“Toothless didn't just become my friend. He became the friend who gave me my purpose”
―Hiccup describing his friendship with Toothless
Toothless is one of the two main protagonists (alongside Hiccup Horrendous Haddock III) of DreamWorks' How to Train Your Dragon franchise.
He is a Night Fury who is the "alpha of all dragons," the former dragon companion of Hiccup Horrendous Haddock III, and the king of the Hidden World. He is also the mate of the Light Fury and the father of their three children, Dart, Pouncer, and Ruffrunner. He is also the sole survivor of the Night Fury race who escaped Grimmel the Grisly's massacre and One of the two progenators of the Night Light race.
Toothless is a black Night Fury who was 15 years old in the first film, 18 to 19 in Race To The Edge, 20 in the second film and 21 in the threequel. In the epilogue Toothless was around 31.
In the first film, Hiccup shot down Toothless and unintentionally had broken off his tail fin. Finding that he could not kill the Night Fury, Hiccup set Toothless free. They ended up becoming lifelong friends and Toothless and Hiccup's friendship led to the Viking-Dragon war to end after they killed the Red Death.
Five years later, Toothless became an Alpha after defeating Drago Bludvist's Bewilderbeast, who left in defeat and mutually respected him.
In the third film Toothless was forced to escape to the Hidden World with The Light Fury and the other dragons when Hiccup realized humans weren't willing to accept dragons until 1300 years later. He remained in the Hidden World with his mate and their three children. Despite leaving Toothless and Hiccup's love for each other remained even when they were reunited 10 years later. Since the Hidden World exists, it is possible that Toothless is not the last of his kind and that there are others living there.
However, Toothless and his mate were able to preserve both their species by being the progenators of the Night Light species.
Appearances
How to Train Your Dragon
Toothless is shot out of the sky during a dragon raid from Hiccup's catapult. The boy managed to rip off one of Toothless' tail fins. Hiccup later released the Night Fury after showing him mercy. Later the two forge a bond when Hiccup gives him a fish and willingly throws away one of his daggers.
Hiccup creates a prosthetic tail for Toothless. They later take Astrid on a romantic flight
How to Train Your Dragon 2
How to Train Your Dragon: The Hidden World
Short Films
The Legend of the Boneknapper Dragon
The Book of Dragons
Gift of the Night Fury
Dragons: The Series
Dragons: Riders of Berk
Dragons: Defenders of Berk
Dragons: Race to the Edge
Season 1
Season 2
Season 3
Season 4
Season 5
Season 6
Differences from source material
Toothless is a small, green Sea Dragonus Giganticus Maximus and he was mistaken as a common-or-garden dragon initially.
Trivia
Stitch and Toothless resemble each other, sittingly enough because both characters were created by the same people.
Coincidentally, Dean DeBois' and Chris Saunders Iive-action remakes of their shared projects, Lilo and Stitch and How to Train Your Dragon both came out in 2025. Ironically, while DeBois' and Saunders are involved in their live-action remakes, Lilo & Stitch will just have Chris while How to Train Your Dragon will just have Dean. In another twist Lilo & Stitch is owned by Disney and How to Train Your Dragon is owned by DreamWorks. Both companies are known for their rivalry towards one another.
Gallery
Cartoon
Render of Hiccup and Toothless in Race to the Edge
Weapons: Inferno, Astrid Hofferson's Axe, Hiccup's Viking Helmet, Hiccup's Shield, The Mangler (Hiccup's Bola Catapult), Dragon Root Arrows, Toothless' Saddle and Tail Fin, Dragon Scale Armor, Deathgripper Venom
Plants: Dragon Root, Blue Oleanders, Purple Oleanders Other: Yak Nog, Bork's Papers, The Book of Dragons (original, The Nine Realms), Hiccup's Prosthetic Leg, Astrid's Betrothal Necklace, Gobber's Peg Leg