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40 min
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Uploaded: 2024.02.28 2024.02.28 Show more…

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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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56 min
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Uploaded: 2024.02.11 2024 Show more…

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33 mins.
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42 mins.
Summer Brook Fucks Her Boyfriends Best Friend Before A Boys Trip
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Jenna Ivory isn’t your typical public educator. She’s a naughty professor with a bad attitude and a slutty disposition. Unfortunately for her Dean Mick Blue doesn’t take kindly to whores…

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27 min
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Jayden Jaymes is a naughty, naughty girl. Her girlfriend’s husband slept in when he was supposed to get up to meet his wife and her officemates at the vineyard, so…

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33 min.
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31 min
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Briana Banderas wants to get together with her stepson, Rion King. She begins her seduction in the living room by urging Rion into a dance lesson. She shows her moves,…

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9 mins
Eve’s Ninth Gate
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30 min.
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24 min
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Oliver Flynn is doing the dishes when his stepsister Megan Marx approaches him. She asks what he uses when he jerks off. Despite his best judgement Oliver engages, and Megan…

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48 min.
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Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…

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33 min
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After arguing with her mom about studying–or her lack thereof–busty brunette college girl Scarlett Alexis heads out for a jog to blow off some steam. When she sees her hot…

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All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…

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48 min.
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23 mins
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Wet Hot Indian Wedding: Part 2 Danny exits the bedroom where he was hooking up with his fiancé’s best friend, only to be intercepted by his fiancé’s super strict but…

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1 hrs. 3 min.
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After sneaking away from the party to have a moment alone with a handsome man, Abrill found herself wondering if she’d ended up in the arms of Mr. Right. Right…

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36 min.
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31 min.
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