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 Jack finds pleasure deep…

Sneaky Kendra Spade has a dirty fetish. She likes to flash her big blue strap-on dildo at unsuspecting ladies on the street. But when she flashes Maserati, she’s fucked with…

Jack’s Playground 33, features Digital Playground’s one and only insatiable and sexy Devon. She’s eager to make the music video cut and demonstrates her distinct talents on Scott Nails’ throbbing…

When Alexis Fawx’s ungrateful son Daniel stops by for an unannounced visit, he’s shocked to find her eating dinner with his best friend Duncan Saint. Alexis pampers Duncan feeding him…

Brick and his friends were on a road trip when their van ran out of gas and they got stranded on the side of the road! Brick was elected to…

TJ went to a friend’s place to hang out by the pool but the only person in the house at the moment was his friend’s super sexy sister Savannah who…

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…