Picture 19 of Dude is submitting to a girl in attempt to become true anal sissy: tied up, whipped and fucked hard

From the gallery with 20 pictures posted on Feb 3 2017

Cross-dresser is working as a secretary waiting for every chance for dominant lady-boss to punish and fuck his ass

Dude lives a life of feminized secretary who has to wear a bell attached to his balls and getting strapon-fucked every day by bitchy boss

Cross-dressed sissy is having his ass violated with speculum and then banged with plastic cock

Maid keeps her employer nude, handcuffed and tortures him with wooden clothespins

He brings his mistress gifts asking to humiliate him the femdom way

Cross-dresser falls asleep: wakes up handcuffed by woman and with a speculum in his ass

Secretary discovers the fact that her boss is submissive strapon-loving crossdresser

Bondage, whipping and anal strap-on humiliation are the thing this sissy like the most when dealing with dominant women