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At first, Astrid is shown to be disinterested in Hiccup - due to her thinking he is not like the other Vikings. However, whilst the other Vikings actively ridicule Hiccup, Astrid seems more suspicious towards him, only becoming angry with him due to his incompetence in the Arena. Her dislike for him grows into jealously when he becomes more skilled at 'fighting' dragons than she is. Despite the initial problems in their relationship, Astrid later grows to where Hiccup becomes her main love interest as she kisses him twice (albeit after punching him on the arm both times). Beyond the romantic elements of their relationship, Astrid and Hiccup are the closest human friends that either has.
Astrid's feelings for Hiccup usually manifest themselves as extreme devotion and protectiveness, as she is always the first to aid him in any situation and the last to leave him, which Hiccup reciprocates towards Astrid. It appears to be an unspoken assumption that Astrid will accompany Hiccup on his adventures, more so then the other Vikings, and will usually invite herself along regardless. On the rare occasions that they are separated by mitigating circumstances, she is shown to worry greatly about him and is always overjoyed to be reunited with him.
How To Train Your Dragon
Specials
Gift of the Night Fury
- Main article: Gift of the Night Fury
Legend of the Boneknapper Dragon
- Main article: Legend of the Boneknapper Dragon
Dawn of the Dragon Racers
- Main article: Dawn of the Dragon Racers
Riders of Berk
How to Start a Dragon Academy
- Main article: How to Start a Dragon Academy
Viking for Hire
- Main article: Viking for Hire
Animal House
- Main article: Animal House
The Terrible Twos
- Main article: The Terrible Twos
In Dragons We Trust
- Main article: In Dragons We Trust
Alvin & the Outcasts
- Main article: Alvin & the Outcasts
How to Pick Your Dragon
- Main article: How to Pick Your Dragon
Portrait of Hiccup as a Buff Young Man
- Main article: Portrait of Hiccup as a Buff Young Man
Dragon Flower
- Main article: Dragon Flower
Heather Report Part I & Heather Report Part II
- Main article: Heather Report Part I
- Main article: Heather Report Part II
Thawfest
- Main article: Thawfest
When Lightning Strikes
- Main article: When Lightning Strikes
What Flies Beneath
- Main article: What Flies Beneath
Twinsanity
- Main article: Twinsanity
Defiant One
- Main article: Defiant One
Breakneck Bog
- Main article: Breakneck Bog
Gem of a Different Color
- Main article: Gem of a Different Color
We Are Family Part I & We Are Family Part II
- Main article: We Are Family Part I
- Main article: We Are Family Part II
Defenders of Berk
Live and Let Fly
- Main article: Live and Let Fly
The Iron Gronckle
- Main article: The Iron Gronckle
The Night and the Fury
- Main article: The Night and the Fury
Tunnel Vision
- Main article: Tunnel Vision
Race to Fireworm Island
- Main article: Race to Fireworm Island
Fright of Passage
- Main article: Fright of Passage
Worst in Show
- Main article: Worst in Show
Appetite for Destruction
- Main article: Appetite for Destruction
Zippleback Down
- Main article: Zippleback Down
A View to a Skrill Part I & A View to a Skrill Part II
- Main article: A View to a Skrill Part I
- Main article: A View to a Skrill Part II
The Flight Stuff
- Main article: The Flight Stuff
Free Scauldy
- Main article: Free Scauldy
Frozen
- Main article: Frozen
A Tale of Two Dragons
- Main article: A Tale of Two Dragons
The Eel Effect
- Main article: The Eel Effect
Smoke Gets in Your Eyes
- Main article: Smoke Gets in Your Eyes
Bing! Bam! Boom!
- Main article: Bing! Bam! Boom!
