Ladyboy Massage Stories

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My Thai Ladyboy

by TheSevenSeas on Apr 27, 2020
Transgender & Crossdressers

There is a saying that 'when one door closes, another opens.' That was certainly true for me. My relationship with Jen (see my previous story: My First Ladyboy) continued for some time, but we rarely managed to see each other. I was mostly working in Africa and just couldn't get over to the Philippines very often. Eventually we drifted apart. Yet I was truly...

Business to Improve Sex Lives Ch. 08

by walterio on Dec 24, 2019
Novels and Novellas

ANAL TRAINING Trace and Brittany were eating a light practice after their customary morning sex. Trace asked, "Who do we have scheduled today?" "A young woman named Justine. She is interested in anal training." "Really, an anal virgin?" "Yes, she has a boyfriend who she dearly loves. He has tried to get to her ass several times but she refused. Now she...

Jamie's Descent Pt. 01

by nikkiesilk on Sep 18, 2017
Transsexuals & Crossdressers

Chapter 1 What did we do before social media? How did we manage to get through the day without that endless stream of dirty jokes, funny photographs, gossip and links to dodgy websites that now fill our lives? Yeah, yeah, I can hear you grumble. Get on with it, I can hear you say. Well, dear reader, it was one of those links that started me down the road to...

Briefly Encountered

by wylite on Sep 16, 2017
Transsexuals & Crossdressers

I had business in the Middle East and this required frequent trips between the UK and various middle Eastern capitals. The routing of my flights was my choice and I often used to transit via Amsterdam; I would ensure that there was a good long transit time between my flights and this allowed me to make leisurely visits to Amsterdam's city centre. It's a shor...

Promiscuous Parents and Sons

by walterio on Sep 14, 2017
Novels and Novellas

PRELUDE While Pete, Kurt's dad was spending the day with Sandy's mother Lisa, the two twenty somethings were involved with passionate sex. Sandy was sitting on Kurt's body with a thick cock buried in his ass. As Sandy rode his muscular neighbor, Kurt reached up with both hands and fondled the effeminate blonde's cute titties and tweaked the sensitive nipple...

Seduced and Hoodwinked Ch. 05

by walterio on Jan 10, 2018
Transsexuals & Crossdressers

AN EROTIC SUNDAY On Sunday morning Darin woke up with Nin and Lawan in bed with him. They were on either side of him and he had his arms around them. As much as he would have liked to fuck them before he got out of bed, his bladder was ready to burst. He made his way to the bathroom and took his morning piss. After peeing and washing, he returned to his bed...

Seduced and Hoodwinked Ch. 03

by walterio on Jan 4, 2018
Transsexuals & Crossdressers

THE CLUB IS OPERATIONAL It had been five months since Darin moved in with Jasmine and her ladyboy hand maidens. The women's club took off very quickly and they now had nearly twenty women using the spa services offered at Jasmine's house. Each woman paid a $100 annual membership fee and then they paid for services when they received them. Darin was kept bus...

Makati Ch. 08

by massageaddict on Jul 15, 2020
Novels and Novellas

Chapter 8 I awoke early, having a busy day in front of me. After getting cleaned up and spending some time packing up my clothes and work items, I headed down to breakfast about 7:30am. I stopped off at the restaurant and ordered my coffee and an English breakfast and headed to my seat in the smoking area. When I rounded the corner, I was a little surprise...

Getting the GED

by turo69 on Sep 16, 2017
BDSM

Part One Well how did I get here? Bob Tucker, newly retired at 55, not buff but not quite squishy, fairly comfortable, never married and still a certifiable horn dog. An athlete through college and still pretty active, but with an overactive sex drive. My investments and real estate holdings together with a 20 year pension courtesy of our local school distr...

Delectable Debbie

by Pussrider on Sep 16, 2017
Transsexuals & Crossdressers

I can't explain why it was that I fancied having sex with a transsexual. I mean I'm a perfectly normal happily married man, couple of kids, mid-40s, a stone or so overweight but reasonable looking, my own hair and teeth and everything. I must admit, I've been with one or two...escorts, hookers, whatever term you prefer, over the years, but always very womanl...