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…

Athina, her best friend Valentina Nappi, and her lover Mike are enjoying a lazy afternoon of board games when Mike is overcome with a sudden fit of lust. He kisses…

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…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

On a hot summer’s day, Kassandra Raine’s favorite way to beat the heat is by rubbing oil all over her beautiful natural body. With her skin glistening and her pretty…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

Starring Digital Playground’s newest sensation, Shay Jordan and an entire cast of young, gorgeous, almond eyed beauties, Jack’s Asian Adventure will please your pallet. Jack uses the tried and true…

With five lovely ladies competing for the same title, it’s a tight race to the finish and Tiffany is off to a succulent start. She charms the judges and Scott…

With five lovely ladies competing for the same title, it’s a tight race to the finish and Tiffany is off to a succulent start. She charms the judges and Scott…

Hey lover, come on over! Annika Albrite called her man Justin into the room, and told him she needed to feel the touch of his skin on her body right…

With five lovely ladies competing for the same title, it’s a tight race to the finish and Tiffany is off to a succulent start. She charms the judges and Scott…

With five lovely ladies competing for the same title, it’s a tight race to the finish and Tiffany is off to a succulent start. She charms the judges and Scott…

It’s a warm spring day, Chloe’s smiles and lust get all tangled up from Tyler’s persistent kissing, her nipples erect, Tyler pins her up against windows reflecting the amazingly sweet…

With five lovely ladies competing for the same title, it’s a tight race to the finish and Tiffany is off to a succulent start. She charms the judges and Scott…

When her man came home early from work to find her in bed masturbating with an X-rated glamcore video playing on TV, Emma Brown was totally speechless. There she was,…

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…

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…

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…

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…

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…

“Deeper 3” is beautiful, erotic and cinematic homage to the greatest horror movies ever made. Starring Digital Playground’s contract superstar, Jesse Jane® in 2 twisted and mind-blowing fuck scenes, Deeper…

When stunning brunette Ally arrives at the beach, the idyllic shore is deserted, except for hunky lifeguard Kristof. As Ally lays out her towel, she catches him sneaking glimpses at…

“Deeper 3” is beautiful, erotic and cinematic homage to the greatest horror movies ever made. Starring Digital Playground’s contract superstar, Jesse Jane® in 2 twisted and mind-blowing fuck scenes, Deeper…

“Deeper 3” is beautiful, erotic and cinematic homage to the greatest horror movies ever made. Starring Digital Playground’s contract superstar, Jesse Jane® in 2 twisted and mind-blowing fuck scenes, Deeper…

“Deeper 3” is beautiful, erotic and cinematic homage to the greatest horror movies ever made. Starring Digital Playground’s contract superstar, Jesse Jane® in 2 twisted and mind-blowing fuck scenes, Deeper…

“Deeper 3” is beautiful, erotic and cinematic homage to the greatest horror movies ever made. Starring Digital Playground’s contract superstar, Jesse Jane® in 2 twisted and mind-blowing fuck scenes, Deeper…

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 3 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 3 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 3 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 3 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 3 of this delicious show,…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…

The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 7 features the lovely and sweet Gianna in a tempestuous fuck scene with…

As waves crash calmly to shore, best galpals Ally Breelsen and Victoria Traveller make their way to the water’s edge and lay down a towel. They’re both excited to spend…