She squirted on me, so I came on her [M21/F18/F21]

This story is 100% true and happened to me when I was in college. It involves a couple of girls from my previous story (https://www.reddit.com/r/gonewildstories/comments/4buyd3/hot_tub_fuck_machine_m21f20m21f20m20f18m23f21/): my girlfriend Lilly and a mutual friend of ours, Ella.

Ella had only just turned 18 and was an insatiable nympho. She had drunkenly confessed that she was attracted to both of us, particularly Lilly. She was a little on the larger side: she had a bit of a belly, but also had enormous G-cup tits and a pretty face. She held her weight well, her entire body felt soft yet firm, she wasn’t floppy or saggy anywhere. I had never particularly been into larger girls until I fucked Ella in a hot tub a few weeks earlier. It was a completely different experience fucking someone a similar weight to you and there were so many curves to caress and hold on to.
On the other hand, Lilly was a much more slight and petite girl, she was curvy in her own way, with shapely D-cup tits and voluptuous butt. She was a beautiful mixed race girl with lovely caramel skin (ie think Mia Khalifa in the face, even down to the nerdy glasses).

[F/???] The Keyhole

*There it was again.. I wonder…*

My room was at the end of the hallway, right next to the kitchen.

I usually barricaded myself in there early every night.

I liked to just sit in my underwear and grab my favorite book before sleeping.

Turned on my IKEA bed lamp, took my biggest pillow and place it behind my back against the wall.

Besides the bedlamp, I could only see the moonlight through my window.

And the light from the keyhole passing through my door.

It sometimes flickered when my roommate passed by and into the kitchen.

I never really thought much of it.

But the last couple of nights, the light would disappear for a couple of minutes and then reappear.

At first I thought my roommate just went to bed and shut off the light, maybe forgot to brush or something.

But it didn’t turn off for at least an hour after reappearing, and it had been going on for a couple of nights.

I began to wonder.

*Could it be?*

*Nah*

But the thought never left my mind.

Tonight was no difference.

How I [M] banged my high school valedictorian [F]

Recalling the following events in my life has made me truly appreciate the phrase “getting lucky.” Every time I think about it, I realize how lucky I am to have such a hot memory of this amazing girl.

I grew up in Colorado and went to a pretty big high school, with several hundred students in my class. The valedictorian, who gives the last speech at graduation, is determined by final (highest) GPA. During my senior year, we found out about a month before graduation that our valedictorian would be a girl named Valerie. I had never heard of her, but I found out she was a quiet Asian girl in my grade. Apparently most people weren’t surprised, as the people who knew her said she was brilliant.

Fast forward to graduation day:

I was sitting with my classmates (alphabetically seated) in the audience, waiting for my name to be called to walk across the stage. I was surprised to find that I actually had never seen or met a handful of the kids who were graduating with me. This was surprising, as I considered myself social (played varsity basketball and went to parties) and thought I had spoken to everyone at least once. Clearly I had thought wrong.

LOT’S OF CUMMING AND GOING IN THE DRESSING ROOM [FM,]

She quickly turned around, glad to escape the hot man in front of her. It had been a month since they had last bumped into each other. She figured he would have called by now. Fuck him and all of his flirty shit. She was glad she had lost his card.

She grabbed some clothes and headed to the dressing room. She heard a noise. As she went to pull the curtain back, her hand stopped. She felt his presence. She smelled his delicious cologne. He pulled back the curtain of her dressing room and paused. She was standing there in a sexy black and red lacy bustier with black stockings clipped to her garter. She was still wearing her four inch heels. He put his hand on her skin and sighed with desire. He moved around her body like he’d explored it for years. His smooth lips tasted her neck, kissing gently. She breathed in his ear, “Bite me”. When he opened his mouth and put his teeth on her neck, he had to cover her mouth to stop her from screaming in ecstasy. She was trembling. Her neck was one of her erogenous zones. She could feel her pussy juice starting to drip from her cunt hair, making the inside of her thighs slippery. She smelled her juices—making her wetter.

hooking up with [m]y [f]light attendant

In my previous job, I flew a lot for work. This had certain advantages, including often flying business class, racking up tons of miles, and this story, which I always remember fondly.

