Bit difficult to know what to go on with this really.
Do we rank them in order of most stylish down to the hermits? The metrosexuals vs. the casuals? Does “dress” include hairstyles—if it does, that’s great for Gervinho—and headphones?
As someone who would never claim to be fashionably up-to-date, I’ve no idea.
So, for the sake of keeping it broad and getting a varied selection of players in the list, we’ll keep it simple and rank the most distinctive-looking players. That means the players whose physical appearance (naturally not taking into account anything that they can’t help) makes them instantly recognisable, going from “individual” to “crazed exhibitionist.”
If I am doing a list of who I think are the “best dressed” players, then, for me, that has to include the most outrageous characters that walk the football world. Because “best” can—and should—often mean “most hilarious.” So don't expect a list of the suavest players—think more along the lines of the tackiest.