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By Donna Freydkin

Summer flew by, as it always does, which means one thing: kids heading back to school. And that, of course, means back-to-school shopping. You want your kids to take pride in how they’re dressed while they want to express their own style and independence through their clothing.

(Created by TODAY and our partner BuzzFeed with our sponsor Kohl’s)

So we took some of the pressure off moms and dads and called in the professionals. TODAY correspondent, and mom of three, Sheinelle Jones joined style expert Brooke Jaffe at Kohl’s, where two brave moms and their kids went for a shopping experience that turned out to be both positive and enjoyable.

Meet Rhonda and her dynamic duo. Saniyah is nine, and her personality is a 10. But when it comes to dressing up in anything but glitter, mom is coming up short.

Natalia is a rising second grader. She’s smart and sassy but mom still isn’t convinced she’s ready to take charge of her own wardrobe.

“They're still small and I don't want them to pick something that's not appropriate for them,” said Rhonda.

JoJo Siwa Moto Jacket, on sale for $28 at Kohls

Meanwhile, meet the Teague family. For 11-year-old math superstar Finn, comfort is king. As mom will tell you, he’s in shorts and a T-shirt 24 hours a day. Little brother Liam is eight years old, He can tell you the make and model of any airplane in the sky — but he needs help when it comes to elevating his style.

“I want them to be comfortable because I know that's important to them. But something with a collar and look cute and pants and still be comfortable,” said their mom.

OshKosh B'gosh® Plaid Button Down Shirt, on sale for $18 at Kohls

Fortunately, Jaffe had a plan: “Moms are going to pick out clothes for you for school. You guys are going to pick out your own clothes for school. We're going to meet back here, we're going to look at everything in your baskets and we're going to come up with the best possible outfits for back to school. Who's ready to go shopping?”

We found looks that satisfied everyone. Confident kids + proud moms = a shopping trip for the books! And for more back to school kid-inspired fashion ideas, check out this video put together by our partner BuzzFeed with our sponsor Kohl’s.

Liam

Look one

- Boys 4-12 OshKosh B'gosh® Printed Button Down Shirt- Boys 4-12 Carter's Khaki Cargo Shorts- adidas NEO Baseline Kid's Shoes

Look two

- Under Armour Hustle 3.0 Backpack- Boys 4-7 Hurley Highline Logo Graphic Tee- Boys 4-12 OshKosh B'gosh® Plaid Button Down Shirt- Boys 4-12 Carter's Pull On Denim Pants

Finn

Look one

- Boys 8-20 Tek Gear® Embossed Tee- Boys 8-20 Nike Legacy Dry Shorts- Boys 8-20 Nike Therma Full-Zip Hoodie

Look two

- Nike Tanjun Boys' Running Shoes- Nike Hayward Futura 2.0 Laptop Backpack- Boys 8-20 & Husky Urban Pipeline® Colorblock MaxWear Button-Down Shirt

Saniyah

Look one

- SO® Zina Girls' Mermaid Sequin High Top Sneakers- Girls 7-16 IZ Amy Byer Lace Bell Sleeve Top- Girls 7-16 Mudd® Varsity Collection

Look two

- Kids Flippable Sequin Backpack & Lunch Bag Set- Girls 7-16 & Plus Size Mudd® Core Denim Jacket- Girls 7-16 Speechless Belted Cross Front Ruffled High Low Dress

Natalia

Look one

- Girls 4-10 Jumping Beans® Printed Circle Hem Dress- Girls 7-16 JoJo Siwa Moto Jacket

Look two

- Kids Shopkins Backpack, Cinch Sack, Lunch Bag, Zip Pouch & Water Bottle Set- Girls 4-10 SONOMA Good for Life® Glittery Print Skort- Girls 4-12 SONOMA Goods for Life™ Embellished Flutter Tee