Tomorrow, I Will Let My Little One Go

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Tomorrow marks a significant milestone, and I find myself gripping the emotions tightly. I will wake up early, engage in a brief moment of quiet reflection through reading and praying, and then I will sneak downstairs to whip up breakfast. Afterward, I’ll tiptoe back upstairs to plant soft kisses on my children’s foreheads, pointing to their chalkboard schedules as a gentle reminder of what lies ahead.

Tomorrow, I will stroll down our familiar concrete path, fingers intertwined with my two youngest, while the third lags behind or races ahead based on his mood. There are only two hands for three boys, and I will take my time walking to the school just half a mile away, where I will leave my children in the care of others.

This year, yet another of my little ones will join a sea of 125 kindergarteners, stepping out of the comfort of our home and into the vast world. Each time I do this, it doesn’t get any easier. I know that I will find myself among other parents, pausing at the school entrance, watching my child walk away into a realm that is beyond my control—a place that doesn’t adhere to our rules, filled with its own challenges and uncertainties.

As the day approaches, tensions at home have intensified. My partner and I exchange looks that say, “I can’t wait for school to start,” but deep down, I feel conflicted. The beginning of school means they will be away from my support, my presence, and my protective embrace. However, they will never be away from my love.

Today, my three little ones have climbed into my lap throughout the day, as if they can sense the weight of this last day at home. Their snuggles feel desperate, almost pleading: “We can’t go. You can’t let us go.”

But what if? What if they struggle to make friends? What if they clash with their teacher? What if the outside world dims their spirits or breaks their hearts? The worries swirl around me.

Tonight, I’ll wander through the house, brushing my fingers against their backpacks hanging by the door, slipping into their rooms to gaze at their sleeping faces—so big yet so small. I’ll cry and pray for a good year ahead, hoping they realize their strength and value in this world. I can tell them they’re capable every day, but ultimately, they must discover this for themselves, away from home.

It’s not easy to let go. I understand the pain of disappointment and the sting of cruelty, and I want to shield my boys from these experiences. I know it’s part of growing up, but it’s so hard to watch them venture into the unknown.

Just yesterday, my little one was still a baby, needing my guidance for everything from bathing to bedtime. Time has flown by, and now they are big, independent, and ready to take that leap outside our home, while I wrestle with my grief.

Tomorrow, as I walk them into this new chapter, we’ll pause outside the school doors. Their father will snap countless pictures of their proud smiles, and I will stand there, heart swelling with pride and sadness. As we approach their classrooms, my youngest will hesitate at the door, eyes questioning, “Are you sure?” I’ll have to respond, even when my heart says otherwise. “Yes, sweetheart. I’m sure.”

He is ready to embrace independence, to learn and grow beyond my reach. It hurts because he will always be my little one—the same child I comforted through sleepless nights and cheered on during his first steps. I still stand at the bottom of the monkey bars, arms open wide, waiting to catch him if he falls.

So, I will let him go. I will allow him to greet his teacher, even if he can’t remember her name yet. As I leave him there, my husband will squeeze my hand, understanding the weight of this moment. We will walk back home with our other two children, who fill our lives but make the house feel a little emptier without their brother.

I release him because I know he’s prepared to test the wings we’ve nurtured. Yes, he will stumble and I’ll be there to pick him up, but each fall will only make his wings stronger. He will forge friendships, learn new games, and find joy in his teacher’s guidance. He will be just fine.

Tonight, I will quietly enter his room for one last glimpse, a final touch, a tender kiss on his dark lashes. Tomorrow, he will spread his wings for the first time, and I will be there, always watching with tears of pride and a heart that aches.

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Summary

The emotional journey of a parent preparing to send their child off to school for the first time is filled with mixed feelings of pride, worry, and nostalgia. As children step out into the world, parents grapple with the challenges of letting go while hoping for their children’s growth and success.

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