Sexretary – Penny and I #2 [mf][roleplay][filmed]

The kids were off seeing the grandparents for the day – who was I to deny them opportunities to spend time together? And my wife, Penny, had said that she had a few things to do – nothing that I could help with. I ran through in my mind if there was anything that I needed to do and figured there was some work that I could get done. Heading down into the basement where our office was, I hopped on the computer and started to get some stuff done.

I had been working away for a while – somewhat seriously, I wasn’t busting my butt by any means, when I heard Penny coming down the steps into the basement. Without turning around, I called out “Hey honey, what’s up?” She didn’t respond right away, so I just finished up my thought in what I was doing and then turned around. What a sight greeted me.

Fantastic Freshman Experience [MM]

(Names changed for privacy)

So let me start this off by saying I’m bi, I have an underwear fetish, and that going into college I had never had sex.

This happened my freshman year of college, fall of 2012

Ok so backstory: No one I knew from highschool was going to go to the same college as me so I had to go with a random roommate based on a personality quiz. Luckily I got a guy (Timothy or Tim for short) that seemed pretty cool.

The day after move in, Tim invited me to meet and hang out with two his friends from highschool (Billy and Trevor) that were roommates down the hall.

When we walked in, there were two things I noticed, they were both in just their underwear and that Trevor was the sexiest guy I had ever met. It wasn’t that he was really fit or anything like that. I just knew I was in love.

So Tim also noticed that they were in just underwear and commented on it. Billy said that it was the most comfortable way to hang out (I couldn’t disagree) and Trevor invited us both to take off our pants. I paused but Tim immediately dropped his pants and so I followed suit.

Humiliation [MMMF] (part 1)

I wrote this for another friend of mine. I am pretty sure I finished the story at one point, so I will need to look for it, but I figured I would post this till I find the rest of the story, if I do find the rest where ever I had it. Anyway, let me know if anyone is interested in reading the rest.
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We start at a get together at our house. We had some company over for a card game night and we are just hanging out. You are wearing this white shirt and skirt. It’s you, my friend Chris from college, my coworker Mike and myself at our place. We end up sitting in our living room on our couches, you and I on a couch and the other two on a chair and the other sofa. It’s been a long day and you have told me that you wanted to fuck my friends a while back and I thought of an opportunity. “Hey babe, can you get me something to drink” feeling hospitable, you gladly get up and get it. You walk back and you hand me a bottled water. “What is this?” I ask you in a demeaning tone. Feeling unsure you ask what I mean. “I ask for a drink and you bring me back a water?” I grab you and sit you down on the couch. “The only thing this is good for would be dumping it all over you and showing my friends your tits. Is that what you want? Are you a whore and you want people to see your tits?” as I open the bottle and begin to pour it on your tits. Our friends look upon, unsure what to think.

RAO[M]D Car [F]un

It’s been a while since this happened- I think October of last year. I’ve been super busy, hence the delay, but better late than never, right? I’m the guy in this situation- I had actually met up with this woman a few times, in response to her post looking for a powerful orgasm, but it was the third or fourth time we met up that really blew my mind. The story is a bit long, but I hope it will inspire some other fantastic RAOMD experiences :).

Her backstory was that was that she had recently broken up with her boyfriend and had found out that he had been browsing these subreddits, and the post breakup dryspell had her desperately craving a frisky tongue between her legs and a hard cock between her lips, and so she posted and we met up for the first time the same night. I had never met up with someone on the internet before and just hooked up, but it turned out to be a huge turn-on for me.

I was the 5th guy [M]y [F]riend fucked in 5 nights and we became the best FWB [MF]

Hey all, following on from my first story and the feedback it received (thanks for the messages all! Sorry if I’ve not replied work, working through them!) I thought I would post another. I’ve got a few stories over the years as I’m 27, so here’s another. This occurred a few years ago.

Through work I’d made some girl mates and from time to time we’d go out for a drink. Through my work friend Jasmine, I was acquainted with an English-Arab girl, let’s call her Dayna, who didn’t work with us but was always up for a drink when we went out.

 Dayna was typically hot, with nice curves, perky B-tits, a large arse and a cherubic face. She has a great smile and is always friendly with a great sense of humour. I liked her immediately from meeting her, but we only really knew each other through other friends so I never tried hitting on her and was always very well behaved. We’d bump into each other on nights out sometimes, and chat and talk and have fun, and then with our mutual friends we’d usually go somewhere and that’d be that for the night. Nothing more than casual friends. The kind of friends who would ask about how work was going and any plans for the day/week/year, but nothing more intimate as we didn’t really know each other as people.

