NostalgiaFapping

Kimberley Conrad(Hefs ex wife) - Miss January 1988 Playboy Playmate of the month & 1989 Playboy Playmate of the Year.

NostalgiaFapping

33

Adele Stephens. 1990s

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407

Kayden Kross rocking a French maid outfit. 2008

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163

2008 Harmony Rose

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41

Hanna Hilton & Meggan Mallone. 2008

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252

Devon performing a striptease in the "Virtual Sex With Devon" interactive DVD. (2001)

NostalgiaFapping

88

Jenna Haze. 2000s

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194

Michelle Monaghan strips out of her little Santa dress in Kiss Kiss Bang Bang. 2005

NostalgiaFapping

134

Holly Halston had a body built for sex. She was my favorite MILF porn star. (2008)

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111

Keisha (1980s)

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106

Lela Star. Barely Legal 18th Birthday. 2006

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326

Tera Patrick. 2000s

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171

Ava Addams was so hot ten years ago. She was basically a Petra Verkaik lookalike who did hardcore porn. What a body! (2013)

NostalgiaFapping

707

Jenna Haze gets North Poled. 2001

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67

Rosie Jones strips for Christmas (sound in redgifs link). 2012

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238

Sophie Moone (2006)

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31

Betty Gilpin. Nurse Jackie. 2013

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91

Tori Welles. Night Trips. 1989

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219

Kendall Brooks. 2006

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138

Pamela Anderson. Barb Wire. 1996

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215

Roberta Pedon (1970s)

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218

Gauge and Kianna Dior. 2001. North Pole 27

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15

Eva Green. The Dreamers. 2003

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44

Melissa Lauren, circa 2004

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164

Pamela Anderson 1990s

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188

Lucy Pinder and Michelle Marsh (2000s)

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241

Raquel Darrian. Absolutely stunning, one of the most beautiful girls in porn history. A bit dull though 1990s

NostalgiaFapping

599

Irish babe Tiffany Walker from WST 7 (1996)

NostalgiaFapping

67

Francesca Le & Shayla LaVeaux. When MILFs Attack. 2008

NostalgiaFapping

10

Nikki Nova discusses her oral technique with Danni Ashe (sound in redgifs link). 2000s

NostalgiaFapping

92

Jo Guest finally plays sink the pink. 1990s

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82

Jo Guest. 1990s

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16

Tabatha Cash gets the Peter North treatment in Anal Delights. 1993

NostalgiaFapping

87

Legendary Playboy model Petra Verkaik in an advertisement for a phone sex hotline (1990s)

NostalgiaFapping

245

Devon in her first porn movie, "New Breed" by Jules Jordan (1998)

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130

Tasha Reign (2012)

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76

Celeste (1990s)

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57

Priscilla Wright. Playboy March 1966. Kind of a Lily Allen vibe

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135

Stoya. Power Fuck. 2011. She was and still is, absolutely fucking gorgeous.

NostalgiaFapping

30

Nikki Benz and Shyla Stylez jerking a big load out of Julian Rios at the end of a hot threesome scene. (2007)

NostalgiaFapping

16

Sasha Grey in The Girl Next Door 2 (2006)

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44

"Interactive Sin" was the DVD where Monique Alexander finally took the plunge into boy/girl hardcore. Before this she was a softcore-only model and actress. (2004)

NostalgiaFapping

440

Amy Reid (2000s)

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60

Devon showing off her big tits and pretty pussy back when she was a Vivid Girl. (2000)

NostalgiaFapping

342

Dani Daniels and Emily Addison. Naked Luao. 2011

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298

Young Nicole Aniston starts riding an amateur guy, and he enjoyed it so much he came before he was supposed to. (2011)

NostalgiaFapping

1131

Francine Dee. Home Improvement. 2000s

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11

Elisha Cuthbert. The Girl Next Door. 2004

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212

Veronica Zemanova (2000s)

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84

2008 Claire Adams

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106

Julia Ann as a brunette (2000s)

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55

Eufrat. 2000s

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13

Jenna Jameson. 2000s

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221

Lichelle Marie was so hot: tall, tanned, toned, long legs, big fake tits, and she even had a pretty smile. Too bad her porn career only lasted from 2007 to 2009.

NostalgiaFapping

98

Alley Baggett. 2000s

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127

Lanny Barbie. Gorgeous. Wild. Unforgettable. Upr Class 2 (2005)

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220

Ashlynn Brooke. 2007

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79

Asia Carrera was beyond beautiful and a porn legend (and yes, a member of MENSA). Here she is taking a rare anal and facial as she and Kim Chambers take on Tom Byron in Cumback Pussy 6. 1997

NostalgiaFapping

69

Sarah Michelle Gellar in "Harvard Man" (2001)

NostalgiaFapping

22

Naomi Russell, circa 2009

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57