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Hustler January 1999
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Hustler January 1999
Covergirl
Unknown (Nude inside) Features
Leaders Of The Crack: The 50 Most Influential People In Porn For 1999
Back-Door Analysis: Why Some Women Crave A Cheeky Probe
Satan, Suicide And Murder: The Head-Banger Killers Of Black Metal Rock
26 Cartoons That Bitch-Slap Censorship
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Hustler February 1999
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Hustler February 1999
Covergirl
Unknown (Nude inside) Features
The Sick Sex Of Exxxtreme Porn: Depraved Nude Worlds
Nozzle Tov: The Soapy Love Of A Girl And Her Enema
Holistic Hard-Ons: Hustler Tests Herbal Viagra
Two Dozen Valentine Roses Spread Their Pink Petals
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Hustler March 1999
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Hustler March 1999
Covergirl
Helene (Nude inside and also appears as the centerfold) photographed by Clive McLean Features
XXX Sluts In Cyberspace: Hustler Rates The Porn Stars' Web Sites
Erotic Biting, Impeachable Cartoons & 24 Bare-Butt Babes
Dr. Laura Exposed: Open Crotch-Shots Of Radio's Tightest Prude
Erotic Entertainment
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Hustler April 1999
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Hustler April 1999
Covergirl
Unknown (not nude) Features
Hustler's Most Daring Hard-Core Pictorial Ever
Lay Pipe Like A Porn Stud: Learn The Tricks Of The Trade
Follow The Rise And Fall Of A XXX Starlet
26 Cartoons For Sick Humorists
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Hustler May 1999
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Hustler May 1999
Covergirl
Venus (Nude inside and also appears as the centerfold) photographed by Matti Klatt Features
Hustler Brings Congress To Its Knees
The Crual And Unusual Punishments Of She-Males In Men's Prisons
Trolling For Trim At The World Pornography Conference
Chicks Who Love Dudes Who Dance: Two Easy Steps From Ballroom To Bedroom
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Hustler June 1999
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Hustler June 1999
Covergirl
Victoria (Nude inside and also appears as the centerfold) photographed by Matti Klatt Features
Hard-Core Sex In The '70s: Revisit Porn's Golden Age
Love Caribean-Style: Stranded On An Island Of Hookers And Booze
Got Pee? Hot Pictorials With A Yellow Streak
26 Cartoons Venture Beyond Bad Taste
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Hustler July 1999
Special 25th Anniversary Issue
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Hustler July 1999
Covergirl
Unknown (not nude) Features
Celebrate A Quarter Century Of Hard-Core Rebellion
The Unmaking Of A Mook
Bruno And Goldie: Blast Report
Future Flynt
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Hustler August 1999
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Hustler August 1999
Covergirl
Harley (Nude inside and also appears as the centerfold) photographed by Matti Klatt Features
Massage-Parlor Hookers: Asian Floozies Work Out The Kinks
Illegal Porn: Hustler Explores The Black Market In Criminal Sex
Ladies Who Take Love In The Face
Deep South Dildo Ban: Southern Belles Search For Alternative Vibrations
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Hustler September 1999
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Hustler September 1999
Covergirl
Unknown (not nude) Features
"I've Been Used" Porn Queens' Tales Of Dirty dealing In XXX
Is Your Penis Too Big? A Huge Problem Nobody Talks About
The Prostitutes Of Paris
Sex In Zero Gravity
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Hustler October 1999
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Hustler October 1999
Covergirl
Unknown (not nude) Features
Hot Stumps: Sexy Amputee Fetish
Punk Rock's Sickest Hero: The Rock 'N' Roll Suicide Of GG Allin
Taste Our Witches' Brew
Extra Beaver Hunt Pages
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Hustler November 1999
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Hustler November 1999
Covergirl
Jackie (Nude inside and also appears as the centerfold) photographed by Matti Klatt Features
Porn Street, USA: XXX Dribbles Into The Mainstream
Hard-Core Sex Addicts Shoot For Sick Thrills
Plunge Into New York City's Hooker Underground
12 Raunchy Video Reviews
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Hustler December 1999
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Hustler December 1999
Covergirl
Joey (Nude inside and also appears as the centerfold) photographed by Matti Klatt Features
Baby Does Back-Door: Smut Queens Hooked On Butt Love
New Hope: For Men Who Shoot Blanks
Heroin Jihad: Smack As A Tool In War For Allah
One Fine Honey Who's Pretty In Pee
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Hustler Holiday 1999
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Hustler Holiday 1999
Covergirl
Unknown (not nude) Features
Buy A Bride - Or Rent To Own: Russia's Females Are Priced To Sell
The Holiday's Tightest Package Of Carnal Cheer And Merry Mischief
Viagra In Porn: Ever-Hard Miracle Pill Or XXX Overkill?
Tia: Diddler On The Root
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