Mick is about to get married, and although he’s been warned by his wife-to-be NOT to have a bachelor party, his best friends are immune to her threats. They decide…
“Deeper 2” is an intense sexual experience. Shot with all the magic, artistry and design of Digital Playground’s “Erotique” series while still encompassing all of the hot passion and sound…
Jack’s busy in his playground casting big-ass babes for leading roles in his yet-to-be-seen music videos. The delicious girls will do ANYTHING for stardom! Some suck, some fuck and some…
Divorce was supposed to solve their problems. But when Katie and her ex-husband Keiran hit the dating scene they realize: more family, more problems! In this extended family game of…
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…
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 2 of this delicious show,…
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…
Aria sneaks out her window to go to an all-night rave…and runs right into older neighbor Keiran. Aria REALLY doesn’t want Keiran to tell on her…luckily, Keiran is in the…
Porn stars just want to have fun – in one naked, wet orgy of bouncing breasts! What could be better than a slutty sleepover? Find out who’s knocking at the…
How do you find the perfect gift for a woman who’s kinkier than you are? That’s Charles’ enigma to solve as he thinks of his girlfriend Kenzie… and is shocked…
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 2 of this delicious show,…
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…
When Keiran’s girlfriend falls asleep during a long road trip, Keiran decides to pick up a mysterious hitch hiker. At first, she agrees to stay in the bed of the…
In “Jesse Jane: Sexual Freak,” Jesse Jane® is at an all time high. Her insatiable lust and her pure power are exploited and showcased under Robby’s artful direction. Watch her…
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…
Would you fuck your boyfriend’s parents…if they were nudists AND swingers?! Even the best behaved girlfriends can’t resist the seasoned touch of an older man…AND a MILF…at the same time.
What should have been a relaxing meditation session with a Master and his apprentice quickly turns violent when they’re interrupted by the dangerously sexy Dark Tallyn.
In “Jesse Jane: Sexual Freak,” Jesse Jane® is at an all time high. Her insatiable lust and her pure power are exploited and showcased under Robby’s artful direction. Watch her…
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….
Megan has been avoiding her stepdad Keiran, but now that she’s home from her first semester at college, the house just isn’t big enough. When Keiran catches Megan masturbating with…
Keiran comes home only to tell his wife he can’t stay for Christmas Eve because he has to work, but goes to celebrate at a hotel with his mistress instead.
In “Jesse Jane: Sexual Freak,” Jesse Jane® is at an all time high. Her insatiable lust and her pure power are exploited and showcased under Robby’s artful direction. Watch her…
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…
Anya is an innocent young woman looking for a man to satisfy her fantasy of being dominated, and submitting to her Master’s every physical demand. Luckily, Keiran is happy to…
As real estate agent Stacey shows him around this new house, Keiran’s making a video because his wife couldn’t make it.. and Stacey has to find a way to convince…
“Jack’s Playground 31,” the superstar edition, stars the lovely Jana Cova in two delectable scenes, Devon in all her naked splendor and DP’s original contract star, Rocki Roads in brand…
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…
Kristen is frustrated that she’s not getting enough attention from Sir Keiran, and acts out in front of the class! Sir Keiran doesn’t pity whiny, little bitches though– he puts…
Piper and Carolina show up to decorate their friend’s house for a party, but quickly realize that their friend’s parents, Phoenix and Johnny, never left town at all and are…
All Bianca wants for Valentine’s Day is for her crush, Max, to notice her, but he has no clue she exists! In an attempt to make him hers, Bianca decides…
Kimber has just been accepted to the prestigious Sir Keiran’s School of Anal Training, but she shows up late for her first day, and gets punished by Sir Keiran himself…
Megan was TRYING to discreetly cheat on her husband…when her husband comes home early from Vegas! With her ass hanging out the doggy door, Megan tries to suck off her…
What’s better than a MILF who can squirt?! Alexis Fawx takes on a ride as she works out and works it out on Keiran’s cock. Wettest Workout 2 will leave…
