Dressing Cute with One Hand While Holding a Toddler

Ashley holding her toddler son and showing you that dressing in what makes you feel good does not have to take a backseat

Listen, dressing yourself as a mom is already Olympic-level. But dressing cute while holding a squirming toddler and dodging sippy cups? That’s elite.🏆 Here’s how I survive the morning chaos and still manage to look like I kind of have my life together.

Step 1: Start with the bottom half. Pants first—because if you try to put them on after the toddler is in your arms, it’s basically a Cirque du Soleil act.✨ My go-tos? Comfy joggers, barrel jeans, or stretchy camo pants. Stylish and bend-down-proof.

Step 2: Grab a top that won’t wrinkle when you get hugged with sticky fingers. I love a cute graphic tee or flowy blouse—something that looks intentional but forgives peanut butter hugs and milk splashes.

Step 3: Layer something that gives “pulled together” without being fussy. A shacket, denim jacket, or even a bright statement necklace can say “I tried,” even if you didn’t.

Step 4: Footwear you can chase a child in. I love my Birks and sneakers. If it can survive Target, the playground, AND stepping on Legos—add to cart.

Step 5: Hair: up. Always up. Buns, braids, or claw clips. Bonus points if your child isn’t using the hair tie as a bracelet today.

Real talk? Dressing as a mom isn’t about perfection—it’s about functionality, comfort, and feeling good while you wrangle the chaos. So here’s to the moms getting dressed with one hand and conquering the world with the other. You’re the real fashion icons.💕  

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