forward with fun logo

First Day of School Story Ideas to Ease Kindergarten Jitters

It felt like only yesterday I was a parent looking for first day of school story ideas at the library to read to my child! She and I were both so nervous, even though I had taught kindergarten myself. I wished I had a "just right" list- one that would tell me what each story was about to make sure I picked out the perfect book.

Likely, you're here because you've thought about this moment often, and it's for good reason! This essential year will start kids on their educational path that in many ways, shapes the rest of their lives. So it's normal to feel overwhelmed by what this day represents.

One of the best ways to help kids feel safe and understood in this transition is by reading a first day of school story together. These books can ease anxiety, spark conversation, and create a sense of familiarity with what to expect. Below, I’ve rounded up some wonderful first day of school stories that are perfect for kindergarteners—with a short synopsis of each one to help you find the right fit. The "just right" list I'd wished for...made for you.

Whether you're a parent looking to prepare your child or a teacher looking for a perfect first day read aloud, you're in the right place.

*As an Amazon affiliate I may receive a teensy commission if you buy something from one of the links in this post, at no additional cost to you. Thank you.

📚 12 Best First Day of School Stories for Kindergarten

1. "The Kissing Hand" by Audrey Penn

Synopsis: Little raccoon Chester is nervous about going to school, so his mom shares a family secret called the Kissing Hand to reassure him of her love wherever he goes. This touching story is perfect for easing separation anxiety and helping kids feel connected to home.

first day of school story the kissing hand featuring a raccoon on the cover

2. "First Day Jitters" by Julie Danneberg

Synopsis: Sarah Jane is reluctant to get out of bed on her first day at a new school. With a fun twist at the end, readers discover that the nervous new student isn't a student at all—she’s the teacher! This book helps normalize those first-day jitters.

this first day of school story is perfect for kids who are scared of not knowing anyone

3. "Wemberly Worried" by Kevin Henkes

Synopsis: Wemberly is a little mouse who worries about everything—especially the first day of school. When she meets a friend just like her, she learns that school isn’t so scary after all. This story is great for children who tend to overthink new experiences.

school story for kids who worry often

4. "Miss Bindergarten Gets Ready for Kindergarten" by Joseph Slate

Synopsis: Follow Miss Bindergarten, a clever teacher, as she gets her classroom ready for 26 new animal students—each with a name starting with a different letter of the alphabet. This colorful, rhyming book introduces the idea of classroom structure in a fun, friendly way.

all the characters are animals who are starting their first day of school in this silly sweet story

5. "Pete the Cat: Rocking in My School Shoes" by Eric Litwin

Synopsis: Pete the Cat explores his school with confidence and cool shoes. From the library to the lunchroom, he shows that everything is "all good." This upbeat story encourages kids to embrace new places with curiosity and confidence.

pete the cat first day of school book that tells about all the locations in the school

I read this to my TK students on the first day of school and then took them on a school tour/scavenger hunt so they could go to all the places that Pete went to on his first day. The sing-songy refrain in the book helps even the shyest kindergartners read aloud with you, "I'm rockin', in my school shoes! Im rockin', in my school shoes!"

6. Kindergarten: Where Kindness Matters Everyday by Vera Ahiyya and Joey Chou

Synopsis: Leo is super worried he isn't ready for kindergarten. Then his new teacher sends him a letter about the KIND in kindergarten. When he arrives at school, his teacher says they're going to write a kindness pledge. They gather ideas while touring the school, and his teacher introduces him to friends who also share examples of kindness.

a calming kindergarten story that focuses on how kindness shapes kindergarteners in their new role!

This new (2022) favorite first day of school story for kindergarten really impressed me with its character diversity and originality in focusing on sharing kindness as a focus of kindergarten readiness.

7. "School’s First Day of School" by Adam Rex

Synopsis: Told from the point of view of the school building itself, this unique story shows that even the school is nervous about the first day. A creative and gentle way to explore first-day anxiety for kids who might be a little nervous but don't want to say it. Also, I love that this story includes the janitor as a care-taking parental figure for the school. That's a special touch! Many kids love it just for the janitor!

school is the main character as they're nervous for their first day of school

8. "Mae’s First Day of School" by Kate Berube

Synopsis: Mae is convinced she’s not going to school. But when she meets Rosie and Ms. Pearl, she realizes she’s not the only one with fears—and that school might not be so bad after all.

this first day of school story is perfect for kids in denial about going to school. They learn that even teachers are scared!

9. "Butterflies on the First Day of School" by Annie Silvestro

Synopsis: Rosie feels "butterflies" in her stomach about starting school—but they magically fly away as her nerves settle. A charming metaphor that helps kids visualize their anxiety leaving them.

story about any grade starting at a new school and having feelings of nervousness

10. "Mom, It’s My First Day of Kindergarten!" by Hyewon Yum

Synopsis: In this role-reversing story, a confident child reassures his nervous mom. Bright illustrations show both sides of the back-to-school experience with heart and humor.

great story for kids who are entering kindergarten who have nervous parents

11. "Kindergarten, Here I Come!" by D.J. Steinberg

Synopsis: A collection of short, upbeat poems that walk readers through kindergarten milestones—from saying goodbye to parents to field trips to the 100th day. One thing to note is that this book includes a nap time in the kindergarten day! Old school, haha!

perfect start of school story for kids who love silliness and what to know what to expect

I read this book often to my kids before their first day of kindergarten because it's extra silly and they love the rhyming. It includes a lot of detail about the whole year, not just the first day.

12. Our Class is a Family by Shannon Olsen and Sandie Sonke

Synopsis: This short but powerful kindergarten first day read aloud can be read for any grade really! The premise is that a family can include those you cherish the most, even if they're not necessarily related to you. Kids spend SO many hours at school... They make memories, share, and grow connections with our school family! Your classroom becomes a special place, like a home, where you can make mistakes, have big wins, and develop friendships and grow.

first day of school story book cover perfect for teaching kids they're part of something special at school

My daughter's first grade teacher read this to her class on the first day of school and continued to refer to back to it throughout the year. The idea that you are LOVED and an essential part of your classroom gives kids immense confidence and a feeling of belonging. This book also does a great job of including diversity and differently abled students in the illustrations.


🎒 Why Should You Read a First Day of School Story?

Reading stories about the first day of kindergarten can:

  • Open up conversations about feelings
  • Show what a school day might look like
  • Reassure kids that they are not alone
  • Turn fear into excitement

Pair a book with a calming bedtime routine or read it together over breakfast to create a positive atmosphere around the big day.

Curious about starting kindergarten as a parent? Check out my post on Kindergarten Readiness and/or this one if you are asked to sign up for a Kindergarten Assessment during summer.


Final Thoughts

The first day of school is the beginning of many new adventures. With a comforting first day of school story, you can help your child walk into kindergarten with a smile, a backpack, and a heart full of courage.

Sometimes kids just jump right in and that is totally great. Other times, it may take time to feel comfortable in a new environment. In these cases, ask your child's teacher about using a transitional object like a stuffy to help them transition from the car to the classroom. I've had students who really needed to hold my hand in line -even in first grade. It's okay to advocate for your child and ask your teacher to help you make their transition a smooth one. Don't be shy! We are all on the same team.

If you have a book you think should be added to this list of first day of school story ideas for kindergarten, please let me know by emailing me at [email protected] or via Pinterest.

Join our signature program
KinderReady Summer

Find out more...
My mission is to bring fun hands-on learning to your home through simple activities and games that capture your child’s interest.