Jizz

This is a picture of Amy Fisher-- the girl who shot Joey Buttafuoco's wife in the face-- after serving 6 years in prison. 0.o [NSFW bikini]

pics

One tanned girl with a strapon in some sort of prison corridor

Pegging

The girls tried to free some prisoner feminists but they will be joining them in prison soon

helpingmdemp

Nasty asian girl in prison

japanpornstars, JapaneseUncensored

Ur girls vajayjay. Side note: her man is in prison. NSFW

trashy

My poor girls are bruised up after spending the day in boob prison. Might be time to throw out that particular bra.

BigBoobsGW

Prisoner girl in heavy leather cuffs

Cuffed, boundgirls, corsetsnsfw, PureBondage

This girl was sentenced to 30 years in prison for multiple murders. I would have been saddened if it hadn't allowed me to recover her body through the Prison Swap program. It would be a shame to waste so much youth and beauty...

OldAgeRegression, bodyswap

Prison Break girls: Holly Valance, Jodi Lyn O'Keefe, Sarah Wayne Callies. Choose: 1)fuck her mouth while her hands and legs are cuffed 2)anal in shower 3)one time date and classic sex

CelebAssPussyMouth

Candy Samples in "Prison Girls"

celebnsfw

When my mom told me she was selected by the Prison Swap program, I didn't expect her to come back with such an angel face. What could this girl have done to end up with 20 years in prison?

OldAgeRegression

Uschi Digard in the 1972 film "Prison Girls"

celebnsfw

Prison Girl Dani in Super Heavy Handcuffs

womeninprison, MetalBondage, Cuffed

You were scared going into prison, but quickly made friends. Before you knew it, they made you break up with your girl. They held you down, feminized, shaved and put a plug in you. They sent you on a parade to show off your new look. You hated them for it

straightturnedgay, Feminization, BBCsissies, Sissy_humiliation, Sissies, ForcedFeminization, submissivemen, u_secrenis2