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Relevance Playboy Playmate 00s Pics

28 50 1
Kara Monaco, Miss June 2005 and Playmate of the Year
Kara Monaco, Miss June 2005 and Playmate of the Year
00S Babes Big Tits
25 29 0
Carmella DeCesare, Miss April 2003 and Playmate of the Year
Carmella DeCesare, Miss April 2003 and Playmate of the Year
00S Brunette Plaid Skirt
25 22 0
Brande Nicole Roderick, Miss April 2000 and Playmate of the Year
Brande Nicole Roderick, Miss April 2000 and Playmate of the Year
00S Ass Blonde
22 21 0
Kara Monaco, Miss June 2005 and Playmate of the Year
Kara Monaco, Miss June 2005 and Playmate of the Year
00S Big Tits Blonde
17 13 0
Dalene Kurtis, Miss September 2001 and Playmate of the Year
Dalene Kurtis, Miss September 2001 and Playmate of the Year
00S Blonde Playboy
12 16 0
Christina Santiago, Miss August 2002 and Playmate of the Year
Christina Santiago, Miss August 2002 and Playmate of the Year
00S August Babes
12 15 0
Jayde Nicole, Miss January 2007 and Playmate of the Year
Jayde Nicole, Miss January 2007 and Playmate of the Year
00S Brunette Playboy
13 10 0
Hope Dworaczyk, Miss April 2009 and Playmate of the Year
Hope Dworaczyk, Miss April 2009 and Playmate of the Year
00S Bra Brunette
14 9 0
Tiffany Fallon, Miss December and Playmate of the Year
Tiffany Fallon, Miss December and Playmate of the Year
00S Brunette Landing Strip
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11 9 0
Ida Ljungqvist, Miss March 2008 and Playmate of the Year
Ida Ljungqvist, Miss March 2008 and Playmate of the Year
00S Big Tits Ebony
4 3 0
Christina Santiago, Miss August 2002 and Playmate of the Year
Christina Santiago, Miss August 2002 and Playmate of the Year
00S Latina Playboy
78 151 0
Neferteri Shepherd, Miss July 2000
Neferteri Shepherd, Miss July 2000
00S Bellychain Big Tits
65 96 0
Carol & Darlene Bernaola, Misses January 2000
Carol & Darlene Bernaola, Misses January 2000
00S Latina Playboy
45 75 1
Amber Campisi, Miss February 2005
Amber Campisi, Miss February 2005
00S Big Tits Brunette
41 76 0
Kimberley Stanfield, Miss July 2001
Kimberley Stanfield, Miss July 2001
00S Big Tits Blonde
41 51 0
Divini Rae, Miss November 2003
Divini Rae, Miss November 2003
00S Babes Big Tits
34 45 0
Nicole Marie Lenz, Miss March 2000
Nicole Marie Lenz, Miss March 2000
00S Landing Strip Playboy
30 48 0
Irina Voronina, Miss January 2001
Irina Voronina, Miss January 2001
00S Big Tits Blonde
37 38 0
Lindsay Wagner, Miss November 2007
Lindsay Wagner, Miss November 2007
00S Big Tits Blonde
33 38 0
Rebecca Ramos, Miss January 2003
Rebecca Ramos, Miss January 2003
00S Big Tits Brunette
30 40 0
Laurie Fetter, Miss May 2003
Laurie Fetter, Miss May 2003
00S Ass Big Tits
29 31 0
Miriam Gonzalez, Miss March 2001
Miriam Gonzalez, Miss March 2001
00S Big Tits Brunette
23 37 0
Shannon Stewart, Miss June 2000
Shannon Stewart, Miss June 2000
00S Big Tits Brunette
29 29 0
Juliette Fretté, Miss June 2008
Juliette Fretté, Miss June 2008
00S Big Tits Blonde
26 32 0
Katie Lohmann, Miss April 2001
Katie Lohmann, Miss April 2001
00S Big Tits Blonde
17 38 1
Neferteri Shepherd, Miss July 2000
Neferteri Shepherd, Miss July 2000
00S Ebony Landing Strip
26 28 0
Courtney Rachel Culkin, Miss April 2004
Courtney Rachel Culkin, Miss April 2004
00S April Big Tits
24 29 0
Hiromi Oshima, Miss June 2004
Hiromi Oshima, Miss June 2004
