Toothless (Franchise)

Toothless is the name of Hiccup's dragon in the How To Train Your Dragon film franchise and is the one of the main protagonists alongside his rider. Unlike his book counterpart, Toothless is a Night Fury, one of the rarest and most intelligent of dragon species.

Having initially been shot down by Hiccup during a dragon raid, Toothless is nursed back to flying shape and becomes the Viking's best friend through their interactions. He continues to aid his human in to exploring the world soon after.

How To Train Your Dragon
"Huh, toothless. I could have sworn you had...teeth."

- Hiccup names the Night Fury he shot down

It is presumed that Tootless lived in the Dragons' Nest along with all the other dragons that would raid Berk and was hatched around 15 years before the events of the first film. As the only Night Fury, he remains rare and elusive, carrying out strategic and lethal strikes against the Vikings' weaponry rather than steal food like the others. Hiccup, needing some way to prove himself to the rest of Berk, successfully shoots Toothless down with his mangler cannon and sends him shrieking from the sky. During the crash, Toothless loses his left tail-fin, leaving him forever crippled from natural flight.As Hiccup prepares to cut out the dragon's heart to take back to his father once he dicovers him, he is shocked to see how frightened the mighty creature is. Hiccup is unable to kill Toothless and instead begins to cut the ropes. Surprised that he is being set free free, Toothless rears back, but instead of killing Hiccup simply roars loudly at him and then tries to fly lopsidedly out of sight. Toothless' sparing of Hiccup makes him realize that the idea dragons always go for the kill is wrong.

Despite having escaped from being killed, Toothless finds himself trapped in a cove, unable to fly and therefore unable to escape. Knowing the the dragon is still alive, Hiccup discovers the cove and observes him attempting to catch fish and failing. Toothless hears Hiccup drop his pencil and stares at him, but remains passive. Hiccup later returns where Toothless is waiting on him. Though suspicious of the Viking, Toothless becomes relatively docile after Hiccup offers him fish. The hungry dragon takes the offer and regurgitates half of it into Hiccup's lap, deciding to "share" with him. Hiccup plays along, and fakes a smile to hide his disgust. 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 and reaches out to try and touch him. Toothless is not interested and flies odd.

After waking from a nap, Toothless notices Hiccup is still in the cove and curiously looks at the picture of himself that Hiccup is scratching out with a twig. Once again to Hiccup's utter astonishment, Toothless draws a maze of squiggles and lines in the dirt in an attempt to imitate the boy. Hiccup reaches forward in another attempt to touch the dragon and closes his eyes in an act of trust. Amazed by the boy's bravery, Toothless leans his head forward and touches his snout gently to Hiccup's hand.

Hiccup, knowing that Toothless is doomed unless he is able to fly again, begins to work on a new prosthetic tail-fin for him. Their first attempt ends in failure when Toothless realises that he needs Hiccup to operate it. Over countless test flights, Hiccup designs tail-fin after tail-fin, each attempt bringing the boy and dragon closer. In between these flight tests, Hiccup discovers more and more of Toothless's playful and curious nature and uses his new found knowledge to his advantage in Dragon Training. Because of this, Hiccup becomes remarkably popular, much to the annoyance of his fellow Viking Astrid. Now extremely close friends through their interactions, Hiccup and Toothless carry out their first proper test flight. Though temporarily running into a snag, the two snap into focus with one another and instinctively manage to carry out other amazing mid-air maneuvers. The flight is a success and both Hiccup and Toothless are ecstatic.

When Hiccup unknowingly leads Astrid to the cove after she is bested in the final test, Toothless shows his protective side by assuming that she is a threat after hurting Hiccup. Only through Hiccup's words does he manage to calm down enough, though his is still wary of her. When Astrid threatens to tell the village of their friendship, Toothless 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 moves to terrify her. After she apologizes, Toothless follows Hiccup's words and smooths out his flight. He gives both Astrid and Hiccup a beautiful "dragon's eye view" of Berk and the beauty of the moment breaks Astrid's long held beliefs about dragons. Unfortunately, Toothless's ties to the other dragons show themselves when he diverts their flight into a huge flock that are carrying great amounts of food. Hiccup and Astrid soon find themselves inside the Dragons' Nest, discovering that the monstrous Red Death effectively holds the dragons' hostage with their hauls. Toothless rockets out of the mountain with the Red Death tries to ensnare them in its jaws and the trio make a hasty retreat back to Berk.

