There might be a bias when it comes to presenting oneself as the 'fellow whose boots are yellow'. For some people it is not a problem; there's even a punk-rock band frontman who claimed Tom Bombadil is his alter-ego. On the other hand in 2012 I role-played a pastiche character of Bombadil at a major larp festival and everyone agreed that in the over-twenty-year history of that game, a couple thousands of participants for sure, I was the first to do so.

(in doing so, I sticked to the leprechaun interpretation of T.B.; not a Dark Lord as the linked article would like to inflate, but not a goody-two-shoes either. Mind you, these leprechauns have as much in common with green-irish-hat figure as elves with Santa Claus elfs)

Everyone i spoke with loved Tom bombadil andò was sorry there wasnt more about him in the Books. Maybe it's a cultural thing, or just a very polarizing character.