is the name of Hiccup's Dragon in both the book series and film. In the books, Toothless is a young Seadragonus Giganticus Maximus, although it is originally believed he is a Common or Garden Dragon, while he's a larger, black Night Fury in the film adaptation.

He is the quintessential dragon in the series, and remains unrivaled in intelligence. He is presumed to be the only living Night Fury, at least on Berk and the surrounding Isles.

In the Film Franchise

Toothless appears as a Night Fury in the film, the rarest and most intelligent species of Dragon there is. He plays a similar role to his book counterpart.


Toothless proves himself to be a very capable fighter, such as when he rushes to Hiccup's aid in his battle with the Monstrous Nightmare, Toothless quickly causes the larger Dragon to back down. Toothless also shows himself superior to most Vikings, as proven against Stoick in a quick skirmish.

Toothless is very intelligent and seems to have a dry sense of humor, similar to Hiccup's, which he may have picked up from Hiccup. He doesn't take kindly to being offended nor anyone offending or endangering his human friend but is usually playful, docile, maybe even a little teasing when not threatened. He also shows a great curiosity, imitating Hiccup's actions and mannerisms when they initially encounter one another like when he was observing Hiccup draw him, he then tries to draw with a tree branch. Toothless' intelligence shows many times throughout the film, being able to understand Hiccup's words and commands as well as agree with some of what he says. It is shown that he has become aware of Hiccup's crush on Astrid, even seeming to briefly tease him about it.

Toothless actually can get display a bit of an attitude. He gives a Terrible Terror an extremely snide look when it is challenging him to a fight. He clearly understands his own strength, and is not always humble about it. 

He isn't intimidated by Astrid and walks off with a sort of shoulder shrug and eye roll when she threatens to expose Hiccup's and Toothless's friendship to Stoick. He certainly displays an independent attitude when he takes both Hiccup and Astrid on a roller-coaster ride directly after Hiccup tells Astrid that he is harmless. Toothless does not seem to agree with Hiccup on that point. Toothless also smacks two Outcast guards with his tail as he leaves his cell to look for Hiccup. This attitude is usually hidden under his docile nature, but it comes out in comical ways from time to time. 

Hiccup and Toothless share an unrivaled bond of friendship with one another. Hiccup refers to Toothless as his best friend often throughout the franchise, and even Astrid refers to him as that. The two spend almost all of their time together in the events following the movie. In Dragons: Riders of Berk. Toothless sleeps in the house with Hiccup and follows him almost wherever he goes. None of the other Dragons are shown to have quite as much loyalty as Toothless. He is protective, supporting, and caring towards his rider. He's not just an amazing pet; he is Hiccup's closest friend.

Physical Appearance

Toothless is much larger than his book counterpart, being much bigger in size than Hiccup. He has jet-black scales covering his whole body, his sides having small light patches in a pattern similar to that of a manta ray. Toothless possesses two sets of wings (one main pair and one smaller pair near the base of his tail). He is missing the left side of his tail-fin, which he lost when Hiccup took Toothless down with his Mangler.

This is later replaced by a mechanical fin that Hiccup constructs himself. Toothless has a rather large scar on his right shoulder/neck which is around a foot in length with a width of about an inch. Toothless's eyes are a bright green. They are located very near the front of his face giving him excellent depth perception and reflexes in flight. He can narrow his pupils to slits when threatened or angry, similar to that of a cat. But when he is docile or happy, his pupils dilate and become more dog-like. Toothless gets his name from his sets of retractable teeth. 

Toothless is the only Night Fury seen thus far in the franchise, so his physical appearance is all that can be studied to learn about Night Fury anatomy. He has two extremely large wings that allow him to do a vertical takeoff. Behind that is a set of smaller wings that aid in gliding. At the end of his tail he used to have yet another set of wings that aided in steering and stability, but his left one is now missing.

In How to Train Your Dragon 2, The spines on his head and forelegs are slightly longer. He also has three sets of extra plates growing on his lower jaw. He is also revealed to have a set of extended spines running along his back that aid him in making tight turns. Toothless didn't know about them, but they were revealed by Valka. But other than that he is identical to how he looked in the first movie. Toothless is also a lot more playful than he was in the first movie. It is also revealed by Valka that Toothless is the same age as Hiccup. This may be another reason for how well the duo get along.

