How to Stop Dating Losers and Meet Someone Meaningful


September 5th, 2014 . Jackie Pilossoph

A DGS reader asks: What do you think I can do to draw a healthy, stable, loving relationship into my life and stop dating losers? Is it me, or is this a nicer way of asking, “How can I avoid picking complete losers and meet someone who is normal a...

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Boyfriend Great With Kids, But No Passion


August 22nd, 2014 . Jackie Pilossoph

What would you do if you found a great guy (or girl), who you adored, and who your kids LOVED, but when it was just the two of you, you had zero interest in taking your clothes off?  In other words, there was no passion. That's what I address in t...

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Everything My Partner Does Irritates Me. Of Course it Does!


August 15th, 2014 . Jackie Pilossoph

Questions from a reader who says, "Everything my partner does irritates me:" Jackie, Why, when people are in a serious relationship, do they sometimes irritate one another to the point where they don’t even want to talk? Is getting annoyed with you...

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Why Rushing Into Relationships Might be a Bad Idea


July 31st, 2014 . Jackie Pilossoph

In my Love Essentially column that came out today in Sun-Times Media Local, I talk about reasons why men and women rush into relationships, and why rushing into relationships isn't always wise. What baffles my mind, even more than single people rus...

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21 Dating Tips I wish I could Have Shared With My 21 year-old Self


July 17th, 2014 . Jackie Pilossoph

When I was 21, I had my whole life ahead of me. I felt unafraid of almost anything. Physically, I felt wonderful. I was free-spirited and happy most of the time. All that said, at 21, I was so naive, I made so many mistakes, and I didn't have wisdom,...

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