 If you liked
Sora no Otoshimono
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 ...then you might like
Yuusha ga Shinda!: Murabito no Ore ga Hotta Otoshiana ni Yuusha ga Ochita Kekka.
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Both the Main Characters of these two ecchi-harem series embrace their pervertedness and both have a female childhood friend that punishes them every time
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Recommended by Clannadstan