Clothes Shopping Over 50 – Zero Stars, Would Not Recommend

We are going out of town soon to meet up with friends in Walla Walla for wine tasting. We’re beyond excited because we haven’t had a couple’s weekend away in forever. The last time that hubby and I have been away from home and without spawn was right after we dropped our oldest at college, and that was not exactly a carefree, romantic, two-day journey. The past two years, spent mostly at home and with limited travel, have left my wardrobe feeling outdated and worn. So I have been going out intentionally and looking for clothes. This is what some people call “clothes shopping” and what I call “oh, god, do I really look like that.” What I discovered on today’s excursion after two years in my Covid hole is that the 90s have returned. I vaguely recall the 90s. They were not a good look for me. All the mom jeans and pleats and clunky shoes and maxi skirts and flowy silhouettes do not work on my figure. I am on the smaller side with no curves. Large, shapeless outfits with oversized features (like huge collars and ruffles) make me look bigger in the places I don’t want to be bigger and yet somehow smaller in the areas I don’t want to be smaller. It doesn’t make any sense, but I don’t need that sort of help. And the colors. Brown? Gold? Seafoam? No thank you.

Here are some examples of fashion I found today:

What I learned on my clothing sojourn is that I will likely be mining my own closet for clothes to wear wine tasting.

Fashion is a mixed bag. And it gets increasingly difficult to be fashionable as you get into your 50s and beyond. Your body isn’t what it used to be, and fashion trends decidedly favor the young. I mean, at this point my choices are A) a cropped top and 90s denim or mature woman clothes from LL Bean or Talbot’s. But I’m not 25 and I’m not 75, so neither choice is acceptable. If I ruled the world, everyone would be fashionable wearing whatever clothes best fit their form and no one would judge except on individuality. In that world, my world, it would be an endless array of skinny pants, pencil skirts, blazers, fine merino wool sweaters, and cap sleeve t-shirts for me. But ready-to-wear doesn’t work that way. You can’t always find what works best for your figure. Sometimes you have wait for an undesirable trend to fade away and keep your fingers crossed that the next trend will offer you what you need.

All I know is I may not be the most fashionable while wine tasting in Walla Walla, but I will be perfectly comfortable and happy not wearing any of the styles in these photos.

And I will still be fabulous.


    1. I will check out Five Star. If I don’t get to it this trip, I definitely will when I pick up our son from school next month. And thank you for the kind words and for reading. I appreciate you. 😊

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