Brie Welch, Who What Wear editor in residence, stylist to Katie Holmes, and eBay’s resident trend expert, believes the key to easy yet elevated outfits may be hiding in an unexpected place: the men’s department.
Her realization began in Paris, where she discovered a vintage men’s silk pajama set—an unlikely purchase in the summer heat but one that sparked endless styling ideas. What was once reserved strictly for sleep has now evolved into a versatile fashion staple, seamlessly transitioning from bedroom to street.
This shift isn’t just personal—it’s backed by data. Searches for silk pajama sets have surged, reflecting a growing interest in relaxed yet refined dressing. The appeal lies in their balance: comfortable like loungewear but inherently more polished, offering an alternative to basics like sweatpants.
Pop culture has long hinted at this crossover. From Audrey Hepburn effortlessly styling menswear pajamas in Roman Holiday to Carrie Bradshaw pairing pajama pants with heels and a dramatic coat in Sex and the City, the look has always carried an undercurrent of chic rebellion. Today, it feels more relevant than ever.
The modern approach is all about contrast. Pajama pieces—especially in silk, stripes, or subtle patterns—work best when styled separately and paired with structured or elevated items. A pajama shirt can double as a relaxed button-down, while pajama trousers can be worn with knits, loafers, or tailored outerwear for a look that feels intentional rather than undone.
Welch emphasizes a few key styling principles. Sizing up helps shift the silhouette away from sleepwear and into fashion territory. Avoiding overly literal details—like piped cuffs or overly playful prints—keeps the look sophisticated. Instead, opt for rich colors, classic stripes, or paisley patterns that feel timeless.
Ultimately, success comes down to balance. Pajamas alone can feel too casual, but when mixed with traditional wardrobe staples—structured coats, luxurious sweaters, or statement shoes—they create an outfit that feels both relaxed and refined.
The result is a kind of effortless elegance: the illusion of having just stepped out in whatever you were wearing at home, yet somehow looking completely put-together. It’s a reminder that great style often comes from rethinking the familiar—and wearing it in entirely new ways.