Is Getting Together With An Ex A Good Idea or A Recipe For Tears?

getting together with an ex

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

In this week’s Love Essentially, I offer the potential advantages and disadvantages of getting together with an ex. Is it a good idea to meet up? Maybe you need closure or just miss him (or her.) Or, will it re-break your heart? Here’s my take on it.

Should This Woman Go Out For A Beer With Her Ex-Boyfriend?

by Jackie Pilossoph for Chicago Tribune Media Group

There’s nothing easy about a breakup. In the weeks and months that follow the end of a long-term, serious relationship, feelings of anger, pain, sadness, loneliness, disappointment, regret, and fear of being alone are all normal. Plus, even if you knew the relationship wasn’t working, you miss the person.



But what happens when you’re trying to move on with your life, hanging out with your girlfriends, possibly starting to date again, and just trying to come to terms with what went wrong, when suddenly one day, out of the blue, you get a text from your ex that reads, “Want to go out for a beer?”

That’s what recently happened to a woman I know whose two-year relationship ended a few months ago. The reason for the breakup: She wanted to get engaged. He said he wasn’t sure if he ever wanted to get married.


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So, should she go out for a beer with him? Here are four reasons she might want to go, and four reasons she might want keep things status quo:

(Click here to read the rest of the article, published in the Chicago Tribune Pioneer Press, the LA Times, and several other major newspapers across the country.)

Like this article? Check out, “Why Can’t I Meet Anyone And Why Do I Always Feel Alone?”


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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:

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