I know that watered down versions of this collegiate Americana thing are starting to pop up everywhere, but go back to the originals for inspiration. You don't necessarily need a letterman jacket (or a bastardized version thereof c/o some chainstore) but totally do a fair-isle sweater, a throwback, some lumberjack plaid or a Celine tshirt. There's also this awesome A.P.C sweatshirt at Made right now.
Wellesley College by Nina Leen
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Celine tshirt
Still from Oblivion by Grimes
Bowdoin College by Alfred Eisenstaedt
Colby College Mountain Day 1950
Sugar & Spice
Bowdoin College
The Halloween epsiode from My So Called Life
Celine Spring 12
Bowdoin College
Image Sources: Life Archives, Celine, Google, Youtube
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Argh! But I like my particular bastardized version :) Although this sweater I found at Savemart was well worth the $4 http://fashionwestie.blogspot.co.nz/2010/12/i-took-leonards-sweater.html
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