There is nothing — and I mean, nothing — I like more than being comfortable. Listen, I had my days in my 20s and early 30s when I dressed to impress. I’m talking form-fitting skirts, coordinating heels, the whole nine yards. Now, as I sit at 44, I’m less impressed with portraying “the complete package” and more concerned with “how comfortable can I be.” If I could wear pajamas to events, you bet your sweet bippy that I would.
So, why wouldn’t I share my trade secrets? Yes, I have pants that don’t have a stretchy waist and I have shirts that button down but my preference is elastic, elastic, elastic … or something pretty darn close. Wire-free sports bra? Oh, heck yeah. Yoga pants and biker shorts? You better believe it. Two-piece outfits that match but look uber pulled together? Now, that’s the sweet spot. See just how comfortable you can be with the pieces below.
You Won’t Burn This Bra
Yes, I know a woman is credited with inventing the bra. The question I have is “Why?” These sometimes stretchy, sometimes pokey tools of terror basically exist to make our lives miserable. These longline bras are a bit, well, longer, and are wire-free, lightly padded, and offer medium support. Toss those bras you’ve had since Y2K because you need these in your life.
Kick It In A Kimono
A kimono is one of my favorite ways to look dressed up without feeling dressed up. They’re lightweight for summer, look great over a T-shirt or tank, and are flowy to hide problem areas. This one comes in so many colors and patterns that I lost track while counting. Pair them with leggings, shorts, or jeans for an easy, breezy outfit that’s not fussy.
It’s Tee Time
You can’t get by without some T-shirts at your disposal and Amazon has come to the rescue again with its own line of classic-fit, V-neck T-shirts in its Amazon Essentials line. Choose from more than 30 color combinations that come in sets of two (because why would you want just one T-shirt?). These have a close but comfortable fit that allows you to move any which way you want.
Dress To Impress
Whoever told you that dresses aren’t comfortable was lying to you; you simply need to find the right dresses. For me, I’d much rather throw on a dress with a pair of strappy sandals than tug on a pair of uncomfortable jeans. This tunic dress has a V-neck design and a casual, flowy swing-shift design available in more than 40 solid colors and patterns.
Leggings You’ll Love
These right here are the undisputed “comfort leader” on this list of 37 comfy clothing pieces. Leggings are always the right answer whether you’re headed to the gym or getting your lash extensions refilled. This particular brand has thicker material to avoid any accidental “peeps,” a high waist, and pockets because, well, pockets are awesome. You don’t need $100 Lululemons when you can snag these for less than $25.
Like Walking On A Cloud
Apparently, I have larger-than-average-sized feet, which I’m generally OK with until I try a pair of shoes like these cloud slippers and can’t quite get my sizing right. Regardless, they’re truly like walking on clouds (even if your heel is hanging off the back). These have a thick rebound sole that’s lightweight and compression-resistant for both the ultimate in comfort and support.
Maxi-mum Impact
You know the best thing about a maxi dress? Nobody knows what’s going on underneath there. Wearing shorts? Your secret is safe. Ate too much at lunch? No sweat. Wearing Spanx? No one will be the wiser. This strappy dress has a boho vibe, spaghetti straps, and a flowy design that keeps all your secrets safe. Heck, you could even ride a horse with one of these on — not that I’m encouraging it.
Short Notice
I have a love-hate relationship with shorts. Sure, they’re super comfortable especially if they’re like these lightweight, double-layered athletic shorts, but they don’t leave much to the imagination (if you’re worried about that sort of thing). The high waist conceals the “mom pooch” while the legs are designed for ultimate movement. With pockets and an attached, moisture-wicking inner brief, these might be the perfect option.
This Will Suit You
Bodysuits have been around since the 1960s and they don’t appear to be going anywhere anytime soon. Now, they’re being designed with a bit more sex appeal, which you’ll find in this racerback, halter-neck option. Pair it with your favorite skirt, pants, or jeans and it’ll stay exactly where you put it thanks to the snap closure. You’re on your own with bathroom breaks, though.
Biker Babe
If you love leggings, you’re going to go gaga over these high-waisted biker shorts made from the same material. Available in three lengths (five, seven, and eight inches long) so you control how much skin you’re showing. These pull on easily and are made from soft, stretchy, breathable fabric. The seamless front design keeps you looking neat and pulled together and the hidden waistband pocket is an added treat.
Cut It Out
I know what you’re thinking: “That bodycon dress certainly doesn’t look comfortable.” O.K., O.K., I’m not suggesting you wear it after a night out binging on tacos and margaritas. But the combo polyester-spandex material is soft and stretchy with lightweight material that’s perfect for everything from after-work drinks to a stroll on the beach. The small hollowed-out design on the midriff adds just a touch of sexiness.
