29 June 2025
Ah, the first day of school—it’s a big deal, especially for your little one. It's a huge milestone, filled with excitement, nerves, and a whole lot of emotions you probably haven’t seen bottled up like this before. For parents, it can be just as overwhelming. You’re likely wondering: What if my child cries? What if they don't make friends? What should I say to help?
Well, you're in the right place.
Let’s break this down together. This guide will walk you through how to talk to your child before, during, and after their very first day at school. We’ll cover how to ease their fears, encourage open communication, and help them build the confidence they need to take that first step with a smile.

"Hey, you know how big kids go to school? You're going soon! Isn't that cool?"
Let them warm up to the idea without pressure.
Suggestions:
- _The Kissing Hand_ by Audrey Penn
- _First Day Jitters_ by Julie Danneberg
- _Wemberly Worried_ by Kevin Henkes
Pause while reading and ask, “How do you think she’s feeling right now?” Gauge their reactions and see where their head is.
Say something like:
- “I know it’s a little scary. That’s okay.”
- “I felt nervous my first day too.”
- “Want to tell me what part makes you feel that way?”
You’re not trying to solve everything—you’re just being a safe place for their emotions to land.
Try saying:
- “You are going to meet new friends and have so much fun!”
- “Your teacher is so excited to meet you.”
- “Remember what we talked about—if you feel nervous, just take a deep breath and think of something that makes you smile.”
Keep it short and sweet. Lingering drop-offs = tearful drop-offs.
So how do you really get them to open up?
- “What was the best thing you did today?”
- “Did anyone have a funny lunch?”
- “What color was your teacher's shirt?”
- “Did you play with anyone at recess?”
These invite real conversation and help you paint a picture of their day.
Totally normal.
Say something like:
- “It’s okay to feel a little unsure. That doesn't mean you won’t like it tomorrow.”
- “Remember how you felt nervous before swim lessons and then you loved it?”
Draw from their past wins to build confidence.
Try: “I’m proud of how brave you were going in by yourself!” or “You kept trying even when it was hard—that’s amazing!”
This teaches resilience and helps them feel proud of trying, not just achieving.
Make it a habit—maybe during bedtime or dinner. Let them know that school is something you care about, and their thoughts and stories are worth sharing.
And hey—don’t forget to give yourself a little grace too. This is a big milestone for you as much as it is for them. You’ve got this.
all images in this post were generated using AI tools
Category:
School ReadinessAuthor:
Max Shaffer
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2 comments
Edith McKay
Loved this article! It’s so important to create a cozy space for our kids to share their feelings about their first day at school. A little encouragement and active listening can make a world of difference. Here’s to many heartwarming conversations filled with laughter and maybe a few giggles!
October 6, 2025 at 4:38 AM
Max Shaffer
Thank you! I’m glad you enjoyed the article. Encouraging open conversations truly fosters a supportive environment for our kids. Here’s to many heartwarming moments!
Jordan Roberson
Encourage open dialogue by asking open-ended questions about their feelings and experiences. Share your own first-day memories to create a connection, and reassure them that it's normal to feel nervous. Your support can empower their confidence and curiosity.
July 12, 2025 at 2:26 PM
Max Shaffer
Great advice! Open dialogue fosters connection, and sharing personal experiences can truly reassure kids. Your support is key to building their confidence.