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….

Zerella Skies is a dirty little whore. She has two fantasies. One, she would want someone to spy on her while she’s changing. Two, she’d like it to be her…

This horny Asian hottie is ready for some cock action. She sits on her man’s face and gets her pussy eaten out before she gets on her knees to service…

Osa Lovely can’t find her beloved diamond necklace anywhere. Rushing out of her boudoir–in only her lace lingerie and stockings!–the ebony MILF demands to know if her cleaner Donnie Rock…

Kara Price is all dressed up in white lace to demo a massive dildo. This monstrosity is so big, it takes more than one hand to hold, and Kara can’t…

This horny Asian is a classy lady on her first date. Is it okay to fuck after just knowing someone for a few hours? She says yes to that! She…

When Codey and Andi return home from their tropical vacation, Codey is shocked to learn that not only did he accidentally bring home someone else’s suitcase, the bag he grabbed…

Venus Afrodita is excited about the cute new track jacket she just bought and goes over to her boyfriend’s (Jordi ENP) place to show him. Jordi is less interested in…

Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…

Zoe Doll and her boyfriend Sam Bourne were spending their weekend cuddling in bed and taking selfies. But Zoe’s stepmom Karlie Simon had other plans for the couple. Asking Sam…

Larry and Annie, a married couple find themselves in the toughest of times. After losing his job, Larry finds himself struggling to support his family and must move in with…