The next day, Toothless perks in the cover when hears Hiccup screaming from afar. Realizing his human is in danger, Toothless manages to claw his way out of the cove 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, even when the Vikings eventually get in on the fight and gang up on him. He threatens to kill Hiccup's father Stoick, but only stops when Hiccup yells at him to. This makes the Night Fury let his guard down long enough to be captured. After learning from Hiccup that only a dragon can find the Nest, Stoick has Toothless chained up and used as a compass to find it. Despite the Viking's initial sense of victory, the Red Death suddenly bursts out of the Nest and Toothless' ship is set alight. Hiccup, along with the other Vikings on dragons of their own, arrive to save him until the Red Death breaks the ship apart. Hiccup dives into the water in a desperate attempt to free Toothless, but passes out from lack of air. To Toothless' shock, Stoick dives back int the water to break him free and the dragon brings the Viking up to the surface with him. With a roar of encouragement, Hiccup and Toothless team up to take down the Red Death.

The pair soon have the enormous dragon chasing them into the clouds, where while the Red Death loses sight of them. As it blows fire everywhere in anger at having lose them, Toothless' prosthetic tail-fin catches fire, leaving them with little time. Toothless leads the Red Death to the ground and holds until the larger dragon is about to breath fire before firing one more plasma blast into the Red Death's mouth. The enormous creature crashes into the ground in a fireball. Though they try to escape the flames racing after them, Hiccup and Toothless are 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 him. To Stoick and Astrid's relief, Toothless is able to save his human by wrapping him in his wings, though is unable to save Hiccup's left leg from damage.

After returning home, Toothless is overjoyed when Hiccup wakes from the battle. Sensing his human's shock at having lost part of his limb, he helps Hiccup to walk with his new prosthetic, the pair of them now equal having lost a part of themselves. After Hiccup discovers Berk has taken the dragons in as companions, Toothless is given a new tail-fin at the end of the film by Gobber and takes off into the skies with his friend once again.

Gift of the Night Fury
As preparations for Snoggletog begin in Berk, Hiccup loses his helmet during a flight with Toothless. The pair return home where they are bombarded with the news that the island's dragons have all left. Toothless appears to want to follow, making Hiccup feel guilty that he cannot fly on his own. He builds Toothless a new automatic tail so that he can be independent, which causes Toothless to leave just as quickly as the other dragons. Hiccup, upset that Toothless has seemingly abandoned him, later discovers that the other dragons have left Berk in order to have their babies. Though he is unable to see Toothless on the island they have gone to, he brings the dragons back home as Berk celebrates Snoggletog at last. He questions where Toothless may have gone until the Night Fury returns, attempting to sneak into the hall without being noticed. He is quickly noticed and runs up to his human happily, revealing a drool covered helmet as a gift. Realizing that Toothless had left to try and find his lost helmet his whole time, Hiccup hugs his dragon in thanks.

The next day after waking Hiccup up, Toothless reveals he has dragged out the old tail-fin and saddle in anticipation of their flight. Despite Hiccup's protests to stop goofing around as he has his new automatic tail, Toothless proceeds to smash it into the ground and fling it away. He nudges the saddle towards Hiccup, leaving his friend in awe that the dragon would rather with him or not at all. As the pair take off and perform a daring freefall, Hiccup remarks how while he may have given his best friend his independence, Toothless gave him the better gift of his companionship.

Dragons: Riders of Berk
Hiccup and Toothless remain close in the TV series. Toothless practically never leaves Hiccup's side and are often seen doing simple tasks together. It is revealed they now sleep in the same room where Toothless has his own bed made from a slab of stone raised off the floor by so he can safely heat it with his flame.

