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I was a little kid but I felt scared and didn’t know why. My dad was too trusting and too sad and died from the cocktail of both.

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And the truth is that most of them are completely creeped out at the prospect of dating a guy who was alive when JFK was alive. Now in my mid 40’s though, the idea of dating someone in their 60’s does seem like a big difference in terms of where we each are in life. Harrison Ford being an exception for me as well though, I have to say. 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.It’s a lot easier for a man to take out a carefree, responsibility free, baggage free, wrinkle free 28-year-old, which is why so many men try to go in that direction. Men want much younger women, but rarely do much younger women want older men.Madonna has reportedly dumped her boyfriend of more than a year - and traded him in for an older man.The pop singer, 58, appears to be continuing her trend of dating younger men by ditching Aboubakar Soumahoro, 26, for model Kevin Sampaio, 31.There’s no denying that they’re, for the most part, in better shape, with better skin, and less baggage from broken relationships.Time creates wisdom – but it also creates responsibilities and complications – mortgage, kids, career, etc.

Mr Sampaio is said to have impressed Madonna by keeping their friendship quiet and earning her trust.They’re more experienced, more chivalrous, and more likely to want to settle down than a twentysomething party boy.And yet, they probably resemble Penelope’s dad more than they resemble her brother….Mr Soumahoro had been living at Madonna’s New York mansion for a year and was close to her six children.But the model from the Ivory Coast, who is also known as ‘Brooklin’, pushed to parent them and it caused domestic friction, the New York Post reported.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.