Emily - Men don't think the same way we do. I think by him asking and offering to go is his way of saying he wants to be there for you. Men don't always find the right words, but we know that they mean well even if they don't say something the way we'd like. I'd say, tell him 'well, I'd like for you to go' or something to that effect. That way you're not telling him or requesting.
Definitely worth a pair of shoes.
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