Leighton Meester in "7th Heaven"
Before she was ever Blair Waldorf, the role that she's best known for, Meester had a small role in season eight of "7th Heaven." She played a tutor named Kendall who def inspired her mean girl character on "Gossip Girl."
Adam Scott in "Boy Meets World"
Looks like Paul Rudd taught Adam Scott a thing or two about aging like a fine wine because this photo is from a 1995 episode of "Boy Meets World." He played Gifffin Hawkins, a member of a band as well as a self-proclaimed tough guy at John Adams High School.
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