Whichever one was the original. Death the Kid (Soul Eater) vs Death Jr. (Death Jr.) in a Death match.
Jorgen has magic and is easily 3 times stronger than swartzeneger. Bugs bunny versus Mickey Mouse, fight to the death.
deadpool the game because http://www.youtube.com/watch?v=b0jK7n2b784 hello kitty versus fluttershy in an obnoxiously too cute contest. (If you get sick from how cute they are, they win.)
Hello Kitty. Fluttershy's cuteness isn't obnoxious. Ryobi vs. DeWalt in a "Best Cordless Drill" challenge.
Iron Will. Minotaurs are much stronger and faster than humans. Tardis vs DeLorean in a time travel contest.
Tardis, it's got no limitations or requirements for travel... although the delorian does look far more badash. pokemon versus mlp in a "maturity of unintended fans" contest.
Trixie. We all know that Draco is just there to be a punching bag late in the series. Trixie is a real threat. voldemort versus discord
Discord I could never really get into Harry Potter Krillin vs. Usopp which is funny because same voice actor