I was on an evening flight on my way out to my company’s headquarters city. I was eyeing the flight crew a bit and there was one stewardess who really caught my eye. She had her blonde hair tied back in a bun, had her hat askew just so, was wearing her skirt just a bit higher than her coworkers, and was rocking her heels.

As she worked the cabin I flirted a little bit when she came by, but nothing unprofessional. She was friendly, but she was also on the job, so I left it at that.

After the flight landed, I left and picked up a rental car and headed to the hotel near the airport. I checked in and headed to the hotel bar for a quick drink, and much to my surprise that stewardess was there! … but she didn’t look too happy.

I walked up to the bar. “This seat taken?” I asked, indicating the one next to her.

[20M] After months of flirting, I finally had sex with my [39F] university teacher!

Pictures of her (with her permission)

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She first started working at my university back in November, and she was in charge of one of my units and had us for class every Wednesday. When I first met her, we really hit it off, not in a sexual way, but we got on and had a lot of things in common. I saw her every Wednesday and we really formed a good teacher and student friendship. However, shortly after Christmas, our student teacher friendship went a little further because of my growing confidence.

One day, while she was helping me with my work, I got confident and decided to flirt with her. I was telling her that she looked wonderful and started to compliment her body and her breasts. At first, I thought I went too far, the teacher student bond is broken and now it’s going to be awkward between us. But surprising…she fell for it and started to flirt back with me, she had to be quiet as she did not want anyone else to hear that we were flirting with each other. She was telling me how attractive I am and she loved our conversations that we had at the end of her lessons.

The Control Factor [CH.1] [control][threesome][oral]

-Requested by a User.

-Vocabulary words:
(Rune = Spell Book)

Today is September 26, 2098. I finally wake up after constant alarms blaring into my ears. “Ugh, it’s only Wednesday.” I say to myself, I get out of bed and get dressed and grab my Rune and put it into my pocket then head downstairs. “Good morning, Mother.” I say as I notice her in the kitchen. “Good morning, David.” She replies. I eat my breakfast and I go to school. As I am driving to school I notice a beautiful petite girl walking into the schools front entrance. Her blond hair is long all the way down to her waist with her loose blouse shirt defining her torso and short shorts that define her ass. I assume she’s a C32 for bra size. Today is the first day of high school and I’m now a sophomore.

Bar maid [str8]

My eyes settled over you, sitting there watching everything, seeing nothing. The low light of the club flicked through the hairs of your beard, the long slow curls dancing with every angle explored. I sat there watching your strong hands grasping the glass in front of you, the slow motions of your arms as your mouth recklessly drank from the edge the dark, sweet liquor disappearing into the abyss. My mouth was dry and yet I felt moist, alive. The room was warm, the slow melodic singing seeping through my daydream, bringing me back to reality.

 

Service was slow, tips even slower. The crowd a harmonized buzz, the only waver in my glace was when my eyes would rest on you. Why were you here? A steady drink can be enjoyed at home, where the light is your own. I pushed you to the back of my mind your strong hands, your dark eyes and strong nose. I was done for the night my shift came to a close and I began on my way home.

 

The time I (accidentally) kept a crossdresser in chastity for over 50 days [M27, T23]

This story took place in June, July and August 2015. It was between myself and a crossdresser I’ve been meeting for a few years. She’s called Kyla – and I might as well shout out to her as she’ll be reading this story. If you have any questions for her, post below and I’ll try my best to get an answer. Kyla is 23 in this story and crossdresses only part time, really as an outlet. We’ve had a few deep meaningful conversations over the years and I’ve learnt that Kyla would transition but for the good things she’s got going in her life. She lives as a male, has a good job, a good family and good prospects. She doesn’t want to rock the boat too much.

I don’t think I could really say I “live” in the UK. I’m usually travelling with work so only spend perhaps ten days per month in England, and sometimes that time is in London hotels as I stopover. I do have a nice house though that I enjoy returning to when I’ve got time. When I return home I also enjoy getting Kyla to come over for a good, lengthy, overnight session. She’ll come already dolled up, will bring an overnight bag and we’ll eat, fuck and sleep until the next morning.