gonewildstories Archives — Page 1540 of 5640 — NSFW story

Glazing my [f]WB’s donut

My old FWB has a thing for cum, and she likes it most at work, when it’s sneaky. She’s sucked my cock ALOT at work, mostly swallowing loads down, or I’d cum on her uniform if she had been bratty and make her wear it around the rest of the day. But sometimes I want her to eat it, it drink it in front of other people.

One day she came in with a box of Krispy Kreme donuts for her coworkers. I texted her and asked if she needed extra “icing” for her donut, she returned a laughing text thinking I was joking around. I told her I was dead serious that I wanted her to eat a donut glazed with my cum in front of other people. I went to her office and grabbed the box of donuts with only a couple left, told her I would be back and the last 2 were for her only. She smiled at me as I walked away.

While I was walking with her box to an empty room I received some pictures of her she had taken previously for me saying “here’s some motivation”. They were pictures of her rubbing her pussy for me and sucking her fingers clean. Read more »

My [FF]irst Time

My other stories are fiction, and I doubt I will post many other true ones because my actual sex life is not nearly as interesting as my fantasy life and I dont have many true ones worth telling. Except for a few details to protect the innocent like names and all that, this is excactly as I remember it happening. I hope you all enjoy.

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Amy hated parties. No matter how many times one of her friends insisted she go to one she’d never get the appeal. She’d somehow once again let herself get pressured into coming though. This time Riley had practically dragged her here. Riley had heard from a friend that Ryan might be there, and Ryan was coming for the same reason everyone else was: the Anderson’s were out of town for the week, and their son thought the best way to get more popular was to invite people over to drink his dad’s beer. Looking around the room, it seemed to be working. Everyone but her seemed to be having a great time. Amy couldn’t help but wonder what the cost would be when his parents came back to a house without alcohol but full of mysterious stains. That wasn’t her problem though. Read more »

The time I [M] went over to a milf’s house for a bj

This was a few years ago right before covid started. I was 25 at the time, and had matched with an older woman in her 40s on a dating app where we decided to meet up in person after a few weeks of messaging. We met at a restaurant within walking distance of her place for some drinks then moved things to her house which was three stories. We came through a back entrance to the lowest level where we hung out on her patio drinking, kissing and snuggling with each other as her kids played video games upstairs. She had all the doors locked to our floor and assured me we wouldn’t be interrupted.

For reference, she was in her mid 40s, long wavy black hair, full lips, big tits (at least DDD if I had to guess). I’m tall with a thin/athletic build. Anyway she puts on some music, comes back to snuggle as we continue to make out and start getting more handsy with each other. After a few minutes we move things to the bed, continuing making out and start taking off each other’s clothes. As we’re doing so she tells me she’s only comfortable with oral for the first night, which was fine with me. Read more »

27[F] NYE gloryhole game with my first Redditor 22[M]

Here’s a shorter version of the event on r/sluttyconfessions [with a misspelled title 😅](https://www.reddit.com/r/SluttyConfessions/comments/rtm5zp/27f_nyw_gloryhole_game_with_a_redditor/)

So I made a post on my local r4r sub about a week ago looking for someone to fulfill my gloryhole game fantasy. Basically, I’ll be blindfolded to search through a wall of dildos to look for the one real cock. At the same time my gf, Sarah, and bf Dylan will be watching. After a flood of messages, a mixture of men not reading my post at all including their size/a dick pic, “hi/hey”, and party-pooping on how I’d be able to tell them apart right away…I ended up with 4 gentlemen who were able to hold a conversation, discuss alike kinks, and weren’t super cocky/pushy.

We video chatted with Jim on Dylan’s phone number, safety and all. After verifying what we talked about, we set up a time and day for our coffee date in the park in the freezing cold weather. We met up, he wasn’t an axe murderer or gave either my bf, gf, or myself the creeps. He was maybe 5’10, wasn’t taller than Dylan, on the skinny side with his pale skin and ginger hair. He’s officially chosen for the NYE! Read more »

Getting my 38[M] dick sucked in a helicopter

I (38M) am in the US military, I’ll leave the branch unknown due to covering my ass.

A friend (39F) and I had already been FWB’s for a while, usually sneaking “play time” here and there at work when able. Most of the time in an empty room or office (I can share these stories too if I get a good response), but this time we had no empty place to go and both were horny and needed to cum.

