Hermione would be really interesting. Her thirst for knowledge would make her eager to learn from Bilbo's tales and experiences. She could also help Bilbo understand the complex magic of the wizarding world. Another great character would be Gandalf. If he somehow made his way into the wizarding world, he could offer his wisdom and guidance. And of course, Ron. His loyalty and sense of humor could provide some great comedic moments and also a strong friendship with Bilbo.
One idea could be that Bilbo's ring somehow ends up in the wizarding world of Harry Potter. Maybe it's discovered by a Hogwarts student on an archaeological dig during a school trip. Another could be that Bilbo is brought forward in time to Harry's era and he uses his hobbit stealth and Tookish curiosity to explore Hogwarts and help the trio in their fight against Voldemort. For example, his experience with Smaug could give him insights on how to deal with dangerous magical creatures.
One common theme is the clash and融合 of different magical cultures. Bilbo comes from Middle - earth with its own set of magic and traditions, while Harry is from the wizarding world of Hogwarts. Another theme is friendship. Despite their differences, they often form a strong bond in the fanfictions. Adventure is also a big theme as they usually go on some sort of journey together.
Frodo could be one. Since he was also closely associated with the ring in the original story, he might play a role in this fanfic, perhaps as a supporter or someone who has doubts about Bilbo's ability to destroy the ring.
There could be the company's CEO, who might be initially hesitant about adopting Bilbo but later sees his potential. Another character could be Bilbo's mentor in the company, someone who helps him understand how things work.
Hermione would be really interesting. She could help Tsuna with his studies, whether it's about the magical lore of the Harry Potter world or just general knowledge. She might be a bit strict with Tsuna at first, but as time goes on, they could become good friends. Another interesting character would be Dumbledore. He could offer his wisdom and guidance to Harry in raising Tsuna, and might also see some special qualities in Tsuna that could be important for the future of the wizarding world.
One popular Bilbo x Harry Potter fanfiction is 'The Unexpected Adventure'. It weaves a story where Bilbo's hobbit skills and Harry's wizardry combine in a unique way. Another is 'A Meeting of Worlds' which explores how their different magical worlds collide and interact. And 'Bilbo and Harry's Quest' is also quite interesting, it takes them on a joint adventure to save both Middle - earth and the wizarding world.
Hermione Granger would be a great addition. Her intelligence could help Harry understand the historical and magical aspects related to Godric Gryffindor. For example, she could research ancient texts to find out more about Gryffindor's spells. Ron Weasley could also be included. His loyalty and sense of humor would add a different dynamic. He might make jokes about the whole situation of Harry interacting with an ancient founder, but still be there to support Harry when things get tough.
Definitely Harry Potter himself. His unique magical abilities and his sense of justice would make him a very interesting character in the world of Westeros. Also, characters like Dumbledore could be interesting if they were somehow brought into the story. In Westeros, characters like Tyrion Lannister could have some really interesting interactions with Harry. Tyrion's wit and political acumen combined with Harry's magic would make for some great scenes.
Definitely Dumbledore. His wisdom and powerful magic would be fascinating in the Skyrim setting. He could interact with the Greybeards and learn about their way of life. Harry himself would also be interesting as he could use his Gryffindor courage to face the challenges in Skyrim, like the dragons. And Hagrid would be great too. He could bond with the giants in Skyrim.
Definitely Harry Potter himself. His character is full of depth and his magical abilities would make him stand out in Westeros. Also, characters like Tyrion Lannister could be interesting. His sharp wit and political acumen combined with Harry's magic could create some really engaging storylines.