After pulling a leg muscle, this guy went to see Dr. Madison and she showed him a couple of exercises that would do him good. Over their second appointment they…

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…

Jada Stevens has a thick booty that she loves to get oiled up and twerk for the camera. She has a thin waist and an extra juicy booty – you…

As college student Robbie Apples is cuddling with his girlfriend in study hall, he keeps glancing over at blonde Angie Faith and her big tits, especially when Angie pulls them…

Newlyweds Nancy A and Martin Stein can’t even get through breakfast without stopping for a morning quickie. Today on their rooftop terrace, Nancy is still sipping her first cup of…

Keiran and Jordan are two unlucky geeks when it comes to the ladies. They come up with a mastermind plan: to make a real life sized PORNSTAR. Do not miss…

In “Way of the Dragon,” director Celeste takes you on a surreal journey through a sensual dreamscape of Asian torture sex.

Jack is really busy casting for music videos and now he’s landed Digital Playground’s super fine contract star, Sophia Santi alongside Selina Draagen, Alyssa Chase, Carli Banks, Marlena, Christina Brooks…

What could be better than jumping in the tub with your hot girlfriend, and rubbing on her slick wet tits as you gear up for some hot afternoon sex? Watch…

There’s no cock blocking at Brazzers State Penitentiary for Isis and her favorite inmate. She’s in control all day long, but when it comes to hot, illicit sex in the…

All the screamin’ hot sex in Digital Playground’s award winning Jack’s Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack’s POV Playground, YOU will get…

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…

Uploaded: 2024.02.24 2024.02.23 Show more…

“Peek: Diary of a Voyeur” is a breathtaking, erotic glimpse into the sexual lives of some very pretty and very perverse players. Through the telescope, you will see the genuine…

Uploaded: 2024.02.15 2024.02.15 Show more…

When Dean Johnny Sins catches wind of a student-teacher affair happening on his campus, he calls both August Ames and her professor boyfriend into his office. When the pair stubbornly…

Sheena Ryder is a gorgeous brunette with a pair of brand new fake titties! She flashes in the park before going to the car to get a throat full of…

Lola Marie and her friend go to a sex shop looking for the perfect dildo; instead, the ladies find an oddly realistic mystery cock on display. After taking it for…

Nyomi decided to try to improve her over scores by attempting some tricks with a higher degree of difficulty. Taking on two men who fuck for a living is a…

Freya Parker is a hot newcomer who loves to get good dick. After a little tease in her red lingerie, she gets down on her knees to lube up a…

Xander’s heading back to school tomorrow, but before he does so he’s dropping a box full of his buddy’s stuff off at his house. His pal already headed to campus,…

When Jessa married an older man, she didn’t exactly think about the problems that may arise with that sort of situation – specifically, in the bedroom. While she’s managed 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….

When Kiara left her boyfriend napping on the sofa, she couldn’t have guessed what would happen later, when her hot step-mother wandered into the room in her underwear. Kristof woke…

Nozomi, Isski Sae, Nami Watanabe are patients at a local fertility clinic. The pervy doctor meets them, then lines these ladies up to inspect their vaginas- up to and including…

Hard ass executive Isis Love didn’t get to where she was being a ‘nice girl’. When she and colleague Johnny make a move to leak company info Isis gets a…

Bailey’s mother is a highly successful business woman who’s rarely home. A notorious playgirl, Bailey isn’t at all surprised when a sexy man enters her home claiming to be her…