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If you are in a relationship with an older man, you need to read this article. that married women were years younger than married men in the United States. .. Well i think dating someone 20+ Is crazy but i try not to judge. Dating an older man isn't about the age -- it's about the lifestyle. How old you actually are doesn't necessarily have a lot to do with your lifestyle. married to someone for more than a decade who is 20 years older than her. When I was 25, I spent a year dating a man 20 years older than me. In your mid s, dating your peers can be harrowing—you're drowning in.