Jackie_em Literotica Stories

351,159 results
Orientation
Length
Source
Infinite Scroll

The Legacy

by jackie_em on Dec 10, 2017
Transsexuals & Crossdressers

Charlie woke up feeling groggy. That wasn't too unusual, he drank a lot and did more than a few drugs, though not as much of either as he once did. Last night it was just drinking. Charlie's mother had died in a car accident, and even though Charlie was trying to straighten out his life, he still had to go get drunk. Charlie's father Robert, didn't approve...

Commutationem - The Exchange

by jackie_em on Sep 16, 2017
Transsexuals & Crossdressers

It began pretty simply. I was Michael, a rather nerdy guy in college, trying to get somewhere - anywhere with women. Almost any woman, though I certainly had a preference for attractive ones. Fat chance of that, or so it seemed. They were nice to me, but had no desire to go out with me, much less do anything more intimate than that. I was depressed about it...

Tricked with a Pill Ch. 02

by jackie_em on Sep 25, 2017
Transsexuals & Crossdressers

It's best to read the first installment before this. Andy was tricked by Nick into taking a pill that turned him into a woman, Andi, but was told not to get pregnant because the pill to change her back would not work then, only to take Plan B and find that prevented her from changing back as well. Now she can't get any more of the pills and would seem to be...

Tricked with a Pill

by jackie_em on Sep 25, 2017
Transsexuals & Crossdressers

I was sitting at my apartment, feeling depressed. I'd just been dumped by my girlfriend, I'd had my work hours cut back so I barely had enough money for food, rent and utilities. Most of my so-called friends dropped me when my girl did. So I was sitting there, not even any money to buy beer. Drinking water and watching TV. My roommate Nick asked me if I wan...

The Making of Andrea

by jackie_em on Oct 15, 2017
Transsexuals & Crossdressers

It was a Friday, and I was working late at the office, when this all started. I was behind on a couple of assignments and wanted to get caught up before my boss came down on me. Not much of anyone else was around, a few bigwigs, no one besides that. They were having some sort of conference and not paying any attention to me. I am, or at least was, Michael,...

Rich has an Adventure Ch. 02

by jackie_em on Aug 20, 2018
Transsexuals & Crossdressers

This includes cross dressing, incest, straight sex, lesbian sex, male-male sex, group sex, and nonconsensual sex. If any of that bothers you please skip this story. The emphasis of this is story, though there is some sex. I don't often do sequels, but it felt like there was more to go to cover Rich's story. For those who didn't read the first part, Kelly...

Sammi's Stupidity

by jackie_em on Jun 19, 2018
Transsexuals & Crossdressers

This includes gender change, non-consent sex, straight sex, and lesbian sex. If any on those offend you, please skip this story. ***** It was really kind of stupid how it all happened, or maybe I was pretty stupid for letting it happen. I had my masters degree in chemistry, but with enough student loans that I couldn't afford to go for a doctorate. I was a...

Wearing the Ring

by jackie_em on Apr 13, 2020
Transgender & Crossdressers

I've done a couple of magic gender change stories, specifically my Magic Doll stories and Commotationem. I read a story about a ring that caused a gender change and took that concept and did some very different things with it. This includes gender change, magic, sex between a male and a woman who had been a male. ******************************************...

The Elephant & The Song

by jackie_em on Dec 12, 2018
Romance

This story includes non-consensual sex. If that bothers you, please skip this. Desperado, song by Glenn Frey and Don Henley of The Eagles ~~~~~~~~~~~~~~~~~~~~~~~~~ Kent It was a slightly gloomy spring day, just a bit chilly and overcast. Kent wandered down the strip mall, not that he wanted to buy anything, but he was tired of sitting alone in his apartm...

Costume Party Switch

by jackie_em on Oct 24, 2018
Transgender & Crossdressers

I should know better than to bet on football games, even when there's no money on the line. I am Mike, 25 years old and a guy. My girlfriend is Michelle, the same age as me. We had been dating for some time, and had moved in together, after sleeping together pretty regularly. There was a Halloween party coming up that we planned to go to. I am 5'6" and 135...