CUSTOM VIDEO: I have a very morbid fantasy. I want to know what it feels like to fuck a man who hasn't seen a woman in decades and who is about to be executed in the electric chair. I know it sounds harsh. But I'm going to carry out my fantasy. I
Custom video. You and your wife come home from a night out. She tells you how worried she is about tomorrow, that she could be going away to prison for a long time. She's pleading guilty. She wants to make her last night extra special, especially
Custom video. Nicole is currently serving a life sentence without parole but is now being extradited to be charged in Texas where they have capital punishment. But fuck it, she has nothing to loose and seduces the guard in charge of transporting her
Content: Inmate Roleplay, Face / Mouth / Eyes / Tongue Fetish, Silly Faces, Prison Play * So you can’t use my photo for my mugshot if I make a silly face? Well this is going to be fun then! I am too quick for you to obtain my face looking normal and
Content: Hiccups, HandCuffs, RolePlay, Burping, POV, Prison Play * Oh gosh why is Starry in jail?! She literally was the designated driver and didn't party at all, why should her and her friends be here?! Oh the hiccups? That doesn't mean anything
Content: Inmate RolePlay, Bubblegum Chewing, Handjob POV, Handcuff Fetish, Cum Countdown, Cleavage * If you aren’t gonna unlock these handcuffs I need something other than thinking about my wrong doings. Hmmm, I have chewing gum so that can keep me
You've been a very bad boy but luckily, you are in the hands of one of the best law firms around. You've been imprisoned for a while now so you are a candidate for our "Special Services" clause. We believe that releasing the tension built up is an
ATTENTION: Read the description before to buy the video! 5 stars reviews are appreciated <3 Tags: Amateur, Homemade, Petite, Teen, Brunette, Big ass, Small tits, Total slut, Anal, Anal fingering, Anal masturbation, Butt plug, Handcuffs, Prison,
This is an older video with the gorgeous Summer Fox - you can also find pt 2 on my store at: https://www.manyvids.com/Video/2285663/Naughty-Jailbirds-PT-2/ These two naughty jailbirds have managed to swing themselves back into jail again. At least
Naughty Jailbirds PT 2 Well I guess we were just too loud and the guards heard us having some fun! Now they’ve got their own plan for us.. B/G/B/G blowjobs, watch from 3 different angles (2 POV and 1 Side angle) as we please our guards and suck
**This has subtitles and no speaking throughout** Samus is now your prisoner.. you offer to release her IF she does EXACTLY what she's told... Download False - 2.1 GB
*made as a custom* Your wife was sentenced to two years in prison for credit card fraud. The first 10 minutes is her saying goodbye to you, letting you know how much she's going to miss your cock/getting fucked by you, and how she knows this is
Prisoner strips and gets tattoos photographed and flirts leading into a JOI with the Guard Download False - 1.29 GB
A redheaded prisoner fingers her hairy pussy while her legs are bound and spread. Download False - 255.44 MB
She's fresh out of jail, and she's so lonely! She keeps teasing with her tight ass in her small skirt... you get up closer to her... she smells so good!! She encourages you to smell her more and as you do neither of you can help themselves, and you
Ugh, I’m caught. A snitch told on me and now I’m caught. As I impatiently wait in my cell, I get a phone call from my lawyer. The electric chair?? What? No way am I going out like that. I seduce the guard into fucking me and he lays it’s down nice
I’ve been caught…but I don’t get caught. I’m the big boss and I’ve done some bad, bad things. But I’m going to get out. I start showing off my body to you while talking about all the horrible things I’ve done hoping you will let me run free before
****WARNING LIGHT FLASHES IN THIS VIDEO!**** This is a SFW non nude video focusing on my feet! Watch me in court as I get sentenced for soliciting. Then see me have my mugshots taken in prison (this includes 4 flashes of light as the camera takes
It’s Dress Up Monday! I love dressing up and trying on new outfits, it turns me on so much! This week I’m continuing my Hero Prison Saga but this time you're watching Peggy Carter. She has been locked up and is ready to bargain for her freedom.
Well, well, well... you've really got yourself into some trouble here! I come to talk to you in solitary confinement and feel sorry for you so decide to help you out. I won't be getting any cum on my uniform though so you'll have to do the jerking
It’s Dress Up Monday! I love dressing up and trying on new outfits, it turns me on so much! This weeks video is part of a five part series called 'Hero Prison' where lots of different Marvel heroes find themselves locked up and told to perform
There's a riot at the prison. I run into a room to find that it's full of inmates. You get me on my knees and handcuff me, making me suck on a dildo and then try to put a butt plug in my ass. You want to humiliate me and punish me for all the times
These two naughty jailbirds have managed to swing themselves back into jail again. At least this time they've managed to sneak in some contraband that they stole from the last shop they were in... they both stole a vibrator! Jail can be so boring so
This is a custom video in which I call the police to hand myself in for a bank robbery. I call my family whilst I wait, and then don't resist arrest when I'm handcuffed and taken away. I'm then processed, which includes having my fingerprints taken,
I hope you enjoy your video darling! x x x Download False - 1.91 GB
I'm a prisoner in solitary confirnement and you are my guard. I complain to you about the conditions and that I haven't showered in weeks and beg you to let me shower by telling you that I'll let you watch. You agree but when it comes to showering I
I'm in prison and you're my probation officer. You come to me and I try to make a deal, I know you find incarcerated women sexy, so I'll give you a JOI if you give me an early release. You agree and I take my top off and realise you're really turned
