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Outfit do-overs, wedding edition

Outfit do-overs, wedding edition

7 creative people we love. What would they change if they could?

Hey Mrs. Solomon on Style's avatar
Hey Mrs. Solomon on Style
Jun 07, 2025
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Outfit do-overs, wedding edition
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As much as I love a dress, I’m completely unmoved by wedding dresses. And as much as I love all things romantic, knew I wanted to be remarried post divorce, and love being married, I never had that “wedding thing.” I am not an events girl. I hate things that feel stiff and forced. When we got married in August, 15 years ago (and a month after our engagement). I empathized with the guests who’d have to leave the pool (or whatever) and come! We held it at The Place, a favorite lobster shack, got a rabbi to come, and my husband planned the entire thing. I wore a $59 Vera Wang Lavender Label dress I got on Rue La La, where I worked at the time, and DVF wedges, because the ground was covered in clam shells. The invitation (on a lobster bib) suggested everyone come in flip flops and shorts.

No regrets except that my great grandmother’s opal earrings have gone missing. And had I known what I know now, I would have had the breast reduction sooner!

At 54, when “wedding season” hits, I generally feel bored and out of it. In this year of getting curious, rather than Scrooge out on the sidelines, I decided to rustle up some cool people and ask them about what they wore to their weddings. I wanted to see if I could make this subject interesting, even to someone like me.

I wanted to know what they wore — and also: What would they wear today? What would they have done differently? Since do-overs are such a part of what I believe in and practice - what would a do-over look like on an occasion as big for so many as this one?

I also imagined that we’d poke at the idea of fashion “timelessness.” That maybe I’d see that even the most “classically” minded among us, nothing lasts forever (except the vows, if you’re lucky).

But that, surprisingly, wasn’t my takeaway.

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