Professor Audrey Bitoni could not be more irritated – her evening plans have been dashed thanks to wise ass student Jessy Jones, whom she now has to watch during after…
A bachelorette party with her girlfriends Joseline Kelly and Sophia Grace is the perfect opportunity for shy Violet Starr to shed her good girl moniker and transform herself into the…
Athena Fleurs is a bubbly blonde from California who graced us with her presence. Her perfect tits came out right when we picked her up in the car and we…
Eccentric talk show host Steve Holmes makes a living off people willing to expose their deepest, darkest secrets, and the latest episode of his program is no exception. When Halle…
Bianca Bangs is moving into the new home she’ll share with her parents and stepbrother Juna Loco. As she puts her clothes away, Juan knocks on the door. He snags…
Boo wants to please her man but she keeps forgetting how important hand placement can be. Nobody likes the distracting touch of a whore’s fingers against their leg when they…
Danny D gets more than he bargained for when he’s shopping for socks. Curvy salesgirl Mila Milan is surprisingly flirty, touching him as she exhibits the wares, then shows him…
Rubby Belle couldn’t have guessed the first day moving into her new place with her boyfriend would end in a naughty threesome with step-mother joining in. Shalina showed up to…
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….
Venus, a former assassin, awakens from a year-long coma from the loud moans of Belladonna, another assassin, screwing the security guard. Her boss and ex-lover Bill aka the Florist attempted…
Abella Danger and Riley Nixon have the hots for each other and they get together to fuck whenever they can. They have hot lesbian sex and no hole is off…
Mick is about to get married, and although he’s been warned by his wife-to-be NOT to have a bachelor party, his best friends are immune to her threats. They decide…
If you want to learn the ins-and-outs of stuffing a bird, watch Danny D slinging spice in the kitchen with Aida Sweet. With this bodacious brunette on his kitchen counter,…
Allie Addison is all dressed up to go out with her friends. Her stepbrother, Rion King, tells her that she has to finish her chores before she leaves. Instead of…
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….
This bald guy loves rubbing his tiny little lady friend’s pussy through her panties with her little yellow toy. Then he has the other little girl help him turn her…
When she needs a nice distraction, Jenny Appach takes a dip in the pool to distract herself from the longing she feels in her heart and deep between her silky…
Lil Cupid Jordi has one job this Valentine’s Day: to spread love with his magical arrows. In a failed attempt to reconcile angry Valentina Nappi and her clueless boyfriend, Jordi…
In the heightened sensual state Keisha’s in today, just pulling her panties down the crack of her ass and between her legs sends a shiver of delight up her spine….
We can all appreciate owning a sweet new ride that comes with extra trunk space, but we’re not all as fortunate as Jordan Ash, whose trunk fits two hot big…
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…
Jack’s Playground 32, features Digital Playground’s contract babe, Sophia Santi, eager to make it in the music video scene. She shows her distinct talents and raw, exquisite beauty in two…
