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….
Tru Kait is a special kind of call girl. She demands extremely high payment and yet is practically a fought over commodity – men will do almost anything to spend…
Naughty housewife Chanel Preston was caught in a compromising threesome with the pool boy and gardener. Her husband witnessed the entire act, and he’s filing for divorce. The only person…
Manuel Ferrara is an artist who’s been painting sexy portraits for all the local ladies to show their husbands. The latest slutty MILF to walk through his door is none…
Blonde and busty Christie asks her BFF Abella to help pick an outfit for her date later, but the edgy brunette lesbian seems more interested in seeing Christie out of…
A group of seven close-knit friends plan what might be their last big blowout weekend getaway together. The only single member of the bunch, Sarah (Paige Owens), has a plan…
Big titted teen maid Marilyn Mansion believes she’s been hired to clean Bruno’s house, what he really wants her to ‘clean’ is his thick Latin cock. Like a true slut,…
Deeper 5 is a playfully sexual tribute to Digital Playground’s perfect, all natural Goddess, Jana Cova. She captivates the screen in a multitude of scenes including kinky anal play with…
Shay: All-American Girl is a heartwarming and sexy tribute to youth growing up in America. Scott presents Shay with a lovely birthday cake, only to have his cock dipped in…
In part 3, Lena truly begins to put her revenge plans into action when a friend gives her the number of a nefarious broker (notorious for under the table and…
Lisa Ann prepares for a luxurious evening alone in her powder room, lounging in her chaise longue and applying make-up and perfume in front of her vanity. But the evening…
Ariana Aimes has been looking forward to going out and partying with her best girlfriend all week; she even got dressed to the nines hoping to pick up some cock…
Gorgeous Aphro celebrates her wedding anniversary by using her husband’s credit card to go on shopping spree, which includes new lingerie with a garter and stockings. Gorgeous isn’t done spending…
You know why people invented speech? So the fucking pizza delivery guys can understand exactly what they’re supposed to bring me from the first word! Fucking amateurs! I hate it…
Becky thought it would be a hilarious April Fool’s Day prank to convince her mom Simone Sonay that she had stolen her boyfriend, but the whole thing backfired when Simone…
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…
Another year, another increase in profit. Yessir! Business is booming! So much that all this xtra bread just been sittin there for too long. Mite as well put it to…
Phoenix Marie is babysitting for her friend John Strong, who only has one rule: no concerts. But Phoenix doesn’t see the harm in letting the ladies go to one little…
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…
The emblem he was born with put Kazuma almost at the lowest rung of the Great Lunarium Kingdom hierarchy, but he has a secret: his Emblem Steal ability lets him…
