Charlotte is not your average college student— she’s rich, she’s popular, and she’s the hottest virgin in town! After her best friend Deeana loses her virginity though, Charlotte can’t stop…
Van Wylde didn’t realize that his buddy’s girlfriend, Cassidy Luxe, would be living with them, too, but on move-in day, the blonde moves in on him hard! She grips Van’s…
Kristen is frustrated that she’s not getting enough attention from Sir Keiran, and acts out in front of the class! Sir Keiran doesn’t pity whiny, little bitches though– he puts…
On her way to the doctor’s office for her annual check-up, Vinna Reed couldn’t help but be a little nervous about what was in store. It didn’t help when she…
When Bridgette B goes to give her stepson Justin Hunt “the talk”, she’s shocked and appalled when he whips his dick out without warning – that’s no way to treat…
Vanessa’s a brat who loves three things: ice cream in the bathtub, spending other people’s money, and starting fights then settling them with make-up anal.Vanessa’s a brat who loves three…
When Athena is at her wit’s end with her stepson Tyler’s bad attitude, she calls her therapist Jenna asking for guidance. Jenna relates with Athena, having gone through the same…
Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…
Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful boobies. They bounce, and they shake. In volume 2 of this delicious show,…
Sandra Star has just finished a lovely dinner with her husband when she’s about to order dessert and he serves her with divorce papers! Shocked and appalled, Sandra decides to…
Katrina Jade is trying to clean her kitchen, when horny roommate Xander Corvus comes in and starts playing with her ass. The chemistry between the pair is electric, as Xander…
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….
Unaware her stepdaughter, Arisa, is upstairs riding Atsushi’s cock, sweet housewife Aki takes a break from cooking dinner to fantasize about the hot tutor while rubbing her pussy with an…
Markus and his crew are demanding passwords in exchange for hostages, but getting that info isn’t so easy. Especially when martial arts-trained Mia is taunting them over their walkie talkies….
It’s Valentine’s Day! And loving husband Jessy Jones has made a delicious and nutritious breakfast for his wife Brandy to eat in bed. But she doesn’t want a stupid breakfast,…
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…
Digital Playground presents DP Star: Season 2, hosted by last year’s DP Star winner and contract girl, Eva Lovia and judged by industry legend Nikki Benz, renowned producer/photographer Holly Randall…
The raven-haired Keira wasn’t fooling anyone when she sauntered seductively past Katy Rose’s hotel balcony, clearly looking for trouble. Luckily for Keira, Katy’s boyfriend was out, and she had just…
Asian whore gets her pussy licked and used by three guys. She wears sexy crotchless jeans that allow easy access to her pussy. She sucks all the dicks and then…
Sam Bourne has been coasting through math class, but this time professor Stacy Seran isn’t letting him get off without getting her off first! Putting his tongue to quick work,…
Scott Nails has just spent the night out two best friends – blonde Charlotte Sins and brunette Sofi Ryan – and after a long night he’s finally crashing at home…
Upon discovering that horny teacher Ms. Brooklyn Chase has been having an affair with their fuck-up of a son, concerned parents Alexis Fawx and Tommy Gunn show up to Ms….
Tall brunette Ryan Keeley was hoping she would have a magical evening with her man as she slipped into sexy lingerie and a hot party dress, but her night hasn’t…
