Street View is a fashion series in which Isa Giallorenzo spotlights some of the coolest styles seen in Chicago.

So yeah, I woke up late, dressed in the same outfit I’d worn the day before (minus accessories), put my hair in a messy—bad messy—bun with one of those plastic hair clips, and went to get some stuff at Bed Bath & Beyond. As I crossed the entrance, I ran into this absurdly sharp dude, and all I could do was blurt “Oh my god” as he casually pushed the cart away. I had to stop him for a picture. While I was shooting him, I asked if he worked with fashion—he had to. He said yes. Then I got his e-mail, as I usually do. Turns out he works for Tom Ford. Tom freaking Ford. I was wearing a plastic hair clip in front of a really sharp dude who works for Tom Ford. Lesson learned.

See more Chicago street style in the Chicago Looks blog.