Other than a case like Diana Hockley discussed, most of the stigma around dating a widow or widower is just that... Stigma by people who make assumptions of how they think it is, based on their own very limited experience.
The widows and widowers I've met do get over the loss of their spouses, just as those I've met who are separated and divorced.
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“It’s much harder for divorced males to be alone than females,” says Fran Walfish, a psychotherapist in Beverly Hills, Calif.
Unlike men, she says, “a woman’s ego cannot bear to tolerate a man using her for her money.
True, it's not politically correct to go hunting for a marital meal ticket (or for that matter, to write about it).
But just for a moment imagine the life that could be yours if you did.
Here’s the paragraph that hit home for me: “Why are wealthy divorced women more likely to decide to remain single?
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Work hard, take risks, maybe build your own business. Of course, there's another highly traditional path to acquiring wealth that isn't talked about quite as much these days: Marry money. As in not a mere millionaire (a dime a dozen these days) but an honest-to-goodness billionaire - make that 10 figures after the dollar sign, please.