Exploring what could have been [FMF]

Okay, just a couple of things as a warning/notice before I dive into this:

* This story involves cheating on at least one, but probably multiple people. I know that’s not everyone’s cup of tea, and I’m certainly not proud of it.
* It may not be a story that’s hot in the way you’re used to seeing around here. There’s not even full-on, PIV sex involved. It was hot to me on a fundamental, mind-blowing level, for reasons that will hopefully become clear. I’m writing this down for the first time, mostly as some kind of cathartic relief as I revisit this event in my mind every now and then.
* This will probably be pretty long. Skip to the break if you don’t care about the prologue/build up, although I think the build-up helps provide some important context.

How I took my voyeurism too far and fucked my best friend’s brother [FM]

As long as I can remember I was a hardcore voyeur. I would peek in on anybody and stare way too long. I was raised in two different households, my mom and dad’s, both had new spouses. My mom was extremely open with sexuality and nudism and my dad was way more closed off and his new wife was even worse and basically turned them into evangelicals.

So, I had a taste of voyeurism at an early age, but also heavily shamed for any kind of nudity. If I came out of the shower and was drying off in my room at my dad’s and his wife or he saw me not dressed, they’d snap at me.

Anyways, I used to go to a sleep away camp with my best friend Annie and her brother who was a counselor there. It was that classical camp you see in old movies but it was more art themed, we did a lot of painting and photography – they had a great darkroom and we got school credit there. It was a chill fun camp.

[MF] Chance Hotel Encounter {Cheating}

Let me introduce myself. I am a 39 year old man, married with a great family, and an executive at my company, where after a decade of floundering at the staff level I started making moves and quickly shot up the corporate ladder. No coincidentally, I also found myself traveling for business often with the management and exec level positions. Around this same time, I made a commitment to getting back into shape. I found myself fit, powerful, and away from home often.

Let me say I love my wife. This story, and others I may tell, may lead you to believe otherwise, however it’s true. Everything in this and other stories is all about physical pleasure. The stories are also all true. Names and places may be changed for anonymity, but the essence is 100% true.

The Professor, Part 6

She had managed to avoid the conversation of “what are we?” when she was at the Professors house by fucking his brains out all night before quietly slipping out in the morning. She left his house and went straight to her class—it was a three hour lecture in her major and important for her to be there, especially since it was her last semester. Her professor was an older gentleman, in his late 50s, lots of curly gray hair, always wore nice jeans, a collared dress shirt and a sweater vest over the top. He smelled nice, had a nice smile, and was clean shaven, with tortoise shell glasses either hanging on the neck line of his vest or just at the tip of his nose. He showed interest in what the college students did—an effort to stay young or perhaps he was just a genuinely curious guy. He wore a gold wedding band on his ring finger and often spoke of his children, whom were grown. She sat in her seat in the back, desperately trying not to nod off from her night of passion with her Professor-turned-lover, and just as she was dozing off her phone vibrated in her bag. She bent over and unlocked her phone. He messaged her. She opened it, notifying him that she’d read the message.

The Professor, Part 6

She had managed to avoid the conversation of “what are we?” when she was at the Professors house by fucking his brains out all night before quietly slipping out in the morning. She left his house and went straight to her class—it was a three hour lecture in her major and important for her to be there, especially since it was her last semester. Her professor was an older gentleman, in his late 50s, lots of curly gray hair, always wore nice jeans, a collared dress shirt and a sweater vest over the top. He smelled nice, had a nice smile, and was clean shaven, with tortoise shell glasses either hanging on the neck line of his vest or just at the tip of his nose. He showed interest in what the college students did—an effort to stay young or perhaps he was just a genuinely curious guy. He wore a gold wedding band on his ring finger and often spoke of his children, whom were grown. She sat in her seat in the back, desperately trying not to nod off from her night of passion with her Professor-turned-lover, and just as she was dozing off her phone vibrated in her bag. She bent over and unlocked her phone. He messaged her. She opened it, notifying him that she’d read the message.

[MF] Fucked friend’s wife after their big fight

**—-BACKGROUND—-**My best friend from high school wound up becoming a piece of work. I left our small town, he didn’t. I got a job and did good things, he got into some serious drugs and depression. Well, him and his wife (a hot Latina we both went to high school with) finally called it quits. And I, for better or worse, swooped in. Her and I had always had sexual tension, so it all happened fairly naturally.

