The Work Clothes That Feel Like Pajamas

Remember when you were in school and you would have “pajama day” once in a while? What if we told you you can wear pajamas to work as an adult? Okay, not actual pajamas, but you can wear work clothes that feel like pajamas.

Thankfully, if you know where to look, these fashionable and comfy pieces are findable. The best part? They fit the dressy-casual attire most offices are looking for, and you’ll stay comfortable all day, no matter what tough tasks you have to tackle.

Not sure where to start looking for work clothes that feel like pajamas? We’ve got you covered.

Wide-Leg Trousers

Wide-leg trousers are extremely popular at the moment. They offer a vintage vibe and can be made dressy-casual by pairing them with a fitted blouse and a pair of heels.

But, the best part is that they’re extremely comfortable. Most are made of thin, flowing fabric so you don’t have to worry about any tight, ill-fitting pants that cause you to stretch and twist throughout the day just to find some relief.

Linen Pants

It’s not easy to find pants that feel like pajamas, but linen comes close. Linen pants can be dressed up or down, and the fabric is so light and breathable that you might find yourself wearing these pants on the weekend as well as in the office. While you might not be able to wear linen as much in the fall and winter, it’s the perfect option for staying cool at work in the summer or in climates that are warm year-round.

Swing Dresses

A knit swing dress can be considered dressy-casual attire for the office, but most are comfortable enough to wear just about anywhere. Need a post-work nap? You can fall asleep in a t-shirt swing dress and be just as comfortable as you are in your jammies.

If you’re worried a knit swing dress is a little too casual, dress it up with jewelry and heels.

Loose and Flowy Jumpsuits

Remember when you used to wear onesie pajamas as a kid? While you probably can’t get away with wearing them to work, a light and loose jumpsuit is the next best thing when it comes to work clothes that feel like pajamas.

Jumpsuits are very much in style right now, and they’re a perfect transition piece from summer to fall—you can add a cardigan or jacket, and dress yours up with jewelry and heels for an office-appropriate ensemble.

Cozy Cardigans

You might not be able to wear a robe to the office, but a cozy, blanket-soft cardigan is the next best thing. Plus, let’s be honest—office spaces are notoriously chilly! Stay comfortable and warm in a chunky knit cardigan that can be considered both dressy-casual attire and comfortable loungewear for hanging out at home on the weekend.

Maxi Skirts

Some dresses and skirts can be uncomfortable because you feel the need to tug them down all day. Maxi skirts are the solution for the office.

Not only are maxi skirts floor-length, but most of them are made with light, flowy material that is extremely comfortable and not confining at all. Plus, maxi skirts (and maxi dresses) are great seasonal transition pieces that you can wear into the cooler months of the year since your legs are fully covered.

Leggings

Looking for pants that feel like pajamas? With cooler weather approaching, you might already have a few leggings in your wardrobe. They’re great for pairing with oversized sweaters and tunics, and you might even wear them to the gym. But, the right kind of leggings can also be worn to work—not necessarily as standalone slacks, but underneath skirts and dresses to keep you cozy and comfortable all day.

Sheer Shawls

If a cozy, warm cardigan feels like a winter robe, a flowy, sheer shawl will make you feel like you’re wearing a silk robe to the office. Comfort meets class when you don one of these sleeved shawls. It’s a great transition piece for the cooler months, and you can even get away with wearing a thin-strapped dress or top underneath it since it provides plenty of coverage.

Plush Socks

There’s no rule when it comes to dressy-casual attire that you have to wear high heels to work every day. In the fall and winter, wearing a pair of sensible shoes or boots can keep your feet warm—and they’re far more comfortable.

You can give that comfort level a boost and make your feet feel like you’re wearing cozy slippers with a pair of plush socks. Often called “slipper socks,” you can experience toasty feet and pretend you’re binging your favorite Netflix series on the couch while crunching numbers or taking calls at work.

Tunic Sweaters

Have you ever thought about curling up in a blanket at your desk and taking a mid-afternoon nap? It’s okay, we won’t tell your boss. While you might not be able to sneak in a snooze with a throw blanket, you can feel just as warm and comfortable with a long, cozy tunic sweater.

These pieces are often made of thick, warm material and naturally loose-fitting, so it can feel like you’re wearing a heavy blanket. Double up the comfort by pairing a longer tunic sweater with leggings!

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As you can see, there are plenty of options when it comes to work clothes that feel like pajamas. Consider adding a few of these items to your work wardrobe—the next day you’re feeling a little tired before heading to the office, you’ll be glad to have these comfortable pieces to pull from your closet.