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Jacks Playground 9 2016 Description Betty Sue, Bunny Luv, Devon Michaels, Katsuni, Kimberly Kane, Rita G., Shawnie, Jaqueline, Eric Masterson, Lee Stone Cumshots, Facials, Gonzo Robby D. Digital Playground Jack's Playground is a collection of Jack's personal videos, homemade in Santa Monica...

Jacks Playground 8 2004 Description Corina Taylor, Delilah Stone, Dominica Leoni, Jelena Jensen, Jesse Jane, Lonnie, Martina, Penny Flame, Sophia, Sophia Gently, Barrett Blade, Eric Masterson, Sergio Suarez Gonzo Robby D. Digital Playground Jack's Playground is a collection of Jack's personal...

Jacks Playground 7 2003 Description Avery Adams, Bad Girl Friday, Breanne Benson, Cherokee, Dana Vespoli, Monica Mendez, Temptation, Barrett Blade, Ben English, Eric Masterson, Lee Stone Gonzo Robby D. Digital Playground Montel the Stunt Cock sez: "Dis one gots loads of juicy treats fo all...

Jacks Playground 6 2004 Description Autumn Austin, Demi Marx, Isabella Camille, Jelena Jensen, Jessi, Lil Miss Kitty, Mason Storm, Barrett Blade, Eric Masterson, Evan Stone, Joey Ray Gonzo, Masturbation, Solo Girls Robby D. Digital Playground Jack's Playground is a collection of Jack's...

Jacks Playground 5 2004 Description Haley Paige, Holly Hollywood, Jamie Brooks, Jana Cova, Jelena Jensen, Lexi Mathews, Michelle B., Monica Mendez, Tanya James, Ben English, Eric Masterson, Kid Vegas, Kyle Stone Comedy, Gonzo, Plot Oriented Robby D. Digital Playground Get ready for the 5th...

Jacks Playground 4 2003 Description Ariana Jollee, Ava Devine, Cynthia Pendragon, Jamie Lynn, Jelena Jensen, Katie Kaliana, Sara Jordan, Barrett Blade, Eric Masterson, J.J., Joel Lawrence, Kris Slater, Lee Stone Appearance, Big Tits, Gonzo Robby D. Digital Playground Jack's Playground is a...

Jacks Playground 3 2003 Description Alicia Rhodes, Alyssa Lovelace, Bobbi Eden, Diana Doll, Jessica Jaymes, Monica Mendez, Monica Sweetheart, Sylvia, Tylar Lee, Barrett Blade, Eric Masterson, Tyce Bune Gonzo Robby D. Digital Playground Jack is really busy casting for music videos and he's...

Jacks Playground 2 2003 Description Alyssa Lovelace, August Night, Belladonna, Brooke Banner, Kelle Marie, Lonnie, Nika Blond, Barrett Blade, Eric Masterson, Evan Stone, Tyce Bune Appearance, Gonzo, Popular with Women, Short Hair & Pixie Robby D. Digital Playground Jack be Nimble. Jack be...

Jacks Playground 1 2006 Description Alexis Silver, Amy Ried, Gina Lynn, Julia Ann, Nikki Benz, Rocki Roads, Shyla Stylez, Alec Metro, Ben English, Devin Wolf, Jay Fox, Scott Nails, Tommy Gunn Appearance, Big Tits, Gonzo, Niche, Tit Fucking Robby D. Digital Playground Jack is really busy...

Jacks Playground 35 2005 General Info Name: Jacks Playground 35 Candy Manson, Karlie Montana, Lexi Love, Lexxi Tyler, Mya Monroe, Ruby Knox, Teagan Presley, Chris Charming, Scott Nails 18+ Teens, Age, Anal, Appearance, Big Tits, Blondes, Gonzo, Masturbation, Solo Girls Robby D. Digital...

Jacks Playground 32 2005 General Info Name: Jacks Playground 32 Alexis Silver, Brooke Haven, Flower Tucci, Jelena Jensen, Michelle Maylene, Sophia Santi, Chris Charming, Jay Fox, Jerry Kovak, Scott Nails Comedy, Gonzo, Plot Oriented Robby D. Digital Playground Jack's Playground 32, features...

Jacks Playground 30 2005 General Info Name: Jacks Playground 30 Jelena Jensen, Jenaveve Jolie, Marlena Mercurio, Renee Richards, Rita Faltoyano, Taryn Thomas, Chris Charming, Marco Banderas, Scott Nails Comedy, Gonzo, Plot Oriented Robby D. Digital Playground Sweet N' Sticky! That's What She...

Jacks Playground 29 2006 General Info Name: Jacks Playground 29 Chase Dasani, Delilah Strong, Gianna Michaels, Isabella Camille, Julia Ann, Taryn Thomas, Tiffany Hopkins, Zoe Britton, Chris Charming, Eric Masterson, Lee Stone, Nacho Vidal, Scott Nails Cumshots, Gonzo Robby D. Digital...

Jacks Playground 28 2005 General Info Name: Jacks Playground 28 Katsuni, McKenzie Lee, Poppy Morgan, Teagan Presley, Terri Summers, Eric Masterson, Marco Banderas, Scott Nails Cumshots, Gonzo Robby D. Digital Playground Jack's Playground is a collection of Jack's personal videos, homemade in...

Jacks Playground 27 2005 General Info Name: Jacks Playground 27 Aidan Layne, Annmarie Michelle, Austin Kincaid, McKenzie Lee, Sophie Paris, Tory Lane, Kurt Lockwood, Richard Kline, Scott Nails Cumshots, Gonzo Robby D. Digital Playground Jack's Playground is a collection of Jack's personal...

Jacks Playground 24 2016 General Info Name: Jacks Playground 24 Bunny Luv, Jazmin, Jennifer Luv, Reina Leone, Sabina, Sarah Blake, Eric Masterson, Evan Stone, Lee Stone, Tommy Gunn Gonzo, Interracial Robby D. Digital Playground Jack's Playground is a collection of Jack's personal videos...

Jacks Playground 23 2004 General Info Name: Jacks Playground 23 Bunny Luv, Jenaveve Jolie, Montana Rae, Naudia Nyce, Smokie Flame, Venus Rising, Joey Ray, Pascal St. James, Tommy Gunn, Tony T. Appearance, Comedy, Gonzo, Plot Oriented, Redheads Robby D. Digital Playground Welcome back to...

Jacks Playground 22 2004 General Info Name: Jacks Playground 22 Betty Sue, Harmony Rose, Jackie Ashe, Jacqueline, Jade Hsu, Jenaveve Jolie, Melody Daily, Nicole, Pascal St. James, Tommy Gunn, Tony T. Comedy, Gonzo, Plot Oriented Robby D. Digital Playground Jack's Playground is a collection...

Jacks Playground 21 2005 General Info Name: Jacks Playground 21 Jade Hsu, Leah Marie, Leannella, Leili Koshi, Mackenzie Mack, Shay Lamar, Eric Masterson, Tommy Gunn Appearance, Big Tits, Blowjobs, Cumshots, Facials, Gonzo, Oral, Small Tits Robby D. Digital Playground Jack's Playground is a...

Jacks Playground 20 2005 General Info Name: Jacks Playground 20 Angel, Avery Adams, Bunny Luv, Joelean, Leannella, Tianna Lynn, Tiffany Taylor, Dale DaBone, Eric Masterson, Joey Ray Appearance, Comedy, Gonzo, Plot Oriented, Redheads Robby D. Digital Playground Jack's Playground is a...