Because you like Jenna Rink in 13 Going on 30
GLaDOS will supply the food when you get together: a delicious cake. Of course, it could just be a trap so she can kill you. It’s hard to say. See them in Portal Series.
Gou Matsuoka offers to help as manager of a swim team, believing that they're the only ones who can help her brother. See them in Free! Iwatobi Swim Club.
Stanley Barber is a loveable goofball with impeccable (if eccentric) fashion sense, unique music taste, and a wealth of strange but useful knowledge. See them in I Am Not Okay With This.
King Schultz is about as color-blind as a man of his era can be. See them in Django Unchained.
The personification of America is all about superheroes, hamburgers, and spreading democracy and justice. See them in Axis Powers Hetalia.
When Rin Matsuoka is not swimming, he mostly spends his time brooding or listening to angry Dubstep. See them in Free! Iwatobi Swim Club.
Cheerful, childlike, and easily jealous, fashion icon Misa Amane is smarter and crueler than she seems. See them in Death Note.
Everyone is just a chess piece, and Izaya Orihara is a master player. See them in Durarara!!.
Chicken resterauntier by day and drug overlord by night, Gus Fring doesn't let the stress of living a double life get to him. See them in Breaking Bad.
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.
Because of Miles Edgeworth, the truth will always make itself known. See them in Ace Attorney Series .