1999
Issue 461
January
Cover: Charlize Theron
Paul Newman; Mary McCormack; Riley Weston (Felicity); Mikhail Baryshnikov; Tea w. Mussolini - Cher, Maggie Smith, Baird Wallace; Brian Williams; Johnny Nicholson; Riley Weston; cast of... more

On cover:
Issue 462
February
Cover: Liam Neeson, Natalie Portman, Ewan McGregor, Jar Jar Binks, George Lucas, Jake Lloyd
Liv Ullmann; Diane Lane; Garth Drabinsky; Bernadette Peters; Bill and Hillary Clinton; Absolut Golden; Jessica... more
Issue 463
March
Cover: Cate Blanchett
Arthur Miller; On set of The Talented Mr. Ripley : Jude Law, Matt Damon, Gwyneth Paltrow; Barbara Walters; Guy Ritchie, plus pic of Jason Flemyng, Dexter... more
Issue 464
April
Cover: HOLLYWOOD ISSUE: Adrien Brody, Thandie Newton, Monica Potter, Reese Witherspoon, Julia Stiles, Leelee Sobieski, Giovanni Ribisi, Sarah Polley, Norman Reedas, Anna Friel, Omar Epps, Kate Hudson, Vinessa Shaw, Barry... more
Issue 465
May
Cover: Natalie Portman
Gulf War Syndrome - Gulf War Related Illness; Leo Castelli; Duke Ellington and Billy Strayhorn; cast of Sleepy Hollow: Johnny Depp, Christina Ricci, Mark Pickering, Jeffrey... more
Issue 466
June
Cover: Julia Roberts
Queen Noor and King Hussein; Jackie Collins; Artie Shaw; Monty Python; Ralph Fiennes; Ricky Martin; Brittany Murphy; Eric Clapton; Vanity Fair Oscar Party; Nantucket Film Festival;... more
Issue 467
July
Cover: Will Smith on a horse
Harry Connick Jr.; Ernest Hemingway; Golfing Legends each: Jack Nicklaus, Gary Player, Byron Nelson, Ernie Els and Lee Westwood, Patty Berg and Gene... more
Issue 468
August
Cover: Edward Norton
Stanley Kubrick; Siegfried and Roy; Sandra Bernhard; Vinnie Jones 1 1; Saffron Burrows 1 1; David Lapaine; Albert Brooks; Harvey Lichtenstein; Special ad section for the... more
Issue 469
September
Cover: Carolyn Bessette Kennedy - inside a 10 page portfolio of her by Bruce Weber
John F Kennedy Jr remembered; Martin Short; Elia Kazan; Elle Barkin; Paul Reubens Pee-Wee... more
Issue 470
October
Cover: Ben Affleck
ad spread with Niki Taylor; Wes Bentley; Helena Christensen 1; Rupert Murdoch; Patricia Arqueete, Nicholas Cage and Martin Scorsese; Jerry Hall; Football photospread: Charlie Butch, Kordel... more
Issue 471
November
Cover: Jim Carrey
Annette Bening; Picasso; Shahtoosh shawls; Patti Smith; Cary Cooper; Bond Girl section as they are in 1999 featuring Ursula Andress, Shirley Eaton, Luciana Paluzzi, Honor Blackman, Lana... more
Issue 472
December
Cover: Meg Ryan
Lance Armstrongs nude on bike; John McCain; James Bond movie ad with Pierce Brosnan, Sophie Marceau and Denise Richards; Emily Watson; Bette Midler; Ty Murray; Emily... more

On cover: