I think Canada could be a good friend to Anastasia. Canada is often overlooked, just like Anastasia was for a long time. They could share a sense of being in the shadows. Also, Canada's gentle nature and love for nature could be appealing to Anastasia, and they could go on walks in the Russian countryside together.
Japan could also befriend Anastasia. Japan has a sense of propriety and respect for tradition. He could be intrigued by Anastasia's royal background and her own set of traditions. They could exchange stories about their respective cultures, with Japan sharing about his tea ceremonies and Anastasia talking about the grand balls in the Russian court.
Italy might be a likely candidate. He is friendly and kind - hearted. His naivete could make Anastasia feel at ease, and his love for food could be something they bond over. For example, he could introduce her to Italian cuisine, which she might find fascinating.
In some 'Hetalia meets Anastasia fanfiction', a possible plot is that the Hetalia nations are attending a diplomatic event in Russia. There, they hear rumors about Anastasia. France, being the romantic, becomes intrigued and decides to investigate. He then discovers a young woman who might be Anastasia and tries to bring her back into the spotlight, which causes a stir among the other Hetalia characters as they debate the implications of this discovery on international relations.
France from Hetalia and Lafayette from Hamilton. Since France has a connection to the American Revolution and Lafayette was a Frenchman involved. They could bond over their love for France and their shared interest in the ideals of freedom and revolution. Maybe they would plot some grand new adventures together in the fanfiction world.
America might be one. He's got that bravado and 'hero' complex, so he could initially try to befriend or fight the Creepypasta characters. He might see it as a chance to prove himself. Italy could also interact well in a strange way. He's often a bit naive and scared easily, which could lead to some interesting reactions when faced with Creepypasta entities. And Prussia, with his over - the - top confidence, might think he can handle any Creepypasta character and end up in some really wild situations.
England could be one of the main caretakers. Despite their past differences, he would feel a sense of responsibility. Another could be Canada. Since they are related, Canada would surely step in to take care of his baby brother.
Russia from Hetalia and Kanaya from Homestuck could be a really unique pairing. Russia has his own mysterious and somewhat intimidating aura, and Kanaya is very poised and has her own set of skills, especially when it comes to fashion and fighting. Their interactions could be quite interesting, like Russia showing Kanaya some of his traditional Russian crafts and Kanaya showing Russia how to make some really cool Homestuck - inspired outfits. Additionally, China from Hetalia and Jade from Homestuck could be a great pair. China with his long history and Jade with her connection to nature and her rather innocent yet powerful nature could create some really engaging storylines.
Alexander Hamilton and Italy could be an interesting pairing. Hamilton is all about ambition and building a nation, while Italy has his own charm and laid - back nature. Their interactions could be full of contrasts, like Hamilton trying to get Italy to be more serious about important matters.
France would be a likely candidate. France has always had a sort of motherly - like affection for Canada. He would probably be very eager to take care of baby Canada, dressing him up in cute clothes and feeding him French cuisine, like crepes.
Japan could also be one to take care of baby Italy. Japan is known for being meticulous and organized. He might be able to handle the practical aspects of taking care of a baby like preparing proper baby food and creating a clean and safe environment for baby Italy.
Anastasia could be a fictional character created specifically for this Christmas story. She might be a kind - hearted girl or a mysterious woman with a connection to the Christmas magic in the story.
Nora could also be a likely candidate. She's very energetic and not one to be intimidated easily. When she sees Goku's amazing power, she would probably be excited and want to team up with him right away. She would be constantly asking Goku about his world and his powers, and they would bond over their love for combat and having a good time.