Toothless' protective instincts still show themselves fiercely whenever Hiccup gets into danger, managing to save him from an avalanche and help gain the trust of the surrounding animals in Animal House. However, this loyalty also shows a jealous streak, as seen in The Terrible Twos, Hiccup discovers a young Typhoomerang whom is named Torch. Jealous of the attention Hiccup gives Torch, Toothless finds that that Torch is just a baby and his mother is enraged with worry. Attempting to take take Torch to her directly, Hiccup becomes frustrated with Toothless' behavior and leaves him in the Cove at Raven's Point. After Hiccup and the other riders realize what is going on, Hiccup quickly finds and apologizes to Toothless before luring the mother away and returning Torch to her.

In In Dragons We Trust, after several disasters occurred in the village seemingly caused by Dragons, Toothless is blamed for the destruction of the armory. At the villagers demands, Stoick once again banishes the dragons from Berk, much to Mildew's joy. The riders took their dragons to Dragon Island and are forced to leave them there after several sad farewells. Hiccup vows to be back for Toothless. Toothless waits on Dragon Island for Hiccup to return and keeps the peace between the other dragons in the meantime. Eventually, Hiccup does return but as a prisoner of Alvin the Treacherous, who had invaded Berk to capture the 'Dragon Conqueror'. Together, the dragons and Riders manage to destroy the Outcast ship and return to Berk, once more welcome there, despite Mildew's protests.

In How to Pick Your Dragon, Hiccup manages to convince Stoick to start Dragon riding himself. Stoick quickly decide that only a Night Fury was worthy of a Chief and starts to ride Toothless everywhere, causing him to become exhausted and lonely without Hiccup. Eventually, Toothless becomes so desperate to escape that he started to hide from Stoick and begged Hiccup to help. After several disastrous attempts by the other riders to convince Stoick of their dragons advantages, Toothless is forced to chase down a rogue Dragon, revealed to be a Thunderdrum. Toothless helps to track it down and help the Thunderdrum's friend. Stoick bonds with it with during an attack by boars and everyone returns safely back to Berk.

In Dragon Flower, Toothless spends most of his time sick after being been poisoned by the Blue Oleander, along with every other Dragon on Berk. Hiccup, Stoick, Gobber and an unwilling Mildew were forced to track down and extract venom from a Scauldron to use as an antidote.

In What Flies Beneath, the only occasion where Toothless has defied Hiccup, a Whispering Death that Toothless had fought in the past comes to Berk. With Toothless attempting to fight his old foe on his own- even ordering the other dragons to stay away from him during the fight - he eventually accepts Hiccup's aid when Hiccup deliberately jumps off a cliff to force his dragon to choose between his human or his long standing vendetta.

In Twinsanity, Hiccup attempts to teach Toothless hand signals. While he is fine with "battle ready" and "plasma blast," he remains a little confused with "smile" and "search".

In Breakneck Bog, when the riders were looking for Hiccup's lost gift and after hearing the story behind the dragon doll, Toothless looked touched by the tale, understanding its importance. Toothless then encouraged Hiccup that the two go for a night flight.

In We Are Family Part I & II, Toothless and Hiccup go off looking for more Night Furies. Though Toothless seems only slightly interested at first, they become excited as they come closer and closer to their goal. Unfortunately, the prospect of other Night Furies turns out to be is a trap set by Alvin and Mildew. Though he is locked into a high security cell in the Outcast Dragon containment area, Toothless proves his intelligence when he escapes on his own. He fools the Outcasts into thinking that he is unconscious and sick and immediately blasts them back when they get close. Notably more violent than he usually is with humans, Toothless primary concern is Hiccup being missing. They eventually eventually find each other using dragon calls. And decide to attack Alvin when he appears. Both boy and Dragon usually refrain from going for the kill, but feel that Alvin has gone too far and dive for him. It is yet another trap, and they are both temporarily captured by bolas though the other teens' dragons swoop in and rescue them. Back in Berk, Toothless does look slightly saddened to see that the Isle of Night was a fake, but both he and Hiccup agree that there is nothing wrong with being one of a kind. The season ends with Toothless and Hiccup flying off into the horizon, confident that they will be there for each other in the battles that are yet to come.

