What Would You Wear To Work If You Had A Different Job?

What would you wear to work if you had a different job? I used to think about this a lot when styling and working in retail. Oftentimes, I’d admire how a woman coming into the store would wear pressed suits and perfectly buffed shoes. I’d imagine how many suits she must have to fit her position, and if the color would change with the seasons. When seeing someone with a presumably corporate job wear something like a leather skirt, a blouse and boots, I’d wonder what were the circumstances in which they chose not to wear a suit, and opt for something different.

I think part of it is always a lust for the other side. When you don’t have to dress within certain constraints, you—or at least—I, am left wondering what if. Don’t get me wrong, my career allows for many different versions of myself. But in seemingly formal meetings, I always opt for a Doén dress and boots. And usually pick the same thing at night when going out on a date or for dinner with friends. It’s funny how times have changed, and the ground for how style can translate is vast.

I loved playing around with suits over the past year. Of course, my favorites are almost always, vintage. And when not wearing a full vintage one, I mix and match with various patterned trousers.

When it comes to hair I wonder much of the same. While it’s illegal to discriminate against a person’s natural hair, what is considered acceptable for corporate positions? Long ago, you’d never see a woman with braids going straight back, in certain positions. Now, I wonder, has that space changed as well?

No matter the case, it’s fun storing a few things for odd days when I feel like playing a game of what if. And also, knowing they could integrate with my everyday clothes. For instance, I’ve worn these trousers and similar loafers with a basic t-shirt for years!!

What say you?

(Photos by Kelsey Cherry for LATONYA YVETTE. This post has affiliate links. If you choose to purchase something, we may earn a small commission. Thank you for helping us keep this small space running.)

4 thoughts on “What Would You Wear To Work If You Had A Different Job?

  • Reply Anya February 12, 2020 at 9:45 pm

    I’m a knitter, so I’d be a perfect fit for a job in which I could wear elegant shawls, because there are so many patterns for those, and they’re gorgeous. But I’m a family doc at a community clinic for low-income patients, mostly recent immigrants who don’t qualify for Medicaid for immigration reasons, so I have to cover a lot of ground. For that reason, my job gets fairly physical— down on the floor doing diabetic foot exams, wound care, stuff like that. Not the greatest job for wearing shawls— I’m in a fitted T-shirt, a cardigan, flats, and some comfy skirts most days. 🙂 Your style is fabulous, by the way.

    • Reply latonya February 13, 2020 at 8:52 am

      Hi Anya,

      I love that so much!! You could likely have any job besides the one you have right now and a corperate one, in which. you were able to wear knits, right?!

      Thank you for all the work you do, it sounds difficult and also I bet in some way, also rewarding?


  • Reply Megan February 13, 2020 at 12:22 pm

    As a pregnant stay-at-home parent, my current wardrobe is sweatpants, oversized tees, and baggy sweaters. Also it being winter and snowy where I live means not much more shows than parkas and snow boots. I do often miss the ritual of waking up, taking my time to get ready and planing an outfit that’s not based around the needs of little ones. I’m missing slim fit black pants and oxfords and shirts that don’t require breastfeeding access. I love my job, but getting ready for a different job sounds fun too.

  • Reply Jaynell March 9, 2020 at 7:09 pm

    When I was a chef (a fancy title for what is really is: playing with food in a mad rush while getting dirty, wet and smelly every single day)–I used to feel so much shame when mingling with my corporate coworkers, or stepping out to run errands in my stained, damp, swag-less clothes. I would literally fantasize about having a job where I could get long acrylic nails, express my personal style, and wear my hair out!

    Now I’ve transitioned to accounting and I think dressing for work is my favorite part of the entire gig! I get to source creative work clothes for cute quirky I call it”art polished” looks from thrift stores (most seem to have nothing BUT).

    I feel so good wearing outfits I fantasized about a few years ago– smelling good and never chipping my manicure! Too bad the job is so bland I’d take the cheffy one back.

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