by
jamtby
on Jan 14, 2019
Transgender & Crossdressers
It was a warm Spring evening when Carla and I parked near the lake for a little time together. We had been together the entire senior year in college and would graduate in less than 6 weeks. Carla is a beautiful woman 5 ft 7 in with a nice figure. While she complains that her breasts are too small, I think they are great. Her blond hair and blue eyes make he...
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by
RejectReality
on Jan 14, 2019
Transgender & Crossdressers
A brief note, in case you clicked a link where the category isn't displayed, because this is new content for me. This is a gay male cross-dressing story. If that's not your thing, now is your chance to hit the back button.
It's also a quickie, so if you like more developed tales, keep that in mind as well.
****
The music was loud. The bar was crowded. Nor...
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by
jamtby
on Jan 15, 2019
Transgender & Crossdressers
Guy smiled, "Have a great time together. I will have Charles bring your car to the portico."
With one call on a house phone Charles was summoned and quickly pulled Ana's black 550 CL Mercedes up to the portico. Ana got in the driver's side while Charles held my door.
"Ana when you pull out on Gulf Blvd turn right then at the traffic light turn left onto t...
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by
SarahCD
on Dec 18, 2018
Transgender & Crossdressers
I love to search on-line for sites related to crossdressing, that's how I found Literotica. I've also found sites for 'Men in Panties', videos of crossdressing, girls clothes for men, etc. One time, I was really lucky, I found a site offering a weekend of 'girly training'. We would be taught how to walk, sit and act like a girl. We would be dressed the whole...
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by
flictus
on Feb 25, 2019
Transgender & Crossdressers
My head was against the sand. Steve's dick was buried in my ass having just cum inside me. Oddly enough I felt mildly proud I had taken his dick so well.
"Did you feel me cum in you?" Steve asked.
"Yes," I told him.
"You feel good you took it?" Steve pressed.
"Yes," I said. I really couldn't lie to him.
He slowly pulled himself from my ass and when...
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by
derekpemory
on Feb 26, 2019
Transgender & Crossdressers
It was Joe's birthday, but he couldn't believe the situation he found himself in. He was stripped down, naked, his hands cuffed behind his back at the wrists, kneeling on the floor. He was completely out of his element, uncomfortable. At least there was a thick pad between his knees and the hard mahogany floor. And, trying to make the best of it, at least th...
- 9,547 Views
- 10 Favorites
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by
SlightlyRude
on Feb 11, 2019
Transgender & Crossdressers
It was a shock. Finding another woman's panties in my husband's possessions. They were larger than mine and not a pattern I had. And they had been worn. I cried and cried. Then pulled myself together and put on a brave face, from the makeup table. When he came home I was (fairly) composed. He was scarcely through the door, when I said "What is the meaning of...
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by
SlightlyRude
on Feb 11, 2019
Transgender & Crossdressers
I was doing my usual Friday evening activity of sitting exhausted after the week and gazing at some drivel in the television. My wife Eve came into the room carrying a dress she had not worn for a couple of years. She held it against herself and looked at me. "This is such a nice dress. I always liked it. The only thing I regret about losing weight is that t...
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by
JamieAndrews
on Oct 7, 2019
Transgender & Crossdressers
I first met Jake a year ago. He stepped into my shop to spend some money that he had for his 18th birthday. He was a nice lad. Short, effeminate looking with shoulder length hair. At first I was not sure if he was a feminine looking boy or a masculine looking girl.
My shop sold games and comics. Originally I had been a sleeping partner but when my friend de...
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by
Certeis
on Oct 8, 2019
Transgender & Crossdressers
Felida opened the folder on her desk and started looking through it. She'd been given some responsibilities since coming to the Embassy last year, but mostly it was stuff that her mother didn't want to spend time on. That was fine, she knew it was an important stepping stone. She had a folder for a passport application in front of her, which was a little odd...
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