Workwear for Your Postpartum Shape in 2025 — See What Works in Virtual Try-On

August 8, 2025

From Overwhelmed to Confident

You’ve just been through the most transformative experience of your life. Now your body feels different, your closet feels foreign, and your old style tricks aren’t quite working.

Postpartum dressing isn’t about “getting your old body back”—it’s about embracing the body you have now, with styles that fit, move, and help you feel like yourself again. The right shapes and fabrics make all the difference, especially as your body continues to change and you transition back to work.

What most shopping apps won’t tell you is that your proportions and style vibe may have shifted—and that’s a good thing. It’s the perfect opportunity to explore new silhouettes and colors that make you look and feel incredible. With LookSky’s virtual try-on, you can see exactly how each piece works on you before you buy.

LookSky is your favorite online clothing store—but smarter. It uses your selfie to create a true-to-you avatar, then matches you with back to work styles that flatter for your shape, color season, and vibe. And with virtual try-on, you’ll see exactly how each piece fits you before you buy—no guessing, no wasted returns.

Here’s what most shopping apps won’t tell you: your proportions and style vibe might have shifted, but that’s an opportunity to explore new shapes and colors that look incredible on you.

Belted midi dresses for postpartum bodies displayed on app interface

Belted Shirt Dress— Adjustable, Forgiving, and Beautiful

Postpartum bodies are in flux, and belted dresses are your new BFF. The adjustable waist means you can tie it to fit you right now, and the V-neckline draws the eye upward.

Why belted dresses work postpartum:

• Adjustable tie waist adapts to size changes

• V-neckline elongates the neck and frames your face

• Skirt skims over hips and tummy without clinging

• The button down top allows for easy nursing or pumping

LookSky Picks (try them on in-app):

• Along the Shoreline Woven Midi Dress by Flying Tomato

• Millie by Sophia

• Deeper Connection Woven Midi Dress by Flying Tomato

Try it on in LookSky to check where the waistline hits and how the skirt drapes on your proportions.

Comfortable pull-on pants for postpartum bodies on models

Pull-On Wide-Leg Pants — Comfort Meets Polish

Say goodbye to squeezing into old jeans. Pull-up, wide-leg trousers give you room to breathe while still looking pulled-together.

Why wide-leg works now:

• Stretchy waistband support without digging in

• Skims the leg line for elongation

• Works with tucked or untucked tops for versatile styling

• Moves easily whether you’re at work or chasing a toddler

LookSky Picks:

• The Linen Easy Pant by Everlane

• Wide-Cut Pull-On Pants by H&M

• Olina Linen Pant by Reformation

Preview these pants with in LookSky’s try-on to get it just right.

Three midi dresses suited for postpartum shapes on female models

Polished Stretchy Midis – Comfy and Chic

Whether or you go for ruching or an empire waists sit just under the bust, these cuts are perfect for when your waistline still feels in-between sizes.

Why empire waist is magic postpartum:

• Emphasizes smallest point (under bust)

• Gently hugs the midsection

• Creates vertical balance in proportions

• Easy to dress up or down

• Stretchy knits make transition dressing easy

LookSky Picks (all available to try-on in the LookSky app)

• Manon Asymmetric-Neck Ruched Dress from Modern Citizen

• Rowena Twisted Tencel Jersey Dress from Modern Citizen

• Marina Ruched Dress - Organic Jersey Pima Cotton from MM LaFleur

Check in LookSky if the seam placement flatters your proportions and if the skirt length works for your height.

Postpartum-friendly wrap-top jumpsuits shown on models

Wrap Top Jumpsuits — One and Done, Postpartum-Friendly

Wrap jumpsuits were the go-to for Co-founder, Samantha Shih. Getting dressed on busy mornings is effortless with this 15-second outfit—a wrap top jumpsuit that blends style with practicality. The wrap detail creates definition at the waist while the all-in-one silhouette makes getting dressed effortless. For postpartum, it’s a comfortable and easy alternative to dresses and separates, with plenty of movement and stretch where you need it.

Why wrap top jumpsuits work postpartum:

• Wrap neckline allows for convenient nursing or pumping

• Adjustable waist tie accommodates size fluctuations

• Flowy or wide-leg bottoms skim over hips and thighs

• Easy to dress up with heels or down with sneakers

LookSky Picks (try them on in-app):

• Khai One-Piece by Free People

• Amo Linen Jumpsuit by Bali Lane

• JDY Petite Tailored Jumpsuit in Beige by ASOS

Skip These Styles (For Now)

• Ultra-low-rise jeans: Can dig into the tummy area (ouch!)

• Stiff, non-stretch fabrics: Don’t adapt to body fluctuations

• Skin-tight pencil skirts without stretch: Restrictive and unforgiving

• Drop-waist dresses: Visually lengthen the torso and shorten legs

FAQs

How does virtual try-on help postpartum?
It shows you how clothes fit your current proportions—no guessing, no ordering 3 sizes “just in case.”

Is it free?
Yes—3 free try-ons a day. Share LookSky with friends for bonus try-ons.

Can this replace in-store shopping?
For most pieces, yes. You’ll see length, proportion, and color match before you click buy.

From the Founder

“I remember feeling so lost about how to dress for my shape after having my baby. My body felt different, but I still wanted to feel confident and stylish—especially as I returned to work. That’s why LookSky’s virtual try-on can help. Virtual try-ons takes the guesswork out. It shows you what works now, so you can feel like yourself again.” — Samantha Shih, Co-Founder of LookSky

Ready to See What Works for Your Postpartum Shape?

LookSky shows you how every style fits you—your shape, your skin tone, your life—so you only buy what you love and will actually wear.

[ Yes! Show Me My Postpartum Try-Ons ]

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