Nicolette’s finally gets some time alone, and her internet has to go down at the worst possible time. She spies Johnny doing some lawn work and enlists him to take…
Summer’s heating up so Aidra is selling ice cold ZZ Lemonade to the public. While her customers cool off she heats up with Jordi, who licks her her round ass…
Due to plummeting grades and an inability to focus on her work, Shae Celestine’s parents have brought her home from college to buckle down and put her nose to the…
Raylin Ann sneaks her boyfriend Bruce Venture over for a clandestine fuck session, but when her father’s gf Lezley Zen shows up, their private fuck turns into a ferocious three-way.
Moment has a thing for getting her pussy ravaged by horny men that she doesn’t know the names of, so she willingly gives up her body and lets her hole…
Mick is a moocher, always using his sister-in-law’s stuff without asking, and constantly hitting her up for cash. So when he comes by her massage parlor looking to borrow some…
What every frump needs is a helping hand to turn the dial and bring from undesirable to pure fantasy fuck. When the makeover crew showed up at Dana Vespoli’s house…
Lola Fae is a fun-sized petite cutie that is ready to be dicked down by a big black cock in her tight little asshole. She prefers a dick sized between…
International spy agency, CRISIS, ran by Maxine and her promiscuous alcoholic son, Stryker, save the world with one secret mission at a time. The team consists of sexy secret spy,…
Slimthick Vic’s is a hot blonde with a huge bubble butt and she loves to fuck. Before all the hardcore stuff though, we shot some behind the scenes footage where…
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…
Asuka, Airi Ai, and Aihara Future are three Asian girls that love pleasing a man together. This dude loves getting his butt hole licked just as much as his dick…
Layton Benton is preparing a romantic Valentine’s Day evening for her husband and is pulling out all the stops. She’s planning an intimate dinner for two at home, but first…
Does Johnny really think his girlfriend Rhylee Richards is some kind of prude? That’s definitely how it came across when he gave her such a slutty piece of camo lingerie…
Jennifer White and her husband meet Xander Corvus in a motel, looking to score some serious cash in a shady deal. The only problem is, Jennifer brought a briefcase full…
Summer Vixen had a request from Bang! She’s never had a 4 guy gangbang and wanted to have her pussy, asshole and mouth fucked by huge dicks. We complied. She…
Parker Ambrose is trying to concentrate on doing his homework when his stepsister Serena Hill comes in. She comments that she loves sweater weather, but Parker is bummed that she’s…
Shot entirely on HD, Jack’s Teen America 20 features Digital Playground contract stars, Shay Jordan, Sophia Santi and Jana Cova with industry babes Hillary Scott, Holly Morgan and Sue Diamond….
Oh Look Sabby! We have the pool all to ourselves! exclaims Mia, as she turns to kiss him. What an opportunity to engage in some water sports. Diving straight into…
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….
