
Crossdresser comes to a date - ends up with a strapon in his ass
by Strapon Sissies

Sissy boy asks girlfriend to train his ass with a strapon sex toy
by Strapon Sissies

Femdom sissy in the office is dressed up as secretary slut hoping bitchy boss would fuck him in his ass
by Strapon Sissies

Sissy in training needs his daily exercises to keep his strapon-taking skills high
by Strapon Sissies

Dude is caught cross-dressing: punished and turned into strap-on whore by young but very strict dominatrix
by Strapon Sissies

Crossdresser has smaller breasts than the girl he is talking with: his ass is going to be fucked violently
by Strapon Sissies

Hot girl knows the right way to deal with the sissy cross-dresser - to bang his ass with strapon toy
by Strapon Sissies

Painful feminization action where male has to dress up like a slut and take cock with his ass
by Strapon Sissies