Back to School Dresses For First Day of Class Confidence

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Back to school is a busy time, stocking up on supplies, packing lunches and planning homework sessions. But while it’s easy to get distracted by all that, don’t forget about picking out the perfect first day of school outfit. After all, few days are more important than the one that signals the start of a new year and your student’s first impression of their classmates. Whether she’s heading back to kindergarten or graduating from college, a thoughtfully curated ensemble can be the secret to her success in the classroom.

Luckily, we’ve got you covered with stylish and functional looks for all ages. Whether she’s a preppy girl, trendy tween or a sporty teen, we’ve rounded up all the back to school dresses that will give her that first day of class confidence.

T-Shirt Dress

For the kid who loves to show off her personality, try this tee dress in a rainbow print that sums up everything she likes best: cats, rainbows and every kind of ice cream. This outfit is cool and comfortable, which means she’ll be ready to work up a sweat in gym class and then run around at recess before heading home for some Netflix and chill.


If your tween loves to channel her inner retro rocker, this denim jumpsuit is an excellent choice. It’s got a cute ruffle detail and plenty of pockets to keep all her essentials within reach. Plus, it’s long enough to keep her from getting too cold while she rides the bus or walks to school. If she’s not ready to go full on jean-on-jean, it also pairs well with leggings for those in-between temperatures.

Printed Shirt & Jeans

She’ll always be on point when she starts the school year in this shirt-and-jeans set from a brand that celebrates women and girls. The buttons and self-tie waists add a bit of flair and the pink apple and pencil appliques are an adorable touch that will help her stand out in the crowd.

Bailey Boys

Whether she’s a toddler or an elementary schooler, she’ll love this matching set that comes in either an apple or ABC pattern. She’ll look so stylish that she will have the confidence she needs to tackle any academic challenge. We recommend pairing this outfit with a pair of sneakers and her favorite backpack to complete her back-to-school look.

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