Here's what Winona Ryder looked like in the beginning of her acting career in the late '80s: Aaron Rapoport / Getty Images
And here's what Winona Ryder looks like now: Cindy Ord / Getty Images
Here's what Jennifer Lopez looked like in the beginning of her acting career in the mid-'90s: New York Daily News Archive / Getty Images
And here's what Jennifer Lopez looks like now: Theo Wargo / Getty Images for Tribeca Film Festival
Here's what Uma Thurman looked like in the beginning of her acting career in the late '80s: Orion Pictures / Getty Images
And here's what Uma Thurman looks like now: Kevin Mazur / WireImage / Getty Images
Here's what Jada Pinkett Smith looked like in the beginning of her acting career in the early '90s: Eric Robert / Sygma via Getty Images
And here's what Jada Pinkett Smith looks like now: Taylor Hill / FilmMagic / Getty Images
Here's what Sandra Bullock looked like in the beginning of her acting career in the early '90s: Nbc / NBCUniversal via Getty Images
And here's what Sandra Bullock looks like now: Jamie Mccarthy / Getty Images
Here's what Gemma Chan looked like in the beginning of her acting career in the mid-'00s: Harold Cunningham / WireImage / Getty Images
And here's what Gemma Chan looks like now: Jacopo M. Raule / Getty Images for Tory Burch
Here's what Jamie Lee Curtis looked like in the beginning of her acting career in the late '70s: Compass International Pictures / Courtesy of Everett Collection
And here's what Jamie Lee Curtis looks like now: Tim Mosenfelder / Getty Images
Here's what Viola Davis looked like in the beginning of her acting career in the late '90s: Cbs Photo Archive / CBS via Getty Images
And here's what Viola Davis looks like now: Vittorio Zunino Celotto / Getty Images for Kering
Here's what Michelle Yeoh looked like in the beginning of her acting career in the early '90s: Dimension Films / Courtesy of Everett Collection
And here's what Michelle Yeoh looks like now: Rodin Eckenroth / WireImage / Getty Images
Here's what Jean Smart looked like in the beginning of her acting career in the mid-'80s: Michael Ochs Archives / Getty Images
And here's what Jean Smart looks like now: Evans Vestal Ward / NBC via Getty Images
Here's what Meg Ryan looked like in the beginning of her acting career in the early '80s: Cbs Photo Archive / CBS via Getty Images
And here's what Meg Ryan looks like now: Jerod Harris / Getty Images for Netflix
Here's what Tracee Ellis Ross looked like in the beginning of her acting career in the mid-'90s: New York Daily News Archive / NY Daily News via Getty Images
And here's what Tracee Ellis Ross looks like now: Nbc / NBCU Photo Bank via Getty Images
Here's what Jenifer Lewis looked like in the beginning of her acting career in the early '90s: NBC / Getty Images
And here's what Jenifer Lewis looks like now: Rodin Eckenroth / FilmMagic / Getty Images
Here's what Ana de Armas looked like in the beginning of her acting career in the late '00s: Lalo Yasky / Getty Images
And here's what Ana de Armas looks like now: Charley Gallay / Getty Images for Netflix
Here's what Maya Rudolph looked like in the beginning of her acting career in the early '00s: Evan Agostini / Getty Images
And here's what Maya Rudolph looks like now: Jerod Harris / Getty Images
Here's what Nicole Kidman looked like in the beginning of her acting career in the early '80s: Patrick Riviere / Getty Images
And here's what Nicole Kidman looks like now: Future Publishing / Future Publishing via Getty Images
Here's what Tessa Thompson looked like in the beginning of her acting career in the mid-'00s: Jeffrey Mayer / WireImage / Getty Images
And here's what Tessa Thompson looks like now: Pascal Le Segretain / Getty Images
Here's what Sarah Michelle Gellar looked like in the beginning of her acting career in the early '90s: ABC Photo Archives / Disney General Entertainment Content via Getty Images
And here's what Sarah Michelle Gellar looks like now: Frazer Harrison / Getty Images
Here's what Cate Blanchett looked like in the beginning of her acting career in the early '90s: Patrick Riviere / Getty Images
And here's what Cate Blanchett looks like now: Pascal Le Segretain / Getty Images
Here's what Sandra Oh looked like in the beginning of her acting career in the mid-'90s: Rick Eglinton / Getty Images
And here's what Sandra Oh looks like now: Evans Vestal Ward / NBC via Getty Images
Here's what Sheryl Lee Ralph looked like in the beginning of her acting career in the late '70s: Michael Ochs Archives / Getty Images
And here's what Sheryl Lee Ralph looks like now: Kevin Winter / Getty Images
Here's what Cher looked like in the beginning of her acting career in the late '60s: Santi Visalli / Getty Images
And here's what Cher looks like now: Steve Granitz / FilmMagic / Getty Images
Here's what Jennifer Coolidge looked like in the beginning of her acting career in the early '90s: NBC
And here's what Jennifer Coolidge looks like now: Hollywood To You / Getty Images
Here's what Cameron Diaz looked like in the beginning of her acting career in the early '90s: Eric Robert / Sygma via Getty Images
And here's what Cameron Diaz looks like now: Nbc / Todd Owyoung / NBC via Getty Images
Here's what Mindy Kaling looked like in the beginning of her acting career in the mid-'00s: Kmazur / WireImage / Getty Images
And here's what Mindy Kaling looks like now: John Shearer / Getty Images
And finally, here's what Olivia Wilde looked like in the beginning of her acting career in the early '00s: Steve Granitz / WireImage / Getty Images
And here's what Olivia Wilde looks like now: Jb Lacroix / WireImage / Getty Images
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