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Adventures with Alex

by Hungry4aman on Apr 21, 2020
Mature

I'm an "old guy." Much of my coming out had to do with sex rather than lifestyle, but now lifestyle has just about caught up. I may be bi or gay or whatever, as if I even care. As the saying goes, where the dick leads, the heart will follow. Or something like that! After many years of hiding in the straight world, including two marriages, I have evolved, and...

What an Amazing Life - My TS Lover

by AmazingLife on Sep 14, 2017
Transsexuals & Crossdressers

Thanks for clicking on this story. I have been trolling around Literotica for a couple years now, mostly downloading stories to the hard disk of my notebook, to fuel my masturbatory fantasies while I am on the road. Probably like most of you, I am someone that people of the opposite sex never seem to pay attention to when passing on the street. Family gene...

Meet Me On Board

by Sean943 on Nov 12, 2019
Romance

My current assignment in Den Haag was nearing completion, time to look for a new assignment; first, I would take a few weeks off. Where would I go, what would I do when I got there. Being a solo traveller has its restrictions. Checking out options on the web, I came across someone looking to share a cabin on a cruise ship. I sent him an email saying, I was p...

Wicked Game Ch. 07

by velvetpie on Sep 12, 2017
Fetish

Lake Tahoe spread beneath them like the wonderland resort town that it was. The weather was clear and crisp and no one talked much, lost in their own thoughts and the beauty of the scenery. James sat in an aisle seat with Beverly on the inside, allowing her to have the view, but she wasn’t enjoying it. In fact, the whole flight, she’d been quiet, pensive. H...

Under the Gaze of the Sirens 01: My Girlfriend Thinks You're Gay

by jakladd on Dec 2, 2019
Transgender & Crossdressers

"My girlfriend thinks you're gay." "What?!! What did you just say?" Bobby said incredulously to his friend Carl. "You heard me,"...."Sarah thinks you are gay," Carl smirked. "Well she's wrong," Bobby replied. "We'll see," Carl continued. Bobby sat there and stewed inside as the two boys sat on the couch watching the game. "When she comes home we'll ask...

Pledge Duties

by Ruggerdog on Sep 15, 2017
Group Sex

My first time as the "guest star" in a threesome was in college. There was a girl named Tara who I had met and flirted with for weeks – she was always hanging around the frat house where I was a pledge, and I wasn't sure if she had a boyfriend in the frat, or was looking for one. She was really cute, had a wicked smile, a gleam in her eye, and a fat, round a...

A Meeting Of Minds, I Think.

by hangeron on Sep 14, 2017
Erotic Couplings

It was in the early 60s, I was in the army, posted to Tewksbury, A nice little town, a good selection of public houses, (drinking establishments) to our non British readers, friendly people, and, a fine selection of available young women, many of whom I had sampled. There were two regiments posted there, each having its favourite pub. i.e. publiic house. O...

Saturday at the Sex Shop

by kimbelina on Sep 14, 2017
Erotic Couplings

After a thoroughly predictable Saturday morning, filled with the usual chores - laundry, cleaning, even starting my taxes, ugh - I decided I owed myself a treat, a trip out of the house to do something interesting. And given our conversation earlier in the week, the perfect idea presented itself: a trip to my local neighborhood sex shop. Of course, I don't r...

Girlfriend's Birthday

by masturbatingindc on Sep 16, 2017
Group Sex

This story is 100% fantasy based on actual people (whose names and personalities have been changed) Julia and I were lying in bed together one night, having just had some amazing sex. You know; the kind of sex that's romantic, lusty, raw, and compassionate all at the same time. The kind with the perfectly simultaneous orgasm. She had spent the last week o...

The Story of Keith

by KaseyLegs on Dec 25, 2018
Transgender & Crossdressers

It all began in October of 1998. Keith was working a temp job at a warehouse that was running out at the end of the month. A bunch of the guys would go out to Hooters after work on Fridays, almost like clockwork, and Keith usually went with them. He'd go with Neil and Alan to the bar next door, that had pool tables, cheaper beer, and better wings. Two of th...