When it comes down to fashion, Italian men are not totally fearless; but they are definitely less afraid of new colors and innovative styles than American men. Virtually no color is taboo, while it is not uncommon for Italian men to adopt a radically different style from one season to the other.
In general, Americans tend to wait for a rare color or style to “catch on” before everyone can be seen wearing it. I recall the painstaking difficulty of selling the square-toe shoe to American men back in 2001. Now, eight years later, they seem like they will just not go away.