A More Than Decent Proposal [FM]

This story was requested. Skip to *********SEXY TIME STARTS HERE*********** if that’s what you’re here for. 😊

Early in and throughout my dad’s career, he used some of his money to invest in real estate. Some are rented to employees, some he has flipped, and some have renters that don’t work for his company. When Steven and I graduated, he offered to let us live in one of them rent free as long as we covered taxes and bills.

The company my dad founded prides itself on two things: family and American built. So it was expected that Steven and I would take jobs there. Steven had worked summers in the warehouse, and as the Director of Operations came close to retirement, took Steven on as his protege. I, with my MPA, entered into accounting. This, combined with the offer of a basically free house, helped us get a great start in adulthood.

Steven and I often dreamed about our future home. We both loved old houses and wanted land. Offhandedly one day, we mentioned this to some realtor friends of our parents. It came as a surprise when, six months later, I got a call that what we wanted was about to come on the market: a four bedroom, 1800s farmhouse on 150 acres. Barns and all. And the price was unbelievable.

My girlfriend edged me because she was angry I wasn’t angry [FF]

So a fun fact about me so that I don’t experience anger very often. I’m very Type B (*a rarity for a lawyer… Which is probably why I hate most lawyers*), so anger is just not an emotion on my radar unless shit gets really bad. Sometimes I get upset out of a sense of justice or bummed out, but I usually internally process instead of lash out. Sometimes I even yell out of social obligation, but that’s more strategic than impulsive.

All of this is to say, I can be a difficult person to date. It sounds great on paper but in the words of my ex boyfriend, “How the fuck am I supposed to know if something is bothering you?”

So, my ex girlfriend was mad me for at least 80% of our relationship, and it drove her up the damn wall that I did not reciprocate this emotion.

We once got into a fight because I had the audacity to say hi to someone on my campus because, according to her, he “clearly had a thing” for me.

*M could be a tad dramatic.*

gay ass roleplay! date a character of your choosing! [T4B] [M4M]

*Hello! My name is Teddy and I am a hyper – descriptive writer in search of a partner that matches my tastes!*

*TLDR: I’m here to play mentally ill (probably somehow toxic) gay men of your choosing.*

*A little bit of background about me – My name is Teddy, And I am 19 years old! I’ve been writing for quite some time (7 – 8 years, as a matter of fact!). My writing style ranges from novella to much more in-depth stuff, but don’t worry! Two to three paragraphs is fine too lol.*

*I am a self – proclaimed ‘horrible gay’! I’m a sucker for messy relationships, bad boyfriends, clingy boyfriends,, etc. I can’t help but fall in love with messy dynamics. My writing schedule rather depends on how much I enjoy the roleplay, But aside from that it shouldn’t be much worry as I am very verbal with how I feel the plot is going! I usually spend my time most actively at night to early morning, And I am a fast typer/writer.* ***My writing characters are all canon***, *and I’d prefer to write with them against an oc of yours! I really like playing canon characters, it’s sort of my thing :).*

I fucked my best friend’s Mum [MF] – Part 4

[Part 3 Here](https://www.reddit.com/r/gonewildstories/comments/x8xfo8/i_fucked_my_best_friends_mum_mf_part_3/)

The closer to the day to get back home, the hornier I [M20] got. Too many nights I held Susan’s [F45] picture in my hands, and if I concentrated hard enough, I could almost cum hands-free if I relieved our goodbye fuck the last time we were together.
I missed her more than I missed my family.
The “goodbye” fuck was beyond incredible, and I wanted to repeat that all, again and again and again. It’s not that hard to get laid, even with females, but it does take energy and some coordination, and when the end result might piss off a lot of your superiors, sometimes is better to stay put.

First Time with a Couple [MMF] [37M]

Maybe about ten years ago, I was up late cruising Craigslist ads, looking for a hookup…as one does. I came across an ad for a male/female couple looking for a guy to join. At this point, I had only been with guys. I was, and still consider myself, gay, but I was open to the idea of playing with them. So I replied to their ad. A few email exchanges later and a ten minute drive found me inside their bedroom.

They were maybe in their mid to late 30s. He was short, kind of round, with a scraggly beard. Definitely not my type. She was what some might describe as a bigger beautiful woman, with blonde hair just past her shoulder, and large breasts. I met them in their porch and then walked with them inside the house and into their bedroom.

I undressed as they watched me. They sensed excited to have a younger guy over. She commented at how skinny I was, even though I was really a few pounds over average. She watched me from the bed, a sheet covering her.

