Beginnings, Best Of

The 11 Differences Between Dating a Boy vs a Man

Do you know the difference between dating a boy versus dating a man? If not, read up!

Written by Amy C · 3 min read >
The 11 Differences Between Dating a Boy vs a Man - Heart Hackers Club - boy vs a man - menswear

When I was in my early twenties, if a guy acted aloof, called back only sometimes and showed minimal interest, I would get hooked. You could say I was addicted to the bad boy/ unavailable boy/ player. I was drawn to what psychotherapist, Ken Page terms as “attractions of deprivation” – when we are drawn to people who embody the worst emotional characteristics of our parents. Basically, the theory explains that we are attracted to people who can wound us the same way we were wounded in our childhood, as our psyche tries to recreate the past void and save us by changing its ending.

“The child in us believes that if the original perpetrators — or their current replacements — finally change their minds, apologize, or make up for that terrible rupture of trust, we can escape from our prison of unworthiness. Our conscious self is drawn to the positive qualities we yearn for, but our unconscious draws us to the qualities which hurt us the most as children.”  – Psychology Today

So games used to work on me because 1) I had unresolved daddy issues and 2) At the tender age of 20, I was trying to figure out who I was and to top it off, I was ridden with insecurity and a low sense of self-worth.

But somewhere in between the passing of a decade, something changed.

I learned to love myself.  I became independent, confident, and started to value my self-worth. I went through hardships and heartbreaks and picked myself back up which built my strength and courage. Instead of relying on beauty as my source of empowerment, I focused on basing my empowerment on my intelligence, successes, values, contributions to the world and how I helped others. In a sense, I finally grew up. I went from being a girl to becoming a woman. And as a woman, you are attracted to very different things than you are as a girl.

A girl is attracted to boys. A woman is attracted to men. Now, this has nothing to do with the actual age of a person. I’m referring to maturity, life vision and stage of life. In fact, some people regardless of their age, will never really grow up. You can switch the genders in this post and most points would likely still apply. Or, read this post on “The 11 Differences Between Dating a Girl vs a Woman“.

If you are a girl (lack independence, are ruled by insecurity, lack self-respect, throw tantrums, have princess syndrome, don’t have strong values or boundaries and can’t hold yourself on your own) then expect that you will attract only boys. However, if you are a woman (independent, ambitious, knows your worth and value, has a strong moral compass, is considerate and an able communicator and doesn’t let insecurity dominate your psyche), then you should be dating a man. And if you can’t spot the difference just yet, here are some pointers.

  1. A man knows what he wants, and goes for it. A boy may have somewhat of an idea, but not really. He doesn’t think too much about it, and even if he does, doesn’t exert much effort to get it. A boy is passive, a man is assertive.
  2. A man plans for his future and is working towards building a foundation and infrastructure in order to have a family (at some point in his life) or another purpose or passion.  A boy lives only in the moment and his plans are mostly around which bar he’s going to hit up on the weekend.
  3. A man looks for a woman with intelligence, who is supportive, grounded and encompasses a shared set of values when choosing a partner. A boy cares mostly only for girls who are hot, wild and exciting.
  4. A man knows a good woman when he meets one and will take initiative to get to know her. A boy may make an attempt if you’re lucky, but gives up before ever really trying.
  5. A man has the courage to have uncomfortable conversations. He is honest with his intentions and lets people know where they stand. A boy avoids. He ignores confrontation or any serious talks about feelings. Instead of dealing with a situation, he runs away from it or creates drama or excuses to mask the fact he’s not that into you or a relationship.
  6. A man knows when to invest in a woman and jump in with two feet. A boy is always “testing” – he doesn’t fully commit because he never knows if he is quite ready. But the truth is, because he is a boy, regardless of who he meets, he will never be ready due to the stage of life he is in.
  7. A man knows how to have a good time and be social, but is often busy making strides in his career and building his life. A boy is getting crunk with his buddies at the bar every weekend.
  8. A man takes the time to reflect on the type of man he wants to be, the example he wants to leave and the vision for his life. He has put thought into his values. A boy has not established his moral compass or values and consequently, is often inconsistent.
  9. A man has integrity. He means what he says, and says what he means. He has follow through and actions his promises. And if he can’t he has the guts to tell you why. A boy makes promises but doesn’t follow through.
  10. A man is afraid of rejection but will put himself out there anyway. A boy is afraid of rejection and acts passive so that his pride and ego won’t ever get too banged up.

Now, a lot of these differences require taking the time to know someone to figure out if the apple of your eye is indeed a man, or a mere boy. However, one of the quickest filters that you can notice from the beginning is this:

11. A boy plays games. A man doesn’t.

*To clarify, when I’m referring to “games” I mean mind games.