How to Train Your Dragon

Toothless is considered Hiccup's first and best friend in the films.

Toothless is actually the first character to be seen in the entire franchise. He flies behind the Dreamworks logo and then vanishes into the night sky. Presumably, he lived in the Dragons' Nest along with all the other Dragons that would raid Berk. His first actions are to dive bomb Berk. Though he does not steal food, he does target catapults. He destroys the catapult Stoick is using to fend off Deadly Nadders. His strikes are strategic and lethal, and he seems to be the only kind of Dragon Stoick will become concerned about. Hiccup sees the destruction caused by Toothless and decides to prove himself by doing the impossible: bringing down a Night Fury. 

Hiccup shoots Toothless down with his mangler cannon when Toothless dive bombs another one of Berk's catapults. Toothless is caught in the bola and falls shrieking from the sky. He crashes into the woods just past Raven Point. During the crash, Toothless loses his left tail-fin, leaving him forever crippled from natural flight. He lays unconscious in the woods tangled in the cords of the bola until Hiccup discovers him. 

Toothless stares deeply into Hiccup as the boy prepares to kill him. The boy is shocked to see how frightened the mighty creature is. Hiccup is unable to kill Toothless, so instead he begins to cut the ropes. 

As soon as he is free, Toothless whips around, grabs Hiccup by the neck, and pins him to the ground. Toothless stares frighteningly at Hiccup, and the boy prepares for the worst. Toothless rears back, but instead of killing Hiccup, he roars loudly at him and then tries to fly lopsidedly out of sight. Toothless' sparing of Hiccup was unbelievable, and Hiccup soon realizes that the idea of dragons "Always go for the kill" is wrong.  Toothless finds himself trapped in the cove. He is unable to fly and therefore unable to escape. Hiccup sees him attempting to catch fish but failing. Toothless hears Hiccup dropping his pencil and notices Hiccup watching him, but remains passive. 

Hiccup later returns, and Toothless is waiting on him. He has perched himself on a high rock, and he watches as Hiccup looks around for him. Toothless reveals himself, and does not attack Hiccup, though he growls in suspicion and distrust. Hiccup tosses his dagger away, and then offers Toothless a fish he has brought. The hungry Dragon drops his frightening attitude, and much to Hiccup's surprise has no teeth. Hiccup soon discovers that Toothless does indeed have teeth when the Dragon lunges forward and snatches the fish.

Toothless gulps the fish down in moments and then looks to Hiccup hoping for more. Hiccup backs away as Toothless approaches and tells the dragon that he has no more. In response to this, Toothless regurgitates half of the fish into Hiccup's lap, deciding to "share" with him. Toothless manages to get Hiccup to eat a bite of the revolting, raw, regurgitated fish. Hiccup pretends to enjoy it, though he can hardly disguise his disgust. He smiles at the Dragon, and Toothless is curious about the mannerism. Toothless pulls his face into a confused and comical looking attempt at a smile. Hiccup is awestruck at the Dragon's intelligence and personality. Hiccup reaches out to try and touch Toothless, but Toothless is not interested in the offer and flies to the other side of the cove.

Hiccup tries to touch him again when he lays down, but he quickly decides against it when he realizes he is aggravating the Dragon. Toothless rests for several hours, and then upon waking, notices Hiccup is still in the cove. He walks up and sits next to Hiccup who is drawing in the dirt. Toothless curiously looks at the picture of himself that Hiccup is scratching out with a twig and then stands up, walks off, and pulls up a small tree. Once again to Hiccup's utter astonishment, Toothless draws a maze of squiggles and lines in the dirt that were most likely meant to be a drawing of Hiccup before sitting down to proudly admire his work. Hiccup tries to step out of this maze, but Toothless is displeased when he steps on the lines. Hiccup realizes this and walks distractedly though the maze avoiding all the marks Toothless has made.

