The Closet Chronicles, part II: A wardrobe frustration leads to a jeanius solution

I was amused a few years back when GenZ declared the Millennials to be uncool because they couldn’t move on from their side parts or skinny jeans. Oh, the wailing and gnashing of teeth! 

Fortunately, my generation (early GenX) had already experienced the abject humiliation of being labeled “uncool” by those same Millennials years ago. As someone who is closer to 60 than 40 these days, it’s been a long time since I’ve looked to teenagers for fashion validation.

What I found particularly funny about the declaration banning skinny jeans is that, regardless of which type of denim the fashion police have declared in or out of style in a given year, those of us who have cycled through all the trends understand that the answer to “which jeans look best” is both subjective and constantly changing. 

During most of my corporate career, I worked in an office and dressed a step up from business casual. Skirts and dresses were the norm, so jeans were reserved for Fridays and weekends. Like a lot of remote workers, I took a hard turn into extreme casual wear during the pandemic, but am now trying to find a balance. In fact, after too many months spent lounging around in yoga pants and the like, I made it one of my New Year’s resolutions to put on real pants each day!

I’m proud to say that I’ve been successful with that one (I adhere to the SMART goal framework, so achievability is key)! … In my world, that means that I’m generally reaching for a pair of jeans.

And now I’m going to make a very controversial statement: There’s a time and a place (and a potentially stylish outfit) to be made from nearly every kind of denim. Not the limited options those GenZ arbiters of “cool” would have you believe.   

Bear with me here… In an effort to sell the Average American Woman way more denim than she actually needs, fashion designers have left no trend—no cut, wash, rise or embellishment—untried over the past several decades. So which pair will look best on you is NOT going to be determined by some Instagram influencer. Rather, the most attractive pair will take into consideration your age, your body, your attitude, the occasion you’re dressing for, and perhaps most important, the rest of your outfit (top, shoes, etc.). 

End of hypothesis.

For example, cool or un-, I will never get rid of all of my skinny jeans. That’s because I have a considerable number of boots, and skinny jeans are the only jeans that will balance out an oversized top and tuck into tall boots. And in January, in Minnesota, a cozy bulky sweater, jeans and boots will never not be in style. 

BUT, that being said, I also have plenty of other denim styles in my rotation: flared jeans, baggy jeans, straight-leg, cropped, wide leg, distressed, embellished, hemmed and unhemmed, and the previously lauded flannel-lined jeans. 

Which pair I’m going to wear is dependent on all of those other factors mentioned above, but ALL are in the rotation and are an authentic part of my wardrobe. 

I think I speak for most women who have given birth or are over 35 when I say that we’re pretty much over the cropped-everything trend. Really, enough already! Yes, a cropped top can look nice—when paired with the right bottoms, but most people my age aren’t comfortable flashing their bellybutton outside of the gym or a beach.

Crop tops are definitely one of those styles that are tricky to manage if you’re older than 30 or have given birth—and the last couple of years it’s been nearly impossible to find tops that are both cute and work appropriate. So, if I’m wearing a shirt that is slightly cropped, I will pair it with mid- or high-rise jeans to compensate, keeping my bellybutton covered. Likewise, if I’m wearing a longer, tunic-style top, I want to pair that with minimal bulk around my waist. Yet I couldn’t always tell, by glancing at a pair, which jeans would work. Finding the right bottoms to wear with a specific top frustrated me, because—invariably—I would end up trying on several pairs each time, in search of the right fit. 

But this is where my jeanius idea comes in…

That led me to my *new* labeling system for denim. I bought a pack of plastic size disks ($9.99 for 30 on Amazon) and labeled them by rise, length and style. Voila! I now can grab a pair and know exactly how they will fit, saving me time and irritation. (In retrospect, I could have done this with cardboard tags as well, which would have been a bit more environmentally friendly.)

