Interview
David Letterman by Tom Shales.

Profile
"The Difficulties of Being Hillary (Clinton)" by Shana Alexander.

20 Questions
Shaquille O’Neal by Richard Lalich.

Features
"End the Vietnam War" by Robert Scheer
"What I Know About Women" by Willam F. Buckley Jr.
"Playboy’s History of Jazz & Rock -- Part Six: Roll Over Beethoven" by David Standish
"Golden Dreams" by Hugh M. Hefner
"Requiem for the Cold War" by David Halberstam
"Testimony of a Crazed Urbanite" by Eric Bogosian
"A Gambler for Life" by David Mamet
"My Little Rock" by Bruce Jay Friedman
"Fixing It" by Lester Thurow
"What’s the Deal With the Millennium?" by Garry Wills
"Vargas Remembered" (Vargas illustrations) by John Updike.

40 Memorable Years
Janet Pilgrim, Elizabeth Ann Roberts, Christa Speck, Stella Stevens, Joyce Nizzari, Connie Mason, De De Lind, Jo Collins, Mary and Madeleine Collinson (twins), Connie Kreski, Donna Michelle, Claudia Jennings, Karen Christy, Ester Cordet, Liv Lindeland Nancy Cameron, Marilyn Cole, Lillian Muller, Debra Jo Jondren, Patti McGuire, Marianne Gravatte, Shannon Tweed, Dorothy Stratten, Candy Loving, Terri Welles, Kimberley Conrad Hefner, Mirjam and Karin Van Breeschooten (twins), Penny Baker, Fawna MacLaren and Anna Nicole Smith.

The Great 40th Anniversary Playmate Search
Maria Checa, Beckie Mullen, Traci Sikkink, Kelly Frazier, Cherilyn Shea, Charlene Hue Laughter, Anna-Marie Goddard, Katherine McKinley, Cynthia Brown, Susan Hovell, Sofia Mayo, Kelly Dignard, Neriah Davis, Anna Allen, Wendy Wilcoxon, Julie Cialini, Carrie Gibbons, Cascia Jones, Jenna Babin, Katheryn Culliver, Denise Evans and Marybeth De los Santos.

Playboy’s Playmate Review
Echo Johnson, Jenifer Leroy, Alesha Oreskovich, Leisa Sheridan, Arlene Baxter, Carrie Westcott, Nicole Wood, Jennifer Lavoie, Jenny McCarthy, Kimberly Donley, Elki Jeinsen and Julianna Young.