He finds himself right up against the dragon. Hiccup reaches forward, and Toothless gives him one last skeptical growl. Hiccup recoils, but only for a moment. Hiccup then closes his eyes trusting Toothless with his outreached right hand. The Dragon senses this trust, and is just as amazed with Hiccup as Hiccup had been with him. Toothless leans his head forward and touches his snout gently to Hiccup's hand. The two bond for a moment, and then Toothless rushes off yet again, leaving Hiccup to try and take in the depth of the moment.

Hiccup later begins to work on a new tail fin for Toothless. The first flight they have, Toothless is extremely excited to be airborne again, but he is not keen on having a rider. He tosses Hiccup off but only then realizes that the tail-fin will not work unless Hiccup is operating it. Hiccup designs tail-fin after tail-fin, and each attempt brings the boy and Dragon closer. In between flight tests, Hiccup discovers more and more of Toothless's playful and curious nature. He uses his new found Dragon knowledge to his advantage in the ring. Because of this, Hiccup becomes remarkably popular, which angers Hiccup's training companion and secret crush, Astrid. 

Still Hiccup finds himself to be much happier being around Toothless than being around the other teens, and the boy and Dragon are soon extremely close friends. By the time they do their first real test flight, Hiccup and Toothless are mostly in sync. Hiccup still has a little trouble with the tail movements, but when he accidentally falls off, he and Toothless are put onto a crash course into a huge array of rocks at breakneck speed. The two then snap into focus with one another, and they blast through the rocks swerving, ducking, and doing barrel rolls. 

The flight is a huge success and both Hiccup and Toothless are ecstatic over it (until Toothless accidentally burns Hiccup). They share a meal with each other afterwards, and Toothless again tries to give Hiccup regurgitated fish. Hiccup declines, but a small group of Terrible Terrors arrive and try to steal Toothless's fish. Toothless foils their plans and eats his fish himself. This angers one of them enough to get it to try and breath fire at the Night Fury. Toothless gives the creature a snide look and then shoots a plasma blast into its open mouth, causing its own fire gasses to backfire into itself. Hiccup notes that Dragons are "not so fire proof on the inside" and then kindly gives the Terrible Terror one of his own fish. Hiccup soon sees that everything the Vikings know about Dragons is wrong.

When Hiccup unknowingly leads Astrid to the cove, Toothless shows his protective side by assuming that she is a threat. Only through Hiccup's words does he manage to calm down enough, although still being wary. 

When Astrid threatens to tell the village, Toothless and Hiccup abducts her and strands her on a tree to stop her. Even though Hiccup invites her to a flight to show Toothless is not dangerous, the Night Fury isn't convinced that she can be trusted and pulls off daring acrobatic moves (corkscrews, loop-de-loops, etc.), not to throw her off, but just to terrify her (which indicates that he may not be as dependent on Hiccup for flying as first assumed). 

After she apologizes, Toothless begins to trust her more and assumes she's now a friend, smoothing out his flight. He gives both Astrid and Hiccup a beautiful, romantic "Dragon's eye view" of Berk. The beauty of the moment breaks Astrid's long held beliefs about Dragons, and she admits that Toothless is simply amazing.

Unfortunately, Toothless's old ties to the Dragon society make a frightening return. Toothless flies into a fog bank with both teens on his back. They find themselves in the middle of a huge flock of Dragons that are carrying great amounts of carrion and food. Hiccup thinks the Dragons are hauling in their kill and Astrid nervously wonders whether Toothless intends to haul them in with the rest. Toothless and the Dragons zig-zag through the fog until they reach a giant volcanic mountain. 

The Dragons dive into a series of tunnels in the side, and Hiccup and Astrid soon find themselves flying above a massive cavern filled with red smoke. The dragons drop hundreds of dead animals into a huge hole in the middle of the cavern. Toothless looks nervously down into it before landing. He continues to look tensely around until a lone Gronckle donates a single fish. This provokes the monstrous Red Death to emerge from the hole and devour it. Astrid and Hiccup are both in shock, and Toothless soon sees that he too is in danger. The Red Death has noticed his lack of contributions, and he lunges at Toothless who barely swoops out of the way. While flying away with all the other Dragons, the Red Death sadly managed to catch the tail of an unfortunate Zippleback with its jaws and pulled it back.

