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Time creates wisdom – but it also creates responsibilities and complications – mortgage, kids, career, etc.

All of this makes dating more and more complex as we get older. Still, most of them fail miserably, for the exact same reasons that I think Penelope is suggesting.

But let’s not pretend that we, as a culture, don’t worship at the altar of youth. He’s got the job and the home and the car, and been divorced with a kid already.

If you’re over the age of 40 and have ever said, “But I’m told I look five years younger than my age”, then you’re not immune to it yourself. And nobody has more choices than a 28-year-old woman. So if a woman finds it more appealing to just step into that world – to jump from the prolonged adolescence of the late 20’s into full-fledged settled-down womanhood – that could make sense.

An older man’s going to be the strong, nurturing guy who takes care of her, teaches her, and treats her like a princess – the kind of relationship that she probably lacked growing up.

Hey, I’m no psychologist – just your friendly, neighborhood dating coach. Whether we like it or not, there is nearly a full generation gap between 28 and 45.

Put another way, if a woman has an array of other quality options closer to her age range, what incentives would she have to date a man who is SEVENTEEN YEARS OLDER? Before any 40 people get all hot and bothered about this – I am not judging. I do think people improve with age (my wife is nodding). She doesn’t need a guy who will be taking Viagra when she’s sexually peaking at 43..But see, for men who covet younger women, it’s not whether you look good for your age – it’s what age you really are. If she wants to date a guy who is 6’2”, makes 0,000 , likes skiing, is within ten miles of her house and five years of her age, you know what? All she has to do is go on Match.com, and wade through a few thousand applicants. There are many other things that are attractive about older men. They can afford nicer restaurants and vacations and have cultivated greater tastes in the arts.They’re more experienced, more chivalrous, and more likely to want to settle down than a twentysomething party boy.Cons: We were at different points in our life in terms of long-term goals.It's not that I didn't want what she wanted, I just wasn't ready for it yet and she was.

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