Free shipping on all orders over $75🎄

You’ve been talking about it for months now. My sweet, oldest boy—you’re starting school this year . . . and you just can’t wait.

You bring it up daily in conversation, with a twinkle in your eye. Your sharp little mind and sensitive soul want to know just what it’ll be like, just what to expect. 

Should I raise my hand when I have something to say, Mama? 

Can I learn how to read my favorite books all by myself?

Will my teacher be nice? 

Do you think I’ll make new friends? 

You are so ready for this next chapter of your life. Of both our lives, really.

You’ve already picked out your backpack—a navy blue, Dino-covered number that you’re sure will be big enough to hold all of your things.  

You’ve planned which outfit you’ll wear on the first day and exactly what you’ll say to your teacher when you finally meet her.

RELATED: Dear Preschooler, This Was Supposed To Be Your Year Too

You’ve assured me that even though we’ll be apart more than ever before, I don’t have to miss you too much because you’ll still be my boy. Just a little bigger now, Mommy.

You are ecstatic—in your five years I don’t think I’ve ever seen you so excited about anything. And me? I want nothing more than to share in that excitement with you, but the truth is my mama heart is breaking. 

I just always thought it would be different. 

I thought you starting school would be a happy time. Bittersweet, yes, but a joyous milestone nonetheless.

I never imagined it would be so clouded in doubt. I never pictured your first year as one big, ominous, worry-filled question mark. 

Oh, babe . . . it all just makes me so sad. 

Now I wonder if you’ll even be able to see your teacher’s kind smile behind her mask, or if it will be hard for you to make friends from six feet away.

I’m afraid your daddy and I won’t be able to walk you through the door on your first day to help you hang your coat and backpack in your cubby. I worry you’ll cry from nerves, and I won’t be allowed to go into the classroom to comfort you. 

RELATED: Dear Kindergarten Mama, I Know Your Heart is Hurting

I worry you’ll start school and it will be everything you’ve ever dreamed. . . only for it to shut down for a while and your heart to break at the feeling of missing out.

I’m so sad I won’t get to go on class field trips and watch your eyes light up as you experience new things, new places, and new people. I’m even sadder you may not have any field trips to begin with. 

It hurts my heart that this will be your first experience with school.

I know you won’t know any differently—but I will. I’ll know all of the things you’re missing out on, and for that, my heart breaks. 

This isn’t how I thought it would be, but I promise to stay strong for you. I promise to show you only my excitement and never the fear bubbling just under the surface. If I can be a source of positivity and comfort, I know you’ll be able to weather anything the future throws at you. 

You’re starting school this year, and you just can’t wait. 

We’ll do this together, little one. 

P.S. We love The Preschool Box, a subscription filled with books, crafts, and skill-building activities delivered right to your doorstep each month! 

Recommendations in this post contain affiliate links. Her View From Home may receive a small commission if you choose to purchase.

So God Made a Mother book by Leslie Means

If you liked this, you'll love our new book, SO GOD MADE A MOTHER available now!

Order Now

Casey Huff

Casey is Creative Director for Her View From Home. She's mom to three amazing kiddos and wife to a great guy. It's her mission as a writer to shed light on the beauty and chaos of life through the lenses of motherhood, marriage, and mental health. To read more, go hang out with Casey at: Facebook: Casey Huff Instagram: @casey.e.huff

Brothers Fight Hard and Love Harder

In: Kids, Motherhood
Two boys play outside, one lifting the other on his back

The last few years have been a whirlwind. My head has sometimes been left spinning; we have moved continents with three boys, three and under at the time. Set up home and remained sufficiently organized despite the complete chaos to ensure everyone was where they were meant to be on most days. Living in a primarily hockey town, the winters are filled with coffee catch-ups at the arena, so it was no surprise when my youngest declared his intention to play hockey like his school friends. Fully aware that he had never held a hockey stick or slapped a puck,...

Keep Reading

Stop Putting an Expiration Date on Making Memories

In: Kids, Motherhood
Mother and son in small train ride

We get 12 times to play Santa (if we’re lucky). This phrase stopped my scroll on a Sunday evening. I had an idea of the direction this post was going but I continued on reading. 12 spring breaks 12 easter baskets 20 tooth fairy visits 13 first days of school 1 first date 1-2 proms 1-2 times of seeing them in their graduation cap and gown 18 summers under the same roof And so on and so on. It was essentially another post listing the number of all the monumental moments that we, Lord willing, will get to experience with our...

Keep Reading

When Your Kids Ask, “Where Is God?”

