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So, I've gone on 3 dates with this guy. I really like him and I hope he likes me. I'm VERY shy. I think he may be off from work today so I was wondering if I should ask him if he wants to do something later. The only thing is, we were texting yesterday while he was at work so I don't want to be a bother or seem too clingy or desperate. I chickened out yesterday and couldn't ask him out. I think his spirits are low (based on his away messages) so I don't know if he just should be left alone and my asking may make it worse...or it may make him feel better. But I don't want to seem too needy or desperate.Should I leave him alone or ask him if he wants to get together?
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