How I[30M] wound up fucking my lesbian best friend [26F] [MF]

TLDR Scroll to the divider if you just want to get to the good stuff

Madison Adams was my best friend.

Not in a secretly-in-love sense. Not in an unresolved-sexual-tension sense. Truly, Maddy and I were friends.

We genuinely enjoyed each other’s company- from speaking only in movie quotes to enjoying insult contests just a bit too much – it was hard to find someone as willing to indulge in our particular brand of stupidity as much as we did. Our friends observing often said they couldn’t figure out if we hated each other or we were actually madly in love.

Which would’ve been reasonable to expect, except for one small detail – Madison Adams was gay.

Over the years we’d become each other’s greatest confidants as girlfriends on both sides came and went. We agonised over unanswered texts from crushes together, commiserated over how women could be so fucking complicated, and picked each other up after particularly nasty breakups.

This is the story of how we ended up fucking each others’ brains out in a beautiful riverside cabin in upstate New York.

[FF] – I fucked my now wife in the guest room after her father told me I couldn’t marry her.

My wife was raised in a very conservative, bigoted family. It’s a miracle she’s not a mindless hate machine like her parents and siblings. When I met her, sure she had a lot of bad opinions, but I’ve helped her open her mind up to the world and to people. She’s gotten much better, objectively.

But so she still loves her family. She still loves her siblings, mom, daddy. She still values their approval. And I don’t fault her for that at all, I understand how family is.

They’re old fashioned in a lot of tradition aspects too, which takes us to our story. She wanted me to ask her dad for his approval to marry her. I of course had my objections, for one it’s not like he owned her, we’re past that in our modern day. And I knew he would say no. Her and I dating already put us on thin ice, being gay and all. There’s no way he’d let us officiate it.

I didn’t tell her the latter though. Just the former and extensions of that. But she really wanted this. It would make her happy. So against my better judgement, I said I would.

Dancing Queen Ch. 4: Mentorship [M/F]

[Home](https://www.reddit.com/user/Teososta/comments/suoqy1/dancing_queen/)

=== ***Queen*** ===

Bryn is a little on the slow side. Not like that, but it takes him a second to process things happening.

The smell of her, the smell of Lust, filled the room. That slightly musky odor, not a stench but a natural alluring odor of a woman turned on.

“So, what’cha say to that? I know you’ve been wanting your own brother, and it’s probably been for a while huh?”

She was about to nod bud quickly shook her head. “Don’t be shy, it’s natural. You two aren’t related by blood, so it’s perfectly fine.”

“Stop! Please, don’t say anymore,” she whined as she tried to close her legs, but I pushed them open and slowly slid a finger in. She moaned softly against my advances.

“Oh my, you’re so wet! You’re quivering down here too,” I chuckled. I took my finger out and held it in front of her, watching it glisten under the fluorescent lights. “Look how shiny my finger is, so wet. I wonder how you taste.”

“No, don’t!” She protested but it’s too late. I gently sucked on my finger and she’s helpless to stop me.

Big Bro vs lil brother [M/m]

Quarantine has been difficult for me, I’m outgoing and love to talk about anything but being forced to stay in my house, not being able to go to Uni or into the city at night is driving me fucking mad, I’ve been jacking off multiple times a day just to keep the boredom at bay…

So a bit about myself, I’m Max, 6 foot and 3 inches tall, short black hair, blue eyes, tan skin from being poolside, with a stocky body type. I live with my mother who’s a nurse and my younger brother who has just started uni himself this year.

Due to Mum’s line of work and the current situation she’s out at all times of the day or night leaving me and my brother to connect, we have never been close.

My little brother’s name is Dylan, he’s shorter than me at 5 foot 5, middle length wavy strawberry blonde hair, green eyes, milky smooth skin and a lean body. From a young age it was clear he was gay to the point he didn’t even have to “come out”, even before Mum found his search history.

Amber and Eve Pt 3 [MF][FFFM][FF][Inc]

I was fucking my daughter. Her first lover, Eve, and my wife, Leah, were both there, on the bed, watching me inserting my cock into her doggie style.

