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. “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).”

    Presumptive. Just as it is wrong to say every woman should strive to be a wife and mother, not every man wants a family, or to support anyone else. The assumption that wanting children or a settled life is a necessary element of character as a man has crept from outrage against unsupportive and absent fathers. Individualism is a life choice, and only understood as immoral through the lens of presumed social roles – as in this article.

    “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.”

    This completely ignores the convoluted social dynamic of flirting in western society. Not to say the least of how archaic gender roles are in initiating it, it’s generally a socially dangerous encounter to begin with. Being too passive risks failing to connect; being too forward risks the discomfort of the individual being flirted with. In the established male-to-female dynamic, even being unattractive in the eyes of the flirt-ee brings the risk of creep shaming.

  2. What does a man do? A man provides for his family. And he does it even when he is not appreciated, or respected, or even loved. He simply bears up and does it, because he’s a man.

  3. Thank you. “Man” . While this all seems to be fairly accurate. Remember its based only in opinion. And someone else’s more importantly. This list is not a “guide to being ready or good enough” so don’t follow it as law. At most consider it. Only you know you

  4. Rather impressed with the comments here, however would just like to point out that the title is “dating a boy vs a man”.

  5. To the guys getting defensive about this article. Of course it was written by a woman and centered around a man being committed to a woman, because the article is for women not men. If your values are about doing what you want and not being in a relationship, it doesn’t make you less of a man, it just makes you less marriage material. That’s what the goal of this article is. To tell women to stop wasting their time on the guys that couldn’t be bothered to be in a committed relationship. The article should be titled differently. “Little Girls Don’t Know How To Pick a Man. Women Do” haha

    1. It’s a fair criticism to note that most points are about relationship with women. Yet, how could it be any different, written by a woman? If I as a man wrote about the differences between girls and women, I would no doubt only be able to comment through the lens of relationship.

      Ian’s comment make’s my point, it qualifies women through relationship.

      I think Joe’s comment about obstacles is insightful. I matured through loss and failure, grief and time alone. The myths around masculine initiation, like the hero’s journey, Galahad and the Holy Grail, the Fisher King…these all say much about what differentiates boys and men.

      I think that initiation is the difference. But it’s hard for a woman to know how a man matures. Just as I curious about how girls mature into women. I invite the author to speak to that 🙂

    2. You are right girls need lists where as women don’t. But this article is written for the insecure girls inside of us who don’t understand guy logic. A woman doesn’t need a check list bc she knows what she wants and isn’t going to mess around until she gets it. But sometimes that woman also needs to a reminder of how far she has come, or how much further she needs to go before she herself is a woman.

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