| Vanity Fair 1999 |
| Title | Subject | Authors |
| 12.31.99: the Y2K nightmare.(Year 2000 date change problem) | General interest | Robert Sam Anson |
| Addicted to danger.(Freelance cameraman Carlos Mavroleon) | General interest | Sebastian Junger |
| A head for horror.(cast of Tim Burton's 'Sleepy Hollow') | General interest | Mary Ellen Mark |
| A jazz of their own.(Duke Ellington's relationship with composer Billy Strayhorn) | General interest | David Hajdu |
| All's Fair.(magazine, 'Vanity Fair's,' articles that became books) | General interest | Evgenia Peretz |
| America's Vermeer.(Art) | General interest | Dave Hickey |
| An ideal husband.(romantic relationship of 1960s actress Esther Williams and actor Jeff Chandler) | General interest | Esther Williams |
| A nightspot to remember.(closure of Cafe Nicholson in New York, New York) | General interest | Mary Cantwell |
| Annette Bening.(Proust Questionnaire) | General interest | |
| An so to Bedford.(Bedford, NY) | General interest | Alex Shoumatoff |
| Artie Shaw's solo beat.(jazz musician) | General interest | Cliff Rothman |
| At the court of Picasso.('The Sorcerer's Apprentice: A Decade of Picasso, Provence, and Douglas Cooper')(Excerpt) | General interest | |
| Bands on the run.(rock musicians on tour) | General interest | Lisa Robinson |
| Brice Marden's abstract heart.(artist) | General interest | John Richardson |
| Callas in love.(excerpt from Maria Callas: Sacred Monster) | General interest | Stelios Galatopoulos |
| Cashing out young.(stock option millionaires) | General interest | James Atlas |
| Charles Osgood.(Proust Questionnaire)(Interview) | General interest | |
| Children of the Casbah.(American School of Tangier) | General interest | Bruce Weber |
| Clash of the 'Times' men.('New York Times' executive editors Max Frankel and Abe Rosenthal) | General interest | David Margolick |
| Conversations with Billy.(filmmaker Billy Wilder) | General interest | Cameron Crowe |
| Damsels in dissent.(Politics) | General interest | Sam Tanenhaus |
| Dangerous beauty.(Patricia Duff, ex-wife of billionaire Ronald Perelman) | General interest | Marjorie Williams |
| Dangerous games.(celebrity parlor games) | General interest | Krista Smith |
| Den of thieves.(Guy Ritchie, director of 'Lock, Stock and Two Smoking Barrels') | General interest | Eugenia Peretz |
| Diamonds aren't forever.(jewel theft, heiress Carolyn Skelly) | General interest | Jonathan Becker |
| Drama by design.(art historian John Richardson) | General interest | John Richardson |
| Every inch an original.(clothes designer Pauline Trigere) | General interest | Amy Fine Collins |
| Extreme Norton.(actor Edward Norton)(Cover Story) | General interest | Peter Biskind |
| Film threat.(artist Douglas Gordon) | General interest | A.M. Homes |
| Flight of the Monarchs.(monarch butterflies) | General interest | Alex Shoumatoff, Robert Maxwell |
| Fort Sumner.(Viacom chairman Sumner Redstone) | General interest | |
| Great expectations.(John F. Kennedy Jr.'s triumph) | General interest | David Michaelis |
| Green giants.(golfing greats) | General interest | Scott Gummer |
| Gucci and Goliath.(Gucci Group N.V.'s struggle to escape a takeover by LVMH Moet Hennessy Louis Vuitton S.A.) | General interest | Brian Burrough |
| Harry Connick Jr.(interview with jazz musician)(Interview) | General interest | |
| Hillary's choice.(Special Report: Inside the Clinton Marriage) | General interest | Gail Sheehy |
| Hitler's pope.(Letter from the Vatican)(Column) | General interest | John Cornwel |
| Hotel California.(The Standard hotel in Hollywood, California) | General interest | Matt Tyrnauer |
| Icons of rock.(rock musicians)(Illustration) | General interest | Lisa Robinson |
| Jackie Collins.(author)(Interview) | General interest | |
| Joan of Arkansas.(President Bill Clinton's friend Susan McDougal) | General interest | Judy Bachrach |
| Kazan's choice.(filmmaker Elia Kazan) | General interest | Patricia Bosworth |
| Kubrick.(film director Stanley Kubrick) | General interest | Michael Herr |
| Let's try it Ben's way.(writer and actor Ben Affleck)(Interview) | General interest | Eugenia Peretz |
| Lomabardi's way.(excerpt from the biography of football coach Vince Lombardi entitled 'When Pride Still Mattered: A Life of Vince Lombardi') | General interest | David Maraniss |