Dragons: Defenders of Berk
In Live and Let Fly, Toothless initially acts very grumpy after Stoick issues a ban on flight. He starts to grate on Hiccup's nerves, trying to convince him to go on their nightly flight and only succeeds in doing so when Gobber talks to Hiccup. Later, he and Thornado combine forces in driving off an attack by Alvin and the other Outcasts.

In The Night and the Fury, Toothless and the other dragons endure Tuffnut's 'scary' stories while Hiccup and the others were on a training mission. Waiting until Tuffnut falls asleep, they sneak out to find their riders. He was spotted by Dagur who was on Dragon Island with the sole purpose of killing 'the Night Fury' and was hunted by him and, unwillingly, Hiccup across the entire island. When Hiccup decided to end his charade with Dagur, he used his Dragon Call to call Toothless. Though caught in Dagur's bolas when they tried to fly away, Toothless helps Hiccup battle Dagur after initially being forced to watch his human fight on his own.

In Tunnel Vision, Toothless meets a dragon who would later become one of his greatest enemies, the Screaming Death. After he and Hiccup escape several Whispering Deaths in their underground tunnel network and drove them out of Berk, he was quickly forced to engage with the Screaming Death who knocks him out of the sky. Thanks to Hiccup's shield and Toothless' speed, along with the Screaming Death's attraction to sunlight, they were able to use the Screaming Death's size against it and force it to crash into a giant sea stack, injuring its wings.The Screaming Death returned in Appetite for Destruction where it tries to destroy Dragon Island and is revealed to be behind the other island's destruction. They managed to hold out long enough for Fishlegs and Astrid to gather as many wild dragons as they could to fight it off.

In The Eel Effect, Toothless eats an eel by mistake while trying to save Hiccup and becomes very sick, attacking Hiccup and shooting his fire randomly everywhere. When Toothless sees that he has hurt Hiccup through his sickness, he runs off. When Hiccup and Fishlegs find Toothless, a huge blue Typhoomerang attacks and events eventually lead Toothless to run off a cliff edge out of control. Hiccup quickly puts his foot into the stirrup and tries to control Toothless, the dragon refusing to let him on. Hiccup and Fishlegs manage to ensnare Toothless long enough to give him the medicine for the eel. He regurgitates the eel and returns to normal.

Race to the Edge
Three years after the war with the Berserkers in Dragon Eye of the Beholder Part II, Toothless and Hiccup searched for new lands to no avail.

Dawn of the Dragon Racers
It is revealed in this short that Toothless' (and Hiccup's) color for Dragon Racing is red.

How To Train Your Dragon 2
"You never cease to amaze me, bud. Thank you..."

- Hiccup, sharing a moment with Toothless 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. They have nearly perfected the art of their flights, but not enough to stop them from crashing. After teasing Hiccup with the threat of throwing him off the cliff edge, Toothless playfights with Hiccup and 'defeats' him with multiple licks to the face. After Astrid arrives on Stormfly, Toothless plays with his dragon companion whilst Hiccup an talk about the future and noticed a mysterious plume of smoke rising in the distance. Toothless travels with them until they encounter Eret and his dragon trappers, managing to escape from their ruined fort with news of a mysterious dragon thief and the notorious Drago Bludvist. Though Stoick commands that Berk be locked down when he learns that Drago is coming, Toothless and Hiccup fly off in defiance twice, even when he tells the duo that Drago cannot be reasoned with.