While doing this may seem over-the-top, it’s already saved me more time than I spent making the labels. And I’m a BIG fan of anything that saves me time and frustration. So, I wanted to share this hack—in case any of you find it helpful (and can thereby validate that I’m actually “authentically clever” vs. just weirdly compulsive.) 🤣

(I ended this blog post with the laughing emoji, because that was declared uncool by GenZ around the same time as the skinny jeans and side parts… That Stormy is such a rebel.) 🤣🤣🤣

Authenticity Comes Out of the Closet

Earlier I posted about how my goal this year was to be Authentic. Well, one aspect of my life that is coming under my personal authenticity scrutiny is my wardrobe. Like many of you, the last few years have been hard on it.

I worked (mostly) in an office, took several business trips a year, took Pilates classes, had an average social life with one or two “fancy” events per year. My closet contents reflected this pretty well, with lots of wool skirts, cashmere sweaters and tights. (Did I mention it gets cold here?) 

Each morning, I woke up asking myself, what day is this? Our three-year Groundhog Day meant 90% of my wardrobe (and jewelry) remained untouched while the following were in heavy rotation (depending on the season):

  • Athleisure
  • Jeans (but only the comfy ones)
  • Shorts
  • T-shirts
  • Tank tops
  • Sundresses/t-shirt dresses

In the winter, I expanded my “outdoor” wardrobe, buying flannel-lined jeans, flannel-lined joggers and multiple hats (after living my whole life as someone who resisted winter hats due to my bangs). Just an aside here: If you live in a cold climate, flannel-lined pants are a game changer. If you like to go walking outside, buy them, you won’t regret it. 

And, as someone whose shoe collection consisted mostly of high heels and boots, I also bought more flats (sneakers and sandals). 

KitKat wearing a blingy brunch outfit

As life has slowly returned to its “new normal,” I recognize that my go-forward lifestyle will probably never align with my pre-pandemic wardrobe. Over the last few years, I’ve offloaded quite a bit to Dress for Success, Goodwill and the local consignment shop, but there are still items in my closet that haven’t seen daylight since before the pandemic. Since I never quite know what lies ahead, I’m reluctant to give away too much. After all, you never know when KitKat might need to borrow something blingy for a Taylor Swift Drag Brunch! (Despite my low-key everyday appearance, I own a surprising number of sequins.) 

But what should my wardrobe look like? That is, what is my personal authentic style? I could heed the advice of the endless “How to dress over 50” articles that flood my FB feed, but as a content creator myself, I know that the people writing these articles are just aiming for clicks and so I give them no special credence. Most of them highlight do’s and don’ts that one must adhere to in order to “age gracefully.” Screw that. 

If there is any benefit to growing older (and there is) it’s primarily this—not caring so much about others’ opinions. I don’t want to age gracefully; I want to age defiantly—which is another way of saying I want to be authentic, I guess.

When you hold onto these weird pants for years and voila you're invited to an art opening.

When you hold onto these weird pants for years, thinking “Will I ever wear these again?”

And voilà, an art show opening appears on your calendar.

Authenticity means that I have my own opinions about what I think looks good on me, and if it doesn’t meet the style standards of the fashion influencers, I don’t really care (that’s where the defiant part comes in). Case in point: Look at the red carpet photos for any Met Gala and you will always find plenty of celebrities wearing ridiculous outfits that were carefully curated and assembled by a team of stylists. But those who convey true style are invariably those who look most comfortable in their skin. So that’s what I’m trying to achieve… 

When my kids were growing up and immersed in the middle school culture of cliques—cool kids and wannabes, I explained that as you get older you realize that the coolest people are the ones who are too busy doing cool things to worry about whether they look or act cool. I have a weirdly shaped body—no really, I do!—that I have come to accept, but also must accommodate. For example, I have broad shoulders and a large ribcage, but small breasts (which rules out most button-down shirts or any top or blazer that is very fitted). I also have unusually wide feet, which means I will never buy ballet flats or penny loafers, even if I think they look cute on other people.

When I turned 40, I was more concerned with dressing appropriately for my age, but at this stage of my life, I pretty much know what works and what doesn’t (that’s the graceful part—I’m not going to fight Mother Nature). However, I will probably continue to wear overalls, camo prints, bikinis and cargo pants regardless of what’s in vogue or recommended for “women of a certain age.” So, I guess “gracefully defiant” is Stormy’s authentic style.

