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…

Bill Bailey is a businessman who prides himself on punctuality and professionalism. So when a client invites him over for dinner and then doesn’t show up, leaving him to make…

Check out Rucca We found this little busty chick down in the street! Believe me, this big titted beauty has got some seriously huge, juicy boobs! For this scene, we…

This crew of trannies is so hot you are going to have a hard time picking a favorite. Jane Marie is definitely up there on the fan fave list. It’s…

Eva Generosi is one horny girlfriend. Her boyfriend is getting back from a work trip today, so she takes a shower touching herself, then makes him coffee and of course,…

ALSScan – Maria Anjel – Sleeper

In this self-shot sex documentary series from some of the biggest names in the business, Digital Playground gets up close and personal, offering you a behind-the-scenes look at what it’s…

The only thing better than Riley Reid is two Riley Reids, or in this case Riley Reid and Melissa Moore. These lookalikes love to play tricks on Keiran almost as…

How many fingers can Bill slip into Shay Fox’s big wet ass? With a thick and juicy MILF booty like that, you better believe she can fit more than one!…

Nancy A is truly stunning in this White Boxxx episode as she entrances her adoring, toned, and well-hung lover. The gorgeous blonde strips slowly to her exquisite lingerie, revealing every…