The reality of stepping out there after a long hiatus—whether you’re divorced or widowed—is anxiety-producing. But what I’ve learned about myself and about men couldn’t have been experienced otherwise.

Who knows what you’ll glean from an hour or two (or forty-five minutes, in a few cases) over coffee, or a glass of wine, or dinner.

And this is a good thing. Healthy and perhaps even a tad heart warming.

And fun, too.

Stuff I’ve Picked up From the Men I’ve Known

Here then, a list of what I’ve learned from male friends as well as men I’ve dated. They are in no particular order. Feel free to disagree with my findings and share your comments and observations.


No matter how much experience, rejection is always difficult for men. It smarts. 


“It’s still painful, getting rejected,” a friend of mine, who’s dated widely and works the room (as I call it) said recently. “Especially if you think you’ve read all the signals. You never get used to being rejected.”

What’s he really saying between the lines? I wondered. “Are you saying flirting is almost like leading a man on?” I asked.

“Not exactly.” He hesitated and then elaborated. “When a woman flirts, I think she’s interested and I’ll ask her out. I’m a man, it’s what I do,” he said with a hurt look.

I couldn’t really blame him for trying.


Women are not tuned into rejection


“Women don’t really know what it’s like to be rejected all the time,” my friend said. “How many times have you risked rejection by asking a man on a date?”

With a start, I realized I could count on one hand the times I’d asked a man out.  Two or three over a lifetime? Men put themselves on the line far more often than do women. And, men too, are riddled with doubt, whether they’re looking for companionship or their special person.

“What if you’re willing to drive after dark?” I asked my friend. He didn’t think it was funny.


I’ve learned a few practical things from men. I know how to check my tire pressure 

I’ve learned the value of really good paint and how to choose and apply it. Hint: Never shake the can, which causes bubbles. I know how to pull baseboard off the wall without damaging it. I’ve learned some sexy rhumba moves and two complete line dances, which I forgot a week later. Also, I can play the first four notes to “When the Saints Go Marching In” on the harmonica.

I especially enjoy the company of men who have a passion. Too many men have few interests beyond the sedentary, and no, I don’t count going out to eat as a passion. Right now, I have a musician friend with his own band, a writer who’s on his fourth book, and a welder, who’s been at his hobby for forty years.

Men have body issues too


Men have the same body hang-ups we do. The male character in my new novel-in-progress has lost a cool one hundred pounds. To research this touchy subject, I spoke to a brave man about his body image before and after his gastric bypass. Although he felt much more at ease after losing weight, he preferred lights off in the bedroom.

“My wife has a tough time losing weight,” another friend told me. “Now that I’m trying to lose thirty pounds, I have a lot more compassion for her than I used to.”

Other friends hate their chicken legs and wear socks to disguise skinny shins or a shirt at the beach to cover a thin chest.


Two types of male daters over fifty

When it comes to dating in our fifties and beyond, men fall into two categories. Those who know what they want and those who don’t. This is obvious, you say? Not so fast. A man can believe he knows what he wants, but if, at around the two or three-month mark in the relationship he starts backing off, it’s a sign he has doubts. Which is reason enough to have a full life so you don’t go all clingy.


Don’t keep him hanging on


If you’re not interested, let him go. Leading someone on is cruel and worse, it’s dishonest, especially if he’s paying your way.

I’ve been on both sides of this dating dilemma, and a lopsided relationship, no matter which side you find yourself on, is not fun.

Give it three dates at the most. You’ll know at that point.


Men don’t like being used


No one likes to be used, but online dating lends itself more easily to bad behavior (ghosting, bread crumbing, for example) than most other social activities. More than one man I met over wine or a beer felt obligated to announce he didn’t take a woman to dinner on a first meet. “Some ladies out there just want dinner, and they meet us guys so we’ll wine and dine them.”

Best to keep it casual and inexpensive on the first date.


Men are as caring as we are

Men are as sensitive as women to family issues, misunderstandings with friends, and troubled offspring. They can’t always let go, especially since many divorced and widowed men have no one to vent to.


Men are (sometimes) clueless about first date conversation


Many men who are dating for the first time aren’t great at asking questions. In fact, some blow it by dominating the conversation. When you finally rise from the table, you realize you don’t know a thing about him and he knows everything about you. You might want to give this clueless guy a second chance. Second dates allow a man to relax and focus more on getting to know you.


If a man is into you, he wants to spend time with you.


This goes for male friends as well as those interested in dating you. Your friends not only value you, they’ll be there long after your latest two-month relationship has fizzled. Cherish the way your friends value you. This is as things should be in any healthy relationship.

Men aren’t the pleasers we women are. There are times I don’t say no when I should, volunteer for projects or activities I have little interest in, and resent it later. Men don’t seem to have this problem. This is not a scientific survey, and comes from my experience. Do you find this true?


Men love appreciation 


I mention this because often, while we’re pursuing productivity and the occasional drudgery of our daily lives, we forget. And I don’t want to take anyone in my life for granted. Acceptance is a great quality and, when it comes down to what’s important in life; we all have room to be more open and accepting toward those we love and value.


Do you agree with what I’ve said here? Have you had some of the same experiences? Have you been on a date and couldn’t get a word in edgewise? Share your opinion here in the comments, I’d love hear from you and will reply back.







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