OK WELL I REALLY DON'T LISTEN TO A LOT OF CHARACTER SONGS so Kentai Life Returns has to be my favorite. Sugita sings terribad and I love it, especially when he just outright laughs during it, LOL. Plus Kyon is husbando forever etc. etc.

Mata Ashita! is cute, it's just... everyone in Ouran, lmfao, that counts as a character song, right?? XD

Kumikyoku "Lucky Star Douga" is sort of right because I think it has literally every song in Lucky Star included in it. My personal favorite is Shiraishi singing the version of Mikuru's song Koi no Mikuru Densetsu at 3:49. Frankly, it makes me laugh really fucking hard and sing it dramatically everytime I hear it, LMFAO.