Because you like Gou Matsuoka in Free! Iwatobi Swim Club
Wheatley's got an endless supply of bad ideas that he wants to share. See them in Portal Series.
James Gordon happens to be the one guy in Gotham City with proper morals who doesn't also run around in a cape. See them in DC Extended Universe.
The Ice King is lonely and looking for a princess to sweep him off his feet. See them in Adventure Time.
Spyro the Dragon loves getting into trouble around the Dragon Realms. See them in Spyro the Dragon.
The fearless bodyguard of Rick Flag, Katana will ruthlessly kill her enemies, trapping their souls in her sword. See them in DC Extended Universe.
Sam Montgomery works hard, but her evil stepmother makes sure her efforts don't pay off. See them in A Cinderella Story.
Tiana lives by a simple motto: "Fairy tales can come true. But you gotta make them happen, it all depends on you." See them in The Princess and the Frog.
Anywhere there's adventure, Jaskier is there to write a catchy song about it. See them in The Witcher.
Jade Jade Harley might not be the best at reading social cues, but her bravery and selflessness means she's a great friend to have. See them in Homestuck.
Velma Dinkley is all about getting results, not taking credit. She is the unsung hero of Mystery Inc. See them in Scooby-Doo.