If you've got a loud personality, then by all means, your clothes might reflect that. Likewise, if you're a boring person, a pop of color here or there couldn't hurt. The key is to not look like you're trying too hard. If you're rolling to a meeting or party and everyone looks at you because you're wearing a tuxedo jacket a hair brighter than the ones in Dumb & Dumber, you might be overdoing it. Dress appropriately for the occasion, and then maybe like you have someplace slightly better to be, if you want to stunt. You wanna stand apart from the herbs who look like schlubs, but not stick out like Lady Gaga.