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Displaying 1 - 20 of 277


Movies: Jack's Playground 37

Synopsis:

Jack is really busy casting for music videos and now he's landed Digital Playground's™ super fine contract star, Jesse Jane®. She fucks Ben English every which way in true gonzo style. Throughout Jack's Playground 37, you will enjoy similar sexcapades with Kelsey, Roxy, Jelena, Sue & Valentina We don't know what band is going to use the footage on MTV but we guarantee that all the bands are going to use the footage for something! True to Jack's good sense, there's a lot of tease and a lot of action and it's all entertaining! Forget professional; this volume is all about totally fuck-able chicks and lube. Go at it!

Cast:
Scott Nails, Sue Diamond, Ben English, Valentina Vaughn, Roxy DeVille, Chris Charming, Jelena Jensen, Kelsey Michaels, Eric Masterson, Jesse Jane
Production Company:
Digital Playground
Director:
Robby D.
Release Date:
April 24, 2008

Company News: Digital Playground's 'Jack's Playground 29' Is Introduced to Blu-ray July 23

Published: July 21, 2009

Julia Ann goes for a ride on Jack's Playground !

Movies: Jack's Playground™ 30

Synopsis:

p>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. As soon as Robby D saw a few video clips of real girls so thirsty for fame, they'd do anything, he immediately began working with Jack to format these video documentaries for public consumption. Volume 30 features a delicious young cast, tons of tease and ample amounts of intense, incredibly sexy and horny humping!

Cast:
Scott Nails, Rita Faltoyano, Marlena, Marco Duato, Jenaveve Jolie, Chris Charming, Jelena Jensen, Taryn Thomas, Renee Richards
Production Company:
Digital Playground
Director:
Robby D.
Release Date:
June 01, 2006

Movies: Jack's Playground 33

Synopsis:

Jack's Playground is a collection of Jack's personal films, homemade in Santa Monica, California showcasing his uncanny ability to persuade girls

Cast:
Scott Nails, Celeste Star, Tommy Gunn, Sara Stone (I), Devon (I), Renee Richards
Production Company:
Digital Playground
Director:
Robby D.
Release Date:
April 13, 2007

Movies: Jack's Playground: Asian Adventure 3

Synopsis:

Asian girls don't fuck around ... unless they're fucking around.

Cast:
Scott Nails, Tony DeSergio, Shay Jordan, Priva, Chris Charming, Jandi Lin, Maya Hills, Danny Mountain, Bella Ling
Production Company:
Digital Playground
Director:
Robby D.
Release Date:
May 05, 2009

Movies: Jack's Playground 36

Synopsis:

Jack is really busy casting for music videos and now he's landed Digital Playground's super fine contract star, Sophia Santi alongside Selina Draagen, Alyssa Chase, Carli Banks, Marlena, Christina Brooks and Holly Wellin. We don't know what band is going to use the footage on MTV but we guarantee that all the bands are going to use the footage for something! True to Jack's good sense, there's a lot of tease and a lot of action and it's all entertaining! Forget professional... this volume is all about totally fuckable chicks and lube. Go at it!

Cast:
Christina Brooks, Marlena, Holly Wellin, Selina Draagen, Sophia Santi, Alyssa Chase, Carli Banks
Production Company:
Digital Playground
Director:
Robby D.
Release Date:
December 13, 2007

Movies: Jack's Playground 19

Synopsis:

Fans of Jack won't be disappointed with this volume.

Cast:
Alexis Malone, Jada Fire, Joel Lawrence, Meagan, Charlie Laine, Makayla Cox, Others, Eric Masterson, Trina Michaels, Joey Ray
Production Company:
Digital Playground
Director:
Robby D.
Release Date:
May 01, 2005

Movies: Jack's Playground 15

Synopsis:

This one's strictly for Jack's regular fans.

