I make no claims to being a 'stylish' dresser...the only thing I own that is bespoke is shoes.
But if I might offer this opinion..."style" isn't about ostentatiousness. It isn't about florid or large gestures.
It is about refinement. Subtlety. Nuance. Just coincidentally (or maybe not), those are some of the hallmarks of "elegance" as well.
Anyone can deviate from those standards a little...just as an expression of personality.
But there's a saying in shoemaking that applies here too, I suspect--"enough of these deviations and it adds up to ugly."