The “My First Porn” series is a comical sex-spectacle of Jack directing his first porn movie. Volume 4 rocks the house with Scott Nails & Jasmine Byrne in a Viagra…

“Jesse Jane: All-American Girl” tells the fun and provocative story of a popular girl, coming of age in prep school. She playfully embraces her sexuality in a delicious tale of…

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….

A fetish vignette unlike anything you’ve ever seen.

When Khloe Kapri comes home from a hard day at work, she is surprised to find a note from Rharri Rhound telling her to follow the trail to find the…

The spectrum has never been sexier as Alexa Grace and Kimber Woods perform in a blazing lesbian sex scene. Starting with a sensual feminine strip, Kimber’s small boobs get pleasured…

The stresses of the modern city have clogged Kira Noir’s passages, so she goes to see Michael Vegas for some meditation and relaxation. Welcoming “Kumani Booty” to his studio, Michael…

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…

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 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…

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,…

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 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…

“Hard Candy” is Robby D’s tribute to gorgeous, young girls and their insatiable and deliciously naughty sex drive. From playgrounds and bubble gum to punk rock and high heels, Robby…

A masterpiece of cinematic eroticism shot entirely on HD, by leading female director, Celeste. Jesse Jane® explores the dark boundaries of slave and master and at her lovers request, she…

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…

Perverse and sinister eroticism, Devon Decadence is a sensual cinematic experience. Fetish and fashion reign as sexual doms and subs twiddle between planes of fantasy and reality weaving a wondrous…

Charlotte is not your average college student— she’s rich, she’s popular, and she’s the hottest virgin in town! After her best friend Deeana loses her virginity though, Charlotte can’t stop…

“Control” is a new line by director Robby D, shot entirely on HD. “Control” is harder, faster and edgier than anything Robby has directed before. A culmination of Robby D’s…

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….

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….

A fetish vignette unlike anything you’ve ever seen.

Alex Blake has a thing for balls, the bigger the better. She rubs balloons against her perky tits in the bathroom as she fantasizes about a cock going balls deep…

Needing a few extra dollars to make it through the month, Misha Mynx starts a cleaning service. Hired by Kyle Mason to clean his stunning abode, she’s immediately impressed with…

A couple finds a vintage black & white film in the attic of the home that they just moved into. When they press play, they’re propelled back in time to…

Nothing gets Jade Nile in the mood quite like her happy place, a luscious jungle full of fun, adventure, and Alex Legend’s hard cock! Frolicking through the jungle, Jade comes…

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…

Everything was just fine in Adrian’s life. She was happily married with a good career and a fantastic home. She led a safe, secure, predictable, boring, mind-numbing existence. So her…

Posh Kitten plays tribute to the days of pin-ups and high-heeled honeys. The A-list cast pours sexuality across the screen with smoldering glances and steamy seductions resulting in mind blowing,…

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

Inside this mansion, the owner hides a secret treasure that both of these burglar goddesses want to get their hands on. Breaking their way in, they discover together that their…

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….

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 –…

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….

Janine’s first interracial and NO CONDOM scene!

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…

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…

“Jesse Jane: All-American Girl” tells the fun and provocative story of a popular girl, coming of age in prep school. She playfully embraces her sexuality in a delicious tale of…