Jack’s Playground 33, features Digital Playground’s one and only insatiable and sexy Devon. She’s eager to make the music video cut and demonstrates her distinct talents on Scott Nails’ throbbing…

Gorgeous Gia Paige has a kink for dressing up – she can’t help but come home, get out of her drab work clothes, and into something a little more deviant….

Petite Eliza Ibarra is doing her best to style tattooed Alex Legend for a night out, but the pants she’s brought are too big and the shirt too small! When…

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…

This blonde slut wants to be the next big thing in adult entertainment. Let’s see how good she can fuck, especially since her favorite porn star, Tyler Nixon is doing…

Cayla just wanted everything to be perfect for Nick’s arrival, so she took time to make sure everything would be just right for his arrival. Selecting her favorite sheer negligee,…

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…

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…

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…

After a long, hard day at work, Charlie wants to come home to a nice meal and his beautiful girlfriend Alexis Crystal. Lucky for Charlie, blonde Alexis is feeling extra…

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…

After a tough day at work, Cayla Lyons wanted to get tender with her boyfriend Nick Larsen, so she carved out a little soft spot for them to enjoy. Blanketing…

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…

Akarra has had her eye on her sexy boss for a long time, but he’s always dated only the hottest models who audition for his agency. When she learns that…

AJ’s boyfriend Bill always wants to split everything exactly fifty-fifty, so she’s extra annoyed when he eats the last slice of pizza that should be rightfully hers. The sexy blonde…

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…

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…

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…

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