Yeah, I always maintain my hair dyed. For a year now I've maintained it black, and re-dye the roots about once every 6th/8th week or so. Not very often but that's because my natural hair colour being dark brown, the difference is very small and barely even noticable. I also dye my beard and eyebrows black, which I do more like once every 2 weeks, cause I have light blonde stray hairs in my beard.
For me, I've always disliked my natural hair colour. I think it looks very dull, ashy and brought out all the flaws of my skin. I hated it as a kid and kept begging my parents to let me dye it. And I've also always been very drawn to contrasts, so black hair with my very light skin speaks to me. Fierce or intense looks in general, really though.
I generally prefer having a very masculine style, but if there's one aspect of me I like to be feminine about, it's my hair. I often tend to wear it in half updo's, curl it or braid it. Basically style it in ways men typically don't. Cause I feel confident now that I'll pass as a guy even if I wear my long hair like a bride's maid and that feels liberating somehow, for me. Sometimes I put fake-dreads in it though, like in my profile picture, so those dreads are not real but just temporary extensions.
I like going wild with my hair, but it's more so a means for me to express my creativity rather than my gender. I just want to show the artist in me.
I've gone with lots of other colours before though, but always keep going back to black. That feels the most "me" but sometimes I get bored with it. I haven't had my hair natural since I was 12 years old, which was almost 17 years ago now.
When it gets naturally grey though, I want to stop dyeing it, and be a total silver fox! But with long hair, like a wizard. I do look forward to getting grey hairs, but I suspect that will take another decade or two. Unless my harsh way of living will let me earn that prematurely.