3347 Photos, 25 Full Length Movies, 29 + Hot Models

EPISODES
Brandon Gets His Cute Ass Fucked Featuring: Brandon
Average Rating Average Rating: 5 Average Rating: 5 Average Rating: 5 Average Rating: 5 Average Rating: 5
Brandon is to shy to let his girlfriend fuck his ass, so he wants the Strap On Princess to break him in right. I poke his tight ass with my pink girlie cock and watch his hard cock fling back and forth. I peg him up against the wall as he begs me to stretch him open. He gladly cleans off my girlie cock with his cute lips. He pleases the Princess so much i fuck his ass some more and jerk his cock till he cums and I have him taste it!

171 Photos and  14 minutes, 22 seconds of video



Kevin Sissification Featuring: Kevin ,  Tosha
Average Rating Average Rating: 2 Average Rating: 2 Average Rating: 2 Average Rating: 2 Average Rating: 2
Kevin is a web site member of StrapOnSessions.com. He emailed me begging me to turn him into a real girl. So I start by introducing him to Mistress Tosha and we start right away by applying some cute makeup on him. Kevin looks good in a bra, panties, and red lip stick. We both smear his red lip stick while he sucks our strapons. He looks so pretty and feminine getting pegged with his pink dress on. We stretched out his pussy ass real good. When his ass started to bleed, we showed him how it feels to be a girl by shoving a tampon up there!

176 Photos and  25 minutes of video

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Penis Cage Hoisery AND a Straight Jacket! Featuring: David
Average Rating Average Rating: 5 Average Rating: 5 Average Rating: 5 Average Rating: 5 Average Rating: 5
David came to the Strap On Princess wearing a body suit and panty hose, which already made the Princess laugh. She tosses him up on the table and discovers he is also wearing a chastity cage around his tiny cock. The princess becomes ENRAGED when David tells her he cant get hard or cum for her. Some other dominatrix has the key to this infernal device and this is unacceptable. The Strap On Princess decides to give this peasant some extra abuse by wrapping him up in a Straight Jacket! She whips out her big black fake dick and goes to town plunging it deep into David's "virgin" ass hole. She makes him taste his ass juice quickly before stuffing it back up his dirt shoot! Out of nowhere David starts to squeal like a piggy! This lightens the mood and the Princess is happy happy. Watch her peg this lunatic hard and fast and choke him with her big ass Strap On! She sends him home with both holes sore and arms still wrapped up in a Straight Jacket covered in his own juices.

121 Photos and  20 minutes, 47 seconds of video

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