Kendall’s Style Recommendations for Chronic Illness Warriors

Blogger Kendall Rayburn suffers from chronic illness, but doesn’t let that stop her from picking out stylish plus-size outfits. Check out her extra comfy picks to carry you through the season.

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Blogger Kendall Rayburn doesn’t just show off her favorite outfits to her followers, but talks openly about her personal experience suffering from chronic illness. When putting together her collection, it was crucial for Kendall to have cozy pieces that can offer her comfort when she is suffering from intense pain. With so many of her followers relating to her experience battling a chronic illness, we asked her to put together a style guide full of pieces that make her not just look but feel good. 

Written by Kendall Rayburn.

I had the incredible opportunity to curate a collection of Dia & Co pieces for all kinds of women, including chronic illness warriors like myself. I suffer from endometriosis and in my day-to-day life I need clothing items that are going to be comfortable for me to be in, especially on the bad pain days.

Choosing items for those who seek comfort was very important to me because a large part of the community that I’ve built online are others with illnesses they’re battling. So I made sure to choose the coziest items Dia had to offer, and believe me, they are super comfy. I got to try everything on, style each item a bunch of unique ways, and was stylishly comfortable the entire time. Check out my favorite pieces to wear on those days when I need all the comfort I can get!


Kendall’s Picks for Chronic Illness Warriors

Ren Waffled Drawstring Pullover

This mesh pullover is so comfortable and the color in person is even more beautiful than in the photo. The mesh material is super breathable, making it perfect for those of us who have hot flashes. The fit is looser so it never feels too constricting, and it looks great paired with either jeans or sweats!

My pets are always there to offer me comfort when I need it most– and so are these joggers.

Recover French Terry Joggers

These joggers the best sweats that I’ve ever owned. The quality is fantastic and they wash up beautifully, coming out even softer than before! The slate gray goes with everything and unlike most sweatpants they never look sloppy, they still make me look put together whether I pair them with a tee or a sweatshirt.

For balance, I paired these fun printed joggers with the neutral charcoal grey Ren Waffled Drawstring Pullover.

Beekman Joggers

I’ll admit it, I have a soft spot for floral prints! These joggers just flat-out make me happy⁠—the colors are beautiful, the fit is great, and I smile every time I pull them out of my drawer. I have a feeling these are going to be a huge hit, and not just with me!


This look is another cozy favorite of mine. Bonus: you can mix and match these pieces with all of the others featured in this post! I chose everything carefully, to provide you with multiple pairing options for each piece. A versatile wardrobe is critical to me! 

Klein Fleece Jacket

I LOVE THIS JACKET! Seriously, go buy this right now—you’ll love it, I promise! It is so soft and cozy, perfect for exploring outside or snuggling up with your heating pad inside. I love putting this on with leggings for a comfortable look to run errands or play outside with my boys. It zips up, has a comfy hood, and is oh-so warm making it perfect for a winter in Michigan!

Halsey High Rise Tights

I wore these leggings for the first time during my New York trip over the summer and fell in love. The fit is fantastic, the high rise makes them even comfier, and whether I’m planning on lounging around or going to work out, these don’t slip or roll down. If I’m working from home or resting, I’ll pair them with a cute t-shirt like the Sadie Scoop Neck Tee for maximum comfort.

A good cozy jacket is essential for any chronic illness warrior, which is why I included two in this collection! The one I am wearing in the photo above with our gorgeous pup, Emma, has become a go-to.

Odyssey Pullover

It is so hard to find an affordable, comfortable, non-boxy fleece pullover in plus sizes. Which is why I got so excited when I tried this baby on! I wear this all the time—I hang it up by the front door so I can throw it on when it gets chilly, to go get the mail, let the dogs out, you name it. It’s warm enough that you can wear it outside and uber comfy making it the perfect winter pullover. I cannot possibly explain to you how soft it is! And how cute is the contrasting pink zipper? This one is a must-have, folks!







While those are my picks for us chronic illness warriors, they’re also perfect comfy picks for those of us who work from home or are always on the go. But that’s not where the comfiness ends! The rest of the collection has additional pieces to mix and match—from warm sweaters to easy and wearable dresses, your winter wardrobe will love welcoming in a new piece from these options. 

If you’re living with a chronic illness, let me remind you that you are not alone. I know how it feels to be sick and still have to do life, and it’s hard. But hopefully, taking comfort in a few stylish but cozy pieces can make your day-to-day just a little bit easier like they’ve done for me. With these pieces, you’ll have your comfort wear for this season on lock. And don’t forget: you deserve to feel good!

Sending you so much light and love!

Your Chronic Illness Sister,

Kendall Rayburn

follow her at @kendallrayburn