Trans Prison Inmate: Aubrey Kate Scared and shy this little T-girl gets snapped up quick by a hard con who offers protection in exchange for some sweet she male ass….

Blonde Transsexual Prison Inmate Jamaima Carvallo MasturbatesHot blonde shemale Jamaima Carvallo has a lot of time to spare while she’s in prison. So when the guards are away this beautiful…

Prison Lesbians Vol. 4 In the 4th volume of Sweetheart’s popular series, incarcerated lesbians do crazy things while doing time. Serial killer Gia Paige distracts US Marshall Dana Vespoli as…

Prison Girls 2012 AVN Award Winner for Best Vignette Release. 2012 AVN Award Nominee for Best Girl/Girl Sex Scene. 2012 AVN Award Nominee for Best All-Girl Group Scene. 2012 AVN…

2 seconds will be deducted from your Pay-Per-Minute time for every second watched.Premium PPM allows us to bring you the best Adult content from the hottest studios.Prison TemptationAshby Winter sat…

Prisoner Series Number Three – The InterrogationRepeated attempts to escape and a general attitude of defiance has made one lovely spy a special attraction for the ruling elite at the…

Brittany St. Jordan & Wolf Hudson Brittany’s bad boyfriend Wolf is doing prison time and it’s visitation day. Since he only gets one visitation day every six months, Brittany wants…

Almost Identical Almost Identical The Scene opens on Mandy, a troubled young woman, as she slumps on her couch surrounded by tissues. Her eyes are puffy from crying and mascara…

Sophia Gets Her Asshole Double-DickedSophie’s a stunning transsexual knock-out, with natural tits and a big dick. She and her man enjoy role playing and threesomes. They love playing dress up…

Seka and the ConvictWhile Seka is transporting a prisoner she must take a room for the night due to a storm. Once she sees her prisoner’s bbc she can’t resist…

Red Vibe Diaries 2: Dark DesiresStacy Valentine in her hottest, most riveting erotic performance to date is the star of James Avalon’s critically acclaimed film about the transformation of a…

Bondage Video 22The eternal struggle: A shapely young lady tightly bound and gagged, totally helpless and at the mercy of a merciless oppressor. This is the focus of all bondage…

From 1994 comes the classic title Black Detail, starring Sean Michaels as a wrongly convicted criminal just trying to convince the world that heÂ’s innocent. When the cop transporting him…