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Wait... in the past you fooled around and she regretted not having sex? Was that then, or does she regret it now?
I was in a situation like this. Had a crush on a friend but I didn't say anything. About a year and a half after we started hanging out he told me that he had a crush on me as well. But this was after the fact and we were well into the friend zone. I'm glad that nothing really ever happend. I've known this guy since we were both in diapers, and his family and my family are friends. It just would have been weird.
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Absence is to love what wind is to fire. It extinguishes the small, it enkindles the great.
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