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Shannon Elizabeth Playboy 1999

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Gillian Anderson from a photoshoot during her early X-Files days.

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Kathy Ireland and Elle Macpherson

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Christina Aguilera

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Eva Mendes

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Was a huge fan of Raven Riley back in the day

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Tyra Banks in her absolute prime in 1997 made me aware of my love for big voluptuous breasts

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Christina Aguilera from 2007

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Elvira. Mistress of the macabre and queen of cleavage

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Kirsten Dunst

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Jennifer Garner in her Alias days

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My childhood and a classic wank material

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Alison Angel

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Alyson Hannigan

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Jenny McCarthy first Playboy spread in 1993

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Nanny Fine.

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Elvira

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Carrie Fisher in "Return of the Jedi." Many kittens died to bring us this image.

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Janet Lupo, Playboy's Miss November 1975. Her 38DDD boobs are believed to be the largest of any Playmate is the history of the magazine.

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Anna Nicole Smith

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Nikki Fritz and Larissa McComas. I nearly died when this photo shoot came out.

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Shannon Elizabeth

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Terry Farrell

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Prime Dime Christina Aguilera

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Cindy Crawford - Herb Ritts nude (1998)

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Jane Lubeck

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Connie Carter

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Catherine Belle was the only reason I watched JAG growing up

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Erika Eleniak

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Geri Halliwell hosing herself

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Gianna, one of the greats

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Ruth Gordon (page 3 girl)

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Hanna Hilton

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Tera Patrick

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Charlize Theron

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Carrie Fisher in her iconic outfit

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Sophia Vergara

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Vida Guerra

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Keeley Hazell

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Jo Guest [English nude model 1990's - 2000's]

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Erika Eleniak

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Candice Swanepoel

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Aimee Sweet (fashion & nude model)

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Josie Maran [model from 2002-2008]

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In 1997 Titanic became the highest-grossing movie ever, South Park premiered, I was addicted to Goldeneye 007 on the Nintendo 64, and Victoria Silvstedt was Playmate of the Year.

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I never get tired of jerking to Elvira

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Carmen Electra.

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That was really hot ?

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Pre-boobjob Carmen Electra was still pretty hot

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Marina Sirtis always made me think dirty thoughts on Star Trek TNG

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Helen Mirren in "Savage messiah", 1972

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Kates Playground circa 2004

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Penelope Cruz (1992)

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Torrie Wilson in Playboy 2003

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Veronica zemanova 2000s

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Angelina Jolie in Foxfire (1996)

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XTINA aka Christina Aguilera (2003)

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Sable 1998

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Suzee Slater-Chopping Mall 1986

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Vida Guerra, 2003

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