Dressed to Thrill!
So my Significant Other is Hank, a Female to Male Transman. He has been very supportive of my exploration of my bisexuality and various kinks.
He was there to watch and encourage me to suck my first cock, pegged me, etc.
Our latest discussion has been to find a man to take my anal virginity. Neither of us counts the use of strap on dildoes as fully taking my cherry.
So while I have no problem with this, and certainly no problem with Hank present to watch. (I’d feel safe and secure for a first time with him there.)
He decided to throw some humiliation into the mix. I’m no crossdresser, and certainly not feminine. I’m large, with long hair and a beard.
Hank has expressed interest in seeing me dressed in a French Maid outfit being bent over and fucked preferably by a Black man.
Pictures, and/or video are to be discussed.
I’m interested in feedback from people concerning your first anal experience, being dressed, and humiliation.
As always comments and opinions are welcome and appreciated!
He was there to watch and encourage me to suck my first cock, pegged me, etc.
Our latest discussion has been to find a man to take my anal virginity. Neither of us counts the use of strap on dildoes as fully taking my cherry.
So while I have no problem with this, and certainly no problem with Hank present to watch. (I’d feel safe and secure for a first time with him there.)
He decided to throw some humiliation into the mix. I’m no crossdresser, and certainly not feminine. I’m large, with long hair and a beard.
Hank has expressed interest in seeing me dressed in a French Maid outfit being bent over and fucked preferably by a Black man.
Pictures, and/or video are to be discussed.
I’m interested in feedback from people concerning your first anal experience, being dressed, and humiliation.
As always comments and opinions are welcome and appreciated!
61-69, M