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….
Jack’s Playground 34 features Digital Playground’s exotic contract superstar, Katsumi. She’s a panty hose model by trade but she’s eager to make the switch to music video queen. She demonstrates…
Danny D has signed up for an improv class to help get over his anxiety about public speaking and performing in front of a live audience. However, his scene partner,…
At a porno theatre, horny Cherie Deville is hoping to watch a dirty movie in peace. When her stepdaughter, Molly Jane, shows up with her boyfriend, Danny D, to watch…
Jewels Vega is trying out porn for the first time, and her shoot is going very well. Sucking dick and spreading her legs have always been regularly activities in her…
Peta loves her boyfriend Levi, but she’s always had a thing for his brother Bill. Now that she’s working for Bill she’s having all kinds of fantasies about him. Peta’s…
Vanessa likes nothing more than to end the day with a relaxing yoga session. When Michael chances upon her he can’t help but notice the massive rip in Vanessa’s yoga…
Marina Maywood’s first time on AIP!! She goes around custom car shops flashing her russian T’n’A and the boys are lovin’ it!! She’ll end up in a boat shop sucking…
Mackenzie Mace wants to make a sex tape and she hopes it goes viral on the internet. She waltzes around a Florida mansion and strips off her skimpy pink bikini…
New sorority girl Autumn Falls has to complete her initiation by fucking a big cock and sending her sorority proof. Who would have thought that her step dad Keiran Lee…
Addis Fouche just broke up with her useless ex, and not a minute too soon because it’s Spring Break! She and her besties Gizelle Blanco and Ameena Green head to…
Ada Lapiedra met with Alberto Blanco in the middle of the city. They started to kiss passionately. He removed her bikini top. She started to suck his dick. Three ladies…
Reena Sky would rather be doing anything, other than having to clean out the garage. It’s so hot in there, it’s sweaty nasty work. So Reena cooks up a plan…
The skies are a whole lot friendlier when a group of the world’s most beautiful stars pose as slutty flight attendants and sneak onto a plane to shoot a reality…
For years, sexy nurses Madison Ivy and Kortney Kane have been putting up with horny old Herman. They dress in lingerie and sit on his lap because he’s not long…
Jesse Jones has the hots for his new step-sister, the beautiful and busty Lana Rhoades. He spies on her while she takes sexy selfies of herself in her bra and…
Get ready for one of the best public bangs! We have today one of the hottest latinas, Nuria Millan! She wastes no time in showing off her firm and perfect…
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…
Angel is always driving her stepson Sam and his girlfriend Jimena around town. Today the teens are feeling horny and decide to sneak in a backseat blowjob. Not one to…
Within seconds of hearing about her friend’s morning wood, Valentina Nappi rang the doorbell in a skimpy blue outfit and black high heels. Soon she was spreading her legs, sucking…
Sometimes a woman just needs to revel in her own beauty and Brett’s charms are certainly worthy of her admiration. Caressing her breasts is a tantalizingly good place to start,…
Xander Corvus fixes pools for a living, and Ava Addams is the busty MILF he’s been sent to help out. Luckily for him, though, she’s more interested in his big…
Light skinned slut Ashley Lovebug just loves her white daddy! She can’t wait until he gets home and fills up her every hole with his thick white dick! Her pussy…
