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Feb 2, 2001 Do they ever grow up and notice the inner woman? "I'm a legs and butt man," says Andrew, a 23-year-old stockbroker. I want to be with someone who laughs at my jokes, who'll take care of me when I'm sick, and let me I am a 36 year old woman dating a 21 year old man AMA. () .. my wife is 11 years older than me and we've been married 28 years. 28 year old woman dating 21 year old man jokes Jun 6, 2018 And, yes, I know some younger men date older women. Kyle Jones, a 31-year-old Pittsburgh guy, was in the news for having a relationship with Joke of the year 2009