Perhaps he worries that he will not be worthy of courting you if you are the one to help him become stronger. Men, at least human men, are often sensitive to such things. He may worry that he is not strong enough to protect you and be by your side, but that if he relies upon you for such aid, it only further proves his weakness. Cannot your friend Karkat, whom you have said is a great expert in romance, aid him to become worthy of your affections? He may take to that more readily.
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Perhaps he worries that he will not be worthy of courting you if you are the one to help him become stronger. Men, at least human men, are often sensitive to such things. He may worry that he is not strong enough to protect you and be by your side, but that if he relies upon you for such aid, it only further proves his weakness. Cannot your friend Karkat, whom you have said is a great expert in romance, aid him to become worthy of your affections? He may take to that more readily.