Dating a shy older man

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Keeping in mind what I’ve learned from my own relationship and anecdotes I’ve picked up from women in similar situations, I’ve outlined the perks and challenges of dating an older man. I get asked a lot of questions about my boyfriend’s finances (why else would I date someone much older, right? It’s not actually anybody’s business, but I can tell you that I’ve never dated anyone because of money.

In general, there’s a stigma that a younger woman dates an older man because he’s more powerful and can essentially take care of her.

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I have to admit it’s comforting to be in a serious relationship with someone who’s somewhat financially responsible (read: less impulsive).

From what I’ve gathered, a man in his 20s is more likely to blow his cash on frivolous things, while men in their 30s and are likely to save money for the future or for experiences, like a romantic vacation (wink, wink). “He texted me an hour after I texted him.” “What should I text him back? I can still remember the days when I’d utter those words and essentially have an anxiety attack every time my phone buzzed and it was a guy my own age I’d been casually seeing.

), but the benefits can certainly outweigh those little things.

That said, there are not-so-little things that can cause friction too.

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It can be tough when you and your older partner can’t share childhood commonalities (dude’s never read a book!?

After all, going up to a total stranger in a bar and making an impression isn’t easy, and it takes a certain amount of confidence, which often comes with age.

Persistence also takes confidence—my boyfriend extended three invitations before I finally agreed to get coffee with him.

It seems so obvious to me as a man, but to women, it can come across as a man being unfriendly deliberately.

Confidence, but when he starts talking to you he becomes Mr.

I know this firsthand, as I’m 25 years old, and I’ve been dating an older guy nearly 15 years my senior for almost four years.

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