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Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 2 of this delicious show,…

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Bailey Brooke got them booty shorts and knee highs on and does a little sexy dance. But Zack Wilde tears those off right away and fucks her hard. Her throat…

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Jack’s Playground 38 – Part 4
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Jack is really busy casting for music videos and he’s scored some super fine ass for volume 38. Digital Playground’s amazing contract super stars Teagan Presley and Lacie Heart join…

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Abigail is nervous about her job interview and is willing to do anything to land the job. When her interviewer informs her that they will be testing her ability to…

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35 min
Sexy Melissa Stratton gets her boyfriend alone at their Halloween Party only to find out behind the mask is her boyfriend’s son
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Melissa Stratton loves this time of year. Its time to dress up in costumes and look sexy. She wants some fun under the sheets pulling her masked boyfriend away from…

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Maddy O’reilly Gets Treated To Hard Dick At Marriage Counseling
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Maddy O’reilly goes to marriage counseling with her husband who won’t pleasure her the way he used to. She is expecting to meet with her therapist, but the therapist is…

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Gorgeous, bombshell Karissa Shannon wants to move abroad but first, she has to learn the language – Karissa is trying her best but keeps getting distracted by her handsome tutor,…

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The life of a politician isn’t an easy one, particularly when deep down you’re a cock-hungry slut like Dava Foxx. Lately, there have been all kinds of allegations surfacing, so…

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Devon Michaels’ soon-to-be ex-husband Zeb Atlas pops up at their house with his new teenie girlfriend for a lover’s weekend. Little did he know Devon was gonna be there with…

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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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Quinn Waters car breaks down on the side of the road in her classic car. She has to keep the breakdown under wraps because she’s borrowing the car and doesn’t…

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Ada Lapiedra was washing her car but she ran out of coins. Luckily Tommy Cabrio was gentleman with some coins to spare. He not only paid for the next power…

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IMDb: N/A
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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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