This focuses on the relationships with the character Hiccup.
Toothless is Hiccup's first 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 raw power. The two of them have become extremely close, and their bond of friendship has survived many harsh trials. Both Toothless and Hiccup have made serious mistakes while dealing with each other. In the movie, Toothless has grown into his loyalty to Hiccup as he and the boy became more and more familiar with each other. Hiccup, later allowed Toothless to fly again, and in doing so he would give the dragon back the thing he held most dear. As the movie progress, Toothless was willing to risk his own life to save his own friend, protecting Hiccup from Hookfang and even go as far as diving his entire body into the exploding Red Death in order to save him. In the second movie, the five-year gap of Hiccup and Toothless' bond grows stronger as the inseparable pair chart unknown lands together. But in later events of the movie, Toothless, under the control of Drago and the evil alpha, kills Stoick and regains his senses unknowing to what has happened. Hiccup shoves Toothless away out of anger and sadness but returns to Berk for him knowing that Drago was the one who committed murder, teaching Hiccup about forgiveness.
In the fanfiction, authors still keep Hiccup and Toothless' unbreakable bond they share in the film and TV series, as it is an essential part of both of their characters.
With Jack being the only other male in the crossover, the two are usually portrayed to be good friends, even as close as brothers. Since Jack Frost (Jokul Frosti) comes from Nordic myths and Hiccup is a Viking, fans believe that it could have been possible that Hiccup believed in Jack, and therefore been able to see him. Also, it is said that on Hiccup's native island of Berk it "snows nine months of the year and hails the other three". Though this could be a bit of an exaggeration, it is a fact that the island has some cold weather patterns, which could be a result of frequent visits from Jack. Being close of friends as they could be, Hiccup understands by heart the pain Jack goes through, living over 300 years, unable to be seen by the outside world.
Hiccup is well-rounded and mellow, Merida is passionate and aggressive, but as they say–opposites attract. Because of their very different yet similar personalities, Merida could be quite reminiscent of Astrid's relationship with Hiccup (where she punches him as a sign of affection). In the film Brave, hints a feud between her kingdom of DunBroch and the Vikings ("invaders from the sea"), leading fans to believe that it could be possible for Hiccup and Merida to meet and possibly become friends or star-crossed lovers. They both have some troubles in the parent department (Merida with her mother and Hiccup with his father) and are misunderstood in their society (Hiccup is expected to be more manly, Merida is expected to be more lady-like), so they can relate to each other on that level. Even without romance, Hiccup and Merida are shown to have a close bond.Maximus) and generally kind-hearted individuals.
In the Harry Potter AUs, Hiccup and Rapunzel are both interchangeable between Hufflepuff and Ravenclaw, because they both have characteristics that could suit both. They have a parring, "Hiccunzel" which may not be the most popular ship, but is well known in the RotBTD crossover.
There is no specific type of relationship that Hiccup and the Red Death have, but that this monstrous dragon is responsible for the 300 year war of Vikings and dragons, ordering the dragons to attack Berk and deliver food to their queen. Hiccup only sees a gigantic "alpha" dragon, who uses the wild ones to survive.
After the final battle, Hiccup loses his left leg, but in the process begins an alliance between Berk and the Dragons.
Hiccup views Pitch as one of the biggest threats he has ever fought, someone who spread fear and darkness into the hearts of children. Hiccup, most likely keeps his guard up when batting the Nightmare King. In Pitch's advantage, he uses the scrawny Viking's weaknesses and self-doubts to exploit him, mainly by the sight of Toothless and his friends hurt. Though clearly underestimated, Hiccup's strong will and never-give-up attitude is all for a match for Pitch's mental attacks.
Being a demonic bear that once was a prince, Hiccup clearly knows that this is an animal who is not to be taken lightly. Though Mor'du pays little attention to him, however with Toothless is a completely different story. Two powerful creatures that would lead to violent brawls when the dragon's protective instincts over Hiccup kicks in. Alone in battle with Mor'du, who solemnly relies on brute strength and force, Hiccup would be able to defeat him with his brains and resourcefulness.
As the cold and heartless woman that Gothel tends to be, Hiccup holds a slight anger towards her due to the fact that she kidnaps and imprisons Rapunzel her entire life, only to use the magic contained within her to stay young. Gothel would often taunt Hiccup for his weak stature and uselessness, but, knowing the vast intellect that he holds and also recognizing true danger of Toothless, would be wary of what a dragon and rider are capable of.
