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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.I get the impression that people outside my inner circle wonder if I’m lying and that maybe he picked me up at a hotel bar or something cliché like that.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.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.I have to admit it’s comforting to be in a serious relationship with someone who’s somewhat financially responsible (read: less impulsive).
People are shocked when I respond “mutual friends.” How could a girl in her early 20s be friends with people in their late 30s?
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.