts were intimidating to me, even though I was attracted to other girls and she was only ever into me and a long list of men. Read more »

Branching out [FM]

[A week earlier](https://www.reddit.com/r/gonewildstories/comments/9bfwc6/a_few_of_my_firsts_fm/), I wouldn’t have believed it, but my graduation from high school [was not the high point of that week](https://www.reddit.com/r/gonewildstories/comments/9bg524/my_first_time_fm/). Though losing my virginity hadn’t changed things the way I had thought (I had not suddenly blossomed into a gloriously sexual woman, desired by all who laid eyes on me), things had changed. While I may have been no more desirable to the jocks and preps at school, they were more desirable to me. No, it didn’t take long for me to go from one dick to wanting all of them. Maybe it’s the natural collector in me, but the very next day, I looked at every guy I passed in an entirely different way. Before, an attractive guy was someone who might be fun. The day after, they were there to be rode hard and put away wet. In short, I felt like a sexual beast, with only my concern for what rumors would be passed around about my overnight transformation holding me back from jumping the nearest football player and dragging him into the nearest bathroom. It may not sound like much, but even in the last days of high school, even to a hopeless nerd with no discernable reputation, good, bad, or otherwise, rumors meant the world. So I behaved myself. Read more »

[MF] Drunken night in Vegas – Strip club, asian massage place, high-end hooker

I’m a decent looking tall guy in my 30’s. I used to indulge in a lot of “vices” when I was younger but I’ve cleaned up pretty much and really don’t do anything crazy anymore. I broke that “behaved streak” with a one off in Vegas a few years ago and haven’t told anyone.

I was in Vegas for a work seminar and I had an evening to myself after everything wrapped up before I had to head home. I decided I was going to cut loose that night and do some drinking and see where the night took me. I started off at my hotel on the strip doing a little gambling and enjoying the free drinks. Spent a few hours at the table games and ended up a little down, almost breaking even. Went to the sportsbook, put some money on a game and kept on drinking. I won a little money at the sportsbook and decided to get some dinner. Went to a steakhouse, had a nice dinner and a few more cocktails. By this time, I was feeling pretty good and decided to hit up a strip club.

**Strip Club** Read more »

[MF] FWB Drops By….

Long time lurker, love this sub. Excuse the grammar mostly written on a cell. I have plenty more about my FWB let me know if you like it….

I had just arrived home from my third date with Erica. Everything had gone well and we ended the night with a passionate make-out session highlighted by heavy petting. I could have taken it further but I wanted to build the tension a little as she seemed very innocent, something I hadn’t experienced in a while.

I sat on my couch flicking through Netflix while my cock was still hard, strained against my jeans thinking about Ericas body when I checked my phone to see a text from Dee. Dee was the long tome FWB who was truly insatiable when it came to sex but recently we had stopped talking since we both began seeing other people. In the past we were very open with each other as we had explored nearly everything sexually and she never said no to any explorations. Read more »

[MFF] While dating her sister….

Corrine is one of 3 sisters and by far the hottest. She’s a 5’7” skinny redhead with 6 pack abs, thick thighs, and a HUGE ass. Her tits are decent sized but perky, her tongue is big and long and her smile lights up the room.

Her and I dated for a few years. It was a very frustrating, on/off type relationship. Whenever it was time to get down to business it was the same shit. I’d take her pants off, finger her pussy, make her squirt 4 or 5 times (she was a squirter too ;) She’d tell me how to do it, where to go, how to hold her etc. Bark out a bunch of orders. Then when I was done, she’d reluctantly give a half assed handjob that frankly hurt, followed by a wanna-be blowjob. This was AFTER I’d spent the previous 30 minutes talking her into doing both of those things.

It wasn’t that she’s not good at either of those things, she was just reluctant and showed, very blatantly, that she wasn’t enjoying herself.

Today she still owes me 6 blowjobs, I intend to get each one and I’ll keep you guys posted. Anyway…. Read more »

MY First ANAL ORGASM and how I became a total Anal sex fan… [MF]

Few weeks ago I was on vacations with my Boyfriend. I was exhausted after a long day of walk and smoking weed for the first time in my life. I took out my panties and bra and stayed only with a tank top in my boyfriend’s bed. It was such a delightful and quietness feeling that I went to sleep totally unaware of what was about going to happen next….

I was lying in the bed curled on my left side when he joined me. He hug me from behind and in the middle of my dreams I can feel his body naked. His cold fingers soon find my nipples making them hard with the contact and I woke up with his tongue kissing the back of my neck and his naughty hands searching south into my bare ass after he make sure my boobs were exposed out of my top.

I flex my legs into my body exposing my ass and crotch while I can feel his fingers making his way into my pussy… -Oh baby!- He moan. -You are so wet.- I haven’t realice that I was getting so horny in seconds but I don’t know were all this naughty feeling came from. Read more »

[MF] I (21) had a sexual awakening with a guy from a dating app

Long time lurker, first time poster, please be gentle

So this is going to be a bit of a read but I just had to share this with someone(s). I have recently shocked myself and can’t believe who I have become. I met a boy on Bumble who I just had this ridiculous chemical draw too. I found him extremely sexy, he was by no means a drop dead looker but he was just my niche type and checked every box. We started talking and pretty quickly things delved into a sexual nature. I was almost disappointed as I genuinely liked the guy and kind of wanted more, but I was happy with anything really. Read more »