Friends and AlliesEdit
Their friendship goes on deeper to a stronger sense of trust and kindness for one another; out of all people, Hiccup can fully understand the pain and fear Elsa goes through from carrying her powers and Elsa can compare Hiccup's said loneliness to hers.
Beyond friendship, the two have a pairing, called Hiccelsa, that is fairly popular with the other well-known pairings. Elsa is most often paired with Hiccup's older self, often meeting either through one of Hiccup's travels with Toothless.
Anna is outgoing and positive. Hiccup is cynical and introverted. It would be found difficult to describe what their relationship would be. Hiccup and Anna are both rather clumsy and socially awkward, but at the same time, friendly and charming. They are also both very loyal and determined characters who will stick by a friend or sibling’s side even if the whole world is against them. Anna's optimism may allow her to connect to him through Toothless, immediately wanting to ride him and experience flight. In different scenes of Frozen, Nordic runes can be seen carved in stone in different locations, implying cultural similarities between Berk and Arendelle.
A pairing Hiccanna exists in the fandom though vaguely popular.
Although not much is known about Hiro, fans already compare him to Hiccup, as they are both very intelligent, the same age, and both have very unusual "companions". (Baymax for Hiro; Toothless for Hiccup). Fans also say that they would be great friends in the crossover.
Hiccup can also resemble Hiro's older brother Tadashi, who wants to help many people in the form of Baymax, and Hiccup who desires Dragons and Vikings to live together in harmony. Because of Hiccup's empathy, he truly understands the pain Hiro has gone through and would act as an older-brother figure to him, as Hiccup will learn to be responsible for someone much younger than him, protect Hiro, and lead him to the right path such as Tadashi did.
In Hiccup's experience, he has grown to become a mature young man who was brave, fearless, and stood up for what he believed in, Hiccup has become a capable leader to the Dragon Riders and of Berk itself (passing the role of Chieftain), but to become responsible to this young robotics prodigy can be somewhat of a challenge, knowing of Hiro's recklessness and antics can be very unsettling, but would greatly shift Hiccup's character (due to the lack of young child characters in his series). This also evidence the strong similarities between him and Tadashi (if the two were ever to meet, and if so the two would instantly bond), knowing that Tadashi loves Hiro, the strong bond they share, and would be by their side no matter what, but learning Tadashi's death and the empty void in Hiro's heart, this will give Hiccup the opportunity to become that responsible older brother that he needs to be.
Being the outgoing person that she is, Mavis would probably be the first to approach Hiccup, and might be very interested in his dragon. Both Hiccup and Mavis appear to live in fantasy worlds filled with amazing creatures, and since Mavis doesn't get out of the hotel very often, she would probably love flying around with Hiccup and Toothless. The two would probably get along well, also relating on a personal level since they both had trouble relating to their fathers in their movies. Beyond friendship, Mavis and Hiccup also have a ship called Mavcup, which has several fans.
Both characters are shown to be creative and skilled inventors, so it is likely that they may share stories of that together. While Hiccup is more perceptive and accepting, the Once-ler tends to be short-sighted and stubborn, and this could cause disagreements among the two. However, both characters have a strong sense of optimism and determination, so it is likely that they would get along fairly well.
Off all the characters in the fandom, Hiccup and MK tend to be the most introverted. It may take a bit of a push from their friends to get them to interact, but once they do start talking, most fans agree that they would form a strong bond. Both of them had trouble relating to their fathers, and both of them lose one of their parents at one point in their films. While they may not hang out together all the time, most fans believe that they would be good friends and could relate to each other on a very personal level.
In The Knights of the Epic Brave Dragons, MK is portrayed as Hiccup and Merida's daughter, sometimes being depicted as a "Daddy's girl." In other universes, the two may simply be shown as friends or may even be paired up romantically.
Both Hiccup and Moana are the children of chiefs, heir to their tribes and dream about the world beyond their island homes. Both of them were hesitant to accept their roles as leaders at first, wanting instead to explore the world. However, both soon learn to accept their roles and they mature. They would most likely get along well. Hiccup's sarcastic and serious nature combined with Moana's whimsical brashness would also make for an interesting dynamic. Beyond friendship, Moana and Hiccup also have a ship called Moaniccup, which has several fans.
