How I met my MILF girlfriend [MF]

Intro

So, this is a long story, and it has been happening since 2020

I won’t post every story here because there are a lot of them but I’ll share the first of 3 parts on how I ended up dating a MILF. A quick note though, I like to write things with detail so, if you want a quick “fuck” story, go search somewhere else. Also this first part is the most mild one, but I want you to feel exactly how I felt when I went through all this.

Some info on me: I’m 27 years old. A friend of mine told me that man can be beautiful, sexy or cool. I know I’m not “beautiful” in the typical sense, but I’m pretty good with the other 2 criteria.

I’m 167cm but pretty athletic since I’ve been practicing sports since I was 4. Also, I’ve built a company after college and worked as an entrepreneur ever since. I had a bunch of sexual experiences but always with women younger than me or around the same age. In fact, I never understood people that had a MILF fetich.

That was, of course, until Sarah showed up in my life.

Make Me [TW: CNC][Bondage][Rough][Brat][M/F]

“Make me,” Stasia told her boyfriend, lifting her nose up slightly in defiance, after he asked her to fuck him.

His eyes had turned dark at those words, and the predatory way he looked at her sent tingles between her thighs. “You know I will.” Quinn approached her with slow, purposeful steps, uncuffing the sleeves of his shirt. “And you’re going to love everything I do to you.”

Stasia backed away from him, her heart thundering with anticipation. “No. I won’t let you touch me.” His responding chuckle caused her to bite her lower lip, and her back smacked into a wall behind her. Quinn had her cornered.

“You know what to say to stop me. Unless you say that word, I’m going to be fucking that sexy little body of yours until you can’t walk straight for the next week.” Shit, he knew exactly what to say to cause a puddle between her legs. With his sleeves now rolled up, he made sure he was right in front of her before grabbing her wrists and pinning them above her head. “But go ahead. Tell me no. Fight me. You know making me have to restrain you only gets me harder. So, are you sure you want to keep being a little brat?”

Double dipping between my girlfriend and her mom. Part 1[MF]

I had recently proposed to my GF Dani, we were living with her parents after our freshman year at college. I had been sleeping with her mom Laura for over a year now. Dani and her Dad were clueless as to what was going on, yet Laura and I were always getting more and more daring. Quickies in the bathroom, while everyone else was in the living room, fucking in the stock room at my work. We couldn’t be left alone for a second before I would have my cock in one of her holes.

One day, towards the end of the summer Dani’s dad was out of town for work. It was just the three of us at the house. Dani and I both agreed it was boring and decided we should have a movie night. Laura was about to start dinner when Dani told her we were going to the store to get a movie from Redbox. I suggested we grab a pizza and some appetizers and just have a lazy night at the house. Dani and Laura were in agreement, so we headed to the store.

Sex with an older client- [M26F43] [MILF] [Age gap]

So this has been going on for around half a year. I work as a physiotherapist and one of my clients turned into my fuck buddy. So lets rewind back to 7 months ago, where I had just broken up with my girlfriend of 4 years and was feeling pretty depressed and down. I had was pretty much heading down a spiral and used alcohol heavily to get my mind of her. For a month after the relationship I was practically drowning myself in drinks just to get through the night, because that’s when I thought about her the most. So my routine was basically work, drink and sleep. I’ve been a physiotherapist for 2 years and work at a pretty well renowned sports physio center in my town. I took the job as it was 5 minutes away from my home and had good exposure Since my center was pretty sports oriented, I get many gym goers and athletic people visiting us for consultation or treatments.

Wife Seduced Her Hot College Girl Friend -(The One I Wished For)

This is a fictional story based on a real college girlfriend of my wife. Over the recent months we had gotten married, moved to a major city, where the wife had been accepted to her dream school for modeling. It didn’t take long for her to make plenty of friends or very long for me to ask about some of the other girls. She described how some were extremely open with their sexuality, with a couple showing interest and her having some interest in return, but there were also some very reserved girls, especially one she was extremely attracted to, she just couldn’t get a positive read on.

[FFM] First Time Playing Together

This is my (M) first story about a fun night from my mid 20s. This took place many years ago so my memory might not be perfect. If there’s enough interest I’ll post more stories.

