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….

Charles Dera and Elsa Jean are a seemingly normal, perfectly happy couple. Thinking his wife is out for the day, taking part in one of her many “housewife hobbies”, Charles…

All natural goddess whore has fucked every single one on the Greek Council and thinks she has these men wrapped around her finger. They put her on the chopping block…

Cathy Heaven is a sexy MILF throwing her son a big birthday party for his 18th birthday. One of the guests at the party, Jordi, isn’t having a great time…

For the first time in Digital Playground history, we will be hosting a nationwide search to find the next DP Star. We were accepting video submissions for the entire month…

Down at ZZ University, Danny D and his buddies know about a secret hole in the women’s shower they can use to indulge their voyeuristic tendencies and check out busty…

Anissa Kate was bored to tears reading outside, wishing a hot guy would come by and liven up her day. Good thing her friend Matt was creeping up behind her,…