[Crhan]

You should try
1) Libe (Tokyo/Osaka)
2)Tokyo Shemale Club
3) Club Diamond

I had a few experiences with a few of their escorts.
Definitely hit and misses, but what I would suggest is go for those that have went through boobs transplant, as they tend to look more feminine, and tend to put in more effort with make up etc.
Those who are crossdressers tend to look abit manly and different from their pictures on the site.
Language barrier is an issue as I speak no word of Japanese except those you hear in JAVs lol. But the nicer ones would use Google translate to at least attempt to interact with you.
But still, I would suggest you should give it a shot since you’re there.