“Singledom” in New York City

I went out to lunch with a group of colleagues today for a going-away celebration. The one who is leaving — she’s my age and in a semi-long-term relationship with a guy that so far, has lasted eight months (I say that because she said she doesn’t know how long this will last, and their upcoming five-day trip to Iceland together may be a maker or breaker of their relationship). An Australian colleague of ours asked if she thinks he may propose during the trip. My colleague responded and said she highly doubted it and would be completely shocked. In addition, she didn’t really care to get married anytime soon.

“The greatest thing about New York City is that you can be 48 and single, and no one cares!” the Aussie exclaimed, who is around 32 or 33. “You don’t need to get married! It’s so great here!”

We talked about friends or friends’ friends of ours who have gotten married much younger, anywhere from 18-25, many of whom are already divorced but with kids. “I just got bored of those people back home (in Brisbane, Australia) and outgrew them,” my Aussie colleague said. “That’s not the life I wanted, and I never want to go back, ever.”

To contrast this, I had dinner with a good friend of mine who is 38, single, and having really terrible luck finding someone just to date regularly. “What is wrong with women?” he said to me over dinner tonight. “They are so hard to read.” This friend really wants to get married…. like, five years ago. I wish had some normal, single girlfriends to set him up with, but unfortunately, my network is too small.

The last girl he saw is now officially history. They had two seemingly strong dates, which ended with her making comments like “I had an amazing time” and “That was the greatest date ever,” which somehow transformed in a few days to “I don’t think we should see each other anymore.”

Sometimes, I would think it would be harder to be single and female given societal norms that men have to initiate everything from the first date to the marriage proposal. But when I see my friend flailing, I feel so sad for him and don’t know what to do. He’s a great guy — ultra successful in his career, progressive and egalitarian, has many hobbies including world travel and film producing, donates and contributes personal time to charities he is passionate about. To add to that, he’s also white and pretty darn tall (as sexist as this sounds, what woman doesn’t want to be with a tall guy?). There’s my Aussie colleague on the one hand, 33, single, and loving the New York City dating scene. Then, there’s my Pittsburgh-raised male friend, 38, single, and about to swear off women forever.

Human relationships are way too complicated. Maybe arranged marriage wasn’t such a bad idea after all.

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