[MMF] Following through with Bi curiosity for first time

It was during summer of 2021. COVID restrictions had just been lifted and EVERYONE was heading out for drinks and clubbing, it really was a time to let loose.

I have always considered myself straight, but during lockdown I had wondered into Bi territory, whereby I would buy dildo’s, plugs etc.

Myself (28) and a girl-friend, Olivia (26), were always pretty close and decided to head out for drinks & catch up. We met up and started talking about life and dating, after a few drinks, she then proceeds to ask me if I had ever been to a gay bar before, I had not.

We head to the main city gay bar, it’s pretty big, dark & extremely busy with everyone celebrating restrictions being lifted. We head straight over to the bar area, whereby I feel several bodies brushing against my ass numerous of times when walking past, I instantly felt a twitch in my boxer briefs…. I kinda liked it.

An hour or so past, me and Olivia found a corner booth and started chatting. I noticed her eyes wondering, looking directly behind me. I take a quick glance, and it’s a tall black guy, I would say 6’4, well built and well dressed.

When my ex-boyfriend and I found out we were both queer [FM]

My ex never identified as bi. Or pan. Or anything for that matter. In the same way he was widely apolitical, he just never felt the need to label himself on the spectrum.

He fucked a lot of dudes though.

We slept together pretty early and then it became constant. Our sex was pretty fucking epic.

Neither of us were in a place where we could date which took a lot pressure off of the situation. We had the profound privilege of total honesty which led to a lot of deep conversations about sex.

We covered a lot in those first few days, but there was one area where we hadn’t made it to. This was in a different time when queer sex was simply not as accepted and still kind of taboo so I was pretty careful with how I approached the subject.

Onetime he was talking about this guy friend who he was close with. I have no idea how I knew, but as he was telling this story I just had a very strong suspicion that guy had sucked K’s dick. They had spent months together at some base and he talked a lot about how they “bonded.”

[MF] Sex with a Lesbian

A month ago I [M33] made the move back to London for a good job that came with good opportunities. Given how things are beginning to spiral in Ireland I was all but too happy to leave. Fast forward a few weeks one of the girls at work Tasha wanted me to go out for a few drinks with her, stating that her usual friends weren’t around and I had to fill in. lol. She’s a good chick and funny AF and we get on like a house on fire. Plus, she was dead horny and needed dick. I’m off the firm belief that you don’t “Screw the crew” in a job – to hell with that.

Tasha and I hit up one or two bars and the hour was late to begin with. I was on the face about heading down the road to a late bar, I’d passed by the place and just didn’t like the look of it, that and I’d heard about the owner, that they’ve more than a few screws loose.

All in all, I was happy to be out with Tasha but I had absolutely no expectations at all.

I [F] fucked the quiet girl at work in a surprise foursome

I had a work farewell party on Friday night. After dinner everybody headed upstairs to the club area and I called my boyfriend to come join us. I just have more fun when he is there, and I love showing him off because he is so handsome and a bit of a celeb as he acts in some local productions.

After a while, most work people headed home so there were only four of us left and we went to a different club. It was just me and my bf and Don, he is fully gay and was bouncing around all night ‘kissing boys’ as he put it, he somehow knew everyone there, and Louise. Louise was a sweet and pretty but very quiet girl. She hadn’t worked with us for long, I always get the feeling she is a bit junior and has to learn some confidence to speak up in meetings. We don’t work together on the same projects so I don’t know her much beyond that. In the beginning of the night she complimented the dress I was wearing a lot.

My “Frat” house [M][Gay]

Hey everyone, this is a story about my “Fraternity” house. I call it Frat because it is similar to that but it is pretty much a big group of friends living together. There are 13 of us in this fraternity group divided into 3 frat houses. We are a very chill group of dudes who are the same age and share enjoyment in many things.

In my frat house, there are 4 of us. Me, Jacob, Jay and Fred.

Descriptions of everyone:

I am a bisexual dude, 5’10, slim with basic muscle definition. I don’t go to gym but I do running. I am interested in girls more than guys like 70/30. I’ve had multiple girlfriends before no boyfriend but have hooked up. Have a nice brown bubble ass and a 6.7 inch cock that has decent girth at 5.1 inches.

Jacob is a “straight” dude, who is the tallest out of us all at 6’4 and goes to the gym 5x a week with Jay. His build is muscular and he also plays Football too so he is athletic. His cock is 7.3 inches and is very girthy at 6 inches. He recently broke up with a girl around a week prior to this incident.