Toothless (Franchise)

"I looked at him, and I saw myself."

- Hiccup describing his relationship with Toothless.

Toothless is the name of Hiccup's dragon in the How to Train Your Dragon (film) franchise and the deuteragonist. Unlike his book counterpart, Toothless is a Night Fury, one of the rarest and most intelligent of dragon species. 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.

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 and adventures.

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

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 Toothless 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 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 discovers 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, 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 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 reaches out to try and touch him. Toothless is not interested and flies off.

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 shows his intelligence by drawing a maze of squiggles and lines in an attempt to imitate the boy. Hiccup reaches forward to touch the dragon again 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 realizes 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 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 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 in 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 Astrid 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' 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 hears Hiccup screaming from afar in the cove. 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 Vikings' 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 into 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 the Red Death loses sight of them. As it blows fire everywhere in anger at having lost them, Toothless' prosthetic tail-fin catches fire, leaving them with little time to act. Toothless leads the Red Death to the ground and waits until the larger dragon is about to breath fire before firing one more plasma blast into its 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. 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 Hiccup 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 spotted 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 this whole time, Hiccup hugs his dragon in thanks.

The next day after waking Hiccup up, Toothless 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 fly 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 independence, Toothless gave him the better gift of his companionship.

Dragons: Riders of Berk
Toothless practically never leaves Hiccup's side during the events of the TV series. 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 so he can safely heat it with his flame.

How to Start a Dragon Academy
The dragons on Berk run rampant, causing Hiccup and Toothless to try and maintain the peace they worked so hard to forge. After one too many incidents, Stoick, at Mildew's urging, decreed that the dragons would be banished once again. Hiccup and Toothless manage to find a way to use the dragons' abilities to aid the Vikings with fishing and farming. Stoick reverses his decision and gives responsibility of the dragons to Hiccup and his friends. The Dragon Academy is officially started to train them.

Viking for Hire
Toothless supports Hiccup in his attempts to help Gobber find a new place within the new Viking and dragon community as there was no longer any need for dragon killing weapons. When Hookfang goes on a rampage due to a toothache, the two dragons have a brief scuffle until Gobber managed to discover the cause of Hookfang's behavior and removes the tooth.

Animal House
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.

The Terrible Twos
However, this loyalty also shows a jealous streak, as seen when 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 Torch to her directly, Hiccup becomes frustrated with Toothless' behavior and leaves him in the cove as punishment. 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 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 take 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 the Island for Hiccup to return and keeps the peace between the other dragons in the meantime.

Alvin & the Outcasts
Eventually, Hiccup does return but as a prisoner of Alvin the Treacherous, who has 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.

How to Pick Your Dragon
Hiccup manages to convince Stoick to start dragon riding. Stoick quickly decides that only a Night Fury is 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 starts to hide from Stoick and begs 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 tracks it down and helps the Thunderdrum's friend. Stoick bonds with it with during an attack by boars and everyone returns safely back to Berk.

Portrait of Hiccup as a Buff Young Man
Toothless and the other Dragons carried their riders around the island to assist in Hiccup's quest for the treasure of Hamish I. He was the only one who accompanied Hiccup to the final resting place of the treasure as the others had been cut off from them by a cave-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 are forced to track down and extract venom from a Scauldron to use as an antidote.

Heather Report, Part 1
Toothless and Hiccup encounter the survivor of a wrecked ship, a girl named Heather. While curious about the newcomer, Toothless doesn't see her as a threat and even lets her ride him with Hiccup. When Heather steals both the Book of Dragons and Stormfly, Toothless uses his speed to catch up. Despite trying to get the Book back, Hiccup is subsequently burned by flaming catapults and Toothless retreats, leaving the Book on Outcast Island.

Heather Report, Part 2
As the dragons and riders eventually reclaim the Book and realize that Heather was only working for the Outcasts because they had captured her parents, they clear things up with her and Toothless lets her pet him before she leaves.

Thawfest
During the Thawfest Games, Toothless' competitive side was shown. At first he felt bad for Hiccup, who wasn't doing too well on the first day. On day two, like Hiccup, he let his competitive nature get the best of him. He was just as determined to beat Snotlout and Hookfang as his rider. However, Toothless seemed to understand that Hiccup threw the race and was fine with coming in second.

When Lightning Strikes
Mildew tries to convince the Vikings that Toothless' status as a Night Fury was angering Thor and causing various lightning storms to strike the island. It is later revealed to be the metal statue of Thor that attracts the lightning.

What Flies Beneath
When holes were found on Berk, it was 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.

Twinsanity
Hiccup then 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". However, he was able to fool Dagur the Deranged and his Berserkers during their fake dragon attack.

Breakneck Bog
After the riders are looked for Hiccup's lost gift and heard the story behind the dragon doll, Toothless looked touched by the tale, understanding its importance. Toothless then encourages Hiccup that the two go for a night flight.

