27[M] Hooked up with a married women from the Club. (Cheating)

First time writing down one of my stories but if you guys enjoy then I can share more stories from me hitting up the clubs,

This happened a few months back when I when visited a popular Chicago club that I frequent at. It was Friday night and the club wasn’t packed as usual. There were more guys then girls. About 30 mins later I see a group of 4 girls at the bar. I go join them at the bar and start up a conversation with them. I primarily talk to (Emily) fake name, and she mentions how it’s one of the girls birthdays.

I realize that Emily is my best chance of getting lucky as the other girls were younger and probably getting all the attention from guys the entire night. I start flirting with her and complimenting her and tell her how amazing her breasts are. PM and I’ll share a picture. I end up buying her a shot and then we hit the dance floor. She starts grinding and my cock is getting hard at this which she points out. I then take her hand and make her grab my cock which she was surprised but loved. We start kissing after this and were making out for a good few minutes. At this point I tell her i live a few blocks from the club and she should come home with me.

I still make house calls. My in house massage for a Hot Wife [MFM]

I met with this nice couple last year while CL was still up. They invited me over to their house as the husband had arranged for me to give the Mrs a massage and then just take it from there as her comfort level would dictate. They invited me in for a drink and we chatted a bit and relaxed before she said to me, I understand my husband has arranged a massage for me tonight.”
She was early 50’s maybe and took good care of herself, a lovely woman. 5’2″ 105 lbs maybe. ( I’m 6’4″ 210 lbs for comparison) They didn’t have a massage table but she lead me to their bedroom and they had the bed made up with some towels proper laid out so as any oils would not stain their duvet. She had a short red dress on and slipped out of it to reveal a small but firm set of breasts, no bra needed and a very small string thong. She promptly laid down on her stomach on the bed. The oils were laid out for me as well as there was a chair in the corner of their room . Soon after I stared the husband walked into the bed room and sat down on the chair.
They had made it super comfortable for me to play out my personal desires of being an on call house massage therapist , so I went to work on her over the next 30 minutes. I gave her a nice firm therapeutic massage with a little sexy touch just now and again. Massaging her legs and butt muscles with my big firm hands. Just sliding a finger now and again over her inside thighs or over her little button… When I did that she instinctively raised her ass just a bit and almost shudder as I remember. By the time I turned her on to her stomach I knew she was going to be wet. I was gaging their level of comfortableness and was just getting nothing but positive feedback either verbally or body language, so I kept on going. I took off my shirt and continued working on her front side and oiled up her firm breasts. Shortly after that all pretenses of a therapeutic massage were out the window. After a little teasing I removed her panties and started masturbating her with my oily fingers in front of her husband. She reached for my belt at one point and I took a second to take off my pants but left my underwear on to tease her further. My rock hard cock was pushing hard against the fabric for a while until she hooked a finger into them and started dragging them down my legs.
I continued on with the massage for only a few minutes more before I massaged her in such a way as my cock was near her face, she took it in her hand and pulled guided it into her mouth to taste the precum that had been building up over the past 30-40 minutes. From there we went to a full on no holds barred session of giving her as many orgasms as I could with my fingers, mouth and cock. When I figured she was close to being satisfied I pulled out of her and gave her firm perky tits a final covering of hot cum which she massaged into her skin with much sensual enjoyment for her husband to witness. He had stayed in the corner of the bedroom observing it all. A great night, I’ve yet to see them again, they live 3 hrs from me but I stay in touch with them and have an open invitation to return, maybe I’ll get to see them again one day in my travels for work.

Train Trip, Part 1: One Day in Chicago with Suburban HotOrNot Sub [MF]

When this took place, it was the summer after I’d just turned 21. I was still living in the tiny rural midwestern town I’d grown up in, at a job with two weeks of paid vacation that had to be taken separately, because they couldn’t afford to let anybody go for two weeks at a time. Sucked.

I was still hooking up with my high school sweetheart, a year older, from time to time, and occasionally meeting a blond from the Chicago suburbs I’d found on HotOrNot, a year younger, who was happy to drive to meet me so we could both be away from our parents and she could get treated the way she liked, which was mostly getting fucked like I hated her. I’d been the first guy she hooked up with after she dumped the high school boyfriend who took her virginity, and we had a thing going on where we talked a little almost every day while we went about our separate lives, but connected when we could to experiment.

The night my partner (24f) and I (29m) had a schoolgirl all to ourselves[mff]

Don’t worry, she was an adult, of course.

Callie introduced herself as someone who wasn’t very sexually experienced, but within only a couple days of texting, she was sending videos of her masturbating and calling me “Daddy”.

She was a 22 year old Korean American who fits the schoolgirl role perfectly. She actually was a schoolgirl in a Catholic high school, then in an all-girls college, so I suppose that’s why she was able to assume the role so well. She described herself as being 5’6″, having mid-length black hair (that had some dyed highlights), an average bust, and long legs. She left out the gorgeous face, but we didn’t mind. We began talking over reddit when she responded to one of our posts on /r/BaltimoreandDCr4r and read some of our gonewildstories. We soon moved the conversation over to kik, where things took a turn for the naughty rather quickly. We sexted extensively over the next few days, including specific edging and orgasm denial instructions, so that by the time we met up, she was aching to get off.

