List of people in Playboy 1980–89 1988 1988

| Date_ | Cover_model | Centerfold_model | Interview_subject | _20_Questions |
|---|---|---|---|---|
| 1-88 | none | Kimberley Conrad | Arnold Schwarzenegger | Susan Dey |
| 2-88 | Sandy Greenberg | Kari Kennell | Oliver Stone | Harold Washington |
| 3-88 | Terri Lynn Doss | Susie Owens | Billy Crystal | Tom Waits |
| 4-88 | Vanity | Eloise Broady | Tom Clancy | Harrison Ford |
| 5-88 | Laurie Carr | Diana Lee | Don King | Teri Garr |
| 6-88 | India Allen | Emily Arth | Chevy Chase | Theresa Russell |
| 7-88 | Cindy Crawford | Terri Lynn Doss | Paul Hogan | Judge Reinhold |
| 8-88 | Kimberley Conrad | Helle Michaelsen | Harry Edwards | Harvey Fierstein |
| 9-88 | Jessica Hahn | Laura Richmond | Yasser Arafat | Tracey Ullman |
| 10-88 | Terri Lynn Doss | Shannon Long | Roger Craig | Morton Downey Jr. |