cool school stuff

What 25 Students From Preschool to Grad School Are Wearing on Their First Day Back

As days get shorter and temperatures cool, it’s also time (eek) to start thinking about going back to school. To help you get a jump on the best school (and school-related) supplies to buy for fall, we’re running a series called Cool School Stuff, in which we’ll sniff out the best backpacksbest dorm décor, and best bento boxes, among many, many other things.

We all know that whatever anyone wears to the first day of school is the most important thing they’ll wear all year. It defines how you’ve matured and changed over the summer, while setting the tone for the rest of the year. So if just thinking about it is getting you all flustered, we’ve gathered some inspiration below.


“This outfit is so pretty because it has twinkly stars all around! I like that these shoes are sparkly and shiny. I like my hair down with this bow to show my curls. My favorite superhero is Wonder Woman, that’s why I like this backpack.” — Ruby, preschool

Grade School

“I like this one long dress that has a lot of details. I like that it feels very comfortable and how it’s long, so I don’t have to wear shorts underneath.” — Riley Han, kindergarten

“I want to dress up because it’s first grade. I’ll wear a pink dress with bananas, a bird, a peacock, watermelon, and flamingos on it. I’ll wear a headband with cat ears that are pink with glitter. I would also wear gold sandals.” — Cassia Larren, first grade

“I have one shirt that I usually wear for special things, so I’ll probably wear it for my first day of school. It looks like a soccer shirt.” — Rowan Han, first grade

“I like my backpack because of the bow. I like my shirt with the sparkles. I can’t wait to wear them together.” — Zara, first grade

“I feel like my dad in this button-down shirt.” — Hayden Bick, second grade