Gem of a Different Color
Toothless helped defend the village from the Changewings who were searching for their eggs.

We Are Family, Part 1
During Bork Week, Toothless and Hiccup then journey 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.

We Are Family, Part 2
Toothless 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 sick and immediately blasts them back when they get close. Notably more violent than he usually is with humans, Toothless' primary concern is finding Hiccup who is missing. They eventually find each other using dragon calls and decide to attack Alvin for what he has done. 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 until 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 to the horizon, confident that they will be there for each other in the battles that are yet to come.

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.

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

Tunnel Vision
Toothless then 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.

Race to Fireworm Island
Toothless was pitted against Stormfly in a training exercise and was able to evade her by flying into a cave and blending into the darkness, along with Hiccup. Later, when Hookfang fell gravely ill, he helped Hiccup gather Fireworms and saved Snotlout from the Fireworm Queen, when Snotlout stole a fire-comb from her nest.

Fright of Passage
Hiccup and Toothless helped Astrid to sneak up on the Flightmare as only a Night Fury had the stealth at night required to do so. He defended the both of them from the Flightmare when it believed its food source to be under attack but as they discovered this, Toothless ate some of its algae, causing him to glow purple. Later, when Fishlegs, Meatlug and Stormfly appeared to help, he cut a new channel for the river to divert the flow of algae out to the sea, forcing the Flightmare off Berk.

Worst in Show
Toothless learned a rescue skill that gave him a new way to use his plasma blasts by firing multiple shots as he barrel-rolled. He tried to comfort Meatlug when Fishlegs neglected her, in favor of training his Terrible Terror, Iggy, so he could beat Snotlout in a training competition. Toothless assisted Hiccup in demonstrating Sharpshot's accuracy and, later, used his new rescue skill to destroy Alvin's ship.

Appetite for Destruction
The Screaming Death returns. It attempts to destroy Dragon Island and is revealed to be behind the destruction of other islands in the area. Toothless and Hiccup manage to hold out long enough for Fishlegs and Astrid to gather as many wild dragons as they can to fight the Screaming Death off. Toothless carried Hiccup to several islands that had been mysteriously sunk. He and Hiccup held off the Screaming Death when it tried to destroy Dragon Island after it was 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 and fight off the Screaming Death.

Zippleback Down
Toothless ventured around Berk, disabling old dragon traps left over from the war until Hiccup noticed the hot wind and lack of rain, indicating they were having fire weather. He also helped Hiccup track down the twins, who were trapped in a forest fire and was reunited with Torch, who Toothless was less than thrilled to see again. Toothless and Torch, along with Barf and Belch, were able to use their fire, wings and Torch's abilities to put out the fire.

A View to a Skrill, Part 1
Toothless and Hiccup then discovered a frozen Skrill dragon near Berk and hurry to get it off the island, knowing how it is revered by the Berserkers. When the mighty dragon is thawed out, the pair of them face the prospect of a war between the Skrill, Berserkers and Alvin's Outcasts who manage to take the dragon for themselves.

A View to a Skrill, Part 2
It is later revealed that the Outcasts and Berserkers intend to form a truce between themselves, using the Skrill as their weapon of choice to invade Berk. Though the two groups eventually fall out with each other, Toothless and Hiccup manage to seal the Skrill back into its icy prison and avoid a potentially deadly battle.

The Flight Stuff
Toothless carried Hiccup on scouting runs to Outcast Island so that they could see what Dagur was up to but during one of these scouting missions, Hiccup and Toothless were captured and nearly killed, due to Gustav and Fanghook's interference and eagerness to help. However, Snotlout and Gustav managed to use their Dragons to free them while Astrid and Stormfly distracted the other Outcasts.

Free Scauldy
Toothless and Hiccup, along with the other members of the Dragon Flight Club, started searching for the Screaming Death as they decided it was too dangerous to leave unchecked. When they passed Changewing Island, they discovered an injured Scauldron, which rebuked all their attempts to help it, even though it would have died if left out of the water too long. Toothless, Meatlug, Barf and Belch refused to leave it and, eventually, they were able to help it by lifting the rocks off of its wing when it took a liking to Ruffnut. They managed to fix the Scauldron's wing with a large makeshift splint, which Ruffnut cut off her braids to finish.

Frozen
After being stuck inside a shelter, due to a massive snowstorm, Hiccup and Toothless went on a Search and Rescue mission for Trader Johann. Toothless used his Echolocation to great effect across the frozen sea but, shortly after they left Berk, they almost collided with the Speed Stinger Horde. After finding Johann during the night, they returned to Berk during the day to find the village mysteriously empty. He searched for the Speed Stinger nest, along with the other Dragons and their riders, so that they could capture the Alpha and use it to lure the Horde away from Berk. Toothless engaged the Alpha in one-on-one combat and, with Stormfly's help, managed to force it into a cage. Later, he carried it across the sea after Stormfly got stung carrying it and got paralyzed, luring the horde away from Berk. Afterwards, they flew Johann back to his ship so he could continue trading.

