The Viral TikTok Trend Turning Pajamas into Streetwear: Would You Wear It?

Once reserved for lazy Sundays and lockdown Zoom calls, pajamas are having their boldest fashion moment yet—on the streets, not just your sheets. On TikTok, the line between loungewear and streetwear has fully blurred. Pajama dressing isn’t just acceptable—it’s aspirational.

And no, this isn’t about rolling out of bed and hoping for the best. This is intentional styling, comfort-core elevated to cool-girl (and guy) status. It’s fashion’s latest flex—and Gen Z is leading the charge.

🛏️ Pajamas as Streetwear? Yup—It’s a Thing Now

Forget everything you thought you knew about pajamas. The new wave of pajama dressing isn’t about giving up—it’s about giving in to ease and turning softness into swagger.

This TikTok-fueled trend takes traditionally private sleepwear pieces and reintroduces them in the wild: satin sets with sneakers, boxer shorts layered under cargos, or piped cotton PJ pants styled with varsity jackets. Pajama streetwear is about reinvention, not resignation.

On the platform, the hashtag #pajamastreetwear is steadily gaining traction, with creators turning bedtime basics into runway-ready fits. It’s giving slouchy but styled, effortless but engineered. The pandemic’s loungewear boom laid the foundation, but post-lockdown, it’s evolved into something bolder—something braver.

👤 Celebs & Creators Who Are Already Doing It Right

This isn’t some fringe aesthetic tucked away in your FYP. Celebrities and creators alike are leaning all the way in.

• Matilda Djerf, queen of breezy Scandi-chic, recently stepped out in burgundy pajama trousers styled with a classic trench and gauzy scarf. The look? Relaxed refinement with just enough undone charm.

• Chrissy Teigen took pajama glam to Sundance, pairing a silky polka-dot PJ set with heels, a tailored coat, and a bold red lip. The message? Sleepwear can slay a step-and-repeat.

• Blake Lively, Sarah Jessica Parker, and Beyoncé have all been spotted working pajama-inspired trousers into their off-duty wardrobes. Think silk pants paired with oversized shades, heeled boots, and luxury bags.

On TikTok, creators like @liz71379 are pushing the styling envelope further—turning classic sleep shirts into polished looks with baseball caps, leather jackets, and platform loafers. Others are taking it to the extreme: pajama shorts over tights, boxers under cargos, or full matching PJ sets as fashion statements.

This is not your dad’s flannel pajama moment. This is intentional comfort.

💬 Gen Z’s POV: Comfortable, Rebellious, and Kinda Ironic

To Gen Z, fashion isn’t just about looking good—it’s about expressing mood, identity, and sometimes, a little irony.

Wearing pajamas outside is, in part, a cheeky rebellion. It’s a flex that says, “I’m comfortable in my own skin—and in my silky drawstring trousers, thank you very much.” And just like that, comfort becomes confidence.

Searches for “pajama pants outfit inspo” and “boxer short styling” have spiked. TikTokers are pairing PJ shorts with baby tees and oversized knits, or tucking silk sleep shirts into structured denim for an effortless high-low mix. There’s a vibe of playfulness here—style that doesn’t take itself too seriously.

And let’s be real: with trend fatigue setting in across social platforms, this laid-back approach to dressing feels like a breath of fresh, well-rested air.

👗 How to Wear It Without Looking Like You Just Rolled Out of Bed

Done right, pajama dressing walks the line between relaxed and refined. Here’s how to style the trend with intention:

For Women

• Linen PJ Sets
  Layer with dad sneakers, a leather crossbody, and gold chains. Add tinted sunglasses for that off-duty model energy.

• Silk Pajama Shirt
  Tuck it into high-waisted straight-leg jeans. Top with a moto jacket and finish with chunky loafers.

• Pajama Shorts
  Pair with an oversized band tee and Birkenstock Bostons. Add tube socks and a messy bun for peak “cool without trying” vibes.

For Men

• Relaxed PJ Pants
  Match with a vintage band tee, layered hoodie, and retro sneakers. Add a beanie for extra edge.

• Matching Set
  Throw on a trench or car coat, leather belt bag, and bold sunglasses. Perfect for airport looks or city strolls.

• Boxer Shorts
  Wear under wide-leg cargos or solo with a zip-up fleece and high-top Vans. It’s giving Y2K skatecore.