Toothless then rockets out of the mountain along with the entire herd of terrified Dragons. Upon returning Toothless takes a long drink from the pond while Hiccup and Astrid try to make a plan. After Astrid kisses Hiccup on the cheek and leaves, Toothless walks up and gives Hiccup a happy but teasing look. 

Toothless senses another threat the next day when he hears Hiccup screaming from afar. Realizing he is in danger, Toothless manages to claw his way out of the cove (for the first time on his own) and immediately rushes to Hiccup's side to protect him from the Dragon he is supposed to kill. He refuses to leave his friend's side when the Vikings eventually get in on the fight and gang up on him, managing to fight them off and have Stoick at the mercy of his flames. Only when Hiccup yells at him to stop does he let his guard down long enough to be captured.

Toothless is chained up and used as a compass to reach the Dragon's Nest. However, as he observes the other Dragons flying away, he begins desperately trying to free himself as The Red Death suddenly bursts out of the Nest. The ship he's chained to is set alight, and he is thrown into the water when the ship breaks up. Hiccup dives into the water in a desperate attempt to free Toothless, but passes out from lack of air. Just then, Stoick dives in to save Hiccup first, then he dives back in to break Toothless free, to which Toothless grabs Stoick to swiftly take him back out of the water.

Hiccup then mounts Toothless and they both fly into the air to take down the Red Death. The two soon have the enormous dragon chasing them into the clouds, where while the Red Death loses sight of them, Toothless blasts holes through the Red Death's wings. As the Red Death then blows fire everywhere in the sky, Toothless' prosthetic tail-fin catches fire, and Hiccup and Toothless decide to dive towards the ground, with the Red Death still chasing after them, during which the enormous dragon prepares to finish them off by charging a most powerful fiery blast. Just as they are closer to the ground, Toothless fires one more plasma blast into the Red Death's mouth, and he and Hiccup fly upwards to escape as the Red Death crashes to the ground and destroyed in a fiery explosion.

While escaping a fireball from the explosion, Hiccup and Toothless get struck by the Red Death's tail, resulting in Hiccup getting knocked off from Toothless' back and free-falling into the fireball. Seeing his human friend falling to his fiery death, Toothless bravely dives into the exploding body of the Red Death to save Hiccup, wrapping him in his wings to protect him as they land, showing that Toothless's bond with Hiccup is very strong indeed.

A little later, Toothless is overjoyed when Hiccup wakes from the battle, licking him in the face playfully, like a pet would, knocking all sorts of things over while jumping around Hiccup's home happily, and helps him to walk with his new prosthetic leg as a sign of their friendship. Having both lost a part of their body by the end of the movie, this makes Hiccup and Toothless symbiotically equal. Toothless gains a new tail-fin at the end of the film, given to him by Gobber, and takes off into the skies with Hiccup once again.

How to Train Your Dragon 2

By the second movie, Hiccup and Toothless have taken to exploring the areas beyond Berk, as well as experimenting with a glide-suit that Hiccup has developed that allows him to fly alongside Toothless (An adjustment to Toothless' tailfin allowing him to maintain a glide on his own, although he still cannot steer). On one of these missions, they encounter Hiccup's long-lost mother, Valka, who reveals a series of hidden "spikes" on Toothless' back, that even the dragon didn't know about -- most likely because he lacked other Night Furies to show them to him -- which he can subsequently extend at will to increase his maneuverability in the air. These "spikes" are flat, leathery flaps, placed in "V" shape and extending from his back to the end of his tail, shortly after the saddle.

When Hiccup attempts to confront Drago Bludvist and his Alpha Bewilderbeast, he is unprepared for the Bewilderbeast's Alpha Dragon "status", which allows it to take control of Toothless on Drago's orders. Toothless is nearly made to kill Hiccup, but Stoick saves Hiccup at the cost of his own life. In pain and grief, Hiccup initially rejects Toothless when Toothless regains his own mind, allowing Drago to use his Bewilderbeast to take control of all the dragons and lead them to Berk, even riding on Toothless personally.

