It’s tough for an aspiring actress to make it in LA, so when Ruby (Abella Danger) hears about an audition for a new TV series called B.L.O.W., she joins ladies…

Jasmine dreams of being the perfect woman, and decides that plastic surgery is the only way to go. She wakes up after the surgery looking every bit as perfect as…

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…

You’ve watched parts 1, 2, & 3, now get ready for Kleio’s wettest and wildest ride on Isiah’s fat cock!

News Anchor Johnny can’t get enough of Weather Girl Victoria’s gorgeous ass– he loves it almost as much as she does! As a prank, he puts porn on the green…

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….

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….

Whitney Wright works so hard, but can never seem to get ahead. After struggling through another exhausting double shift, she’s desperate to find a way to change her life. When…

It’s tough for an aspiring actress to make it in LA, so when Ruby (Abella Danger) hears about an audition for a new TV series called B.L.O.W., she joins ladies…

Everyone loves a great cosplay scene, and Digital Playground is no different! Six girls, four scenes, and all of the colorful costumes and wigs that you could ask for. Indulge…

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…

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…

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…

Blending rock-n-roll with hot chicks and money resulted in Band Camp, the new, musically inspired trip by Digital Playground’s acclaimed director, Robby D. Harmony unravels and tempers flare as budding…

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….

Tali Dova is cleaning herself in the shower when Charles Dera shows up ready to get dirty! The mustachioed stud fucks the brunette spinner’s mouth hard and fast, and gives…

Come have some fun with Cali Carter as she strips off sexy lingerie to play with her big, fake tits and twerk her round ass. Nothing makes Cali feeling sexier…

Sexy gamer babes Amilia Onyx and Hadley Viscara can’t get enough of their games or each other. Amilia just can’t seem to win, so Hadley suggests some more practice. Amilia…

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…

Famed monster hunter Gerald of Vulvia can’t stay out of trouble. He’s always on the hunt for his three favorite things: money, combat, and – most important of all –…

He just can’t get enough of his soon-to-be stepmom’s ass, and well, stepmom knows it! She plans a very special Easter egg hunt for her future stepson – with her…

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…

A fetish vignette unlike anything you’ve ever seen.

Brunette babe Emily Willis has been obsessed with video games for a while now, and her boyfriend, Justin Hunt, is feeling a little neglected. Coming downstairs to see Emily once…

After a harrowing altercation between her stepfather and stepbrother, Lily leaves home on a search to find her true self. Five years later and missing her mother, Lily decides to…

Moriah’s personal trainer, Ramon, gives her a workout session with his fat cock as the motivation!

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…

Shot entirely on HD, “Control” is harder, faster and edgier than anything Robby has directed before. Delivered on 2 Discs, with 8 full scenes and tons of tease, Volume 2…

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…

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 vote! Jack’s at it…

It’s a lovely day for a jog, but a bad day for awkward encounters when Charles Dera decides to go for a run with his girlfriend, Lela Star. Taking a…

When a friend invites her to a VIP afterparty, Gia Vendetti can’t wait to rub elbows with the rich and the famous…but there’s one problem: she’s not on the list,…

Featuring exclusive contract superstar, Devon alongside Jesse Jane, in their first production of 2005, Devon: Erotique tells a dreamy tale of decadence and debauchery. From desire to reality, join Devon,…

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….

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…

Ms. Olive arrives at an elite masquerade party only to realize that she is the sole guest that Mistress Jasmine has invited.

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….

The gang is hanging out shooting the breeze and talking about tits when Crank shows up with a box of film gear and a million dollar idea for the gang…

Jack’s at it again! But this time, he’s focusing in on hot babes with BIG, FUN ASSED… It’s more cushion for the pushin’…. Forget professional… this volume is all about…

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….