Dating After Divorce: What NOT to Say on the First Phone Call- A Man’s Perspectve

One of my first male clients, Don, who is now 56, is back on the market after 7 years. Getting back out there, he has recently experienced some rather interesting first dates with women who could apparently use a few dating coaching sessions. So much of dating is really common sense and looking at what you do and say from the other person’s perspective. Unfortunately, not everyone recognizes this.

Here are some of the things women have said to or asked Don, whether on the phone or on their first date that he has found most troublesome. He wanted to share these with me to help build awareness among women on how these things sound from the other side of the “table.

By Phone:

“I would love to get together but I’m really busy with my job, and then I have my Pilates classes and the kids’ soccer games and I’m seeing my girlfriends on Friday and I have to drop the kid’s off at my ex’s on Sat. afternoon and my mom is coming to visit on Sunday…”

I understand that you’re busy. But when you go through the litany of your life verbally with a man, all he hears is that you are too busy for him. Or that dating is not you’re priority. Or that he’ll never be a priority. You want to appear available, even if you are crazy busy, so keep your calendar to yourself. If a man asks you out for a particular time and you are busy, just suggest a time when you are free and spare him what’s going to happen between your conversation and the time he sees you.

“This weekend? Sounds great. But I must warn you, I have strict dietary restrictions, I have to be home early because the sitter is so expensive, and if they have music at the restaurant I hate jazz, country and hard rock.”  

OK, lots of people have dietary restrictions or health concerns, but how you share this with prospects really matters!  Presentation is everything. You can ask what kind of food is served so you can get an idea, you can go on line and look at teh menu to make sure there is something you can eat. Many restaurants are willing to adapt a recipe to meet your needs – I do this all the time. The point is – don’t sound difficult or demanding. It’s so much better to say less and still get your needs met without making a big fuss about it because as you can see, that is a big turnoff.

Now let’s talk about music. For one date, can you roll with things? Most men will try to please you at the begining. And if you don’t like something, that’s OK.  You can say, the music is too loud for me once you get there. But spelling out the list of what you don’t like is not a way to demonstrate how easy going or fun you are to be with. Relax please and try to go with the flow a bit.

Another point that is crucial to understand. Men will take it as a compliment if you like the restaurant or music. He’ll feel good about the choice he made and that he made you happy and pleased you.

On the other hand they can feel deflated just as quickly if you complain about the food and music. We all have preferences and they should be known, but give yourself a chance to get to know each other before you put all your preferences on the table for display.

“I would love to see you, but not this weekend. I’m meeting four guys from”

For goodness sakes, please keep your dating schedule to yourself. If you’re busy, say you aren’t available then and suggest another time. But don’t throw it in his face that you are seeing other men. That is a given when meeting people from online dating – everyone is meeting multiple prospects. However, there’s no need to flaunt that fact, because no one likes to think how they are just part of a line up. You wouldn’t like it either if you think about it.

More comments from Don tomorow with first date no no’s…

To learn more about undertanding midlife single men, sign up for the Dating for Keeps Expo – a week-long teleconference for women celebrating National Singles Week 9/20-24 – It’s absolutely FREE!

Single for too long, Ronnie wanted to find love. So, she made a few tweaks and then dated 30 men in 15 months to meet her adorable husband Paul. Discovering the keys to midlife dating, she founded It’s Never Too Late for Love to help other smart, successful women find love too! Her mission is to share her proven dating advice  and keen insights about men with women everywhere who are serious about finding love with the right man. Ronnie Ann Ryan, MBA, CCC is a Certified Coach who has helped 1,000’s of midlife women with her Love & Dating Coach services. She’s been featured on BBC’s 5 Live Radio, NBC, ABC, and Fox News, NPR, eHarmony,,, Connecticut Magazine among others around the world. An established author, you can find her 6 books on Amazon.

2 thoughts on “Dating After Divorce: What NOT to Say on the First Phone Call- A Man’s Perspectve”

  1. Thanks NN for your point of view. I agree, it’s not worth leading men on or derailing their self-esteem. What goes around comes around – that’s my motto.

  2. I use those – to get rid of men whom I am NOT interested at all.
    Why should I lead them on? I prefer to push them to make the decision that they don’t want to meet me again. Easier, and I don’t have to say what is obvious “I don’t find you sexually attractive, so no thanks”.
    I don’t want to take their self-esteem, but that is the cruel fact, that they don’t have enough of “it” to be interesting, and that doesn’t come later on with friendship..
    I know that for a fact.


Leave a Comment