[MF] My first time being cucked (Part 1 of 2)

Steph and I had been dating for just over two years. Steph is a stunning, 22-year-old 5’4″ brunette with a great body. She’s curvy and looks stunning with E cup tits that are great for her body.

We met in college and hit it off straight away, and the two years of our relationship up to now have been good, despite the odd argument. Everything was going fine up until a few months ago. Recently we’d both been stressed with work and grad school, and our sex life had been struggling as we were less focused on each other. Having opposite work schedules where I work nights and she works days, with only one night a week together, made it worse. This, teamed with the excitement that comes with a new relationship wearing off, resulted in us only having sex about once a week instead of once a day like we used to. I think that part of the problem we were having was that Steph wanted me to take charge and take the initiative, which I struggled with.

Another True Wife Share Story [MFM]

Hey guys, so it’s been a while since I posted here, but I have a story I’ve wanted to share from late last year, the holidays are just crazy and things like that, so it’s taken me a while.

If you remember my last story, you’ll remember that I shared my wife with an old work buddy, and we all had a good time. We haven’t seen him again yet, but it looks like he might be coming over this weekend. He was telling my wife that his new job is really stressful, and she told him he just needs a blowjob. He said he wished he had a girl for that, and she said he could borrow her mouth.

A month or so after he came over to fuck her though, my wife got a text from her old boyfriend, who we’ll just call BF in this story. Before we settled on getting D (my coworker) over, my wife had gotten in touch with BF and floated the idea that he should come tag team her with me. We sat together when she text him about it, and it was real hot. I ended up bending her over the side of the couch that night in between texts back and forth we got so hot and bothered.

Everyone’s A Little Bit Racist [FM]

*(Just a note: This is relating an experience that ended up involving some racially charged language about Latinas. I’ve personally had worse said to me, although not in this context, but if you’re very sensitive to that maybe skip this story.)*

College was a weird time for me. I’ve written up some of the exploits before, but the long and the short of it was that for a couple of years when I first got there I was anxious about class and stressed about growing up and also at the same time free from the constraints of having to live at home. I was on my own and free to act out a bit, and that led to some questionable encounters, led to me managing my anxiety about school through anonymous sex. It was simultaneously a hell of a lot of fun and also probably not the healthiest way to handle things; I wouldn’t change the fact that I had those encounters, but looking back I might have changed the reason I was having them.

[F]ucking [m]y sister-in-law in the ass. A request for more.

I love to eat ass. I love the pleasantly pungent smell, the tangy flavor of a clean asshole, and the feeling of a tight, muscular ring yielding to my lingual invasions. So when I was eating my sister-in-law’s pussy and she pivoted her hips to expose her asshole to my feasting, I was very thrilled.

At first I wasn’t quite sure how deeply she wanted me to attend to her asshole, so I just brushed my tongue lightly over her pucker. The taste was overwhelming and I was soon sending my tongue there more and more. Next thing I knew she grabbed my head and moaned, “eat my ass,” and guided my attention to her tight wrinkled hole.

As I mentioned, attending a woman’s asshole is a favorite activity of mine, so I told her to get into the doggy position. I coached her into an arch, and her soft, heart shaped ass spread for me. With both hands gripping her smooth, downy bottom, I pressed my face into her fragrant crack.

Boxing [MF] Long

I recently picked up boxing lessons as a Christmas gift from my a friend. They knew I had wanted to try it out for quite some time. I was already to go for my first lesson. I had made a session online with Vic who is the head trainer of them gym.

I arrive for my first session and I said to the receptionist that I had a session with Vic. She then gets up from behind her desk and brings me to Vic’s office. I was then taken a step back because it was a beautiful woman. Vic apparently stood for Victoria. She was about 5’7”, slender and athletic. She had breasts that were on the smaller side but her ass was amazing.

We introduced ourselves. She asked me to take off my shirt and shorts and step on the scale. Now I’m a bit of a shower and I had compression shorts on (soft about 4.5 inches and hard I’m just under 8) When I took my shorts off a noticeable cock outline was on my underwear.

The time when I [M]et someone [F] by answering a craigslist ad.

I used to browse through craigslist personals section, mostly for entertainment. Most of the ads seem fake, but every once in a while you find a real person with real needs and somehow, you end up at their place in the middle of the night. This is one of those stories.