I had watched her and my friend fuck once long ago. I didn’t stay until they finished and I wasn’t comfortable enough to try to partake. I’ve also seen her topless a couple times during small personal parties we held at their place from time to time. She was a cute little Latina with big “fuck me” eyes and shoulder length black hair. She was slim and about 5′ tall with small but perky tits. Great hips and a significant labia… and wet. More on that later!

My wife getting off to Mandingo [MFM]

there is a girl my wife cummed to watching mandingo adult film database, looking up

scene pairing, there it is

there is Cindy Sterling, saying Britney Amber made me think of htis. this.

So here is my story, i liked making , this was one yes, ok, we watched porn but my wid wife had seen NO ONE like MANDINGO.

So anyway, i have her watch the hot tub scene with Cindy because we went to Las Vegas hot tub for our wedding and I thought man she’ll get oof off to this shit for sure.

SO we start watching, she is not that impressed but watches anywat anyway because it is hot tub and she likes hot tubs.

[https://www.bing.com/videos/search?q=mandingo+and+cindy+sterling&&view=detail&mid=8F42122169C416A8D6128F42122169C416A8D612&&FORM=VRDGAR](https://www.bing.com/videos/search?q=mandingo+and+cindy+sterling&&view=detail&mid=8F42122169C416A8D6128F42122169C416A8D612&&FORM=VRDGAR)

this videa

and anyway.

yea i think cindy is hot! and telling my wife so…

damn those back dimples..

my wife does not have that good of eye sight and so she had her glasses off as she always did for sex

and anyway she is not that interested in sucking dick and neither was i or am i i think its stupid

[fM] I met an older guy online

For or better or worse, the girls of my generation have had a much easier path to becoming “bad girls.” The internet has made it much easier to meet guys for dating—but it’s also easier for a random hook up, if that’s your sort of thing. For reasons I now forget I made the unfortunate choice of going to a college where the overwhelming majority of students were female, so it’s no surprise that I discovered cybersex during the first month of my freshman year back in 2000. My options were pretty limited, and I wasn’t interested in going dyke—though it made for some experimentation.
To be honest, even if I’d been at a school where the guys outnumbered the girls, I probably wouldn’t have been too interested. I’d had my fill of boys my own age when I was still in high school. Most of the guys at my school were only interested in cute, petite cheerleader types or trashy blondes who wanted to be centerfolds when they grew up. That didn’t describe me at all. I was never the Junior Miss America type.

Sunday Night Football [MMF] [exhibitionism]

My best friend from high school is still my best friend today. He’s married with three daughters. He was over at our house one Sunday night to watch the Sunday Night Football game (and escape the estrogen of two teenage daughters and a tween). That happened from time to time, and was not in and of itself an unusual occurrence. This was the Sunday heading in to Veteran’s Day on Monday. He and I were taking the holiday off, so the beer was flowing a little more freely than usual.

My wife wasn’t taking the holiday, so at halftime she excused herself and went on to bed.

My friend has had a crush on my wife since high school. They went out on one date back then, and she really wasn’t interested in pursuing anything more than that. But he still carries that torch to this day. His wife looked a lot like my wife in college, but the intervening years and three pregnancies have not been kind to her. They’re down to what could best be described as semi-annual sex with blowjobs on special occasions.

With my wife safely in bed and the bedroom door closed, the third quarter and fourth beers got underway.

My Wife’s adventures [MF]

I have had huge trust issues as a younger man even though it was me who would always cheat in my many relationships.

I decided that the only way to remedy this would be to allow my partner to sleep with men that she found attractive.

My wife was not really interested so I had to convince her to try.

This started off by me sending her pictures of other guys hoping to entice her. She was not keen on this either so I made her watch porn with a single woman surrounded by guys taking turns on her.

This made her more interested and especially when it came to watching black men fucking white women. She clearly had a fetish for black men so the next step was to get her in a room fucked by other guys, preferably black to satisfy her fantasy.

I know this is a control issue but my wife was actually interested in trying it out as I checked her laptop history and it was full of porn now. She was watching Blacked every night around 2 a.m sneaking into the bathroom while I was asleep.