Relationships After Divorce Don’t Have To Be So Black and White

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June 1st, 2016 . Jackie Pilossoph

      Relationships after divorce are wonderful! Whether it’s a new friendship, a fun summer fling, or a deep love, I think relationships after divorce are richer, more fulfilling and more appreciated than they are in our yo...

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Should This Guy Leave His Cheating Wife?

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May 14th, 2016 . Jackie Pilossoph

        Should this guy leave his cheating wife? I have recently been contemplating separating/divorcing with my wife. I have a fairly high sex drive and my wife has none. I’m no saint, but in general I think ...

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Dating A Divorced Woman With Kids: What You Need To Know

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March 10th, 2016 . Jackie Pilossoph

My heart went out to a sweet guy who emailed me to ask for my advice about dating a divorced woman with kids. The reason I felt so badly for the guy is because he has never been in this situation before, and because of that, the relationship is causi...

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Advice For Guy Dating a Woman With a Young Son

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February 14th, 2016 . Jackie Pilossoph

      I am dating a woman with a young son. She is amazing, but sometimes I feel suffocated. I’m not sure I should stay in this relationship. We are both very young—24 and 26 and I’m not ready to be a father. I don’t e...

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No Respect? Divorce Could Be Looming

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February 3rd, 2016 . Jackie Pilossoph

  [caption id="attachment_5257" align="alignleft" width="150"] Aretha Franklin, whose smash hit "Respect" earned her 2 Grammies and an entry into the Grammy Hall of Fame[/caption]           I got an e-ma...

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3 Things I Would Tell Someone Getting Married

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January 16th, 2016 . Jackie Pilossoph

      A question I received from a male reader: What are three things you would tell someone getting married?   Someone just asked me the other day, “How can you give relationship advice to married couples when you are divorc...

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Relationship Advice: Home For The Holidays Is a Problem

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December 26th, 2015 . Jackie Pilossoph

        Read this email I received from a guy seeking relationship advice. He wants to go home for the holidays, but his fiancé fears he will cheat. The issue is causing lots of problems in the relationship. &n...

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Thinking of Getting Back Together? 20 Questions to Consider

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December 9th, 2015 . Jackie Pilossoph

  A reader’s comment below prompted this blog post. I’m not sure if he is thinking of getting back together with his ex-wife or if he is asking how to let her down gently. I don’t think he would have written to me if he knew what he...

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Read This If You Are Thinking of Separating

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December 3rd, 2015 . Jackie Pilossoph

    I loved this post in the sense that it is something to think about if you are thinking of separating. A long term relationship is ALWAYS challenging and there will without a doubt be changes in both people over time. I always ...

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Guy Thinking of Cheating: "I’m Unhappy in a Relationship and Looking For Love"

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August 5th, 2015 . Jackie Pilossoph

Here is a message I received from a male reader who seems to be thinking of cheating. This was the entire message:  I’m unhappy in a relationship and looking for love. My response: I don’t usually have this kind reaction from my readers...

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