Nice Hat/Image Links

Anime & Manga

 * Cosmo Queen in Yu-Gi-Oh Card Game.
 * Lelouch Lamperouge's in Code Geass
 * The even-more-ridiculous concept art.
 * Natsumi of Mahou Sensei Negima: 1, 2.
 * Firo Prochainezo has the best hat in the world.
 * Here's Zelgadis from Slayers with one.
 * Takeru 's hat once and before
 * Tommy Himi's oversized orange newsboy cap
 * One hat isn't enough, so Jonathan Joestar got three.
 * Nadeko from Bakemonogatari: 1, 2
 * Jigen Daisuke from Lupin III: 1, 2

Comics

 * Jay Garrick, The Flash's hat.
 * Superman King of Earth's hat.

Live Action TV

 * Doctor Who: Since most Time Lords dress like this it's no surprise the Doctor's had a few.
 * Four's floppy hat: 1, 2
 * Five.
 * Seven.
 * Eleven's Crazy Awesome crime against fashion fez. And again.
 * And his Stetson
 * As of the new series trailer, the Stetson is back!!!
 * River's Nazi hat.
 * Firefly: Jayne Cobb's cunning hat -- his mother made it for him.
 * Joe Galliano, brother of John Galliano, on Conan.

Video Games

 * Team Fortress 2, "America's #1 war-themed hat simulator", has loads of nice hats.
 * A Red Mage from the Final Fantasy series.
 * Raidou Kuzunoha XIV from the Shin Megami Tensei: Devil Summoner series.
 * Mouri Motonari from Sengoku Basara, with many variations.
 * Every protagonist from the Pokémon series.
 * From Mortal Kombat:
 * Kung Lao
 * Raiden

Web Comics

 * Courtyard Droll's hat of amazing proportions from Homestuck.

Real Life

 * Princess Beatrice, 'nuff said
 * Matt Smith in Beatrice's hat.
 * More royal wedding hats anyone?
 * Eijiro Miyama: Bet your hat doesn't have live goldfish in it.
 * Namgar honors her Buryat heritage with this hat with a Siberian Ibex on it. Seriously, Buryats and Mongols have an awesome pointy hat to call their own.