During their flight, Toothless shows visible worry at his human's frustration with his father before they are approached by the dragon thief. As a horde of dragons under the thief's control steal Hiccup from his back, Toothless plummets to icey ground and vainly tries to fly after Hiccup. He is soon swarmed by aquatic dragons and taken to the thief's Sanctuary. Though protective of hiccup, Toothless is left docile by the thief's abilities. She reveals herself to be Valka, Hiccup's long lost mother and she shares her 20 years experience of dragons secrets with them. On a partcular flight, she reveals a series of hidden "spikes" on Toothless' back that he used to be unaware of which he can subsequently extend at will to increase his maneouverability in the air. Toothless later watches happily as Hiccup, Stoick and Valka reunite and plan to become a family once again on Berk.The reunion is cut short when Drago and his Bewilderbeast appear and attempt to destroy the Sanctuary. After killing the former Alpha, Drago orders that his Bewilderbeast seize control of Toothless as the new Alpha. Though he tries to resist, no dragon can resist the Alpha's command and Toothless becomes entranced. Unresponsive to any of Hiccup's words, he advances relentlessly towards his human and is about to use his fire to kill until Stoick saves Hiccup at the cost of his own life. Toothless is temporarily freed from the Alpha's control and tries to approach Hiccup and Stoick, unsure of what has happened. In pain and grief, Hiccup yells at Toothless to get away. Hurt at his human's words, Toothless flees the area, allowing Drago to use his Bewilderbeast to take control of him once again to lead an assault on Berk. Drago arrives at Berk on Toothless' back, ordering the Alpha to freeze the island. Hiccup and the other riders, having managed to return home by riding the baby Scuttleclaws that are outside the control of the Alpha, arrive to stop him. Still mocking Hiccup's beliefs in how to train dragons, Drago allows Hiccup a chance to 'talk' to Toothless. Hiccup assures his dragon that Stoick's death wasn't his fault and the Alpha's control begins to slip. As Hiccup pleads with Toothless to come back as his best friend, Toothless breaks free from the Bewilderbeast's control and throws Drago off his back. Trusting Hiccup to blindfold him to resists the Alpha's call, Toothless pulls off a daring maneuver that allows Hiccup to throw Drago away from the Alpha. However, depiste seemingly having won the battle. the Alpha then freezes both Toothless and Hiccup in a prison of ice. The ice suddenly breaks apart and Toothless emerges not only having protected Hiccup, but glowing blue with internal fire. Enraged at the attempt on Hiccup's life, Toothless subsequently challenges the Bewilderbeast directly, breaking its hold on the other dragons with relentless attacks and rallying them to aid him. Toothless breaks one of the Bewilderbeasts tusks and forces it to flee. With Berk saved from Drago's onslaught, the assembled dragons all acknowledge Toothless as their new Alpha and the Night Fury joins the later celebrations of Hiccup being made the new chief of the village.

Physical Appearance
Toothless is much larger than his book counterpart, being even larger 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 on his back and one smaller pair near the base of his rather long tail tail. He is missing the left side of his tail-fin, which he lost when he was shot down. This is later replaced by a mechanical fin that Hiccup constructs himself along with a saddle and the appropriate apparatus to control to the fin. 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. though how he acquired it is unknown. Toothless's eyes are a bright green, located very near the front of his head and 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. However, when he is docile or happy, his pupils dilate and become more dog-like. Toothless gets his name from his sets of retractable teeth.

In How To Train Your Dragon 2, the spines on Toothless' head and forelegs are slightly longer to show his five years of growth. He now has has three sets of extra plates growing on his lower jaw and is also revealed to have a set of extended spines running along his back that aid him in making tight turns.

Personality
Toothless is the most intelligent of all the dragons and seems to have a dry sense of humor, similar to Hiccup's. He doesn't take kindly to being offended nor anyone offending or endangering his human friend but is usually playful, docile and 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 and is 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 can get display a bit of an attitude at times, reflecting his shared dry humor with Hiccup. He isn't easily intimidated and his daring bravado can get him into trouble at times. He is also not above using violence to reach an end unlike Hiccup, but will usually refrain when told to do so. Overall, the biggest attributes of Toothless' personality come through is his relationship to Hiccup. Equally protective and loyal, he never hesitates to risk his own life when Hiccup is put in danger and is more than affectionate when the time calls for it. His sense of devotion also shows itself when protecting Hiccup's allies and other friends.

