Jack’s Playground is a collection of Jack’s personal videos, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls to perform sexual acts in front of his camera….
Goddess Tina Kay is lounging in the pool and sucking on a long, stiff frozen treat. Sexy Tina has made herself sticky, so she uses the warm water to drench…
Chloe Scott came to the city to learn all about architecture, so when this brainy blonde shows off her tits, it’s with a brazen bit of rebellious pleasure! She’s enjoying…
There is no one more dedicated to their job that law firm hottie Ella Hughes, and when she’s told to please the potential new partner– she does whatever it takes!…
Having a stepsister means… well, many things… we’ll get there. But it definitely means pranks, and boy oh boy does Parker Ambrose have one in store for his cute stepsister…
Gabriela Lopez is a wild one! She can’t wait to get her hand on our studs throbbing hard cock. She gets rowdy in the passenger seat and takes selfies of…
Even some of the most powerful men have their insecurities. In this series of vignettes, we follow John, Mick, James and Keiran as they explore and deal with the challenges…
Leggy, busty blonde MILF Venera Maxima meets muscular stud Lorenzo Viota for a Russian language lesson, but they wind up sharing the international tongue of anal sex. Venera strips down…
Holly is a feisty little number with a knack for pool. When she walks into a bar one night, she meets two beef heads who think she’s harmless. But after…
Mechanic Abigail Morris has been getting dirty and working up a sweat when girly-girl Theodora Day comes in to pick up her car. Abigail checks out her panties and her…
On her way to the doctor’s office for her annual check-up, Vinna Reed couldn’t help but be a little nervous about what was in store. It didn’t help when she…
Cecelia Taylor is a hot blonde who loves hanging out by her friend’s stepdad’s pool. Concocting a plan, she came over when she knew her friend was out to seduce…
Nade wanted to watch a movie with his stepsister, Kelsey Kane. However, she had other plans. She wanted to work out before watching so that she could sit down and…
Ashley Lovebug definitely resembles a sexy rap star who’s hits have topped the pop charts. But Ashley is no singer. What she is is a nympho that wants to make…
Get your juices flowing with this stunning glamcore scene starring two of our sultriest stars. Natasha White and Aidra Fox have been waiting all day to get their hands on…
Venice and Scott go for a game of Mini Putt… But Venice’s brother tags along because he doesn’t want his little sister to fuck his friend Scott because he’s got…
Ny Ny Lew is hired to be the Maussue when she arrives. She can’t help but notice Jovan Jordan’s large stature. She massages his large hands and feet. Ny Ny…
This little 18 year old Asian slut loves attention. That’s why she’s agreed to meet up with this group of men she’s never met before to help them orgasm. She…
Amber Jayne is feeling hot and confident after her divorce. After years of matrimony this milf wants cock, even if it’s attached to her daughter’s husband. She loves knowing that…
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…
