| Date | Cover model | Centerfold model | Interview subject | 20 Questions | Pictorials |
|---|---|---|---|---|---|
| 1-1998 | Shannon Tweed | Heather Kozar | Grant Hill | Teri Hatcher | Shannon Tweed, Billy Bob Thornton's ex-wife Pietra |
| 2-1998 | Daphne Deckers | Julia Schultz | Conan O'Brien | Paul Thomas Anderson | Daphne Deckers, Juli Ashton and Doria of Playboy TV's Night Calls |
| 3-1998 | Marliece Andrada | Marliece Andrada | Kevin Kline | John Peterman | Jaime Pressly |
| 4-1998 | Linda Brava | Holly Joan Hart | Joe Eszterhas | Keith Olbermann | Linda Brava, Jody Watley |
| 5-1998 | Geri Halliwell | Deanna Brooks | Scott Adams | Ben Stiller | Geri Halliwell (Spice Girls), Elizabeth Gracen (reruns from May 1992) |
| 6-1998 | Donna D'Errico, Traci Bingham, Marliece Andrada, Pamela Anderson, Yasmine Bleeth, Carmen Electra, Gena Lee Nolin, Erika Eleniak | Maria Luisa Gil | Paul Reiser | Yasir Arafat | "The Babes of Baywatch", RAF pilot Frederica Spillmann |
| 7-1998 | Karen McDougal | Lisa Dergan | Jerry Springer | Craig Kilborn | Karen McDougal - PMOY |
| 8-1998 | Julie Brown | Angela Little | Matt Drudge | Bruce Willis | Downtown Julie Brown |
| 9-1998 | Lisa Rinna | Vanessa Gleason | Daniel Patrick Moynihan | Kevin Williamson | Lisa Rinna, Playboy's chat-room administrator Heidi Davies |
| 10-1998 | Cindy Crawford | Laura Cover | Geraldo Rivera | Tori Spelling | Cindy Crawford |
| 11-1998 | Julia Schultz | Tiffany Taylor | Mike Tyson | Drew Pinsky | |
| 12-1998 | Katarina Witt | Erica, Jaclyn and Nicole Dahm | David Duchovny | Gore Vidal | Katarina Witt |
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video of Playboy 1998
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