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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…

“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…

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 new POV Playground, YOU will…

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 horny young man only loves one thing more than fucking: anime! Even when he’s ramming a hot slut with his big tool, he daydreams about super-powered adventures. One day…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 5 features the amazing and oh-so-beautiful Jana Cova in two delicious scenes, plus…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 5 features the amazing and oh-so-beautiful Jana Cova in two delicious scenes, plus…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 5 features the amazing and oh-so-beautiful Jana Cova in two delicious scenes, plus…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 5 features the amazing and oh-so-beautiful Jana Cova in two delicious scenes, plus…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 5 features the amazing and oh-so-beautiful Jana Cova in two delicious scenes, plus…

This one has something for everyone! As a handsome young stranger fucks his way through the local female population, he encounters sexy cosplay romps, hot public buttplug fucks, rough and…

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,…

“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…

“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 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,…

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,…

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,…

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 new POV Playground, YOU will…

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 new POV Playground, YOU will…

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…

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…

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…

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…

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…

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…

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…