Why Can’t I Find A Man And Why Do I Always Feel Alone?

why can't I find a man

By Jackie Pilossoph, Founder, Divorced Girl Smiling, the place to find trusted, vetted divorce professionals, a podcast, website and mobile app.

 When a woman emailed me these two questions: 1) Why can’t I find a man? and 2) Why do I always feel alone? I felt I had to dig deeper. So, I asked her some questions. I asked about her past, her relationship history, how she met the guys, what the circumstances were, etc.


After hearing some details about her dating life, what I found out was, the answers to her questions are simple: her. In other words, this woman is her own worst enemy and she is the reason she can’t meet someone. She is the reason why she always feels alone. Before you think I’m too judgmental, let me explain.


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I want to preface what I am about to write by saying I realize that finding love can be very difficult, and that there are so many undesirable men (and women) out there with baggage and issues that go beyond complicated. Dating can be frustrating, exhausting, scary and time-consuming, with a rollercoaster of highs and lows that can lead someone to feelings of extreme disappointment and hopelessness.


But, there are certain people who self-sabotage their chance at real love and a fulfilling, meaningful relationship.

When they ask “Why can’t I find a man?” here are some reasons:

1. They date married men or men who are in a relationship with someone else.

2. They tend to date men who treat them badly.

3. They date men with problems—alcoholism, drugs, gambling, sex addiction, etc.

4. They date men who are emotionally unavailable.


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5. They refuse to date “nice guys,” and are turned off by men who treat them well or who truly care for them.


Let’s take my reader. She told me that she has been dating a man on and off for the past year who says he is getting divorced. But, he still lives at home and has taken no legal steps to get divorced. He says it is because the kids are not ready, and he has to sort out some things.


So, one of a few things is going on here. First, he could be completely lying and could have no intention of leaving his wife. The wife might have no idea about his affair. Or, maybe he and the wife are having problems and talking about divorce. Or, he could be telling the truth.

But, how healthy can this relationship really be? How do we know how long it’s going to be before he takes action? Is she supposed to trust him and just keep waiting? Also, after he decides to move out and separate, isn’t he going to need some time to adjust from that and heal? He has a whole divorce ahead of him.


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Here’s the thing. Doesn’t this woman deserve to be in a relationship where she isn’t a secret? Doesn’t she deserve more of him and his time? Doesn’t she deserve to get the best of what he has to offer? And clearly, whether he is cheating or telling the truth, he can’t give her (or anyone) a healthy, nurturing, happy relationship. All he has to offer is sneaking around, secrets, and kids at home who don’t know their dad is occasionally hanging out with some other woman.

I would be willing to bet my readers sits home every weekend and only sees him for hook ups or a quick drink or lunch or dinner. Then, he goes home to his “family” and she has to go home to no one (she doesn’t have kids) and feel sad and empty and lonely that she doesn’t have all of him.

How good is this scenario for someone’s self-esteem? I would think all this situation would do is cause someone frustration, resentment, disappointment and self-loathing. The joy is fleeting.

Before this woman dated this married guy, she was dating an alcoholic who hit her a few times. She kept getting back together with him and then they would break up again when he became drunk and mean and abusive and sometimes violent.


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Before him, she dated a guy who was single, but who cheated on her repeatedly. She found a pair of woman’s underwear in his apartment that was not hers. They broke up for 3 months and then reconciled. She then came to his place and saw a woman leaving. They broke up again, but then got back together. The guy would tell her she was insecure and paranoid, and she would give him another chance.

When people deep down know they are in a relationship that is bad for them, but they stay in it or keep getting back together with the person, all it does is spiral into this bad cycle of ups and downs, disappointment, resentment, anger and self-loathing.

It seems this woman is attracted to toxic relationships for whatever reason. Possibilities include: low self-esteem, a bad childhood that led her to mimic behavior that she saw, no self-love, her subconscious desire to stay single, or her fear of intimacy that can stem from a variety of reasons.

