NSFW story — Page 9957 of 11466 — collection of stories you shouldn't read at work

Spying on the Girl Downstairs [M] [f] [voy] [mast] [oral] [anal] [pee] [squirt] [cum swallow]

A few nights a week, I’d dig out a cigar and go for a walk, always making sure to stop by the girl’s basement apartment. I could always see in and constantly prayed for a glimpse. I’d seen her on the street and she was a goddess — thick, muscular thighs, large breasts, great posture, blonde hair, ice blue eyes.

But I wanted to see more. I wanted to see her naked, walking around her apartment. After a few months, I got her schedule down. She’d come home around 730pm every night and would take a shower. I knew she was showering because she’d crack the window open and the steam would rush out. I’d linger, pretending to check my phone or re-light my cigar.

Eventually, she’d come out of the shower in a towel, but she’d step behind a closet door to change. She never closed the curtains, though, so I kept hoping that one day, I’d get a glimpse.

And one day, I did. I lingered around 7:55pm, waiting for her to come out of the shower. During that time, I did have to relight my cigar, which sent up a huge cloud of smoke. Read more »

Catching up with an old high school classmate over Thanksgiving weekend [MF]

For those in the states, we all know thanksgiving week/weekend is everyone’s unofficial high school reunion as everyone is back home from wherever their life has taken them….and that’s how this story begins….

I was at the bar Wednesday night seeing a bunch of old friends talking about the good ole days and what everyone has been up to, when _she_ walks into the bar, I’ll call her Sarah for purposes of this story. We were always friendly back in school but never really hung out since we had different circles of friends, and I hadn’t seen her since the summer we graduated. Long story short we chatted up for a few, she had grown into a very cute woman , long brunette hair, medium bust, but a great ass that I never knew she had, we said our goodbyes and that’s all I thought of that.

Back out on Friday we ran into each other again, this time with a smaller crowd and got to spend some more time talking 1-on-1. We talked about what we’d been up to , hobbies, relationships and found out we shared similar histories both of us had had long term relationships that just didn’t pan out and hadn’t found the one yet. The drinks kept coming , our chairs kept getting closer and she asked if I wanted to go to another bar that had a DJ and dance floor. Of course I was in. Read more »

Sleeping Beauty [MMF, sleep/nc, voy, short story]

I woke up with my panties wet. And by wet, I mean soaked. I could feel the moisture creeping past the edges of my panties to dampen my thighs. What the hell? I thought. I’d spent the night in my boyfriend’s dorm room, but we didn’t have sex since his roommate had come home early. Maybe I had just had very vivid dreams. I shrugged it off, thankful that both of them had already taken off for class. I would have been mortified to face them if my theory about wild sex dreams was true. I had a tendency to talk in my sleep and who knows what they heard last night.

Life got back to normal and I didn’t think anything of the incident until a few days later. My boyfriend and his roommate had both already left for class. I needed a thumb drive to transfer a few documents I needed for later and rummaged through my boyfriend’s desk drawer, grabbing the first one I saw. I plugged it into my computer and tried to transfer my files, but the thumb drive was full. Weird because there was only one other file labeled “Sleeping Beauty.” Read more »

