Ladyboy Massage Stories

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Sex with Shonda

by rawpump on Sep 16, 2017
Transsexuals & Crossdressers

I'm a workaholic by nature. I love my job but that's not why I work so much. I work long hours simply because when I get home I don't quite have anything productive to do. I just sit down in front of the television or I chat over the internet. Life at home is dull so the best solution seems to be engaged in work. Often on Friday, after work, I head to the...

My Visit with a Filipina Friend

by esclaro on May 6, 2019
Transgender & Crossdressers

This is the story of my week long visit with a Filipina ladyboy in Hong Kong. She is a 31 year old nurse who has worked all over the world but now helps her mother run a supermarket in her home town. Since she is from a bad area of Mindanao, I arranged to meet her in Hong Kong. We had been chatting daily so I was eager to see her and see how we got along in...

Seduced and Hoodwinked Ch. 06

by walterio on Jan 14, 2018
Transsexuals & Crossdressers

Darin woke up on Sunday morning alone in bed. It was early and the others were still sleeping. He took his morning piss and then crawled back in bed. As he had done the night before, he contemplated his current situation. He was very content with things at the moment but he would continually re-evaluate it again the coming days. He still had no interest in d...

My Experience So Far

by PeterBenjamin on Sep 16, 2017
Transsexuals & Crossdressers

I don't know where it first began but I remember working at home depot in 2007, watching a gay man in a purple rainbow tshirt walk around the store, and thinking, "you know what... I should suck his dick." The thrill of just thinking that sent a wave of weakening chills through my body. I have never been the same. At that time AOL still had its gay chat and...

Satan's Sissy

by nancyvasquez on Oct 15, 2017
Transsexuals & Crossdressers

Oh you stupid little faggot! You just had to go and get married to a woman! Why?? Why fuck up some poor girl's life like that? Was it because you crave humiliation, and subconsciously you knew it would be just a matter of time before you got caught, and you would be outed publicly? Outed as a pole smoking homosexual who was more at home in frilly skirts and...

NCIS: The Inside Story Ch. 03

by bjmichaels on Sep 12, 2017
Celebrities & Fan Fiction

When the team returned to NCIS, Special Agent Gibbs went straight to the Director's office. Harold, the Director's personal assistant, as usual, refused to allow Gibbs entry, also as usual, Gibbs had to rely on subterfuge. "Harold," said Gibbs, his eyes fixed on the far side of the small office, "what's that on the wall?" As soon as the tall man's eyes gla...

An Ever Changing Story

by Helenthemaid on Sep 16, 2017
Transsexuals & Crossdressers

Caught Out and Permanently Punished I was wearing a ultra short black leather mini skirt, a tight leopard print low cut top, which revealed my cleavage entrapped by my pink lacy bra (with matching panties). The straps of my 6 inch leopard stiletto heels were securely padlocked around my ankles. Recently I had been often going to the local park dressed in...

Letter from Augusta

by justincbenedict on Sep 17, 2017
BDSM

Dear Shoeblossom Deuce, my second son is finally beating me at Ping-Pong. The ball flies over my head! When I was a kid the balls were just white, but now they come in neon orange! Deuce looks relieved, I wonder why. Is it because I have always punished him, taking his pants down and spanking him hard with my paddle when I beat him at table tennis...what a...

Barrack Room Betty Ch. 14

by MicheleNylons on Sep 19, 2017
Transsexuals & Crossdressers

Chapter Fourteen – Supergirls Bangkok "I've fucking had it with Jason!" Michele spat at Rod Latham "That fuckwit tracked me down and found me in a bar in Naples and created an absolute shitfight. And every night I'm here in the club he carries on like a petulant child whenever I work a punter and in particular Lieutenant Steve Winters who is one of our...

Jamie's Descent Pt. 04

by nikkiesilk on Sep 18, 2017
Transsexuals & Crossdressers

Fiona stood in front of me and said sharply, 'Stand, slut!' It was a tone of voice that made you think arguing about it wasn't such a good idea. I got up as quickly as I could, nearly falling over in my haste to obey. The tip of her pink tongue appeared and slid along her full lips. She had seemed tall before, but now she towered over me. I saw that someho...