1Kate Moss
In 1990, Moss wears the simple style in a pale yellow at the 1995 Met Gala.
2Courtney Love
At an Oscar Party in 1990, the Queen of Rock pairs hers with a tiara.
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3Carolyn Bessette-Kennedy
Arguably the most famous slip-dress advocate of the era, Besette-Kennedy strolls through downtown NYC with her husband, 1996.
4Kate Moss
Need we say more? Kate and Naomi at an Elite Model Agency Party in 1993.
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5Winona Ryder
The '90s starlet dons a velvet slip dress at a movie premiere in 1993.
6Kate Moss
With then-beau Johnny Depp, the supermodel sparkles in a silk slip by Calvin Klein. Embellished with sequins, this flapper dress was once worn by Mrs. Errol Flynn, 1994.
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7Sophia Coppola
LBD style. On the red-carpet in 1995.
8Sophia Coppola
Coppola in a similar black frock, this time accompanied by a fur trimmed bomber. At a movie premiere in 1994.
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9Kate Moss
At a black-tie soirée with fellow model friend Shalom Harlow in 1995.
10Kate Moss
On the Versace catwalk in 1996 wearing head-to-toe green sequins.
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11Sophia Coppola
This silk lilac number was paired down with simple summer sandals in 1995—but we'd wear the whole look today.
12Kate Moss
At the first-ever VH1 Awards in a red slip with a black-fringed shaw, 1996.
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13Gwyneth Paltrow
Paltrow and then-boyfriend, Brad Pitt at the 68th Annual Academy Awards in 1996.
14Kate Moss and Christy Turlington
It's girls night for the two models, after the Ralph Lauren Fashion Show in '93. We love Kate's layering job and old school Adidas.
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15Linda Evangelista
Evangelista pairs the black staple over a simple tee for an effortless airport look, at LAX in 1994.
16Sarah Jessica Parker
SJP wears the infamous 'Sex and the City' naked dress at the VH1 Awards in 1997. Take a minute to reflect on everything that was Carrie and Big circa Season 1.
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17Christy Turlington
The supermodel celebrates the 50th Anniversary of Dior at the MET Museum in 1996.
18Donatella Versace
Moments after Donatella's iconic 'Diamonds Are Forever' runway show in 1999, supermodels Naomi Campbell, Kate Moss, and Amber Valetta shine in these bedazzled slips ranging from mini to gown styles.
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19Naomi Campbell and Kate Moss
Mastering the look of 'model-off-duty' after the Versace 'Diamonds Are Forever' show in 1999.
20Liv Tyler
This '90s sweetheart wears the basic at an art show in 1995.
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