Back-to-school season has us feeling a little nostalgic for our own time spent rooting for the home team, studying abroad and making some, well, interesting sartorial choices. From beaded cardigans to bowler hats (and some handmade hemp necklaces in between), here’s a roundup of memorable looks from our team’s college days.

“I loved going to a crunchy liberal arts school but didn’t love the unofficial uniform of hoodies and fleeces. I wore thrift shop beaded cardigans with vintage dresses and bleached-out hair. The look was a little John Waters campy and a little small-town punk. I still have some of those sweaters, but I can’t pull off moth holes anymore.” —Betony, copy genius


“I went to the University of Wisconsin–Madison and wore red-and-white striped overalls to every football game—gotta show that Wisco pride. It was freezing on most days so the layers helped!” —Sasha, merch maven (pictured here with her now husband)


“This was shot between takes of my friend’s student film during our junior year abroad in Rome. I was starring as a turn-of-the-century Roman explorer who was about to embark on a life-altering journey across the world. The clothes were borrowed from classmates, the pants didn’t exactly fit and I think it’s a woman’s vest. The moustache was my own though.” —Mat, web tech master


“I went through a serious bowler hat phase in college, which was obviously going strong here! I was at a friend’s farm party in Chestertown, Maryland, that he threw every year.” —Caitlin, graphic design guru


“When I was 19, I drove across the country, the only time in my life I ever did something my dad didn’t want me to do. In this photo (at one of our first stops—the Badlands in South Dakota), I’m wearing the jean shorts my mom wore to Woodstock, multiple hemp necklaces I made myself and a water bottle attached to a carabiner on my belt—I call the look ‘well-hydrated hippie.’” —Jayna, editorial expert

We know, we know, you’re totally inspired now. Start shopping for your own back-to-school wardrobe—teachers and college students always get 15% off in our stores with a valid ID.* Find your nearest Madewell here.

*Offer valid on purchases made in Madewell stores. Offer not valid on or on phone orders. Offer cannot be applied to previous purchases or the purchase of gift cards and cannot be redeemed for cash or combined with any other offer. Offer not valid on third-party branded merchandise. Exclusions may apply. Present a valid school ID at the time of purchase to redeem. Offer valid in the U.S. only. Terms of offer are subject to change.