I have to add that if you are in your thirties it means you are adults and can have adult conversation. Call him arrange a date and ask if he is interested in dating you. I honestly thought you are a high schooler when I read your first post. Did you have other relationships?
Just ask him if he is interested in dating, if you are, and go from there. Since you are on your thirties his questions about wanting children etc are very fine .
Don't worry about mom right now.
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