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SITUATION: A very attractive, sweet, fun-to-be-with guy a lady has been friends with for over a year calls and texts her several times over a couple of days indicating that he’d like to be more, but since she knows that a lot of ladies would love to be with this guy, she is very surprised to learn that he seems to have some insecurities about it.
QUESTION: What sorts of things can a lady do to help a guy be less insecure?