Death, despite his superior power, has a limited skill set. Link is a highly adaptable and creative fighter, and wields the Master Sword, which would be extremely effective against a demonic warrior like Death.
Spitfire's awesome and all, but just look at what's in your siggy. As wise and experienced as she is, Spitfire could never dream to be THAT awesome. Rival match: The Great and Powerful Trixie vs. Draco Malfoy
Pinkie Pie. She could literally turn her face into a duck's face if she wanted to. Richard B. Riddick vs. Batman in a fight to the death.
Batman gets wounded round 1, discovers Riddick's weak spots and pwns him round 2 for the win! Bat Crap Crazy Contest vs
That's a hard one, but I'd have to say the Joker. Judge Doom never shows his truly insane side until the end. Sokka (Avatar) vs. Link (Twilight Princess) in a sword and boomerang duel.
Deadpool. Fat guy falling down an up escalator vs. monkey slipping on a banana peel for funniest thing ever.
Fat guy will always be funny no matter how long it lasts, but the monkey is funny for a second. Fat guy wins. Pirates & ninjas VS Aliens
Vampires are stiff and sickly, werewolves are agile and strong. That said, the vampires would refuse to dance and the werewolves would just look at whoever asked them to dance, confused as their animal minds have no idea what the word "dance" means. Tie. Aku (samurai Jack) vs Him (powerpuff girls)
Jack would pwn that Satan wannabe six-six-six ways to Sunday. Applejack vs. Clint Eastwood in a "best cowboy/girl" contest?
Applejack can knock every apple from a tree with a single kick, and can withstand tremendous amounts of damage. She's the clear winner. Whovians vs. Homestucks in a 'confusing normal people' contest.