Jizz

My "I didn't go to jail today" look!

ladybonersgw

One for The Cum Facial Museum (yet another Peter North entry!) - Cindy Hope gets her face creamed in jail. (GIF)

FacialFun

My dearest GW, I'm going to jail (f)or a while. But I didn't want to leave you guys (and girls) with nothing. So enjoy! Love y'all bunches and I will be back in 2-6 months. I'll miss y'all!!

gonewild

(F)reeing them from boob jail for a bit.

gonewild

So I assume this means I'm not really going to jail for "felonious boner"?

treatemright, RealGirls, Amateur

Escaping jail? WWRRD? [Legendary Star-Lord #3]

comicbooks, Marvel

They wanted out o[f] boob jail

BigBoobsGonewild, gonewild, gonewildcurvy, LatinasGW

In honour of him being arrested, he's a gifof him in jail

TotallyStraight

Best jail ever (gif)

ass

Daughter visits her father in jail

wincest, 2roundup

[NSFW] My highschool times friend just posted this on FB. He was in jail 2 times since and was last released 1 month ago.

trashy

You guys owe it to my brother to bail him out of jail because he was your boss! His crime? Well, what had happened was...

facebookdrama

(F)inally free from boob jail

gonewild

This is what 45 days in jail does to a body.

ladybonersgw

finally home after an 8 hour shift, finally able to free my tits from boob jail (f)

gonewild

A brie[f] escape from boobie jail!

workgonewild

The only place they need to go to is jail

handholding

More teasing as we wait in [verification] jail.

TributeMe

Breaking: Prince Harry will also soon be sent to jail

ImGoingToHellForThis

Sending My Son to Jail [GIF]

LovingFamily

Pawjob [MM] by Jail-Bird

yiff

What would you do to me? (F)uck my pussy raw ??, suck this long clit like that dick in college ?, or eat my ass like your in jail. ?? *had to delete before* so here it is too stay ???

gonewild

Either way you're probably gonna go to jail.

ImGoingToHellForThis

Her boyfriend is in jail for stabbing her, she's also 4 months pregnant.

TrashyFacebook

Little ass in jail

CuteLittleButts, WhatAnASS

Bra are just boob jail.

braless

Welcome to futa jail

futanari, HorsecockFuta

One of you dared me to go do this at the Old Jail in St. Augustine ? (bonus pic in comments)

NakedAdventures, AnyoneUpforaNudeDare

Irene Miracle, Won a Golden Globe for her emotional role in Midnight Express (1978). She went on to have a successful career. (Her topless jail visit scene in the comments)

vgb, WatchItForThePlot

Should be fun back at the jail.

MaleCall_PublicNature, blondmennsfw, dudestuff, Gayexhibitionist, gaynsfw, GaySocksAndSneakers, UniformedMen, GayPlusNudists

Onami tied up in jail [One Piece](Raida)

StuckHentai

Nico Robin's unpleasant jail time in Tequila Wolf

funpiece

Jill needs a bunkmate for the horny jail (Irrelevant3D)

ResidentEvilFuta

Jill avoids real jail by offering Chief Irons her pussy (m1stermorden)

Rule34ResidentEvil

Nami in Jail

funpiece, HentaiCity, NamiSwan

Tied up in a Jail Cell (PlusOut)

StuckHentai

Sent to Horny Jail

womeninprison, femalechastity, chastity, lockedup, MetalBondage, Cuffed, CMNF, bdsm

Loona Horny Jail [F] (Karnator)

FurrySoftcore, furryporn

Aunt Becky before jail

MotherDaughter, TrueFMK

New Mousey piece! This time featuring Nyanner’s horny jail!

ironmouse

After six years in jail he's going to be mad when he goes to see what you watch with a broken heart! and since she refuses him nothing ...

HeStoleMyGirl, xxxcaptions, CheatingCaptions, cuckoldcaptions, u_GangbeatsFR, u_pitchardg

*bonk* we're sending greg to horny jail

kindafunny

I will put you in the horny jail [F]

UnderwearGW, asstastic, ass, TwitchGW

You've been sent to Horny Jail, you little perv! [Humorous] [Gentle femdom]

u_NettyWrites, hentaicaptions, hentaifemdom, hentai, HentaiBlessing

*bonk* time for horny jail [F]

altgonewild

Pretty please let me out of horny jail?~

IWantToBeHerHentai

Horny jail.

hentaistraitjackets, HelplessHentai, hentaibondage, u_bishopsknife, u_mindperp

In the Horny Jail (CocoLine)

gfur

Tracer go to horny jail (Kachigachi) [Overwatch]

SFMCompileClub, 3DPorncraft, TracerNSFW

Horny Jail: The new Inmate

hentaistraitjackets

In jail with Chanel Santini

TSKimberlee, u_Shemale6911

If I took nude photos outside, I'd be arrested. Then, I'd have to ask all of you to come storm the jail in the nude, and you'd get arrested. We'd be adding to the problem of an already overcapacity prison system. I just couldn't do it in good conscience.

onmww