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Should Your Style Be Comfortable? My Answer My Surprise You

Building a Wardrobe
Comments(6)
March 19, 2026

In 2026, it’s stylish to look comfortable. You read that right. Just recently I wrote a blog post with tips for building a stylish spring wardrobe. And in that post I actually reminded readers that “comfortable “is not a style word. It’s a descriptor of function, not fashion. That said, six years past the pandemic that forced us all to rethink comfort, it’s actually become quite unstylish to look uncomfortable in your outfit. So it’s worth a conversation to talk about how to create a personal style that is, well, among other things, comfortable.

Should Your Style be Comfortable?

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Should Comfortable Define Your Style?

I’ve often reminded women that comfortable is not a style, but simply a function of your clothing. Similar to washable, durable, affordable and travel-friendly, comfortable describes how you want your clothing to function, not a style you want it to help you achieve. I encourage women to define their personal style by deciding on three “style angles” that describe how you want to look to other people on a consistent, even daily basis. These words should positively complete the sentence, “She always looks so __________________.”

So would you really want comfortable to be one of your defining style angles? Do you want people to describe you to others by saying, “She always looks so comfortable?” Probably not. You might want people to see you as comfortable in your own skin or comfortable around people or even comfortable in new situations, etc. But you probably don’t want to be stuck with people always thinking you look all comfy, cozy…at work, at church, at your grandchild’s piano recital, at a friend’s birthday party.

jacket c/o or here // tank // pants in 29.5″ c/o or here // sandals or here // shoulder bag c/o // earrings c/o // coin necklace c/o // beaded necklace c/o

However, I find that many of my readers (and myself) gravitate to descriptors like effortless, natural, graceful, relaxed, quiet, subtle, fresh, understated. Sure we may also have other more definitive adjectives among our three style angles, like classy, feminine, lively, confident, polished, edgy or romantic. But many of us are adding that qualifier that gives us the permission to look a little undone, easy, clean, pared-back or fuss-free.

Indeed there was a time when it was quite fashionable to look anything but comfortable in your clothes. You don’t have to go far back in history to see photographs or drawings of women’s clothing that looked confining, restrictive, fussy and anything but easy to live in. During those times, the fashion of the day demanded that waistbands define, corsets and bras lift and restrict, hemlines expose or cover and buttons secure. Freedom of movement was sacrificed for fashionable appearance. Comfort was reserved for nighttime garments…maybe.

Why We Do Want to Look Comfortable in 2026

But ever since 2020, comfort has become a fashion goal, if not a fashion style. Six years past the year when we mostly stayed home in our comfy cozies, we’ve determined that we no longer and never again want to feel uncomfortable in our clothing.

Indeed, for a couple of years there, it looked like we would never get out of our sweat pants again. Loungewear, athleisure wear and active wear seemed to be the new norm for everyday wear. But alas, in the last couple of years the culture has decided to get dressed again. We’ve emerged from our comfy cozies to again don proper trousers and button-up shirts and structured jackets and shapely dresses with pretty details. Hooray for an enthusiastic return to real style!

But the desire to be comfortable? We have not left that behind. Yes, we want to get dressed, even dressed up. But make it comfortable, by golly!

And fortunately for us technology and designers have kept up with that demand. Not only are natural fiber fabrics dominating the fashion scene, but brands are able to process them with more sustainable and environmentally friendly practices. Fabrics such as yummy cashmere, temperature regulating wool, soothing silk, breathable cotton and soft linen are back in vogue. They’re fashionable and lovely on the skin.

At the same time, manufacturers have created a plethora of synthetic fabrics that are also sustainable and extremely comfortable, unlike the polyester of yore. These blended fabrics promise breathability, moisture-wicking comfort, rip-resistant wearability and even sun protection. Comfort abounds.

jacket c/o or here // tank // pants in 29.5″ c/o or here // sandals or here // shoulder bag c/o // earrings c/o // coin necklace c/o // beaded necklace c/o

With a return to getting dressed up, designers are again showcasing “real” streetwear, but they’ve perfected comfortable renditions of the familiar essentials. We’re seeing more stretch fabrics, elasticized waistbands, drawstrings and oversized designs. And personal choice has become the norm rather than the outlier. For instance, what’s trending in denim? Everything! Wear the silhouette, rise and length you prefer, whether that’s a high-rise, wide-leg, ankle jean or a full-length, low-rise, bootcut jean. You do what you’re comfortable with.

jacket c/o or here // tank // shorts c/o or here // sandals or here // shoulder bag c/o // similar belt // earrings c/o // coin necklace c/o // beaded necklace c/o

And so, yes, six years post-pandemic, you actually do want to look comfortable in your clothes. For the first time, perhaps forever, it looks a little “off” to appear uncomfortable in your clothes. Gone (at least for now) are the days when we expect to look confined, restricted and completely buttoned-up.