How to Train Your DragonEdit
Though confused as to what to do about Hiccup's peculiarities as a Viking, Stoick is very protective of his son; he is at first reluctant to send Hiccup to Dragon Training for fear that he will be killed. Moreover, during a dragon raid, it is shown that Stoick, along with everyone else in the village, prefers that Hiccup stay inside and out of harm's way (though this may be because Hiccup is more of a risk to the village than the dragons are to him). Stoick becomes proud of Hiccup when he hears of Hiccup's success in Dragon Training and is elated to finally have something in common with his son, although his attempt at conversation with his awkward son ended in failure. However, after his son's relationship with Toothless is revealed, their small progress with one another is destroyed. Stoick accuses Hiccup of siding with the Dragons and later no longer considers Hiccup to be his son. Their relationship is later mended when Hiccup comes to the rescue of the older Vikings during their confrontation with the Red Death with the help of his classmates and the Dragons used in training, showing his dad his otherwise unseen bravery and leadership. This causes Stoick to apologize for his prejudice against dragons and say that he is proud to call Hiccup his son. Stoick shows how deeply he cares for Hiccup when he believes that Hiccup is dead and mourns, apologizing for not having listened to him before. He shows great happiness when he learns that Hiccup is still alive thanks to Toothless' efforts. Later, Stoick and the village welcome Hiccup as a hero and Stoick finally accepts his son for who he is.
In the TV series, Hiccup is given the responsibility over the dragons. However, partly due to Stoick's emotionally inarticulate nature and moments of unintentional insensitivity, his father's approval and acceptance still proves to be a major source of insecurity in Hiccup's life, and he is shown to go to great lengths to confirm that his father really is proud of him. In Portrait of Hiccup as a Buff, Young Man, after being painted stronger than he is, Hiccup sets out on a treasure hunt that Stoick failed to prove himself. Stoick apologized at the end for making his son feel he had to do something big to be accepted. A more accurate picture was placed in the Great Hall to replace the other one. In Thawfest, Hiccup was determined to finally beat Snotlout. When he decided to throw the race, he apologized to his father, to himself, in his choice. Though Stoick was still proud of Hiccup in how well he'd done.
The two still often have a hard time communicating with each other. In How to Pick Your Dragon, Stoick seems to ignore Hiccup's teaching about how Dragons need trust. Gobber told Hiccup that "it's a father's job to listen to his son, without letting on that he's heard a word".
Stoick is still very protective of his son. After Hiccup and Toothless were kidnapped by the Outcasts, he banned flying Dragons to try to keep him safe. While Hiccup respected his father, he felt he had to go behind his back in case Alvin attacked. The two later reconciled. In Frozen, Hiccup was very concerned about Stoick being paralyzed by the Speed Stingers.
Hiccup is also shown to care for his father. Hiccup was very determined to rescue Stoick from Dagur's clutches when Stoick was taken hostage as a trade for Toothless in Cast Out Part I and Cast Out Part II. Hiccup was even willing to join forces with Berk's enemy, Alvin The Treacherous, just to save his father.
In the second film, their relationship is once again strained. This time Stoick is pressuring him to become Chief, but, as he is not ready for such responsibility, Hiccup runs away from Berk. But for all the problems he and his father had, he still loved his father and was deeply saddened with his sudden death and decides to up hold his father's legacy.
In Gift of the Night Fury, they are shown to be closer than friends, with Astrid having no trouble expressing her affections However, in the television series DreamWorks Dragons: Riders of Berk, their relationship is shown to be more awkward. Her common form of showing affection toward Hiccup is punching him in the arm before roughly grabbing him and kissing him.
In the second movie, Astrid is confirmed to be Hiccups longtime girlfriend. She is often shown as still being his second-in-command, possibly from the fact that they do still develop a friendship over Toothless and both hail from Berk. However, most do not tend to place the two dragon trainers in a romantic relationship, instead favoring relationships like Mericcup and Hiccunzel. This does not mean that the two are not close or confidants, it just means that their relationship does not develop past close friends when part of the RotBTD universe.
Although he would often taunt Hiccup over his lack of skill, he never seemed to hold the same level of dislike for him that he did in the books. When Hiccup starts doing well in Dragon Training, Snotlout quickly joins the ranks of his adoring fans. When Hiccup is shown to have survived his encounter with the Red Death, Snotlout actually sheds a tear in relief. In the series, Snotlout seems to retain the same low opinion that he had of Hiccup from the very beginning (having been proven to be a sign of envy of Hiccup's accomplishments), but is willing to ask for Hiccup for help when things become too bad him to handle. In the show, it is implied that their character dynamic mimics that of Stoick the Vast and Alvin the Treacherous at their age.
