Pink Bikes, Missing Teeth, and the Perils of Dating at 40


Editor’s Note: Here’s a blast from the past, and one of the blog’s most popular posts. I think that’s in large part due to how interesting and hilarious it is navigating the dating world as a woman in her 40s. Some people say our standards are too high and some of us (myself included) have a history that proves that those standards probably should have been a little higher…

As I was leaving the grocery store this morning, an old man approached me hollering “hey baby girl…can I maybe…” NO. NO. NO. If you’ve got me by at least 15 years, you should already know that no self respecting woman in her 40s is going to respond to a “hey baby” hurled across a busy supermarket parking lot.  Or would she? Even on the rare occasion that she would, as Rachel alluded to a couple weeks ago, a neck is a desirable trait. And if a neck is desirable, then teeth are a necessity. My parking lot Casanova had neither.

Which brings me to the topic of the day. As we get older, do we “lower” our standards, or do people lower them for us? Of course there will always be men who think they can approach a woman of any age, with whatever game they happen to be playing on themselves at the moment.

Years ago when I volunteered to prepare dinners at a homeless shelter, I remember a young guy coming up to me as I was serving meals and asking me if we could go out. My first thought was, you need to have a place to leave before you can go out. I know, it was harsh, but sarcasm is how I deal with uncomfortable moments. And that was so very uncomfortable. I hear arguments all the time that professional women need to broaden their horizons when looking for a mate, and I’m all for that. But, I think you should at least have a place to stay before you try to pick up a woman. Don’t you?

The other incident that stands out in my mind is once again leaving a grocery store, (what is it about groceries that give old, toothless men gumption) and hearing bike tires screech to a halt as a man I can only describe as being old enough to be my grandfather, slammed what I assume was his granddaughter’s pink huffy bike into the ground. He ran up to me (breathless) to ask me for my number. I wonder if when he borrowed his granddaughter’s bike, he told her that he’d be using it to troll for chicks. While he did get a laugh out of me, he did NOT get my number.

Ok, so in both those cases the answer was pretty obvious, but in situations when we’re approached by men who, years ago, would not have gotten a second glance from us, are we lowering our standards or broadening our horizons when we go out with them? And then there are those of us who hear the opposite, that we’re being too picky. But when it comes to love, life and our future, can we ever be too picky?

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  • Dr. Poose

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