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2011 | Digital Playground | Runtime: 2h 33min | Series: Robby D
Watching You
2011 | Digital Playground | Runtime: 2h 5min | Series: Robby D
Jack's Playground 37
2008 | Digital Playground | Runtime: 1h 33min | Series: Robby D
![Body Heat Body Heat](https://cdn.adultfilmindex.com/storage/movies/832/125832_front.jpg)
Body Heat
2010 | Digital Playground, Handheld Pictures | Runtime: 2h 19min | Series: Robby D
Jack's Playground 36
2007 | Digital Playground | Runtime: 2h 2min | Series: Robby D
Jack's Pov 17
2010 | Digital Playground | Runtime: 2h 17min | Series: Robby D
![Jesse Jane Playful Jesse Jane Playful](https://cdn.adultfilmindex.com/storage/movies/103/127103_front.jpg)
Jesse Jane Playful
2010 | Digital Playground, Handheld Pictures | Runtime: 2h 10min | Series: Robby D
Teenlicious
2010 | Digital Playground | Runtime: 2h 25min | Series: Robby D
![Dirty Me Dirty Me](https://cdn.adultfilmindex.com/storage/movies/030/126030_front.jpg)
Dirty Me
2010 | Digital Playground, Handheld Pictures | Runtime: 1h 28min | Series: Robby D
Audrey Sexual Freak 8
2008 | Digital Playground | Runtime: 1h 28min | Series: Celeste
![Deeper 9 Deeper 9](https://cdn.adultfilmindex.com/storage/movies/727/129727_front.jpg)
Deeper 9
2007 | Digital Playground | Runtime: 1h 59min | Series: Deeper
Jack's Pov 8
2007 | Digital Playground | Runtime: 1h 57min | Series: Jack's Pov
![Naked Aces 4 Naked Aces 4](https://cdn.adultfilmindex.com/storage/movies/080/130080_front.jpg)
Naked Aces 4
2008 | Digital Playground | Runtime: 1h 48min | Series: Robby D
Jack's Pov 7
2007 | Digital Playground | Runtime: 2h 15min | Series: Jack's Pov
![All Star Milfs All Star Milfs](https://cdn.adultfilmindex.com/storage/movies/993/130993_front.jpg)
All Star Milfs
2009 | Digital Playground | Runtime: 2h 37min
![Slut Worthy Slut Worthy](https://cdn.adultfilmindex.com/storage/movies/070/131070_front.jpg)
Slut Worthy
2010 | Digital Playground | Runtime: 2h 38min
![Deeper 8 Deeper 8](https://cdn.adultfilmindex.com/storage/movies/377/131377_front.jpg)
Deeper 8
2007 | Digital Playground | Runtime: 2h 4min | Series: Celeste
![Replacement Replacement](https://cdn.adultfilmindex.com/storage/movies/839/132839_front.jpg)
Replacement
2010 | Digital Playground | Runtime: 1h 19min | Series: Robby D
![Naked Aces 3 Naked Aces 3](https://cdn.adultfilmindex.com/storage/movies/276/133276_front.jpg)
Naked Aces 3
2008 | Digital Playground | Runtime: 1h 42min | Series: Naked Aces
![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
![Deeper 7 Deeper 7](https://cdn.adultfilmindex.com/storage/movies/289/136289_front.jpg)
Deeper 7
2007 | Digital Playground | Runtime: 1h 37min | 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 Leg Show 3 Jack's Leg Show 3](https://cdn.adultfilmindex.com/storage/movies/772/136772_front.jpg)
Jack's Leg Show 3
2007 | Digital Playground | Runtime: 1h 55min | Series: Jack's Leg Show
Pussyman 6: House Of Games
1994 | Digital Playground | Runtime: 1h 28min | Series: Pussyman
![Freshman Fantasies 5 Freshman Fantasies 5](https://cdn.adultfilmindex.com/storage/movies/150/243150_front.jpg)
Freshman Fantasies 5
1997 | Digital Playground | Runtime: 1h 59min | Series: Freshman Fantasies
Jack's Playground 23
2005 | Digital Playground | Runtime: 1h 23min | Series: Jack's Playground
Jack's Playground 21
2005 | Digital Playground | Runtime: 1h 25min | Series: Jack's Playground
![Jack's Playground 20 Jack's Playground 20](https://cdn.adultfilmindex.com/storage/movies/306/199306_front.jpg)
Jack's Playground 20
2005 | Digital Playground | Runtime: 1h 25min | Series: Jack's Playground
![Jack's Playground 18 Jack's Playground 18](https://cdn.adultfilmindex.com/storage/movies/238/201238_front.jpg)