Harry Styles

Aww! We almost forgot how adorable a younger Harry Styles looked with his signature floppy hairstyle. After all, he’s come a long way in terms of his personal style and career since this prom photo was taken. If only this Harry knew what the years that followed had in store for him.

He became part of the British boyband One Direction in the early 2010s and enjoyed immense success for the better part of that decade. Styles, now $80 million rich, saw his solo career prosper, too. His single Watermelon Sugar topped the Billboard Hot 100 in 2020.