Luna wins, because she has magic while Eyeless Jack is just crazy as far as I know (and can't see).
Ticci-Toby and Clockwork win because Ticci-Toby is immune to pain and Shining and Cadance don't really have any special abilities besides magic, flight, and love; the first two can be countered and the last is only good against changelings apparently.
Well here are my Mlp vs Creepypasta Death Battles...
Luna vs Eyeless Jack
Shining Armor and Cadence vs Ticci-Toby and Clockwork
Who do you guys think will win these Death Battles?
Luna wins, because she has magic while Eyeless Jack is just crazy as far as I know (and can't see).
Ticci-Toby and Clockwork win because Ticci-Toby is immune to pain and Shining and Cadance don't really have any special abilities besides magic, flight, and love; the first two can be countered and the last is only good against changelings apparently.