It's absolutely not as one-sided as the previous posts would suggest. Some like the look of the dimple--perhaps even the majority these days--but that could just be fashion
as opposed to style
. Others who have reached a certain level of maturity in their own personal style choose not to dimple. It's much like the choice to wear or eschew tie clasps. Although current fashion may argue against wearing tie clasps, experienced and confident men may choose to do so. It's worth noting that the redoubtable Manton indicates in his recent book that to dimple or not should be seen as a personal choice--with no clear sartorial precept supporting either choice--and no less an authority than the Duke of Windsor chose not to. If no dimple works for these guys, it's sure as hell worth considering. In the end, it's purely personal preference, and when it comes to that, it never hurts to be in the knowing, but stylish, minority.
BTW, how often does this topic come up each year? Four, five times? The question can be easily answered: it's purely personal preference. If you're insecure, perhaps you should be sure to dimple. If not, do whatever you think looks best.