| Date | Articles |
| Playboy January 1998 | "Rap
at the Crossroads" by Alic Foege. "The Madness Begins at Midnight" by David Standish. |
| Playboy Febuary 1998 | "Why
Women Say Yes" by Alison Lundgren and Tracey Pepper.
"Playboy's History of the Sexual Revolution -- Part VI: Something Cool (1950-1959)" by James R. Petersen. "Bond's Little Black Book" by Lee Pfeiffer. |
| Playboy March 1998 | "I've
Got a Hostage" by Deward Conlon. "A Guy's Guide to Dating" by Brendan Baber and Eric Spitznagel. "Critics' Choice: The 25 Best Restaurants" by Gerry Dawes. |
| Playboy April 1998 | "The Return of Casual Sex" by Lori Weiss. |
| Playboy May 1998 | "Twenty-Five
Things Guys Do Right in Bed" by Chip Rowe. "Bunny Memories" by Kathryn Leigh Scott. |
| Playboy June 1998 | "Nascar
Rules" by Geoffrey Norman. "Funny Girls (Cheri Oteri, Molly Shannon and Ana Gasteyer)" by Lu Hanessian. "Playboy's History of the Sexual Revolution -- Part VII (1960-1969): Make Love Not War" by James R. Petersen. |
| Playboy July 1998 | "Magic
Johnson" by Scott Howard-Cooper. "Speed Seduction" by Peter Alson. "Little Blue Miracle" by Carl Sherman. |
| Playboy August 1998 | "Perry Farrell" by Dean Kuipers. |
| Playboy September 1998 | "Swing's
the Thing" by Bob Sloan and Steven Guarnaccia. "Nina Hartley is the Smartest Woman in Porn" by Chip Rowe. |
| Playboy October 1998 | "Playboy's History of the Sexual Revolution -- Part VIII (1970-1979): Joy of Sex" by James R. Petersen. |
| Playboy November 1998 | "Playing
the Odds at Online Casinos" by Mark Hudis. "Sex and Man at Yale" by Mark Oppenheimer. |
| Playboy December 1998 | "Inside
the Playboy Mansion" by Bill Zehme "The Secrets We Keep" by Bruce Jay Friedman "Meteorological Mayhem!" by Michael Parrish. |