How Dating Like a Man Will Make You Happier

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Emotional exhaustion. Hopelessness. Hating men and/or yourself. That’s what dating the wrong way can do to women. You get to feeling like it’s just not worth all the nonsense, hurt and disappointment. Why bother? You have a pretty good life, so why are you bothering?

I’ll tell you why: Because you have to date if you want love in your life. And no matter how great your life is, the love, commitment and adoration of a partner adds a richness that you just can’t get any other way.

So let me tell you about a way to approach dating (online or off) that I’m sure will help you maintain your dignity and sanity, have more fun and eventually meet the man of your dreams.

As I was coaching one of my private clients a while ago it dawned on me: Women would benefit greatly if they could learn to think more like men when it comes to dating. Here’s “Debbie’s” story, but it’s typical of what I hear time and time again from women who are dating.

As part of her coaching program, I helped Debbie get online with a great profile and pics. She was raring to go! Right off the bat she found a profile she really liked and, with my help, sent the guy a friendly, flirty email. He seemed great on paper, and during a few email exchanges, he seemed very interested. The next thing you know…she had a date!

On their meet date (the first meeting is just that – a chance to decide if you want to go on a real date), he complimented her, told her he felt  lucky to have met her and mentioned some activities they might do together. At the end of the date, they both agreed they wanted to see each other again.

Debbie was feeling a major connection. She was excited, and had that he-could-be-the-one thing going in her mind. I’m sure you know that feeling.

But the end of this story was not happy: That was the only date they had. She never saw him again.

He did call once but didn’t call back when he said he would. And then he disappeared.

By the time Debbie and I connected, this entire story had transpired. When I talked to her, she was in damage mode. You know: down the rumination rabbit hole, where we gals can’t help but go. Why had he said all those things to me? What did I do wrong? Do you think he ever liked me? Maybe he just has too much going on in his life right now…should I tell him I’ll wait? Why was he such an asshole?

Debbie was emotionally drained, and her dating confidence was in the dumps. She was exhausted. And then those words I hate to hear (but hear way too often) started coming: Why does this always happen to me? I’m done! This is bulls#%!

Yep, I thought. Here we go again. I had to tell her that it wasn’t about the guy at all; it was about her.

Debriefing Debbie’s Date and Response to His “Disappearance”

Here’s what I gave her as answers to her many questions:

Why had he said all those things to me?  Because he probably liked you.

What did I do wrong?  If you showed up, had fun and were “real”…absolutely nothing.

 Do you think he ever liked me? Again, yes. I do…when he was with you.

Why was he such an asshole? He wasn’t. He’s a guy who is dating.

Should I wait? Hell NO! For what?

Why does this always happen to me? It doesn’t. First, you’ve gone out with about 12 guys in the past few months, and this great-date-then-disappearing-act thing has happened twice. That doesn’t count as “always” in my book. Second, nothing happened TO you. Something just happened.

And the major, most important information I gave her was this: You will never know what happened to this one guy in relation to this one date. Ever. And it DOESN’T MATTER.

As the “Compassionate Truth Teller” that I am, I had to give Debbie the straight facts to help her move through her self-inflicted emotional turmoil.  She didn’t even know this guy that she had spent the last two days being depressed and angry about! Instead of recognizing his bad behavior and realizing that he did her a favor by disappearing, she was latched on to her initial impression of him…which was based on a few paragraphs in a profile and 1.5 hours with him drinking coffee.

Although she was a woman dating after 40 − Debbie was 54 − it didn’t change what she’d been doing with men all her life: Hitching her wagon to a fantasy. She created a story about this man based a fraction of information coupled with a deep WISH to meet The One.

After one date Debbie jumped in HEART first…and created her own crash and burn drama.

And the kicker is, while she was spending all her energy on a relationship that never existed, she wasn’t responding to the dozens of men in her inbox who were waiting for her attention. Seriously…dozens!

So What Was the Guy Thinking About Their Date and Relationship?

Over the years I’ve talked to countless men about dating and relationships, so I’m going to use what I learned from them to guess the guy’s side of this story.

“Oh, Debbie was nice looking and fun to hang with. Yeah, It would be nice to see her again. I’ll make a date.” And then, in the next day or so “Oh look! Something shiny!”

That shiny thing could have been another woman, his job or maybe some family thing. It could have been the realization that she was nice and all, but not a woman who could be His One. Again, we’ll never know. But he found something he’d rather do, or he chose not to spend more time with her. So he went on to live his life. I mean, after all, they only had one short coffee date. Surely he didn’t owe her a phone call to say he didn’t want to see her again.