But ideally you want to achieve a balance of good style and comfort. The style goal in 2026 is to dress in a way that exhibits a little personal style, but also looks comfortable. That’s why adding a word like effortless, natural, relaxed, quiet, subtle, fresh, understated, undone, easy, clean, pared-back or fuss-free to your personal style angles could actually help you to look more current and modern.

jacket c/o or here // tank // shorts c/o or here // sandals or here // shoulder bag c/o // similar belt // earrings c/o // coin necklace c/o // beaded necklace c/o

If this “stylish but comfortable” fashion culture resonates with you, I encourage you to…

  • define your personal style with 3 real style words…not words of function like comfortable
  • prioritize style (not comfort) when shopping for new items
  • but use comfortable like a gatekeeper, not allowing anything into your closet that doesn’t feel good
  • put together outfits that reflect your personal style
  • but also make sure you don’t appear uncomfortable in your outfit of choice
  • lean into fabrics and designs that achieve that beautiful balance of personal style and real comfort

I’d love to hear your thoughts on this topic. Weigh in below in the comments section. And if you’re interested in the beautiful but comfortable fashions from Varley that I’ve modeled in this post, you can shop through the captions in the photos above or the shopping widget below. Thanks so much for stopping in.

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Blessed for My Day

What motivates you to get through hard things? Sometimes I promise myself a little reward if I do the hard thing I need to do. But I’ve discovered that tricks like that only work for so long. Eventually they lose their magic and I begin to bargain for bigger rewards to accomplish less. 

The Bible reminds us over and over that our ultimate goal is to please the Lord. As our Creator, Redeemer, Sustainer and Giver of all good and perfect gifts, God deserves to be the one upon whom we focus as we accomplish the tasks He has set before us. He rejoices in our obedience. Not only that, He rewards it. If you are struggling today to put one foot in front of the other, keep your focus on Him. Let the joy of the Lord be your strength.

Then he said to them, “Go, eat of the fat, drink of the sweet, and send portions to him who has nothing prepared; for this day is holy to our Lord. Do not be grieved, for the joy of the Lord is your strength.” ~ Nehemiah 8:10

xoxo, Kay
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6 thoughts on “Should Your Style Be Comfortable? My Answer My Surprise You

  1. You have inspired me to want to be and look put together but whatever clothing I wear to feel comfortable to me. I’m too old for high heels but I still want to be stylish and modern.

    Thank you for introducing me to great options for various outfits! I enjoyed the style board showing various ways to wear one item. That’s what I need to focus on when shopping.

  2. I don’t think I would have put comfortable on my list of how I chose my style (my 3 words) at any point in life, but I will say it has always guided me when trying on clothes. Just ask my mom…when I was little I would certainly have changed clothes if the outfit wasn’t comfortable. I don’t think comfortable means only spandex or lounge wear. My goodness though that seems to be what people mean today. A pari of chinos can feel great and still look polished too. I am more relaxed with retirement and babysitting my grandchildren but that doesn’t mean all knits and elastic waist pants. I think my 3 words would be casual, classic and preppy. I am 65 and still lean heavily into preppy. A good pair of chinos, button shirt and Sperry’s work for me.

  3. This post is perfect timing for me! Yesterday we arrived back home on Vancouver Island from our winter stay in California. With a need for clothes of all seasons during our stay and the alluring plethora of shopping opportunities state-side I’m here to tell you that the car was loaded. So, today has been about melding what came home with what was left home and it’s a chore. But I am being ruthless as I change the closet to spring-summer wear, store winter clothes and fill the bins with discard or donate items. I’m down to shoes and accessories and it’s feeling so good. Comfort is one of the many requirements of each piece that makes it to a hangar.

  4. With you 100%! My style angles are feminine, classic, polished. But EVERY piece of clothing in my closet is comfortable. That includes shoes and accessories too. I have a particularly sensitive tummy, so all my bottoms are elastic waist and non-constricting. And I never wear belts. I’ve been like that since I was young. Trying to find a stylish elastic waist skirt or pants in my early adult years was challenging, because everything available back then looked so frumpy. Thankfully today, manufactures make very polished looking bottoms with elastic waists. I dress fairly professionally 4-5 days every week and will not sacrifice my comfort for any reason!

  5. When I was young I didn’t mind being uncomfortable as long as I was stylish. That has changed the older I get. I want to be comfortable in whatever I wear. I was asked what job I had before retiring because of how put together I always look. Now I would say my style is polished, preppy and classic. If I like a trend I will wear it. If I don’t like it, I won’t wear it.

  6. Hi friends!
    My career wardrobe always classic. Definitely “buttoned up” pre pandemic. I also wore a lot of dressed.
    Pandemic, I went to the office every day, but wore khaki slacks and shirts/blouses.
    Post Pandemic … similar to pandemic, yet, I find myself “elevating” my outfit with jewelry, scarves, jackets, etc.

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