Dating Women Advice: Does Bruce Willis Ever Worry About Dating A Much Younger Woman?

IS AGE THE DEAL BREAKER OR...

He thought that their age difference was too great and put a head trip on himself where he went overboard on a minor mistake she made - not good.  Don't make the same mistake!

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READER'S QUESTION

Hey Doc,

I am 55 years young and newly single after a long relationship. I am reasonably attractive and very fit for my age. My dilemma concerns appropriate age gaps as they relate to Interest Level.

Morgan, 42, is an attractive woman who works in my building. We had a few casual lunches and a dinner or two. It was always lighthearted and I had her constantly laughing. I once took her out of town to a major league baseball game. During the game she became affectionate, touching me and then asking me for a hug. I gave her one and then did not initiate any more touching. We danced at a club after the game and were having a good time. While dancing, I kissed her on the lips. She smiled and said that we were just friends. I shrugged it off, and on the way home the next day never said a word about the kiss and kept it light.

Doc, I’ve judged Morgan’s Interest Level at below the Mason-Dixon line and decided not to waste any more of my time on her. She texted me the next day to say she had such a good time. I went on vacation and never contacted her, nor she me. When I got back to work, she messaged me and stated that she missed me. I told her it was good to be missed and let it go at that.

My question is about age gaps. Is the gap between 55 and 42 too wide? Morgan did ask me how old I was in the beginning and I told her. In the end I figured I was fine for a friend and entertainment but too old for romantic interest. Should I be more careful in choosing women closer to my age? Your thoughts on this are quite welcome.

Chick - who doesn’t dig women his own age


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DOC LOVE'S ANSWER

Hi Chick,

It was a huge mistake to kiss Morgan on the lips in public. You don’t kiss a woman in public – period. The difference in your ages is not a problem -- though you should forget about females aged 39 or younger. But since you don’t have “The System,” you don’t know that you’re supposed to kiss the woman at her doorstep when you drop her off after a date. To you Psych majors, lots of women don’t like to be kissed in public – or being made the object of an unwanted Public Display Of Affection (PDA). So you made a massive error when you kissed Morgan on the dance floor.

When she told you that you were friends, you should have responded “Of course we’re friends!” In other words, you should have just gone along with it and not made a big deal of it.

But you’re dead wrong to have judged Morgan’s Interest Level as below the Mason-Dixon Line. Morgan’s Interest Level is 75%. Yes, she used that bad word – “friends” – with you, but everything else that happened between you has gone well. When 90% of everything else is going well – conversation, laughter, touching, etc. – you can’t leap to a false conclusion. When Morgan said you were “friends,” you really overreacted, Chick. Let me explain something to you. Sometimes women put up what I call a “mock struggle.” In other words, they kind of push you back but they really don’t mean it. It was that kiss in public that made her refer to you as a friend – a blunder you could have avoided if you had my materials.

You’re not wasting your time with Morgan. She did too many things right for you to be wasting your time. You have to add it up, pal. She only did one thing that turned you off and she did nine things that were great. Like my cousin Rabbi Love says, “It’s called a sense of proportion.”

When Morgan texted you that she had a good time, you should have asked her out. Buddy, when a woman says that she has a great time you call her up and ask her out again. When she contacted you a second time and said she missed you, you should have asked her out then as well.

Chick, when you rebuffed those advances from Morgan, you were playing hardball with her. You got stuck on one little thing that went slightly awry. Think about it. If Morgan didn’t touch you, if she didn’t laugh, if she broke a date, if she didn’t talk when you were together, if she didn’t laugh at your jokes -- then you’ve got a problem. But she did none of those things. Basically you took one word – “friends” – and tossed Morgan out.
My friend, you know nothing whatsoever about “The System,” which you need to get as soon as possible.

So this is not an age gap problem, Chick. Morgan is 40 or older, and that’s fine. Your problem is that you overreacted to one minor incident that you interpreted as a slight, and so you pouted when she was still coming at you – twice – and likes you.

Once again, your age difference with her is not too wide. Hey, she touched and hugged you. If you were just a friend, she wouldn’t have done that. If you were just a friend, she wouldn’t have said she had a great time or told you she missed you. So you have to get on the phone ASAP and call Morgan. And you have to memorize “The System” so that in the future you don’t misinterpret what the woman does and blow a great opportunity.

Remember, guys: when she does 95% of everything right, don’t get mad over the other 5%.

About the Author

Leave a Reply 6 comments

Angles - 1 September 2017 Reply

Why bother with these old over the hill women who have hit the wall. Go down to the Dominican Republic, Costa Rica, or the Philippines and get all the hot 19 year olds you want. No one wants women 50 and up.

Norm - 13 September 2017 Reply

Hey Doc
I met Caprice at networking event, she touched my arm 3 times. However Caprice is 23 and I am 40. I do not look or feel 40. Caprice is the coordinator for the Insurance group I belong to. So I will see her at other networking events. There is a 17 year age gap. I know its better if Caprice was 25+. Should I pursue her?

Norm

    DocLove - 16 September 2017 Reply

    Hi Norm,

    Think of me as one of those guys that does point spreads for football games. Do I know the outcome of every single game? No. Do I predict a correct spread in enough games to make a lot of money? Yes. Can I tell you with certainty that things are not going to work out between you and that you shouldn’t go for it? NO – as your dating coach I’m just going to point out what I think the ODDS are going to be in the outcome of a potential relationship with her.

    ODDS are:

    1. You have very little to talk about over the long haul – you were just about out of high school when she was born – you two come from two different eras.

    2. In 10 years you’ll be starting to think about retirement – she’ll still be relatively new in her career.

    3. She may not even be ready for a relationship like you are as she’s just outside that 18-22 ding dong stage that women (and men) go through.

    4. In a few years she’ll start thinking she’ll want someone closer to her age to raise a family and you’ll be approaching mid-40’s with more wrinkles starting over and looking for a new girl.

    Having said that you can always learn something and I don’t have a crystal ball to predict the outcome of every single relationship but I think the University of Akron has a better chance of ending up in the National Championship Game than you do of making things work with this girl given the age gap.

Norm - 19 September 2017 Reply

Just to clarify, My odds are against me with Caprice, so I do not ask Caprice for the home phone number? or do I playfully tease her so other women at another event (my age range) will notice and join in the conversation and I will ask these other women their phone number? Last week I met Caprice at another networking event. She touched my arm. As I was leaving the event Caprice struck up conversation wondering if I was planning on attending the next event in 2 weeks.
Also what does it mean when a married women touches your arm a few times? The first time you are meeting them at a networking event? I ask the married women for their home phone number. Some respond “I am married” or try the business card trick. I then ask them “do they have any single female friends. “

    DocLove - 19 September 2017 Reply

    Hi Norm – these questions are awesome but I really need to go back and forth with you to answer you properly because each scenario is different and I have to be able to really talk to you. Please call my radio show – I’m on the air weekly and you can get details here: http://www.datingwomenradioshow.com

    Thanks for writing

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