With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did Jack vote for one…
Alexa Johnson is adrift in the seas of her own inflamed desires. She’s wet and eager for a partner, but her man is away on business. This afternoon, she’s just…
Natalia Nix comes out on a first date and puts on her cutest miniskirt and sneakers! She loves the beach, going on hikes and being outdoors as much as she…
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…
Pavlos just wants to have fun with his fake ass sex toy, but roommate May Thai finds him and films him in action, to his embarrassment. May then shows off…
Nurse Nooky Even in her scrubs, raven-haired nurse Lissa Aires is so hot, she gives patient Ethan Seeks a boner! Ethan tries to hide it as Lissa professionally checks his…
How in hell are the guys at Keiran’s poker night supposed to focus on the cards when buddy’s wife is walking around dressed like a Vegas callgirl? When Keiran’s buddy…
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….
Alluring Kayla Paris wants to go out and have a fun night with her friends, and lucky for her, her rich, older benefactor Steve Holmes has no problem with that….
Brianna Moore has to have the best body to rub oil all over. Her skin looks perfect glistening in the light as Sheem rubs her down for a massage. Brianna…
On Madoka’s first day back as a member of the Student Disciplinary Committee, she keeps interrupting a mysterious gray-haired guy as he hooks up with girls all over the school….
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…
The littlest thing can set Sapphira off for a stretch of hot solo masturbation. Today, mood struck as she lounged by her outdoor pool, with her hair cascading into her…
Chanel Camryn caught her step dad Jay Bangher jacking off on camera. He explained he made his living making videos for Sheer.com. Chanel was intrigued. Could she make money with…
With his fashion line’s most important photoshoot just around the corner, Bill Bailey calls in a last minute model to help showcase his collection. Unfortunately, he got more than he…
Bridesmaid Desiree Dulce is left unsatisfied after the groomsman she fucks in the bathroom prematurely ejaculates! As he apologizes for his performance, she finds a document he dropped that reveals…
Pocos instantes después de comenzar su masaje cuerpo a cuerpo, Kaylani empieza a frotar su esbelto pecho sobre la espalda de Keiran mientras le deja saber que está planeando permitirle…
While she’s waiting for Coach Venture in his office, Angel Windell phones her friend up. She explains her problem to her friend: She isn’t satisfying her boyfriend in bed, so…
Xander Corvus could use some extra cash so he’s decided to answer an ad asking for some help with manual labor at a mansion. Things go from weird to weirder,…