A Tale of Two Dragons
Toothless spent most of his time with Hiccup, helping to sort out Mildew's old cabbage field and trying to break up Stormfly and Hookfang when they were fighting each other. The Dragons and their riders were forced to work in the cabbage field, due to a fight between Astrid, Snotlout and their Dragons but when Stormfly and Hookfang started acting aggressive Toothless and Hiccup stepped in, only for Toothless to start fighting too. Eventually, they discovered the cause of the aggression was Dragon Root, which Meatlug was immune to, and threw it into the ocean.

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.

Smoke Gets in Your Eyes
Toothless then sensed that something was very wrong with the pile of scrap metal that Gobber bought from Trader Johann but, nevertheless, helped get it to Gobber's forge at the blacksmith request. The next day, he and his rider woke up to find out that the entire village had been robbed of a great deal of metal objects and they both, along with Astrid and Stormfly, investigated the scenes of the crimes, to no result. Later, in the night, Hiccup was attacked by adolescent Smothering Smokebreath Dragons, who were attracted to his metal leg and Toothless helped to fight them off, before going to tell the others. After setting a trap, they followed the Dragons to their nest, only to find out that the entire situation had been orchestrated by Dagur, who was on the horizon with his armada. To end this threat, Toothless carried all the metal the village had left, along with the other Dragons, and threw it at the Armada so that the Smokebreaths would steal all the components from Dagur's ships causing them to sink. He then helped lure the Dragons to Johann's boat, who was making a stop at Breakneck Bog.

Bing! Bam! Boom!
Toothless and Hiccup, along with Stoick and Thornado, discovered three baby Thunderdrums out at sea and, unknowingly, led them back to Berk, where they started causing havoc and disaster. Toothless and the other members of the Academy tried to train the three Dragons but it turned out that only Thornado could control them and so Toothless and Hiccup, as well as Fishlegs and Stoick, left them on Dragon Island after several failed attempts. They found out that the other Dragons on the island had chased them out to sea in the first place and so Toothless, Meatlug and Thornado fought off several Dragons of different species to defend the hatchlings. Afterwards, Toothless carried Hiccup and Stoick back to Berk since Stoick had left Thornado behind to look after the hatchlings.

Cast Out, Part 1
Toothless and Hiccup saved Astrid when she fell off of Stormfly, Alvin rode on Toothless along with Hiccup on the way to Outcast Island.

Cast Out, Part 2
Then, in the arena, Dagur tried to ride him, but Toothless quickly threw him off.

Dragon Eye of the Beholder, Part 1
Three years have passed since the war with the Berserkers. Toothless and Hiccup fly out in the hope of searching for new lands and dragons but no avail. After Johann was fished from ocean, Toothless went with his rider and other riders to graveyard of ships in attempt to capture Dagur. Once there, Toothless went with Hiccup to take a look at a feared ship, The Reaper. There, they discovered not only that it was a dragon hunting ship, but also the Dragon Eye. They were then confronted by Dagur and his Berserkers.

Dragon Eye of the Beholder, Part 2
After Hiccup gave up the Dragon Eye, Toothless then tried to blast the cage open, to no avail. Despite, Hiccup's friends were saved and Toothless were able to retrieve the Dragon Eye. Toothless then went Hiccup, Gothi and the other riders to Glacier Island. There they fought the Snow Wraith in order to get one of it's teeth to unlock the dragon eye. After they returned to Berk, Toothless was able to use his fire to light the Dragon Eye.

Imperfect Harmony
Toothless was present when Hiccup showed the Dragon Eye to Stoick and the other members of the Berk Council. After giving his son permission to leave Berk, Stoick entrusted Toothless to take care of Hiccup, which the Night Fury grunts in agreement. They soon reach a beautiful island where the Riders stop to rest. The next morning however, the dragons were gone. Toothless later found Hiccup and the others, telling them the other dragons were in danger. In a rush, Toothless grabs Hiccup's metal leg and accidentally yanks in off without even knowing. Once realizing that he had only the prosthetic, he returns it to his rider, with a guilty look. After chasing off a wild Thunderdrum, the Riders encounter a new dragon the dubbed the Death Song and learn it draws in dragon with its song, them traps them in its amber blasts to eat them later. While the Riders were trying free their dragons, Toothless faced the Death Song, only to get caught, as well as everyone except Hiccup. Using the Monstrous Nightmare gel Snotlout brought, as well as the aid of the Thunderdrum from before, Hiccup freed everyone, and trapped the Death Song in a cave.

