8 Immature Dating Habits To Leave Behind As You Get Older

As we grow, advance, and [hopefully] mature as adults, the ways we live our lives should progress at an equal pace. What I find to be some sort of epidemic these days is otherwise seemingly mature and well-adjusted men have stuck to the dating habits they learned in their early 20’s, or maybe even late teens.


Back in those days [Listen to me, sounding like an adult now that I’ve turned 30], a lot of different things accomplished a lot of different goals. Maybe you didn’t really want a serious relationship. Maybe you hadn’t really figured out yourself or what you were looking for. But now that you have matured past that phase in your life, you cannot expect to get better results by utilizing the same old techniques.

If you are going to find yourself a nice girl who you’d feel comfortable bringing home to mom, there are some strategies that you’re going to have to leave behind – because they just don’t cut it anymore.

1. The ‘let’s just see where this goes’ technique.

As you reach your 30’s, and definitely after you hit them, women are past the point of wasting their time with guys who aren’t serious about a future. Women are driven, successful, independent, and want to be with a man who they can consider an equal teammate in life and in love.

The whole ‘I’m still figuring life out’ thing isn’t going to cut it with a mature, established woman. Trust me, I know better than anyone that life is tough and a lot of us probably have no idea what the hell we’re doing. It’s not about having all of the answers – because nobody does – but it is about having some semblance of a path in life that will make her feel comfortable committing to you for the long run. Nobody wants to plan a future with someone who doesn’t have a future planned for themselves.

2. The ‘I’ll wait 3 days to call’ and other nonsense.

Traditional antiquated dating ‘rules’ go out the window when a certain level of maturity is reached. Call when you want to call, text when you want to text. There are no rules or regulations when building a mature, healthy relationship.

If you start overthinking everything and only doing what you think you’re supposed to do (or not do), then the genuineness of your actions begins to fade and give way to a more robotic structure to your relationship. How can someone get to know the real you if you are manufacturing every step you take? Oh, they can’t.


3. ‘Hey, wanna meet up?’ texts.

I’ve mentioned this one a few times before because it’s an ongoing issue. If you want a woman to take you seriously, you need to let her know that you’re taking getting to know her seriously. A last minute text to see if she wants to ‘meet up’ somewhere you’re going to be, isn’t exactly sending the message that you’re willing to put in effort for her.

Meeting up for a drink is not a date. Grabbing a coffee is not a date. A last minute text inviting her to join you out with your group of friends is not a date. Using the actual word and properly inviting a woman on a date is the first step to actually making it one. The next step is actually taking the time to plan something out. Stand out from the crowd by showing her you are different than all the other guys – because you are.

4. Using your phone during the date.

Honestly, this is so cringe-worthy that I hate to even need to bring it up – but I do. Maybe when you’re younger you can both play around on the Instagram machine while you’re waiting for your fries and chocolate shake to be roller-skated over to the car. But, you’re an adult now, and it’s time to control your impulsive urges to check Facebook every 5 seconds.

I know that you’re important and you need to see who just liked your profile photo, but when you are on a date with a real-live woman who is deserving of your attention, that’s precisely what you should be giving her. Have a real conversation, give her your full attention, and leave your phone in your pocket.

5. Wasting time on people you’re not into.

I think we have all probably spent a little too much time with someone who we knew, deep in our hearts, wasn’t right for us. The reasons could vary. Maybe you’d feel too guilty breaking it off with them. Maybe you thought you’d develop stronger feelings for them eventually. Maybe the sex was great, but nothing else really was.

When you’re younger and not really looking to plan a future, it may be nice to be with someone just for companionship as long as you both are looking for the same thing. But when we get older, it’s time to get a little more serious about who we spend our valuable time with. If you know in your heart it’s not going to work in the long run, break it off for both of your sake’s. Nobody should be lead into a dead end.


6. Not being genuine about who you are.

Too many people send their ‘representative’ on the first few days with someone new. You’re on your best behavior, you are polite, courteous, patient, and chivalrous…

While you should absolutely be all of these things, you should really, truly, genuinely be all of these things. If you’re not, don’t pretend that you are, because when the truth comes out it’s just going to make things worse. If you don’t possess these qualities, work on yourself first and develop them before you enter into a relationship with another person. ‘Fake it ’til you make it’ doesn’t apply when someone’s feelings are on the line.

7. Putting on your lame ‘going out in public’ uniform.

Guys, the cargo shorts and Polo shirts are great for casual days with your friends, but if you’re taking a woman out on the town, you’re going to need to step it up. First impressions are important, and unless she’s looking for a frat boy, you’re probably not going to want to look like one.

8. Even considering letting her pay half.

When friends go out, they split the bill. When you are on a date, the man picks up the tab. All of it. There are plenty of ways a woman can reciprocate if she’d like – she can take care of parking, pick up a round of drinks, get the snacks at the show you got tickets for, whatever it may be – but when the tab comes for dinner, don’t let her anywhere near it [and do not accept her offer to split it]. If you think paying for the date is about the money, think again.

Of course, dating changes as we get older. Life is all about progressing and evolving, but it doesn’t happen automatically. Things change on their own – we all know that happens without us needing to put in any effort. But improvement, that takes work.

Work, though, is what makes the final result so rewarding: A happy, healthy relationship with a woman you love.



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10 thoughts on “8 Immature Dating Habits To Leave Behind As You Get Older

  1. Great article! Another point should be dating the type of woman you never thought you’d give your time of day to for shallow reasons.

  2. speaking as a woman, I agree with most of these and maybe I’m in the minority but cargo shorts and a polo shirt are perfectly acceptable for a first date. I married the guy who wore a t-shirt on our first date and we were both in our mid thirties. My only other rule that doesn’t make too much sense for ladies out there like me is the “wanna meet up” texts. I LOVE those texts. It means that he is thinking about me and he is being genuinely interested in hanging out with me as opposed to just putting on a show.

  3. I don’t mind paying for the first date, or every date, but I’ve gone through a string of women that never seem to reciprocate. I plan, execute, and pay for the whole of each outing. How long is too long before recognizing someone is selfish and moving on?

    And no, I don’t consider sleeping together reciprocating.

    1. As a woman, I find that ridiculous. I always offer to pay or split or take care of the tip, etc. First or so date(s), man pays, after that we are a team as far as I’m concerned. If I want to introduce my partner to a great new restaurant, my treat. And vice versa. These woman sound like they’re living in an antiquated dream world/want you to take care of them indefinitely. Isn’t the whole idea to find someone to be on a team with? Not a caretaker/slave dynamic.. Ick.

      (And as for the sleeping together thing as reciprocation, they’re obviously doing it wrong 😋)

      Dont have advice on dealing with these people other than pursuing them if they seem to have good intentions (but are old fashioned) and kicking the ones to the curb (metaphorically speaking) who are actually selfish vapid idiots.

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