[M]y [F]irst Coworker—and Boss’ sister—Fuck: Part I

I’m fit, blonde hair, blue eyes, late twenties, well-spoken, about 6’2″ with shoes, and a proud nerd. I switched jobs like 2 years ago and immediately was thunderstruck by a coworker who emailed me some introductory information about the company. We worked though in different offices. It didn’t take long for me to realize it was my boss’ younger sister and that we would be training together in my second week a couple of items.

I’ll call her Jade. Jade was mid-twenties, strawberry blonde thick long hair, porcelain complexion with sharp eeyebrows, big brown eyes, and full lips. And curves for days. Busty, thick hipped, and lovely thighs, but not heavy at all. I couldn’t keep my eyes off her profile pic in the emails she would send to me. And in-person after training together, sitting next to one another, I kep looking at her lips. Her voice was a little deeper than I expected, but I liked that. An alto not a soprano. It was hot. I kept my distance for weeks. She was in a relationship I learned and I was too. But that didn’t stop her from emailing me in times when I honestly probably didn’t need to hop in and help her digitally. I would analyze her playful unnecessary use of an emoji or exclamation point. And since Social Media was a part of our work for marketing and learning about competitors, naturally her profiles starting getting recommended to me.

The Sissy Journal Vol 001

Day : 03/13/2019

Time : 1:30 PM

How : Gr****r

Where : His Place – House

Name : ? 001 ?

He hit me up on gr****r. We chatted and swapped pics. Sent girly pics first, then boy pics. He wanted to meet up right away.

I went over to his house in boy clothes. He lives only a few blocks away. I walk in…

As tall as me. Olive / white skin. Chubby Hairy Daddy Bear. Glasses. Cute.

We sit in the front room and I light a joint. We puff it once before clothes start coming off. I show him my freshly shaved legs and asked if I shaved all the way to my ass. Of course I do and he wanted to see. I strip completely and turn my ass in front of his face while he sits on the couch. He touches and spanks my ass. Then he stands up and takes his pants off. OH MY GOD, HE IS UNCUT!!! I have never sucked an uncut cock, so I quickly get on my knees to give it a try. LOVE IT!!! He likes deep head. He wanted to fuck me, and tried a few times, but I wasn’t “ready” ( I explained it to him after ) for anal. He stood over me and worked my mouth and throat till he was ready to cum. Asking where I wanted him to cum, I opened my mouth and stuck out my tongue. I let him cum in my mouth and kept in in for a little bit after. I spit it into a tissue that was in my jacket pocket. HOT ONE, HAVE TO DO IT AGAIN!

The shit that happens at a Starbucks

I’m very selective about my gaze, I don’t look at things I don’t like looking at. Your studious stare made my body twitch: Boom, zip, gone, but I felt it. I let you undress me with your eyes longer, you see, I did somewhere around twenty push ups before my morning trip to Starbucks. Sometimes, unsolicited attention feels good.

I move, you copy. It’s not rude if I like it. I stare at you back, deeply. You can’t hold it because society tells you it’s rude — so you look away. Only to gracefully lift your head and meet my eyes. Fierce, strong, I could tell it’s just a shell though. I move, you copy… again.

The conversation of the eyes end. You go back to drinking your skinny vanilla latte and I focus on my paper. Nature calls due to the intake of fluids. I move, you follow this time. We stand in line for one of the bathrooms to open up, just us two waiting. As a gentleman, I let you go first.

Published
Categorized as Erotica

Sweat running down between my legs mixed with my girl fragrance.

“Did he fall for that?” Ginny barged in.

Tossing her school bag aside, she plopped on her bed and hungrily eyed my finger tracing my flower. We had discussed my falling grades. She had not approved of my solution of seducing the teacher. She was growing proprietary with my body.
“He slipped right inside,” I said, turning towards her.

“H… How was it?” She colored a bit. “Did you bleed?” Unconsciously, she bent forward to study my flower, as if reading it she’ll know how much fun it had last night.
I moved closer to her till her face was barely an inch away from it. She inhaled deeply. Sweat running down between my legs mixed with my girl fragrance. The aroma was heady for her.

“There’s no change,” she whispered. She should know, she had stared at it longer than I have. Suddenly aware of what she was doing, she colored and drew back a little.

“He kept my virginity intact,” I said.
“H… How…” Looking up at me, she stammered. “Didn’t he…” She trailed off, blushing prettily.

Published
Categorized as Erotica

[True Story] Fucking two redditors in one day (Part two!) [Oral] [Mf] [fsub]

Me: 24, brown hair, baby blue eyes, lip and nipple piercings, curvy/plus sized.

Ty: 30s, fit and broad shouldered, brown hair and blue eyes, CEO suit type.

So I had a bit of time to kill between Keegan and Ty. Ty lived in a high rise condo which had a coffee shop at the bottom floor. We planned to meet there either way, so I arrived a bit early and ordered breakfast. There ended up being plastic in my food (yuck) so I got it for free, opa!

