A beautiful woman adorned with numerous tats and piercings, the most interesting of which, enters her chest just beside her left clavicle and exits between her breasts and a very…

Ahh pineapple the wonderful fruit that many believe makes your love juices taste so much sweeter. Brett certainly seems to think so. The juice flowing down her belly simply has…

Gina is thrilled when she hears her university is closed for a snow day and immediately leaps out of bed to take full advantage of her day! Dancing to her…

When Carolina gets home from a big shopping expedition with her husband Charlie’s credit card, he’s excited to see his beautiful raven-haired wife model her new purchases. Then Charlie reveals…

Hot blonde MILF Cory is enjoying some rare alone time by soaking in a nice warm bubble bath. As Cory lies back in the tub and revels in the feel…

A relaxing afternoon at the spa turned into so much more for Alexa Thomas and Cindy Loarn, when the male masseur came by the give Cindy her foot massage. While…

Day after day, Ryan and Brooklyn send each other flirtatious glances across the office. They make jokes to cut the sexual tension, but they both know that it’s only a…

Shot entirely on HD, Jack’s Teen America 18 parodies beauty pageants and Jack’s lovely contestants all compete for the crown. They take off their clothes, they masturbate, they suck, they…

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…

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…

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…

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…

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…

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…

Ricky Johnson and his girlfriend are in bed when gorgeous Vicki Chase asks to use their shower – her shower is broken and she can’t wait to lather up her…

After getting a call to hurry right over, Brooklyn’s gentleman caller let himself in to take her right to bed. After pulling her hair aside to kiss her on the…

Two beautiful passionate girls from opposite walks of life come together in a battle of lust raw emotion egos and unyielding wills to fight it out in a stealthy boxing…

For the first time in Digital Playground history, we will be hosting a nationwide search to find the next DP Star. We were accepting video submissions for the entire month…

When the perverted lesbian Queen Lia of Leazas locks his beloved Hikari-chan in her sex dungeon, adventurer Rance will do whatever it takes to get her back. When Lia threatens…

Clarissa is the best in the west at breeding and training horses, but she’s not prepared to tame the real stallion who comes to purchase her prize stud.

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….

On a dark and spooky night, three unsuspecting dudes find themselves the unfortunate victims of a mysterious serial pantser. After having their genitalia embarassingly exposed by the glare of the…

Scott Nails and his friend are looking up urban legends at home when they come across the legend of Slutty Mary. They try to summon her in the bathroom mirror…