I decided not to respond to this thread at first, as I was undecided. After some time spent considering the different aspects of wearing kimono, I would say that I do not believe a Westerner (by complexion, build, and facial features) can look good in a kimono. Man or woman. Just like any other item of clothing, some people are better suited to them than others - there's no guarantee that every Asian, or more specifically every Japanese person, looks good in a kimono.
While a range of colours and designs are available, I simply cannot visualise a Westerner - as defined above - looking good in a kimono. Firstly, their complexion is often too pale - even with a white kimono and especially those of darker colours. Then their chest is often of greater depth (?) than the average Asian person, which affects the proportions of the kimono and thus the overall aesthetics. And finally, facial features. The facial characteristics of Westerners just don't seem to blend well with kimono, although a trim beard often appears to help - most likely because it reduces the amount of pale flesh exposed.
I'm a strong believer in doing what one wants to do, but at the same time, if you know something *really* doesn't suit you, don't you think you should try to avoid wearing it? I have yet to see a Westerner who truly suits kimono and have reached these conclusions as a result, but please feel free to prove me wrong.