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Firstly, thanks for all your advice and wisdom and your massively entertaining style. I’m learning fast but still have a problem… I’m in my late 40’s, separated last year (relief), successful, and have an awesome life. I’m highly attractive, hot even!, fit, fun, feminine and not clingy. I’m a really good catch!! I have no trouble attracting men of all ages. The problem is: I am not attracted to men my own age. I love guys who are around the 30 year old mark. Yes, playing with fire I know!! Unfortunately, it seems, single guys my own age either cannot match my physical energy and sheer enthusiasm for life or they are taken already! Many of them are lonely, often damaged by failed relationships and looking for someone to share a latte with on a Sunday morning for the next 40 years… This is not what I want at this point in my life.

I find younger guys so much more fun and attracting them is easy, both online and off. But it’s difficult finding something deep and long lasting as I know these guys are usually hard wired to find ‘the one’ eventually. And– in most cases–that is not going to be with a woman who is pretty well past childbearing age… Bummer for me!

So do you think it is possible to have a passionate relationship of integrity (by that I mean more than just a romp) when there is a big age difference? I want more than the cougar/toy boy experience. It would be a cliche to write this off as midlife crisis, although I understand you could reach this conclusion. I am an exceptionally vibrant and youthful person for my age and I have a lot of close younger friends, but I really don’t know where to look to find my truly compatible match… Is he actually out there I wonder??

AM

Dear AM,

Thanks for your letter and kind words. I try to be honest first, entertaining second, and nice third, so I’m glad to hear that I’m coming close to my intended goal.

Especially since my reply is not going to be all that nice.

A 30-year-old guy most likely sees you as a story, a fling, a reverse May-December romance that he will look back upon fondly one day when he tells his younger wife the tale of the oldest woman he ever bedded.

The fact is, your letter could have been written by a private client.

No joke.

When I hear on the phone “I’m in my late 40’s. People always think I’m younger because I’m so fit and energetic. I’m just not attracted to men my own age or older,” all I can do is smile and nod, the way you do when your friend asks if she looks fat in her jeans.

Understand: I don’t know you, haven’t seen you, and am not impugning your integrity.

All I’d ask you to do would be to put yourself in my position.

If every single man you met said, “I look great for my age. Women my age just can’t keep up with me. I need to find a woman who is 15-20 years younger who is really on my wavelength,” you would roll your eyes and wonder aloud what kind of delusional pot he was smoking. You’d think, “Dude, get OVER yourself. I mean, yeah, you have your hair and you’re pretty fit, but you don’t look as young as you think. Plus, what could you POSSIBLY have in common with a woman who could virtually be your daughter?”

Or something like that.

So I’m not judging you when you say that you prefer men 15-20 years younger.

I’ll just say to you what I’ve said to men who told me the same thing: who cares?

To your credit, you’ve already identified this flaw in your thinking:

Even if you look as good as you say, most 30-year-old men:

a)         Aren’t ready to settle down because they still have more oats to sow.

b)       Wouldn’t pick a 48-year-old woman when they could choose a 28-year-old who is probably firmer, more fertile, and has more years left on earth than you do.

Sorry. It’s that honesty thing again. But you already knew the 2 points above.

What you’re not seeing, however, is this:

A 30-year-old guy most likely sees you as a story, a fling, a reverse May-December romance that he will look back upon fondly one day when he tells his younger wife the tale of the oldest woman he ever bedded.

The other blind spot you appear to have is the same one that afflicts all of my clients over the age of 40: narcissism and exceptionalism.

If YOU’RE a fit, youthful, vibrant catch, who is an exception to what 48-year-old women should look like and act like, wouldn’t it stand to reason that there’s also a MAN out there who is ALSO a fit, youthful, vibrant, catch who looks young for his age?

To wit: if YOU’RE a fit, youthful, vibrant catch, who is an exception to what 48-year-old women should look like and act like, wouldn’t it stand to reason that there’s also a MAN out there who is ALSO a fit, youthful, vibrant, catch who looks young for his age?

And wouldn’t it be a shame if that man only thought that he should date women born in the 80’s because all women YOUR age are too old, damaged and boring to keep up?

Damn right it would.

So get off your pedestal and look around. If you’re in the Top 5% of women, then you should have no trouble attracting that rare 5% man who is willing to date a woman his own age.

Hold out for a young’un, and guess what, darlin’?

You’re no different than the shallow men we so roundly decry for age discrimination.