How to Style Women’s Boxer Shorts: Your New Favorite Closet Staple

You used to borrow them from your brother or steal them from your ex. Now? Women’s boxer shorts are officially their own main-character moment, and they’re not just for sleeping in anymore.

The boxer shorts women’s trend is giving cozy, cool, and wildly wearable. They’re lightweight, easy to throw on, and unexpectedly stylish. Whether you're going full streetwear, hitting your soft-girl stride, or just trying to make a hoodie-and-shorts combo feel intentional, styling boxer shorts is way more versatile than you’d think.

Let’s break down how to style boxer shorts for every occasion, from your chillest coffee run to your next photo dump fit.

Can Women Wear Boxers?

Yes. A thousand times yes.

Long answer? The whole “Can women wear boxers?” question is officially canceled. The women’s boxer shorts trend has turned what used to be strictly for guys (or strictly for bed) into a fashion moment. Women wearing boxers isn’t new, but now there are versions made just for us. Hello high-waists, soft fabrics, and actually cute prints.

No matter if you’re dressing them up or keeping it casual, women who wear boxers are proving every day that these basics belong in your regular outfit rotation.

6 Must-Try Women’s Boxer Shorts Outfits

Ready to build some boxer shorts outfits that serve energy, not just sleepwear? Let’s go.

1. Comfy But Cute for Home Days

You’re not leaving the house, but the vibe still matters.

Style It:

• Go oversized with a graphic tee or vintage crewneck
• Choose cowboy boot prints, gingham, or bright checkers to make your women’s boxer shorts pop
• Add an insulated tumbler, slip-on ankle boots, and a messy bun for mirror selfie perfection

2. Off-Duty Athleisure

For when you might go to Pilates, or you might just go to brunch and lie about it.

Style It:

• Pair your favorite women’s boxers-style shorts with a sports bra or active tank
• Add a zip-up hoodie or slouchy crewneck
• Complete the look with sleek sneakers, a crossbody sling bag, and a slick bun

3. Streetwear Chic

Boxers, but make it fashion. This look is equal parts chill and styled.

Style It:

• Pair women’s boxer shorts with a loose button-down, graphic tee, or oversized blazer
• Let the top layer hang relaxed or do a soft tuck for shape
• Finish with sporty sneakers, high socks, or shoes like platforms or loafers

4. Coastal Grandma Meets TikTok Girl

It’s giving breezy beach mornings and golden hour content, whether or not you’re near the water.

Style It:

• Choose boxer shorts for women in lighter tones or pastels
• Pair with a breezy knit tank or halter top
• Add a trucker hat, sandals, and tote bag for full-on coastal energy

5. Cool-Girl Casual

This is your errand-running, oat milk latte-sipping, “I woke up cute” outfit.

Style It:

• Pair boxer shorts for women with a cropped tee or baby tank
• Throw on an oversized denim jacket
• Add chunky sneakers, crew socks, and a claw clip for a cute, casual finish

6. Balletcore Energy

For the #balletcore or #coquettecore girls who love bows, blush, and dressing like the inside of a macaron box.

Style It:

• Choose boxers with bow prints, pastel stripes, or soft shades like blush and cream
• Pair with a cardigan with bow details, lace-trim cami, or wrap top
• Finish with ballet flats, sheer ruffled socks, and a mini tote or bow clip

Can You Wear Women’s Boxer Shorts in the Fall and Winter?

Absolutely. You don’t have to pack away your women’s boxer shorts just because the temps drop. Transition them into cooler months by choosing thicker fabrics like heavyweight cotton or flannel, and pairing them with cozy essentials like oversized knits, turtlenecks, or long socks and loafers.

For even more coverage, try women’s boxer pants, a full-length version of the trend that still delivers that relaxed, tailored vibe. Think of them as pajama pants’ chicer cousin, perfect for styling with chunky sweaters, structured outerwear, or a retro pullover.

When you’re grabbing a PSL or layering up for a chilly brunch date, boxer-inspired bottoms can absolutely carry you through fall and winter with style.

Your New Go-To for Boxer Shorts (and Everything Cute)

Whether you're lounging at home, layering up for fall, or stepping out in a full-on boxer shorts outfit, Katydid has the staples that make getting dressed feel fun again. Our collection of women’s boxer shorts and pants is made for outfit repeaters, spontaneous weekend plans, and everything in between.

With soft fabrics, playful prints, and flattering fits, these aren’t your man’s boxers. They’re better. Plus, we’ve got all the on-trend pieces you need to style them your way. Cute. Comfy. Totally you.