Hooking up with a sailor while deployed. [MF]

On my third deployment there was a pretty cute group of female sailors. The girl I ended up with is named Constance and she was fucking cute. She wore glasses, had that short on one side bossy haircut, a little below her chin, pale skin, and a really sarcastic attitude. We got along when we would run into one another.

Fast forward about 2 months when we hit Pattaya Beach. Me and some friends find a hotel on the beach with a big pool. My buddy nods to look behind me. There she is with a big group of friends. Constance sees me and waves flashing her pretty smile. A few hours go by when they return asking how the water was telling us they were coming to join. This is the first time I saw her out of uniform and god damn, it hid a lot. She was in good shape. Nice legs. A tight stomach. Slim waist. Firm ass and a nice pair of C cups to top her off.

My wife and i just got back from an unexpected 3day swing trip with our bffs [ff] [mm] [group] [long]

Ok, just to preface this my wife and i have been friends with this couple for 11 years, and theres never been any type of flirting or anything leading up to this. So this was completely out of the blue, but all four of us are so elated to reach this level in our friendship, that its been such a truly awesome 3 days.

Not a Sound, Pt 3 (MF) (Cheating, Ageplay, Risky, Oral)

After I’d climbed into my sleeping bag for the night, having just left the tent of a recently fucked nineteen year old girl, I spent time looking at the wedding ring on my finger and tried to think back to how I’d felt on that day – love for my wife, excitement for the family we would have together and the future we would experience. I even had a good career that I enjoyed for the most part, still did.

So why was I trying to throw all that away with Emma?

For two nights now I had fucked the young student in my care, each time filling her with my cum, with barely any care for the consequences until it was dripping out of her. When I’d asked her nervously if she was on any birth control she had just laughed and wished me a good night. It was a laugh that tormented me as sleep finally pulled me under.

Once again there was no indication that anyone had heard what Emma and I had been up to as we all sat down for breakfast. This time the teen kept on looking at me as we snacked on dried fruit, a slight quirk to her full lips as she chewed slowly on a strawberry. Even the way she ate could make my lust for her stir.

[MF]A co-worker in my mother-in-laws house.[Cheating][Long]

*Another random story, I’ll probably repost my stories of Beth later on, but I figured I get stuff I havent posted in a while.*

So this is about the girl before Beth, let’s name her Missy. She was about the same age as me, came from a semi-wealthy life. She has had some issues with fucking any guy she sees, work with, bars, etc, just because she has some huge 36 DDD’s, and a thirst for cum and cock. We have already been messing around for a month or so, and she has a thing for tiny babies, loves to play with them and act like a Nanny.

One day I’m off of work, watching my daughter, and Missy is off as well, she texts me asking what I’m up to, its about 9 AM, and I tell her

Me: “I’m just starting to wake up and my daughter is crawling around.”

Missy: “Oh oh can I come and play with the BABY! I love babies! Hehehe”

At the time, my wife and I are still staying with my mother-in-law, I feel kinda off saying yes, but I don’t know what made me do it.

Morning, afternoon, and evening fucks, each time a different guy to satisfy the naughty teacher [MF] [Long]

So as many of you know I am a teacher so I am off for the summer. I like to fill my days with relaxing at the pool, watching tv, and going off and being a slut. Things lined up perfectly on the day after the 4th of July for me to go off and fuck two partners of mine. I asked permission from Master to do this in the previous days and he said I could of course go off and have fun,

Getting sucked by a “straight” crossdresser [MT] [M30, T26]

I’d been talking to Stefi on Kik for a few weeks. Lots of pictures had been exchanged, my favourite being her doggystyle on a single bed looking back cheekily at the camera, albeit with most of her face blurred. Stefi is 27, with a postdoctoral role at a London university. She’s staying in dorms over the summer and was glad to find out the floor she’s living on is empty. She invited me over to be “serviced”. The rules were very clear – I wasn’t to touch her, nor was I to try to initiate anal sex. She was going to suck me to completion and I was to leave. A classic suck and go.

Stefi assured me at least twice that she is straight. Personally, I think there’s only so straight someone can be if they’re meeting up with a man to suck his cock, but I wasn’t going to complain. This girl is hot. Smooth all over, dark almost Mediterranean tanned skin, a bright blue wig, and in every picture wearing an assortment of invariably black lingerie. She told me she’s been meeting up with men for nearly 10 years and is only interested in fulfilling her fantasy of swallowing a load. I, for all intents and purposes, am just to be an enabler for her fetish, a role I was happy to undertake.

