 If you liked
Itsudatte My Santa!
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 ...then you might like
Ai Yori Aoshi: Enishi - Miyuki
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Both anime are cute stories about a lonley boy meeting a very sexy Santa on Christmas Eve. If you like romantic comedies of the Christmas variety, and don't mind a little fan service, then I definitely reccomend "My Santa" and "Miyuki."
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Recommended by DarthDaimyo