Relationships
Toothless
Hiccup and Toothless.
Hiccup and Toothless have a brotherly relationship. The two of them do seem to see each other as equals, And everyone seems to acknowledge that Toothless is by far Hiccup's closest friend. At first, both keep their distance after Hiccup shoots Toothless down with the invention he called the "Mangler", but their mutual curiosity leads them to try and learn more about each other. Hiccup starts to observe Toothless and learns many secrets about dragons from these observations that help Hiccup advance in his dragon fighting classes. Toothless starts to trust Hiccup and even allows him to touch him, and eventually ride him. The depth of their relationship is furthered when Hiccup fashions a prosthetic tail for Toothless, only to discover that the two need each other to use it to fly; Hiccup is needed to manipulate the prosthetic tail while Toothless does the actual flying.
Toothless is later very playful around Hiccup, and is also very protective of and loyal to him. This is shown in how before, no matter how hard he tried, he couldn't get out of the cove without flying, until he heard Hiccup's scream, then manages to climb out and fight off a Monstrous Nightmare in the dragon training ring before it could kill Hiccup, and refusing to leave when the rest of the village joins in on the fight, perhaps seeing them as a threat. Later, when Hiccup is knocked off of him while attempting to escape the explosion that kills the Red Death, Toothless manages to reach for and protect Hiccup by wrapping him in his wings, even without his own prosthetic tail. Toothless is later overjoyed when Hiccup wakes up after the battle, jumping around his house with glee, and tickling him, before helping his human friend to walk on his new prosthetic leg.
Their friendship is also strong in Gift of the Night Fury when Hiccup crafted a new tail for Toothless so he can
Hiccup hugging Toothless
fly on his own. Toothless takes off, and only later Hiccup finds out why. When Toothless comes back, Hiccup finds out he took off to find his helmet. At the end Toothless trashed his new tail showing that he wanted to need Hiccup for him to fly.
Toothless and Hiccup's relationship remains mostly the same in Riders of Berk. They do occasionally have problems with one another as seen inTerrible Twos and What Flies Beneath, but they always come through for one another. Hiccup and Toothless continue to grow closer throughout the series, and both of them risk their lives for each other multiple times. Hiccup tries to make Toothless happy by finding more Night Furies, but his efforts are foiled when Mildew and Alvin trap them both. In the end, Toothless remains happy to stay with Hiccup as his closest companion and to remain one of a kind. Toothless seems to be very happy and satisfied to be with Hiccup, and Hiccup is extremely grateful to have Toothless be the closest friend he could ever have.
During How to Train Your Dragon 2, Hiccup and Toothless are shown to only have grown in their friendship. They have become more reliant and trusting of each other like when Hiccup has an idea to confront Drago and try to convince him to stop traping dragons, Toothless remains more friendly towards Eret and his crew. Though when Toothless is controlled by Drago through his Bewilderbeast and kills Stoick, Hiccup gets upset at the death of his father and blindly yells at Toothless to get away, which Toothless reluctanly follows shortly before being conrtolled again. Later however, their friendship and loyalty to one another proves to be strong enough fully free Toothless from the Bewilderbeast's control. Later, after being set free, Toothless trusts Hiccup enough to be his eyes and ears and binds them so the Bewilderbeast can't control him. When they eventually get put to the ground, Toothless sits behind Hiccup when he talks to Drago one last time and that is when Drago tells his Bewilderbeast to kill Hiccup which Toothless quickly jumps in to cover Hiccup from the ice. It is thought to be an unsuccessful attempt that kills both Hiccup and Toothless, but when a blue color and sound similar to when Toothless would shoot started resinating from the ice, everyone wonders what was happening and then the ice breaks, revealing Toothless. Toothless, who is now covered in a blue color, similar to his plasma bolts, on his back and in his mouth and nostrils, is covering Hiccup from the ice and then uncurls from Hiccup. When he uncurls, he sprints to the edge of an ice spike on Berk and challenges the Bewilderbeast under Drago's control to the dragon's role of alpha to protect Hiccup. When Toothless, with his new found power and strength, attacks the Bewilderbeast, he proves that his friendship and compainionship with Hiccup has only grown.