Category: gonewildstories

[MMF] [Group] fucking my roommates

I’m a 32 mtf trans guy and have been living with my (cis) male roommate for a few months. I’ve always found him hot but he has a girlfriend (who is also stunning). She’s over a lot and we’re friendly. About a month ago she was here and wearing a very revealing outfit, I could see her nipples through her shirt and was so turned on. Later her and my roommate were fucking louder than usual so I was laying in my room jerking off and listening to her moan. After a while it got quiet and then there was a knock on my door. It was my roommate and he asked if I wanted to watch instead of just listen.

I immediately agreed and followed him to their room where she was lying on the bed with her legs spread. Her pussy was wet and she rubbed her clit as I sat down on the chair and started playing with my dick. My roommate started to squeeze her tits and rub her nipples while she fingered herself – it was incredibly hot. Eventually he grabbed a dildo and slid it into her pussy, fucking her slowly as he sucked her nipple. Watching her moan and whimper was so fucking hot. I started fingering myself and rubbing my cock as I watched her. Read more »

The one with the Persian woman and the cum splashed bra (and couch) [MF]

The wife of a good friend of mine owns an art gallery, and covid had been a blessing and a curse. People were spending lots of money on art for their houses, but one of her favorite things was doing art shows/exhibitions, and that had been pretty much ruled out for 9 months. So, on the Sunday after New Year, she decided to kick off 2021 with her first exhibition, doing it in the garden area outside her gallery in the late afternoon.

My day was off to a good start, having exchanged some hot sexts with Hannah, who I had hooked up with the day before while lounging around and watching the start of the last day of regular season NFL games on TV, then heading to the gym where I ran into Kimberly, who I had met before Christmas. She and I then scheduled a late lunch, which ended in a blowjob before she had to run to pick up her kid from ex-boyfriend’s house. So I headed to the art show in a good mood. Read more »

My first DP [FMM] and two BBCs

I must admit before I started my current line of work I had never had a BBC. Don’t get wrong, I’ve had big dicks before just never a black one.

My count of black dicks after this experience is only up to a whopping 2.

My client is a good 9 inches and very thick. Stretches my holes out nicely. It’s great getting fucked by him and he pays the extra $120 (he pays a little more because of his girth) for anal every session.

After a handful of sessions over the last few months he asked if a friend could join us next time. *Side note, always find it weird when two dudes are into threesomes. It is probably why up until this year my threesome experiences have been FFM. I had my first FMM experience this year with two friends. So I found this very weird that he was asking an escort for a threesome with another guy. End side note.*

“For what?” I asked being all dense

“To have a threesome? What else …”

“Oh. Um. I guess … what do you guys want to do?”

“Have sex with you” Read more »

Me and my roommates have our way with an ex-gf [M] [M] [M] [F]

LONG Skip to **** for sexual

To begin I have to set up the background. Me and my group of friends in college consisted of 5 ppl. (Names changed for obvious reasons) There was me, Ben, Jack, Zeke and Tim. We went to an all male college in the middle of nowhere in the eastern half of the United States.

Ben had a gf and takes no part in this story. Tim was 5’9 and slang meat all over town. This man picked up a lot of chicks despite his short comings (haha). He is white, brown hair and dressed like a popular guy. Skinny jeans, white vans, and flannel etc. Me and Tim played football together while in college. So Tim was in very good shape. Jack was 5’9 and was a black dude with a big Afro from down south. He was about 280 lbs and lifted a lot. He threw a lot of weight around in the weight room, very very strong. Zeke is about 6’0 , white, has brown hair, skinny and used to be into athletics but not anymore. So skinny/pudgy if you know what I mean. Zeke had been dating this girl (Diane) from his high school for a few years so we had all come to know her very well. Tim and Zeke both went to the same high school so the three of them all knew each other before college. Read more »

[FM] I just got paid to eat & sleep …

Just spent 24 hours with a regular of mine, the one who has showered me with presents and sees me multiple times a week.

He asked to have a day date with me and I agreed. For a few of course.

He booked a room at the St. Regis it was very fancy.

He booked a few hours at the Spa, where I got pampered with a massage, facial, wax, etc.

We spent some time in the room, gave him a blowjob.

Took a nap until dinner.

We went to a fancy ass restaurant where we had a 7 course tasting menu with a wine pairing.

Came back from dinner, gave him a blowjob.

Slept for a decent 10 hours.

