Had an interesting experience yesterday with what I would say is more of a crossdresser just starting on hormones than a t-girl. One of the things that was interesting is that she is Caucasian and in Tokyo.
Saw her ad pop up recently on
Shemale Escort sissyamber in Japan - TS-Dating.com and searched her with google and found
http://sissyamber.escort-site.com
Figured WTH and sent an email to her. She says that she is having trouble meeting ends meet with all the extra clothes, hormones, etc that she has to buy as a girl and is new to escorting, but loving it.
She wanted 60,000 to spend the night with me, but accepted 50,000 and we met up on Thursday for a great night of fun.
I got to the hotel first and sent her an email (she is afraid to give her number out, but seems to answer email quickly) to let her know I was waiting and the door was open. She got there shortly afterwards and ducked into the bathroom to get ready (she wasn't done up yet). Took her forever to get ready, but damn, she looked and smelled great when she came out.
I was on the bed naked when she came out of the bathroom, but stood up to great her and she immediately came over to give me a hug and kiss.
She told me in email that she was a submissive bottom and I decided to see if she would take my lead, so I began to passionately deep kiss her and she returned the favor immediately and arched her hips into me, rubbing my cock against her dress.
I told her that she made me wait too long and that she would have to make it up to me... repeatedly. She apologized and said that she was here to serve me for the night and dropped to her knees to begin sucking me off. Looked great to see her bobbing her head on my cock while wearing platform heels and a stripper dress.
Before I could cum, I pulled her back up and told her that I was still displeased with being made to wait so long and that she needed to be spanked. She readily agreed and I hiked up her dress to show some of the sexiest pink and purple lingerie I have ever seen. She had her cock taped back between her legs to show a nice smooth front and, when I turned her around, had a great ass that was made for fucking. I laid her over my lap and gave her ~10 good smacks while she squirmed on my lap before I told her to swallow my first load so I could fuck her good and long.
She went to work and a few minutes later I was blasting streams of cum down her throat while she tried to suck every last drop out of my balls before going back to the bathroom to freshen up....
When she came back, she was wearing a different dress and lingerie (black now) and laid down beside me. After she got me hard again, she hiked up her dress, took off her panties (completely shaved), and slowly impaled herself on my member, grinding it up into her belly, while moaning and gasping, before settling into a rhythm and fucking me like I had the last cock on earth.
I felt myself getting close so I flipped her off of me, but before I knew it she was down in my crotch cleaning her juices off of my cock. This was almost too much so I told her to put her slutty ass up in the air and I started to slam my cock deep inside her as she matched me stroke for stroke pushing back into me until I finally came again.
Afterwards we talked, cuddled, had a couple drinks, and fucked a few more times until morning. Once in the middle of the night I woke up to her stroking my cock while I spooned her before she backed her ass back up onto me again... what a night.
Ended up cumming 4 times and, unfortunately, while she does have a big unit herself, she can't get completely hard anymore and doesn't like to top. Her breasts are tiny, but her nipples are quite perky/long/sensitive... hopefully soon they get a little more mass to them. She pads her bras and says that she just ordered a pair of silicon prosthetics to fill out the bra, but, alas, they aren't natural...
Other than that, She is pretty damn near to perfect.