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RE: "How should I tell my family I'm dating an older man.."
Social concepts about the age of marriage are constantly changing ... but so are the standards of beauty. My mom used to say that a 40-year-old was considered elderly when she was at university. It seems to me that this has become a mature youth now)) Show your parents examples from dating sites - https://bestondating.com/review/elite-singles/ Let them see with their own eyes that your choice is ok now. I believe that such marriages are the strongest and have a good material base so as not to think about it.