Dating men in their 50s

But I feel like being in your 50s in 2009 is no longer considered old, and gray hair is even seen as sexy, thanks to George Clooney.

In fact, I find that a lot of women in their 30s and sometimes even 20s find me sexier now than they did back when I was their age. ” —Abe, 52, New Rochelle, NY “I love how self-assured women in their 50s are; they know what they want out of a relationship and what they’re looking for in a mate, and they aren’t afraid to ask for it.

Just like how you’ve dated your share of challenging types of men like the Pinger, the Couch Potato and the older-and-balder-than-his-profile-guy…men also meet and enter into relationships with less-than-impressive types of women.

The definition of empathy is “the power of understanding and imaginatively entering into another person’s feelings.

For these reasons and others, my friend Megan O'Brien, a successful woman in her own right as the founder of the marketing agency Beauty Brander, almost exclusively dates men in their sixties and older.

We recently attended a wedding in Palm Springs together, a fancy affair with pool parties, fireworks, and a ceremony at the Empire Polo Club where they host the Coachella music festival.

I don’t have nearly as many hang-ups and questions as I did back then, so I think it’s wonderful—and the guys seem to think so too!

” —Mary Ellen, 53, Bloomfield, NM “Back when I was younger, older men weren’t necessarily seen as sexy; the media certainly didn’t focus on graying older males as sex symbols the way it now embraces guys like Harrison Ford and Jack Nicholson.