Rachel [MF]: My Soul Mate

Rachel was the first real slut I’d ever encountered. She was my step sister’s best friend and was always at the house growing up. Rachel was the first girl I truly lusted after. I’ll never forget the first time she bent over in front of me; her red g-string riding her hips above her jeans. I was in love. Obligatory: Everyone is 18 in this story.

Naturally, I was friend-zoned because of her friendship with my sister.  It was agonizing to be near her through the times I was single and if I’m honest, the times I wasn’t either. We talked about everything, especially sex. She’d always tell me about who she fucked, where, when, the deets… Fuck, I wanted her. 

Her first 2 years of college were wild. Tons of booze, drugs and cock. So much that it landed her in jail, hospital and rehab on a few different occasions.  We reconnected after she moved back in with her parents during this rough patch.  I helped her find a job and told her she was welcome to come to my college house whenever. We’d always been close but things were different. We started hanging out and things got romantic. She’d always tell me about her wild fucks with random guys but never wanted to flippantly cross that line with me.  At the time, I was her rock. I smoked weed but kept no liquor in the house and was otherwise very anti drugs and party lifestyle . She needed to be away from the party life and sought regular refuge at my place.

Movie Night

I knocked on the door of my best friend’s flat, popcorn and soda in hand. It was our weekly movie night. He picked the movie and I brought the snacks. He opened the door and, grinning, let me in.

“I think you’re going to love the movie I picked this week! It about a battle, I think one of the World War II ones,” he took the food from me and ushered me inside.

I smiled back, “I think anything would be better than that weird documentary you picked for last week.” I set down my bag and slipped out of my shoes, leaving both by the front door. He laughed and went into the kitchen to pop the popcorn. I settled into my usual place on the couch, pillows and a blanket already ready for me. Getting comfortable, I picked up the DVD case from the coffee table. Reading the ridiculous title, I called back to him, “I don’t think that this movie is what you think it is… ‘Battle of the Biggest Bulge’ sounds more like a bad porn than an action movie.”

Fucking family gathering – Part 2

*Fourth part of my fictional story. It began with* [*”How I became a motherfucker”*](https://www.reddit.com/r/incest/comments/alaq9v/ms_how_i_became_a_motherfucker/)*, led to* [*”A unifying road trip”*](https://www.reddit.com/r/incest/comments/am1c5m/ms_a_unifying_road_trip/)*and* [*”Fucking family gathering – Part 1″*](https://www.reddit.com/r/incest/comments/amcb95/ms_cmcf_fucking_family_gathering_part_1/)*. Now, here is part two of the family get together. Hope someone has a nice read. See ya.*

I slept well that night. Exhausted from fucking nearly the whole night. Despite that, I managed to dream about mum. Dreamed of fucking, pardon, making love to her. Woke up with a hard on. Pulled back the blanked. Still some crusted remains of mum and myself on my dick. And the whole bed was a mess. Still a bit wet. Mum is a squirty bitch. With some crusted white drops in between. My sperm and her pussy juice. The view brought back memories. Made me hornier as I already was.

Heard mum in the bathroom. She was fresh out of the shower. Her body smelling after her favorite perfume. She noticed me entering the room. Smiled at me. Glanced at my erection. I stepped near her. My dick pressed against her fat body. But she said no, in a nice way: “Sorry my sweet boy. Mum has to put herself together. We only got about twenty minutes left. But if you want, sit on the toilet. Like yesterday, look at me while jerking one off.”

Fucking family gathering – Part 2

*Fourth part of my fictional story. It began with* [*”How I became a motherfucker”*](https://www.reddit.com/r/incest/comments/alaq9v/ms_how_i_became_a_motherfucker/)*, led to* [*”A unifying road trip”*](https://www.reddit.com/r/incest/comments/am1c5m/ms_a_unifying_road_trip/)*and* [*”Fucking family gathering – Part 1″*](https://www.reddit.com/r/incest/comments/amcb95/ms_cmcf_fucking_family_gathering_part_1/)*. Now, here is part two of the family get together. Hope someone has a nice read. See ya.*

I slept well that night. Exhausted from fucking nearly the whole night. Despite that, I managed to dream about mum. Dreamed of fucking, pardon, making love to her. Woke up with a hard on. Pulled back the blanked. Still some crusted remains of mum and myself on my dick. And the whole bed was a mess. Still a bit wet. Mum is a squirty bitch. With some crusted white drops in between. My sperm and her pussy juice. The view brought back memories. Made me hornier as I already was.

Heard mum in the bathroom. She was fresh out of the shower. Her body smelling after her favorite perfume. She noticed me entering the room. Smiled at me. Glanced at my erection. I stepped near her. My dick pressed against her fat body. But she said no, in a nice way: “Sorry my sweet boy. Mum has to put herself together. We only got about twenty minutes left. But if you want, sit on the toilet. Like yesterday, look at me while jerking one off.”

[Mf] Becoming a sugar baby pt. 4: My first trip with daddy. [Deepthroat] [Handjob] [Cumplay] [Creampie] [Rough] [Sweet] [Oral] [Rimming] [Lingerie]

Hey all. I really appreciate the positive response and upvotes from the last chapters! Feel free to leave a comment and let me know what you think.

*Italy*. He took me to fucking Italy. Not some spring break beach, or a resort in Mexico, fucking Italy. I think he had told me that he wanted to go somewhere warm just to throw me off a bit. Still, it was an amazing time, and he did buy me enough clothes that I had to buy a second suitcase to bring everything back in. So I didn’t really get cold, even when we did get to the northern climates.

