How to style a jean jacket has always been a matter of reinvention. A blue denim jacket is one of those rare wardrobe staples that never fully disappears from the trend cycle—it just evolves.

The star secretly bid on a denim jacket that came straight from the 83-year-old singer himself. Timothee Chalamet/Instagram Sold! To the method dessing-obsessed actor in the back. Timothée ...