 If you liked
Wind: A Breath of Heart (TV)
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 ...then you might like
ChäoS;HEAd
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both series are typical harem type anime series consisting of 6 girls plus one guy, with the male and female protagonists as a couple (makoto okano and minamo narukaze and takumu nishijou and rimi sakihata), and both male protagonists have one of the series main female characters as a sister (hinata okano and nanami nishijou), although unlike wind a breath of heart, the male and female leads of chaos head are not childhood friends