Jailbird Part I [MMM][Drugs]

Alright so, they got me. When we went to trial, they had all my emails. Every single letter, spelled it all out. I was never too good at covering my tracks. Either way, I was sentences to 24 months for insider trading. Boo freaking hoo. A year and a half wasn’t going to be the end of the world. I honestly didn’t care about myself. What I was worried about was my wife and kid. I hid my money well so they were provided for but it must have sucked to go to school and have kids mock you for your dad being in jail. I was worried about him. But little I could do when I was in here. I hoped he wouldn’t be too mad at me when I got out.

I was sentences to a minimum security prison with time served. So all I had to do was survive 15 more months. Don’t let the “minimum security” fool you. It was still jail. The food was shit, inmates fought in the shower, and every once in a while a couple guys got thrown into solitary for getting caught doing something they weren’t supposed to. I think the only way that it was really “minimum security” was in how easy it was to get drugs in.

[MF] I got out of the friendzone for a night [Long]

For college I went to the Midwest. I’m initially from CT. I played lacrosse and football and was extremely preppy because of that and where I’m from. (That comes back into the story) My freshman year of college I met Sydney. She was absolutely beautiful. She was thin with dirty blonde hair, small breasts, but her butt was so round and big you could balance a beer on it. I was instantly attracted to her. We met at a party first weekend and then realized we had the same math class together.

We used to study together all the time. I always thought she was into me because she would get changed in front of me. Like legit strip down fully when we would be hanging out and before going out for the night.

One day she asked me what it was like. I simply replied like what. And she simply and whole heartedly said “You know. Being gay.” To which I simply responded “Sydney I’m not gay haha”

My First Time with a Man [MM]

I’ve always found myself in a bizarre situation with my sexuality. I absolutely love the female form… except vaginas. Don’t know why, but they do absolutely nothing for me. I grew up a nerdy kid, not popular but had my own friends. I had NO idea how to interact with girls though. I spent a lot of time on the internet, like any self-respecting nerd in the late 2000s. One night, I came across the website that would define my sex life the next seven-eight years: Craiglist. It caught my attention immediately. All these people, wanting sex, putting themselves out there. I found it intoxicating to peer into the inner desires of these strangers on the internet. I knew pretty quickly that all of the women on there were either fake or prostitutes, so I ventured over to M4M. It seemed so simple: post a quick message, get laid. I decided after a few weeks of reading endless posts, I decided to make my own. I had just turned 18 so I was feeling adventurous.

[M]y blowjob from an anonymous [M]an in a NYC gay bar

A few years ago I went to a gay bar in New York City. It had been a while since I’d had hooked up with a man and I wanted to try something new; purely anonymous sex. I didn’t want to know the guy’s name, all I wanted to do was to hookup. After driving into the City, I went to some gay bar in the West Village, sat down and ordered a beer. It was a weekday, and the bar wasn’t crowded however there were a few guys in the bar. One of them was a tall, white man with long blonde hair who looked a little older than I was, but not by much. As I sat there, drinking my beer, the man walked over to me and said “hey how are you,” with a somewhat thick accent, possibly Swedish or something similar, and I replied “I’m good, and you?” The man replied “I want dick.” I thought to myself “Wow, he didn’t waste any time.”

College Lab Partner Watches Me [MF :: Lesbian :: Masturbation]

I spent my first year of undergrad at the University of Texas in Austin. First semester, my lab partner in Biology 1010 was a willowy raven-haired half-Native American girl named Malia.

She was smart, kind, and friendly but also sexy and a little bit mysterious. She lived off campus and I lived in the dorms for scholarship kids so we would study in my room. After a couple of weeks of studying, we had become pretty close friends.

I was beginning to fall for her. She used to wear low rise boot cut jeans slung down on her hips over tank top bodysuits pulled up high so a tiny bit of skin showed. She had long legs and small but firm tits. I was pretty sure she felt the same. We shared personal stories about our pasts, talked about music, film, art and she shared her native culture with me.

