new here, any advice on meeting a shemale online

[JustOsej]

tonight in the shower...bending down for the soap I found myself holding the position a little longer...my imagination takes over, this is followed with a flurry of searches & responses to online ads.

i'm a little apprehensive of sending face pics to anonymous people, so i always start off the convo with a faceless pic, in hopes i'll get a response and can move towards sending face pics.

am i being too optimistic that i can find someone who is willing to exchange a few emails back and forth before meeting, i know that escorts are always an option but i'm trying very hard to find someone that can be my teacher or my mistress. taking our time.

any advice? i'm a young guy out of NYC, doubtful a shemale would move in to my apartment building and knock on my door asking for some sugar, but a guy can dream