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Year 1999 Archive — Digital PDF Downloads Available Now

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Penthouse Jan 1999
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Penthouse Letters January 1999
Features
Covergirl & Centerfold Tracy Photographed by Suze Randall
Plus: The Story Of The Fleeing Lass With The Delicate Ass
The Scandalous Poolhouse Hymen Party
The Penthouse Files
Penthouse Feb 1999
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Penthouse Letters February 1999
Features
Covergirl & Centerfold Candy Photographed by Suze Randall
Letter Of The Month
The Nasty Secretary
Over The Top
Penthouse Mar 1999
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Penthouse Letters March 1999
Features
Covergirl Photographed by Carl Wachter (Not Nude)
Very Big
Erotic Photography
Letter Of The Month
Penthouse Apr 1999
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Penthouse Letters April 1999
Features
Covergirl Photographed by Carl Wachter
Someone's Watching
Three For All
Swinging & Swapping
Penthouse May 1999
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Penthouse Letters May 1999
Features
Covergirl & Centerfold Marina Photographed by Stephen Hicks
The Long Slow One
Persuit & Capture
Regards Home
Penthouse Jun 1999
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Penthouse Letters June 1999
Features
Covergirl & Centerfold Lady In Waiting Photographed by Suze Randall
Pick Me Up
Penthouse Files
Suck A What?
Penthouse Jul 1999
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Penthouse Letters July 1999
Features
Covergirl Photographed by Carl Wachter
I'm Ready So Come On In
Mixed Nuts
Three For All
Penthouse Aug 1999
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Penthouse Letters August 1999
Features
Covergirl Photographed by Suze Randall (Not Nude)
Sylvia Saint Naked
"April Goes Deeper"
Booty Time
Penthouse Sep 1999
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Penthouse Letters September 1999
Features
Penthouse Letters September 1999
Fun & Games by Carmen Ficarra
Brandy Ledford Nude
Letter of the Month: The Perfect Stranger
Penthouse Oct 1999
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Penthouse Letters October 1999
Features
Covergirl Photographed by Carl Wachter (Not Nude)
Size Isn't Everything - It's The Only Thing And Big Is Best
Serendipity
Salutations
Penthouse Nov 1999
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Penthouse Letters November 1999
Features
Covergirl Photographed by Earl Miller
Someone's Watching: Keeping an eye on the action
White Does Black: Believe everything you've heard about black cock
Black Does White: Come to the wild side and live out your darkest fantasies
Penthouse Dec 1999
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Penthouse Letters December 1999
Features
Covergirl Photographed by Carl Wachter
Grown-Ups Only
Different Stokes
Someone's Watching
Penthouse Hol 1999
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Penthouse Letters Holiday 1999
Features
Covergirl Photographed by Carl Wachter
Over The Top
Pursiut & Capture
Different Strokes
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