gonewildstories Archives — Page 5199 of 5640 — NSFW story

[MF] When I was 18 my 56F boss gave me a blowjob in her car the week before her wedding day.

18 year old me, 6’5″ 220lbs, fit tennis player, working at a pizza restaurant, horny all the time. My boss was a fairly good looking cougar of 56 years old. Blonde hair, medium build curvy body with nice DD tits.
 

I worked the closing shift on the weekends quite a lot during the school year, then during that summer I began working the closing shift 5 nights a week, 3 of those nights with the store manager “Jan”.
 

Jan began obviously flirting with me at times when we were alone in the back of the store. It started by her brushing up against my back as she edged past me in the tight space by the sink area. I would feel her large tits press against my back and drag across me as she passed by slowly stepping sideways behind me to get to the stockroom area.

On one of these occasions I pressed back against her and trapped her against the wall behind us. She let out a sudden moan that could have only been pleasure and then pinched my side just above my belt line, causing me to move and she moved on as well, no words spoken. Read more »

20 [M] Two days ago I fucked and creampied a MILF 31 [F] while her kids were at school

Someone asked if I would make the post here, so I will…

Back in March, I had a random woman follow me on Instagram. Her profile was locked, but by the looks of her profile picture, she was much older but gorgeous. I requested to follow, and instantly was accepted. I scrolled through her feed. My eyes lit up; she was a complete milf.

I could tell she was shorter than me. She had blonde hair, a full sleeve tattoo, amazing curves, and best of all: huge tits. I didn’t want to seem like that anxious 20 year old, so rather than like a few of her photos or DM her, I played it cool.

A few months went by and we had casually been liking one another’s photos. Until one day. She posted this photo on vacation in Cancun with one of her friends. She was in a tight, little bikini, her breasts poking out. I was drooling. I have such a thing for older women that I couldn’t resist. I did what ANY horny 20 year old guy would do…

I slid into her DM’s. Read more »

My [F]irst Ti[M]e..

Background: I am 23, and just the other night I lost my virginity. I know, it sounds insane that someone my age (especially a girl who went to a large state school with a drinking reputation) would still be a virgin. I don’t really have a big explanation except that I never really had a good, non-sketchy opportunity. I don’t do commitment, and I don’t like douchebags, so my options were slim.

I graduated from the aforementioned university this past May and just recently went back up for a big football weekend. On Friday night I went out with some friends (started at a house party where I made the horrible mistake of drinking a four loko) had a few more beers, went to a bar, drank more and danced and sang, then went to get the key to my friends apartment I was staying at from her work. She works at a bar, so when I showed up to get the key, one of her coworkers that I had met before and had just gotten off of work invited me in to grab one more drink with him. A few shots later…he’s asking if I wanted to go and smoke at his place. For background: I don’t smoke too often, but with job searching after college I had to quit for a while. I have a job now, AND I was pretty drunk so I was SO in. Read more »

[MF] lakeside picnic with the wife

This one may seem short and tame compared to my previous posts but it occurs to me that I haven’t posted anything about my most frequent partner. My wife Sarah.

We met in high school and began dating. We were each others first everything. This is one of those stories.

It was the seventh anniversary of my asking her out in high school. We were both on winter break from our respective colleges, back in our hometown. We decided to celebrate by driving down to a state park and having a private picnic in one of the shelters.

When we arrived, i set out the food on one picnic table and set to work starying a fire in the fireplace. As I worked, Sarah sat beside me, wrapped in a blanket. Once the fire was going, she opened the blanket and threw part over my shoulder. We sat like this, snacking and drinking wine for about an hour until she slowly started moving her hand up my thigh over my jeans. I took the hint and reached between her legs to unbutton her jeans and slip a hand in. Read more »

[MF] Sex with older, former co-worker

During and after college, I worked at my neighborhood supermarket. After I graduated, it was a much more miserable experience, but you bond quickly with other employees. One of which, was a middle aged single mom that had some similar interests as me. Those interests included sex.

Off the bat, she wasn’t a cougar. Pear shaped body with a sizeable ass, not bad looking, but not exactly pretty either. She was about 17 years older than me. We shared a love of science fiction and fantasy, so we had that go on when we had smoke breaks together. She also had a really blasé attitude towards sex, and would speak casually about it when brought up.

Eventually, I got a new job, and I promised I’d keep in contact with everyone, which was a lie. She friended me on Facebook, and said to hit her up some time. She then would message me randomly, and it became apparent quickly she wanted to fuck. I always had a thing for older women, and it had been a while, so I thought, hey, why not. Read more »

[M] Saw my Wi[F]e get her brains fucked out by her ex a few weeks ago. I was humiliated. See her pics.

Hi Everyone,

My name is Brian. My wife goes under the account BigRich25IsBack on here. See her pics.

She has full the story in her post history that happened a few weeks ago where we agreed to let her ex fuck her in front of me. There were some concerns that I did not like it, I did. Believe me. There was an incident she mentions that i told them to stop at one point because he was getting very rough with her and they both refused. We fought about this that night after she was fucked.

That aside, it was extremely arousing for me. I was strapped to the chair in the hotel with my swollen cock unable to be touched. Precum oozing and I watched this guy make my wife scream. Read the full story on her page and see her pics. She likes it rough.

[M]y neighbor [F] long

This happened to me a last year after buying my first house, painstakingly renovating it and finally getting to enjoy it.
I live in a two story house, open concept and lots of light.
This all began after some flirting with my recently divorce neighbor, mom of 2 and a real Milf. We would often talk after work and during the weekends she didn’t have her kid we would talk during yard work or share a beer or 4.

Last fall I was removing some left over materials for pick up and I got a text saying I should not take the garbage out in the rain. Especially not when wearing only my pyjama pants. I could cut myself on the nail or worst. I would need medical attention.( she’s a nurse)

I smirked at my phone. Pounder how to respond. Super horny, I decided to push it a bit further. We flirted so.. Why not see where she wants to take this. I responded that I was heading in the shower. I’m full of dust and that rain never hurt anyone. Read more »