Abilities and Skills

 * Intelligence and Communication Skills: As a Night Fury, Toothless' intellligence is unrivalled amonfst the other dragons and often displays the attributes of an incredibly strategic thinker. Toothless seems to be one of the few dragons who attempts to show creativity, as shown with his repeated attempts at drawing in both of the films. He is to comprehend silent commands via hand signals and motions and has also been taught by Hiccup to recognize his riders Night Fury Call as a summon.


 * Speed and Acrobatics: The Art of How to Train Your Dragon book notes that Toothless can fly over one hundred miles per hour and his design is to reflect his status as the 'Ferrari of dragons'. His aerial acrobatics, though requiring Hiccup's help to pull off, allow him to escape rather brutal confrontations with relative ease. 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.


 * Strength: Toothless has shown to be very strong for a dragon of his size, able to hold his own against other larger dragon species such as the Monstrous Nightmare and Whispering Death. He can carry heavy objects, such as boulders and branches with his front legs alone and can also carry adult Vikings, such as Stoick and Alvin with the small extra weight of Hiccup on his back. As a Strike-class Dragon, Toothless has a vice-like jaw that can exert great force.


 * Retractable Teeth: As a Night Fury, Toothless has the ability to retract his teeth when not using them. This unique trait can make him appear to be toothless, hence his name.


 * Senses: Toothless appears to have an uncannily great sense of hearing, able to hear Hiccup's cries for help from the cove even when Hiccup is in the arena. This good sense of hearing can often be used against him though, making his relatively easy to control and influence from the call of a Red Death or Alpha dragonAbout_to_fire.jpg


 * Fire Toothless is also able to shoot several forms of fire. His signature attack is dive bombing and fiing a precise and very powerful blast. It is strong enough to destroy a catapult and even knock down the Red Death. He can also weaken his blasts enough to use them for non-violent purpose and this level of control also allows him to ricochet his shots off of other surfaces like cliff faces.Toothless Alpha Mode.png


 * "Alpha Mode":  After being sufficiently enraged by Drago's Bewilderbeast, Toothless has the ability to use an "Alpha Mode" that gives him more strength, stronger fire and the ability to not only withstand an Alpha's control, but command other dragons as well. His spine, nose and mouth glow a blue color similar to his fire.

Hiccup Horrendous Haddock III
"Buddy, thank you. You are amazing."

- Hiccup to Toothless after being given his helmet back Toothless is Hiccup's best friend and closest companion and both depend upon one another to a great degree. The two of them have become extremely close, and their bond of friendship has survived many a harsh trial. Toothless follows Hiccup everywhere and enjoys the company of his human even in the most mundane and normal daily activities. Toothless also seems to be perfectly happy just being Hiccup, finding their uniqueness amongst dragon and human to be all they need. When Hiccup and Toothless first met, they were merely curious about each other, but eventually this curiosity caused them to see each others similarities. They bonded in the cove, and Toothless would grow in his loyalty to Hiccup as he and the boy became more and more familiar with each other. Toothless clearly likes nothing more than flying through the rushing air as one. By the time of Snoggletog, Toothless's loyalty to Hiccup shows he far more interested in his friendship with Hiccup than his own freedom. He has also been shown to willing to risk his own life for the sake of his friend over two different adventures where Hiccup's life was in danger. Astrid notes that Toothless does not seem to need anyone besides Hiccup to make him happy and this is very often shown to be true. In The Night and the Fury, Tuffnut refers to Hiccup as Toothless' "other half" and Toothless' position as Hiccup's first and best friend is never questioned by any of the other Vikings. The depths the pair are willing to go to to protect and help one another often reaches far beyond friendship, coming close to being more like family to each other than not.

Stoick the Vast
"Thank you for saving my son."