When Darkness Falls
The Dragon Riders finally found an island to use as their outpost. Like Hiccup, Toothless was not fond of the other Riders arguing over designs for their base. When the duo, along with the twins, discovered the Night Terrors and captured their leader, they returned to the others. They soon realized the small dragons are defenseless without their alpha's guidance. Toothless and Hiccup return the leader, which Tuffnut named Smidvarg to his pack and chase off the Changewings that were threatening them. After finally deciding a design for Dragon's Edge, the Night Terrors become the island's sentries. Smidvarg gather the pack together to form a giant Night Fury as a sign of their alliance, much to Toothless' enjoyment.

Big Man on Berk
Toothless and the others dragons then removed a wild Scauldron from Berk's fishing lanes. They also saved Fishlegs and Meatlug from the Scauldron.

Gone Gustav Gone
He and Hiccup then saved Gustav Larson and Fanghook from both a cave-in and Dagur the Deranged.

Reign of Fireworms
Toothless was able to lead the Fireworms away from the Edge.

Crushing It
Toothless then assisted the rider in their attempt to capture a wild destructive Rumblehorn. However, with Stoick's help, Toothless realized that the Rumblehorn was trying to warn them of a tidal wave coming towards the edge.

Quake, Rattle and Roll
Toothless then went with Hiccup, Fishlegs and Meatlug to Dark Deep. However, once there they saw that the Gronckles had been pushed off by a Catastrophic Quaken. Toothless was unable to force it to leave, but then watched as Meatlug and Fishlegs made friends with it and the Gronckles.

Have Dragon Will Travel, Part 1
Toothless then helped the riders track down a rogue dragon and it's rider. Toothless was able to shoot the dragon and it's rider, who revealed herself to be Heather. Toothless was then able to follow Heather to Trader Johann's Ship, where he and Hiccup forced Johann to give him information on Heather's next target; Dagur.

Have Dragon Will Travel, Part 2
Toothless then saved Heather and Windshear from Dagur's chains and escaped, back to the Edge. There, Toothless told the other dragons to back off from Windshear. Toothless then helped Hiccup convince Heather to not kill Dagur because he was her brother.

The Next Big Sting
Toothless then watched Hiccup tested his prototype Flightsuit. He saved Hiccup from crashing in the first two tests. Toothless, along with a Speed Stinger, Speedy, were able to force his pack to leave the edge.

Total Nightmare
Toothless then assisted Hookfang and Snotlout in defending Girl Hookfang's eggs from Titan Wing Monstrous Nightmare.

Team Astrid
Toothless and Hiccup then searched for Dagur after he attacked Berk. However, he and the other dragon and their riders came under attack at the Edge by Dagur's fleet. However, they received help from Astrid, Stoick and the Dragon Riders' Auxiliary.

Night of the Hunters, Part 1
Toothless and Hiccup then saved Astrid from drowning following Stormfly's kidnapping by the Dragon Hunters under Ryker Grimborn.

Dawn of the Dragon Racers
During the short that explains the formation of Dragon Racing, it is revealed that Toothless' preferred color for the event is red, matching his and Hiccup's attire.

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 new glide-suit that Hiccup has developed to allow him to fly alongside the Night Fury. They have nearly perfected the art of their flights, but not enough to stop them from crashing after another unsuccessful test. After teasing Hiccup with the threat of throwing him off the cliff edge, Toothless play fights with Hiccup and 'defeats' him with multiple licks to the face. After Astrid arrives on Stormfly, Toothless plays with his dragon companion whilst Hiccup and Astrid talk about the future.

Hiccup notice a mysterious plume of smoke rising in the distance and Toothless flies him to the sources of the smoke. There, 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 the icy 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 dragon secrets with them. On a particular flight where Toothless enjoys a big mouthful of fish, she reveals a series of hidden "spikes" on Toothless' back that he can subsequently extend at will to increase his maneuverability 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, now the new Alpha, seize control of Toothless. 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 to kill him.

As Toothless prepares to fire, Stoick jumps in the way to save his son 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 his 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. Toothless is led with Drago on his back to lead the assault on Berk. Drago arrives at Berk, 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 Alpha's control, 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 to him as his best friend, the bond between human and dragon allows Toothless to break free from the Bewilderbeast's control and throw Drago off his back. Trusting Hiccup to blindfold him to resist the Alpha's call, Toothless pulls off a daring maneuver that allows Hiccup to get Drago away from the Alpha. However, despite 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 fire attacks and rallying them to aid him.

As he and Hiccup give Drago one last chance to back down, Toothless orders the other dragons to use their fire on the gigantic beast and eventually breaks one of the Bewilderbeast's tusks off, forcing 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 celebration of Hiccup being made the new chief of the village.

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. 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.



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.

Toothless then wore armor made by Hiccup and Snotlout from the Screaming Death's scales. Despite being heavy, Toothless was able to avoid the Dragon Hunters arrows. Toothless then had lighter set of armor made from Gronckle Iron.

Personality
Toothless is the most intelligent of all the dragons and seems to have a dry sense of humor, similar to Hiccup's. When Hiccup released him, he did not kill Hiccup. From here it was a little bit evident that he sensed goodness in Hiccup. He just had a few doubts due to which he did not let Hiccup near him for a few days.

