Caucasian

I'd rather not say

I am a newbie (no experiences)

6' 0, 210 lbs. (Average)

Short Brown

Blue

I have glasses, but I don't wear them often

33 - 55

Single Men
Single Women
Couples

Internet
Phone
Meeting in person
Short Term Relationship

1 on 1 Sexual Relationship
M-M-F Threesome
M-F-M Threesome

Closeted cross dresser for 30 years. I messed around with my friend when we were 12. He was starting to go thru puberty but no cum. He took mine like a champ. I have thought about trying that again now that I will get my reward. I am exhilarated at the fantasy coming true but also freaked out about privacy. Backing out is a possibility unless I had a female with me encouraging and guiding

Grotty has never gotten together with someone through a site like this before.
Grotty can possibly entertain at their home.
Grotty would like to meet at an Other....
Grotty can travel up to 20 miles.

I want to feel safe with no pressure. Maybe it’s not for me but I want to at least try. Light conversation discussing my curiosity. I would like a girl to help me dress and makeup. Hang out and party with her for a bit to relax. Get blindfolded and start to be physical with the girl. She tricks me or guides me to a hard cock that entered the room earlier unbeknownst to me. Still blindfolded, she encourages me to go for it and we start blowing the cock. Fantasy has taken several directions after that so the rest is ?