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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, ...
Cast:
- Julia Ann,
- Delilah Strong,
- Tiffany Hopkins,
- Isabella,
- Taryn Thomas,
- Zoe Britton,
- Chase Dasani,
- Chris,
- Eric,
- Lee
Studio: Series: Director:
Category:
My First Porn is a comical sex spectacle of Jack directing his first porn movie. In Volume 2, Devon gets down and she gets dirty. It's hot, it's messy and you don't want to miss ...
Cast:
- Devon,
- Eva Angelina,
- Carmen,
- Rita Faltoyano,
- Jasmine Byrne,
- Andrea Moranti,
- Tommy Gunn,
- Scott Nails
Studio: Series: Director:
Category:
More D-Cups Are Waiting For You To Unload On!
This show is full of 2-many delicious babes, 2-many horny humpers, and 2-many big boobies bursting out of their bras, just the way you like. I ...
Cast:
- Krystal Steal,
- Jada Fire,
- Sara Stone,
- Sophia Gently,
- Rebecca Love,
- Scott Nails,
- Marco Duato,
- Erik Everhard
Studio: Series: Director:
Category:
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 Jack vote for one of their amazingly anal delights? Does Sara stand a chance of winning with her delectable titty-fuck ...
Cast:
- Brooke Haven,
- Jamie Elle,
- Michelle Maylene,
- Brandy Talore,
- Sara Stone,
- Chris Charming,
- Scott Nails,
- Evan Stone
Studio: Series: Jack's Teen America Mission Director:
Category:
All models were 18 years or older at the time photos or videos were taken.
Guaranteed Big!
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! Some suck, some fuck and some take it up the ass but they ALL get naked and show ...
Cast:
- Teagan Presley,
- Naomi,
- Georgia Peach,
- Faith Leon,
- Charlotte Stokely,
- Mick Blue,
- Marco Banderas,
- Jerry
Studio: Series: Director:
Category:
- All Sex •
- Big Butt •
- Blu-Ray
'Jack is back with another excellent show focusing on girls with impressive D-cups. There is plenty of titty fucking and pussy pounding for all big tit lovers out there. Pick up a towel and get ready for the big ...
Cast:
- Danielle Derek,
- Kinzie Kenner,
- Shannon Kelly,
- Carly Kaleb,
- Gianna Michaels,
- Scott Nails,
- Christian XXX,
- Jerry
Studio: Series: Director:
Category:
Analizar Esto Maricon did I just speak Spanish?
Stop hitting me asshole!
I can't believe Montel is a short Black-Xican, but I like him!
'Playful, powerful and supremely sexual - a revolutionary series in ...
Cast:
- Austin Kincaid,
- McKenzie Lee,
- Aidan Layne,
- Annmarie Michelle,
- Tory Lane,
- Sofie Paris,
- Scott Nails,
- Kevin Kline,
- Richard Raymond
Studio: Series: Director:
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Starring Sophia Santi and Lacie Hart!
Cast:
- Sophia Santi,
- Lacie Heart,
- Alexis Love,
- Micah Moore,
- Selina Draagen,
- Veronique Vega,
- Scott Nails,
- Ben English,
- Jean Val Jean,
- Marco
Studio: Series: Director:
Category:
Starring Teagan Presley!
Real Girls Uncensored!
Cast:
- Teagan Presley,
- Audrey Bitoni,
- Kapri Styles,
- Alexis Love,
- Maya Hills,
- Marco Banderas,
- Chris Charming,
- Scott Nails,
- Jerry
Studio: Series: Director:
Category:
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, ...
Cast:
- Jelena Jensen,
- Jenaveve Jolie,
- Rita Faltoyano,
- Taryn Thomas,
- Marlena,
- Renee Richards,
- Chris Charming,
- Scott Nails,
- Marco Duato
Studio: Director:
Category:
Starring Shay Jordan!
Jack's casting again! This time he's looking for leg models... sexy, leggy vixens who want to be in fresh, up and coming music videos. In the second volume, Digital Playground's contract star, Shay Jordan shows she is perfect from ...
Cast:
- Shay Jordan,
- Cayton Caley,
- Jaylnn West,
- Hannah Harper,
- Diana Doll,
- Mick Blue,
- Scott Nails,
- Tommy Gunn
Studio: Series: Director:
Category:
Teagan is Back!
Cast:
- Teagan Presley,
- McKenzie Lee,
- Carmen,
- Tiffany Hopkins,
- Jazmin,
- Chris Charming,
- Jean Val Jean,
- Kurt Lockwood,
- Marco Duato,
- Scott Nails
Studio: Series: Jack's Teen America Mission Director:
Category:
All models were 18 years or older at the time photos or videos were taken.
Guaranteed Big!
Big, Hot, and Kinky!
More Cushion For The Pushin'!
Cast:
- Naomi,
- Candy Manson,
- Cassandra Cruz,
- Gianna Michaels,
- Kapri Styles,
- Scott Nails,
- Jerry,
- Trent,
- Evan Stone
Studio: Series: Director:
Category:
- All Sex •
- Big Butt •
- Blu-Ray
Cast:
- Teagan Presley,
- Kinzie Kenner,
- Shyla Stylez,
- Alexis Love,
- Whitney Stevens,
- Jerry,
- Scott Nails
Studio: Series: Director:
Category:
Starring Naomi!
All the screamin' hot sex in Digital Playground's award winning Jack's Playground series are now shot in POV perspective for your ultimate enjoyment. In Jack's new POV Playground, YOU will get the best action, the most delicious tease and ...
Cast:
- Naomi,
- Daisy Marie,
- Jada Fire,
- Michelle Maylene,
- Brianna Beach,
- Tommy Gunn,
- James Deen,
- Marco Banderas
Studio: Series: Director:
Category:
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