I pushed in and pulled out of her, my cock sliding with the moisture soaking her labia and vulva. Eve moved around and reached under Amber and began to masturbate her clit. I felt her fingers flicking over Amber and sometimes feeling my balls as I pushed into Amber. “Go on, cum in her,” Leah said, “Drive your dick into her as far as it will go! Fill her up with your hot cum.” I had never heard Leah talk like this before, it was unbelievable. Eve moved a bit and was kissing Leah, while Amber was sucking her tits. Eve was masturbating Leah, well, the look on her face was that someone was playing with her love canal. But I was not going to cum yet, I wanted to be inside each of these lovely women before I came.

“Not yet baby, Eve next, then you and then I am going to cum in Amber.”

The ultimate condom quest [FM]

*Ive been trying to write a vulnerable story and can’t get though it. Enjoy this fun one as I tease it out…*

I’m an excellent wingman. Really, I’m the fucking best.

Even when I might have partaken in certain substances.

Two of my best friends met at a music festival a couple of years ago. I knew they would fuck before they did. They’re both hot and cool AF. She’s a cute hippie and he’s a southern catch who had just been cheated on.

We stayed in two tents. I offered to stay with Hippie Friend but she said she didn’t mind sharing with Southern Boy. She claimed she didn’t want to split up my husband and me, but I couldn’t help but roll my eyes.

*Yall are about to fuck.*

The first night we were there we hear them stay up talking to 5:00. The next morning they crawl out of bed looking like hell and I assume they had finally fucked. I cornered Southern Boy later for details but he shrugged me off and said neither of them have a condom.

Me and a friend (both 19f) got fucked by two guys (??m) down an alley after a night out [group]

I’m 37 now but this happened when I was 19, she was 19 too and god knows how old the guys were we never asked lol.

I was with my husband (boyfriend at the time) but I’ve always been allowed to do what I want so that doesn’t matter. Sarah was single and knew I was allowed to play as well.

We used to go out most Saturday nights in a group and this was no different, a group of about ten of us. We started off in some pubs and bars before heading to a night club. I’ll have to interject here and say mine and my boyfriend plan at the start of the night was for me to find someone to fuck and then he was going to pick us up and take us back to my house (parents were away). I was going to tell the guy that he was a gay friend (stupid plan lol) and he was just picking us up to save on taxi fare and he was going to sleep downstairs.

My Addiction pt 4 [MM] [Reluc] [Cheating]

I sat in the driveway trying to figure out what I was doing. Cheating. That’s what I was doing. If my wife ever found out she’d be heartbroken and I’d be ruined.

So why was I doing it?

I love my wife. More than anything. She’s my whole world. And I didn’t even like Jacob. He was a complete bastard. Rude. Demanding. Forceful. Impatient.

The first couple of times we were together he forced me. Physically overpowered and intimidated me. After that he basically blackmailed me, threatened to tell my wife and everyone else.

He was a complete ass. And on top of all that he was a *he*. I’ve never been attracted to guys. I’m not gay. There’s nothing wrong with it, it’s just not something I’ve ever been interested in. Outside of a short time when I was growing up, I’ve never questioned my sexuality or anything.

But there I was, sitting in my car in his driveway. I’d driven there of my own free will. Not physically forced there, no coercion.

[MMF] Spontaneous first time having a threesome with gay bff and girlfriend

Before I get into the actual story some background is needed. I’ve (heterosexual male) been friends with my gaybff (J) for a couple years. One day a couple years ago I was feeling sexually curious so I asked him if he wanted to come over for some experimentation and fun. He obliged, and I gave him a BJ and fucked his ass. I wanted to switch it around but it didn’t work out, due to a combination of my ass being too tight and his dick too big. No matter, still had fun. I needed straight porn to get hard and cum and it was definitely an interesting experience that satiated my curiosity, but nothing came of it. We still hang out as normal bros with zero sexual or romantic tension.

[MM] My (M32) 2nd Gay experience (M25)

This was a few weeks after my first encounter with Eli from my last post. I was getting bolder and more comfortable with him, mostly using the messaging app with a ghost to send each other nudes and videos of each other jerking off and shooting cum. I enjoyed it a lot but craved to have another physical encounter. I wanted to see how far I was willing to go.

After 3 or 4 beers, I sent him a text asking what he was up to, which as we all know is a booty call in disguise. He said he was at a party but if I wanted company he could meet me somewhere. I asked if he wanted to cut out the tiptoeing and just meet at my place. He agreed.

While I was waiting, my cock grew harder and harder. The anticipation was almost too much and I started to masturbate to try and alleviate my nerves. I stripped down to nothing, and pulled on my cock until I was dripping precum and positively turned on.