Woke up. Had breakfast in bed.

Gave him a blowjob.

And left at the 22 hour mark. Even though he paid for 24.

My bank account increased by $5000. The man paid $1667 a blowjob.

That is all … does this make me a whore?

[mf] [mmf] I let my friend (31m)have sex with my fiancé (27f)

Had some interest in this story so thought I would post

So abit of back story:

My fiancé Jess now 28, we have been together for 7 years, no bias shes hot, 5”3 natural mousy brown hair but has been loads of colours, she has a sexy hour glass figure, 32dd tits maybe larger depending on bra brand, tiny waist and a big ass, I’m defiantly an ass man! Has a granddad from Iraq so has some olive skin dark brown eyes some of his foreign features. I met her through my best friend Adam as it’s his cousin, not by blood, as his mum was adopted by jess’s grandad.

So we have a very healthy sex life, both open with each other, id say me being the more open and honest, we have talked about threesomes in general conversations, she always presumed I was talking about mff, it was always quickly shot down by her. Read more »

[MMF] Halloween party and I got the best treat.

If you want more background or context, check my previous 2 stories.

Also for clarification, I’m an idiot, she is 29, the last couple of years jumbled together.

Me: 37 male, 6’4″ 260 on a good day, little heavier most days lol

“Jack”: 32, about 5’8″, in shape.

We’ll call her April cause why not? 29, 5’2″ish, about 115 pounds, 32B/32A chest, in really good shape from working out 5+ days a week, running, etc. Tiny, especially when compared to me.

So we live in Utah, so even though Halloween is on Sunday, in Utah, it was on Saturday. So all the trick or treating was done Saturday, Sunday Jack and April were having a small party with a couple of adult. There were 3 other couples, and me the odd one out. Party kicks off about 7, I get there a little late, one of the couples is there already, I’ve met them in passing but whatever. We’re hanging out, bullshitting, eating some snacks, drinking some drinks. About 8 the other 2 couples show up, they rode together. So more bull shitting. Read more »

[MF] I [F18] hooked up with an e-sports player mid tournament

In telling stories like this I usually want to be sexually intriguing, but also have a genuinely interesting story to tell. This is one of the most surreal hookups I’ve ever had.

So I have an odd series of friend groups. My high school friends are mostly composed of video game kids and genuine geniuses, but they’re all super fun people. In terms of video games, I am mostly interested in causal games and rpgs, though I do enjoy Hitman a whole lot. One of my friends is much more into fighting games, and he invited me randomly to join him in going to a Super Smash Brothers Melee event.

The drive down wasn’t too bad, and we got there the night before. We shared a hotel room, and then went to the actual tournament location the next day.

My friend happens to know a pretty chill player, and so we did end up getting a pretty VIP experience in terms of where we could access. I was surprised that the venue was as big as it was, but apparently it was some regional final or something. I won’t name the city or tournament, since i want to keep some later details of this story obscured. Read more »

Fucking [M]y (29) girlfriend’s (24) best friend on a short vacation.

This happened about three weeks ago. My girlfriend and I have been dating for about 8 months. We are serious and we’ve traveled a good bit together, going on several out of state trips. A few weeks ago we both had some time off and she wanted to visit one of her best friends from college, Kate, who had moved to a city a full day’s drive away. I had wanted to check out that city so I agreed to go.

We arrived at her apartment late at night and I shook hands with Kate. I’d seen her before on Instagram and knew she was pretty, but I was still taken aback by her piercing, icy blue eyes. They were both innocent yet knowing. They were framed by prominent, full black eyebrows and long dark hair outlining her very white skin. She was a little bigger than my usual type, about 5’7”, but she had nice curves and wonderful lips. Read more »

Virgin says anal sex is ok [MF]

I had met and started to date Rose. She is around 5 feet tall, petite, cute face, nice butt, and has A cups. She was smart, funny, artistic, and a great dancer. We immediately hit it off and had a great time when we would go out.

We would make out and get touchy nothing further in the beginning. She eventually tells me she is a virgin and is saving herself for marriage. I’m thinking, shit. I don’t know if I can do this but she is at least ok with oral sex, giving and receiving. I can make that work at least and she gives great blowjobs. She constantly complimented me and loved to suck my dick. I also got pretty good at going down on her and learning everything that made her cum with my tongue.

It was hard but I always respected her wishes and never made her do anything she was uncomfortable with even though we came close a few times. Read more »