Not a lot of screen time is shown between the twins and Hiccup. Most of the time, they follow Hiccup's commands, although not always done in the right way. On occasion, they disobey him or misinterpret his orders. Despite Hiccup doubting their abilities most of the time, he acknowledges their abilities to work together if they want to. He gains respect for the twins when they figure out the idea to "fight fire with fire" in Zippleback Down and Tuffnut's ability to train Torch. Although finding them annoying from time-to-time, Hiccup is shown to care for them as he and the other Viking Teens attempt to find them after their disappearance in View To A Skrill Part II and was relieved to find out that Ruff and Tuff were both okay. He also acknowledges their decision to follow Alvin's ship to spy on him. They also care about Hiccup, (even though it's hard to tell), like when they, along with the other riders, were very happy to see that he was alive after the battle with the Red Death and when he fell down a hole, (then came out okay later), in Portrait of Hiccup as a Buff Young Man.
At the beginning of the film, Tuffnut was fairly antagonistic towards Hiccup, with the frequent jibe towards his lack of ability to fight or kill dragons, acting as a crony for Snotlout. After Hiccup shows the teens how to train dragons, Tuffnut adopts the idea enthusiastically and trains a Zippleback that he shares with his sister. Tuffnut doesn't often listen to Hiccup, especially when he's teaching in the Dragon Training Academy.
In the original novels, Fishlegs and Hiccup were close friends. In the film, Fishlegs is the only one who neither picked on him, made fun of him or really interact with him on an level. When Hiccup began to suceed in dragon training, he joined the other teens in his admiration of him. Later, Fishlegs learns how to fly on a dragon from Hiccup and ends up flying and owning the Gronckle used in Dragon Training, which he later names Meatlug. His analysis of dragons becomes invaluable for the rest of the Vikings when he identifies the characteristics and weaknesses of the Red Death. In the series, Hiccup and Fishlegs has been shown to have grown closer as friends, being able to match each other in an intellectual level and even acts a third-in-command (second to Astrid), helping re-write the book of dragons for the sake of taming dragons rather than killing them.
Hiccup and Eret were initially in conflict as Eret attempted to trap dragons for Drago as opposed to Hiccup's respect for them. However, after Eret saw that he was wrong about dragons, he helped the dragon riders return to Berk to face Drago, with Hiccup suggesting that Eret take on Stoick's old dragon Skullcrusher following Stoick's death so that Skullcrusher will still have a trainer, recognizing that Eret can be trusted.
EnemiesEditBarf and Belch, and the Beserkers retreated. Hiccup later met up with Dagur again on Dragon Island, happy to see Hiccup alive after the "attack" and kept going on about how he faced a Night Fury. Dagur then decides the two of them will hunt down the dragon together. He even starts calling Hiccup "brother," which he finds awkward. Dagur points out he and Hiccup are a lot alike: both are born leaders, sons of chiefs, and have fathers that had to be elimitated; the last one Hiccup quickly disagrees with. When Dagur learns that the truth about Berk's dragons, he feels betrayed and attacks Hiccup and Toothless. Hiccup beats Dagur, and he and he others head back to Berk, as they need to be ready when Dagur returns. After being defeated and telling the Beserker armada, Dagur tells them no one is to hurt Hiccup, except him, after he gets his dragon.
After losing the symbol of his people, the Skrill, to Hiccup and Toothless, Dagur's pride has taken a very severe hit and this has only made him even more determined to destroy Hiccup and his dragon.
Hiccup and the Screaming Death's relationship started with much turbulence. The Screaming Death and its siblings spent their first few days of life rupturing the foundations of Berk and terrorizing it's residence. Hiccup was able to outsmart it and leave it injured, escaping to fight another day. Eventually their paths cross again, Hiccup, the other dragon riders and the dragons of the islands that it destroyed driving it off before it tries to destroy anything else.
Hiccup eventually realized from Alvin that the Screaming Death was actually just looking for its mother on Outcast Island. During a harrowing battle against Dagur, the Berserkers and the Outcasts, Fishlegs and Meatlug used Dragon Root to lure the Screaming Death and its siblings to Outcast Islands to help even the odds, while Snotlout and Hookfang freed the caged mother. The Screaming Death, grateful, roars at Hiccup and Toothless for a bit and leaves with its family. Whether or not they will cross paths again is unknown. Later in Race to the edge season 2 their paths cross again but it seems that the Screaming death doesn't remember Hiccup and his good deeds, until it's mother stop her hatching from attacking the one that brought them together.