How Do You Stay Broken Up When You Really Miss Him?

how do you stay broken up

By Jackie Pilossoph, Creator and Editor-in-chief, Divorced Girl Smiling site, podcast and app, Love Essentially columnist and author

Breakups can be heartbreaking and difficult. Even though you know in your gut that being apart is the right thing, the pain of missing that person or just even feeling alone can hurt like crazy. That’s why so many people end up getting back together (once or multiple times) with the same person, even though they know deep down it isn’t right. In this week’s Love Essentially, I interviewed to a well-known therapist on why people fall into this vicious cycle. She also answers the question, “How do you stay broken up when you really miss him?”

What to do when you never, ever want to get back together by Jackie Pilossoph for Chicago Tribune Media Group

There’s nothing easy about a breakup. Sadness, loneliness, resentment, anger and fear are some of the brutal emotions that go with the end of a romantic relationship, one that was at some point probably blissful and seemed like it had the promise of forever.



After a breakup, many couples end up getting back together. Often, being away from each other and having space gives people clarity, and they come to the conclusion that they are better off together than apart.

That said, more often than not, couples who break up and get back together end up breaking up again. And, some get back together again, and then break up yet again. A relationship like this can turn into a cycle that goes on and on for months, even years, and can leave the couple feeling frustrated, hopeless and unhappy.


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I experienced the breakup-make-up cycle in a past relationship, so I know firsthand the emotional roller coaster that accompanies these relationships. I also know couples right now who are living this scenario.

Click here to read the rest of the article, published in the Chicago Tribune Pioneer Press editions.

Like this article? Check out, “Understanding Your Broken Heart Might Be Helpful In Healing After A Breakup”



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Jackie Pilossoph

Editor-in-chief: Jackie Pilossoph

Divorced Girl Smiling is here to empower, connect and inspire you. Jackie Pilossoph is the creator and Editor-In-Chief of Divorced Girl Smiling, the site, the podcast and the app. A former television journalist and newspaper features reporter, Pilossoph is also the author of four novels and the writer of her weekly relationship column, Love Essentially. Pilossoph holds a Masters degree in journalism and lives in Chicago with her two teenagers. The author of the novels, Divorced Girl Smiling and Free Gift With Purchase, Pilossoph also writes the weekly dating and relationships advice column, “Love Essentially”, published in the Chicago Tribune Pioneer Press and the Chicago Tribune online. Additionally, she is a Huffington Post contributor. Pilossoph holds a Masters degree in journalism from Boston University.

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