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Imagine reliving your teen years and all the questionable outfits that came with it. That’s sort of what Drew Barrymore does in 1999’s Never Been Kissed, in which she plays Josie, a reporter who goes undercover at her old high school to break a story and reclaim her awkward teen years at the same time. Costume designer Mona May helped Barrymore’s character sartorially evolve from a try-hard fashion victim into someone confidently owning her own style. The result? Colorful cardigans, bright baby tees, and daisy-themed jewelry that’ll make you feel like the head of the class.
Cider Curve & Plus Two-Tone Button Up Floral Faux Pearl Cardigan, $34
Talking Out Of Turn Somewhere Tote—In The Groove, $60
Pretties OG Baby Tee in Fuchsia, $55
‘60s Daisy Chain Flower Power Earrings, $16.99
Flower Beauty Petal Pout Lip Color in Bright Peony, $8

Swedish Hasbeens T-Strap High In Nature, $290
Top image: From Fox 2000 Pictures