- Stoick, to Toothless who has brought Hiccup back alive

Initially seeing Stoick as the greatest threat when Hiccup needs to be protected, Toothless' relationship with Stoick doesn't start out well. After he chains Toothless in a cruel harness and sails off with him the dragon is surprised when Stoick jumps into the water to free him upon seeing that Hiccup was right about dragons. After the battle of the Red Death comes to a close, Stoick deeply thanks the Dragon for saving his son, and the two of them grow to have great respect for one another. During the TV series, Toothless continues to show respect for Stoick due to his status as the chief, but occasionally comes into conflict with his interests when the Viking's stubborn nature comes into play. Rather than face him outright, Toothless would rather avoid confrontation altogether even at his own discomfort, such as in How To Pick Your Dragon. In How to Train Your Dragon 2, their relationship is definitely strong as Toothless appears to agree with Stoick's decision not to go after Drago in the beginning. Upon seeing how happy the chief is when reunited with Valka, he tries his best to do actions of encouragement for the whole family. Near the climax, Stoick is killed by Toothless' plasma blast when Drago's Bewilderbeast takes control of him. Upon temporarily being freed it, Toothless comes to his senses and approaches Stoick's body, not knowing what he did until Hiccup forces him away. Realizing his action, Toothless is saddened for what he has done, but redeems himself for this incident by challenging and defeating the Bewilderbeast for Berk near the end.

Astrid Hofferson
"Toothless, what are you doing? We need her to like us!"

- Hiccup, trying to stop Toothless' daring moves Much like Stoick, Toothless' first impression of Astrid is not a good one, especially after she hurts Hiccup in the cove. He deliberately pulls off an array of dangerous aerial maneuvers to terrify her into apologizing and only smooths out his flight when she does. After she admits that Toothless is amazing, he comes to trust her upon seeing that Hiccup was telling the truth about her intentions. Toothless shows his sense of loyalty when saving Astrid from being eaten by the Red Death, giving her a big toothless smile. Toothless seems to have a good grasp on Hiccup's crush on Astrid, and he even teases Hiccup about it momentarily. Though Astrid's competitive nature occasionally annoys him, Toothless never seems to be uncomfortable around her, having gotten used to her violent "communication" methods. Knowing that Astrid means a great deal to Hiccup, Toothless maintains a good friendship with her and her dragon and is more than willing to do the same risks for her as he does for his rider.

Valka
"Oh, he's beautiful! Incredible! He might very well be the last of his kind. And look, he's your age! No wonder you get along so well!"

- Valka during her 'inspection' of Toothless Toothless is initially distrusting of Valka until she shows her ability to communicate with dragons like her son. He later becomes as docile around her as he does with Hiccup, most likely due to the family connection and her years worth of dragon taming experience. When they first meet, Toothless seems to enjoy Valka's company a great deal and tries to encourage her to come back to Berk so they can all be a big family.

Stormfly
In the movie and franchise, Toothless and Stormfly share pretty close friendship that rivals their riders' own. They seem to enjoy each other's company and occasionally they can be seen interacting with each other on friendly terms. Often times Astrid's competitive nature can be seen in Stormfly, and that means that she and Toothless do occasionally get competitive. It is usually all in good fun, but sometimes the competitions can get a little out of hand. Toothless' friendship in Stormfly is probably aided significantly by the fact that Stormfly's rider is one of Hiccup's closest human friends .When Toothless breaks free of the Alpha's control and calls other Dragons to aid him, Stormfly is the first dragon shown to return to herself and join Toothless as he makes his stand. After the Bewilderbeast's defeat, Stormfly acknowledges Toothless as the new Alpha Dragon by bowing down to him.

Rival Whispering Death
"So Toothless has an arch-enemy. Kind of like you and me."

- Snotlout, to Hiccup

Toothless' arch rival is a Whispering Death from his past. Though the specifics are not revealed as to what caused their grudge, he and thisdDragon have some sort of serious history and they both are willing to fight to the death over it.

Toothless's blind conviction against this dragon is so set on seeing the fight through that he is willing to hurt Hiccup's feelings for the sake of dealing with this past rivalry. In the end however, Toothless spares the Whispering Death after defeating it and Hiccup is proud of Toothless for sparing his foe that had only moments before nearly killed them both. Toothless' experience with this dragon made him aggressive toward other Whispering Deaths.

