More and more I’m going with “do what makes you happy”. I’ve just turned 52, and still (occasionally) skateboard, although more cruising on a longboard than regular skateboard – but I do have both.
I’ve currently got blue dip-dyed hair, and it’s recently been shades of green or purple, prior to settling on blue. I like it, and I don’t actually care if others don’t (although, I’ve only had positive feedback so it’s a bit of a moot point).
So get out there. Ride that (metaphoric) skateboard even if people think you’re too old. If it makes YOU happy, then you go for it.