dating over 40

When you think of Peanuts’ Lucy and the football, you see a comic strip series where Charlie Brown, the ever hopeful and trusting soul, believes Lucy when she tells him — once again — that she’ll hold the ball for him to kick. Every time — for decades — she pulls the ball away at the last minute, causing Charlie to land hard on his backside. No matter how much she’s promised him she won’t, she does.

In dating, I’m surprised by how many men think it’s perfectly okay to pull out the football in many ways. It can be as simple as he says he’ll call on a certain day and he doesn’t. While you might not sit by the phone waiting (as you may have when younger), if you have any connection with him you look forward to the call.

With apologies to Queen (but without the violence of their song), I share that another one bites the dust. Number 102. The result of my latest foray into Match.com.

After one has been dating for a while, the excitement and novelty of meeting new people wears off. Couple that with too many one-time-only encounters, and you become more guarded with your time and emotions.

At least I know this is true for me, and I’m guessing it is for others who have been searching for their next mate for years.

It’s Never Too Late to Date: Shirley and Howard’s Rx’s For Dating and Mating After 50 by Shirley Friedenthal and Howard Eisenberg

This is a good primer for women in their “golden years” (the author’s words) who haven’t dated in 30 or 40 years — or perhaps ever. If the readers are like my mother, they may have never really dated except their husband. So after a death or divorce, these women are often unhappily resigned to living a life alone even if they’d like a male companion, as they are petrified to date.

At some point in dating you have, no doubt, encountered jerks, players, and self-absorbed individuals. Perhaps you labeled some narcissists. But have you ever encountered someone you’d deem a psychopath?

In researching a relative’s extreme personality disorder, I decided to read Snakes in Suits: When Psychopaths Go to Work to determine how to best respond to the anti-social behavior with which I was having to deal. While the book focuses on psychopaths in the workplace, I thought I’d glean some ideas for identifying and dealing with these folks anywhere.

First, what’s the difference between a narcissist, sociopath and psychopath? I’m not a psychiatrist or psychologist, so I can only paraphrase the authors’ description.

Midlife daters have admitted to me that they don’t know how to flirt anymore. Some even say they never knew how. Now that they are single in midlife, they are feeling they need — and want — to learn.

But how does one practice? Chatting up strangers in the grocery store? Smiling and winking at others in the gym? Offering, “You look familiar” to someone at the coffee shop?

Instead of strangers, should one practice on folks you think are single at church, school events or work? What if they aren’t single and they think you’re being inappropriate? If your flirting backfires, you’re stuck seeing them at future functions.

So what’s a neophyte flirter to do?

There are various types of “buddies” in dating. Some you’re good with; others you’re not. You don’t really want a  no-strings-attached sex-only relationship. You want some strings if you are going to get intimate — at least some interest in exploring if you both want there to be strings, not just “That was fun. See you later.”

You crave tender touching and caresses, but there’s no one on the horizon that interests you enough to go down the physically intimate path. So you seem caught between no physicality at one extreme to enduring a booty call just to get some physical contact.

I’m struck that many men’s online profiles say they want a spontaneous woman. It’s made me look at my own level of spontaneity.

My experience of spontaneity is that someone else (a friend or suitor) calls or shows up and says, “Hey, I’m on my way to XXX. Wanna come?”

The attractive mature woman approached me after my talk on dating after 40. She said she admired my courage to take on dating so enthusiastically, but she was afraid to start dating.

I asked what her fear was.

What determines if you are an item? Is it agreement about exclusivity? Is it the fact that neither of you is interested in seeing others?

You may think that his regular calls, texts and weekly dates makes him your beau. He may think that you are just one of the women he is seeing, even if at the moment he’s not seeing anyone else. You may feel that by your sleeping together regularly, you are going together. He may feel that you are a woman he’s hanging out with.

You’ve struck up a nice communication with a man who seems to fit many of your criteria. He’s smart, educated, polite, funny, well traveled, successful and clearly interested in you and your life. His age, height, and economics are in the right range for you. You’ve talked on the phone several times and you’ve had email, IM or text conversations every day for a week.

You usually like to meet a man in person within a week or 10 days — before spending too much time flirting virtually. You know it pretty much all hinges on how you feel about each other face-to-face. It can enhance your growing fondness toward each other, or it can fall flat.

With a first date set for a few days hence, for whatever reason (business or family illness) your guy is suddenly called out of town. You understand — he must go. But it happens too quickly to fit in even a coffee date to meet.