Absolutely. Being confident in your own style is the biggest thing, I think. If you feel best in classic clothing, then wear that. If you prefer being 'a bit out there', then do what makes you happy.
I prefer classical styling in terms of clothing, but I do have a wild streak. I have really edgy short haircuts and I fluctuate between them being wild and crazy (I have naturally curly hair), or being sharply styled and not a hair out of place.
I love weird and unusual jewellery (not costume jewellery) that is usually large or chunky - big hoop earrings, unusual rings etc.
I don't wear a lot of makeup these days, but I do love to 'put my face on' when I'm going somewhere special.
And shoes! Oh, lordy, do I love shoes!! The more unusual, the better. This is a disgusting thing to admit, but I have well over a hundred pairs of shoes and boots and I just love them all!
Of course, I go through phases where I can't be bothered. When I first moved to the country, I didn't cut or colour my hair for three years - it was down to my waist when I cut it off very short a couple of months ago. I stopped wearing makeup unless I was going into the office (I was working from home 95% of the time). I wore shorts or jeans and t-shirt pretty much everywhere. Didn't even shave my legs for about a year! It was refreshing, but I inherently love clothes, shoes, hair etc., so I've gone back the other way now and am having heals of fun wearing everything again and dressing up when I go out.
Confidence in yourself and knowing what suits you is key. Everything else naturally follows.