The Untold Truth Of Good Will Hunting

The '90s was a very different time in terms of fashion and what was deemed cool. "The Matrix" might make it look like everyone in that era marched around wearing black leather overcoats and sunglasses, but general fashion trended a lot more towards eye-grabbing color and pop-bubblegum clothing styles.

"Good Will Hunting" does a good job of keeping to the fashion trends of its time in a low-key way. But that's what makes Matt Damon's hairstyle in the movie all the more jarring. The actor sports a golden bowl cut with frosted tips, better suited to one of the Backstreet Boys than a surly, low-income genius. In later years, Damon admitted that his choice of hair for the movie left a lot to be desired, and he placed the blame squarely on his own shoulders.

"That [hairstyle] is so my fault," Damon told Vulture. "For whatever reason at that age, I loved that haircut." According to the actor, everyone from the director to Ben Affleck expressed doubts about his hair, but Damon stuck to his guns, later lamenting, "I don't know what my problem was. I looked like I should be singing backup for Color Me Badd."