Sound Horizon is full of awesome characters, but I love Idolfried Ehrenberg from their 7th Story CD "Märchen" the most. He only appears in the backstory of one of the other characters and only has about three lines of dialogue, which resulted in the fandom basically running away with his personality which was later adopted in official concerts, making him an awesome(ly rude) pirate that basically lives for breasts and has quite a bit of Ho Yay going on with Cortes.
What about Rey Mysterio? He's awesome! He is one of the most amazing wrestlers because of his high flying techniques, and the fans love him!
CM Punk. While he's been always awesome to me, everything he's done starting from the awesome 6/27/11 rant at the end of Raw, and culminating in Punk becoming WWE Champion thrice during the (still-going) run, was where he really became a complete favorite for me.
Chris Jericho is the funniest wrestler in history, and has the heart of a lion.
Calvin and Hobbes. And for that matter, SusieDerkins. One of the best female foils out there. She's the only kid who tries to be friends with Calvin, and no matter what crazy shit he pulls, she never stops trying.
Spring Heeled Jack, The terror of England, so mysterious, was he a real life demon? Was He an alien? Was he just a hoax? Was he a guy in a costume? Was He a monster or evil or was he really a misunderstood hero? Remember That in Universe, most super heroes are framed for crimes or accused of crime, whats to say that Spring Heeled Jack wasn't a hero who was misunderstood? He's just that Mysterious! There's a reason I based my College Creative Writing on his sightings & made a rather good Super Hero Story.
Geof the talking mongoose. Yes, a talking animal which may or may not be a poltergeist can be creepy and inconvenient, but there's just something so adorable about how he bonded with the family. And he mostly spoke with the daughter, so he pretty much is a childhood imaginary friend come alive!