My year as an escort, and the time my best friend was a customer [FM] [Cheating]

*The events here happened six years ago. My memory isn’t perfect, but many of these experiences are burned into my brain. I look back on it with some yearning, and some embarassment. It was an interesting time in my life, and I would be lying if I said I didn’t enjoy some of it. I may be filling in the details here and there, and names are omitted.*

My parents spoiled me relentlessly growing up. By the time I was a college student three years into my Literature degree, I had never worked for a single penny in my life. I was entirely dependent on my parents’ financial support, so it was devastating when during one winter break, they found pictures of me posing naked, handcuffed to a bedframe that I had taken for my FWB on my phone. Their image of their good little girl was shattered.

In the [M]iddle of arranging a threesome, an a[f]fair each with the husband and wife, and another bi hookup from their fa[m]ily [cheating]

If you read the title, great. It pretty much sums up perhaps the most complicated sexual adventure that I am about to embark on, although it might be par for the course for you folk!

This is unfolding over the next few days, and I just wanted to share what might be my final words (please don’t be an axe murderer). Unfortunately no sexy bits have happened yet, but let me know if you want a follow through!

As it stands, I’m in a fairly normal relationship that has seen better days, sexually. I know some of you might judge, that’s cool. Go read another thread. For the rest of you, I appreciate you might understand how that spark dwindles over time. This has of course lead me to searching online. It was here that I spotted an add from a couple, early 40s, looking for a third to explore a first time MFM. Moments later I was replying, figuring what the heck.

Coachella Weekend One [GROUP]

The first year we went to Coachella, we had no idea what to expect. We’d bought camping passes and just hoped for the best. It was me and my husband, and one of my best friends and her new boyfriend. We’d decided to get a big tent and all share everything. So, we packed up a bunch of booze, drugs, and gear and then sat in line getting into the polo fields for like six hours.

Harper and I shoved the drugs in our underwear and we made it through the security checkpoint with zero issues – it also helped we were totally clean cut looking and surrounded by people who looked like they were just leaving a rave.

Harper’s boyfriend, Cam, and my husband quickly stripped down to their board shorts and were setting up camp while Harper and I decided to go for a walk and see what there was in the campsite. We found the closest showers and bathrooms and made mental note. There was a little shop where we bought some water and some snacks. By then it was almost noon and getting hot.

[MF] don’t ask don’t tell non monogamy, almost caught, exhibitionism.

This was years ago. My (now ex) wife had been on a work trip that had her out of town for a week.

We’d been in the midst of a turbulent relationship, one built upon no communication, a pair of short tempers, and youth. That’s bound to last, right?

So, it’d been a few days with my FWB who stayed with me since the house was otherwise empty. We basically fucked like bunnies, fell asleep, and repeated. Some food here and there, but mostly fucking. She, ahh, was a squirter. Yeah, yeah, “it’s pee” whatever. I love it either way. The mattress was wet. The sofa was wet. The kitchen table was wiped off, but…

We’re in bed, and the dog suddenly gets all happy. Shit. The only time she gets like this is when my wife comes home, or the gas meter guy comes (fuck if I know, she really liked him… Come to think of it, maybe he was fucking my wife.)

Anyway, it’s probably the meter dude. Except, the front door is opening. Fuck.
Now, my wife knows about my FWB, though they’ve never met… and this isn’t seeming like the time to do intros.

Confessions of a naughty sub…how would you punish me? [f]

I’ve made some mistakes
as have we all
Like a human I stumble
Like a human I fall
I edged five minutes longer
Against my master’s desire
It just felt so good and wet
My pussy was on fire
Aching for his thickness
Aching for his face
Aching for his hands
On my most intimate place
Another transgression
I know I must admit
The delicious edging session
I secretly snuck in
I’m sorry Sir
For how I misbehaved
I deserve such punishment
Please do have your way
Show me you’re in charge
Exert your power over me
Take me at your will
Your forgiveness I do plead
Slap my face as I grin at you
Do not be reserved
My ass bent over one knee
Give me what I deserve
Once I’ve learned my lesson
My holes you will fill up
Stretching me out at your will
And sealing me with a plug
Bend me onto all fours
Pull my hair back right
Come all over my face
Lesson learned tonight

My Christmas Wish Came True (and I didn’t know how much I wanted it until I got it) [FM] (long)

This is my very first post on Reddit, ever. In fact, I am very new to Reddit, only being recently introduced to it by my man; let’s call him Adam. Adam has sent me some titillating links from Gone Wild Stories here and there, and they have sent me into daydreams about what I would write if I were ever to post. As it so happens, what happened to me last week was so hot I can’t help but share it. So, my fellow Gone Wild aficionados, I hope you enjoy this popping of my Reddit cherry as much as I will.

To give you a picture, this brand-spanking new Reddit writer is a 5’5”, athletically built, 135lb woman. I was a dancer and gymnast throughout my childhood and twenties, and am still a high-energy athlete. My body shows it. I am very muscular (especially in my legs) and have been told I’m “built Ford tough” by someone who ought to know. I have soft blue-green eyes, peachy freckled skin, and a voluminous amount of sandy-brown, beachy waves, just long enough to touch the nipples of my small, perky, 34As. I have a LOT of hair; the only thing rivaling it in terms of volume is my big, round, ass. I have an ass that starts conversations. I would say turning around and walking away has started at least 90% of the action I have seen in my life. God bless you, ass men of the world.