The Poor Taste Award
The Tourist of Doom by An Obscure Allusion To...

RUNNER UP: The Protest by VisualSensations

The Dirty, Dirty, Dirty Award
Spank Inferno by Earendil The Mariner

RUNNER UP: Peeping Pirate by VisualSensations

Most Disturbing
Brian of the Caribbean by Bubbles

RUNNER UP: Pretty Pretty Orlando by An Obscure Allusion To...

Best Use of Riddick
Totem Riddick by PushyTheClown

RUNNER UP: Hidden Riddick by Mr. Right

Best Use of Evil Kitty
Donner and Evil Kitty by Bubbles

RUNNER UP: Litter Box by descartes

Best Use of The God Warrior
Perrin of the Caribbean by RailroadHatPat

RUNNER UP: Native Warrior by PushyTheClown

Best Use of Tom Cruise
Davy Cruise by Pieatorium

Best Self Reference
Troll King by Wolfgang

RUNNER UP: Pirates of the Cleotis Bean by RailroadHatPat

Most Subtle and/or Obscure
November Rain by Blevo

RUNNER UP: Alien Skull by klendathu

Cutest
Cookie Monster by Fufefries

RUNNER UP: Muppet Treasure Island by descartes

Best Reference to Movie or TV Show
Marx of the Brothers by LillyVon

RUNNER UP: RUNNER UP: Spider-Man by Fufefries

The LillyVon Award
(Funniest without being dirty)
The Lion King by Wolfgang

RUNNER UP: Rum is Gone by WarrenG

Most Original
Hamster Wheel by buddylee

RUNNER UP: LaToya Jackson by PushyTheClown

The WTF!? Award
Hot Dog by Fufefries

RUNNER UP: Eye Mouth by bfkiller

Best Video Game Reference
Monkey Island 2 by Tandem the Spoony

RUNNER UP: Resident Evil by Fufefries

Best Animated
Dead Parrot by RailroadHatPat

RUNNER UP: A House! by Bumble

Best Movie Poster
Fear and Loathing in the Caribbean by Blevo

RUNNER UP: Weekend at Bernies 3 by Pieatorium

The "Caption This!" Award
Respect by Dead_And_Messed_Up

RUNNER UP: No Tits by ggfunk

The "A Little Did a Lot" Award
The Eye of Sauron by JRSly

RUNNER UP: Mosh Girl by Bubbles

The Ever-Changing Weekly Award
This week: BEST AD
Motorola by Earendil The Mariner

RUNNER UP: Herbal Essence by PushyTheClown

Funniest
Operation by Troll King

RUNNER UP: Modern Warfare by Wolfgang

Best Looking Photoshop
Doctor Zoidberg by Earendil The Mariner

RUNNER UP: Davy Lisa by RailroadHatPat

Honorable Mentions

High Sparrow by Sir Dickwin of Cockmore
Sulu by Kev's Year
Raiders of the Lost Ark by Sir Dickwin of Cockmore
Captain Morgan by Redant
World Series Poker by LillyVon
The Venture Brothers by Wolfgang
Pirate Stylist by NervousEdge
MXC by PushyTheClown
Berserker by Wolfgang
Bird Poop by Bubbles