Rilynn Rae was so embarrassed when she accidentally walked in on her friends boyfriend as she was getting up from a nap. He was naked and she couldn’t help but…

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….

Jenna isn’t very experienced when it comes to guys. Luckily she’s BFFs with Lexi, who is more than happy to help her practice kissing. After some soft kisses Lexi wants…

Ill Show You How To Jerk Off – S22:E9 Linzee Ryder is very concerned about her stepson Joshua Lewis. She insists that he ejaculate every morning to get his day…

Deeper 5 is a playfully sexual tribute to Digital Playground’s perfect, all natural Goddess, Jana Cova. She captivates the screen in a multitude of scenes including kinky anal play with…

Its time for the big event these two have been waiting for. She gets right on her knees and unzips his dark jeans to free his raging boner so she…

Reagan Foxx’s son’s friend is spending a few days with them and he is feeling very sick. Reagan tries to help make him feel better with some chicken soup, but…

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 second volume, Digital Playground’s…

Ophelia (Kendra Spade) checks in to a renowned wellness center run by Dr. Charlotte Bloom (Chanel Preston) in order to deal with her nymphomania. When Ophelia consents to Dr. Bloom…

Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Robby finds pleasure deep…

When Allie and her man got home today they lost no time jumping right into bed together. The passion was high, and Allie was in the mood to go deep….