Reese Witherspoon as Jill – Friends
Now that Reese is a media mogul in her own right, it’s hard not to see her appearance as an attempt to inject minor stardom into the saggy middle of season 6. But this was before Legally Blonde, before Sweet Home Alabama. We had no idea just how huge Reese Witherspoon was about to become. And what’s more, Jill’s character worked brilliantly. She takes all the mistakes Rachel made in the early seasons — expecting shopping to fix all her problems, staying tethered to Daddy’s credit card, dating Ross — and makes them her own.
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