On Dating Older Women


ChickyBabe brought up something I haven't thought off in a long while. Culture as we have it usually points to older men dating younger women. I don't know how that evolved from, but I have as it is, a lot of cultures, especially Asian cultures tend to frown on older women dating younger men on a principle. Even as of today where some of us might even call such role reversals acceptable, you can't deny the majority being younger women and older men.

Personally, I like to think that it's always a good idea for a younger guy to date older women in the beginning. Not as some sort of rites to passage, but rather as part of the experience that we all go through as we try and make sense this thing called a relationship. And it makes sense too.

Think about it, younger men tend to want to have fun, tend to have absolutely no clue about what women want or how to generally make them happy. Older women tend to have dominance of age, they tend to know what they want and some aren't afraid to show it. Men don't mind being led around on a proverbial leash if it isn't an obvious one. Women don't mind wielding a leash especially when they know how to. In some odd Freudian Slip of a way, it works.


I've flirted around and dated older women in my life. Mind you they weren't just 1 or 2 years older. They also included going as far 6 to 10 years my senior. It's not that it doesn't work. Mind you women willing to date younger men are women worth a shot going after. It's just that at that day and age, I wasn't the best kind of guy to be going out with. I knew what to do, I just didn't know how to do it. Being young, it's far from dating anyone around the same age, much less anyone younger.

If anything, the most important lesson that any guy comes off with from an older woman is the fact that women, all women, need security. It doesn't matter if it's emotional security, physical security or financial security. Depending on who it is, the kind of security that takes precedence varies. It's one thing to know this, it's another to experience it for yourself which is the whole point.

Of course, in matters of the heart, it's hard to say where things will go from there. It isn't exactly a mathematical equation on what age fits. Sometimes it ends at the first date. Sometimes it never ends at all. But it's always good to know where you are in the whole thing. It better to be ready if ever that right person comes by rather than being absolutely clueless on what to do. It's better to make those crucial mistakes in the beginning than pay for it later on in life.

Who knows. For some guys, we might be the next Mr. Demi Moore anyway. Not a bad payoff if ever she were the right person.

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