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He just didn’t get that and wanted to be around every second.

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One is a former Miss Indiana from the Miss America pageant.

Now, I’m not saying these are conscious reasons why dating a man quite a bit older—there have been several moments when I’ve thought that going out with someone closer to my age would be much simpler.

I even tried it when my boyfriend and I took a short break, and I found it was painstakingly difficult and more complicated than my experience dating an older guy. The texting games (How long should I wait to text him back? It’s exhausting), the fear of commitment that plagues most twentysomethings, and the simple fact that most guys my age aren’t as emotionally mature as I am.

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

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.




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