Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they shake and Robby finds pleasure deep…
Bodacious Jessa Rhodes is up working the late night hotline, which has made her craving for attention impossible to ignore. Dressed in pink stockings and beautiful, lacy lingerie – sexy…
Bill Bailey is looking forward to yet another lazy day in his brand new inflatable pool when he is magically whisked away to somewhere else entirely. Stunned to find himself…
Monique Alexander and her wife are getting ready for an intimate New Year’s Eve celebration. While Monique is content to ring in the new year just the two of them,…
The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 5 features the amazing and oh-so-beautiful Jana Cova in two delicious scenes, plus…
Sean Lawless is called over to his neighbor’s house to help participate in an April Fool’s prank. Sean has to break the news to the beautiful and always sexy Cory…
Voodoo is invited by his very pregnant friend to join her to attend her breast feeding classes. Voodoo is hesitant at first, as he feels it would be embarrassing to…
An american girl, Zoe Clark has an audition with Pierre Woodman. She will answer general questions about her life and sexual fantasies and experience. Then Zoe Clark will undress to…
As night falls, the campsite is quiet and deserted, except for the reunion campfire, where inhibitions are starting to fall. Marcy (Lily Lou) decides to take things up a notch…
Y’all requested it so we delivered!Y’all wanted thick chicks with big asses..all good! Y’all gonna love you some Victoria…thick light skin girl with an ass so big you can see…
A swinger couple decides to play a prank on the neighborhood doctor. The husband, knowing that the doctor is a sexual harasser, leaves his wife alone with him. The wife,…
Dixie Lynn goes for a late night swim! She starts off in a sexy swimsuit but when he comes over she strips it down and starts skinny dipping! She lets…
Keiran ha estado trabajando hasta tarde tratando de ponerse al día con unos documentos en su nuevo empleo pero es muy complicado sacar el trabajo cuando todas las chicas de…
Chloe was all set to wear her slinkiest dress for a fancy night out, but she was missing her favorite lipstick to finish her ensemble. But after she slipped out…
The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 8 is 3 full hours and features Digital Playground contract stars Sophia Santi…
After getting caught cheating by her husband on Valentine’s Day, Britney is distraught – if he files for a divorce, he’ll get the house, the cars… everything! She has no…
Maya Bijou is a dirty whore with a freshly shaved pussy that is ready to be stuffed. She is wearing an irresistible pink lingerie set and she can’t wait to…
Smoking hot Ashley Fires stretches out her tight bod and juicy ass, showing off her finest yoga poses and working up a sweat. She drenches her white yoga pants in…
Big sharp nails and a tiny top hat are things this little Asian cutie wears with pride. Her favorite part of the whole experience is eating the cum out of…
The first scene didn’t go as well as we would hope so it wasn’t until Paige Sinclair put this performance together under Brandon’s tutelage that we concluded we had finally…
Venus, a former assassin, awakens from a year-long coma from the loud moans of Belladonna, another assassin, screwing the security guard. Her boss and ex-lover Bill aka the Florist attempted…
Digital Playground presents DP Star: Season 2, hosted by last year’s DP Star winner and contract girl, Eva Lovia and judged by industry legend Nikki Benz, renowned producer/photographer Holly Randall…
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….
Shelena makes trouble everywhere she travels: this sultry home-away-from-homewrecker collects other women’s husbands the way some people collect seashells. Uploaded: 2024.03.02 2024.03.01 Show more…
