The Comedy is in the Commentary 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…
Jack’s Playground: Leg Show 4 The camera starts at her petite ankle and slowly travels up the milky skin of her calve and around her toned hamstring on a journey…
Jack’s Playground: Big Ass Show 9 Jack’s busy in his playground casting big-ass babes for leading roles in his “music videos”. This time he gets Alexis Texas and Shyla Stylez…
A FantASStic Show Jack’s Big Ass Show is back with another episode, and although Jack isn’t getting anything once again it seems like where ever he goes there’s girls with…
Jack’s Playground: Big Ass Show 4 Jack is really busy casting for music videos and now he’s on the hunt for big, beautiful butts. They bounce, they roll and they…
Jack’s Playground: Big Ass Show 2 Jack’s busy in his playground casting big-ass babes for leading roles in his yet-to-be-seen music videos. The delicious girls will do anything for stardom….
When lust becomes an addiction Stoya thought house sitting would be a great get away from her ex-boyfriend Erik Everhard. But when Erik follows her to a new location, he’s…
Out with the old, in with the new. Kayden Kross is every man’s dream girl. So, when the stunningly beautiful babe is left by her knuckle headed boyfriend, the super…
Teen America: Mission #8 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…
Teen America: Mission #4 Jack’s at it again with Jack’s Teen America Mission #4. This time, it`s even kinkier than before. Jack’s checklist: Backdoor Bonanza, Whip the Pony, Racquetball Rectal,…
Teen America: Mission #3 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…
Teen America: Mission #23 Jack knows ambitious chicks will do anything to win first place in a beauty pageant. Jack’s Teen America: Mission #23 features Jack and his crew interviewing…
Teen America: Mission #14 With five lovely ladies competing for the same title, which girl will take the honors? Will Brooke or Jamie get to deliver their acceptance speech? Did…
Teen America: Mission #13 Five horny teens. 2 sound guys with equipment. 1 contest. 1 winner. Sound familiar? It is. It’s Jack’s Teen America. Put it in and cast your…
The best “A” girl ever. Teagan: All-American Girl is a heartwarming tribute to youth, with slow, steamy glances at innocent rites of passage. Watch a beautiful young cast as they…
Shay: All-American Girl 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…
Porcelain Jana Cova is Porcelain. This intimate and artful production shines new light on Digital Playground’s exclusive contract super star, Jana Cova. In this glamorous and smart vignette, director Celeste…
Married Women Combining perverse domination and sexual surprises, these society couples don’t lack imagination when it comes to spicing up their sex life. In order to fully enjoy the pleasure…
Luxure: Education of Married Women How do you rekindle desire when routine threatens to set in? These couples experiment with sharing and discover a new sexual horizon. Anna likes it…
Living with her has benefits. Hot and sexy BiBi Jones shows off her naughty, youthful ways by taking on two boys in her first b/b/g/ threesome ever. Erik Everhard and…
In this halfway home, BiBi is going all the way. After doing time for a heist gone wrong, the beautiful DP contract star BiBi Jones gets her one shot at…
Gabriella Fox Nude Digital Playground is proud to present luscious contract star, Gabriella Fox like you’ve never seen her before. With the help of Asa Akira, Heather Van, Madison Ivy,…
Gabriella Fox Foxxxy Gabriella Fox, Digital Playground’s sultry Latina contract girl, stars in three of six scenes of the must-own Gabriella Fox: Foxxxy. The gorgeous starlet loses all her inhibitions…
Sinful sisters. Three beautiful sisters explore their innermost sexual desires and deepest, naughtiest secrets. In the shadows of a troubled family, Ann Marie Rios, the sexy middle sister controls her…
Sexy sisters. These Latina sisters are back to their nasty, naughty ways… but this time around, the erotic lusty duel to manipulate Selena’s desires ignites her inner blaze to a…
Dirty Me Not every woman enjoys sunshine, daisies, and romance. Some women are wired to like it rough, and Miss Katsuni is no exception. Follow her into a world of…
Fuck Me Silly Vol. 2 Introducing Nicolette Shea to DP. Watch her get soaked with busty brunette Angela White and of course, the man himself – Keiran Lee. Ariel can’t…
In the desert, no one can hear you scream. Each year, students from the local colleges congregate at this deserted motel to blow off steam from finals with hedonistic partying…
No escape. Jesse has lived a devious and decadent life. Wanting true love comes with a price when a blast from her past shows up and tries to expose her…
Fuck Me Silly Vol. 3 When your parents are nudists, bringing your girlfriend home for the first time can get a little awkward, especially when she agrees to join in…
Shay Jordan: Leather and Lace From the imaginative mind of Celeste comes Shay Jordan: Leather and Lace, a modern romance about the fucked up nature of love and sex. The…
Internal Violations #3 Director Tommy Sy takes over this line of insatiable internal hardcore. A stunning cast and excellent scenes of passionate ferocity. No hole is left unfucked and then…
Chocolate Cocks in Vanilla Chicks. Shane “Thick Dick” Diesel leads the all hottie cast of interracial lust. These girls need a big black cock between their legs like a dog…
Experience A Place Where Your Wildest Fantasies…Are Only The Beginning From Joone, the award-winning director of Pirates, comes Island Fever 4. Shot entirely in HD on location in the Bahamas…
Fuck Me Silly Vol. 4 Digital Playground is back with the 4th installment of Fuck Me Silly 4. Horny sluts just need a good fucking and will do whatever it…
Brazzers Goes Black Cassidy arrives at her boyfriend Justin’s place only to get a text from him that he’s running late. Not to worry, she can entertain herself by hanging…
Brazzers Goes Black 2: The MILF Edition When a restless nympho (Kiki Minaj) can’t get any shuteye, she decides to call almost every dick she can think of in her…
Brazzers Goes Black 3 2020 AVN Award Nominee Best Interracial Production Serve And Protect That Pussy Detectives: Ana Foxxx and Johnny Sins are looking to arrest a felon, but the…
MeatHoles 3 Why do they come? Why do they submit? Why do they cry? Why do they like it? Watch these Meatholes (AKA whores) be verbally and physically dominated until…
Black Monster Dicks Fucking White Chicks #8 Big Black monster dicks destroy and conquer white bitches one at a time. They’ve seen the future and it’s black! Watch these whores…
