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….
Kinsley Eden has been dragged to her friend’s yoga class and hasn’t been afraid to express her dissatisfaction with the participants or their instructor Buddy Hollywood. Upon overhearing Kinsley make…
It’s date night, and right after leaving, Chanel remembers that she left her keys on the kitchen counter. Running back into the house, she discovers the new babysitter, Nina, is…
Charlee is another mommy that came to us, thinking she was perfect for the site. She was right! She removed her bra and those boobs were awesome. Our monstercock was…
Don’t miss Digital Playground’s Exclusive Contract Stars, Teagan Presley and Jana Cova in a very personal, off the hook sexual experience! All the screamin’ hot sex in Digital Playground’s award…
Gabriela Lopez is with her soon to be husband in marriage counseling and she finds out that he cheated on her. The only way to right this wrong, is for…
Diamond is on vacation in Miami, and the second she manages to get some time to herself, the first thing this cock-hungry MILF does is throw on her thong bikini…
Mild mannered Nurse Dawn works the night shift, unaware of what horrors lurk in the hospital after dark. After an attack from a creature of the night, Nurse Dawn is…
After a revelatory acid trip, former doo-wop singer Johnny Nathan reinvents himself as a rebellious 1960s psychedelic rock star. With his new hit "Raindrops On Rainbows" climbing the charts, Johnny…
Jack’s casting again! This time he’s looking for leg models… sexy, leggy vixens who want to be in fresh, up and coming music videos. In the first volume, Digital Playgrond’s…
This beautiful Asian model is about to enjoy caresses from two lovers at the same time. Watch as they lay her back and cut holes in her yoga pants and…
Lorena Sanchez is a slightly popular star but boy she knows how to fuck and she looks good doing it. This scene she shows us why she’s probably the best…
Lena is a newly divorced woman who believes in the finer (dirtier) things in life. Now that she no longer has to worry about being faithful to a cheating husband,…
Take a peek at college cutie Kimber Day playing with her peachy pussy outdoors in the yard. The sun feels so fresh on her skin, and the air plays over…
Katana Kombat, fed up with her obnoxious husband, has taken a shine to Oliver Flynn, his best friend, who happens to be over to watch the fight. Katana takes the…