Pro Styling Tip: Textural contrast is essential. Think silk with denim, cotton with corduroy, or flannel with leather. This is how you balance the softness of sleepwear with the structure of streetwear.

🧵 Brands That Are Making Pajamas Street-Ready

This trend isn’t happening in a vacuum. Fashion brands are jumping on board—and in some cases, they’ve been ahead of the curve.

• Sleeper
  Dubbed the original “walking sleepwear,” this Ukrainian label pioneered chic, feather-trimmed PJ sets meant to be worn outside. A go-to for fashion week insiders.

• Skims
  Kim Kardashian’s brand blends cozy with contouring. Their PJ sets have a luxe look that reads “rich mom going to Pilates.”

• Eberjey & Petite Plume
  Offering classic piped sets in breathable fabrics, these are perfect for layering under blazers or pairing with structured accessories.

• Brandy Melville & Cou Cou Intimates
  These Gen Z-loved brands offer mix-and-match PJ separates that work in dorm rooms or at downtown brunch.

This is a trend that spans price points, gender lines, and style aesthetics. Whether you lean toward femme, grunge, preppy, or minimalist—there’s a pajama-inspired fit for you.

🛍️ Shop the Look IRL (All Under $50)

Pajama streetwear doesn’t have to cost a fortune. These budget-friendly sets are all under $50 and totally wearable beyond the bedroom.

👩‍🦰 For Women

1. Moonlight Eco Short Pajama Set – $42.99

A lightweight, breathable knit with a relaxed fit. Pair it with dad sandals, a structured bag, and a denim jacket.

🔗 https://www.nordstrom.com/s/nordstrom-moonlight-eco-short-pajamas/6261419

2. Ekouaer Short Satin Pajama Set – $27.99

This satin button-up set has a polished piping detail and comes in tons of colorways. Tuck the top into denim for an elevated daytime look.

🔗 https://www.amazon.com/dp/B07S2RNH7L

3. Stars Above Women’s Beautifully Soft Pajama Set – $29.99

Super soft with a slightly oversized top and comfy drawstring shorts. Style it with a bomber and gold hoops for casual cool.

🔗 https://www.target.com/p/women-s-beautifully-soft-short-sleeve-notch-collar-top-and-shorts-pajama-set-stars-above/-/A-83610579

👨‍🦱 For Men

1. Nautica Men’s Knit Pajama Set – $34.50

A classic combo of breathable sleep tee and logo shorts. Add sneakers and a cap for easy errand-day style.

🔗 https://www.macys.com/shop/product/nautica-mens-short-sleeve-knit-pajama-set?ID=11702547

2. Club Room Men’s Oxford Pajama Set – $14.96 (Clearance!)

An unbeatable deal for a lightweight button-up and pant combo. Try layering under a chore coat with clean white sneakers.

🔗 https://www.macys.com/shop/product/club-room-mens-oxford-pajama-set-created-for-macys?ID=11343159

3. Stars Above Men’s T-Shirt and Jogger Pajama Set – $29.99

Soft jersey cotton and neutral colors make this perfect for sleep or styling. Throw a flannel over it for peak laid-back energy.

🔗 https://www.target.com/p/men-s-t-shirt-and-jogger-pajama-set-stars-above/-/A-87878371

🧭 4 Quick Tips to Master Pajama Dressing

1. Mix Textures
   Always contrast cozy with structured—soft bottoms with sharp outerwear, or silky tops with raw denim.

2. Keep It Tonal
   Match your PJs to your outer layers in similar hues. This keeps the look elevated, not accidental.

3. Accessorize Like You Mean It
   Add a belt, a bold bag, or a sleek pair of shades. It’s the difference between sleepy and street-style star.

4. Mind the Fit
   Oversized is fine, but balance it out. If your bottoms are loose, keep the top fitted—or vice versa.

🎯 Would You Wear It?

If you’re still side-eyeing the idea of walking out the door in what’s technically sleepwear, here’s the thing: pajama dressing isn’t about giving up. It’s about showing up—on your own terms.

It’s low-maintenance but high-impact. Effortless, yet oddly empowering. This trend embraces the “don’t try too hard” aesthetic that defines so much of modern fashion. And maybe that’s the secret—looking like you just rolled out of bed, but in reality, you styled the hell out of it.

So… would you wear it?

Because honestly? You might already be halfway there.