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

Former "Hole in the wall gang" member Black Jack Ketchum was executed by hanging. Unfortunately the rope was too long and he gained a lot of weight in prison. New Mexico territory 1901 [600x376].

HistoryPorn

War criminal Erich Koch in prison in 1986.(800x1150)

HistoryPorn

In prison, pissing in a bucket

Pee

[50/50] Gangster gets curb-stomped in prison fight (NSFL) | Cutest teddy bear in the world (SFW)

FiftyFifty

Anyone wondering how they kept Mr Miracle in prison in "Futures end", wonder no more (NSFW)

comicbooks

What Happens In Prison, Stays in prison!

cunnilingus

Victoria Vetri: American actress, model and would-be murderess, on TV and in B-movies from 1962 – 1975, Playboy’s Miss September 1967 and Playmate of the Year 1968 (as Angela Dorian), sentenced to 9 years in prison in 2011 for shooting her husband.

Playboy

(NSFW) We found a real letter in our University library from an old professor to one of his gay lovers in prison.

pics

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

helpingmdemp

Black and white stripes, I feel like I'm in prison

men_in_panties, MenInPanties, sph

In prison you can't blame them

lesbians, standingout, Fretton

In prison you can't blame them #2

lesbians

In prison you can't blame them #3

lesbians

In prison

AlettaOcean

In prison [MM]

yiff, gfur

In Prison [SleepyLP]

gfur

Bottom out in her shitter like she's your cellmate in prison

anal

Not what she was expecting in prison [gif]

omgbeckylookathiscock

Anikka Albrite and Jada Stevens in Prison

booty_queens

A police officer is brought out of suspended animation in prison to explore virtual reality in a non-violent future society.

combinedgifs

Reposting this picture is now officially considered extremism in America. Punishable by up to 5 years in prison.

circlejerk

Karlie Montana welcome Misha Cross in Prison - source in comments

Lesbian_gifs

It's Hampton Bumton scammin' out the showers in prison, we're Ten Dicks Down in this bitch

Ice_Poseidon

My uncle was part of the MEK in 1979. After the revolution he was captured by the new founded government when he was 17 and kept in prison for 8 years with 100000* other teens and executed. While in prison he made a frame with "Azadi" brand cigarette pack

u_Irvinol

Heiress Patty Hearst leaves the Federal building in San Francisco on April 12, 1976, hours after she was sentenced to 7 years in prison for bank robbery. Later President Jimmy Carter commuted her sentence to 22 months - [2048x1343]

Cuffs, girlsinhandcuffs

Maede Hajiri, 18 years old, is now in prison for these videos she posted on Instagram in Iran! [More in Comments]

18_19

When he was in prison for 6 years, has 18 gang tattoos and beats the shit out of you on a daily basis

MGTOW

Harley and Ivy having fun in prison (Sunsetriders7)

superheroporn

Gao Rongrong, Before and After Being Shocked with Electric Batons at the Masanjia Forced Labor Camp in China for Refusing to Denounce Falun Gong (She Eventually Died in Prison From Malnutrition)

pics

in prison

traps, bigdickgirl

Chapayev in Prison

AraAra

In prison once again

SissyChastity, submissivemen, chastity

Inmates Facing Hard Time In Prison

javdreams, u_IzoneIoi2413

To combat the rising crime and unemployment rates the government resorted to rather drastic measures. Men in prisons and on benefits were given an experimental gender swapping drug and sent to a school to prepare them for their new role in life. I was unf

AnimePossession

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

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

Up to 1 year in prison vs life in prison

u_CJCYDOX

Tough Time in Prison

hentaibondage

The one scene that belongs in EVERY women in prison movie, that's missing in almost all of them.

bondagehumor, bdsm