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Have you ever had to reject someone who had serious feelings for you?

Was it hard? I've only done it once, back in high school 2007. It wasn't that hard for me, because I myself had feelings for another girl at the time.
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I personally never found it difficult but I know a couple people who take that sorta stuff way too intensely. They suffer more I wanna say they the person they shutting down. The fact they hurting someone’s emotions or something like that 🤔