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.
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.
He just didn’t get that and wanted to be around every second.
I was dead nervous to reveal my boyfriend’s age to my parents, so much so that I stalled introducing them for six months.
That said, there are not-so-little things that can cause friction too.
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.
Getting awkward questions (wait, do you know each other?! I find it difficult to explain to people how my relationship came to be.
I’m often asked how we met—and not in a giddy kind of way (it’s more like concern).I can recall numerous situations—work issues, arguments with people—that my boyfriend was able to help me with based on his own mistakes and victories.