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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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After catching her scumbag husband in the act with that sexy slut Karlee Grey, Jelena Jensen kicked his cheating ass to the curb. Determined to make things right, Karlee heads…

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41 min.
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34 min
Boss Lady Melissa Fucks Assistant On Business Trip
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On a business trip, Melissa discovers her underling’s dark sexual secret. Now this beautiful boss from hell has to decide between firing him, or giving him an early bonus. Uploaded:…

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Testing the Professor
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It’s rare for Dr. Piper’s students to visit him at home, but he made an exception for his top student Kacey Lane. While showing him her notes, Kacey caught a…

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Sexy Cowgirl . Gatita
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29 min
Naughty secretary Kayla Kayden takes care of all her Boss’s needs!
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Kayla Kayden’s boss, Kyle, is stressed out big time and he needs to calm down before his next meeting. Luckily Kayla has been Kyle’s secretary for a while and she…

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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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21 min.
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Dr. Grey is a new resident at ZZ hospital but luckily for her, Dr. Brookes is there to show her the ropes: specifically, how to keep unruly patients happy (while…

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Nympho Begs Her Ex For Sex
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A Very Helpful Stepmom
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Violet’s blind date Keiran is a total dud. Not only is he rude, obnoxious and cheap, he also had the audacity to spoil the ending of her favorite TV show’s…

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46 min
Mutually Beneficial
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John Doe (Xander Corvus) has been thrown into the dungeon at King’s Cliff. With the Dead Walkers making a march towards King’s Cliff, John desperately wants to forge an alliance…

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19 mins.
Hot Asian Hairy Pussy Shares Herself With An Older Man In A Limousine
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Slutty schoolgirl Lola James keeps getting in trouble for sucking cocks in school, and now her teacher Professor Lee has come to her house to let her parents know she’s…

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28 min.
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31 min
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Joss, the new hot teacher, doesn’t mince words. If a student is misbehaving, she punishes and fucks him.

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