He doesn't take kindly to being offended nor anyone offending or endangering his human friend but is usually playful and even a little teasing when not threatened. He shows a sense of 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 relationship with Astrid, even seeming to briefly tease him about it.



Toothless can 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 in his relationship with 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. Toothless have shown to have bit more like Hiccup's personality when Sleuther's eyes being scared as it reminded of himself that Hiccup have done the same to spare himself.

Abilities and Skills

 * Intelligence and Communication Skills: As a Night Fury, Toothless' intelligence is unrivaled amongst 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 able to comprehend silent commands via hand signals and motions and has also been taught by Hiccup to recognize his riders Dragon Call as a summon. In Stryke Out he was able to trick a Razorwhip in the fights and understand how helpless was the Triple Stryke and decides to spare the dragon.


 * 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'. His aerial acrobatics, though requiring Hiccup's help to pull off, allow him to escape rather brutal confrontations with little difficulty. 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, Whispering Death and Razorwhip. 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 on his back. While carrying Hiccup on his back as he able to carry Hookfang with extra weight of Snotlout with some struggle or Barf and Belch tail some struggle. 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 during the first search for the Skrill, 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 his rival, and still look untouched. After he was poisoned by the Triple Stryke he was still able to fight and defeat him.


 * 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 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, 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 though Hiccup did question when flying in the dark cave so possibly his vision isn't that strong in the dark. But 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 a Red Death or Alpha dragon.


 * Stealth and Camouflage: Toothless' black scales and extreme speed make him hard to notice, especially at night. This was demonstrated when confronting the Flightmare.




 * Fire: Toothless is able to conjure several forms of fire. His signature attack is dive bombing and firing a precise and incredibly powerful blast, strong enough to destroy catapults and even knock down a Red Death in a single shot. 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.


 * 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 extremely explosive 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). This level of control also allows him to ricochet his shots off of other surfaces like cliff faces.


 * 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.


 * Dominance Display/"Titan Wing/Alpha": After being sufficiently enraged by Drago's Bewilderbeast, Toothless was able to "charge" himself in some way, it gives him more strength, stronger fire with seemingly no limit. 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. In this state, he challenged the Bewilderbeast. Dragons: Rise of Berk calls this glowing effect Toothless's Titan Wing stage, while School of Dragons calls it his "alpha" look, indicating the franchise is unsure what to call this effect.

Hiccup Horrendous Haddock III
"Please, you are my best friend bud. My best friend."

- Hiccup trying to free Toothless from Drago's Bewilderbeast.

Toothless is Hiccup's best friend and closest companion. Both depend upon one another to a great degree. Toothless is unable to fly without Hiccup, and Hiccup's lack of strength and traditional Viking skills, along with his prosthetic leg, are compensated for by Toothless' strength, speed, and power. The two of them have become extremely close, and their bond of friendship has survived many a harsh trial. Both Toothless and Hiccup have made serious mistakes while dealing with each other.

Hiccup would not heed Toothless' warnings in The Terrible Twos, and Toothless would not allow Hiccup to aid him the battle with the Whispering Death in What Flies Beneath until Hiccup forced him into a position where he had to either save Hiccup or continue his vendetta. Even with these two extremely trying and difficult events, Toothless and Hiccup quickly reconcile, and together they overcome even the greatest challenges.

When Hiccup and Toothless first met, hiccup tried to cut out Toothless's heart but was unable to do so, ever since then, 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. Hiccup would soon allow Toothless to fly again, and in doing so he would give the Dragon back the thing he held most dear. Toothless and Hiccup often fly together. They have spent hours in practice, and both seem perfectly happy to stay airborne as long as possible. Gobber remarks how hard it is to get Hiccup off of Toothless, and he holds a fair point.



The boy and Dragon clearly like nothing more than flying through the rushing air as one. By the time of Snoggletog, Toothless is actually far more interested in his friendship with Hiccup than his own freedom. He is given the ability to fly on his own, but he is so determined to never leave Hiccup that he destroys his new auto-tail. In essence he very much wants to need Hiccup. Toothless is fully willing to risk his own life for the sake of his friend.

He attacks Hookfang and fends off many a Viking trying to protect him in the movie. Toothless would eventually dive into the exploding body of the Red Death in order to save Hiccup's life. In the events of When Lightning Strikes, after Hiccup is hit by a lightning bolt, Toothless' strong bond with Hiccup is displayed yet again when he breaks free from a restraint that he couldn't free himself from in the film and dives into the water after Hiccup. The two of them are always together and have become practically inseparable. Toothless follows Hiccup everywhere and enjoys the company of Hiccup even in the most mundane and normal daily activities. Toothless seems to be perfectly happy with Hiccup even though he has no other Night Furies.



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." Toothless' position as Hiccup's first and best friend is never questioned, with Hiccup referring to him as the best friend he has ever had.

