collection of stories you shouldn't read at work
I had a 6 month affair with a subordinate of mine, She would suck my cock in my office. Most times she would swallow it right down, other times though, i would cum in her breakfast shake or coffee, then she would go drink it down in front of the other coworkers, one of which was her bf. He had no idea she was just gagging on my cock. She was 19 and I was 32.
If you’d drink the coffee, send me a PM
[Picture from the night](https://imgur.com/a/ktlqweH)
This is a long one but I promise you, it’s worth it.
So bit of background: I am, for the most part, a straight man. I’ve never really liked gay porn and have only ever had heterosexual relationships – all of which have been really healthy.
However, ever since I was young, I have had a fascination with woman’s clothes. I’m not sure why, but it started out as sneaking into my sisters room and wearing her underwear and liking the way it made me feel. The strange thing though was that when I dressed up I started to feel like a woman, which in turn made me think sexually as a woman. So naturally, it wasn’t long before the whole thing snowballed into me being a full time closet crossdresser whose favourite thing in the world was his sisters dildo that he discovered in one of her drawers. I also discovered crossdresser, sissy and trap porn which basically became my staple. My ultimate fantasy was to be fucked senseless while dressed like a slut by a big strong man. Of course I have never told a single person any of this out of fear of what they’d think.
So this is potentially one of the tenderest, hottest moment that I think I’ve ever had with my partner.
We’d been not connecting for a long time before this and for some reason everything clicked.
I had just gotten home from football training and was sweaty and sore. I greeted my very heavily pregnant partner and her daughter as I came in the door. The lights were off and they were watching tv. The sun had just started to set and there was a soft blue glow illuminating them huddled under a blanket. I walked over and have them both a kiss. Took the 5 year old to bed and got some water and dinner.
My partner and I sat chatting about the day while I ate before she got up and mentioned that she was sore and achey from the baby. She went and propped herself up on her knees before laying her chest onto her exercise ball. She then proceeded to chat and then asked me to start rubbing her back while she moved around in that to relieve some pain. I obliged and started rubbing her down her back, over her shoulders, across her neck and down over her pregnant belly.
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.
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.
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.
This is my first attempt in writing a story so please excuse my mistakes.
I recently moved to a new city in the UK for my first job after university. I didn’t know more than a handful of people so I decided to get on tinder and see what the city has to offer. I had high expectations as it is a university focused city and most girls are around my age.
One girl got my attention, lets call her Red (from the color of her hair). Luckily we matched and she seemed to be interested purely on hookups. She studies languages and came out as clever and genuine person, something that I value. Long story short nudes started flying over and she had an amazing body type with gorgeous big boobs , curvy waist, and a big clit. She also had those eyes, the ones that say “cum deep inside me”. Obviously I could not resist
A few weeks later we decided to meet and the sex was indeed passionate on both sides. I realized she was very experienced and wanted to leave a lasting impression, after all I want to see her as many times as possible. The juicy part was on our second encounter.
It all started when I got my instructions: wear my plug, bring my toy. “I want to watch you,” he said. My cheeks immediately flushed; silly after all that my Daddy has done to me, but the thought of him watching me somehow felt even more personal than what I might look like on my knees in front of him.
But, I listened. I always do.
Someone once told me that your Dom sets the pace, and for someone who is normally so in charge it’s a special challenge to let go of that role and allow myself to follow instead of leading. So when I arrived at his place after a day of feeling the subtle pressure of my plug and remembered just how long it had been since we had spent time together I had to work hard to stay calm. “I have something for you,” he said, and there it was – a delicate silver collar with a heart-shaped padlock. As he fitted it around my neck one part of my mind dispassionately observed the absolute primal satisfaction I felt with a laugh, while the rest of my brain hummed with delight.
I heard the door chime as I swept the floor by the froyo dispensers. I rolled my eyes at myself, mentally chiding myself for forgetting to lock the door. I was now going to have to deal with someone looking for a sweet tooth fix at 10 PM. Didn’t they noticed how most of the lights were off in the store? The chairs turned over onto the tables? The empty toppings bar? Or were visions of mediocre froyo drowning in m&ms & hot fudge blinding them to the state of the store?
The froyo dispensers are along a curved wall, so you have to set away from them to see the door. I did this as I said, “we’re closed” but I trailed off when I saw the look on the face of the guy walking in. He was about 6″2, late 20s with broad shoulders. He was wearing a baseball cap pulled low, a long sleeve T and loose jogging pants and had glasses. I recognized him from him having been in the store each of the past three days, nursing his purchase for close to an hour each time, always staring at me when I glanced over to him.
I dated this girl in high school until a few years after graduation. There was a fair amount of breaking up and getting back together. During one of our breaks she had gotten an internship at Disney in Florida. I decided to be sweet and surprise her because she was home sick and I was young and could just be like “yo mom and dad I’m going to Florida for the weekend, peace!”. I got a friend to ride with me so I didn’t have to go alone. I kept it a secret that I was coming until I hit Florida and then I told her. She got me set up with a room in the park by the time I got there.
It was always magical seeing her. You know that one ex that you wanna be mad at and hate but the second you see them you fall back in love like nothing ever happened. That’s what she was. And that’s what I was to her.