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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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Yes and it was hard at first but he made it easier by stalking me and leaving nasty messages on my voicemail in the middle of the night.

The most recent one has been the hardest, I really opened up to him and let my walls down and let him the closest I’ve ever let any man. But it’s not going to work out so I had to end it and it’s horrible.