Breast Is Best
While I love the longline design of the bra that was first on our list, I don’t enjoy that style personally because I’m always trying to pull it down or shove it up. These nylon spandex cami-style bras are wireless and just as comfortable but more in line with the traditional styling of a ladies’ undergarment. The best thing here is the price ($30 for four) and the wide variety of color options.
You’re Invited To The Pants Party
Do you remember that line from “Anchorman?” I think he meant something entirely different but this “pants party” is definitely one you’re going to want to attend. These casual, loose-leg sweatpants are perfect for yoga or running errands with a drawstring waist and a straight-leg design that’ll elongate your body. Throw these on with a pair of ballet flats and nobody will ever know you’re wearing $18 sweatpants.
Sweat It Out
As soon as I saw this two-piece sweatsuit, my mind immediately went to cool fall mornings, football games, and chili on the stove. (Sorry, I guess these 100-plus-degree days with 797% humidity are taking their toll.) These are uber comfy but styled in a way that makes you look pulled together … even if you’re not feeling pulled together. Choose from a gazillion colors in sizes up to XXL.
Ready To Crop
The first rule of “comfortable” is to find buys that aren’t necessarily form-fitting and these flowy cropped tanks fit the bill. With a loose front hem that drapes over and below the belly to cover it perfectly and dropped armholes that don’t restrict movement, this is one top you’ll find yourself reaching for again and again. Snag this comfortable, moisture-wicking top in 16 different shades.
Touch The Robe
If you don’t own a robe and you’re over the age of 30, consider this your sign to indulge. This long lightweight bathrobe is ideal for throwing on over pajamas at night or lounging around lazily on Saturday morning. Three-quarter sleeves and comfortable material is a must in a robe and this one accomplishes both. No judgment from me if you live in it all weekend.
Keep It Covered
If you’ve followed any of the other lists I’ve curated, you already know that I live at the beach where cover-ups are not only advisable but count as clothing if you run into a convenience store or restaurant. This cover-up lets you show off your tanned legs with a deep V-neck for visual interest and a drawstring waist to give you just the right shape.
Waffle Around
I love these waffle knit tunics so much I’ve purchased 217 of them. O.K., fine, that’s a slight exaggeration but I do own more than one in both solids and prints. This has the softest material, a button closure, a curved hem, and knotted detail in the front to make it look like “more than a T-shirt.” This has a generous fit and will become a new wardrobe staple.
A Kick In The Pants
A clothing item that has the word “casual” right in the description is the perfect addition to a comfortable wardrobe. These jogger-style pants have a wide-ish leg and a drawstring, paper-bag style waist plus pockets. (It’s always all about the pockets, isn’t it?) These are perfect for brunch, weekend getaways, and trips to the beach where you want to look classy but stay cool and comfy.
Double The Fun
I absolutely love the variety of two-piece outfits Amazon offers and this tracksuit is total perfection with its comfortable crewneck top and high-waisted pants with a drawstring waist. Both pieces come in the same color to give you an all-over slimming effect that looks equally as good with sandals as it does with tennis shoes. Choose from a variety of solids or pick a version that says, “Be kind,” which is a message we can all use.
Sweater Weather
It will be sweater weather before you know it and this criss-cross V-back sweater is the perfect introduction to cooler temperatures. (You can even flip it around and wear the deep V in the front if you’re feeling saucy.) This top comes in more than two dozen colors and a few different styles. One reviewer said, “I have the hardest time finding sweaters. In fact, this is the only sweater I’ve ever LOVED!”
You Can Ring My Bell
“Comfortable” doesn’t have to mean slouchy. This loose-fitting top has three-quarter bell sleeves that have sheer patchwork detailing to give you just enough visual interest to look like you made an effort (even if you didn’t). These pair well with jeans, leggings, or slacks and are made from a lightweight chiffon-like material that has a relaxed and comfortable fit great for the office or a night out.
Short And Sweet
Maybe athletic shorts aren’t your thing, which is certainly the category the versions we’ve already looked at fit into. These mid-waist shorts are a step up in style but no less comfortable with an elastic waistband, adjustable drawstring, and multiple pockets for all your stuff. I particularly love the floral print pictured but don’t neglect to look at cheetah, camo, and tie-dye options as well.
PJs All Day
Confession time: How many of your work-from-homers have been guilty of wearing your pajamas all day? I won’t say I have intentionally but sometimes the day gets away from you. This two-piece set with tank top and shorts could almost pass for an outfit (at least from the waist up for Zoom calls) but it’s also extra soft and comfortable for a sweet night of sleep.
