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The Great Misunderstanding: Men, Women, and the Asymmetry of Cluelessness

Updated: Jan 11


As a man in my fifties, I've spent a good portion of my life grappling with the enigma that is romantic relationships. It’s no secret that men, in general, are often clueless when it comes to understanding women. This lack of understanding naturally puts us at a disadvantage when navigating the treacherous waters of romance. For years, I believed that women, on the other hand, had men all figured out. I was convinced that there was a complete asymmetry of information, where women held all the cards, leaving men perpetually on the back foot.


But as time has passed, I’ve come to realize something that has fundamentally altered my perspective on the battle of the sexes. Women, it turns out, might be just as clueless about men as we are about them. Yes, you heard that right. The asymmetry of information I once feared is, in fact, far more symmetrical than I ever imagined.


Allow me to explain my thesis.

Being single in my fifties, I've ventured into the realm of online dating—a place where profiles are like miniature self-portraits, often meticulously crafted to project the image we think others want to see. And after scrolling through more profiles than I care to admit, I've noticed a recurring theme among the women who fall within my criteria.


Many women’s profiles proudly declare that they are financially independent, successful, and confident in who they are. On the surface, these are admirable qualities, and I’m sure these women include them because they believe this is exactly what men are looking for. They might even think these attributes give them an edge in the dating world, elevating them above the competition. After all, who wouldn’t be attracted to someone who’s got their life together, right?


Here’s the kicker: What these women don’t realize is that these qualities, while impressive, don’t necessarily guarantee attraction between men and women. In fact, they often miss the mark entirely.

You see, what men find attractive often runs deeper than financial independence or success. While these traits are undoubtedly commendable and valuable, they aren't the primary factors that draw men in. Men, generally speaking, are drawn to qualities like warmth, kindness, femininity, and the ability to create a deep emotional connection. We appreciate ambition and strength, but what truly resonates with us is someone who makes us feel understood, valued, and needed—not just impressed.


So why are women so far off the mark in understanding what men want? I believe it’s because they’re as clueless about us as we are about them.


Just as men often misconstrue what women want—thinking that money, power, or physical prowess will make us irresistible—women, too, have their own misconceptions. They project what they value in a partner onto us, assuming that what makes them feel secure and attracted will have the same effect on men. But human attraction is not a one-size-fits-all formula.


This mutual cluelessness can create a frustrating cycle, where both men and women miss each other’s signals, leading to confusion, miscommunication, and missed opportunities for genuine connection.


So, where do we go from here? The first step is acknowledging this mutual misunderstanding. Both men and women need to step outside of their own perspectives and try to understand what truly matters to the opposite sex. It’s not about playing games or pretending to be something we’re not; it’s about recognizing that attraction is multifaceted, deeply personal, and often rooted in things that can’t be easily quantified.


For men, this means moving beyond the superficial and seeking to understand the emotional and psychological needs of women. For women, it means recognizing that while your success and independence are important, they might not be the keys to a man’s heart.


In the end, the path to a successful relationship isn’t about having the perfect profile or ticking all the right boxes. It’s about genuine understanding, mutual respect, and the willingness to see each other not just as objects of attraction but as complex, flawed, and wonderfully human beings.


So maybe, just maybe, men and women aren’t so different after all. We’re all just a little clueless, trying our best to figure it out as we go along. And perhaps that’s where the real magic lies—not in having all the answers, but in the journey of discovering them together.



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