What hero is the coolest? They kill, hunt, betray, herd, fight, and kill once again. Cowboys! Cowboys are arguably one of the coolest “action heros”.I believe my first encounter with a cowboy in a movie was Woody, from Toy Story. That seems weak, yes, but Woody does kick some tail and always gets the job done. Woody’s pretty cool. He has the right amount of things in his life: romance, friends, and a friendly competitor.