Ladyboy Massage Stories

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More Than a Lady

by danielblue on Sep 14, 2017
Transsexuals & Crossdressers

Doctor Carter surveyed the gathering of ladies before him. Something wasn't quite right, but he just couldn't put his finger on what it was. He had been invited to speak on Female Reproductive Health but the women before him were neither the charity-driven older matrons nor eager young housewives that he expected. They were gathered in the private function r...

Shemale in Porn Theatre

by Subman666 on Apr 14, 2020
Transgender & Crossdressers

This action begins with my weekly trip to the local porn shop, made up of the typical video booths as well as four open rooms with big TVs showing various movies. It's afternoon when I enter, and I immediately walk into the video viewing area, a dark open room with straight porn continuously running. The place is set up like a big square track, so as I walk...

Transsexual Journey 02

by walterio on Sep 19, 2017
Transsexuals & Crossdressers

DAY TWO OF THE CRUISE TO BARCELONA Jay woke up leisurely on Sunday morning and lay in bed for a while thinking about his encounter with Caridad the night before. He was still somewhat shaken by his willingness to have sex with a transsexual but more so, that he had enjoyed it so much. She was so damn pretty and shapely that it had been way too easy. Her bod...

Cockatoo Pt. 16

by nikkiesilk on Sep 14, 2017
Transsexuals & Crossdressers

I live for feedback. ***** We decided to have a celebration dinner tonight downstairs and Alex disappeared to the restaurant to organise the dinner. Areeya had to go down to Cockatoo to sort out some issues they were having and so I was left to my own devices for a while. We agreed we would all get together at Cockatoo for a drink before dinner. The firs...

An Obsession

by Marcus_Cicero on Jul 30, 2019
Transgender & Crossdressers

It would have been after that documentary. The one with a feature on online dominance-submission relationships on Fetlife. Because before that moment in time life had been so vanilla. Marcus had been queer and had had a boyfriend or two... or three since turning 18. Well, hell, he'd been to the bathhouses since turning 20. He'd even gone as far as to create...

Another Day, Different Office

by chelseabi on Sep 16, 2017
Transsexuals & Crossdressers

It's been a couple of months since my first all guy encounter and my life has changed somewhat. There have been numerous liaisons, with couples and single guys and I know that I'm now treading a fine line between my marriage, work and the sex I now crave. As for my marriage things are normal, we have been together for years and as so often happens we have...

Dark Angel Ch. 01: The Meeting

by ReiverToo on Sep 12, 2017
Transsexuals & Crossdressers

It was after 10:30 pm when my Japanese business associates had finally had enough sake and karaoke to call it a night. Maybe they were just off to see if they could score some company for the rest of the evening. Who knew? They were all on huge expense accounts, so buying a girl (or boy) for the night was not a financial problem. Some had even offered to inc...

My First Ladyboy

by TheSevenSeas on Apr 20, 2020
Transgender & Crossdressers

She was my first. Before I tell you more about her and how I ended up in bed with this gorgeous creature, I should probably make a couple of things clear. First, I am a straight, alpha male. Ex-military, been through a few wars, worked in Africa for a while, have been married and never even looked at another male in a sexual way. Still don't, as there is no...

Recruited Ch. 01

by Rstyusameg on Sep 2, 2017
Transsexuals & Crossdressers

All characters are fictional, except me, everyone in the story is over 21. My stories will involve, male/male sex, cross-dressing, and bad language, so if this offends you please don't bother reading. I stare at myself in the bathroom mirror, carefully applying finishing touches to my pink lipstick, I'm ready. I walk downstairs to fix myself a drink, exu...

Naughty Thai Student Gets Extra

by StarfireMayo on Sep 12, 2017
Fetish

This is the third instalment from my Thai Journals. They recount the sexy autobiographical adventures of an expat working in Thailand. * When I held out the tub of Vaseline to the middle-aged Thai woman at the counter of Boots Chemist in Chiang Mai, she gave me a brief knowing but brief smile. "Another horny ex-pat "fareng" walking around with a sore di...