It was late summer and my girlfriend (we’ll call her Elle) and I had a 3 day weekend coming up. Well, we got the idea to go visit one of her friends (Ana) who was going to grad school in a beach town. We wanted to soak up some sun and beach fun before the fall weather cooled things off and work picked up. We drove up on a Friday afternoon and got in late but didn’t want to waste the night. So we stayed up to hangout and drink a few glasses of wine to relax after a long day of travel.

Ana and had a close relationship with us and we were all probably a little too comfortable with each other. We always talked very openly about our sex lives and, being best friends, Ana knew everything about Elle and I’s sexual adventures but we never crossed that line into playing with each other. Elle was average height brunette with a beautiful curvy lower body, great ass and full B cup breasts. Ana was a taller blonde with a long lean figure, long legs and smaller tits and ass.

I [M] 32 Fucked My Step Son’s Ex [F] 20

About a year ago my step son split with his long term girlfriend, it was extremely bitter and I ended up being the conduit for more civilised conversations between the pair, i.e. sorting out collecting and dropping off any items of clothes or equipment that was left at each others homes.

We continued to message and had always got along well, I had no hard feelings towards her as I know how difficult relationships can be at that age.

Months went by and we would message once a week but the messages started to get more open and friendlier as well as more frequent. She would send me a pictures of new outfits she had bought and even the odd bikini pic as well as letting me know about any guys she was seeing and how the dates went.

We became closer and the messages soon turned to a more flirtatious vibe especially as her pics became more frequent and the stories of her dates became more graphic, she’s a stunning girl, tall and slim with long legs, perky tits and a great ass so seeing those revealing outfits and hearing about her naughty antics obviously kept me wanting more.

Straight guy [M] in a long term relationship with a girl [F]. Last week I went all the way with a guy [M] [M/M]

Kind of happened as a surprise to her and me. Well the other weekend my buddy was in town, and he is bisexual and he was in the mood to find some dick. So naturally we went to a gay bar. I was trying to be a good wing man while increasingly becoming more intoxicated. Eventually I approached a gorgeous looking guy and started conversation to see if he would be interested. Tall, very muscly, with a good smile. I chatted him up and told him my friend would be interested, and he responded by saying “well I was personally more interested in you.” I try to explain that I’m straight and have a girlfriend, he responds “well what’s one night just to make sure you’re not even a tiny bit gay?”

This is when drunk, horny me steps in. I’m a little flustered but after a bit he leans in for a quick peck, and I decide to make it a deeper kiss. And after that we start making out at the bar. I could feel my buddys shock across the room. He comes up and makes a joke like “I thought I would be the one getting dick tonight.” And tells us to get a room. The guy was only in town for a bit and luckily did have a hotel room a few blocks away.

[MF] Analog photo session and a lucky photo lab guy

Me and my girlfriend have a small exposing kink. The thought of us being seen having sex or in the nude is just a huge turn on for both of us.
So this idea emerged as I got an analog-camera. As you give your film to a lab to get your pictures developed, there has to be somebody who sees them, right?

One time we were playing a game against each other and betted on taking nude photos. Unfortunately she lost and I grabbed the camera instead of my phone.
She stripped fully nude and gave me a show while I took lewd pictures of her gorgeous body, her round ass, big D-Cup tits. As she was down on all fours I took the hottest picture I ever took from her!
She sucked my dick and I just basically shot a whole film roll with her nude, sucking my dick, fucking her doggy and cumming on her face.

The next days we brought the film to a small photo lab and picked up the pictures a few days later. Based on the smirk of the store clercs face, they had a great time in developing those pictures.

My [F31] first sex party and gangbang [Group]

I want to write this out while it’s still fresh – I had my first sex party and gangbang yesterday and I am still riding the incredibly powerful high it gave me. I wanted to be fucked stupid, and I was. By like twenty men. This is long and slow burning but so fucking worth it.

It all started with me talking to a guy off an app who offered to introduce me to the underground sex party circuit in my new city. I was super nervous, tried to meet him twice but plans fell through until one evening I was drunk and horny and I somehow found the absurd courage to ask him to just invite me to an orgy. And he said, well there’s a party next Saturday. I said yes. And I spent every night that week wondering whether I would actually have the courage to go, battling my body insecurities, wondering whether to go hooded, basically as a sub. I also touched myself almost every night that week, thinking about it. Imagining it. Wondering what it would be like to be in a room with so many other people all having sex, the air thick with pheromones, the sounds of thighs slapping and women moaning. Whether I would like it or I’d feel awkward or too anxious to enjoy myself. Whether reality would actually live up to the fantasy or not.