Fashion over 40: Catwalk or Tightrope?

The year I turned 40, I instantly became more self-conscious about my clothing choices. I had always liked fashion, but I didn’t want to be one of those women who looked like she was trying too hard to hang on to her youth (aka: “mutton dressed as lamb”). Plus, with two adolescent girls, I didn’t want to embarrass them by trying to look like their peers.

At the same time, I like clothes. I like to be comfortable. I like what I like and I don’t like to be subjected to “rules” that are determined by my age. Over the last several years, I’ve become more comfortable with determining what’s right for me. And I think I walk that tightrope between fashion and appropriateness pretty well. But if I start to lose my balance, you can bet that my now 18- and 21-year-old daughters will extend a hand to save me from making a serious style misstep.

Case in point: Last year, I was obsessed with a leather sheath dress from Banana Republic. It was a classic style in soft brown leather—more polished and unexpected than the predictable black—so I thought I could put a professional spin on it and wear it to the office. sheath_dressMore expensive than my usual wardrobe choices, I watched the website for a sale. First it was in stock, but not on sale, then on sale, but out of stock. Finally the planets aligned: It was in stock and on sale. I ordered it and waited impatiently for my new purchase to arrive. A few days later the package was delivered. I rushed upstairs to try it on. It really was a lovely dress, with buttery supple leather. But when I tried it on and looked in the mirror: Meh. Despite the sizeable investment, it didn’t transform me the way I’d hoped. And at my age, I can’t afford to let my fashion dollars sit idle. Or was I just being too critical because of the hefty price tag? Looking for a second opinion, I walked downstairs and modeled my new purchase. “Whaddaya think?” I asked my husband and daughter. My husband (ever the diplomat) answered, “It’s nice.” My daughter—on the other hand—responded, “Mom, you look like a couch.”  With that appraisal, I had to face the cold hard truth: I wasn’t fashionable, I was furniture. Needless to say, back went the dress…

A fashion miss is one thing, but I take other “don’ts” more seriously.

Ummmm. "Don't"
Ummmm. “Don’t” (Photo credits: Michael Tran/FilmMagic)

For example, the fine line between “attractive” and “suggestive.” Having a rather delicate décolleté (i.e., the “girls” are truly “girls,” not full-grown “ladies”), I don’t have to worry about excess cleavage. But is this skirt too short? …this dress too form-fitting? …these heels too tall? I always struggle with finding the right balance.

Years ago, when KitKat and I worked together, if we were trying to evaluate whether something was inappropriate for work we had a foolproof test: The Bob Miller Axiom—named for a somewhat salacious coworker. If you were wearing anything borderline, you could rely on Bob to compliment you on it. And then you knew beyond a doubt that you probably shouldn’t wear that outfit to the office again.

In fact, when my husband and I ran into Bob and his wife on the beach as part of a work incentive trip, he even complimented me on my bikini. Now everyone knows that if you’re among coworkers in swimwear, you should assume a Cloak of Invisibility. That is, you do not acknowledge the aforementioned swimming attire, you don’t take candid photos and post them on Facebook, and most importantly, you don’t compliment the 30-something coworker’s taste in swimwear while you’re standing there with your 60-something wife.

With all these perils, you’d think it would be easier to just choose a “uniform” and stick with it (and as someone who spent her formative years in parochial school, I’ll admit to still having a bit of a thing for Black Watch plaid). Yes, while playing it safe would certainly be easier—and shave some time off my morning routine—I know I’ll continue to walk the tightrope. Because fashion is fun. Fashion is expressive. And when you’re in Marketing, you can justify spending more than you should on clothes by telling yourself your chosen field requires a stylish career wardrobe … at least that’s the creative rationalization KitKat and I employ. After all what better way to subtly underscore your keen grasp of pop culture and trends? Hey, whatever pays the (shoe) bills!  😉