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| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | April | 1984 | | | | | | Daryl Hannah | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | March | 1985 | | | | | | Jerry Hall | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | April | 1985 | | | | | | Kelly LeBrock | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | June | 1988 | | | | | | Cybill Shepard | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | June | 1989 | | | | | | Kim Basinger | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | December | 1989 | | | | | | Michael Jackson | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | April | 1991 | | | | | | Madonna | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | August | 1991 | | | | | | Demi Moore | |
| | | | | | | | | | | | | | | | Vanity Fair Magazine | | | | | | | June | 1992 | | | | | | Annette Bening | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | August | 1992 | | | | | | Demi Moore | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | January | 1993 | | | | | | Claudia Schiffer | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | August | 1993 | | | | | | Cindy Crawford,K.D. Lang | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | October | 1993 | | | | | | Julia Roberts | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | May | 1994 | | | | | | Jodie Foster | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | August | 1994 | | | | | | Cindy Crawford | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | November | 1994 | | | | | | Barbra Streisand | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | January | 1995 | | | | | | Michael Douglas | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | April | 1995 | | | | | | Jennifer Jason Leigh,Uma Thurman,Nicole Kidman,Patricia Arquette,Linda Florentino,Gwyneth Paltrow,Sarah Jessica Parker,Julianne Moore,Angela Bassett,Sandra Bullock | |
| | | | | | | | | | | | | | | | Vanity Fair Magazine | | | | | | | June | 1995 | | | | | | Courtney Love | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | July | 1995 | | | | | | Nicole Kidman | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | August | 1995 | | | | | | Keanu Reeves | |
| | | | | | | | | | | | | | | | Vanity Fair Magazine | | | | | | | September | 1995 | | | | | | Sandra Bullock | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | December | 1995 | | | | | | Friends Cast | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | January | 1996 | | | | | | Uma Thurman | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | February | 1996 | | | | | | Emma Thompson | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | March | 1996 | | | | | | Sharon Stone | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | April | 1996 | | | | | | Tim Roth,Leonardo DiCaprio,Matthew McConaughey,Benicio Del Toro,Michael Rapaport,Stephen Dorff,Johnathan Schaech,David Arquette,Will Smith,Skeet Ulrich | |
| | | | | | | | | | | | | | | | Vanity Fair Magazine | | | | | | | April | 1996 | | | | | | Leonardo DiCaprio,Matthew McConaughey,Tim Roth,Benicio Del Toro,Michael Rapaport,Stephen Dorff,Johnathan Schaech,David Arquette,Will Smith,Skeet Ulrich | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | May | 1996 | | | | | | Alex Rousseau,Jenny Thompson,Dominique Moceanu,Nancy Reno,Nick Bravin,Tinker Juarez,Jon Brown,Sheila Hudson,Michael Johnson,Mark Henry,Rebecca Twigg | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | June | 1996 | | | | | | Tom Cruise | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | July | 1996 | | | | | | Nicolas Cage | |
| | | | | | | | |  | | | | | | | Vanity Fair Magazine | | | | | | | August | 1996 | | | | | | Matthew McConaughey | |