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…

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…

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,…

Bianca Resa was catching up on some light reading after work when she heard a tap at her window. She whirled around to see her boyfriend Jay Smooth peering in…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

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…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

After luxuriating in the tub and sluicing water over her body and down her breasts, the first thing Alexis Brill wanted was to jump into bed with her man. Sabby…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

Ally Breelsen was already so riled up when Timo Hardy snuck up behind her on the sofa, that she was down to fuck the moment he planted his lips on…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…

When Joel wanted a moment alone to fool around with his girlfriend Amirah Adara, he needed to wait until everyone else at the resort had dozed off to make his…

When she realized her boyfriend Chad had woken up and started breakfast well before her, Alex Grey wanted to see how quickly she could entice him to back to bed….

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…