Even after Toothless was briefly brainwashed by Drago's Bewilderbeast to kill Stoick, after Hiccup initially yelled at Toothless out of grief and pain, he soon calmed down, breaking through the Alpha's control of his friend by assuring Toothless that he didn't blame him for what had happened. Toothless in return challenged the massive Bewilderbeast solely through his desire to protect Hiccup, showing that their bond is unbreakable even in the toughest of trials.

In The Zippleback Experience, Toothless is shown to be able to sense when Hiccup is in danger, as he intensely looked out to the sea when Hiccup was captured by the Dragon Hunters, despite not being present when it happened.

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

- Stoick, to Toothless who has brought Hiccup back alive



Toothless and Stoick got off to a really bad start from the moment they first meet. Stoick charges Toothless, seeing him as the ultimate threat to the island and the very "Unholy Offspring of Lightning and Death itself". Initially seeing Stoick as the greatest threat when Hiccup needs to be protected, Stoick struggles, but even with his massive strength he is unable to keep Toothless from pinning him to the ground.

Toothless prepares to kill Stoick with a fire blast, but Hiccup screams "NO!" in utter despair and desperation. After that he chains Toothless in a cruel harness to find the Nest, after discovers that Toothless can be used to find Dragon Island. 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 believes Hiccup to be dead. He apologizes to Toothless in painful grief, but Toothless reveals that Hiccup is still alive. 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 the cost of his own discomfort, such as in How to Pick Your Dragon. Stoick stands up for Toothless without hesitation in When Lightning Strikes, Stoick's and Toothless' friendship is fairly strong, and it is made even stronger by their mutual love for Hiccup.



In How to Train Your Dragon 2, their relationship is definitely stronger 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 perform 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.

In Burning Midnight, Toothless is shown to still bear some guilt over Stoick's death.

Astrid Hofferson
"(..) I'll need to fly Toothless since you'll be too busy."

- Astrid's reaction to Hiccup becoming the new chief of Berk



Toothless' first impression of Astrid is a very bad one. He sees her being aggressive towards Hiccup and decides she is a threat. He leaps towards her and prepares to land on her with mouth agape. Hiccup jumps in and pushes Astrid to safety and disarms her at the same time. He tries to calm Toothless down, but the Dragon can barely control his rage.

Astrid is introduced, but Toothless is not amused. Astrid then runs to try and tell Stoick, but Toothless and Hiccup abduct her. Hiccup convinces her to ride Toothless claiming that there is nothing to be afraid of, but Toothless has other, less friendly, ideas. He leaps into the air and pulls off an array of dangerous aerial maneuvers. Astrid is terrified into apologizing, and Toothless smooths out his flight.

He then gives her an amazingly beautiful view of Berk from the air. She is amazed by the splendor of the scene and admits that Toothless is amazing. From that moment on, she helped Hiccup try and keep Toothless concealed. Toothless saved her from being eaten by the Red Death, and upon doing so gave her a big toothless smile. At the end of the movie, Astrid is incredibly relieved to see that Toothless saves Hiccup.

In How to Train Your Dragon 2, Toothless greets Astrid and Stormfly with a big gummy smile which earns him an affectionate scratch from Astrid before he wanders off to play with Stormfly. During his first encounter with Eret, Astrid places a calming hand on Toothless as he snarls at the Dragon Trappers for capturing Stormfly. Astrid's relationship with Toothless is also shown to have a playful side, especially during dragon racing.

Toothless seems to have a good grasp on Hiccup's feelings for Astrid, and he even teases him about it. In Team Astrid he was particularly encouraging when Hiccup wanted to stay the night with Astrid at the academy. He was also seen worrying for her in Buffalord Soldier and was quite displeased when Viggo showed up. He and Astrid also seem to share a common worry for Hiccup's well being, and understand one another's importance in his life.

By the time of the second movie, it's been implied that Astrid knows how to fly Toothless in case of emergencies.

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.

Gobber the Belch
Toothless and Gobber seems to be in friendly terms. In The Terrible Twos Gobber seems to understand Toothless and vise versa, but doesn't like Gobber's comments that involve dragons.

Snotlout Jorgenson
Like Hiccup, Toothless shows some resentment towards Snotlout. In Defiant One, Toothless turned to Snotlout to help rescue Hiccup from the Outcasts. While the two did work well together, Toothless growled at Snotlout when he said he might not give him back to Hiccup. Toothless occasionally blasts Snotlout, usually when annoyed with him or helping him out when he's stuck.

Fishlegs Ingerman
Toothless appears to be somewhat more gentle around Fishlegs than the other riders. When Hiccup got attached to Meatlug, who began attracting metal to her body, Toothless showed no hesitation to let Fishlegs ride him.

Ruffnut and Tuffnut Thorston
Like everybody else, Toothless is showed to be annoyed with the twins antics. The two rode Toothless when Hiccup and Barf & Belch were in trouble. Though Toothless was not thrilled by this.

