Grisaia no Kajitsu, also known as Le Fruit de la Grisaia and The Fruit of Grisaia, is one of those anime that has a very unique style of interpreting the stories message with a strong sense of romance, drama and fan service.
The characters in the show are all very unique and always seems to be in a position of humiliation. This anime is also filled with lively interpretations of school life, harem, and a crazy psychological understanding.
This anime seems to be one of a kind, but hopefully, the list below will help you in your search for anime just like it. Based off of similar genres, themes and story; the selection below should be right up your alley.
♥2. Mahouka Koukou no Rettousei (The irregular at magic high school)