Cast Out Part I & Cast Out Part II
- Main article: Cast Out Part I
- Main article: Cast Out Part II
Race to the Edge
Dragon Eye of the Beholder Part I & Dragon Eye of the Beholder Part II
- Main article: Dragon Eye of the Beholder Part I
- Main article: Dragon Eye of the Beholder Part II
Imperfect Harmony
- Main article: Imperfect Harmony
When Darkness Falls
- Main article: When Darkness Falls
Big Man on Berk
- Main article: Big Man on Berk
Gone Gustav Gone
- Main article: Gone Gustav Gone
Reign of Fireworms
- Main article: Reign of Fireworms
Crushing It
- Main article: Crushing It
Quake, Rattle and Roll
- Main article: Quake, Rattle and Roll
Have Dragon Will Travel Part I & Have Dragon Will Travel Part II
- Main article: Have Dragon Will Travel Part I
- Main article: Have Dragon Will Travel Part II
The Next Big Sting
- Main article: The Next Big Sting
Total Nightmare
- Main article: Total Nightmare
How To Train Your Dragon 2
In the Riders of Berk series they appear to have a budding relationship, but they are quite shy and awkward about it. Their romantic attachment is more suggested in their dynamic and interaction then outright stated. Whilst Astrid maintains more of her initial stern, authoritative demeanor with the other Vikings, she opens up more when alone with Hiccup, and apparently feels safe showing a considerably softer, more whimsical side of her personality to him. The two are incredibly close, with Astrid acting as Hiccup's confidant when he needs advice on personal problems, and often pair off from the others when needing to achieve something especially difficult.
In When Lightning Strikes, Astrid is the first person that Hiccup seeks out before leaving the island, and when Hiccup tells Astrid that he is leaving with Toothless the first thing that she asks if he will come back. Despite his assurance that he will return when the villagers all realize that the lightning wasn't because of Toothless, Astrid appears sad and distraught. She had also hugged Hiccup in front of Gobber when he returned from rescuing Johann in Frozen and she was also willing to wait outside in the cold while she was suffering from Eel Pox for Hiccup to come back and was very happy to see him return in The Eel Effect. These actions suggest that her crush on him is getting harder to hide.
It is possible that Astrid had feelings for Hiccup before the events in the movie, due to her immediate change in behavior during the first flight. She might have just ignored this since Hiccup didn't meet the usual Viking standards. When Hiccup was thought to be dead after he defeated the Red Death, Astrid is the only Viking to be brought to tears, meaning she took it the hardest, besides Stoick. She did say in Thawfest that one thing she "always liked about Hiccup" is that he was a gracious loser, further supporting this theory. She is also in a sense Hiccup's moral guide, keeping him honest.
Astrid remains a close friend of Hiccup in Gift of the Night Fury, as Astrid and Hiccup both advocate the idea to make up new holiday traditions to cheer the tribe up, and they discuss the prosthetic Hiccup makes for Toothless so the Night Fury can fly on his own. It's never officially confirmed if they've become a couple. Even so, near the end of the special, Astrid comforts Hiccup when he's missing Toothless, and even kisses him on the lips and hugs him. She still likes to tease Hiccup however, as she did with him when she noticed Toothless had entered the Great Hall, before she giddily turned him around so he could see Toothless was back.
Despite there being no direct confirmation, in Race to the Edge, that Hiccup and Astrid are a couple their relationship is shown to be closer and stronger.
In When Darkness Falls there are several instances which point to the complex relationship that has develop between the two to this point and establishes a theme that carries through the entire series. When they first land on Dragon's Edge and Hiccup takes charge of having them set up the camp Snotlout complains about liking "whiney Berk Hiccup" more than "Princess outpost Hiccup" to which Astrid replies, "I know, right?" before giving Hiccup a secret double thumbs up. Then the next day when everyone is pushing their ideas for the outpost Astrid smiles when Hiccup states that they need one idea, as if she fully expects Hiccup to choose her design and then gets upset when Hiccup states that everyone else's ideas are good. However, what is perhaps the most telling is the layout that Hiccup chooses for Dragon's Edge. Hiccup placed his hut right next to Astrid's hut and they are closer together than any of the other huts.
In Have Dragon Will Travel Part II, Heather asks Astrid if she and Hiccup are a couple. First, Astrid panics and throws her axe into the top of a tree. Then she adamantly states the two are just friends, though appears a little nervous on the matter, and it is clear that Heather doesn't buy her denials. Also, when Heather states that Hiccup is kind of cute Astrid smiles and says, "I guess. If you like that unassuming, heroic, dragon rider type."
By the time of the sequel, Astrid and Hiccup are an official couple, boyfriend/girlfriend or possibly betrothed. She even teases him in an affectionate manner, and calls him babe when they are fighting Drago's army. They are comfortable sitting very close to each other, as opposed to in Animal House when they nervously moved away from each other. They are even so close that Astrid casually braids Hiccup's hair. Astrid also helps Hiccup in personal problems he can't figure out on his own. Also, she has displayed greater loyalty, trust and protectiveness towards Hiccup, just like Valka throughout the movie. They even exchange a few cheek kisses and a kiss on the lips at the end.