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


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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I Feel Broken: Dumped, Angry And In Pain


October 29th, 2021 . Jackie Pilossoph

I’ve been corresponding with a reader who has been divorced for several years, and was recently in a relationship for well over a year, which she thought was happy, healthy, and loving. Until her boyfriend broke up with her via text, causing to wri...

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Are You Dating A Player Or Is He Just A Player With You?


October 23rd, 2021 . Jackie Pilossoph

This is a great dating story about a divorced friend of mine who was dating a player (or so I thought.)   It all started last fall, when she went out with a guy she really thought she liked. The problem was, he wasn’t treating her very w...

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Is He Not Interested Anymore Or Just Busy? Sweetie, Let’s Talk


October 5th, 2021 . Jackie Pilossoph

“What the hell?” a divorced woman asked on a Facebook group page. "Is he not interested anymore or just busy?" Here is her story in a nutshell and my advice on why she shouldn’t be asking “What the hell?” but rather facing the truth: no one...

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


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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