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And continued to call when he said he would and replied to messages fairly quickly.In general, dating games are rather boring to a guy who’s probably had his fair share.
As Aaliyah once said, “If at first you don’t succeed, dust yourself off and try again.” Older men know this. I won’t lie: It can be annoying at times dating someone who has “been there/done that,” but it can also be helpful when your partner can use his experiences to guide you.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.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.