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All singles who profess Christ and aspire to marriage — even as a possibility — have this responsibility (even outside this area of life, we should all be trying to grow in Christ). If you're already sure of that basic answer, are you a growing and mature Christian?
Are you generally humble and teachable, and do you respect authority?
If you aspire to be a godly husband or wife someday, what have you done and what are you doing to prepare for that ministry?
Second, are you at a place in your life at which you are ready and able to marry?
First, the man should initiate asking the woman out.
Whether this means approaching the woman herself or her father or someone filling that role instead of her father, it should be the guy that starts things off.
When Paul extols singleness in 1 Corinthians 7 (which is an often-misused passage in this area of life), it is singleness for the purpose of enhanced If you are floating around staying single because you enjoy social flexibility or having time to yourself or hanging out with the guys or because you have worldly ideas about the perfect woman or how to approach marriage, consider: Are you approaching manhood and marriage biblically? Her response may be positive or negative, it may occur through her father, her family or words directly to her potential suitor.
As I mentioned, he should not do this until he is "ready" to marry.