Now: Sarah Jessica Parker
In 1998, Sex and the City made her synonymous with fashion and style. The She actually has a fashion line of her own as well! She married Matthew Broderick in 1997, and they have three kids together.

Now: Sarah Jessica Parker
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Then: Calista Flockhart
Calista Flockhart will forever be known as Ally in the hit sitcom Ally McBeal. She played a neurotic workaholic lawyer trying to find true love.

Then: Calista Flockhart