The story of how I cheated on my gf with my bestfriend [mf] [xpost] [part 2]

Part 1: https://www.reddit.com/r/gonewildstories/comments/7w2uhq/the_story_of_how_i_cheated_on_my_gf_with_my/

So, picking-up from where we left off… My bestfriend/office mate Jean fell asleep after a great fuck session while at the office outing after some serious sexual tension. Since Jean’s roommate practically saw the whole show, we didn’t really care about laying there naked and falling asleep. Since we were scheduled to leave the resort the following day at noon, I just opted to spend the night in their room.

From time to time, I would wake up with a hard-on since I was with this beautiful, fit, pixie-cut babe whose body was entwined with mine. Come morning time I felt a light touch on my cock. I chose to wait for a while and figure out what was happening. It turns out, Jean was lightly jerking me off. My cock got harder and harder to the point that it was fully erect. All I could do was savor the moment. Next thing I knew, she started giving me a blowjob. I peaked a little and saw her head bobbing up and down with the sun spilling on the right side of her face. God, she looked so beautiful. She kept blowing me, while I kept pretending to be asleep. I reached a point where I couldn’t take it anymore, I reached out for her head and shoved my cock down her throat to her surprise. She gagged a little and coughed, but after that she smiled at me.

[MM] I had my first gay experience last night, and it was awesome.

This is not something I can share with anyone I know, so who better to share it with than with a bunch of strangers on the internet!

Let me preface this by saying I like girls. A lot.
I watch mainly straight porn with the occasional switch to Bi. In recent years I’ve been switching over more and more. But still girls are a preference.

I’m 20 years old but I’ve only been with two women. My sexuality is not something I’m very open about, I’ve never told anyone that I’m also kind of, sort of into dudes because… I just didn’t see a point to be honest.

That being said, I had a very interesting experience last night.

I try to stay in relatively good shape, I am by no means ripped but Im fairly fit. I go to the gym three times a week, always around 9 P.M.

I like to go later in the day because there are never that many people around and I cannot stand a packed gym.

Anyways, I got to the gym and there were only three people there, a middle aged couple and this guy.

Pool Party [inc, nc, oral, futa, mast, huml, exh, blkmail]

**If you can’t tell by the title, this story has a little bit of everything. What it lacks is brevity. Still, if you stick around through the more dense descriptions, it gets more worthwhile throughout.**

Katie wasn’t your average high school student. She smart, kind, outgoing, and everyone knew she was tied with her sister Karen for prettiest girl in school. She had blonde hair and green eyes, a thin waist but curvy hips and perky, perfectly sized breasts, and with her long legs you could never tell she was only 5’6” unless you got close. Her parents were absolutely loaded, living in what was practically a mansion, one with a large pool and patio area, complete with ridiculous palm trees and a freestanding patio bar. They bought Katie just the car she wanted on her sixteenth birthday, the one she was still driving two years later. She had straight A’s and was president of two clubs, and just this morning an acceptance letter from her dream school came in the mail. That’s right, Katie had it all. In fact, maybe she had a little too much.

[MF] A bizarre night with a woman out of my league [long][plot twist]

Hi fellow redditors. So far, there’s been positive response to these stories and they’re a kind of therapy for me, giving me a chance to replay events and contextualize the good and the bad. But before I keep going with these, I’d like to know what you think and if you’d like to see more stories after these ones. If you like what you’re reading, I’m happy to keep going. All these stories are 100% real, and I assure you, so is this one, even though it was every bit as bizarre as it reads.

***

Were I to grab myself from the past about to answer the phone that night, I would proceed to call my past self an idiot whose sex drive was clearly shouting over his basic sense of self-preservation. If ever I lived up to the male stereotype of having two heads but lacking the blood flow to run both at the same time, that was it. The whole thing was shady from the get go, but something in me just wanted to believe. So when “Tina” posted in a public chat room if there were any men in my then age range in my city without any plans for the night, I replied. She messaged me privately, asking to call me.

The Specialist – Article III of the Contract

You want entertainment and pleasure; a means to enhances the curiosities that have floated in the air. I will be that therapy. I intend to provide the release you seek.

We’ll begin with slow stretches followed by a lengthy massage to guide your mind to a state of ease. Next step is a light jog, see if we can increase your heart rate. Now is the time to put your body to work.

Lay on your back & lift your legs in the air. Arch your back as you lift just a little higher, now split the tension by opening your legs because those inner thighs need attention to which they will are given. I’ll transition to working on the neglected regions with light oils to maintain a proper amount of lubrication. This exercise would be best combined with tongue lifts against clit to fill in the gaps of what you’ve missed.

