Dress of the Year Selections in chronological order Selections in chronological order

| Year_ | Designers | Brief_description | Selected_by_ | Associated_publication_ |
|---|---|---|---|---|
| 1998 | Female: Sonia Rykiel , Male: Chris Bailey for Jigsaw Menswear | Female: Black knitted sweater & combat trousers, with pink marabou stole , Male: Silver-grey suit, white T-shirt and ankle-length puffa jacket | Iain R. Webb | Elle |
| 1999 | Alexander McQueen | Cream lace dress with brown leather collar and sandals | Susannah Frankel | The Independent |
| 2000 | Donatella Versace for Versace | Bamboo-print silk chiffon evening dress and jeweled mules | Lisa Armstrong | The Times |
| 2001 | Tom Ford for Yves Saint Laurent Rive Gauche | `Peasant` ensemble of gauze top and velvet & satin skirt, with boots and velvet scarf | Alexandra Shulman | Vogue |
| 2002 | Junya Watanabe | Dress, pieced together knit & jersey fabrics, with distressed cow-hide shoes | Hilary Alexander | The Daily Telegraph |
| 2003 | Marni | Colorful printed dress | Lucinda Chambers | Vogue |