[MFM] Bill and Lily

Bill and Lily were neighbors. Bill and I hit it off when we met and we would do things together occasionally. Have a beer, go hiking, that kind of thing. We became pretty close over time, and one time during a hike, Bill mentioned that he had type II diabetes. I said how sorry I was to hear that and he replied,

“It’s ok, the worst part of it is I can’t get it up any more”.

I said “Oh man, that must be tough. What do you do for relief?”

He said “Well Lily has been great about that. She helps me with her hands or sometimes her mouth, I’m pretty lucky.” We finished our hike and drove home from the trailhead. I continued to think about what Bill had said and wondered why he told me. I was kind of flattered that he would reveal such a thing to me.

A few weeks later, Bill and I were sitting in the High Country Inn having a beer. Bill brought up his diabetes again, saying how he had to watch his intake of alcohol.

I replied “You’re not getting worse are you?”

[MF] Fucking, and then regretfully cumming in, the chubby girl in my Econ class.

**This one got a little away from me, and the part of the story I wanted to write about was how we ended up hate fucking so hard, right before we broke up, that we put sizable holes in the wall by my bed. But, this got long, and if y’all like it, I’ll share the hate fuck.**

College. College! Fucking college. I swear every post on this sub starts with ‘college.’ Except for the ones where “I was banging this ‘firm DD, no DDD, titted girl’ I met 2 minutes earlier with four other dudes, no five, seven(!), and my wife, and her wife… and three piglets, my dick is yuuuuge, also she’s my secretary. ”

That being said, It was like 2003 and I was in college…

I had sat next to her in Econ 110 or 1110 or political science or some class I had in college (I swear I’m not making this up). The back of her head had looked good when I had first walked into the class. I sat down next to her. She was prettt… ish, but pretty in the way the girl who folds clothes at The GAP is pretty. Pretty in the way your mom is like “you should date this waitress I met at Chile’s” pretty. Pretty in ‘it’s 230 am, I’m drunk, I bet Tara will drive over here and leave when we’re done” pretty. Maybe she’ll even bring pizza.

[M]y [F]irst Little [Cheating]

*So before going into it, a little backstory, I’ve been on here before, I deleted many of accounts cause I couldn’t figure out what I needed, I’ve continued to write my memories down, just to get them out of my head. I was caught back 5 years ago, I worked things out with my wife, but couldn’t figure out why I still had urges. No matter what I tried, I ended up relapsing 2 years ago. I’ve had an on and off relationship with this girl and another I’ll probably post about later.*

A little after losing my sobriety, I started getting into chat rooms again. I didn’t think anything of it at the time it was random people just trying to chat, when I signed into KIK, a name came up from my contacts list. The name didn’t look familiar, so I thought I’d try and see who it was. I said “Hi” and started from there. After a few minutes, I realized it was my friends daughter from church, lets name her Shelby, she just turned legal when I started chatting with her, we were just at her birthday dinner with them. I didn’t know what to do, I told her I was a 23 year old guy from college, found some random guy with a big cock on tumblr, and sent her the pic, he was in his underwear, and she loved it. We started out slow, talking about how we are, what we do, and somehow she started to flirt more and more, talking about how she liked my picture and underwear, I started to flirt back. Lets just say, we we’re practically sexting on kik for the first time we talked.

I hate fucked my friends wife in front of him again (Pt. 2) [MF]

It happened again.

For those of you who haven‘t read the first part of my story, I will give you a brief overview of what had happened. My friend Mike asked me to sleep with his wife Jessie while he watches. His wife and I don’t get along with each other so well and she usually picks on me or talks to me like I am a child or massively inexperienced in my life.

Nonetheless she is smoking hot and I was hooked and agreed after talking it through. It became quite a hate fuck where I solely had the fun.

If you want to read it, feel free to check it out in my post history.

More than a month had passed since the encounter and I really thought that they were settled and satisfied with fulfilling their fantasy. Jessie and Mike thanked me afterwards and I didn’t bring it up anymore, to act as gentleman like as possible. Never kiss and tell.