A/N The Story idea is based off of NightstarGury's story called 'Not What You Expected' their story is up and completed on this site, so please go check it and leave a favorite for them.
Hiccup Horrendous Haddock the 3rd / belch: Hiccup is the lead singer Ghost Song in the boy band called A Dragons Fury, He also happens to be part of the World Dragon Racing League (WDRL), he is known as Dark Wing, then to top everything off in his life he is a world famous writer who no one knows the true identity of, his writing name is Swift Tongue. As you know he is son of Stoic the Vast who just happens to be a world renown boxer. Hiccup doesn't want people to know who is really related to because he wants real friends so he (Air Quotes) "Changed" his last name to Belch so people wouldn't know.
P.S. I forgot to mention that Hiccup was born with the ability to understand and speak Dragonese, though only his father knows.
Andrew: Andrew has 2 major parts in this story, part one is a being a Band member under the name of Elder Song which is kind of ironic since he tends to talk in sign language more than he speaks (He is really shy), The second part is that he is Hiccups Race Manager for Dragon racing, he makes up 1 of the 2 people who know, Stoic is the other person who knows about Hiccups Racing Career.
Ezra: Ezra is the 4th Member of the band named Shock Tail He tends to be a little bit wild but also very mysterious, A hint that not many know is that he is part of A Hired Assassin group, he tends to be away a lot so doesn't show up to all concerts or practices. So guest member of band.
Stoic: Stoic Is hiccups father as well as being a world renown Boxer, because he is so well known he tends to have to travel a lot leaving Hiccup home all the time.
Astrid: Astrid is on the school track and field team as the team captain, she is also very influential in the community and in the school seeing as she is the second highest in marks and the best in sports. Astrid has a Kind heart but it is only showed to those she lets in close, she protects it with a fierce exterior and a strong right hook.
Snotlout: Yes, he is a bit of a bully but once you here what happens to him you will understand why he is the way he is, He protects those he likes (Astrid from Hiccup) and he punishes those that he doesn't.
Fishlegs: Fishlegs is basically a walking encyclopedia with all the facts that he has, he is also the pianist in the Band, he goes by the name of Grim while he is at concerts. Fishlegs helps writers to check stories for errors and sometimes provides ideas, he does this under the screen name of Twilight Writer he doesn't know it but the writer that he helps the most is actually Hiccup.
Gobber the Belch: Gobber is well Gobber, he runs a modern Forge as well as a small auto shop. Gobber also provides a second home for hiccup and acts as his parental guardian since Stoick is gone so often.
Heather: Heather is a small town Actress who is finishing of high school, she can be kind but she tends to hide behind a silent exterior.
Comicazi : Is a skilled magician and thief, she sadly is told she has to finish high school by her mom (Bertha), that doesn't mean she can't practice on unsuspecting students, though for some reason she likes to toy with them and show them what she took.
GodFrey: butler at the Haddocks House hold
Dave: Hiccups Limo Driver when he is acting as the writer.
Ella: A minor character who is great artist.
Violet: Violet tends to be violent at times so she does get some funny nick names but she is also comical.
Mr. King: Home Room Teacher/ head of tech department.
Mrs. Ginzel: Math teacher, a kind hearted older lady.
School project pairs.
Heather and Snotlout
Andrew and Camicazi
FishLegs and Ruffnut
Ezra and Ella
Tuffnut and Violet
Hiccup and Astrid.