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….
Lucy walks in on her step dad Jovan fresh out the shower. Her eyes are filled with amazement as she can’t believe the size of his third leg. She later…
Cute, young couple Mary Rock and Josh are hanging out and watching a movie. Meanwhile, Mary’s sexy stepmother, Nikky Thorne, is soaking her gorgeous body in a warm bath. When…
Victoria Lawson isn’t sure if she can take the thick dick she’s being presented with. But once she wraps her big lips around it, her pussy starts to water, wanting…
Blonde hottie Sky Pierce steps off her train in a new city and looks nervous until she spots her ride, Matthew, holding a sign with her name. He helps her…
High-powered exec Angela always knows just what she wants. When she turns up to view a home that just came on the market, she decides right away that she fancies…
Ava Knoxxx is out at a bar with another married friend of hers, and confesses that she’s disappointed with how mundane her life has become. Ava also reveals her deepest…
Sofie Marie brings along her husband to watch her get fucked on camera! This hot brunette loves to show off her sex skills in the bedroom, and it turns her…
It’s the mid 60’s and hippies are everywhere. Aaliyah Hadid and Jane Wilde are new to the flower power movement and are relaxing in their back yard, playing guitar and…
When beautiful teen spinner Paula Shy replies to an ad for available rooms, she’s let into the building by handsome landlord Nick Ross. Sizing up the tall hunk, the tiny…
Syren’s rescue mission goes south, and she gets captured by Devanna and Brielle. Imprisoned with Ansel, the two rebels lament their situation, realizing it very well could be their last…
Amber Sym doesn’t need to bring anyone else into the picture to have a good time. Spend the afternoon exploring your exhibitionist side with Amber as she basks in the…
Keiran Lee can’t seem to catch a break. First, his date orders a crazy expensive lobster, then she says no to anal! But his luck is about to turn around…
Ashley Moore opens up this Bizzizitch by letting a quartet of rock hard black thugz plug their pythons into her greased up holes. If she didn’t let them they probably…
Kiara Mia is being a good little wife and entertaining one of her husband’s new hires, Alan, at home while he waits for his new boss to arrive there for…
After a tough workout session at the gym, Whitney Westgate decides to head to the sauna to rest her aching muscles, but she forgot to work her vagina muscles! Lucky…
Jewelz Blu is unsatisfied with her boyfriend’s dick. She wishes he had a bigger cock. Flustered by this, he decides to go into the garage and concocted a potion to…
Shot entirely on HD, Shay: Sexual Freak 3 features Digital Playground’s newest contract star, the lovely Shay Jordan, in a plethora of deviant and mischievous erotic play. Sexual Freak 3…
Keisha has been waiting all day for her boyfriend to come over. She decided to keep herself busy with a little phone sex session, teasing her clit while he tells…
Maya Bijou met our casting crew in the park- and you could tell she was ready to go because she kept flashing us her perfect, naturally big breasts! Her coy…
Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…
