If you liked the Hakaba Kitaro anime, the Anime-Planet community thinks you'd like:
In the city of Salta, a place where the sun never shines, a community of vampires lives. Hipira is a little vampire who lives the life of a typical boy, attending school and dealing with bullies along the way. However, he also has a soft spot for exploring, playing pranks on others and having grand adventures! Whether he’s befriending a human soul, scaring his neighbors by pretending day has come or encountering giant frogs and aliens, Hipira is always getting himself into and out of trouble.
Both anime are about weird monster creatures living their lives in their monster world, attending school, and going on random adventures. Both have very unique yet awesome animation to go along with the quirkiness of the show. If you liked one you'll like the other too.
Meet the bizarre and twisted psychiatric doctor Ichirou Irabu. Occasionally taking the form of a lime green bear, a young man or even a small child, this freaky physician and his seductively sadistic nurse Mayumi deal with all manner of patients. Though in order to satiate his rampant injection fetish, everyone receives the same treatment: a large vaccination, whether they need it or not! From a trapeze artist suffering from insomnia, to an office worker tormented by a permanent erection, to a romance novelist with OCD and stress-induced vomiting, no one is safe from Dr. Ichirou's unique and psychedelic medical practice.
Kuuchuu Buranko and Hakaba Kitaro are twisted comedies about subjects that aren't usually played for laughs: debilitating psychological problems and straight-up monster-based horror. Both are very quirky, story-wise and in terms of their (awesome) unique animation style. Additionally, they were both originally aired in the same timeslot, so they're geared towards similar audiences.
Life is simply not worth living for down and out school teacher Itoshiki Nozomu. He has no hope of progress, no prospect of promotion, no chance at happiness… he is in despair! Even his name spells 'zetsubou' – 'despair', when compressed. But when the time comes to end it all, Itoshiki's attempted suicide on the first day of the new school year is foiled by relentlessly positive Fuura Kafuka. This saves Itoshiki long enough to meet his new class, and the quirky range of students under his care. Will Itoshiki Nozomu depress his students with his anguish? Or will Fuura show Zetsubou-sensei the joys of life and hope?
Absolutely gorgeous to look at, and frequently rather dark comedies - SZS pulls no punches and wants a constant stream of laughs (whether it succeeds is another matter) while Hakaba Kitarou may just elicit the odd evil little smirk, but they're both completely worthwhile watches.