The Principal (To Love-Ru)

A Sainan Metropolitan High School unnamed principal of Rito Yuki, Lala Satalin, Momo Bella, and Nana Astar Deviluke, is a minor yet recurring character of the harem manga series, To Love-Ru. He is introduced as an small overweight pervert who is not afraid to show his feelings to girls from school or somewhere else he finds attractive.

Why He's Loathsome

 * 1) There's no proper reason for him to exist, but has no personality and character development at all, since he's just your typical middle aged stereotype who likes to sexually assault girls for fun which makes Rito Yuuki, the series' main male protagonist of the series look like a full of jokes.
 * 2) He is a rip off of Herbert the Pervert, and Glenn Quagmire from Family Guy, Just like them, he feels more like a Family Guy character than a minor character from a harem anime.
 * 3) * And even then, both Herbert and Quagmire have memorable gags and punchlines, but both like to have sex, while the principal doesn't have any.
 * 4) His character design looks mediocre and unpleasant. The principal is just as smaller than the students and kinda looks like Mario from Super Mario Bros. with a Bendy-esque hair style, and Peter Griffin with sunglasses from Family Guy.
 * 5) He may be middle aged, but he is downright annoying and a pedophile. He keeps sexually assaulting female students for fun, steals their swimsuits and bikinis, and run around in his underwear thinking any cute girl would come to him.
 * 6) * He goes across the line and has the audacity by attempting to assault Mikan Yuuki, who's just 12-13 years old. Seriously, he could've gone to jail if he were to keep continuing do to so!
 * 7) * He's also a masochist too, letting Nemesis sit on top of him in his underwear. Which is again, very unhealthy and creepy.
 * 8) He allows Lala to be enrolled to the school just because he simply thinks she's cute, that's it. And no, he didn't even had her to take the entrance exams, which gives further proof that he is a terrible principal.
 * 9) He is supposed to be taking his role as a principal very seriously and normally, but the way he acts, the sexual things he does to his female students, and gets away with it scot-free, makes the audience wonder how is he still not fired from his job or how he got his job.
 * 10) Aside from being perverted, he doesn't really do much in the greater narrative and only serve as filler and comedy, but somehow gets a lot of screen-time in both manga and anime to the point his perverted gags start to become stale.
 * 11) He does not apologize to the girls for his perverted nature.
 * 12) *That makes Issei Hyoudou from High School DxD, Jiraiya from Naruto and it's sequel Naruto Shippuden and Tomoki Sakurai from Heaven's Lost Property look like amateurs in comparison. At least Issei, Jiraiya, and Tomoki hide their attempts and each knows when to keep them in moderation.