Golde/GWG: Burn Fedori. 7-2+2, 1-1. You fire a sizable fireball is Fedori's direction. They are unable to dodge or block, 4-2. However the fireball is largely absorbed by their armor. There's a few good burns though.
Fedori/Execute: Crush the sorting hat with shadows! He will only see darkness! You attempt to do so, but find your movements slowed. This impedes your casting somewhat, but 6+1+2-1, 6-2+2 you are able to cover the sorting hats head in shadow slightly. They should be partially blinded.
Dundee/Unholy: Secret actions. 10+1 You quickly tie your dagger to your staff. It looks remarkably sturdy. 10-2+2. After this, you summon a blowfly, and it heads towards Fedori! 6, 10-1. They manage to avoid it for now. It should keep going after them for awhile though.
Caerwyn/Caerwyn: Focus on testing our skills! Bestow our clothing with something simple to help resist magical attacks! 6+2+2+1. You are able to enchant your clothing with a simple resistance spell. It should increase magic resistance by a good amount.
Sorting Hat/Xantalos: Dodge with my precog and sort his blood out of his throat! By going and stabbing him in the jugular. 4+2 You are unable to avoid all of the shadows. You do manage to move further in their direction though. Your vision is partially impaired. (Your precog would help a lot more if you didn't have a penalty to dexterity. As is, average successes just cancel out the penalty.)
Hat Wizard/Elephant: Explode anybody who dares to oppose me! If nobody meets my challenge, destroy the ground in the center of the arena. No one challenges you, so you 9+2+2+1+.5 create a massive explosion in the center of the arena, creating a large hole, and knocking a lot of dust around. The crater could probably used as a rudimentary trench.
ICBM/ICBM: I raise a mountain below my self. Can you use colored letters instead of colored squares?9+2+2+1. You raise a giant mountain below yourself. The ground even seems more durable than before. 6-2. The intensity of the quakes surprises you, but you manage to stay standing.
Colored letters looked kinda bad, sorry. Used numbers instead, don't need to make those different colors anyway.
Artemis Dimikaelo/Artemis: "Indeed! Let us reign over the hats!" Use my time control powers to restrain Fedori's movement. 6+2+1. You slow Fedori's movements considerably.
Description: Two parts Gatsby to one part Blighted Beak. Add a splash of lustrous gold paint and you have Golde.
School: Fire
Strength: 1
Endurance: 4
Dexterity: 1
Power: 0
Items: Copper Armor, (Knife), Shield, Staff
Vessel Health: Fine
Description: Mainly a luxurious if uninteresting fedora, always casts a shadow on the vessels face for some reason.
School: Shadow (you know, mainly manipulating shadows in various ways, also basic invisibility, but very short time.)
Strength: 1
Endurance: 1
Dexterity: 1
Power: 3
Items: Staff, Knife, Copper Armour and a Shield.
Vessel Health: Various Burns, being attacked by a blowfly.
Description: A black brimmed hat bound with a leather strap studded with upwards facing crocodile teeth.
School: Outback magic
Stats:
Strength: 2
Endurance: 1
Dexterity: 3
Power: 0
Items: Staff, knife, copper armor, shield.
Vessel Health: Fine
Has a blowfly chasing Fedori.
Description: Yer a wizard hat, Caerwyn. Pointy and made of cloth!
School: Enchanting (Bestowing temporary or permanent magical enchantments upon items. E.G: Bestowing a blessing of strength on a wooden staff, causing it to be as light as a feather, yet as hard as steel, though it will wear off after time. Or, simply giving, say, a piece of clothing resistance to a type of magic, or making a cloth shirt as tough as chain-mail. The more powerful/permanent it is, the higher the difficulty it would be. Examples for easy enchanting would be to cause a small orb to float or glow, or turn a thrown rock into a whizzing projectile.
Strength: 1
Endurance: 0
Dexterity: 1
Power: 4
Items: Staff, Charged Wand [Blink, short range Teleportation], Staff, Hat Strap, Health Potion, Clothing enchanted to resist magic.
Vessel Health: Fine
Description: ...regular leather hat from what I saw. It looks like it has a face.
Magic School: Uh ... prescience/precognition
Strength: 0
Endurance: 2
Dexterity: 0
Power: 4
Items: Staff, Shield, Health Potion, Hatstrap, Knife
Vessel Health: Slightly Blinded by shadow.
Description: Sombrero
Magic School: Explosions
Strength: 0
Endurance: 0
Dexterity: 2
Power: 4
Items: Wand, Staffs (3), Hat Strap, Knife
Vessel Health: Fine
Description: Paper hat
School: Terraforming
Strength: 0
Endurance: 2
Dexterity: 0
Power: 4
Items: Staff, Shield, Copper Armor, Wand
Vessel Health: Fine
Description: Detective Noir
Magic School: Time
Strength: 1
Endurance: 1
Dexterity: 2
Power: 2
Items: Staff, Shield, Copper Armor, Wand
Vessel Health: Fine
Apparently the previous image didn't work for one of you, so I'm just going to use a direct link.
http://imgur.com/EXpaQDh1: Golde
2: Fedori
3: Dundee
4: Caerwyn
5: Totally Not The Sorting Hat
6: Hat Wizard
7: ICBM
8: Artemis Dimikaelo
Brown is raised, dark brown/reddish brown is lowered.