| London calling.(St Martin's Lane hotel, London) | General interest | Henry Porter |
| Losing her king.(Jordan's Queen Noor) | General interest | Leslie Bennets |
| Mad about that island! Far afield with travel correspondent Nan Darien.(Vanities) | General interest | Henry Alford |
| Madness visible.(NATO's bombing campaign in Kosovo, Yugoslavia) | General interest | Janine Di Giovanni |
| Major Barbara.(Barbara Walters) | General interest | Jennet Conant |
| Man of the hour.(National Broadcasting Co. anchor Brian Williams) | General interest | Marjorie Williams |
| Married with tigers.(Siegfried and Roy, Las Vegas' highest-paid performers) | General interest | Matt Tyrnauer |
| Martin Short.(actor)(Interview) | General interest | |
| Mississippi queen.(writer Eudora Welty) | General interest | Willie Morris |
| Mr. Motivator: Tony Robbins sounds off on empowering thyself.(Vanities)(Interview) | General interest | |
| Mrs. Astor regrets.(tips to bring back a polite society) | General interest | Brooke Astor |
| Murdock's new life.(Rupert Murdoch) | General interest | William Shawcross |
| Nothing left to fear.(Presidential candidate John McCain, presidential elections 2000) | General interest | Carl Bernstein |
| O.K., lady, drop the shawl.(Society) | General interest | Bob Colacello |
| Palm Springs weekends.(California) | General interest | Bob Colacello |
| PM's impossible dream.(newspaper in New York, New York) | General interest | David Margolick |
| Posh and Becks.(celebrity couple, pop singer Victoria Adams and soccer player David Beckham) | General interest | Steven Daly |
| Return from planet Pee-Wee.(comedy actor Paul Reubens a.k.a Pee-Wee Hermans) | General interest | Bruce Handy |
| Saigon quartet.(combat photographers) | General interest | Richard Pyle |
| Seasons in the sun.(Four Seasons Restaurant, New York City, NY) | General interest | Mimi Sheraton |
| Sex and the single salmon.(Sport) | General interest | Robert Hughes |
| Something's up.(acceptance of phallic references) | General interest | Scott Turow |
| Split personality.(Jim Carrey) | General interest | Annie Leibovitz, Bill Mullen |
| The 1999 Hall of Fame.(personalities of 1999) | General interest | James Wolcott, Annie Leibovitz |
| The crucifixion of Matthew Shepard. | General interest | Melanie Thernstrom |
| The cult of Ruth.(Theater) | General interest | Susan Mulcahy |
| The Dead Parrot society.(excerpt from David Morgan's book entitled 'Monty Python Speaks!) | General interest | |
| The dictator and the dead.(arrest of Chile's former dictator Augusto Pinochet) | General interest | Judy Bachrach |
| The famous and the dead.(death-row convict Mumia Abu-Jamal) | General interest | Buzz Bissinger |
| The forensics of war.(Letter from Kosovo)(Column) | General interest | Sebastian Junger |
| The last emperors.(Bob Daly and Terry Semel's resignation from Warner Bros.) | General interest | Kim Masters |
| The life of Andy.(excerpt from the script of the film 'Man on the Moon') | General interest | Scott Alexander, Larry Karaszewski |
| The men who made the masters.(Bobby Jones and Clifford Roberts, founders of the Augusta National Golf Club) | General interest | David Owen |
| The New Establishment 1999.(Special Report)(Industry Trend or Event)(People)(Illustration) | General interest | |
| The Pentagon's toxic secret.(use of secret anthrax vaccine on Gulf War soldiers) | General interest | Gary Matsumoto |
| The quiet king.(Gary Cooper)(Excerpt) | General interest | |
| The reluctant Don.(story of the Cosa Nostra legacy) | General interest | Howard Blum |
| The whole Clemente.(artists Francesco Clemente) | General interest | Ingrid Sischy |
| Through the stardust.(teenage actress Natalie Portman)(Cover Story) | General interest | Leslie Bennetts |
| To love and love not.(Ernest Hemingway's relationship with Jane Kendall Mason) | General interest | Alane Salierno Mason |
| Two angry men.(courtroom battle between Disney CEO Michael Eisner and his former lieutenant Jeffrey Katzenberg) | General interest | Kim Masters |
| Venus in Hollywood.(actress Charlize Theron)(Cover Story) | General interest | Kevin Sessums |
| White House at war.(quandary faced by President Bill Clinton's closest aides following his admission of sexual relations with former White House intern Monica Lewinsky) | General interest | Howard Kurtz |
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