In: Faith, Kids
Child looking at sunset

How do I know if the voice I’m hearing is God’s voice? When I was in high school, I found myself asking this question. My dad was a pastor, and I was feeling called to ministry. I didn’t know if I was just hearing my dad’s wish or the call of God. I was worried I was confusing the two. It turns out, I did know. I knew because I was raised to recognize the presence of God all around me. Once I knew what God’s presence felt like, I also knew what God’s voice sounded like. There is a...

Keep Reading

Go Easy On the Parents Who Refuse to Skip Naps

In: Kids, Motherhood
Two little boys and their sister walking down a gravel road, color photo

Greetings from a mom who is done with napping children. It’s great to have the flexibility during the day for longer activities, meeting friends for playdates, or day trips to faraway places. It’s a new life . . . the life without naps. The freedom to make plans and keep them. But not that long ago, I was something very different than the flexible, plan-keeping, up-for-it woman I am today. I used to be the mom who refused to skip my child’s nap. Yep, that one. Here’s the thing, for a lot of parents, It’s so much more than just a...

Keep Reading

My Heart Isn’t Ready for You to Stop Believing in Santa

In: Kids, Motherhood
Little boy standing in front of lit christmas tree

“My friend doesn’t believe in Santa anymore, Mom,” my son said out of the blue the other day. We were driving in the car, and when I met his gaze in the rear-view mirror his eyes searched mine. Immediately, my heart sank.  This sweet boy, he’s our first. Thoughtful and smart and eight years old. A quick Google search tells me that’s the average age kids stop believing in Santa, but as his mom, I’m not ready for that—not even a little bit.  I can still hear his barely 2-year-old voice going on about reindeer as we lay together on...

Keep Reading

Motherhood is a Million Little Letting Gos and Fresh Hellos

In: Kids, Motherhood
Mother sitting with child on her lap by the setting sun and water

I missed my grocery-shopping buddy the other day. Mondays are usually the days my littlest and I knock out our grocery list. In the past, we’ve dropped the kids at school and then headed to the store. I grab a latte, and she chooses a hot chocolate. But that day, they were all in school. That day, she sat in her kindergarten class, and I went to the grocery store. Alone. A new rhythm. A changed routine. A different season. I listened to a podcast on the drive. My podcast. Then I grabbed a drink. Just one. I got the...

Keep Reading

Dear Kids, This Is My Wish for You

In: Kids, Motherhood
Mother hugs three kids

To my kids, The world you’re stepping into is unlike anything I experienced at your age. It’s fast-paced, interconnected, and sometimes overwhelming. But within this chaos lie countless opportunities for growth and joy. My wish for you is that you find the perfect balance between embracing the modern world and staying true to yourselves. Change is one thing you can always count on. Embrace it because it’s often the motivation for growth. Embracing change doesn’t mean letting go of who you are; rather, it’s about evolving into the best version of yourself. Remember, you don’t need to have all the...

Keep Reading

Dear Daughter, Stay Wild

In: Kids, Motherhood
Mother and daughter on beach, color photo

I can’t really put my finger on it. Or manage to find all the words. But there’s just something about that girl. Maybe it’s the way her hair sits tangled. Curled up at the end. The way she moves. Dances. As if everyone was watching. Or no one at all. RELATED: There is Wild Beauty in This Spirited Child of Mine It could be the way she smiles. With her heart. The way only she can. The way she cares, loves. For everyone. For herself. You see, she is beautiful in the way only wild things are. The way they...

Keep Reading

You’re Becoming a Big Sister, But You’ll Always Be My Baby

In: Baby, Kids, Motherhood
Pregnant woman with young daughter, color photo

The anticipation of welcoming a new baby into the world is an exciting and joyous time for our family. From the moment we found out we were expecting to just about every day since, the love and excitement only continue to grow. However, amidst all the preparations for the new addition, I cannot help but have mixed emotions as I look back at old videos and pictures of my firstborn, my first princess, my Phoebe—for she will always hold a special place in my heart. As the anticipation grows, my heart swells with a mix of emotions knowing we are...

Keep Reading

Cowgirls Don’t Cry Unless the Horse They Loved Is Gone

In: Grief, Kids, Loss
Little girls Toy Story Jessie costume, color photo

The knee of my pants is wet and dirty. My yellow ring lays by the sink—it’s been my favorite ring for months. I bought it to match Bigfoot’s halter and the sunflowers by his pasture. Bigfoot is my daughter’s pony, and I loved him the most. The afternoon is so sunny. His hooves make the same calming rhythm I’ve come to love as I walk him out back. A strong wind blows through the barn. A stall labeled “Bigfoot,” adorned with a sunflower, hangs open and I feel sick. I kneel down by his side as he munches the grass....

Keep Reading