However, when Drago arrives back at Berk, he finds Hiccup and the other Riders already present, having managed to return home by riding the baby dragons that are outside the control of the Alpha. Still mocking Hiccup's beliefs in how to train dragons, Drago allows Hiccup a chance to "talk" to Toothless, only to be shocked when Hiccup's words and his bond with Toothless allow him to break the Alpha's control. Returned to himself and guided by Hiccup's words, Toothless not only charges a plasma bolt that saves him and Hiccup from being frozen by the Bewilderbeast's ice, but subsequently challenges the Bewilderbeast directly, breaking its hold on the other dragons and rallying them to aid him. After the Bewilderbeast is forced to retreat after Toothless breaks one of its tusks, the assembled dragons all acknowledge Toothless as their new alpha, recognizing Toothless as a worthy guardian as opposed to the fear and authority maintained by Drago's Bewilderbeast.

Abilities and Skills

Toothless displays a huge variety of abilities throughout the movie franchise. Toothless has been trained by Hiccup very well to learn these great skills, though many are natural.

  • Intelligence and Communication Skills: He is extremely intelligent and can almost completely understand everything said to him. He also seems to be able to command other Dragons to an extent. He is an incredibly strategic thinker. Hiccup and Toothless work together to cripple the Red Death and then use his fire against her. Also, when Toothless is captured and imprisoned by the Outcasts in We Are Family Part II, he manages to outsmart the guards on his own. He tricks them into thinking he is unconscious so as to get them to remove his muzzle. It is a surprisingly clever plan, and it completely fools the Outcasts. Toothless also seems to be one of the few dragons who attempts to show creativity. Toothless has been trained, by Hiccup, to comprehend silent commands via hand signals and motions, such as "Battle-ready", "Plasma Blast", "Smile" and "Search". He has also been taught by Hiccup, to recognize his riders Night Fury Call as a summon. Toothless also mimics Hiccup, such as in the second movie at the Itchy Armpit.
  • Speed and Acrobatics: He is the fastest flier among the Dragons, with the Skrill second and Typhoomerang third. The Art of How to Train Your Dragon book notes that he can fly over one hundred miles per hour. He keeps up with Hiccup easily in a free fall, and humans reach terminal velocity at around one hundred and fifty miles per hour. He is the only Dragon so far to be able to do a vertical takeoff. Even when not flying he can tear along the ground at terrific speeds. His jumping abilities are phenomenal. It was demonstrated several times he has a very flexible body. Toothless have shown possessing remarkable agility in flight as well as on land. In HTTYD 2 he is able to dodge several nets that were aimed for him with great nimbleness and reaction time. He is very likely one of the most agile Dragons on land and was shown being able to leap from trees, boulders, walls, etc. Valka demonstrated that the fins on his back can split into another set of fins, making Toothless even more aerodynamic and better at mastering tight turns. Toothless was able to fly blindfolded during his fight with Drago's Bewilderbeast.
  • Strength: Toothless has shown to be very strong for a Dragon of his size, as he has been seen defeating Dragons bigger then him, such as Monstrous Nightmares and Whispering Deaths. He managed to defeat Hookfang in a short, but brutal fight. He can even push back Hookfang by using all his four legs. He was also able to throw away a full-grown Whispering Death. He has been seen carrying heavy objects, such as boulders and barrels with his front legs. He can also carry adult Vikings, such as Stoick and Alvin with the small extra weight of Hiccup on his back. He was able to carry Stoick, who weighs 400 pounds, for an entire day before getting completely exhausted, although he found this very tiring and was unwilling to repeat it. He also has been seen carrying the Lead Stinger in his mouth, and prevented Barf and Belch from flying after the Dragon Root by holding his tail. As a Strike-class Dragon, Toothless has a vice-like jaw that can exert great force.
  • Endurance and Stamina: Toothless can fly longer than any other Dragon at least bit longer, but he was shown to be exhausted in the episode View with the Skrill part 1, but unless he has to carry heavy objects or someone heavy. He has shown to be able to run long distance with no sign of being exhausted from the cove to the kill ring, that he can also able to take a lot of damage in battle from Hookfang, fighting off the berk warriors, and Stoick the Vast. He can take attacks from hisrival, and still look untouched.
