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My First Porn 05 – Part 2

My First Porn 05 – Part 2
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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…

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Cumming of Age: Part 2

Cumming of Age: Part 2
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Elizabeth has given Jacques her virginity. But is Jacques more focused on giving his dick to the next tight-assed girl who comes his way?

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Counterblow

Counterblow
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When Tyler breaks up with Trish because he wants to fuck other people, Trish threatens to spread a rumor at school that he has a small dick and is bad…

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Season 2 – Auditions Part 4

Season 2 – Auditions Part 4
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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…

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Monarch – Part 5

Monarch – Part 5
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Jack’s Teen America 14 – Part 4

Jack’s Teen America 14 – Part 4
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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…

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Bulldogs: Part 4

Bulldogs: Part 4
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The Bulldogs, a notorious football hooligan gang, is involved in some shady business. When Eva, a sexy investigative journalist, moves in from out of town, her roommate Danny tries to…

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The Boyfriend Swap Part 2

The Boyfriend Swap Part 2
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After Anya and Gina discuss their boring sex lives, they decide that what they both need is to swap boyfriends, and film it to see how each other’s guys actually…

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Erotica FM Part 2

Erotica FM Part 2
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Erotica FM: a late-night confession show where callers share their stories over the airwaves with sexy and classy radio host, Miranda (Stella Cox). As Miranda’s listeners recount their tawdry tales…

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Cougarville – Episode 2

Cougarville – Episode 2
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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…

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Jack’s Teen America 14 – Part 1

Jack’s Teen America 14 – Part 1
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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…

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Bulldogs: Part 3

Bulldogs: Part 3
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The Bulldogs, a notorious football hooligan gang, is involved in some shady business. When Eva, a sexy investigative journalist, moves in from out of town, her roommate Danny tries to…

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Jack’s Back – Episode 5

Jack’s Back – Episode 5
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Jack’s back, and he’s on the prowl for some new slutty girls ready to get raunchy on camera. Join the adventure as he devours and conquers each one of their…

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Season 2 – Auditions Part 2

Season 2 – Auditions Part 2
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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…

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Jack’s Teen America 14 – Part 3

Jack’s Teen America 14 – Part 3
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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…

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Bike Accident

Bike Accident
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Sean is determined to stop the culprit delivering unsolicited fliers, but when innocent Piper falls off her bike and scrapes her knee in front of his house, Sean comes to…

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Jack’s Back – Episode 3

Jack’s Back – Episode 3
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Jack’s back, and he’s on the prowl for some new slutty girls ready to get raunchy on camera. Join the adventure as he devours and conquers each one of their…

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Season 2 – Auditions Part 1

Season 2 – Auditions Part 1
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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…

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DP STAR Confidential: Eva Lovia Part 1

DP STAR Confidential: Eva Lovia Part 1
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Ever wondered how life was going for our DP Star winner?  Here’s your chance, because we’re taking you up close and personal inside our exclusive contract star’s world to witness the…

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Jack’s Teen America 14 – Part 2

Jack’s Teen America 14 – Part 2
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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…

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The Fetish Diaries – Episode 3

The Fetish Diaries – Episode 3
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Delve into a salacious and dark world devised by women’s carnal fetishes, fantasies and curiosities. In this episode of a four-part series, explore the erotic experience of exhibitionism with a…

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Jack’s Back – Episode 2

Jack’s Back – Episode 2
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Jack’s back, and he’s on the prowl for some new slutty girls ready to get raunchy on camera. Join the adventure as he devours and conquers each one of their…

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The Office Maid

The Office Maid
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The boss’ office maid just walked in, and she’s the sexiest Latina by the name of Veronica Rodriguez. As she’s cleaning, she spots a shopping bag with a gorgeous dress…

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The Boss’ Brat

The Boss’ Brat
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The boss’s daughter, Ariana Marie, just showed up to the office wearing tiny shorts, showing off her long legs. She’s drop dead gorgeous; looking for her dad, but he’s out…

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Jack’s Big Tit Show 01 – Part 2

Jack’s Big Tit Show 01 – Part 2
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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…

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One For The Doctor

One For The Doctor
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When Doctor Johnny messes up surgery because he’s sexually frustrated, sexy Nurse Kissa knows exactly how to help him focus.

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DP STAR – Season 2 – Finale Live Show

DP STAR – Season 2 – Finale Live Show
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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…

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Open Relationship Part 2

Open Relationship Part 2
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Maggie (Romi Rain) and Roger (Danny Mountain) are a sex-crazed married couple… but there is more to their marriage than what meets the eye. After a fulfilling day of separate…

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Anchorwoman: A XXX Parody – Part 1

Anchorwoman: A XXX Parody – Part 1
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The sexy and career-oriented Angela is done sucking her way to become lead anchorwoman.  She has a vision for the Channel 6 News and if upper management can’t see it, she’s…

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Jack’s POV 01 – Part 2

Jack’s POV 01 – Part 2
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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…

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Dark Chocolate

Dark Chocolate
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Nicole’s selling chocolate door to door as a scam to raise money, but she gets caught by a wise to-be customer who reveals more than just her her deception.

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Jack’s Back – Episode 1

Jack’s Back – Episode 1
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Jack’s back, and he’s on the prowl for some new slutty girls ready to get raunchy on camera. Join the adventure as he devours and conquers each one of their…

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Open Relationship Part 4

Open Relationship Part 4
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Maggie (Romi Rain) and Roger (Danny Mountain) are a sex-crazed married couple… but there is more to their marriage than what meets the eye. After a fulfilling day of separate…

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Anchorwoman: A XXX Parody – Part 6

Anchorwoman: A XXX Parody – Part 6
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The sexy and career-oriented Angela is done sucking her way to become lead anchorwoman.  She has a vision for the Channel 6 News and if upper management can’t see it, she’s…

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Monarch – Part 2

Monarch – Part 2
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In The Bag

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

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DP STAR – Season 2 – Top 5 Live Show

DP STAR – Season 2 – Top 5 Live Show
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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…

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Open Relationship Part 6

Open Relationship Part 6
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Maggie (Romi Rain) and Roger (Danny Mountain) are a sex-crazed married couple… but there is more to their marriage than what meets the eye. After a fulfilling day of separate…

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69 Rooms

69 Rooms
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It’s innocent redhead Ella Hughes’ first day on the job and already she’s about to get fired. She just witnessed secret agent Danny D. shoot someone and if she’s about…

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Female Teacher 1

Female Teacher 1
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Busty lesbian teacher Ayano has to keep her relationship with cute student Yui a secret. One day at school, Ayano finds a stash of pictures of women who’ve somehow grown…

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