1. Rumple and Regina – Rumple. The Dark One has more experience and since he taught Regina, he knows her weaknesses.
2. Charming and Hook – Charming. Two hands are better than one.
3. Emma and Zelena – Emma. “Heroes always win.”
4. Snow and Robin. – A pretty even match between two bandits. I think they’d fight to a draw, then team up to rob some villain.
5. Belle and Aurora – Belle. She has fighting experience and she’ll find a book that reveals some weakness of Aurora.
6. Cora and Maleficent – Cora. If Cruella could trick Maleficent the way we saw on the show, Cora certainly could. No one beats Cora at manipulation.
7. Pan and Cruella. – Pan. He has more powerful magic and he’s more ruthless.
8. Ursula and Ingrid. – Ingrid. She’ll freeze the water around Ursula.
9. Henry and Wendy. – Wendy. If it came to physical combat, Henry would never hit a girl. If it’s a battle of strategy, he is at the age now that she could get him to do anything by just batting her eyelashes at him. He might have had a chance before puberty, though.
10. Grumpy and Felix. – Grumpy. He’s more determined.
11. Elsa and Lily. – Fire and ice! What a perfect matchup! I’ll go with Lily being able to melt Elsa’s ice.
12. Neal and Will – I can’t decide.Maybe Neal because his experience from Neverland gives him an edge?
13. Red and Anastasia – Anastasia. She has more magic.
14. Sneezy and Doc – Doc. Sneezy would sneeze at the most critical moments, leaving himself open.
15. Happy and Bashful – Happy. He’s more muscular.
16. Dopey and Sleepy. – Dopey wins by default because Sleepy overslept and missed the fight.
17. Cinderella and Anna – Anna. She has more fighting experience.
18. Mulan and Lancelot – Too close to call.
19. Jafar and Merlin – Merlin. I think he has more powerful magic.
20. Tinkerbell and Blue Fairy – Blue. I think “The original power” has more experience to draw upon.
21. Granny and Bo Peep. – Granny. No contest.
22. Whale and Kristoff – Kristoff. I think Whale would underestimate his opponent.