Heather
Toothless was comfortable enough to let her ride him, along with Hiccup. While his reaction to Heather's betrayal was not seen, he seemed to have forgiven her, as he let her pet him goodbye. When Dagur offered Heather to join him, Toothless protected her from the Berserker chief.

Toothless was happy to see Heather and Windshear again.

Stormfly
In the movie and franchise, Toothless and Stormfly share a 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.

On Race to the edge, they are often seen chasing each other in the background. Toothless' friendship in Stormfly is probably aided significantly by the fact that Stormfly's rider (Astrid) is Hiccup's closest human friend .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.

Hookfang
Toothless and Hookfang bare a completely different relationship to that of their riders. However at times Hookfang has seen to be pretty competitive with Toothless. They both share mutual respect for each other. As far as can be guessed, Hookfang and Toothless met each other for the first time in the Dragon killing arena. Hookfang was attempting to kill Hiccup, and Toothless blasted into the arena in order to save his friend. Hookfang and Toothless engage in a short yet brutal fight. Hookfang backs down, but shoots Toothless an odd look of contempt.

Ever since, Hookfang and Toothless have never really seemed to get along. They tolerate each other most of the time. Generally they simply avoid interaction. Occasionally they will get into fights, and when Hookfang went on a rampage, Toothless was quick to leap in and attack him. They share a sort of rivalry, and this is most clearly displayed in the Thawfest games. The dragons openly growl at one another before the games begin. Their relationship is not improved by the fact that Hookfang's rider, Snotlout, is often unkind to Hiccup. Toothless does not openly hate Hookfang, but there is very little evidence that either Hookfang or Toothless have any affection for one another. In How to Train Your Dragon 2, Hookfang acknowledged Toothless as the new Alpha Dragon by bowing down to him.

Meatlug
Toothless have shown to be close friends with Meatlug as he shows to concern when she feels depress as Fishlegs was over thinking about winning the competition against Snotlout. Meatlug also seems to care for Toothless as she was willing to help him out in the process of which Hiccup and Fishlegs were trying to cure Toothless from the eel effect.

Thornado
Toothless did try to fight this wild dragon before Thornado got train by Stoick. Then they he later have good relationship with Thornado, and they learned to work together- in Live and Let Fly, they combined their shots to defeat Alvin's boat.

Barf and Belch
Barf and Belch and Toothless are usually good with each other, although Toothless looked angry and annoyed when they crashed him and Hiccup from the sky.

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. He and this Dragon have some sort of serious history, and they both are willing to fight to the death over the grudge. What the events were that started the feud are unsure, but the Whispering Death has a large bite mark from his previous battles with Toothless. This Whispering Death shows up in Berk looking for Toothless.

The Whispering Death soon discovers that his old rival is unable to fly, and he uses that to his advantage. The Whispering Death refuses to be trained by Hiccup and nearly eats the boy. Toothless is nearly killed when the Whispering Death attempts to blast him off of a cliff. Hiccup arrives just in time, and he and Toothless must work together to defeat this powerful enemy. Toothless had originally wanted to settle the score on his own, but Hiccup eventually convinced him to accept help.

Whatever started the grudge was certainly serious. Toothless is so set on seeing the fight through that he actually fires a plasma bolt in front of Hiccup to get the boy to stop following him. Hiccup is deeply saddened by this, and Toothless realizes this, but he is still willing to hurt Hiccup's feelings for the sake of dealing with this past rivalry.

Toothless cares for Hiccup deeply, so the fact that he would risk harming their friendship for the sake of revenge gives a tiny glimpse at the seriousness of his animosity towards this Whispering Death. In the end, Toothless spares the Whispering Death after defeating him. The Whispering Death then quickly retreats, and Hiccup is proud of Toothless for sparing his foe that had only moments before nearly killed them both. It is possible that they are no longer foes and consider the matter to be closed.

Toothless' experience with this dragon made him aggressive toward other Whispering Deaths though not too munch as seen with the Screaming Death Mother is friend proving for Toothless their are some good in them.

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, ignored 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
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, as Hiccup and Toothless were its main targets other than sinking the islands. Toothless is happy to see the Screaming Death reunite with its mother. Though Toothless was bit surprise that Screaming Death has forgotten who was Toothless after three years later that they went as enemies again.

Fanghook
Toothless have shown to dislike Fanghook as he was wild dragon and roar at Fanghook when failing to shot accurate at the target when almost blasting the riders that were around. Later Toothless was shown to be bit thankful being saved by Fanghook from the trap. But like other riders Toothless had shown to be very annoyed with Fanghook as he was standing on his back as Fanghook was being playful with him.

