12 Simple Do’s and Don’ts for Connecting to A Man on a First Date

Last week, I watched an episode of Everybody Loves Raymond called The Sister-In-Law.

This episode was a perfect example of just how differently men and women think conversation connects us. . . something you want to be aware of when you head out on a first date.

The story begins with Raymond having the house all to himself.

He’s decided to spend the time watching a basketball game with his brother.

Waiting for Robert to show up, Ray is as happy as can be eating one of his favorite food groups, potato chips.

Then the door opens and who walks in?

Robert’s wife, Amy.

She parks herself right next to Raymond on the couch and starts telling him about her shopping trip and the challenges she had with the sales lady helping her.

You can literally watch Raymond’s eyes glazing over as Amy goes into lots of detail about her day.

On one side of the coin, Amy feels by sharing her experience, she has really connected with Raymond.

On the other side, Robert has now nicknamed her “Lady Chatterley”.

So, why do I share this story with you? 

As women, we love details and that’s why Amy openly shared the intricate details of her shopping experience with Raymond.

But most men aren’t interested in specific details unless . . .  they relate to you and there is something in the story they can fix and make better for you.

Now if you can’t go into details with a man…then what do you talk about on a first date?

Well, here’s 12 Do’s and Don’ts to guide you into smooth first date conversation with the men you’ll meet.

1.     If you’re feeling awkward and silences are happening between the two of you (which by the way is pretty normal) DO try to break the awkwardness by smiling, laughing and saying something like…first dates are pretty awkward aren’t they?  This common feeling creates a connection between the two of you that could turn your date around.

2.     Don’t talk about how angry or bitter you feel about your ex.  A man can’t fix something for a woman he barely knows and this makes him feel like he’s not doing his manly job of keeping you safe.  (By the way, if you still grit your teeth with anger talking about your ex, you probably want to do some healing before you date.)

3.     Do feel free to talk about the weather that’s happening these days.  I remember meeting a man right after a major snowstorm. We both could relate to getting snowed in and that common feeling is the type of stuff that helps you bond.

4.     Do talk about sports if you’re a fan.  This will make a man feel like he’s hit the jackpot meeting you.

5.     Don’t get turned off when a man shares a lot about his life. I remember a guy pulling out his phone to show me pictures of his house, his kids, his dog, and his vacations.  Why do men do that?  He does it because he likes you and he’s trying to impress you hoping you’ll go out with him again.

6.     Don’t monopolize a conversation and talk on and on about yourself.  Monologues are boring and you could end up being labeled Lady Chatterley like Amy was.

7.     Do feel free to talk about something nice or funny that happened to you now or in the past.  You come across as light and fun to be around; qualities men are looking for in a woman.

8.     Don’t get into deep discussions about politics or religion.  These are “hot topics” that can push people’s buttons.   You’re looking for a 2nd date, not World War III.

9.     Do talk about friends and family and ask about his.

10.   Don’t whine or complain about your life.  Everyone has troubles of some sort.  When you air the dirty laundry on a first date, you come off sounding like a major Debbie Downer.  Not a trait that is super appealing to men.

11.    Do ask questions about his childhood like what his favorite TV show was. Sharing history like this creates connection.

12.   Don’t talk about the details of your friend’s new love life or the fact your plumber was supposed to come at 1 but didn’t show up until 5 unless you want to watch his eyes glaze over.  Instead, Do find topics that apply to both of you. These are the things that give you the best chance of finding common ground to bond over.

One last thing . . .wanted to share an email I got from one of my happy group clients.  I love what I do 🙂

I was feeling depressed after my long-term relationship ended and scared to start dating again.  In her Love after 50 group, Lisa shares her vast knowledge for attracting and understanding men, and best of all – she makes it FUN!  I am determined to find the guy who is right for me, and now after working with her creating my Quality Man Template, I know better who I want in my life and why.  She also understands the importance of support, and I am lucky to be part of her group of ladies who provide encouragement to each other.  Thank you, Lisa! Sheila, Ohio
P.S.  A year later: Hi Lisa . . . Just thought I’d let you know that I’m a success story!  I got what I wanted – online dating worked for me!  I just married the most wonderful man!
I’d love to help you find love after 50 like Sheila did. Just reply YES to this email and I’ll send you the details for how we can connect to talk about making this happen for you.
Believing in your dreams of finding love after 50!

Believing in You!

Lisa

Your Next Steps to Love after 50. . . .

💞 Feeling like you are on a merry-go-round of mismatched dates? Lets press pause and talk about how we can write a new love story for you. Click here to start our conversation. Tell me your story – I am here to listen and guide you towards meeting someone truly special.

If you are still gearing up for that step, I have plenty of insights and inspiration for you:

1. Subscribe to my YouTube Channel for heartfelt dating wisdom and uplifting success stories from women who have been just where you are. They found love, and so can you. Click here to watch and learn.

2. Discover a new chapter in your dating life with my book, "The Winning Dating Formula." It is more than a book; it is your journey to love mapped out. And it is just a click away on Amazon. Click here and start attracting the love you deserve.

3. Join our Finding Love after 50 Facebook group to find camaraderie and connection. It is a warm and welcoming space to share your journey and receive support every step of the way. Click here to become part of our community.

4. On the lookout for a dating site that resonates with you? Browse through my personal selection of the best dating sites tailor-made for fabulous over 50s. Click here and say goodbye to guesswork.

Let these resources be your steppingstones to a love life filled with promise and joy. When you are ready, I am here to take that journey with you. Together, lets find your Mr. Right! 🌹

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