He was running a bit late, so I stepped outside to wait for him. It was freezing balls outside and I was underdressed, so as soon as I saw him, I said “let’s go straight to your place”. He and I had been talking for a few weeks at this point, and I was super excited for my playdate with him.

We get upstairs and into his apartment. He gave me a quick tour, and I kicked off my shoes and dropped my bag. He grabbed a handful of my hair and dragged me in for a kiss, aggressive and powerful and dominant and just how I like it. He growled into my ear, “You’re going to be a good girl now and suck Daddy’s cock”.

[M]y firs[T](Long read)

I thought I would share my first experience with a Trans girl which was one of the most amazing things I have done to date!

I am not gay probably consider myself Bi but haven’t gone down the path of sleeping with guys yet (who knows though!). To give you some background about myself I am a 6’1 Asian Male regular body nothing special.

So straight into it! I was recently single and travelling back to Asia to see my family and was feeling a bit horny on the night. Decided to go out with some friends to a club to see where the night might lead so we went to a popular night spot where people regularly hook up. Met a few girls here and there but didn’t really lead to anything so I decided to call it a night. Jumped into a taxi on the way home and was still feeling pretty horny at this point so I decided to jump onto craigslist (something I had always lurked on but never had the guts to try) but found alot of massage parlour ads (common in Asia). I then noticed the T4M section and thought what the heck! So I started to browse and found an absolute gem. Now I was completely new to this so I didn’t know what to expect and mulled on it for a little while. Finally got dropped off at my accom and decided to have a few drinks and finally sent her a text.

Tell Me What You Need.

Tell me what you need.

She asks. She begs. She pleads, “Tell me, Tell me, how to please you.”

She hovers above me. Kissing, Probing, Demanding, My pleasure.

She wants my cum. She wants my secrets. She wants my shame.

She wants her power. She deserves it, but she has to earn it.

I want her beauty. I want her desire. I want her dreams.

I want to take everything she has ever been

into a puddle in my mouth but she has to give it.

Published
Categorized as Erotica

[F]inding [M]y First Reddit Friend- Part 2

Previous story link: [https://www.reddit.com/r/gonewildstories/comments/b1w42t/finding_my_first_reddit_friend_part_1/](https://www.reddit.com/r/gonewildstories/comments/b1w42t/finding_my_first_reddit_friend_part_1/)

Over the next few days, my Reddit friend and I messaged relentlessly during the day. Even though he was my Sir, he always made sure I was comfortable. While I loved him controlling and dominating me, I also really liked how kind he was. It made me want him that much more.

We had been chatting heavily one day and he made sure I was being a good girl. I had to show him how wet I was at work. I went to the bathroom and slipped my fingers into my dripping slit. I pulled them out to show him what a mess I was making. To his surprise, I licked them clean for him.

“Mmmm such a good girl! How do you taste?”

“Sweet and a little tart. I would love to have your tongue on me.” I replied. I was so worked up, I thought I might have to cum at work.

“It’s too bad you’ll have to wait before you can touch yourself again.” I realized that wasn’t a request.

He then responded by showing me that I had him rock hard at work.

The Company Christmas Party [MF]

As I am sitting at my desk at work, looking at a picture of my wife and I, I am reminded of one of my favorite excursions with her.

————————————————————————————————————————

The plane touched down in NOLA as several members of my company exited the plane. We’re here for the company Christmas party where we sometimes do it big by flying out all the employees and their partners for a weekend away somewhere to celebrate. One of the nicest perks we have.

My wife, a 5′ 1″ cutie with a booty, dark brown hair down to her mid back, brown eyes, 34B breasts, 115 lbs, gorgeous smile, and curvy in all the places that makes men stop and stare. She grips my hand, calming me. I’m honestly a pretty anxious flyer. Hate heights. Myself, 5′ 8″, black hair and brown eyes, 160 lbs, somewhat slim and building towards the dad bod and actively trying to fend it off. Pretty average in the department downstairs with a straight upward curve. It’s weird but I make it work.

Sex with my childhood friend who is now a married woman [MF]

**Like I’ve said in previous posts. I figured it would be fun to go back to my promiscuous (man-whore) days and recall some of the stories from back then. I’m generally considered a good-looking guy (6’3”, dark hair, blue eyes, swimmers build, workout regularly), so that enabled me to have quite a fun sex life. These stories are 100% true and not embellished in any way. I think that a straight honest story even if not as exciting at times is a bigger turn on, so that is what I will continue to try to give.**

Brooke and her family moved into my neighborhood when I was nearing the end of elementary school. They were two houses down to the left if you were facing my house. Our neighborhood was fairly quiet. Brooke was the same age as me. She had one sister who was three years older than us. I don’t think any of us spoke for the first year or so. We would see each other from across the way, but always fell victim to the awkward feelings of youth and retreated back into ourselves. All of that changed the following year.