We spent most of this particular day on the flight line troubleshooting a problem on a helicopter. Shift change was coming and everyone was gone from the flight line, so I texted her to meet me out at the helicopter. These are big helicopters with LOTS of room, we both get inside and I give one last look to make sure no one is around. I push her up against the wall and kiss her deep, I push my hand down into her uniform trousers and in to her panties circling her clit with my fingers. I release my kiss from her and scan the flight line through the cockpit windows. Still no one in sight. I shove my hand further down her pants and slide 2 fingers inside her already soaked entrance. Rubbing her g spot inside and massage her clit at the same time, I can tell she is getting close, her knees buckling and she is moaning louder and she’s grabbing for my cock through my pants. She reaches though the opening of my trousers and pulls it out, stroking it in her hand while she cums on my fingers. Her legs quake and she trembles until she is squatting down, my cock still in her hand. Read more »

[MF] A photographer and his married model learn to be more bold on their second session

I used to be a photographer, as a hobby. This was before cameras were in every pocket. It was fun and I liked it. I shot portraiture and most other kinds of photographs.

I would ask people I knew to model — almost always women, and most would say yes. Almost all were flattered I asked. Some were only eager to get photos of themselves. And some, I found out, craved the power dynamic of being brought to a private place and being told what to wear, and how to move, and how to use and expose their bodies, and that the result was being captured indelibly in a medium they were powerless to control.

Anyway, almost always, a few days after shooting, a model would express happiness in what we captured, but that she wished there were more, and she’d offer to pose again one day.

And once in a while, one would apologize for seeming too shy, and promise next time she’d be more bold.

And once in another while, she’d ask to be told to do more.

This is about photography, but you won’t get my photos. I lost them a long time ago anyway, but also I wouldn’t post without her permission. It’s been a while. Read more »

The time I [F] drove my repressed ex bf [M] crazy and inspired him to finger me in public twice in the same night

A few years ago, I briefly dated a guy who I would later learn was pretty repressed when it came to sex. Turns out I had inspired him early on to do all kinds of shit to impress me. A few weeks in when we were exclusively dating, we had our first obstacle. He had kept in touch with a girl he had met and slept with casually while overseas and he explained to me that he had told her way before me that she could crash at his place while she toured the states (we live in a larger city.)

This obviously didn’t sit well with me and he tried to find her new accommodations but it was too last minute for her to get anything. I gave him fair warning I would need some extra care while she stayed over. Also, considering how he lived alone and I had a roommate, that also meant that sexy times would be on pause for awhile. I mean, things were doable at my place but being a tease, I spun some things my way and used it to my advantage. Read more »

Summer of a 3sum Relationship [MFF], Part 2

Thanks everyone for the comments, messages and DM’s…they’re greatly appreciated!

Part 2 of my summer begins with meeting Anna’s close work friend, Jessie. Anna worked as a restaurant shift manager for a place near the water in Tacoma. We’d been sleeping together for about 3 weeks at this point, and had sex roughly 10 times, both enjoying what we were getting from each other. Jessie was one of the best looking waitresses there. I’d met her the couple times I’d gone in for a drink and to wait on Anna to finish up her day. Little did I know that Anna had made plans…

**Jessie:**

Jessie was a really attractive girl, I’d have easily talked to her if I wasn’t nailing her good friend. She was similiar in stature to Anna, about 5’4/120ish lbs. She had really nice, light blue eyes to go with her dark brown hair, teardrop shaped C cups and her ass was particularly nice. It didn’t have the “POP” that Anna’s Latina booty had, but it was the perfect white girl ass. She had the pinkest nipples of any girl I’ve been with, they were like flamingo pink. She had a fatter pussy than Anna, and trimmed it up nicely with a little triangle of hair above it. Read more »

I fucked a total stranger in front of the hotel windows in Vegas [MF]

This story has been on my long list of adventures to write about but I was inspired by this very excellent recent post to put it on the top of my list: https://www.reddit.com/r/gonewildstories/comments/ruhz6h/so_all_of_vegas_can_see_mf/

This happened in January 2020 just before COVID. Also note that this Rylee is not the same Riley I have written about before (and God I hope I write about her again).

Finally, seriously be careful about going to random strangers’ rooms in Vegas, trust your judgement and don’t carry any money or valuables.

It was a chilly January Saturday evening in Las Vegas and I had been flipping through Tinder after dinner. I was at the Cosmo sipping on a Manhattan and got a match very nearby. A few texts back and forth and I invited her to meet for a drink but somewhat to my surprise she invited me to her room next door at the Vdara. I am always game so I agreed, dropped my wallet and watch off in my room upstairs (gentlemen, never carry anything you don’t want stolen from you when going to someone’s room in Vegas), and walked across the short walkway to the Vdara lobby. Read more »