There are many conventions about dating in the old days that might blow your mind. Based on what my grandmothers, mom and aunts said, plenty of men worked pretty hard to get a date and the attention of a "gal" he fancied. As my dad was in hospice he told me stories of how he watched and flirted with my mom for a year. A year. He wanted to own a great looking sports jacket before he asked her out. Are you willing to put in a year getting to know someone and getting yourself improved and ready before asking her out?
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