[MF] the work wife, last wednesday

It was last wednesday, and I and about 10 other people were working on the day before thanksgiving. the plants were closed down, and a majority of the office people were on vacation. I was the only one in the IT department that was working (since if 2 or more people are in the office, IT needs to be there).
But, everyone is scatter throughout the massive company campus. so it leads to a lot of secluded areas.
I was working on wednesday, and my work wife was there as well. she and i had an awesome, friendly relationship, one filled with bantering, heavy flirting, some groping, but it stayed at work. what happened at work stayed at work.
well, we went a step further than intended on Wednesday.
It was 4pm, everyone but she and I had gone home for the day. We had spent the day sending emails to each other about naughty fun things wed do with each other, so i was feeling horny, and she told me that she was really fired up.
But at 4pm, she calls me up, needing some help with her PC and printing.
so i mosey on up to her office, and proceed to sit in her chair to look at her pc. Of course, while i do this, i reach out and grab a hand full of her plump 50yr old ass and then feel up her large breasts.
i work on her pc, but i can barely concentrate because she is sitting there, leaning over my shoulder, and her blouse is opened, showing off the twins and the lace bra fighting a valiant fight in keeping the massive mammories contained.
“Oh, am i distracting you?” she asked, turning more so i can fully see her large tits.
to answer her, i buried my face between her tits and started sucking and kissing and licking.
she immediately pulled me hard onto her, and my hands started feeling her up, grasping at one breast, while guiding another into my mouth for me to suck on.
she moans loudly, begging for more.
i, being the nice guy i am, give her more.
I unbuckle her belt and push down her pants and look upon a matching lace panty. I rubbed a hand over her pussy and felt heat and wetness. i rubbed her over her pussy and then stood up. my cock was trying to get out and get in on the action. i just pushed down my pants, and pushed her onto her desk.
I spread her legs wide, and without further foreplay, i shoved myself into her.
and damn was she tight!! she was super tight! her husband was the last man she had been with, and he had died 5 years earlier. so she was ready and able!
i shoved my cock into her, and buried myself in her, enjoying the firm grip upon the shaft.
i leaned down, popped a nipple into my mouth and proceeded to jackhammer into her. Within 20 seconds she was cumming! and very, very loudly! her moans and screams were echoing down the hall, and i moaned just as loudly, fully enjoying myself.
we fucked so hard on that desk that we caused both monitors to fall to the floor, breaking. I didnt care. I kept going.
Finally, when i was fully satisfied with enjoying her middle aged, milf body, i came in her.
after i finally pulled out of her, i sat in her chair and she laid upon her desk, panting. she was sweaty, i was sweaty, and we both felt good.
after that, i got her two new monitors, she finished up her work, and i walked her to her car, where i helped myself to another serving of her breasts while she stroked my cock until i came again.
it’s too bad that she was on vacation this weekend, cuz i really would have enjoyed spending the long weekend with her. but alas, i get to see her monday, and we already have plans to go to lunch to talk about what happened and next steps.

I [f] fucked my boss’ boyfriend [m] during a summer internship in college

Hey r/gonewildstories, Rachel here again with another story for you guys! Sorry for the long wait in between new stories but I’ve been really busy lately and haven’t been on reddit.

For those who haven’t seen my other stories, here’s a quick description of myself: I’m 5’6”, with auburn hair, some slight freckles, hazel eyes, 32C boobs and a pretty nice butt if I do say so myself! I try to keep in good shape with running and swimming so, at risk of sounding egotistical, I have a really good body. I’m 24 years old, although this story takes place a few years ago when I was still in college. Alright, let’s get into it!

___________________________________ Read more »

First time author, first time gay story. Would love feedback. [mm]

First Morning

Tyler woke gently, stretching and opening his eyes to the orange and purple hues streaming in his window. It was dawn, hours before he would normally be awake, but he felt more than ready to start the day—a day of complete freedom, like every day would be for the next few months.

Slowly kicking the sheets off his nude 18 year-old form and absentmindedly stroking his healthy morning wood, Tyler grinned at his newfound adulthood. High school was done, college was still a summer away, and for the next month he had a beach house to enjoy along with his friends—and without any parents.

Life was good, and Tyler was ready to enjoy it.

He swung out of bed, his adolescent erection subsiding as he pulled on a pair of swim trunks and started downstairs. There was a bit of noise coming from the kitchen; Tyler grinned knowing that he wasn’t the only one looking to get an early start.

“Morning,” he said quietly as he stepped onto the cool tile of the kitchen floor. Adam was standing at the counter in his boxer briefs making a pot of coffee. Read more »