  • Retractable Teeth: As a Night Fury , Toothless has the ability to retract his teeth. This unique trait can make him appear to be toothless, hence his name.
  • Senses: He is shown to have an uncannily great sense of hearing. He is able to hear Hiccup's cries for help all the way from the cove even when Hiccup is in the arena. This good sense of hearing plays into his ability to use a sonar. He is seen using it in the film in order to locate Dragon Island. He tracks Hiccup by his sense of smell throughout We Are Family Part II, but loses him when Hiccup takes to the air on the back of a Deadly Nadder. He also seems to have the ability of night vision.
  • Stealth and Camouflage: Toothless' black scales and extreme speed make him hard to notice, especially at night. This was demonstrated when confronting the Flightmare.
  • Plasma Blast: Toothless is also able to shoot several forms of fire (see Fire Types). His signature attack is dive bombing where he dives at great speed and then fires a precise and very powerful blast. It is strong enough to destroy a catapult and even knock down the Red Death while making the ground shake a little and sending slight but noticeable shock-wave. He can also weaken his blasts enough to use them for non-violent purposes (like knocking people out of trees).
  • Saliva: Oddly, Toothless' saliva actually has an incredible amount of healing properties. However, this was only stated in Defiant One to heal Snotlout's tongue after eating some strange berries. It is possible Hiccup made this up and the effect of the berries wore off. Hiccup also stated that Toothless' saliva doesn't wash out. It is also proven to be an effective adhesive, more than human saliva, as shown when Hiccup uses it to stick together parts of his map.
  • Echolocation: In We Are Family Part I, it is revealed that Toothless has a hidden ability that Hiccup never known about it, being so long with Toothless he finds a strange ability that Toothless can use; an echolocation to guide himself and Hiccup out of the cave they were trapped in. Hiccup recalls later that "Toothless let out a weird sound that bounced back toward them, and was able to use that to get out". He also used this ability in "Frozen" when they are flying over the frozen sea.
  • Swimming: Toothless is a great swimmer, and has saved Hiccup from drowning several times in the process. He has also been seen sea skimming from one island to another.
    • Sea skimming: A particular way of swimming that, according to Hiccup, "it's like flying... but not." To perform this, Toothless dives and jumps out of the water continuously. This ability doesn't require for Toothless to be ridden by anyone, he can do this all by himself.
  • Synchronization: Thanks to the time they used the prosthetic tail-fin, Toothless and Hiccup are able to fly together in perfect sync. Not only that, but they also understand each other the best out of all Dragons and riders, which was demonstrated several times.
  • "Flaps" on back: Toothless' hidden ability, that was unknown even to himself. Revealed by Valka, those leathery flaps are flat fins-like spikes, placed in "V" shape and extending from his back, to the end of the tail. They gave him more maneuverability and control in flight, almost like a second tail.
  • Titan Wing/Alpha Mode: Toothless is able to "charge" himself in some way, it gives him more strength, stronger fire with seemingly no limit, and the ability to not only withstand an Alpha's control, but command other dragons as well. This also gave him the more menacing look, with back, nose and mouth glowing blue color similar to his fire, probably because of amount and strength of this fire inside Toothless. This gave him the ability to challenge the Alpha and stand his own against it. It also gave the Night Fury species to become an Alpha Species, enhancing the power of Toothless made him able to defeat the Bewilderbeast.

Friendship with Equestrian Equines

Toothless is also friends with Twilight, her family, her friends, and the CMC. As well as some of their friends and family.

In Thomas and Twilight Sparkle show How to Train Your Dragon, seeing how much they were willing to be around him despite fearing dragons, Toothless didn't see them as a threat (but the equines on the other hand did, and kept thinking he'd try to eat them if he head the chance). Then, when the enemy dragons try to eat them in the dragon den, Toothless saves their lives finally winning their trust.

He also helps our heroes battle the villains in Thomas and Twilight Sparkle's Adventures of Avatar,

Relationship with Nightstar

In The Chronicles of Equestria and The Isle of Berk Toothless has a relationship with Yuna's Night Fury: Nightstar.


