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I had a game I liked to play with this younger guy, a hilarious invention of my own called "Is He Dead? What, after all, had he done? A lot of us have found ourselves attracted to somebody younger or older, and have been reluctant to act on it because of some perceived weirdness or taboo.

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Risk taker by nature — I get bored easily and need to amuse myself. Most at ease on my sailboat in the Mediterranean. Boardshorts, good music, better food, good whiskey.

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By Christian Gollayan. May 17, pm Updated July 26, pm. When it came to finding love in New York, Amber Soletti, a year-old who lives in the West Village, had no luck dating older guys or men her own age.

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Clearly they were getting serious and I was so pleased and excited. Until he arrived home with a year-old woman. I opened the door to stare into a visage nearly as lined as my own. My own smile froze.

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When I was younger I got my heart broken by an older woman. No matter what I said, or what nice things I did for Karen, she was out of my league since I was younger. Karen was a 17 year old junior, and I was an incredibly good looking and intelligent 16 year old.

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At what point does the age difference become scandalous? Throw out the obvious examples as outliers. The late Anthony Quinn was 81 when he impregnated a year-old.

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A middle-aged man dating a much younger woman has long been thought of in American culture as a classic sign of midlife crisis. In some circles, dating a younger woman is a status symbol. Navigating the social ramifications of your relationship while struggling with generation gaps can be tough, but a significant age difference can give you the chance to consider new perspectives and appreciate the offerings of a different generation.

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Ever heard of the rule that men should date women who are half their age plus seven? Some celebrities - think Leonardo Di Caprio - take this to extremes with a roster of something models regularly appearing on their arm, but do you know where the saying comes from? But does it stand up to scrutiny, or is it just a baseless rule perpetuated by men who want to justify dating younger, and less mature, women?

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The real rules about how old and young you can date. According to this rule, society should accept a 50 year old man dating a 32 year old woman. A quick poll of my friends says otherwise.

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In college I studied Computer Science and forgot how to talk to women. As the only straight woman within reach, I soon became the de facto dating consultant for my male friends, despite my waning expertise. But what I soon realized was that sometimes the best way to date is to go off script. We had more important things to worry about, like the alarming decay rate of our attractiveness.

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