Note how neither of these gentleman have buttoned the bottom button on his vest or cardigan. This is correct. The bottom button on a waistcoat (vest), blazer, suit, etc, is not meant to be buttoned. It's been this way for over 100 years. (With outerwear such as an overcoat, use your discretion; double-breasted articles should be fully-buttoned.)
On the other hand, our technicolor friend on the right has nailed his watch choice, while our gray-scaled comrade on the left seems to have mistaken his 2:30 appointment at the dentist for diving in the tropics, piloting a jet, or perhaps dropping some mad rhymes. Your watch (if you don't own one, read this) should never interfere with the natural lay of your shirt cuffs. Doing so is not only aesthetically displeasing, but also will guarantee the unsightly fraying of said cuffs. I'm not in support of the ongoing trend of massive hip-hop mogul watches, but if you are, make sure you wear them sensibly. As Alan Flusser states, "Watches should be chosen to smarten the hand, not encumber it."
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