It was nearly 11pm when I saw her ad. I don’t have the original one anymore, but I do have our emails before we switched to text. From what I remembered, she was wrote an articulate ad stating that she was a normal and regular person who were sexually openminded and enjoyed sex with strangers. This was definitely not her first time, and probably won’t be her last, meeting strangers for sex.

I wrote to her, fully expecting to be ignored. My subject line even referenced her inbox blowing up. But to my surprise, within 10 minutes, she replied. I told her that I was, like her, a functioning member of society with a wild side, and attached a semi-naked photo of my back (I think I have a nice muscular back and butt). She replied saying *”Hey. Nice to meet you! Yes, I am a regular person with a job but also a pervert”* and attached a couple of face pics.

Afternoon Delight in His Office [M, tF, F] [Anal] [Rough] [D/s themes]

This all started following a submission from a very good gurl who’s a follower of mine:

>I found myself daydreaming the other day. I found a cute little pencil skirt and put it on and I thought how good it would look if I put it on, with my tall black heels and a silky white blouse and visited your office for a ‘meeting’. I thought about being on my knees in this tight little skirt, working my lips up your hard cock all nice and slow. Ruining my lipstick on your hard, glistening cock. Then I found myself wondering what you would do to my little, tight sissy boipussy now that I had gotten your cock all hard…

As your mouth and hands devoured my cock with me leaning back onto the desk… I’d wrap my hand up in your hair, controlling every up and down, forcing your mouth to take more and more of my hard cock into it. I’d lean back and press the intercom button, telling my young, shy assistant to come inside. And there you’d be, on your knees, stroking my cock in your hand, looking back at her wondering what I had planned next. I’d tell her to close the door and come a little closer.

Hot New Neighbors (MILF, Teen) Part 3

*I decided giving the story a different title doesn’t really help continuity. I can’t rename the others but this is the title I will use now. Move in – Part 1, I’m Inside – Part 2*

End of Summer

I didn’t see much of the red headed MILF after that night. Her husband came home from his business trip and I guess she was on her best behaviour. I saw lots of Abigail though, all summer long. She didn’t like being together at her house. Instead we spent most of the time together at my house. A couple times though I ran into her at the mall.

[MF] The Seedy World of Peep Shows, and Me

Months after my [first strip club experience](https://www.reddit.com/r/gonewildstories/comments/9zd55d/mfstripclubvirgin_an_ode_to_the_first_lapdance/), I was happy, horny, and full of no saving grace. The experience was visceral and the feeling of contact between another human being was something I longed to experience. Those were the first boobs in my post-pubescence to frame my vision, but they would not be the last, and I needed to see something beyond.

The thrill and excitement to explore the seedy side of history and human sexuality took hold of me. Curiosity grabbed my hand, and led me to a past of flappers, floozies, and the tease of breaking prude laws of an Al Capone era style, prohibition tale. I came across in my studies of something naughty, the era of the peepshow. It was a remnant of a darker time in history, where streetwalkers roamed the streets, hustlers and pimps paraded up and down a neon 42nd Street getting their scores. In billboards gone, the words “live nude girls” and “xxx” and “adult theatre” in pulsing neon tubes would flash back and forth, with a the shape of a tantalizing woman, who would kick her legs up and bring them down again.

I [M] caught my G[F] getting fucked on the couch

Bit of background, been with my GF since we were both 17 so hadn’t been with anyone else apart from each other before. But 5 years into the relationship and I started getting attention from another girl and eventually got a few hand jobs and blowjobs before fucking her fully.

Cheating on my girl then happened on the regular for about 9 months before I started to float the idea that we bring a third person into the bedroom with my girl and me. Even suggesting we get her another cock to play with or I watch her getting fucked. She even agreed to a threesome with another girl but it didn’t come to anything.

So fast forward a year or so later, I’ve stopped fucking this other girl. My gf is on a night out on the town with a few of her extended family, while I’m at home. Her cousin brings his wife along to it who also gets her brother to come drink with them to. This guy is a good bit older than us, like early 40s, keeps in pretty good shape, very confident, can tell he just fucks women regularly and just leaves them when he’s had enough. Seemingly they hit it off really well and she starts to get more secretive and distant, not answering calls or texts as quickly when we’re not together, not being as available as much as she once was.