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He sounds totally clueless and immature to me. I mean, who doesn't know the steps to dating and being with a woman? He sounds like he has zero experience and apparently hasn't ever seen a romcom.
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Update 2 - If you are not here for real, please ignore me. Happy to chat or speak over phone before we meet. You can never know someone unless you meet in real. I am 100% genuine. So if you are.
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I'm really confused. You just finished law school, are studying for the bar exam, and are also getting your master's degree? Why? Do you not want to practice law? This all just seems really unfocused. You are turning down jobs, finishing one degree, not really seeing a need to take the professional exam for that degree, now taking another degree....I can see why your parents might be getting frustrated. Are they paying for all of this?