00S Asian Landing Strip
22 32 0
Nichole Van Croft, Miss October 2000
Nichole Van Croft, Miss October 2000
00S Big Tits Blonde
20 32 0
Suzanne Stokes, Miss February 2000
Suzanne Stokes, Miss February 2000
00S Big Tits Blonde
30 21 0
Heather Carolin, Miss April 2002
Heather Carolin, Miss April 2002
00S Ass Playboy
22 25 0
Karissa and Kristina Shannon, Miss July and Miss August 2009
Karissa and Kristina Shannon, Miss July and Miss August 2009
00S Blonde Playboy
25 22 0
Nicole Whitehead, Miss May 2004
Nicole Whitehead, Miss May 2004
00S Blonde Playboy
24 23 0
Teri Harrison, Miss October 2002
Teri Harrison, Miss October 2002
00S Blonde Playboy
19 28 0
Brooke Berry, Miss May 2000
Brooke Berry, Miss May 2000
00S Big Tits Brunette
20 26 0
Lauren Michelle Hill, Miss February 2001
Lauren Michelle Hill, Miss February 2001
00S Ass Brunette
25 20 0
Charis Boyle, Miss February 2003
Charis Boyle, Miss February 2003
00S Big Tits Blonde
21 23 0
Cassandra Lynn, Miss February 2006
Cassandra Lynn, Miss February 2006
00S Big Tits Blonde
22 21 1
Crystal Harris, Miss December 2009
Crystal Harris, Miss December 2009
00S Big Tits Blonde
17 26 0
Dasha Astafieva, Miss January 2009
Dasha Astafieva, Miss January 2009
00S Brunette Playboy
21 22 0
Tina Jordan, Miss March 2002
Tina Jordan, Miss March 2002
00S Big Tits Blonde
18 24 0
Grace Kim, Miss November 2008
Grace Kim, Miss November 2008
00S Asian Playboy
21 21 0
Anka Romensky, Miss February 2002
Anka Romensky, Miss February 2002
00S Ass Blonde
15 26 0
Cara Michelle, Miss December 2000
Cara Michelle, Miss December 2000
00S Airplane Babes
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17 25 0
Janine Habeck, Miss September 2006
Janine Habeck, Miss September 2006
00S Big Tits Brunette
18 22 0
Spencer Scott, Miss October 2007
Spencer Scott, Miss October 2007
00S Big Tits Blonde
17 23 0
Crista Nicole, Miss May 2001
Crista Nicole, Miss May 2001
00S Big Tits Blonde
20 16 0
Stephanie Glasson, Miss July 2004
Stephanie Glasson, Miss July 2004
00S Big Tits Blonde
11 23 0
Valerie Mason, Miss September 2008
Valerie Mason, Miss September 2008
00S Ballerina Big Tits
18 15 0
Lani Todd, Miss December 2002
Lani Todd, Miss December 2002
00S Ass Blonde
16 17 0
Summer Altice, Miss August 2000
Summer Altice, Miss August 2000
00S Brunette Landing Strip
16 16 0
Kia Drayton, Miss December 2006
Kia Drayton, Miss December 2006
00S Ebony Landing Strip
15 17 0
Lauren Anderson, Miss July 2002
Lauren Anderson, Miss July 2002
00S Blonde Lingerie
18 13 0
Tamara Witmer, Miss August 2005
Tamara Witmer, Miss August 2005
00S Big Tits Blonde
15 16 0
Marketa Janska, Miss July 2003
Marketa Janska, Miss July 2003
00S Blonde Landing Strip
13 17 0
Miriam Gonzalez, Miss March 2001
Miriam Gonzalez, Miss March 2001
00S Big Tits Brunette
12 18 0
Cara Zavaleta, Miss November 2004
Cara Zavaleta, Miss November 2004
00S Babes Bar
14 16 0
Lindsay Wagner, Miss November 2007
Lindsay Wagner, Miss November 2007
00S Blonde Playboy
20 9 0
Regina Deutinger, Miss April 2008
Regina Deutinger, Miss April 2008
00S Ass Blonde
14 14 0
Kimberly Phillips, Miss September 2009
Kimberly Phillips, Miss September 2009
00S Brunette Playboy
12 16 0
Sandra Nilsson, Miss January 2008
Sandra Nilsson, Miss January 2008
00S Brunette Playboy
13 14 0
Monica Leigh, Miss March 2006
Monica Leigh, Miss March 2006
00S Big Tits Brunette