I was excited and nervous, having never been on a plane before let alone over an entire ocean. That part was scary. Of course, we didn’t just fly, we flew in style. He chartered a plane, so that it was just us. No having to wait in lines, or get your ticket from the attendant. No sitting in terminals waiting for connections, or getting bumped off of a flight. Just walk out onto the runway, get into a private cabin, and take off. Of course, that afforded us some privacy, and as you probably guessed, I joined the mile high club on the eight hour long flight there.

[MM] My first time jerking off with a friend.

My best friend and I are both sexually open people. He has a girlfriend and we have MFM threesomes often. We have had male on male contact in the context of double vaginal penetration and very brief hand to penis contact. We both have had a desire to explore a little further such as double barrel handjobs or blowjobs and a little frottage. Unfortunately his partner is not turned on by this the way we are and doesn’t wish to do anything like that. This weekend she’s away for a bachelorette party. When the cat is away, you know the rest.

We met for drinks around last night pretty early on. We were having a good time and ran into a lot of friends. We decided to go back to my place to continue partying. We were trying to get a girl we know who would be down for some double team action to come over (his Gf is aware of this and it’s an acceptable part of their relationship) and it was looking good but fell through last min. We were pretty drunk and stoned at this point and it was getting late. I retired to my bedroom and left him on the couch in the living room.

Reality Therapy [MF][voyeur][interracial][wife][cheating]

# CHAPTER ONE

2 PM Thursday was her least favorite session, but psychiatrist Dr. Leila Oswell maintained her look of professional interest while her patient, Percival Mitra, droned on about how difficult his life was as a virgin.

“You don’t know what it’s like, Doc,” he said, lying face up on her black leather couch, yet not seeing the ceiling above him. He was gazing into the abyss of his misfortune at being two degrees on the ugly side and having no talent, wit, or charm.

“Percival, we’ve been through this a hundred times before; we’re supposed to be making progress.”

He waved her off and pointed at her. “No, you are making progress, I’m not. It’s been almost half a year and I still haven’t got laid!”

“Maybe because you’ve been solely focused on one woman, who just so happens to be happily married and not interested in you in the slightest.”

“Look, I don’t care about Gia anymore. I just want to have sex with a woman – a real woman – you know, before the next century comes around?”

Watching porn & jerking off with my friends [MM]

I’m from a pretty small farming town & the vast majority of porn we had access to was magazines. My friends & I would share the magazines amongst ourselves – some sort of porno book club. I had a very good buddy (let’s call him Kevin) that I not only lent mags to, but we would also discuss masturbation quite regularly – different techniques, when & where we do it, that sort of thing. We had jerked off a couple of times before while looking through the mags, but little did I know that was just the beginning.

One summers day Kevin & I were over at another mates house to go swim. We were swimming for a while when the guy whose house it was got out to go do something inside, leaving the two of us behind. Now, I’m quite an introverted person so I don’t know what came over me, but I swam up behind Kevin & stuck my hands in his swimming trunks! He started to ask what I was doing, but I just told him to keep an eye out & with that I started jerking him off in the pool. The other guy came back before I could finish him off, but it was the start of several years’ worth of mutual masturbation sessions.

[MF] Halloween Hookup (Cheating)

This happened almost 15 years ago.

It all took place at our friend’s massive Halloween party. This was the event of the year in our social circle, with well over 100 people packed into the big house, lots of dancing, drinking, and other less-than-wholesome fun. This was the “Vegas” of our community – what happened at this party stayed at this party.

My girlfriend and I went dressed as Zidler and Nene from Moulin Rouge (with two other friends as Satine and the Narcoleptic Argentinian), and we made a big splash with the costumes. We got a lot of attention, and it was fun to be the stars of the show for about 10 minutes. Right after we made our way through the party, I saw one of my exes, we’ll call her Melissa, among the crowd. She was short, barely 5’1”, but stacked, with breasts too big for her frame and a thick ass. She and I had dated about ten years previous and had remained friends since. She was now married, and she lived far away, so we didn’t exactly stay in constant contact, but everything was friendly when we did cross paths.

[MF] Busted in a car with a milf twice my age.

I’ve always had a thing for older women. Seeing Stiffler’s Mom on American Pie as a teenager and fantasizing about meeting my own version someday. I lost my virginity to a family friend and former babysitter that was 6 years my senior. But that’s a different story for another time. I want to tell you about Katie.

I was 19, heartbroken from getting dumped by  my high-school sweetheart after she told me she was fucking the guy down the hall in the dorms. Yeah, she dumped me… My self esteem wasn’t great back then. I was too raw for dating or anything relationship like; I devised a guilt free search for meaningless sex.  Long before tinder, Swinging and Adult Lifestyle websites were my best hope next to Craigslist.

One of my first replies was from the female half of a couple.  She said she was looking for a young guy, experience unimportant. We started chatting and I was so over-eager, I’m sure. She was a gorgeous blonde married milf of 2.  Her body was that of a real woman; curves, cute little love handles and a couple of stretch marks, battle scars from motherhood. She appeared confident and sexy in her photos and had a wonderful way with words. She was reassuring and kind as I nervously told her that I was new to the concept of casual sex. Our age difference intimidated me as much as it excited me. She was 41, 22 years older.