 If you liked
NHK ni Youkoso!
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 ...then you might like
Clannad: After Story
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Both are heavily based on real life struggles
both have MC, who is Careless in the beginning but becomes more mature as the time passes by and he faces more problems in his journey
both MC have same type of caring girlfriend, who would stand by their side at every point of life
Although Clannad is far more better than NHK, still NHK is is good enough