dating Archives - Divorced Guy Grinning
20January

Dating Advice For Conflicted Divorced GuyBy Jackie Pilossoph

        To quote a dear friend of mine who recently told me about a divorced guy she was dating, “That man is a hot mess!” The reason…..

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27September

Relationship Advice For Men: Put Your Babe Before FootballBy 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…..

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22July

Relationships and Weight: Tips To Staying Happy AND HealthyBy 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…..

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3May

Dating Advice: Call Too Often I’m a Stalker, Don’t Call Enough I’m a JerkBy Jackie Pilossoph

        Said to me by a single guy in his early fifties seeking dating advice:   “I have a great topic for you to write about. As…..

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28March

Dating Advice For Men: Why Women Primp So MuchBy Jackie Pilossoph

          Dating advice for men, specifically in response to the comment below from a guy who doesn’t understand why women primp so much for dates.  …..

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23March

Dating Advice For Men: Don’t Ask. Instead Suggest!By Jackie Pilossoph

      Below is a guest post by Hector Castillo, a writer for Girls Chase, a site that offers dating advice for men. As a woman, I have to…..

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10March

Dating A Divorced Woman With Kids: What You Need To KnowBy Jackie Pilossoph

dating a divorced woman with kids

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…..

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10February

Older Guy Younger Woman: Can It Work?By Jackie Pilossoph

      I’ve never understood the older guy younger woman relationship. Why would a man over 40 want to date a woman in her early twenties? Here are the…..

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25November

Dating Advice: My Divorced Date Wore Her Wedding Rings Last NightBy Jackie Pilossoph

  I need some dating advice. I’ve been dating a woman for the past few months and her divorce was final about two months ago. Last night we went out…..

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15October

20 Rules For Dating After Divorce: But Really…There Are No RulesBy Jackie Pilossoph

When do you think is the appropriate time to start dating after divorce? I don’t have anyone in mind, just a general question. 13 months into the divorce process. I…..

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