Rules on dating an older man

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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.

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.

Plus, when it comes to things like taxes, real estate, and life hacks that you pick up over time, an older guy can be a goldmine of useful information. I dated a guy right before my boyfriend who was really … I’m the kind of girl who looks up to independent women, and I tend to put my girlfriends before dating.

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.

When I first started dating my boyfriend, it threw me off when he didn’t text me, but—wait for it— instead.

I was dead nervous to reveal my boyfriend’s age to my parents, so much so that I stalled introducing them for six months.People are shocked when I respond “mutual friends.” How could a girl in her early 20s be friends with people in their late 30s?Well, I was (and still am) friends with a select crew of musicians and creatives in Los Angeles, and my boyfriend happened to be a part of that scene.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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