Published
Categorized as Erotica

[MF] Fucking my mentor MILF

After that oral session with Neha, I was pumped up and excited about further possibilities at the next meetup. I spent the week until the next meetup thinking about it. Except for our interaction at the meetup, we did not maintain any contact whatsoever so that added to some angst for me. Many scenarios ran through my head. Was she a dissatisfied housewife? She seemed like she was not getting any action at home. That’s for sure. Did she she fool around with me for fun or some kind of release? Though it wouldn’t matter to me as long as I was getting some, I couldn’t help but think.

The week went by and I was waiting eagerly for Wednesday, the day of the meetup. I usually took a bus to the meetup though I had a car. I kind of liked taking a bus now and then and also I had a card from employer that guaranteed free rides. So, on wednesday I took the bus to the meetup. She arrived before me and was sitting on the desk that was assigned to us. She was in her usual blouse, jeans and flat sandals. She had her long hair tucked behind her ears and was filling some form up. As I approached her and put my book on the desk, that’s when she got distracted and looked at me. She gave her usual radiant smile. I winked at her. I was taking things casual with her for some time.

[MM] Office Sex 3

It had been a while between drinks, or cum I should say. So I messaged Jeff with a pic of my smooth balls and cock. He replied almost immediately, “When are we meeting? I want to fuck you.”

I smiled as I wrote another message, “Well, we both know it’s going to happen, so today is a good day to do it.”

We set up a usual meet for 5.30 after work. I went to gym in the mean time and gave my hole a good clean. I left my underwear in my gym bag as I put my work clothes back on. Feeling sexy as I free balled it back to my office.

I killed time with some work and intermittently going on Reddit to check out porn of course. This ended up not working perfectly because I got so horny I almost blew when he touched me. But I digress.

5.30 rolled on and I made my why over to Jeff’s building. I walked in and we shook hands by the lift making small talk as we went up to the vacant office he uses for us.

[ffm][nc] Emily had a rape fantasy she wanted to act out. So we did.

This one happened with the same people that were in another story I told here.

This is written a little rough because it’s pretty much a copy and paste of a PM I sent someone that wanted to hear about it, and I figured i may as well share it since I typed it all up. I hope you enjoy :)

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So Emily and Zach and I have been together lots of times and we’re all super comfortable with each other by now. We were talking about fantasies together and Emily went on about how she has a rape fantasy, like she would just love for someone to use her and not care about her at all and just go for it, like she was so sexy they couldn’t hold back. Sometimes she tries to get guys to be aggressive with her but they don’t really want to go for it, like they’re afraid of actually hurting her. So I asked her, jokingly, if she wanted us to surprise her with a rape roleplay thing sometime and she was like, Oh my god yes! Zach and I were like, Ok I guess we can do that. We talked about it and set some rules and how she would tell us if it got to be too much but otherwise we’d whatever we want.

[FFM] Emily had a rape fantasy she wanted to act out. So we did.

This one happened with the same people my last story was about – [A friend and I try to make a guy’s “twin fantasy” come true. Spoiler: he loved it](https://www.reddit.com/r/gonewildstories/comments/7jkhon/ffm_a_friend_and_i_try_to_make_a_guys_twin/)

This is written a little rough because it’s pretty much a copy and paste of a PM I sent someone that wanted to hear about it, and I figured i may as well share it since I typed it all up. I hope you enjoy :)

—————————–

So Emily and Zach and I have been together lots of times and we’re all super comfortable with each other by now. We were talking about fantasies together and Emily went on about how she has a rape fantasy, like she would just love for someone to use her and not care about her at all and just go for it, like she was so sexy they couldn’t hold back. Sometimes she tries to get guys to be aggressive with her but they don’t really want to go for it, like they’re afraid of actually hurting her. So I asked her, jokingly, if she wanted us to surprise her with a rape roleplay thing sometime and she was like, Oh my god yes! Zach and I were like, Ok I guess we can do that. We talked about it and set some rules and how she would tell us if it got to be too much but otherwise we’d whatever we want.

Brenda’s Boyfriend [BDSM][Chastity]

I was a little surprised when a strange man asked me out for lunch, but when he said he wanted to talk about Brenda I was suddenly interested. As I arrived at the restaurant he was already there in a cubicle that offered pretty good privacy. We ordered drinks and he began to explain.

“I just want to start by saying that Brenda and I are together and have been for about a year” he began.

Brenda, or Brad as I knew him was my former boyfriend from college. It was an exciting relationship to say the least. First things were normal as we started to get to know each other, but with his prodding things quickly turned as he started to play out some of his rather unconventional sexual fantasies with me. His submissiveness brought out my dominance you could say. Within 6 months I had him locked in a CB 3000, within a year he was locked tight into a custom full belt made in Germany.