Dating someone young

When I was 36, I had a brief, wonderful affair with a lovely 24-year-old entrepreneur I met on an airplane.

This is something that, for whatever reason, almost always illicits weird reactions from people.That way, you’ll know early on whether or not you’re in sync.One final caveat: If you always fall for much younger or older men and the relationships don’t go well, take some time to think about whether there’s something you’re looking for from these partners—such as a yearning to be taken care of or a desire to escape from the reality of middle-age—that you can give yourself, without all the relationship drama.What's key is to start talking about each other's relationship expectations before you get in too deep.That way, you'll know early on whether or not you're in sync.

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