She then shared that she was dating this one guy for a little while but he was “too into me.” She also turned down dates with men for reasons that included a guy being too tall, a guy being too short and a guy who didn’t smoke. (she is a smoker.) She also broke up with a guy because he didn’t drink alcohol and that made her uncomfortable.


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I think this woman, and anyone else who finds themselves asking “Why can’t I find a man?” and “Why do I always feel alone?” would benefit by exploring with a therapist what the deep-seeded reasons might be. That is the way out. That is the way to healthy self-esteem and good choices in dating. Things can change.

A person can go from being in toxic relationship after toxic relationship to finding healthy relationships.

There is no denying that finding the right person can be challenging. There are countless factors we can’t control, such as fate, timing, and being in the right place at the right time. But, we CAN control the choices we make as to who we spend our time with, who we get involved with, and who we let into our hearts.

If we are making poor choices, then we are hurting ourselves, oftentimes without even realizing it, not only because we are with the wrong person, but because we aren’t free–physically or emotionally, to find the right person.

There is nothing better than a romantic relationship in which you let yourself love and be loved by someone who treats you well, who can give you what you need, and who makes you happy—ALL the time. Love and vulnerability can be scary, but there is no better feeling than knowing your love is unconditional and authentic. That is when you will never, ever feel alone.

Like this article? Check out, “Loneliness: It Might Be The Worst Pain Someone Can Feel”

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    Jackie Pilossoph

    Editor-in-chief: Jackie Pilossoph

    Jackie Pilossoph is the Founder of Divorced Girl Smiling, the media company that connects people facing with divorce to trusted, vetted divorce professionals. Pilossoph is a former NBC affiliate television journalist and Chicago Tribune/Pioneer Press features reporter. Her syndicated column, Love Essentially was published in the Chicago Tribune/Pioneer Press and Tribune owned publications for 7 1/2 years. Pilossoph holds a Masters degree in journalism from Boston University. Learn more at: DivorcedGirlSmiling.com

    5 Responses to “Why Can’t I Find A Man And Why Do I Always Feel Alone?”

    1. Don M.

      Jackie — a good post. Sometimes a good look in the mirror, can help. I didn’t like what I saw, I also saw how I contributed to my divorce. It wasn’t pretty. But I worked on it.


      • Jackie Pilossoph

        That’s great! Many people don’t have the self-awareness to admit fault in any way. that is healthy. good for you!! I wish you all the best.

    2. Desperate for change

      I want a divorce after 29 years of narriage but I’m afraid. I’ve never been on my own. I have no real friends – only work acquaintances – and no family. My husband is a constant complainer and I’m naturally positive. I’m in my 50’s and I don’t even remember what it’s like to date (or anything else for that matter). Sigh. I don’t know what to do……I don’t expect a response. I just needed to tell someone – anyone – how miserable I really am. Thanks for listening.

      • Jackie Pilossoph

        Of course I am going to respond!! First of all, I’m so sorry you are living like this. I have a couple pieces of advice to start. Work acquaintences can turn into real friends if you let them. So, that might be a start. Is there anyone there you feel you could socialize with? That said, be careful. If you love your job, it could change the dynamics if you start socializing with co-workers. Also, do you belong to a gym? I have met so many wonderful friends at my gym and in yoga class. Maybe ask someone to get togeehter for coffee. that’s how friendshps start. As far as your marriage, is it at all possible to talk to your husband and express how you feel? Relationships take effort. Have you ever asked him out on a date? If you have any interest in making your marriage better, let me know and I can offer advice, but the first thing I would tell you to do is go to therapy. I am so sorry you are miserable. That is heartbreaking. Please do something to change that. Life is very short. You deserve to be happy–married or divorced. xoxo

    3. Guest

      The reasons why so many women can’t find a good man is that they have so many very high unrealistic expectations nowadays, not to mention how very greedy, selfish, spoiled, picky, and how very money hungry they’re now unfortunately. And the great majority of you women today are real narcissists as well.


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