Cast:
Emily Da Vinci, Dale DaBone, Jassie (I), Monique Alexander, Mick Blue, Jelena Jensen, Cole Conners, Michelle B., Eric Masterson, Crissy Moran, Maliyah Madison, Jake (I), Joey Ray
Production Company:
Digital Playground
Director:
Robby D.
Release Date:
January 01, 2005

Movies: Jack's Playground 38

Synopsis:

Cast:
Scott Nails, Leah Luv, Neveah, Teagan Presley, Roxy DeVille, Audrey Bitoni, Eric Masterson, Lacie Heart
Production Company:
Digital Playground
Director:
Robby D.
Release Date:
July 16, 2008

Movies: Jack's Playground 35

Synopsis:

Cast:
Scott Nails, Karlie Montana, Lexxi Tyler, Teagan Presley, Chris Charming, Ruby (I), Candy Manson, Lexi Love, Myah Monroe
Production Company:
Digital Playground
Director:
Robby D.
Release Date:
November 14, 2007

Movies: Jack's Playground 34

Synopsis:

Cast:
Courtney Cummz, Marco Banderas, Alicia Angel, Katsuni, Tiffany Rayne, Jerry (II), Tommy Gunn, Chris Charming, Kelly Kline, Eric Masterson, Alicia Alighatti
Director:
Robby D.
Release Date:
August 21, 2007

Movies: Jack's Playground 33

Synopsis:

Having big tits is like being the only kid in the neighborhood with access to their parent's car. Everybody wants a ride.

Cast:
Scott Nails, Riley Mason, Celeste Star, Jerry (II), Bree (I), Tommy Gunn, DeVaun, Sara Stone (I), Devon (I), Renee Richards, Jerry (I)
Production Company:
Digital Playground
Director:
Robby D.
Release Date:
April 01, 2007

Movies: Jack's Playground Asian Adventure

Synopsis:

Cast:
Scott Nails, Trent Soluri, Kaiya Lynn, Shay Jordan, Jazmine Leih, Sascha, Chris Charming, Cody Bangs, Mika Tan, Jamal Johnson, Evelyn Lin, Tia Tanaka
Production Company:
Digital Playground
Director:
Robby D.
Release Date:
February 01, 2007

Movies: Jack's Playground 32

Synopsis:

Cast:
Scott Nails, Jerry (II), Flower Tucci, Michelle Maylene, Sophia Santi, Brooke Haven, Alexis Silver, Chris Charming, Jelena Jensen, Jerry (I)
Director:
Robby D.
Release Date:
January 01, 2007

Movies: Jack's Playground 31

Synopsis:

Cast:
Scott Nails, Rocki Roads, Isabella Camille, Tommy Gunn, Devon (I), Taryn Thomas, Eric Masterson, Bianca Pureheart, Jana Cova, Jasmine Byrne
Production Company:
Digital Playground
Director:
Robby D.
Release Date:
September 01, 2006

Movies: Jack's Playground 29

Synopsis:

Cast:
Isabella Camille, Nacho Vidal, Delilah Strong, Robby D., Chris Charming, Julia Ann, Taryn Thomas, Eric Masterson, Zoe Britton, Lee Stone, Tiffany Hopkins, Chase Dasani
Production Company:
Digital Playground
Director:
Robby D.
Release Date:
June 01, 2006

Movies: Jack's Playground 28

Synopsis:

Cast:
Scott Nails, Poppy Morgan, Teagan Presley, Katsuni, Marco Duarto, McKenzie Lee, Eric Masterson, Terri Summers
Director:
Robby D.
Release Date:
April 01, 2006

Movies: Jack's Playground 27

Synopsis:

Cast:
Scott Nails, Ann Marie Michelle, Aidan Layne, Austin Kincaid, Kurt Lockwood, Kevin Kline, McKenzie Lee, Richard Raymond, Sofie Paris
Production Company:
Digital Playground
Director:
Jack (I)
Release Date:
February 01, 2006
Displaying 1 - 20 of 277
 


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