It depends on how low his self-esteem is. A mild lack of self confidence can be endearing or at least tolerable but if it’s severe that can be annoying. I don’t want to be with a guy who’s so insecure that he constantly seeks validation, doubts my feelings for him, can’t take any constructive criticism, or never makes a move.
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I LOVE low self esteem and self consciousness in a man and frankly, it’s getting old hearing women only like confidence, fuck that. I love to make the unconfident men feel happy. They are amazing too.
I can't deal with too shy personally. But the other stuff you said doesn't sound too bad
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no, because if you really like that person, you'd try to help them with that
Depends if your not over doing it
I need a "it is, but I'll give it a chance"
need self love before you can find love elsewhere
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