Jack’s at it again! But this time, it’s professional… and even kinkier than before. Jack turns what he knows best into a career. Welcome to Jack’s answer to getting a…
Nobody who knew Charlene Aspen while she was growing up would ever have expected to see her here with a tree trunk sized black dick stuffed three quarters of the…
Veronica never knew that her son’s friends were so big. We know for sure that her husband isn’t very big. When she peaked at Chris in the bathroom, she couldn’t…
Gauge is the tiny girl with the killer body and the innocent face. She throats like a champion and seems annoyed that the director cast her in a threeway with…
Josephine Jackson has a shoe addiction. When she walks into Angelo Godshack’s shoe shop, she’s cum to the right place. Angelo loves feet and can’t wait to get all over…
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….
Mexican beauty Madison Wilde makes her 6th Hussie????Pass appearance this week, and we paired her up with our good friend Jax Slayher for today’s interracial Latina spectacular scene! Our West…
Carolina Sweets is a petite brunette with just a little paunch beneath her pierced belly button and firm titties. She plays shy, but keep in mind, Carolina came to us…
Don’t miss Digital Playground’s Exclusive Contract Star, Stoya in her debut boy / girl scene. Jack’s POV 9 is off the hook sex! All the screamin’ hot sex in Digital…
In this self-shot sex documentary series from some of the biggest names in the business, Digital Playground gets up close and personal, offering you a behind-the-scenes look at what it’s…
High school student Shouichi Kaneshiro doesn’t give a damn about his schoolwork or the swim team anymore – all he wants is to meet up with hot MILF Morisawa Sensei…
Anyone lucky enough to dip into Dominica’s store had better be ready for her out-sized nymphomaniac sex drive. Some days, Dominica gets so excited she touches herself under her desk,…
When his client is sued for a sexual misdemeanor, Keiran Lee takes it upon himself to prove to the honorable Jessica Jaymes, a.k.a. Judge Juggy, why having sex at the…
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 3 of this delicious show,…
Brandi Love is a model homemaker and pristine stepmother, but her stepson, Xander Corvus, is wildly attracted to her and wonders whether she has a more licentious side. While Brandi…
Alex Jones is testing out the camera on his new phone. The preferred subject for this test: his sexy girlfriend Karla Kush! He finds Karla answering emails in her underwear…
Lulu Chu and Whitney Oc are hanging out together at the kitchen table. Lulu’s stepbrother, Parker Ambrose, begins creeping on them just as Lulu begins complimenting Whitney. The girls each…
When Molly (Jane Wilde) takes on her friend Alice’s repeating day burden, she thinks that it will all be hustling mobsters and robbing banks. Though she’s not wrong, what Molly…
John Doe arrives at the castle just in time to see Susan Grimm face King Jasper’s wrath. Doe is next, but is spared just in time by a fire-breathing dragon…
