At first Astrid does not care about Hiccup, and after Astrid lands on Hiccup, she questions what side he is on. Later, Astrid starts getting jealous of Hiccup and how well he is doing in Dragon Training. Astrid eventually discovers that Hiccup is hiding a dragon, and is angry, and heads back to tell the village about it. However, Hiccup has Toothless grab Astrid and they go to the top of a tree. Astrid, refuses to hear what Hiccup has to say.
Astrid and Hiccup's Relationship
The Home We Built Together (Fanfic) - TV Tropes
Astrid and Hiccup's relationship throughout most of the franchise would best be termed as not always platonic best friends. However, his awkwardness lands him in a more passive position in most of the development of their relationship. She was the last to leave him on his search for new dragons before Dagur broke out of prison and they moved to the Edge. It appears to be an unspoken assumption that Astrid will accompany Hiccup on his adventures, more so than the other Vikings , and will usually invite herself along regardless. On the rare occasions that they are separated by mitigating circumstances, Astrid is shown to worry greatly about Hiccup and is always overjoyed to be reunited with him. Beyond the romantic elements of their relationship, Astrid and Hiccup are the closest human friends that either of them has. Hiccup and Astrid eventually get married in the final act of the third film and are named chief and chieftess of Berk.
Chapter 4: Hiccup and Astrid's First Time
Hiccup and Toothless have a brotherly relationship. The two of them do seem to see each other as equals, And everyone seems to acknowledge that Toothless is by far Hiccup's closest friend. At first, both keep their distance after Hiccup shoots Toothless down with the invention he called the "Mangler", but their mutual curiosity leads them to try and learn more about each other.
An arranged marriage. Hiccup always wanted to win the girl of his dreams, but not like this. Now he and Astrid must learn to live together and maybe one day, learn to love