Building a Chronic Illness Wardrobe

Weirdly, one of the saddest parts of my slow descent into chronic pain hell is being unable to dress the way I used to. 💔

Even setting aside the issue of how my body shape/size has changed since becoming less mobile (because I ain’t about that fat-shaming life), there are some types of clothes I just can’t wear anymore, or at least not very often. My beloved rockabilly dresses have nipped waists that dig into me uncomfortably; luxury lingerie stabs me with its underwires and lace; even jeans often feel painfully restrictive. I was never much of a high heels person, but now even sturdy heeled boots sometimes hurt me. It suuuuucks.

However, slowly but surely, I’ve been re-learning how to dress myself in what feels like a completely different body than I had in my teens or early twenties. Here are some of my top picks; maybe they’ll help you if you also have chronic pain/illness, or even if you just like comfy clothes!

 

Leggings and lounge pants have become foundational to my style. I used to wear tights under dresses most days, but over the years I’ve slowly transitioned to wearing leggings under my dresses instead, because they’re comfier, more durable, easier to put on in a hurry, and can double as pants for sleeping in or lounging around the house. (Or wearing out, frankly. The “leggings are not pants” brigade can fuck right the hell off.)

These TrueSleep modal joggers by the Gap are some of my faves right now; I have a few different pairs. Modal is one of the comfiest materials for my particular body. It’s stretchy, non-scratchy, and feels light as air against my skin. These pants have pockets – always a plus – and they have a slim enough cut that they can pass for leggings if I throw a dress over them before leaving the house. They’re marginally see-through because the fabric is so thin, which is admittedly a drawback, but I barely wear them out of my apartment so it doesn’t really matter. I also love my Ureshii leisure pants, which were made-to-measure and are soooo comfy and soft.

 

Cute tops help me feel like a human even when my body isn’t cooperating. I’ve recently sought out soft lace-edged tank tops as a replacement for the oversized T-shirts I tend to rock with my lounge pants, because any little thing I can do to feel more femme is helpful when I’m achy and insecure.

Looking in the sleepwear section of any clothing store is always a good bet for pain-friendly clothes, because those garments tend to be specifically engineered for comfort and mobility. I always keep an eye out for “sleepwear” items that don’t look like pajamas; they are truly the holy grail.

 

Modal slips are a lifesaver for me. My first one was a black satin-edged Calvin Klein one that I bought a decade ago, and it’s held up so well and gotten me through so many pained days that I recently ordered a couple more: a short one in black and a longer one in a rosy red. These are way more glamorous than sweatpants but just as comfy (if not moreso), and can even be worn out of the house if layered appropriately with leggings and a cardigan or somesuch.

I’m curious about silk slips – they seem like a summertime equivalent of my modal ones, and are ultra-glam – but the one I want most isn’t available in my size, so I’ll keep looking, I guess! I also dream of someday ordering a bespoke Ureshii jersey dress; their cuts are gorgeously flattering but they’re made of super-soft fabric.

 

Bralettes are a must-have for times when I want some boob support but am in too much pain for a proper bra. Truth be told, I don’t wear bras or bralettes all that often, because I’ve basically stopped caring about my nipples being visible or whatever, but sometimes I want to feel a little fancy so I’ll put one on.

Some of the comfiest ones I’ve found are by Aerie. I usually avoid lace because I can’t handle the itchiness against my skin; soft fabrics are where it’s at. If I ever want to go the whole nine yards, I could order some made-to-measure jersey bralettes from Ureshii (drooool).

 

Cashmere sweaters are super comforting and cozy. They especially help me when cold weather is causing pain flare-ups; one day I’d love to own a pair of cashmere leggings for similar reasons (feel free to recommend some in the comments!). My favorites right now are by J. Crew but it’s pretty easy to find vintage cashmere for a steal on eBay, Etsy, Depop, etc.

Cashmere also layers really nicely with materials like modal and silk. The extreme softness of it makes me feel swaddled in safety. Truly ideal.

 

Ugg boots are a controversial pick, but whatever. They’re incredibly comfy, even when I’m having one of those weird pain days where just walking around hurts my feet and legs. I often even wear mine around the house.

The ones I have are adorned in sequins, but I’d eventually like to get a classic black pair because they’re subdued enough that they don’t scream “Paris Hilton in 2003.” (Not that there’s anything wrong with Paris Hilton… but she and I have different aesthetics!)

 

Jumpsuits and rompers are best for those days when I just can’t be bothered with separates. My favorites are by MeUndies, whose rompers are so sinfully soft that they’re even comfier than being naked (for my body, anyway). And they have pockets. Incredible.

The Gap makes a Softspun V-neck jumpsuit and a modal romper that both intrigue me. In summer I could wear these out of the house and probably no one would bat an eye. Cool!

 

Fellow folks with chronic illness/pain, what changes or additions have you made to your wardrobe to accommodate your condition?