Picture 16 of Cross-dresser falls asleep: wakes up handcuffed by woman and with a speculum in his ass

From the gallery with 20 pictures posted on Nov 19 2014

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

There is now way for this sissy to become a man again: he only deserves tortures and punishments

Hot mistress is attaching massive weight to slave's balls getting him ready for anal strapon penetration

Model taking over the photographer invading his ass with strap-on cock and turning him into the whimpering anal sissy

Cross-dressed sissy is having his ass violated by an office slut with a strapon toy

Open-minded mistress is using the sickest tortures possible to torment her submissive lover

Petboy sissy is collared, leashed and waiting for mistress to command him to get ready for strapon sex

Strapon sissy is having his penis stretched with the heavy bucket attachment