Tag: older women dating younger men

A good pal was telling me about a middle-aged, tall, athletic, single lawyer friend of his. I said, “He sounds like someone I’d like.” My friend responded, “I don’t think it would be a good match. He likes to wear the pants in the relationship.” I was taken aback.

Bev asks: “How does a woman over 50 whose divorce settlement made her a millionaire + handle dating when most men will not have anywhere near her net worth?”

My mother would refer to a single, traveling ladies’ man as someone who “had a girl in every port.” Just like many of the sailors she knew as a young woman. Now, as a traveling woman yet to find a local man I want to date regularly, I’m finding I have gentlemen in various parts […]

At my professional association conference last week I got a lot of attention. I was very visible in a number of sessions, so had a lot of people acknowledge my contributions. In one session, I made a joke about looking for dance partners for the gala. About a dozen men came up to me afterward […]

Karen writes: “I am afraid I am too assertive. I start taking the lead when the man won’t or doesn’t. I see simple solutions (where and when to meet) and make suggestions. Is this really a bad thing?”

When we are younger, with our lives yet to be determined, we can fall in love with someone’s potential, not who they are at the moment. I know I have. A pal wrote today, “I have fallen in love more times than I care to count with the highest potential of a woman, rather than […]

I have two 23-year-old women in my life who are both in bad relationships. This is not only my perspective, but they, themselves, often complain about their partners. Their mothers and sisters agree (the fathers aren’t around). However, their partners know just what to say/do after a blow up to keep my friends around. Each […]

A friend shared that she was too naive after her decades-long marriage ended. She was clueless about not only how to be with men other than her now-ex-husband, but about how she could be harmed while she learned.

Deb writes: “I have had 4 dates with one man and I find him very interesting, funny, smart and a gentleman. How do I tell if he is really interested in me? I have read books and everything says to play a game, acting like you are not interested and he will come after you. […]

A recent conversation with a guy pal was startling. He’s a smart, goal-oriented, ethical, solid-morals, middle-class guy. So I assume he hangs out with other like-minded folks. But apparently not so much.

Since my divorce, I’ve had a fear of dance classes. Not because I’m concerned about following the steps — I’m reasonably adept at that. But it’s for another reason — something that I think might plague other accomplished women. It might be something that you struggle with yourself.