She told me that her tribe had an exemption to possess marijuana (I don’t think this was true, but I believed it then, maybe because it was convenient). We would occasionally smoke in my dorm and after studying for our first exam she lit up a joint and we passed it.

FUCK CON 2020! PT. 1[ORGY][PANSEXUAL][KINK][BONDAGE]

Our little convoy looked like a scene out of *The Road Warrior*. We were rumbling a steady north-west up the interstate; going just over the speed limit to reach the sum total of our lewd desires awaiting us at our destination. And what was the pulsing terminus of our longing? This year’s Fuck Con.

This year the world renowned confab was being held under the mammoth steel canopy of the Circo® Dome™. Lord knows how the organizers were able to inveigle the wholesome-faced telecom giant to host such a debauched and not family-friendly get together. I’d heard whispers that Marty Gallows, the Desperadoes coach, and Lance Summeral, The CEO of Circo® had been caught blowing each other at a downtown sex club and Fuck Con’s deep-pocketed promoters were able to use the snuffed-out scandal to their advantage. The public line was that money spends, but we were prepared for the hordes of preachers and placard carrying flocks that surely awaited our arrival seething with anger.

Broke, Fat, Black, and Ugly. Ch. 8 [nc, rape, oral, interracial, rough, mdom, cuck]

Broke, Fat, Black, and Ugly.

by DiscipleN

Chapter 8

A long silence followed. Stace tried to ignore the worst possibility. Had he killed me? Fear drove her then. She slipped off of her bed and carefully opened her bedroom door.

“It’ll strengthen your neck muscles.” Terry spoke sternly in a soft voice from the living room.

What was happening?

Stacy slunk into the hall and along its shielding wall. She dared to peek into the room. She saw me with my head buried under his stomach. It slowly rose and fell. I was rapidly losing strength.

She guessed. Under the black intruder’s mass of fat I was blowing his cum soaked dick.

“Suck up every drop, Slut. This is what you should have done this morning, but you left me there with cum dripping into the cot and the blanket!” He remonstrated. “I had to clean that shit up and the fucking, upper bathroom!”

My daughter ducked back, fresh tears seeping out. Would the nightmare ever end?

“I saw you there, baby slut.” Terry’s sharp eyes informed his sharp mouth. “Look all you want. You’ve already done more than I could have asked for.” He laughed.

[M] The time I tried anal

New to Reddit so excuse spelling or grammatical errors. I am a straight male who likes to try new things so on one of my old Reddit accounts I made a post of what to try/ use whilst masturbating. I would highly recommend trying new things it makes it more enjoyable.from that post alot of people said anal. It is ment to be one of the most pleasurable experience you can have.

So after the PMs and comments I received that day I tried it. After getting myself extremely turned on by sexting in PMS and watching porn I made my way to the bathroom. Although most people told me to use lube I didt have any so I just went for it and I was fine. First I only putting in the tip of my index finger and slowly I put in the rest and I kept putting it in and taking it out until before I knew it I had two fingers in. The first time I did it I feel as I hit the sweet spot as I could feel myself getting harder and harder and more and more horny. I don’t believe I’ve ever produced so much pre cum. It was a very good sensation I even tried new position which made it feel better. However I did not orgasm, not sure if men can but correct me if I’m wrong.

Sexy Times in Paignton Sports Centre in the 1990’s [gay] mainly [fact] but veers into [fantasy]

I used to go to a sports center near where I lived that had a wet area that three days a week was clothing optional. It had a sauna with a cold plunge pool, a 6-8 person jacuzzi and a steam room as well as a relaxation area and two showers. The first couple of times I went I wore my trunks, but by the third one I was naked like the majority of the people. I’m not going to lie the clientele was 95% male.

Occasionally some couples would come in and more rarely a single woman or a couple of women. I was mid 20’s the age range seemed to be from there to 70’s. I soon realized that men were wanking themselves or wanking each other. I remember the first time in the Jacuzzi that I felt another mans leg nudge mine. Was it the bubbles that made it happen or had he done it on purpose. At this my cock was hard in anticipation. In anticipation of what I had no idea, but I knew sex of some form would probably happen.