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….

Gorgeous redhead Kiara Lord takes a hot bubble bath, her perfect tits and ass poking through the foamy hills in the tub, while being spoiled by Darrell Deeps, who feeds…

Ashly Anderson’s got a bit of a stiff neck and her personal trainer, Chad White, knows how to massage every knot she’s got. Starting from her juicy thighs and working…

How could Max Dior spend so much time at his girlfriend Coco Del Mar’s house without developing a wandering eye for her MILF step-mother Billie Star? One fateful day, as…

It is Brittany’s birthday. Instead of celebrating with her family, she tries to bolt from the house in an inappropriately sexy outfit but her stepdad catches her before she can…

After weeks of patiently waiting, there’s a knock at the door and it’s Keiran Lee’s top of the line sex doll! With all the bells and whistles, Bailey Brooke is…

Rising star, Xander Corvus and his buddies’ are living it up in Hollywood! His acting career is booming and he’s taking his friends along for the ride. Having caught the…

“Jack’s Playground 31,” the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s original contract star, Rocki Roads in brand…