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.
), but the benefits can certainly outweigh those little things.
That said, there are not-so-little things that can cause friction too.
In general, dating games are rather boring to a guy who’s probably had his fair share.
This alone is a reason why I refuse to go back into the dating pool with guys my own age. When I’m out, the guys I seem to attract are generally in their mid- to late-30s. To find out why, I asked a straight twentysomething male friend, who pointed out that younger guys are simply intimidated.
When I first started dating my boyfriend, it threw me off when he didn’t text me, but—wait for it— instead.
To be clear, my boyfriend isn’t rich, but he’s picked up one important habit over the years: investing.
Dating an older man can have some pretty great benefits.
There are also, however, some drawbacks to be aware of.
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.