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…
Rob Scott played varsity basketball all the way up to the junior college level and Joy has always been a varsity slut. If you have a letterman jacket on, her…
Sean’s company recently went through a takeover, and he’s a bit nervous to meet the new CEO. He’s heard rumors that Ariella does things a bit differently, and he’s psyched…
Stunning Cassidy Dyluxe and CC Doll are together to give up their backdoors. They start by lubing up a double headed dildo with their spit and penetrating their pussies first….
Curvy MILF Alura Jenson is a serious karate teacher who doesn’t take any shit. In walks an eager student hoping to learn from the best. Before the karate lessons can…
It’s blonde bombshell Kenzie Taylor’s moving in day at her new place! She found this cute room, and her new landlord/roommate, Keiran Lee, is very kind, although a bit pervy….
Jesse Jane receives a text and sneaks out of bed and from her sleeping husband. She greets her late night client, Keiran Lee, at the front door. Keiran wants to…
Marley Blaze has a tidy little heart shaped patch of pussy hair that she loves to show off! A great oral exchange gets Marley in the mood for more, and…
Van’s stepmom Sybil is a stickler for tradition. She wants to clean everything in the house once the season changes, and nothing will stand in her way. When Sybil sees…
Right from the beginning Brandon Iron was an integral part of testing out the new bitches that walked into our studios. We knew we couldn’t have a male star who…
Kenzie Reeves is a cute petite lil horndog who wakes up like that. When she tries to wake her boyfriend Xander Corvus for some playtime, he’s not interested. Annoyed, Kenzie…
Danny can’t focus on his work around his sexy co-worker, but she shuts him down, leaving him antsy and unsatisfied. Luckily, the gorgeous Alessandra is right outside, washing the windows,…
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…
Chrissy Davis is the talk of the town following a very public mental breakdown and first-degree charge. She’s quickly alienated by her high society friends and left alone to suffer…
After Lulu Chu has finished fucking Xander Corvus’s bride she makes her way to visit him in the groom’s room. She’s caught him on camera cheating and can’t wait to…
Jill Kassidy’s catches her step bro fingering and fucking a sex doll as she walks past his bedroom. She feels her nipples get rock hard as she watches him sliding…
The harder the better. Sex doesn’t always have to be slow and intimate for MILF Britney Amber. Sometimes she likes to fuck raw like a wild slut. In this scene…
After Keiran Lee spies on his brother’s wife, Kendra Spade, have a sexy, soapy bubble bath, Kendra grabs a razor and makes a move to shave off her beautiful bush….
Hime Marie can’t clear her mind of the dirty thoughts she’s had about her new stepfather, Scott Nails. She wakens from a wet dream, and tries to cleanse her filthy…
While frantically searching for her lost pet, redhaired cutie Ava ends up getting accidentally sprayed by her neighbor Isiah’s hose! The ebony stud is quick to apologize and offer Ava…
Holly Michaels is one of the hottest nurses to ever step inside a hospital. All of her patients can’t help themselves but want to get a piece of her fine…
Keisha Grey and Karlee Grey are best friends and are roommates for a reason: they are inseparable! And it’s never been more obvious to Keisha’s boyfriend, who only wants to…
Rachele Richey is a sexy blonde who is bringing back the porn star look! She has some big 34-DDD sized titties that she loves to have a cock stuck between…
The My First Porn series is a comical sex-spectacle of Jack directing his first porn movie. Volume 10 is over 2 hours and features Stoya in a brand-new, amazingly ass-a-liscious…
Keiran Lee can’t seem to catch a break. First, his date orders a crazy expensive lobster, then she says no to anal! But his luck is about to turn around…
Teagan Erotique is an erotic feast starring Digital Playground’s Teagan Presley with Jesse Jane and Jamie Lynn, Sativa Rose, Nautica Thorn, Jayna Oso, Sandra Shine and Keri Sable. Directed by…
