Hugo Charlie Weasley
1. He's actually quite glad his mother and father named him Hugo. He thinks that your name is something special, it's who you are in this world, and having to be named after a bunch of dead people? So not cool. For instance, because Fred and James were named after…well, Fred and James, they automatically think they have to be brilliant pranksters. But there is no one, no one in the whole entire school named Hugo. And for that, he'll put up with his dreadful sounding name just to be able to be himself.
2. Sure he might not be the smartest of the lot (Rose) or the most talented quidditch player (James, Lily) he's not the most musical (Roxanne) not even one of the pranksters (James, Fred, Dom, Louis). But that's never made him feel insignificant. Why? Because he can always make them laugh. He likes making Lily laugh so hard she hiccups, he likes watching tears roll out of his mothers eyes when he delivers yet another Rose/Scorpius joke. He likes making everyone happy, so at least for that moment, he doesn't have to worry bout anyone being sad.
3. Shortly after leaving Rose at King's Cross, Hugo's parents meet up with Hannah Longbottom and there son, August. August is the same age as him and Lily (both 9) and a very shy quiet boy. Hermione invites Hannah for drinks out there house and she brings along August. He and Lily quickly coax the adventure out of him and the three of them strike up a friendship, much like their parents and Albus, Rose, and Scorpius'. They balance each other out, and him and August were there for Lily in her time of need, and she was there for theirs.
4. When the three youngest children (Him, August, and Lily) are finally at Hogwarts they hope, beg. the hat to be in the same house. When it's Hugo's turn on the stool he has to plead the hat to not put him in Hufflepuff, because Lily and August have already been sorted into Gryffindor. The hat merely laughs at him, telling him that although he is loyal, his bravery out weighs it. He then joins his three friends at the table of red and gold.
5. When James tries to recruit him for the Gryffindor-Weasley (So dubbed by the Gryffindor House) Quidditch team, he turns him flat down. He loves the sport, don't get him wrong, but what he doesn't like is the competitiveness. When they're all at the burrow, playing against each other, its all in fun. But once you step onto the pitch, it becomes a death trap. So he satisfies himself by going to all of the games (regardless of the team) and heavily supports his dad in rooting for the Chudly Cannons, although he knows full well that they don't have a snowballs chance in hell of winning.
6. In the end, he's glad he didn't take the spot, because Olivia Wood does, and she makes sure to thank him nice and well for it. And quite honestly there's nothing he likes better then having a Olivia lay her head on his chest after a long and particularly thrilling quidditch match, knowing that he's the one she chose.
7. He sees it the day of Scorpius and Rose's wedding. The way August looks in Lily's eyes, the way they dance together, holding each other nice and close, and he feels out of it. He can picture it now, the two of them going off together while they leave Hugo alone, and it scares him. He confesses this to Albus, because he was in a similar situation with Rose and Scorp, and he was surprised at the answer. "Just let them be happy" Albus had said, and it made sense. And he felt quite honored when he was asked to be the best man at their wedding, as well as the Godfather to both of their children.
8. Once he graduates from Hogwarts, he takes a job down in Hogsmead while Olivia finishes schooling, and when they go off so she can become a quidditch player like her dad , he leaves with a high recommendation from Aunt Ginny to become an interviewer for the Dailey Prophet. It's not something he ever saw himself doing, but when he asks Ginny why she tells him "Because you have a way of making people comfortable, and accepted. Not many people can do that." So he becomes the youngest interviewer on the staff, with the best articles, and he finds that he really really likes it.
9. The scariest time of his life was when Olivia was pushed off her broom by a member of the opposing team. She fell quite hard and quite fast, and ended up breaking both legs and an arm, as well as severely injuring her neck. He felt his hear top beating when he saw her on the ground all crumpled. He ignored other peoples warnings as he ran towards her. He held her and they cried, for they both knew that after this she would not be able to get on a broom for quite a long while, too long. So he holds her all the way to St. Mungo's where they fix her up nice enough, and he holds her all the way back home and never leaves her side until she fully recovered.
10. After Olivia had fully healed, and they felt like they were ready for it, they had children, three to be exact. Delia was the first born, followed by the twins Matthew and Martha. And although Olivia told him to not be as protective of his 'babies' he can't help but run over to them any time they get a scrape or cut, because he doesn't want to see them get hurt like their mother did.