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Jack’s Playground 28 – Part 5

Jack’s Playground 28 – Part 5
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Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….

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36 mins.
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Kinsley Eden has been dragged to her friend’s yoga class and hasn’t been afraid to express her dissatisfaction with the participants or their instructor Buddy Hollywood. Upon overhearing Kinsley make…

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It’s date night, and right after leaving, Chanel remembers that she left her keys on the kitchen counter. Running back into the house, she discovers the new babysitter, Nina, is…

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Charlee is another mommy that came to us, thinking she was perfect for the site. She was right! She removed her bra and those boobs were awesome. Our monstercock was…

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20 min.
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The Ass That Tails!
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Jack’s POV 10 – Part 1
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Don’t miss Digital Playground’s Exclusive Contract Stars, Teagan Presley and Jana Cova in a very personal, off the hook sexual experience! All the screamin’ hot sex in Digital Playground’s award…

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53 min.
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52 mins.
Gabriela Lopez Gets Even With Her Cheating Fiance
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Gabriela Lopez is with her soon to be husband in marriage counseling and she finds out that he cheated on her. The only way to right this wrong, is for…

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Vice City Vacation: Part One
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Night Nurse
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Mild mannered Nurse Dawn works the night shift, unaware of what horrors lurk in the hospital after dark. After an attack from a creature of the night, Nurse Dawn is…

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81 min
Episode 361
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Newcomer Addison Vodka pays a visit, and it degenerates quickly into an old school Bryan Gozzling hookup! Uploaded: 2024.02.10 2024 Show more…

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26 min
Fucking the Boss’s Wife
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The Ballad of Johnny Nathan Part 2
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After a revelatory acid trip, former doo-wop singer Johnny Nathan reinvents himself as a rebellious 1960s psychedelic rock star. With his new hit "Raindrops On Rainbows" climbing the charts, Johnny…

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33 min.
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30 min.
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Jack’s Leg Show 01 – Part 1
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Jack’s casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming music videos. In the first volume, Digital Playgrond’s…

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30 mins.
Beautiful Asian Model Has Holes Cut In Her Pants For Pussy Access
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Lorena Sanchez is a slightly popular star but boy she knows how to fuck and she looks good doing it. This scene she shows us why she’s probably the best…

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Lena is a newly divorced woman who believes in the finer (dirtier) things in life. Now that she no longer has to worry about being faithful to a cheating husband,…

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33 min.
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23 min.
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31 min.
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Trying to escape her troubled past by moving to a new city and taking a new job, Lena Paul is quickly thrust into a cycle of drama and chaos after…

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