Suggested by Destroyer Cinder is a master with fire manipulation and that is going to be too much for Toothless to handle. His attacks already aren’t the strongest and when you consider the fact that his fire won’t do anything against Cinder it limits his options even further. Even without her Maiden abilities Cinder is fast enough to dodge all of Toothless’ attacks and counter with her own. This fight won’t last very long. Cinder wins.