Addressed: Can You Actually Wear Pajamas to Work?

Vogue

26-06-2025

Welcome to Addressed, a weekly column where we, ahem, address the joys (and tribulations!) of getting dressed. So far we've unpacked how to wear shorts at the office and beyond, how to pack a carry-on bag for a work trip, how to dress with style in your third trimester, and even how to layer without looking like that chair in your room (you know the one). Download the Vogue app and find our Style Advice section to submit your question.
The spring 2026 menswear season has barely begun and we've already lost count of the new ideas. But the thing that's emerged as the sleeper hit of the season so far? Pajamas.
In Milan, Domenico Dolce and Stefano Gabbana unleashed 93 looks of pure sleepytime goodness, matching cotton pajamas in classic stripes or embellished with embroidery and sequins; worn by themselves or layered under softly tailored jackets and coats. The designers called it, 'a kind of no-fashion fashion, a freestyle approach,' and as it turns out, they weren't the only ones in the mood for a doze. At Giorgio Armani everything—from the tailoring to the knitwear—was soft and light, made for gentle naps in immaculately-appointed rooms; at Prada, Raf Simons and Miuccia Prada introduced cotton bloomers that seemed like a double-dare for all the young'uns who have taken to wearing cotton boxers as shorts; and at Setchu, designer Satoshi Kuwata offered a deconstructed take.
On paper, you may think, pajamas as business wear? Pfft, yeah right. But these designers actually offered real-life possibilities for bringing your pajamas out of the bedroom and into the boardroom (sorry). First things first, the pjs you wear in the real world can absolutely not be pajamas you sleep in. They need to be crisp and wrinkle-free—yes this means taking out the iron or the steamer if need be. A pair of colorful striped poplin pants with a drawstring are an easy way to dip your toe in the trend: you can pair them with a classic lightweight sweater or knit top and accessorize with delicate sandals or funky kitten heel mules. A simple way to push your look a bit more is to layer your pajama pants over a pair of matching or contrasting shorts with an elastic waistband. Double waistbands have been a trend for a while now, but the recent shows made it obvious that these looks—laissez-faire though they may appear—are still thoughtfully put together. See: the green waistband peeking out from underneath striped caramel brown pajama trousers at Dolce & Gabbana.
When you're ready to go full-on, consider this thrilling notion from Saint Laurent's Anthony Vaccarello who two days ago in Paris layered matching striped pajamas underneath a pair of paperbag trousers and added a tie (tucked into the placket) for an extra dose of, 'no, this is a look, babe.' A statement necklace, peeking out from underneath the shirt collar, or a pair of opulent earrings might provide a similar effect. Recently, I had my eye on a kind of kooky pajama set from Zara but I couldn't figure out how to get around the sheer factor. Now I know the solution is a contrasting pair of shorts and minimal scoopneck bralette underneath, the shirt tucked into both waistbands, and a statement necklace worn over the popped neckline. Do you see the vision?
Full sets can be layered underneath a variety of outerwear—a soft blazer for a sensitive guy-feel, or a practical zip-up that counteracts their 'lazy' feel. Follow the same principle for accessorizing: avoid shoes that feel like bedroom slippers, do not wear a beanie (nobody wants to look like an old-timey cartoon character going to bed), do wear your hair slicked-back or otherwise in whatever style that avoids the dread 'bedhead.' And sweet dreams!