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Dating someone younger—whether you’re two or three years his senior or are talking cougar territory—certainly can work (look at Eva Longoria and her 4-years younger beau), but being an “older woman” in a relationship does tend to come with certain perks and downfalls.If you want to make things work, be sure you can handle the following. Men reach their sexual prime in their twenties due to a spike in testosterone, while women typically reach theirs in their 30s and 40s.Kate Moss, 43, is romancing Count Nikolai von Bismarck, 29, while 51-year-old Net-a-Porter founder Natalie Massenet is dating fashion designer Erik Torstensson, 38. study, almost a third of single women between the ages of 40 and 69 are dating younger men, with ‘younger’ defined as ten or more years their junior. For some of the celebrities mentioned, there’s an undoubted desire to attract attention and controversy.The toyboy trend isn’t just reserved for celebrities, either. Fast approaching 60 and with a seemingly unquenchable thirst for men 30 years (or more) her junior, Madonna never shies away from an opportunity to display her passion for men who could easily be her sons.

Wendi Deng (the sleek former wife of octogenarian tycoon Rupert Murdoch), 48, was spotted recently hand-in-hand on a beach in St Barts with hunky 21-year-old model Bertold Zahoran.

A longer span of time before he’s reaching for the Viagra.

Sure, you’ll have dinner dates, but also be ready for, say, a 10-mile hike one weekend followed by an indie rock concert the next.

his dry sense of humor kills you, and dang those eyes!

And then you learn that the same year you graduated college, he was wrapping up his freshman year—of high school.

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