While Stoick enjoyed using Toothless for his chieftain responsibilities, the Night Fury did not. However, the good sense of hearing can often be used against him though, making him relatively easy to control and influence from the call of an Alpha Dragon. In "How to Pick Your Dragon", Stoick rode Toothless when the chief began his training. Thornridge: Gloomshadow • Primal Thornridge • Thornshade • Warywing While in Alpha mode, Toothless has blue markings on his back, fins, spines, and forehead, glowing because of the fire. Dagur rode Toothless again to pass the time while Hiccup was getting a new leg, although the Night Fury bucked Dagur off when the Berserker grabbed the base of his wing. Speed and Agility: The Art of How to Train Your Dragon book notes that Toothless can fly over one hundred miles per hour and his design reflects his status as the 'Ferrari of dragons'. It is also revealed that dragons that are drugged with Deathgripper venom are immune to his commands. Even when not flying, Toothless can tear along the ground at terrific speeds and is one of the most agile dragons on land, shown being able to leap from trees, boulders, walls, etc. In "Bad Moon Rising", when he almost fell off a cliff, Toothless was the first to rush and save Tuffnut, indicating that he cares for the twins' safety.
In How to Train Your Dragon 2, they are seen chasing each other and playing tug-of-war with a stick on Itchy Armpit. It also can fireproof objects when spread over them, as shown with his tail and Hiccup’s armor. Toothless attempts to get Cloudjumper to play with him multiple times, only able to get a reaction of the larger dragon when he has snow dumped on him. This Whispering Death shows up in Berk looking for Toothless.

Toothless with his best friend and buddy, Hiccup. Stoick attempted to kill Savage out of anger, but Toothless stopped his rider’s father from doing so, knowing that Savage's death would not bring Hiccup back or make the situation any better. Hookfang backs down but shoots Toothless an odd look of contempt. Hiccup has stated that he has never seen another Night Fury aside from Toothless while Eret believed that Night Furies were extinct and Valka notes that Toothless very well could be the last of his kind. Not long after, Savage proceeds to insult Hiccup for being the one who brings everyone into the mess. According to the How to Train Your Dragon 2 Film Commentary, this ability is common to dragons. Hobgobbler: Dreadgobbler • Droog • Rescued Hobgobbler • Smitten Hobgobbler Timberjack: Axewing • Axewing the Second • Brute Timberjack • Dammen's Timberjack • Defender Timberjack • Driftcleaver • Lithe Loggerjammer • Lonewood • Seedling Saplinger • Soaring Sidekick • Stokehead • Stoneslice • Taxi • Tricky Timberjack • Wetland Timberjack Foreverwing: Guardian of the Forest In "Enemy of My Enemy", Toothless finally let Dagur ride him so they could save Hiccup from the Hunters.

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