I agree it would have been super extra gentlemanly of him to tell her that he was moving on, but I don’t think he owed it to her. (And I think that could be somewhat awkward, don’t you?) This guy wasn’t a jerk or a liar. He did enjoy their date. He did plan to see her again. Then he changed his mind. After one short date, he was not yet invested in her at all. He was dating and understood that it meant meeting a bunch of people until the special one comes along. And for the ones you meet that don’t work out, you simply move on. Next! That’s all he was doing.

Why We Should Approach Dating More Like a Man

Yes, I said it: It would help you to approach dating a little more like a guy. So many women go on every date hoping he’s the one and that only sets you up for disappointment. One of two things tend to happen due to your high expectations (and hopes for this one guy):

1. You judge him too critically and don’t give him a chance.

2. You try to make him fit into the “maybe he’s the one” category and overlook clear signals that he’s wrong for you.

Most men approach dating quite differently. Even though they may be seriously looking for a lifetime partner, most men go on dates thinking something like, “I hope she’s attractive and nice. I hope we have fun.” And if he likes you “It’ll be cool to see her again and get to know her better.”

After a date or two, if what he learns doesn’t knock his socks off, or you don’t want to see him again, he doesn’t spend days wallowing in disappointment. He knows that’s what dating is all about. And that there will be another shiny object. Next!

Discover, Don’t Decide

The purpose of dating isn’t to get a man to like you or make a guy fit your expectations so you can finally say you found someone. Dating is all about DISCOVERING whether he has potential to be your guy as you get to know him.  A relationship is about DECIDING if he truly is your One.

Not only did Debbie lose three weeks of potential fun dates, but she burned herself out and brought herself to the verge of giving up on finding love…all over a guy she never knew.

Start slow, keep an open mind, stay in the moment and don’t go ALL IN on anyone too soon. This is the grownup girl part of dating: manage your expectations and keep your fantasies in check no matter how strong the guy comes on. Balance your heart with your head.

By choosing the crazy woman’s path of dashed hopes and disappointments (I think I can say that because I was that crazy chick for many years.), you will likely burn yourself out. The ups and downs will get the best of you. And then you miss out on so many opportunities to enjoy yourself and to stay open to many guys, one of which will your last first date. Slow and steady wins THIS race…and the right guy.

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  1. julie says

    I just located this website, thank goodness, and wish I would have found it 2 years ago. After a 14 year marriage, painful 6 year long divorce and post divorce process, at 50 something with two teenage boys, I had no clue how to date. I met a great interesting man online and then made every mistake that all the dating gurus and online coaches warn of not to make, and tried all of their so-called techniques. I spent an embarrassingly amount of money on cd’s, e-books etc… with tall tales of building “game,” playing games, and doing everything but be my authentic self. Sad to say, the inevitable happened and after two years of on/off with this man, investing completely emotionally too soon and too much, afraid to be myself and feared loss and rejection, all of what I did to avoid rejection became a self-fulfilled prophecy. I was left emotionally exhausted and drained thinking I don’t know who I am anymore. I felt more lost and devastated than after my divorce. As I was crying rivers over this man as I realized my own fears were the obstacles to avoid the deep connection I so desired. This man was like a mirror reflecting back all my issues within myself. I remember the moment I stopped crying was when I made the decision that I was no longer giving fear any of my energy or power. I fully let go of all of it and decided to embrace fear as opportunity which also meant that rejection had lost it value.

    I feel free and have richer experiences when meeting people. I enjoy the dating experience because I set my own pace and boundaries, am completely authentic, I enjoy my own humor, interact with give and take, and give freedom to no-guarantees. I have let go what held me back. Now I date like a grown up and it’s fun.

    This is the only site I have seen that truly focuses on the realities of where we are at this stage of our lives, and emphasizes bringing forward our own best qualities.

    If this is posted, thank you.
    “Free to be me and not afraid to show it”

    • says

      I LOVE you and your story, Julie. It sucks you had to go through those experiences, but look where it led you! To YOU, sister! Thank you so much for sharing this with us, and thank you for recognizing my work. Hope to keep hearing from you and keep up the positive, self-loving work! Hugs, Bp

  2. Sue says

    I have found online dating to be a bit sad. Most of the men I’ve met do not present themselves in a good manner. Also, many are so busy with family and business responsibilities they really don’t have time to meet anyone. It becomes brutally apparent when you try to set up a meet and greet. This time isn’t good, no that location won’t work. It becomes a job and somebody usually gives up. I’m much happier going out with friends and seeing people in their natural habitat. It’s easier to see people casually and get a feel for who they really are without the fake profiles people like to place online. The best way to make a connection is through friends and hobbies. It’s less stressful and real. I don’t like calling anything a “date”. You meet someone and you like each other first. If it’s going to happen, you don’t have to do anything but show up and be yourself. It worked for my parents. There’s way too much selfies and self promotion today. We need to get back to reality. The biggest problem today is people have out of line expectations. I want to find someone who is real, like me. Solid, good values and a sense of humor. It’s like searching for a glass of water in the desert. Thanks for listening.

