Dating Advice: 20 Lies People Tell Themselves When it Comes to Dating


May 15th, 2014 . Jackie Pilossoph

  The Divorced Girl Smiling is REALLY smiling today, as my new column in Sun-Times local launched today! It's a  weekly relationship and dating advice column called "Love Essentially." Here is the first column, 20 Lies People Tell Themse...

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Dating Someone Who is Not Divorced Yet: Is it Right For You?


March 14th, 2014 . Jackie Pilossoph

There are many men and women who have a rule when it comes to dating someone who is not divorced yet: they won’t do it. A few years ago, I tried to set up a guy who was separated but not divorced yet with a divorced woman. When I told the woman he ...

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What Do Women Want in a Relationship? Here are 11 Things


March 11th, 2014 . Jackie Pilossoph

What do women want in a relationship? Nothing and everything and everything in between those things! We are pretty simple, and a lot of times, the problem is that women don't express to their partner what we want. Also, the partner wants to give thes...

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Valentines Day: Great Holiday but Not the Only Gift Giving Opportunity


February 14th, 2014 . Jackie Pilossoph

Today is Valentines Day, an exciting day for young kids, a depressing day for people who aren’t in a relationship who want to be in one, and a good day for those who have a significant other (in most cases.) I say “in most cases” because I h...

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Have You Said The L Word Lately?


February 11th, 2014 . Jackie Pilossoph

Almost every person I’ve ever talked to who is newly divorced says one or more of these things in reference to dating after divorce: “I will never get married again,” or “I’m done saying the L word, it’s just not in the cards for me,” o...

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