John F Kennedy Jr never set out to be the most stylish man in the room, yet he usually was.

He had a way of making simple clothes look fashionable without meaning to. From white T shirts to jeans and a blazer, the ease with which he wore clothing items made everything else feel unnecessary.

He understood what so many in fashion still miss about good style, that is has nothing to do with perfection and everything to do with comfort. You’d be hard pressed to catch him chasing the latest trends or overthinking what matched, instead he’s dressed for real life.

Call it the family spotlight or call it undeniable aura, JFK Jr simply had great style, and here are some of his best moments.