  3. says

    Nice post. I think members from both sexes would benefit greatly to approach dating in a more relaxed and fun way.
    So much stress and even hyper critical behavior seems to go on nowadays.
    Dating means getting to know someone who you may have a potential romantic interest in. You meet and go out and generally, besides just getting to know that person you are there to have fun!
    Fun meaning something that isn’t heart wrenching or tear sobbing.
    Not a good idea to get hung up on one person especially if you do not know them. You are right, she is better off without the guy.
    I came to that conclusion in my own life, if a person leaves or even you break it off with them then that is for the best.
    Just move on and look forward to more fun meeting new people.

  4. eeloh says

    This is the most sensible thing I’ve read in a long time. I’ve met some lovely guys through online dating and have been on both sides of that disinterest/invested dynamic. what I think it boils down to sometimes is that no matter how lovely someone is, you are not a part of each other’s lives. in real life it often takes a while to warm to someone. dating is quite artificial. but you’ve got to be in i to win it, and as you say, it only takes one.

    • says

      Thanks eeloh! I think you’re right. Dating can be artificial and it’s really the courting period when you get to know someone. But we have some control over changing that. Unfortunately, a lot of people have their guard up when it comes to dating. If we come to each date being authentic, friendly and open…we’ll get that back most of the time. Love that you left a comment. Thanks! Hugs, Bp

  5. says

    Ok. As a man I feel compelled to join the debate and give a mans perspective (which the article suggested). Reading through the article I really get the sense of the seriousness with which the dating is being taken and the level of analysis. From a guys perspective, it feels much simpler. Do we get on, do we connect, is it fun. Yes, I know it can become really serious and especially if you have a picture in your mind that you want from a relationship and what that relationship is supposed to look like. If you fixate on that it can become really heavy. It’s meant to be fun right. So, Bobbi, I totally agree with your summary.

    Love this article which quotes Bobbi and talks about taking it slowly. I think that is exactly right, Relax and enjoy it..


    • says

      Hi Casper, I always love a man’s POV here, especially when you agree with me! :) But seriously, thanks for helping us better understand how to do this dating dance with you guys. We love you, but we do get confused. Ladies: Check out the article Casper recommended and look at the resources he has on his site!

  6. Noquay says

    The single most thing we womyn do to sabotage ourselves is to go in with too high of expectations and emotionally invest too soon. I no longer on line date because of issues with where I live makes it very difficult to find a workable match but when I did, I went in knowing that this person is a stranger and there is a high probability of things not working out. Had zilch to do with me, more with regional demographics, regional values very different from my own plus the fact that any man from the cities down the hill only contacts someone in my remote town because they have few options back home. Sad but true and no reflection on me. Before dissing oneself, take a good look at facts first. You have zero idea of their motivation, history, present behavior. Also, sad to say, most folk have fewer manners than us older chix, blowing one off is considered OK by most. Last night, I put this into practice; stopped for a meal on my way to my lab. Brought a book but saw an older, fit looking guy also reading and occasionally look at me. Took the initiative, asked him about his e reader. He gave me an exhaustive demonstration of it, my food came and I asked him to join me. He was retired BIA so that’s why he kept looking at me, clearly Native. We talked for hours about where I am from, Indian law, respect for the Earth. First time in a long time that my intellect and wide breadth of life experience was respected. Felt sooo good to connect with someone at that level. Most here expect me to hide who I am, what I ve done. He wound up paying for my dinner and I had to tell him, I had to go to work. He lives in another state, was only there as support for folks hiking a local trail. No expectations of ever seeing this dude ever again, but had the most enjoyable evening I had in a long time. No expectations of more. However, it did show me that healthy, intelligent, older men do exist.

    • says

      Hi Noquay! Thanks so much for your comment. We do tend to get emotionally invested too soon and you have a great attitude about “the journey.” I love your story about the nice man you met because you took initiative, had a lovely time and grabbed the positive from the experience: Yes! There are some interesting, attractive grownup men out there! Keep doing what you’re doing and making connections… you’ll eventually meet that special man. Bp

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