Washington & Lee High School
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Check out this amazing old photo of Washington & Lee High School in 1916 (according to the Library of Congress, though I'm sure that's mislabeled because construction didn't start until 1924 according to Wikipedia). If you didn't know, the school has some interesting notable alumni, including Sandra Bullock, Warren Beatty, and Shirley MacLaine (read a little about Beatty and MacLaine).