9 16 1
Deisy and Sarah Teles, Misses December 2003
Deisy and Sarah Teles, Misses December 2003
00S Babes Big Tits
9 16 0
Kelley Thompson, Miss Novebmer 2009
Kelley Thompson, Miss Novebmer 2009
00S Ass Brunette
9 15 0
Brittany Binger, Miss June 2007
Brittany Binger, Miss June 2007
00S Brunette Panties
14 11 0
Heather Rene Smith, Miss February 2007
Heather Rene Smith, Miss February 2007
00S Big Tits Blonde
13 12 0
Alison Waite, Miss May 2006
Alison Waite, Miss May 2006
00S Big Tits Brunette
12 13 0
Divini Rae, Miss November 2003
Divini Rae, Miss November 2003
00S Big Tits Blonde
8 17 0
Rebecca Ramos, Miss January 2003
Rebecca Ramos, Miss January 2003
00S Big Tits Brunette
11 14 0
Buffy Tyler, Miss November 2000
Buffy Tyler, Miss November 2000
00S Big Tits Brunette
12 12 0
Kelly Carrington, Miss October 2008
Kelly Carrington, Miss October 2008
00S Blonde Playboy
11 12 0
Holley Ann Dorrough, Miss April 2006
Holley Ann Dorrough, Miss April 2006
00S Ass Blonde
10 13 0
Athena Lundberg, Miss January 2006
Athena Lundberg, Miss January 2006
00S Blonde Landing Strip
11 12 0
Christine Smith, Miss December 2005
Christine Smith, Miss December 2005
00S Ass Playboy
11 12 0
Heather Spytek, Miss June 2001
Heather Spytek, Miss June 2001
00S Blonde Landing Strip
6 16 0
Krista Kelly, Miss April 2004
Krista Kelly, Miss April 2004
00S April Babes
12 10 0
Kimberley Stanfield, Miss July 2001
Kimberley Stanfield, Miss July 2001
00S Blonde Landing Strip
9 12 0
Jordan Monroe, Miss October 2006
Jordan Monroe, Miss October 2006
00S Brunette Playboy
12 9 0
Raquel Gibson, Miss November 2005
Raquel Gibson, Miss November 2005
00S Brunette Filipino
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10 11 0
Amber Campisi, Miss February 2005
Amber Campisi, Miss February 2005
00S Big Tits Blonde
10 11 0
Aliya Wolf, Miss February 2004
Aliya Wolf, Miss February 2004
00S Big Tits Brunette
8 12 0
Amanda Paige, Miss October 2005
Amanda Paige, Miss October 2005
00S Blonde Playboy
8 12 0
Scarlett Keegan, Miss September 2004
Scarlett Keegan, Miss September 2004
00S Ass Playboy
11 9 0
Krista Kelly, Miss April 2004
Krista Kelly, Miss April 2004
00S Brunette Landing Strip
11 9 0
Laurie Fetter, Miss May 2003
Laurie Fetter, Miss May 2003
00S Big Tits Blonde
6 13 0
Nicole Narain, Miss January 2002
Nicole Narain, Miss January 2002
00S Ebony Playboy
7 12 0
Cara Michelle, Miss December 2000
Cara Michelle, Miss December 2000
00S Big Tits Brunette
7 11 0
Patrice Hollis, Miss September 2007
Patrice Hollis, Miss September 2007
00S Big Tits Ebony
8 10 0
Luci Victoria, Miss September 2003
Luci Victoria, Miss September 2003
00S Big Tits Blonde
8 9 0
Stephanie Larimore, Miss June 2006
Stephanie Larimore, Miss June 2006
00S Big Tits Brunette
10 7 0
Audra Lynn, Miss October 2003
Audra Lynn, Miss October 2003
00S Blonde Playboy
6 11 0
Christi Shake, Miss May 2002
Christi Shake, Miss May 2002
00S Big Tits Blonde
7 9 0
Jennifer Walcott, Miss August 2001
Jennifer Walcott, Miss August 2001
00S August Bisexual
9 7 0
Courtney Rachel Culkin, Miss April 2005
Courtney Rachel Culkin, Miss April 2005
00S Big Tits Blonde
7 8 0
Destiny Davis, Miss January 2005
Destiny Davis, Miss January 2005
00S Ass Blonde
8 8 0
Jennifer Walcott, Miss August 2001
Jennifer Walcott, Miss August 2001
00S Big Tits Blonde
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