Boyfriend’s Brother [MFM]

When I was younger I was dating a guy who was my age, that had a 28 or 29 year old brother, who was basically just a slightly more rugged looking version of my boyfriend. My boyfriend lived with his mom cos we were still in high school but his brother lived in an apartment a few towns away. So one day my boyfriend and I are alone at his house because his mom was out for whatever reason, so we’re taking advantage to fuck somewhat loudly on his bed. He made me cum twice, fucking me missionary before cumming himself. I could have still kept going but I was happy that he was happy and didn’t mind it was over in only 20 minutes.

He rolled off of me to reveal his brother standing in the doorway, watching us with a smirk on his face. He walked over and I was too shocked I didn’t even attempt to cover myself. He looked at my boyfriend, shook his head, and said “come on man, a bitch like that still has so much fuck in her yet, if you don’t get your cock in her now I will.” My boyfriend told him I’d cum twice already and I was fine, so his brother walked right up to me and touched my pussy, and I shook under his fingers.

Life as a College Cuckold Boyfriend [consensual] [long] [some foot fetish] [MF]

*Note from the author: This story ended up being almost 3 stories in 1. Future installments will probably be a lot shorter, but leave your feedback below in terms of what you’d like to see. Note that this story includes more foot fetish content than my last one, but it is mostly in the last 1/3rd. While this story is a continuation of my last post, it should stand alone well enough to be read on its own.*

Now that I’ve told [our origin story](https://www.reddit.com/r/cuckoldstories/comments/m7zj1t/how_a_threemonth_breakup_made_me_a_cuckold/) to positive reviews, I can start getting into some of the other experiences Chloe and I have had over the course of our relationship. I think one of the things I’m most grateful for in our relationship is that we found and embraced this kink very young, whereas many don’t find it until much later in life. This allowed for a variety of experiences that usually only exist in fantasy, like the one below.

Grad School Friday Nights: Chapter 1: Andrew In The Library [Cheating][Cuckold]

Chapter 1: Andrew In The Library

I went to grad school for a number of reasons, so I could advance my career, so I could make important connections in the event I ever want to teach, and kind of just to do it. I did very well in undergrad so I was given excellent financial aid by every school I applied to. I don’t regret my decision to spend a little more of my twenties in academia, but sometimes it’s a little depressing when I see my college buddies already in the formal adult world with industry jobs, while I’m still… here, cramming for tests, doing homework, lab reports, and all that nonsense.

I was in one of the engineering libraries when it happened, I had overdue work for a class I was a TA for, just grading work along with answering the occasional email when I thought I’d look at instagram.

The girl in the first photo of my feed looked familiar, but I knew it wasn’t Sophia after a few seconds. I took a moment to look through her profile, she was someone I’d absentmindedly followed a few years earlier, after I saw her tagged in a friend’s photo and thought she was hot. I’d jerked off to her a few times in place of Sophia, but it was never the same.

A girlfriend of mine (22F) has been fucking her stepdad (48M) for years, and she was really excited to tell me all about it [MF]

I caught up with a girlfriend of mine the other day. We hadn’t seen each other in months (distance plus covid), so we had a lot to talk about, but wound up mostly talking about the guys we’ve both been fucking lately (OBVIOUSLY). And there’s one really big important one in her life – her stepdad.

“Kelly” (not her real name obviously) and I met in college and became pretty close. A bunch of us girls used their family’s beach house over spring break in sophomore year. Her stepdad met us there and opened up the house for us. That night, without them knowing, I caught her giving him a handjob-turned-blowjob in the little shower stall on the ground floor. (I actually watched it, it was incredibly hot.) She was **obviously** super into it and really eager. I ran and hid before either of them saw me, but afterwards I was obviously like…. *ohmigod, what did I just see???*

He left the next day and I didn’t say anything about it, but obviously I was suuuuuuuper curious what was up with that.

Another Photo Shoot [MF]

Link to Part 1 in the comments…

We had been dating for a few months and it was incredibly fun. Here I was, under-employed (I was working in a machine shop totally unsure of what I should be doing with my life), 6’2”, 200 lbs, dark hair, green eyes, athletic build, socially awkward (because it is hard to shake being a long-time D&D playing, video gaming, swing dancing, comic book loving nerd). She was beautiful, finishing her last year of under-grad, 5’4”, 100 lbs, chestnut haired, blue eyed, actress and part-time model with a thick ass, full lips, and an insatiable libido. I felt like I was the luckiest man alive. I had met her through a mutual friend a few months earlier — he had a huge crush on her, but he also had a girlfriend… — and we had been dating ever since. In thinking back on that relationship, we didn’t have very much in common, we both just loved to fuck and couldn’t keep our hands off each other.