The Right Jeans
Some of you reading this probably think that jeans are comfortable. I hate to be the bearer of bad news but you’re incorrect. Every pair of jeans I’ve ever worn has been tight and constricting with an “I can’t wait to get these off” vibe. These straight-leg jeans from Lee instantly slim you, which may be enough to supplant the “ultimate comfort” plan you’re on. (For the record, reviewers call these “soft and comfortable” with a fit that’s “perfect.”)
A Tempting Tunic
Those of us who prefer a bit more movement in our clothing discovered the beauty and simplicity of tunics a long time ago. There’s plenty of room for a food baby leftover from last night’s dinner out but the figure-skimming design will hide a multitude of other sins, too. This one is long-sleeved with a few small buttons at the top and looks flawless over leggings.
The Golden Purple Fleece
To quote the effusively popular show “Game of Thrones:” “Winter is coming.” And, I only say that now in late July because you need to get prepared. The first purchase you should make in anticipation of the cold and snow to come is this fleece sherpa-lined hoodie that delivers all the warmth in the always-comfortable hoodie design. A kangaroo pocket in the front will keep your hands warm.
This Top’s A Plus
Where are my fuller-figured friends at? This crewneck tunic top is an addition to the list just for you (even though many of the other products here have extended sizes). This casual tunic with side-split detailing pairs effortlessly with your existing jeans, pants, and leggings with some versions that have contrasting sleeves for a football jersey-like look. Reviewers rave about how versatile this top is and how well it hides a “muffin top and arms.”
Namaste In This Yoga Tank
Even if you’ve never darkened the door of a yoga class you can appreciate the comfort that comes from clothing billed for such classes. This workout top from icyzone (a company that seems to specialize in the comfortable only) has an open-back design, a built-in bra (so you’re not tugging at yours), and a lengthy hem that will sit over your pants. The strappy back isn’t bad either.
Better Grab A Hoodie
I love a good hoodie but a lot of them are too thick, too bulky, or have a hood that won’t lie flat. This lightweight version is right up my alley thanks to its relaxed boyfriend fit and (did I mention?) lightweight material. Other than that, it has all the standard hoodie fare including a kangaroo pocket, elastic cuffs, hood, and drawstring.
Knock Your Socks Off
Nothing feels better after a long day on your feet than a cozy pair of socks. These fuzzy, super-soft options come in a rainbow of pastel colors pictured or any number of other options to suit your fancy. (It’s the leopard print for me!) These extend above the ankle and slip on and off easily. Best yet is that cloud-like softness that regular socks just can’t touch.
Tie-Dye To Die For
The No. 1 thing that says “comfy and casual” to me is tie-dye. It screams, “I’m here for the party but only until about 8 p.m. or so.” This crewneck top has an easy pullover design and a loose style that fits all body shapes. Choose from multiple tie-dye options or snag one of those ombre prints to look as chic as you do cozy.
Down To A Tee
Athletic shirts seem to be a dime a dozen until you start reading reviews and discover that’s not really the case. This top elicited a remark from a reviewer that said, “I haven’t been let down so far,” and that’s good enough for me. This athletic shirt features lightweight material that dries quickly and has some reflective detailing to protect you on early morning or late night runs.
Make It A Three-Piece
You’ll never see Kim K. wearing a fuzzy three-piece lounge set like this one but that’s her loss, not yours. You were smart enough to peep this list and stumble onto this set that comes in 20 different colors and includes a crop tank top, wide-leg pants, and an open-front cardigan. Wear it in, wear it out, just don’t wear it to work; your office isn’t ready for this flex.
Rocking A Cardigan
As I write this, I have this exact loose, long-sleeved cardigan sitting in a bag just delivered from Amazon, and I can confirm that it is utter perfection with a soft, almost silk-like material, cute buttons, and the ideal length to wear over shorts, jeans or leggings. I like it so much, in fact, that I’m seriously considering buying it in additional colors (maroon, I’m comin’ for you!).
The Cutest Cami
Speaking of things to wear under that cardigan we just discussed, take a look at this cami-style tank top that has lace detailing. Unlike some tanks that can be rigid and uncomfortable to move in, this tank has an easy pullover design and relaxed material that will go anywhere you choose. Wear it alone or throw a jacket or cardi over it for the perfect look.
Jump(suit) For Joy
I saved my favorite comfy item for last: This off-shoulder jumpsuit, which has something of a cult following despite the wearer having to get completely undressed to go to the bathroom. It’s worth it, though, because it is uber-comfortable, soft, and has a flattering design that works well on all types of body shapes and sizes. This piece is extremely easy to dress up or down.