Photo credit: Jaclyn Auletta

To learn more about how to change old relationship patterns, and how to create healthy ones, join my 2-hour Live Workshop on Sunday, April 25 where I’ll guide you step by step on how to become more secure in your attachment, manage emotions and our reactions to pain and create healthy relationships. Get your ticket here.

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Written by Amy C
Amy Chan is the Founder of Renew Breakup Bootcamp, a retreat that takes a scientific and spiritual approach to healing the heart. Marie Claire calls her "A relationship expert whose work is like that of a scientific Carrie Bradshaw" and her company has been featured across national media including Good Morning America, Vogue, Glamour, Nightline along with the front page of The New York Times. Her book, Breakup Bootcamp - The Science of Rewiring Your Heart, published by Harper Collins, will be released Fall 2020. Profile

833 Replies to “The 11 Differences Between Dating a Boy vs a Man”

  1. Perhaps I missed the part about a man respecting a woman? Or is that not part of being a man?

  2. Outstanding job Amy! Thank you for the post. Its reassuring to read a man’s message to the boys from a women given to other girls & boys.

  3. I really appreciate how the tone of this article didn’t feel disrespectful or “bashing” of guys, even of the “boys” that you call out. Many times when an article like this is written by a woman, it seems all too easy for a tone of disgust or complete lack of respect to seep through, and I think us male readers are especially perceptive of that. But you were clear, straightforwardly to the point, and overall positive (and even encouraging) in your outlook. And for that, I thank you 🙂

      1. couldn’t agree more with Paul! it seems like no matter what controversial theme you bring up, the tone of the article is very calm and positive. It seems light to read but it’s deep in meaning. You clearly express each point and you really know what you’re saying! do you write all your articles in one go? nevertheless I’m still amazed & inspired! i’ve always been critical about this “relationship” thingy topic, but with yours i found it flawless, at least personally (:

    1. I guess I didn’t grow up because sometimes I enjoy mind games but not all the time. It adds spice to my life. Just being honest.

    2. paulman:
      this, what you’ve just written … seems to me like wonderfully striking irony!
      because if it aint irony, i cant but disagree

      and to the author(Amy, i guess from comments):
      nice article, but … it looks like you can’t free yourself from the idea of man you want and memories of those guys who disappointed you (looks that way, not saying it is!)… sure, you may like or love whatever you please, i give you that … but from the article i feel obligated to point out that you are holding on a stereotype … stereotype like Stepford (in this case)Men … aaaand you are implying that a guy is not a man until he meets all of those 11 RULES

      i myself feel like a boy (though i dont meet your boy criteria) and i laugh in the face of people who say i should want to be a man (know that i am far from acting like a juvenile)
      and sorry for this comment but i feel very sad and angry anytime someone states that it is, by all means, wrong or immature if women’s or men’s behavior and way of life doesnt fit “public” or public opinion

      ps: please don’t take this as a bad review, i dont intend to insult or argue, it’s just a cheeky disagreement with your objectifiation of men

    3. Excellent point. It was observational rather than judging, which is much more supportive for personal growth. Having said that, these points could be applied to dating women too 🙂

    4. Great points. I agree with Miguel, this definitely applies to dating a girl vs a women too.

  4. Thanks for this good article, this gives me consolation as people always ask me as why I’m still single and they don’t understand that I just don’t jump on any “girl” I see because I’m looking for a “woman”, too bad I’ve been rejected by “girls” to whom I’ve invested my feelings

  5. As a male who was a boy and is hopefully now a man, I think this list is quite accurate. I think it’s important to differentiate between putting effort into people who seriously want a relationship versus who aren’t – in this case, boys and men work. A lot of time people pretend to be (or want) a “man/woman”, but aren’t truly there themselves – and it can be frustrating being a witness or concerned friend to watch this take place. But that’s how it goes. I think this list can help people figure out which side of the line they are on.

    Personally speaking, I considered myself very mature and more or less wanting to be ‘a man’ (get married), but there was a lingering uncertainty about things. After a 3 year relationship ended, only then did I realize fully this list. Particularly #6. Speaking honestly as a guy, I’m not sure what it takes to understand that line, or cross it. It’s probably different for every person – but it’s an important threshold. Even if “jumping in with two feet” isn’t getting a ring on her finger (maybe a promise ring, though), it can be steps towards making it clear that you want to be with someone – eliminating doubt or uncertainty that you want things to progress.

    A boy can’t do this; he needs to have an actual plan for his life and let the other person know they fit into it. Having all of that sorted out, which fits in with the other points, is part of ‘being a man’.

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