Teasing my [F22] boyfriend [M23] at the bar got me fingered in public and my ass filled with cum [MF]

This is my first time posting here, but I’ve been thinking about this since it happened a few nights ago and I thought it’d be a good story to share here.

So my boyfriend (let’s call him Jesse) and I moved to a new city for my work a few months ago, and it’s been tough trying to meet people, especially being in a pandemic. We tried meeting young people at bars, but haven’t really found a bar with people our age in our small town. So, we decided to try going to a bar farther away that someone recommended to us in hopes of socializing a little and maybe making some friends. But I also decided this might be a good opportunity to spice up our sex life a little, since months of only having each other for company and being home together so much meant sex was getting a little boring. I definitely have the higher sex drive so I’m usually the one initiating sex, but I thought it might be fun to see how worked up I could get him. I had ordered myself a sexy, strappy, sort of gothic style harness and garter belt set, knowing that he’d love it. He’s definitely got a thing for the whole big titty goth girlfriend look, and despite my DDs and pale skin, that’s not my usual look. So, while getting ready to go out to the bar, I got myself a looking a little extra hot, put on the harness, which has straps going around the chest but left my DD breasts exposed, along with the garter belt and a tiny black thong. I wore a short black leather skirt which just barely covered the straps around my thighs and a more modest sweater on top to cover the straps of the harness on my chest.

I cum riding a train with a stranger [F]

It was a summer rush hour in LA. I need to take the train to meet a friend early in the evening for a party in a club.

I’m all dressed up in a tight fitting top that doesn’t leave much to the imagination. I’m not wearing a bra either. My silk skirt is short and flirty. A small breeze will lift it up to show my white thong that is clinging to a shaven pussy.

As I was standing and waiting for the train, I can tell that I’m getting some attention when my skirt lift up with the breeze. I can only hold the front of my skirt as my other hand was holding a big paper bag with a present to my friend.

Everyone was feasting on my nice ass. My boyfriend always tell me that I’m the only girlfriend he had with an ass to kill for. I take that as a complement or maybe he tells that to all his previous girlfriend. From the looks of the men at the station, he may be telling the truth.

Monogamous prude to bi hotwife [FMF]

I met my Italian born girlfriend, u/LunaPenelope, of 7 months on a dating app called “Hinge”. We both were recently divorced, but ready for something serious again. She was very open with her past and I quickly learned she lost her virginity to her ex-husband 2 months before turning 25. The relationship was strictly monogamous and very vanilla. After her divorce she only had sex with 3 other guys, and I was her 5th sexual partner. Luna’s herself wasn’t *fully* vanilla at heart. She admitted to watching lesbian porn as her go-to and was bi-curious. She also thoroughly enjoyed light flirting and receiving innocent attention from males regardless of being in a monogamous relationship.

I was very open to Luna about my past relationship and experience in the swinger lifestyle (LS) with my ex. *Side note: those of us in the swinger community call it “The Lifestyle” or “LS” for short.* I made sure to stress the fact that the lifestyle was my past and I had no desire to return to it. I said this because my focus was genuinely finding a soulmate that I could build trust with and eventually start a family. The only expectation I had of her was to meet my LS friends with no judgement and attend a LS house party with an open-mind.

[MFF] My first and only threesome

My first and only unplanned threesome

First time writing one of these so if it’s a bit long, bare with me and I promise you’ll enjoy. Myself, my girlfriend (now wife – we’ll call her Emma) and my girl best friend (Rachel) were hanging out on a Friday night enjoying some wine. Emma is a 5’2”, fit, dirty blonde with perky size B tits and an ass that will make any head turn. Rachel is a 5’3” brunette with nice size D tits and a beautiful ass.

Family Ties [MFmf][Ff][Mm] [Inc]

I was listening to a song on YouTube the other day, a bluegrass parody used to demonstrate the rather difficult notions of genetics and how they can be used to confuse family ties. The song was essentially about a guy who marries a widow and his father marries her daughter.

The father and his wife have a child and the child is brother to the guy, but also a grandson of his father as the first son is married to the mother of the daughter who’s father… um, forget it, it is funny – if you look it up on YouTube. “I am my own grandpa!” is in the chorus, but what the song is and who it is by I have no idea. What is amazing is though it could be true, well almost – it is pretty similar to how my life is working right now.