I wear all black, though I've been mixing in some crisp white recently. I like how it sets off my bright red hair and pale skin (luckily my skin undertones aren't deadened by black, but on my to-do list is finding subtle blush to brighten my face).
I do wonder if I'll get tired of it, and I'm sure there are more flattering looks out there for me - but for a long time I described my style as anti-pretty. In other words, I'd rather look striking than attractive, and I would rather not be seen as feminine. With my small frame and long curly hair, the end result is probably a balance of feminine and not-feminine, and I embrace that these days.
I'm also very aware that it can look boring or like a cop-out so I've been working harder to add interest to my clothes, with avant-garde lines, good accessories, and interesting texture combinations. I'm not sure how well I'm doing at that.
Another funny note - my partner and I have both worn all black as long as we've been together (16 years!). Now we're both starting jobs in the same university department after living on opposite coasts for the past few years, and I'm scared of being seen as twins!