Considering A Second Marriage? Let’s Talk About The Wedding

second marriage

By Jackie Pilossoph, Creator and Editor-in-chief, Divorced Girl Smiling site, podcast and app, Love Essentially columnist and author

Those considering second marriage might benefit from reading my Love Essentially column, published in the Chicago Tribune Pioneer Press. When it comes to the actual wedding, there are big differences from a first wedding. Here are my thoughts on a recent second wedding I attended.

The Difference Between First Weddings And Second Weddings by Jackie Pilossoph for Chicago Tribune Media Group

I have something to say to all the men and women out there who think it’s impossible to meet someone and fall in love over the age of 50. You are mistaken! Happily ever after at an older age happens, and when it does, it is beautiful to see.


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This past weekend, I went to the wedding of a couple that is in their late 50s. Both divorced, they met five years ago on and have been together ever since. Last year, they decided they wanted to make things legal so they got engaged and planned a wedding and reception for about 70 family members and friends.

Before their wedding, I had never been to a second wedding, so I wondered if it would be a lot different than a first wedding. Turns out, it was and it wasn’t. (Click here to read the rest of the article, published in the Chicago Tribune Pioneer Press.)

Like this article? Check out my blog post, “Is he second marriage material? 10 Questions To Ask Yourself”



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Jackie Pilossoph

Editor-in-chief: Jackie Pilossoph

Divorced Girl Smiling is here to empower, connect and inspire you. Jackie Pilossoph is the creator and Editor-In-Chief of Divorced Girl Smiling, the site, the podcast and the app. A former television journalist and newspaper features reporter, Pilossoph is also the author of four novels and the writer of her weekly relationship column, Love Essentially. Pilossoph holds a Masters degree in journalism and lives in Chicago with her two teenagers. The author of the novels, Divorced Girl Smiling and Free Gift With Purchase, Pilossoph also writes the weekly dating and relationships advice column, “Love Essentially”, published in the Chicago Tribune Pioneer Press and the Chicago Tribune online. Additionally, she is a Huffington Post contributor. Pilossoph holds a Masters degree in journalism from Boston University.

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