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…
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 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….
When Jackson breaks up with his significantly younger girlfriend Kennedy, she’s furious – what could this older woman possibly have that she doesn’t?! After looking into Laura on social media,…
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…
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….
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…
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…
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…
Little Red Rider journeys through the woods to bring her grandmother some goodies. Sadly, however, Little Red Rider arrives to find her grandmother left for dead. With the aid 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….
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…
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…
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…
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…
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…
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 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….
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…
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 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…
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 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….
Violet Rain wants nothing more than to have a stranger’s cock in her tight pussy. She leaves a posting online requesting a stranger’s visit and Damon Dice is lucky enough…
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 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…
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….
It’s after midnight and Sarah Banks is home alone. She’s changing into her pjs when she hears someone downstairs. With her phone dead, Sarah has no choice but to grab…
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 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….
Van Wylde comes home and finds Kali Roses upset. He rushes over to check on her and she pushes him away. Van Wylde rubs Kali’s shoulders trying to reassure her…
