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…

Jack’s busy in his playground casting big-ass babes for leading roles in his yet-to-be-seen music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck and some…

Jack’s busy in his playground casting big-ass babes for leading roles in his yet-to-be-seen music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck and some…

The Angel of Death. A Shapeshifter. Innocent honeymooners. A receptionist with a twisted sense of humor. These are just some of the shady characters Detective Holly encounters at the Hotel…

Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…

Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…

Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…

Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…

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….

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….

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….

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 young lady wants to enter the club, but she’ll have to pay her entrance fee by fucking the bouncer. She doesn’t mind, and loves being vocal about wanting a…

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….

“Deeper 2” is an intense sexual experience. Shot with all the magic, artistry and design of Digital Playground’s “Erotique” series while still encompassing all of the hot passion and sound…

Jack’s at it again! In his playground, Jack is busy casting for music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck, some masturbate but they…

A handsome young husband often finds his hands full with every woman he encounters, whether it’s his hot and horny housewife, a busty size queen on a broken elevator or…

The young journeyman is back, bringing his special brand of bondage and domination to horny ladies everywhere. Whether he’s tying up French maids, mounting dildo-riding sluts after-hours at the office,…

A young man finally found the woman of his dreams: his new roommate. But that’s just the beginning of his problems, since every woman that comes across his path instantly…

Naughty housewife Chanel Preston was caught in a compromising threesome with the pool boy and gardener. Her husband witnessed the entire act, and he’s filing for divorce. The only person…

Naughty housewife Chanel Preston was caught in a compromising threesome with the pool boy and gardener. Her husband witnessed the entire act, and he’s filing for divorce. The only person…

Naughty housewife Chanel Preston was caught in a compromising threesome with the pool boy and gardener. Her husband witnessed the entire act, and he’s filing for divorce. The only person…

How do you find the perfect gift for a woman who’s kinkier than you are? That’s Charles’ enigma to solve as he thinks of his girlfriend Kenzie… and is shocked…

Travel Tip 69: Don’t leave home without a sexy girl in your suitcase!

Naughty housewife Chanel Preston was caught in a compromising threesome with the pool boy and gardener. Her husband witnessed the entire act, and he’s filing for divorce. The only person…

Naughty housewife Chanel Preston was caught in a compromising threesome with the pool boy and gardener. Her husband witnessed the entire act, and he’s filing for divorce. The only person…

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…

Naughty housewife Chanel Preston was caught in a compromising threesome with the pool boy and gardener. Her husband witnessed the entire act, and he’s filing for divorce. The only person…

Beautiful Allie Knox introduces her boyfriend to her father and his young fiancée Courtney Taylor. Little does she know, but horny Courtney keeps encouraging herself upon her boyfriend and he…

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…

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…

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…

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…

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…

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…

“Deeper 2” is an intense sexual experience. Shot with all the magic, artistry and design of Digital Playground’s “Erotique” series while still encompassing all of the hot passion and sound…

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…

“Deeper 2” is an intense sexual experience. Shot with all the magic, artistry and design of Digital Playground’s “Erotique” series while still encompassing all of the hot passion and sound…

“Deeper 2” is an intense sexual experience. Shot with all the magic, artistry and design of Digital Playground’s “Erotique” series while still encompassing all of the hot passion and sound…

“Deeper 2” is an intense sexual experience. Shot with all the magic, artistry and design of Digital Playground’s “Erotique” series while still encompassing all of the hot passion and sound…