What Are “The Rules” When You Start Dating Again After Divorce?

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March 15th, 2022 . Jackie Pilossoph

This was posted on a the DGS group Facebook page: When you start dating again after divorce, what are the rules? I have no idea what the new normal is!   Her question made me think. Remember the self-help book “The Rules?” Officially ...

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I’m Having An Affair: Really? How’s That Working Out For You?

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February 20th, 2022 . Jackie Pilossoph

I get a lot of emails from readers who write, "I'm having an affair." They either want to confess because they feel guilty, and/or they want to know if it's going to work out and if so, how. I try not to judge people having affairs because every s...

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Do Looks Matter More than Personality? They Shouldn’t.

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November 30th, 2021 . Jackie Pilossoph

When it comes to dating after divorce, something that bugs me immensely (and both men and women are guilty of it) are that people think looks are the most important thing. Do looks matter more than personality? To some, yes. Do looks matter more than...

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Dating After Divorce At 50: What To Wear, What To Say And Other Tips

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November 8th, 2021 . Jackie Pilossoph

When I was 49 years old, I ended a six year relationship. Single again at 49 and dating again was nauseating to think about, but I did it. Is dating after divorce at 50 easy? Um... How can I say this delicately? HELL NO. That said, there are ma...

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Why Blind Dates Are Still One Of The Best Ways To Find Love

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September 26th, 2021 . Jackie Pilossoph

When did people stop going on blind dates? When the dating app industry exploded. Dating apps are the most common way people find love, and while I'm happy that there is such an effective method, I can't help but feel like the blind date got pushed a...

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