My 18th Birthday Present [FFM]

**The Players**

Me: 6’0, 150lb relatively fit, but not super buff just lean from soccer and boxing, with short blonde hair and blue eyes.

My girlfriend Erin: Erin is girl next door kind of cute, just super adorable. She is 5’2” or so and weighing 115 lb. With a long face, light brown hair and hazel eyes she is just my type. She also had some large tits but not so large they were overwhelming or saggy, perky and just enough to go “woah”. Erin liked to wear cute preppy clothes and she embodied the principle of showing off her body while still leaving plenty to the imagination. We started dating as freshman (2011) and have been ever since.

Abbey: Abbey was a short girl, about 5’0” and super skinny, like no more than 100lb for sure. She had a gorgeous heart shaped face with deep green eyes, and jet black hair. She had absolutely tiny tits, like AA or maybe just a hint bigger but with her body size and the facial expressions she would make, it was super-hot just being around her. She like to wear darker clothing that left little to the imagination besides what you wanted to do to her.

[kink][mf]my first satisfying sexual encounter/had my first PiV orgasm with a human sex doll

God, where do I even start? I guess this began about a year ago when I posted on /r/sex about how I had some intimacy issues and stuff like that. Feel free to read about it in my history, but basically, I loved the idea of sex, watched lots of porn, but when it came down to the real thing, I got all flustered and self-conscious and had to stop. Even when masturbating, sometimes I’d start obsessing over stupid details and lose all my sex drive. I’m still pretty much the same, I don’t really seek out sex because it’s just too much to handle for me most of the time, but I did have one encounter that gave me some hope, along with a lifetime of fantasy material…

At some point while I was talking about this issue on Reddit, it was suggested that maybe I should try taking complete and total control of the situation. Basically, find a guy who could act like a sex doll. I liked the idea and so began my search.

My first year as a single man in a very long time [MF][Ex-GF][Anal][Part 2]: Taking my ex-gf’s anal virginity

Part II: Taking my ex-gf’s anal virginity

**Background**

Before I get into this story, let me first explain why this was especially amazing: our (my ex and I) sex life was very tame. We fucked pretty regularly, she was down for the occasional blowjob, but really nothing eye opening (i.e. never did anal or threesomes).

**Intro**

Alright so a few days after we broke up, we start texting each other again. I know, I know, I know: don’t fuck your recent ex-girlfriend. I think I’ve heard this from every male relative over 30 since I was probably 14. “Don’t do it, (INSERT STORY ABOUT WHY THEY REGRET DOING IT)” But my ex-gf is still smoking hot and something very strange happened once we broke up: we gave zero fucks about what the other person thought. This quickly resulted in both of us disclosing all the sexual fantasies we’ve always wanted to try but too afraid to bring up. To my utter shock, I soon discovered she’s down for some pornstar level shit (e.g. anal, threesomes, rimjob, etc.). Call me cautious, but part of me is still hearing the words of my male relatives in the voice of Admiral Ackbar from Star Wars: “IT’S A TRAP!”

My first year as a single man in a very long time [MF]

Part 1: A Rebound Blowjob

I broke up with my girlfriend of five years recently because blah blah blah who gives a shit about the reason. We broke up and I was suddenly a 28 year old single man living in a small city. I’m 5’7, medium build, employed, and convinced that my 6 inch dick is closer to 7 inches. Most women would rate me as a 6 out of 10 on looks, but my job and charming personality (their words not mine) make me a 7-8.

So what does a single 28 year old man do with his first night of freedom in five years? Go on Tinder. Let me save your future single self some time: unless you’re a 10, you’re not matching with very attractive women. So after 8 hours of disappointment – yeah I’m impatient – I delete the app and head to the bar.

I slept a patient at work[FM]

## I Slept a patient at work[FM]

I’m such a slut. At work last nite I risked my career by sleeping a patient. I’m a nurse, working about an hour from my hometown in the main regional hospital. Only occasionally would I bump in to someone I know from home. Last nite at the start of my shift I went to bath one of the patients with a broken leg in the private room. The girls told me to enjoy it as he was fit. We always have to bath certain patients and there’s never anything sexual but a good body is a good body.

I was mortified when I seen that it is an old boyfriend from school. When this boy and I dated, we did a lot of firsts. We both kind of explored sex together, trying this out like scientific methodicalness, taking mental notes. We would talk to each other while trying out this so each of us could learn. He was the first I had an orgasm with, the first I swallowed for, the first to spank and dominate me and the first man I shared a threesome with but we broke 5 years ago when we went off to separate colleges and I hadn’t seen him since.