First, you need to establish the reason for the transformation. It could be a magical spell gone wrong, or some kind of strange dragon - related phenomenon. Then, focus on how Hiccup adjusts to her new body. She'll have to deal with different physical abilities and limitations. For example, she might be physically not as strong as before, but more agile in some ways.
A fanfic could explore how Hiccup's transformation into a girl affects his friendships. Astrid might react in a complex way. At first, she could be jealous or confused, but then they could form a stronger bond. Also, Hiccup's father, Stoick, might have a hard time adjusting to his son becoming a daughter, which could add a lot of emotional depth to the story.
One possible fanfic could be that Hiccup's transformation into a Dragon Toothcup is the result of a magical experiment gone wrong. Maybe a wizard in Berk was trying to create a new form of dragon - human bond and accidentally merged Hiccup with a special dragon toothcup. As a Dragon Toothcup, Hiccup could have unique abilities like being able to sense the emotions of dragons more acutely and communicate with them on a deeper level. His friends would be both shocked and intrigued, and they would have to figure out how to reverse the transformation.
Well, one possible plot could be that Hiccup accidentally drinks a magic potion made by a mischievous wizard. As a girl, he (now she) has to deal with the different reactions of the people in Berk. Some are shocked, some are curious. And she has to learn how to adapt to the new body while still maintaining her heroic spirit, facing the same dragons but in a different physical form.
The plot could be that Hiccup finds a cursed dragon toothcup during one of his adventures. When he picks it up, he is immediately transformed. His friends think he's lost forever, but Hiccup in his new form tries to communicate with them. He discovers that he can hold dragon powers within the toothcup form. For instance, he can store and release dragon fire. With these new abilities, he helps Berk defend against a powerful enemy that has been threatening the village.
With his human friends, it would be really tough. They might be scared of him at first. Astrid, for example, would be conflicted. She was attracted to Hiccup as a human, but now he's a dragon. She would have to overcome her fear and try to find a way to communicate with him. And Hiccup would feel isolated from his human friends, longing for the connection they once had.
One possible scenario in this fanfic could be that Tony Stark, through some sort of magic or scientific experiment gone wrong, turns into a girl. This could lead to a whole new set of adventures and character developments. For example, his relationships with other characters like Steve Rogers (Stony) would be completely different. He might have to face new challenges in a different physical form, such as how society and his friends would accept him. Also, his own self - perception would change, and he'd have to re - evaluate his identity.
Astrid would probably be very surprised at first. She might be a bit jealous of Hiccup's new appearance as a girl, but also curious about how this change has affected Hiccup's personality. Stoick would be shocked and might be a bit overprotective. He'd have to adjust to the idea of his son being in a different form. Snotlout would likely make some inappropriate jokes at first, but then gradually come to accept Hiccup as she is. And Toothless? He might be a bit confused at first, but his bond with Hiccup would likely remain strong regardless of the physical change.
One possible plot could be that a magic spell gone wrong in Berk turns Hiccup into a baby. Toothless, being his loyal friend, tries to protect the baby Hiccup from the chaos that ensues. The other Vikings are confused at first but then start to take care of the baby Hiccup in their own clumsy ways, leading to some comical situations.
Well, in a 'freed turns into a girl' fanfic, the plot might start with an experiment gone wrong. Freed was perhaps trying to enhance his magic power and something in the experiment caused his physical form to change to that of a girl. He would have to deal with the reactions of his guildmates. Some might tease him, while others would be more understanding. And he would also face challenges like how to adapt to the new body's physical limitations while still being able to participate in guild activities.