Divorced Guy: “I Will NEVER Get Married Again. Ever”


March 20th, 2022 . Jackie Pilossoph

This is an email I received from a 50 something year-old divorced guy who got got divorced because his wife cheated on him. He was very surprised and hurt by the cheating and said he never suspected it. I believe he has been divorced for a couple of ...

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Relationship Advice: High Heels During Sex?


March 5th, 2022 . Jackie Pilossoph

I have some relationship advice for a reader who emailed me this question: I like having my wife wear high heels during sex. It’s a huge turn on for me. She doesn’t get why I like this and calls it weird. How do I get her to see it as not weir...

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My Girlfriend’s Kids are Out of Control!


March 1st, 2022 . Jackie Pilossoph

I need some relationship advice! My girlfriend's kids are out of control! The guilt she has over her divorce keeps her from setting clear boundaries for them. Her immature and volatile ex only promotes the misbehavior. Every time they come up it ends...

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A Divorced Man’s Advice On Dating After Divorce


February 19th, 2018 . Jackie Pilossoph

Reentry  Author wishes to remain anonymous Suddenly single lonesome nights beget thoughts of getting back out there. Whether you have been kicked to the curb for cause or the romance died of natural causes you are back in a world that may have...

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The Secrets of Happy Couples


April 28th, 2017 . Jackie Pilossoph

The secrets of happy couples: Tips to make love work smoothly  by Susy Richards   Happy relationships do not just happen, you make them happen. A good relationship takes time, patience, and two people who truly want to be together. These ...

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“Women Are Crazy” Is This True?


December 25th, 2016 . Jackie Pilossoph

      A guy said to me the other day, “You should write an article about the fact that women are crazy.”   With no idea how to respond to his statement, (and keep in mind this is a happily married man who sa...

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Relationship Advice For Men: Put Your Babe Before Football


September 27th, 2016 . Jackie Pilossoph

        A guest post by one of my favorite writers, John C. Turner, (Professor JT), offering relationship advice for men, specifically during football season when fantasy football can become a priority over your ro...

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Labor Day: How About Working On Your Love Life?


September 4th, 2016 . Jackie Pilossoph

        Celebrate Labor Day By Working On Your Love Life  by Jackie Pilossoph for Chicago Tribune Media Group   Labor Day is a day that honors contributions made by hardworking Americans. That includes ...

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3 Relationship Tips For Empty Nesters


August 28th, 2016 . Jackie Pilossoph

            3 Relationship Tips for Empty Nesters by Jackie Pilossoph for Chicago Tribune Pioneer Press The best word I can use to describe how I felt the first day I dropped off my daughter at ...

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Relationships and Weight: Tips To Staying Happy AND Healthy


July 22nd, 2016 . Jackie Pilossoph

        Here is this week's Love Essentially, my dating and relationships column, published weekly in the Chicago Tribune Pioneer Press:  Are Happy Couples Fatter? by Jackie Pilossoph for Chicago Tribune Pione...

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