  • In Book of Dragons, Hiccup states that he has never seen another Night Fury. This could indicate that Toothless is the last of his kind, or perhaps Night Furies are just few-to-none in the lands surrounding Berk or are not even native to Berk and the surrounding lands.
  • The similarities in the film's Toothless to Disney's Stitch (of Lilo and Stitch) are very prevalent, which isn't just a coincidence: The creative team behind the film version of How to Train Your Dragon (Chris Sanders and Dean DeBlois) is the very same duo behind Lilo & Stitch.
    • If you switched Toothless's and Stitch's bodies, they would look almost exactly the same, but in different colors and sizes.
    • They are also the main character's best friend. (Stitch being Lilo's friend and Toothless being Hiccup's friend)
  • Toothless and Hiccup share many traits.
    • Toothless is a highly intelligent Dragon, and Hiccup is a very intelligent Viking.
    • They both have "pin-point accuracy" as Hiccup could shoot Toothless down with one shot and Toothless could destroy a catapult with one plasma blast. 
    • They are also the shortest, with Hiccup being almost shorter than the other riders (up until the sequel), and Toothless being shorter than the other Dragons (on all fours).
    • They are both missing a left part of their body that is used for movement (part of Hiccup's left leg and Toothless' left tail-fin)
    • According to Valka, Toothless and Hiccup are the same age meaning that, Toothless was 15 in the first movie and 20 in the second movie.
  • Toothless was shown hovering without Hiccup in Breakneck Bog, confirming that his tail injury merely stops him flying solo due to his lack of maneuverability rather than stopping him from staying off the ground at all. Besides, his prosthetic fin was opened at that time.
  • In some development concept art pictures, Toothless resembles a Skrill and a Deadly Nadder.
  • In When Lightning Strikes, it is hinted that Toothless has a fear of lighting. This is ironic as Night Furies are the "unholy offspring of lightning and death itself." He appears to have gotten over it by View to a Skrill Part I.
  • Hiccup and Toothless usually fly around the island when it gets dark. In Live and Let Fly when Stoick banned flying, Toothless got very irritated.
  • Toothless can sleep upside-down in a similar manner to a bat.
  • In the intro of the TV series, Toothless and Hiccup are shown to have a sonic shock cone, implying they broke the Sound Barrier. This contradicts the accepted three-hundred to four hundred miles per hour top speed for a Night-Fury, as the Sound Barrier at room temperature is seven-hundred and sixty-one miles per hour.(As a explanation of this and many other inconsistency's. Please consider Cartoon Physics 101, It works because it is suppose to not because it should.(
    • However, in the Fishlegs Dragon Stats extra on the How To Train Your Dragon 2 DVD, it is stated that night furies can fly faster than the speed of sound, thus making it possible for Toothless to creat a sonic shock cone.
  • Toothless' eyes show what mood he is in. If his pupils are constricted, his emotions are negative. If his pupils are dilated, they are positive. 
  • In the first How to Train Your Dragon book, Snotlout was actually the one who came up with the name "Toothless."
  • Toothless is capable of walking on his hind legs, but usually walks on all fours.
  • In the series, there are scenes where Toothless has his saddle on, and some where it disappears.
  • Toothless is the crest of Berk's Dragon Academy, and the symbol on Hiccup's shield.
  • In the sequel, when Toothless fires his plasma firebreath at its full potential. The way he charges and then unleashes his attack consists in his spines and mouth glowing blue as he is about to expel the fire. This is a reference to the Toho monster Godzilla, who unleashes one of his most powerful attacks, the atomic blast, in a similar fashion.
  • Toothless has shown to have the most rivals.
    • His arch enemy the Whispering Death
    • Hookfang for the Thawfest and the Dragon Race.
    • Stormfly for speed race, but more of a friendly competition
    • Torch for the affection of Hiccup.
  • Toothless will meet Thomas, Twilight, and their friends in Thomas and Twilight Sparkle show How to Train Your Dragon
  • Toothless guest stars in The Skarloey Engines' Adventures of Pokemon: Jirachi Wish Maker, The Skarloey Engines' Adventures of Pokemon Ranger and the Temple of the Sea, Thomas and Twilight Sparkle's Adventures of Avatar