gonewildstories Archives — Page 4532 of 5640 — NSFW story

[MF]A co-worker in my mother-in-laws house.[Cheating][Long]

*Another random story, I’ll probably repost my stories of Beth later on, but I figured I get stuff I havent posted in a while.*

So this is about the girl before Beth, let’s name her Missy. She was about the same age as me, came from a semi-wealthy life. She has had some issues with fucking any guy she sees, work with, bars, etc, just because she has some huge 36 DDD’s, and a thirst for cum and cock. We have already been messing around for a month or so, and she has a thing for tiny babies, loves to play with them and act like a Nanny.

One day I’m off of work, watching my daughter, and Missy is off as well, she texts me asking what I’m up to, its about 9 AM, and I tell her

Me: “I’m just starting to wake up and my daughter is crawling around.”

Missy: “Oh oh can I come and play with the BABY! I love babies! Hehehe”

At the time, my wife and I are still staying with my mother-in-law, I feel kinda off saying yes, but I don’t know what made me do it. Read more »

Morning, afternoon, and evening fucks, each time a different guy to satisfy the naughty teacher [MF] [Long]

So as many of you know I am a teacher so I am off for the summer. I like to fill my days with relaxing at the pool, watching tv, and going off and being a slut. Things lined up perfectly on the day after the 4th of July for me to go off and fuck two partners of mine. I asked permission from Master to do this in the previous days and he said I could of course go off and have fun, Read more »

Getting sucked by a “straight” crossdresser [MT] [M30, T26]

I’d been talking to Stefi on Kik for a few weeks. Lots of pictures had been exchanged, my favourite being her doggystyle on a single bed looking back cheekily at the camera, albeit with most of her face blurred. Stefi is 27, with a postdoctoral role at a London university. She’s staying in dorms over the summer and was glad to find out the floor she’s living on is empty. She invited me over to be “serviced”. The rules were very clear – I wasn’t to touch her, nor was I to try to initiate anal sex. She was going to suck me to completion and I was to leave. A classic suck and go.

Stefi assured me at least twice that she is straight. Personally, I think there’s only so straight someone can be if they’re meeting up with a man to suck his cock, but I wasn’t going to complain. This girl is hot. Smooth all over, dark almost Mediterranean tanned skin, a bright blue wig, and in every picture wearing an assortment of invariably black lingerie. She told me she’s been meeting up with men for nearly 10 years and is only interested in fulfilling her fantasy of swallowing a load. I, for all intents and purposes, am just to be an enabler for her fetish, a role I was happy to undertake. Read more »

[MFM] Bill and Lily

Bill and Lily were neighbors. Bill and I hit it off when we met and we would do things together occasionally. Have a beer, go hiking, that kind of thing. We became pretty close over time, and one time during a hike, Bill mentioned that he had type II diabetes. I said how sorry I was to hear that and he replied,

“It’s ok, the worst part of it is I can’t get it up any more”.

I said “Oh man, that must be tough. What do you do for relief?”

He said “Well Lily has been great about that. She helps me with her hands or sometimes her mouth, I’m pretty lucky.” We finished our hike and drove home from the trailhead. I continued to think about what Bill had said and wondered why he told me. I was kind of flattered that he would reveal such a thing to me.

A few weeks later, Bill and I were sitting in the High Country Inn having a beer. Bill brought up his diabetes again, saying how he had to watch his intake of alcohol.

I replied “You’re not getting worse are you?” Read more »

[MF] Fucking, and then regretfully cumming in, the chubby girl in my Econ class.

