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2012 | Digital Playground | Runtime: 1h 44min | Series: Robby D
Jack's Playground 37
2008 | Digital Playground | Runtime: 1h 33min | Series: Robby D
![Whore It Up Whore It Up](https://cdn.adultfilmindex.com/storage/movies/797/134797_front.jpg)
Whore It Up
2009 | Digital Playground | Runtime: 2h 1min | Series: Robby D
![Jack's Pov 15 Jack's Pov 15](https://cdn.adultfilmindex.com/storage/movies/369/136369_front.jpg)
Jack's Pov 15
2009 | Digital Playground | Runtime: 2h 19min | Series: Jack's Pov
![Jack's Playground 16 Jack's Playground 16](https://cdn.adultfilmindex.com/storage/movies/497/203497_front.jpg)
Jack's Playground 16
2004 | Digital Playground | Runtime: 1h 34min | Series: Jack's Playground
Jack's Teen America: Mission 9
2005 | Digital Playground | Runtime: 2h 0min | Series: Jack's Teen America: Mission
![Jack's Playground 26 Jack's Playground 26](https://cdn.adultfilmindex.com/storage/movies/693/189693_front.jpg)
Jack's Playground 26
2004 | Digital Playground | Runtime: 1h 51min | Series: Jack's Playground
Jack's Playground 5
2003 | Digital Playground | Runtime: 1h 47min | Series: Jack's Playground
![Jack's Playground 14 Jack's Playground 14](https://cdn.adultfilmindex.com/storage/movies/942/205942_front.jpg)
Jack's Playground 14
2004 | Digital Playground | Runtime: 1h 31min | Series: Jack's Playground
![Jack's Playground 12 Jack's Playground 12](https://cdn.adultfilmindex.com/storage/movies/957/207957_front.jpg)
Jack's Playground 12
2004 | Digital Playground | Runtime: 1h 24min | Series: Jack's Playground
![Jack's Playground 11 Jack's Playground 11](https://cdn.adultfilmindex.com/storage/movies/419/209419_front.jpg)
Jack's Playground 11
2004 | Digital Playground | Runtime: 1h 24min | Series: Jack's Playground
![Jack's Playground 9 Jack's Playground 9](https://cdn.adultfilmindex.com/storage/movies/853/211853_front.jpg)
Jack's Playground 9
2004 | Digital Playground | Runtime: 1h 38min | Series: Jack's Playground
Squeeze
2011 | Digital Playground | Runtime: 1h 50min
Jack's Playground 35
2007 | Digital Playground | Runtime: 2h 1min | Series: Jack's Playground
![Jack's Redhead Adventure Jack's Redhead Adventure](https://cdn.adultfilmindex.com/storage/movies/386/801386_front.jpg)
Jack's Redhead Adventure
2008 | Digital Playground | Runtime: 2h 15min | Series: Robby D
Jack's Teen America 3
2004 | Digital Playground | Runtime: 2h 0min | Series: Robby D
Jack's Playground 33
2007 | Digital Playground | Runtime: 1h 46min | Series: Jack's Playground
Jack's Playground 29
2005 | Digital Playground | Runtime: 1h 49min | Series: Jack
![Jack's Playground 32 Jack's Playground 32](https://cdn.adultfilmindex.com/storage/movies/358/810358_front.jpg)
Jack's Playground 32
2006 | Digital Playground | Runtime: 1h 47min | Series: Jack's Playground
Jack's Playground 30
2005 | Digital Playground | Runtime: 1h 41min | Series: Jack
Jack's Playground 31
2006 | Digital Playground | Runtime: 1h 59min | Series: Jack's Playground
Jack's My First Porn 5
2006 | Digital Playground | Runtime: 1h 38min | Series: My First Porn
![Pornstar Confessions Pornstar Confessions](https://cdn.adultfilmindex.com/storage/movies/799/65799_front.jpg)
Pornstar Confessions
2017 | Digital Playground | Runtime: 2h 55min
![Breast In The West Breast In The West](https://cdn.adultfilmindex.com/storage/movies/489/67489_front.jpg)