Skullcrusher


Toothless was shown to dislike Skullcrusher at first because thinking it was very wild dragon that attack the Edge few times. Even though he went searching for this dragon seeming it was attacking his family he was told by Hiccup to shoot at the Rumblehorn until Stoick stopped the attack as he soon realize from the chief finally figuring out that the wild dragon was trying to save everyone by making them flee from the edge before the huge disaster of tidal wave will come. As Toothless became good terms with this new member of the family. They were even seen running around together.

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.

Windshear
Windshear appears to be comfortable around Toothless, as the two were seen nuzzling. When Toothless, Stormfly, and Windshear met up, the three were seen playing together. Toothless happily greeted Windshear when she and Heather returned to Dragon's Edge, but the Razorwhip growled at him, much to his surprise as she became bit like Heather trying to stay her distance from others. She did seem to settle down a bit later on, but she attacked Toothless again during a training flight. Once Windshear finally accepted the others, the two got along again. Toothless even regurgitated a fish for her, which she accepted.

Shattermaster
Toothless have shown that he was helping this dragon to be train by his new owner Dagur. Toothless even watch Shattermaster was willing to give up his life to help his owner to defeat the Dragon Hunters.

Enemies, old and new
Before meeting Hiccup, Toothless viewed all humans as enemies. It took some time before he opened up to others. Even after the events in the movie, Toothless still has some human enemies.

Drago Bludvist
Toothless has a deep hatred for the self-proclaimed "Dragon God", especially after witnessing the atrocities 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.

Viggo and Ryker Grimborn
Toothless dislikes the Grimborn brothers and their fellow Dragon Hunters ever since he saw the dragon skeletons aboard The Reaper.

Drago's Bewilderbeast
Like other Dragons, Toothless fell victim of the Alpha's hypnotic abilities and was forced to attack Hiccup, but ultimately killed Stoick instead. When broken free and the large Dragon attacked Hiccup directly, Toothless used his body to shield him from the icy blast. Toothless then challenged the Alpha and defeated him by having the other Dragons join him and destroyed his left tusk, becoming the new Alpha, redeeming himself for his unintentional hand in Stoick's demise, and gaining his innocence back.

Toothless might understand that this is the evil Bewilderbeast was raised to be evil for his owner who treated harshly.

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 2. In Cast Out, Part 2, 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. Toothless began to slowly open up to Dagur in Enemy of My Enemy after the Berserker tried to change. Like Hiccup, he did not trust him, but Dagur help create a cure for the dragon root arrow Toothless had been shot with. He also allowed Dagur to operate his tail so the two could save Hiccup from the Dragon Hunters. Even so, Toothless did not fully accept Dagur. Although he did let Dagur ride him again for fun in Family on the Edge as proof of sign that Toothless is believing that Dagur is becoming better man to be good with others as he was shown to be happy to make Dagur fly on him. Toothless was able to make Hiccup trust Dagur since Toothless had trust this old former villain.

Stoick the Vast
Stoick rode Toothless when the chief began his training. While Stoick enjoyed using Toothless for his chieftain responsibilities, the Night Fury did not. He even tried to hide from Stoick at one point.

Fishlegs Ingerman
Toothless let Fishlegs ride him when the two of them were trying to catch a magnetic Meatlug and Hiccup, who was attached to her.

Ruffnut and Tuffnut Thorston
When Hiccup was captured by the Dragon Hunters and Barf & Belch set out to rescue him, Ruffnut and Tuffnut rode Toothless to help them, much to the Night Fury's dismay.

Dagur the Deranged
Dagur first tried to ride Toothless, but the Night Fury quickly bucked him off. Toothless finally let Dagur ride him so they could save Hiccup from the Hunters. Dagur rode him again to pass the time while Hiccup was getting a new leg. Though he bucked him off when Dagur grabbed the base of his wing.

Drago Bludvist
When Toothless fell under the Bewilderbeast's control in How to Train Your Dragon 2, Drago used him as his method of transport to Berk. Once Toothless broke free, he threw Drago off his back.

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 Eret and Valka later guess in How To Train Your Dragon 2.
 * The similarities of Toothless to Disney's Stitch (of Lilo and Stitch) are very prevalent and isn't just a coincidence: The creative team behind the film versions of How to Train Your Dragon (Chris Sanders and Dean DeBlois) are the 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 and that they are the same age.
 * It is hinted that Toothless has a fear of lighting, ironic as Night Furies are referred to as the "unholy offspring of lightning and death itself."
 * In some scenes from Riders and Defenders of Berk Toothless' color is dark blue.
 * However, it is possible that this is made so Toothless can be seen in the night.
 * 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.
 * In How To Train Your Dragon, if you look hard enough, it is shown that Toothless has markings on his body.
 * When Toothless begins glowing for his climatic battle against Drago's Bewilderbeast, the way his spines light up with blue as he shoots unlimited fire blasts is a possible reference to the famous Japanese giant monster Godzilla, whose spines light up with energy as he unleashes his own atomic breath.
 * Toothless seems to get the large scars on his legs from a battle with a Razorwhip, as shown in the episode 'Stryke Out'.