
Penn Badgely of Gossip Girl fame is seen in last month’s GQ “Americana” photoshoot with Royal Blue cardigan, ascot and…bare ankles? The high cuff look above made me raise an eyebrow as I haven’t rocked the flood point since my high school emo-punk phase where I’d show off my chuck taylors and my argyle socks. Around the underground I’ve noticed a few brave souls rock the look successfully this winter with different trousers and jeans showing off their sharp oxfords and vintage kicks.
A Continious Lean chronicled the look earlier this year with a great post discussing the trend, and the various stages of flood. I personally prefer the tailored or pressed cuff to the rolled look only because how clean they look by comparison. With workwear still persisting in certain circles, the rolled look would look pretty good with a flannel top. I’ll be interested in seeing this look develop for the summer when the look is classically adorned, but as the fashion forward has shown us, high cuffs can be on point all year long.