Should you automatically go dutch or expect her to pay? In fact, you want to impress someone, treat a lady with some bank to a nice meal, because she appreciates exactly how much it costs. So when you take her out with your friends or coworkers, be it to a wedding or work event, you don’t have to worry she’ll perish without your constant attention. Since she’s got a little life on her (and maybe even a marriage in her past), she may not have the rigid checklist that a younger girl has.

She’s been to enough of these things on her own to manage just fine while you’re talking to someone else. Most of the single women I know over 35 just want a good man, period.

A slightly more mature lady has friends—but she sure as shit doesn’t need their permission to live her life.

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That’s when I understood what it was to be in that role, to be someone’s bitch, essentially.

And I could appreciate it when it was my turn to take care of someone else.” The general consensus on cougardom is not so much a specific age as it is who you date.

Do dress well Someone once told me a useful rule when it comes shopping for your age.

Twenties = shock; thirties = chic; forties and beyond = cheque. Leave the trend-led streetwear to youngsters who need to compensate for a lack of personality or confidence. Now is the time for creating a capsule wardrobe, a slick canvas of smart pieces which make the most of the fact that you can now actually carry-off “suave” without looking like you're wearing your dad's wedding suit to a funeral.

She had access to a world I didn’t, and she had done all the things I hadn’t done yet,” he said.

Now he’s in his mid 40s, and married with a kid, and remembers that relationship as critical to making him the man he is now.

A friend of mine dated a 40-year-old woman when he was 22 and new to New York.

“She picked the restaurants, paid for things, took me places.

She may be younger, but her feelings are just as genuine as yours. Do establish boundaries In some rather obvious ways you’re at different stages of life, so if you're just enjoying a fling make sure she isn't shopping for wedding dresses.