Jizz

in this fortress [m]y soul is a prisoner; alone and frightened

gonewild

Prison yard in Rostov after the German departure 1944.(800x600)NSFW

HistoryPorn

Bubbling this one may land you in prison.

bubbling

Not to be worn in prison. NSFW

funny

My friend drew this in prison. (NSFW)

funny

In the shadow of the Arc de Triomphe, two soldiers of the 2nd French Armoured Division shoot at German snipers and pro-German French militia who were making an abortive attempt to free German prisoners c. 1944 [578x571]

HistoryPorn

Norwegian politician Runy Øygård gets two years and three months in prison.

memes

Prison riot aftermath in Brazil. [NSFL]

pics, ImGoingToHellForThis, WTF, AftermathScene

Good times in prison

funny

Prisoner that committed suicide in KZ Mauthausen ca. 1943 [613×800]

HistoryPorn

Prison of abused men in threesome

nsfw

Prison Ladies VI [Moiarte] (Parts I - V in comments)

sex_comics, comics18_story, CuckoldComics

Prisoner controlled in tight restraints

Cuffed

Prison, drugs, whiskey, STD's, infidelity, and whoopins', all in one short post.

facebookdrama

Prison Discipline In "Bare Behind Bars"

ClassicXXX, bdsm

Prison guard gunned down in Honduras

watchpeopledie, FiftyFifty

prisoner in green

MummificationBondage

In light of Dani Mathers probably going to prison: Here's a gif of her amazing tits.

NSFW_GIF, Boobies, BigHolyTits

[OC] Martin Shkreli contracts HIV in prison

ImGoingToHellForThis

Prisoner Peach, being spied upon in the shower (Envious-Fool)

mariorule34, rule34, smashbros34

Prisoner Ichigo (Darling in the Franxx)

Spanktai

Prisoner in the stable [MM] (Elbestia)

FeralYiff

Prison without Bail in Dolcett, CA: No food, no water, no clothes, just a 500V dildo and a live internet stream

DolcettKingdom

Looks like he enjoyed his time in prison better than his first day of release

soccer

In a nice tight prison

breastbondage

Prisoners in a barn

groupbondage

Prisoner in a medieval dungeon

FantasyGirls, u_KAMOSPOST

Prison sissy bitch in chastity

sissycaptions, u_unknownwho1, u_A-Great-Disguise

Prisoners in the dungeon

FantasyGirls, u_Argeeness

[In Game] Prisoner

falloutnsfw

In the Spider's Web [f4m] [femdom (until you learn to like it)] [spider, duh] [You are her prisoner. Literally.]

hentaicaptions

Prisoner girl in heavy leather cuffs

Cuffed, boundgirls, corsetsnsfw, PureBondage

My friends advised me not to participate in this Prison Swap program where young inmates give their bodies to elderly people in exchange for a reduction in their prison sentence. But you get used to tattoos pretty quickly and this criminal's body is much

OldAgeRegression

Prisoner of the Andersonville POW camp, which existed during the American Civil War, in February-March 1864 and operated until May 1865

eyeblech

Bride and Maid of Honor in Prison

womeninprison

Fucking AJ Applegate's as in prison

AnalEyes, AJAPPLEGATE

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

Prisoner In The Dungeon

FantasyGirls

How do you spot two bffs in prison They finish each other's sentences

AdultConnect_uk

Prison Girl Dani in Super Heavy Handcuffs

womeninprison, MetalBondage, Cuffed

Songs Can Put You in Prison

SorcerersVsSuffering

Prisoners sentenced to hard labor in a chain gang.

Tiresaretheenemy

I love to watch to Shannon Lucio in Prison Break ♥

JerkOffToCelebs

Prisoner Pekora in chains

Hololewd

On this day in 1945: 600 Prisoners at the Jasenovac extermination camp revolt. Five hundred twenty are killed and around eighty escape while all 460 prisoners who chose not to escape were killed, Ustaše later torched the whole camp down.

europe, Astuff, serbia

American prisoners of war celebrate the 4th of July in the Japanese prison camp of Casisange in Malaybalay, on Mindanao, Philippine Islands. It was against Japanese regulations and discovery would have meant death, but the men celebrated the occasion anyw

u_therealInkINVeins