Torch
From the moment Torch is discovered, Toothless instinctively didn't trust the youngling but knew the young Typhoomerang's mother was nearby and thus didn't want to risk angering her. Hiccup, however, ingored his warnings and took him to Berk anyway. From that moment, Torch began to irritate Toothless without mercy. He ate all of Toothless' fish, stole all of Hiccup's attention and took his bed allowing Toothless to become jealous of the attention the dragon got from Hiccup instead of him. When the two meet again, they're still not on the best of terms, but are no longer as aggressive to one another.

The Screaming Death
In Tunnel Vision, Toothless met a new enemy: the Screaming Death. This large Dragon goes after him and Hiccup more than the other Dragons, most likely due to Toothless attacking the Screaming Death more often. Hiccup and Toothless were able to lure the albino Dragon into colliding with a sea stack, and injuring its wing. The Screaming Death obviously remembered this when they met again in Appetite for Destruction, as Hiccup and Toothless were its main targets other than sinking the islands. In Cast Out Part II, Toothless is happy to see the Screaming Death reunite with its mother.

Cloudjumper
Unlike Toothless' playful personality, Cloudjumper is a more serious counterpart. The two appear to become friends after learning about the relationship between their riders and often observe the behaviors of each other during flights. Toothless even acts smug towards Cloudjumper when Hiccup reveals that he can fly on his own unlike Valka. 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. After becoming the Alpha after the Bewilderbeast's defeat, Cloudjumper is the first to bow down to Toothless, showing his respects.

Enemies, old and new

 * Drago Bludvist: Toothless has a deep hatred for the self-proclaimed "Dragon God", especially after witnessing the attrocities of his trappers during the events of the second film. After Drago uses Toothless under the Bewilderbeast's control to attack Hiccup and ultimately kills Stoick instead, Toothless shows no mercy in throwing Drago to the ground when he is made free and ultimately fights back against the madman's Bewilderbeast.
 * Alvin the Treacherous: Toothless doesn't hold back when facing the Outcast leader, almost threatening to kill him during a charger in the events of We Are Family Part II. In Cast Out Part II, Toothless is not thrilled about having Alvin join him and Hiccup to save Stoick, but did seem pleased as he and Hiccup watched Stoick and Alvin make up.


 * Mildew: Toothless shares a great dislike for Mildew. In How to Start a Dragon Academy, Toothless growls at the old man when he was making fun of Hiccup for thinking dragons could be trained. Though like Alvin, Toothless shows a bit more of a trust in Mildew after he is freed from Dagur's cage trap by him, showing that he begins to trust the old man.
 * Dagur the Deranged: Toothless shows more of his ferocious side whenever he sees Dagur, since he is obsessed with killing Dragons.

From Book to Film
"Setting Toothless up as a threatening presence gave us that vital sense of tension for Hiccup's story"

- Chris Sanders, in The Art Of How To Train Your Dragon

Unlike his book incarnation, the film version of Toothless being a Night Fury is an original concept unique to the series. The Terrible Terrors were originally designed to be a more faithful take on Toothless' original incarnation, but as time went on in development, it was decided that Hiccup's dragon should have more presence and be able to stand toe-to-toe with his future tamer and lifelong friend rather than pairing the scrawny Viking with an equally scrawny Dragon:

Trivia

 * In Book of Dragons, Hiccup states that he has never seen another Night Fury besides Toothless. This could indicate that Toothless is the last of his kind as Valka later guesses in How To Train Your Dragon 2.
 * 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.
 * Toothless and Hiccup share many traits that makes them symbolically equal. The most prevalent of them are the fact they are both missing a left part of their body that is used for movement that they are the same age.
 * In When Lightning Strikes, it is hinted that Toothless has a fear of lighting, ironic as Night Furies are the "unholy offspring of lightning and death itself."
 * 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 create a sonic shock cone, implying that they are able to break the sound barrier. This strangely 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.However, in the "Fishlegs Dragon Stats" extra on the How To Train Your Dragon 2 home release, it is stated that Night Furies can fly faster than the speed of sound.
 * Toothless is capable of walking on his hind legs, as shown during his attempts to draw like Hiccup and threatening to throw him off a cliff.