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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. I know this article isn’t about religion, but Random Guy brought it up, by stating that “a real man should trust in God.”

    I agree with most of the points in his post, and I am an Atheist. I believe a person does not need religion to be able to make the right decisions, nor does he need a disincentive (of going to hell) to not harm others.

    To me a real man does not need a god, for he already knows what to do. He does not need guidance, for he is wise enough to guide others.

    Of course, no human (including Christians) would know what is the right thing to do in ALL situations, and a man is able to learn quickly from his experiences so that he will not make the same mistakes twice. From historical events, institutions tend to learn much, much slower than individuals. Just my 2 cents.

  2. What this post did is set the bar way up for the ideal man / woman. Everybody wants that. The perfect couple. Which in reality is not the case if you actually been around and look at people’s relationships. What it should really be about is tofind that one true imperfect partner and work together towards your own perfect world. That will be the best part of your life, be it man/boy, woman/girl

  3. I do not agree with the last, however. Honestly, I do not think we should even judge or classify one as a true “man”. Your insights do paint a picture perfect of a dreamy man, your post shows that you have been analysing the ways and behaviours of men. I should advise you to accept that some who are just as boy-ish in nature on the outside, are not always the same in the inside.
    Have a nice day.

  4. Dear Amy

    I kinda liked your post… I don’t agree on some of them but hey my opinion is mine so :).
    Let’s face it, boys are superficial… but men are too!
    Maybe you should make a post about girls too!

    Like how girls see relationships the same as buying shoes: you don’t go buying new shoes barefooted…

  5. If all males behave like men, there wouldn’t be much entertainment in the world lol

  6. Like many of the above rational arguments, I believe that every man has a boy-ish characteristic in them and vice versa. There definitely is no clear distinction between both. And it applies to females as well. Good read but when you think about it, many contentious points.

  7. Hi Amy,

    i like your post very much. however, the labels of boys vs men, maybe not… i totally agree that it is maturity that drives the way the male gender would behave, so apart from the labels, great article. My husband is a wonderful man who is not afraid to show his love, his commitment and his devotion. He will be the first to address any emotional needs i have and he is the man i turn to for advice and encouragement. I am lucky… but, he is still a boy in some ways too…

    yet, the last pointer, no.11… true except i would have said someone who is into you will be upfront and not pay games, someone who is not, will always be gaming you and your emotions, male or female. 🙂

    Well thought, penned and expressed! keep those words coming!

  8. I have to agree with you, Amy. I was already a woman at a very tender age but I always ended up falling for boys whose maturity level would never be as high as mine just because I wanted someone young, someone close to my age. I convinced myself to accept them for who they were because of love.

    For years, I went through many heartbreaks until one day, I stumbled upon a man in my life. He was indeed different from the boys. He gave me a sense of security, he had our future planned out, he kept all his promises even though some of them sounded almost impossible to me, and he knew exactly what he wanted. We are still happy together now and we are already talking about marriage and family. I’m really looking forward to spending the rest of our lives together. 🙂

  9. I think, the last one doesn’t refer to the games like pc games, or arcade games, there are some men who decide to build their profession around that area (game producer (US$???m pa, angry bird earn at least US$20m), professional gamer (~US$140k pa), game tester (~US$80k pa)), and I don’t think you should discredit them.

    so that leave us with the logical understanding that it is the other “games” :p

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