So fell for a friend who I work with. We have so much fun together, he makes me laugh, and he’s always been super sweet to me: paying for me, bringing me “cheer up” gifts when I’m down, listening when I needed to vent. He also flirts with me like crazy, and would really ramp it up when other single guys were around (he even tried to talk me out of going on a date with another guy). But the problem is, he doesn’t want to take things beyond friendship (we’ve never been physical), in spite of the fact that when I brought it up he admitted to having feelings for me too and admitted to sending me mixed signals. His reasoning is that we work together (we work for the same company but in different buildings), and also that we have “too many mutual friends” and the “collateral damage” would be too much if we broke up. Additionally, one of our aforementioned mutual friends told me that this guy “wouldn’t shut up” about how much he likes me, but the friend also said that he has severe self-esteem and confidence issues, and that dealing with his insecurities in a relationship would be a lot of work.
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I honestly don't understand that behavior. I can understand the flirting, but not to that level. It sounds like he may have some confidence issues, or there's some other issue.1