 If you liked
Nana
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 ...then you might like
Awfully Damn Kiss and Hug
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These two mangas have a more realistic and dark approach of the tropes, with which we are already familiar. The characters are complex and are actually developing throughout the story - not only the mcs but also the secondary characters. They are not perfect porcelain dolls and feel real. They, just like real people are ignorant, make mistakes, have mental scars and each have different problems in their private life.