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      Convicted Cuties Cali Carter and Alex Chance Get Dirty in Prison  
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    Cellmates Cali Carter and Alex Chance get ready to shower down after a hard day of back breaking prison labor... But they won't be getting clean in this cold shower - They'll both get extremely hot and dirty.
    DeadManSinging
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      Alex Chance in Prison Shower (Solo)  
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    Chubby nerd girl Alex Chance bares it all as she gets ready for showering herself down after another long day of hard prison labor.
    DeadManSinging
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      Cali Carter in Prison Shower (Solo)  
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    Convict cutie Cali Carter bares it all in the prison shower
    DeadManSinging
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      Cock Starved Prison Slut Jessa Rhodes Fucks Guard For Favors  
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    DeadManSinging
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      Mackenzee Pierce in Prison (Solo)  
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    Tough prison dyke Mackenzee Pierce goes the Full Monty inside her maximum security prison cell. Locked in her cell for 12 hours a day, she masturbates to pass the time in isolation.
    DeadManSinging
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      Chola Girl In Prison (Solo)  
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    DeadManSinging
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      Brandy Aniston in Prison (Solo)  
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    DeadManSinging
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      Chanel Preston in Prison (Solo)   
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    Mean Hottie Chanel Preston strips out of her cute orange uniform
    DeadManSinging
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      Jynx Maze in Prison (Solo)  
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    DeadManSinging
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      Sara Luvv In Prison (Solo)  
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      Gina Valentina Prison Shot Caller Gets Fucked   
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     2021-05-24 
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    Gina Valentina is the top bitch of this prison, the Shot Caller for the cartels. She's the woman you call when you need things done and her authority extends to powers outside the prison. Gina has been living as a lesbian since her sentence began, and...
    DeadManSinging
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      Crime and punishment part 1  
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     2021-04-22 
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     2021-03-07 
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    JBOT
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      Gina Valentina in Prison (Solo)  
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     2021-02-04 
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    DeadManSinging
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      Vicki Chase and Bree Daniels in Prison  
     267 
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     2021-02-04 
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    Bree Daniels is a spoiled straight white girl serving time for white collar crimes. She finds herself behind bars with Latina prison mommy Vicki Chase, a violent chola girl serving life. Scared for her life of the other girls, Bree becomes Vicki's...
    DeadManSinging
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      Lexi Belle and Misti Dawn in Prison  
     50 
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     2021-02-03 
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    DeadManSinging
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      Hot Retro Lesbian Threesome in Jail (?)  
     2 
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     2021-01-12 
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      Katja Kassin Blacked!  
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     2020-12-18 
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    JBOT
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      Covfefe Gifs [A1516] - Jail Inmate Stir-Craziness  
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     2020-07-28 
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    luck99
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      Restraint Chair  
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    boyinbham
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      SISSY CAPTIONS 14: SISSIES IN PRISON  
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    FEMINYZE-CAPTI
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      Gynarchy I - Law Enforcement   
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    Long captions depicting the laws, law-enforcement and prison-system of a seriously misandrist, fictional state called "Gynarchy". Reading from start to finsih is recommended. The first part is rather tame, covering mostly fetishes like femdom, mild...
    Daedalus47
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      Legal Fees  
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     2019-12-10 
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      Tori in Jail  
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    warrio
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      Covfefe Gifs [A1146] - Law & Disorder  
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    Covfefe Gifs add, combine and/or modify elements to tell a story, amuse, amaze, confuse, startle and/or whatever --- all for your enjoyment, amusement and edification. We thank the Twitter Universe for the addition of "covfefe" to our worldviews.
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