**This one got a little away from me, and the part of the story I wanted to write about was how we ended up hate fucking so hard, right before we broke up, that we put sizable holes in the wall by my bed. But, this got long, and if y’all like it, I’ll share the hate fuck.**

College. College! Fucking college. I swear every post on this sub starts with ‘college.’ Except for the ones where “I was banging this ‘firm DD, no DDD, titted girl’ I met 2 minutes earlier with four other dudes, no five, seven(!), and my wife, and her wife… and three piglets, my dick is yuuuuge, also she’s my secretary. ”

That being said, It was like 2003 and I was in college…

I had sat next to her in Econ 110 or 1110 or political science or some class I had in college (I swear I’m not making this up). The back of her head had looked good when I had first walked into the class. I sat down next to her. She was prettt… ish, but pretty in the way the girl who folds clothes at The GAP is pretty. Pretty in the way your mom is like “you should date this waitress I met at Chile’s” pretty. Pretty in ‘it’s 230 am, I’m drunk, I bet Tara will drive over here and leave when we’re done” pretty. Maybe she’ll even bring pizza. Read more »

[M]y [F]irst Little [Cheating]

*So before going into it, a little backstory, I’ve been on here before, I deleted many of accounts cause I couldn’t figure out what I needed, I’ve continued to write my memories down, just to get them out of my head. I was caught back 5 years ago, I worked things out with my wife, but couldn’t figure out why I still had urges. No matter what I tried, I ended up relapsing 2 years ago. I’ve had an on and off relationship with this girl and another I’ll probably post about later.*

A little after losing my sobriety, I started getting into chat rooms again. I didn’t think anything of it at the time it was random people just trying to chat, when I signed into KIK, a name came up from my contacts list. The name didn’t look familiar, so I thought I’d try and see who it was. I said “Hi” and started from there. After a few minutes, I realized it was my friends daughter from church, lets name her Shelby, she just turned legal when I started chatting with her, we were just at her birthday dinner with them. I didn’t know what to do, I told her I was a 23 year old guy from college, found some random guy with a big cock on tumblr, and sent her the pic, he was in his underwear, and she loved it. We started out slow, talking about how we are, what we do, and somehow she started to flirt more and more, talking about how she liked my picture and underwear, I started to flirt back. Lets just say, we we’re practically sexting on kik for the first time we talked. Read more »

I hate fucked my friends wife in front of him again (Pt. 2) [MF]

It happened again.

For those of you who haven‘t read the first part of my story, I will give you a brief overview of what had happened. My friend Mike asked me to sleep with his wife Jessie while he watches. His wife and I don’t get along with each other so well and she usually picks on me or talks to me like I am a child or massively inexperienced in my life.

Nonetheless she is smoking hot and I was hooked and agreed after talking it through. It became quite a hate fuck where I solely had the fun.

If you want to read it, feel free to check it out in my post history.

More than a month had passed since the encounter and I really thought that they were settled and satisfied with fulfilling their fantasy. Jessie and Mike thanked me afterwards and I didn’t bring it up anymore, to act as gentleman like as possible. Never kiss and tell. Read more »

[F]uckign the prom queen as a soph[M]ore

When I was 16 I started in 3 varsity sports for my HS so people knew who I was. Towards the end of my sophomore year I started talking to this gorgeous girl who was, to be honest, a jersey chaser. She loved athletic guys and she was a gymnast herself. 5’1, maybe 115lbs small perky tits, great ass and flat stomach with long blonde hair and piercing blue eyes.

She would always be at our games and her locker was next to mine so we would chat sometimes. Towards the end of the year she came up to me and asked if she could wear my away jersey to our next home game, something usually gfs did. I was single and she was stunning so I said of course she could.

In the following weeks we chatted more, started texting and flirting and I could tell she was into me. She recently had broken up with her bf (starting quarterback) and was headed out of state for college. I got the idea that she wanted a fun summer fling before leaving. Read more »

[MF] exciting night in city with my Latina GF back in college.

Posted this on another sub a while back, thought I’d try here!!!

So I thought I’d share some stories from back in the day. I’m pounding this out on my phone so excuse my typos please. Long wind up. Thanks for hanging in there

Back in college was dating this hot little Hispanic Chica. Loved her from the first day I saw her. Busty, short (like 5ft3). Curvy. Total spark plug. Fun fiesty. I got to know her and we hooked up she was DTF most all the time.

Me, classic white guy. Brown hair. Not cut but not sloppy. Average. 6 ft and 185 lbs. spose I look better with clothes on than off but oh well. my game is more about being smart, fun, kind of a smart ass, and love to get various groups to party together. The more the merrier. Love adventure

One weekend we and couple of our close friends left the university to go into the big city to party with some other mutual friends. Read more »