The teacher [F]antasy

This is a repost, edited for clarity.
So back in high school (about 2 years ago now) there was this hot teacher, well call Adam. Adam was pretty much every girls fantasy. They’d go into his class and just talk with him, or take extra long to drop off papers. They’d want his class just to look at him. He was also 27, while I was 18. I didn’t think he was very good looking until the second semester of my senior year. When that happened, it’s like he noticed me as well.
Once, walking to my car after school one day I caught him checking me out. If we saw each other in the hallways we’d smile. I was in yearbook and had to interview people for my page, I ended up in his classroom, and no exaggeration he acted like he only noticed me (I was in there with 2 other people) He only talked to me and kept looking at me. I was so nervous I didn’t say a word.
Anyways, cut to graduation where were in lines to rehearse. My line ended up being right next to his. I was at the back, he was at the back, again he checked me out. Coincidentally, he also ended up walking next to me on the way to the parking lot as well after that day. But, keep in mind we weren’t talking in anyway at this point.
About a month after graduation my friend told me to add Adam on Facebook. I did, he accepted pretty much right away. Nothing happened for a while until a drunken Friday night. I was scrolling through my feed, champagne drunk & I decided to check Adam out. I liked a few of his pics, he liked a few of mine, back and forth back and forth. Then he slid into my DMs with that sexual sly face emoji and it went bananas from there.
We talked all day everyday, about everything. His likes, my likes, our dislikes, he was definitely trying to flirt with me and show he wanted me. I, at first, was not into it. I didn’t think he’d want anything to do with me if he knew who i actually was. After a few days I brought up if he actually knew who I was (a student) and he did, and he admitted to checking me out. So that was that, no mystery.
A few days after that he invited me to his house. I was against it at first but figured fuck it, I’m legal, he knows who I am, I’ll go for it. I didn’t think anything would happen, It was a Wednesday night, he had school the next day, it was already 8 when I got there. I really thought we would just talk and get to know each other in person. Keep in mind, before him I only had one long term boyfriend and sexual partner. I was naive. But lo and behold, we actually did end up doing the deed. We fucked, sucked and came. I thought it was amazing, his dick was huge, his head game was awesome. I was impressed. What was I supposed to say, a guy 9 years older than me had to have more experience and actually know what he was doing right? Wrong. At least I figured that out after getting more experience. Having sex with him was like having a hot, thick rod connected to a dummy pounding you. No other stimulation.
We ended up “dating” from there. I say that because it was basically just me going to his house, us talking for hours and having sex. He took me on a few dates, to a concert and out to eat. But I never met anyone in his life, he never met anyone to me. But he did teach me about pouring cans of beer into plastic cups and drinking and driving.
I only sucked him off once because he was so big (again, no experience) I know I was terrible. I do get very, very wet and he loved that, but he was so big I couldn’t really get set enough. He never made me cum, and he lasted for either 2 mins or an hour. But now with more experience, I realize he was actually pretty bad. Between his jack rabbit anger sex or his intense eye contact slow sex, it was probably actually a 3/10 compared to the 11/10 I thought.
I stayed the night a lot. We’d cuddle pretty much the whole night, until I got hot or he turned over. We’d have sex in the middle of the night after I’d grind on him when I knew he was half awake or when he’d start rubbing me and I’d wake up to it. He was pretty big (at least 9 inches and very girthy) so he cock was hard to ignore) That was good sex, the sleepy just need to cum but this is so hot sex.
After a while I realized he was actually very weird, immature for being so old, and also a teacher dealing with kids everyday. I’m not sure what it came down to, I think his last breakup really fucked with him. I think he had daddy issues. Or maybe I was just a rebound and he didn’t care about anything. It ended pretty soon after it started to get to the lines of what are we, what are we doing. After about 3 months he just stopped replying to me the day after I went to one of his football games (he was a coach). I texted him a few weeks later and he said he was great and happy. Maybe I was a lapse in judgment, maybe I was a rebound. All I do know is I wasn’t his only student fling.

May Grows Up pt. 3 [MF, mF, Fm, mf, inc, oral]

The kids spent most of their next morning at the swimming pool. Bunny had
evidently not come back, because she had not put in an appearance and they
didn’t get to do anything of a sexual nature as their folks were there too.

Sarah had told Dan about her suspicions from finding the towel and she’d
had been surprised at his reaction.

His response had been a quite blase one of, “Do you really think they are
messing around? Hey, maybe we could watch them?”

They’d decided that they’d keep their eyes open for anything going on.

Bunny and her parents returned to camp around noon when they were walking
back to their campsite for lunch, the big conversion van pulling in just as
they were passing the parking bay it had occupied earlier. Bunny jumped out
and called to them all, so the three kids stopped to talk to her. The girls
didn’t hang around very long, because it seemed evident that her attention
was focused on Jack.

Back at camp Sarah asked them where he was and when they said he was with
Bunny, she just smiled. When he got back Sally asked him if he’d had made a
date to see her. He told them that he was meeting her behind the bath house
again after lunch. Read more »

[FM] Mutual Masturbation with my childhood friend

So I fucked my childhood friend over the summer. You can read about that [here](https://www.reddit.com/r/gonewildstories/comments/7blkrp/fm_fucked_my_childhood_friend/).

Since we go to the same college, we’ve fooled around a lot more since then. One day I was over at his place, lounging on his bed. I was wearing a cropped hoodie and booty shorts while he wore just boxers.

I’ve caught him jerking off more times than I can remember and have always been turned on by the thought of him stroking his cock, moaning, and just getting off in front of me.

“Show me what you like” I say as my eyes drift to his growing bulge. He starts rubbing himself over his boxers, the outline of his hardening cock making my pussy swell. I watch with intent as he releases his cock and starts stroking, letting out a moan as I lick my lips. God he looked so fucking sexy, gripping his cock tightly, watching me as my hand drifts to my pussy. Read more »