2005 - The "Sugar We're Going Down" Castro Hat
2006 - The "Too Cool For TRL" Beanie
2006 - The "Who Gave Pete Wentz A Monkey" Cabbie Hat
2006 - The "I Swear I Didn't Buy This Hat At Spencer's Gifts" Trucker Hat
2007 - The "I'm Going To Wear Some Variation Of This Trucker Hat All Year" Trucker Hat
2007 - See What I Mean
2007 - The "Still Too Cool For TRL" Beanie
2007 - The "Goes With My Sideburns" Trucker Hat
2008 - The "I Love Elton John" Fedora
2009 - The "Fall Out Boy Is Still A Band?" Beanie
2009 - The "Why Am I Wearing This" Wig
2009 - The "Formal Castro Hat" Castro Hat
(It's unclear if Patrick Stump wore any hats in 2010, there weren't any wire photos, but it's probably safe to assume he did)
2011 - The "I'm Not Wearing A" Hat
2010 - The "I'm Still Not Wearing A" Hat
2011 - The "I'm Blonde Now And I'm Still Still Not Wearing A" Hat
(It's also unclear if Patrick Stump wore any hats in 2012, there weren't any wire photos from that year either, but it's again, it's probably safe to assume he did)
2013 - The "Hooray I'm Back In Fall Out Boy" Fedora
You go Patrick Stump, you wear those hats!
