To My Beloved Son, For the Day You Leave Me at School

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Every parent knows the bittersweet feeling that comes with watching their child take their first steps toward independence. As I laced up your tiny sneakers and slipped your favorite blue backpack over your shoulders, a mix of pride and heartache washed over me. “Mommy, come with me? Mommy, no leave?” you pleaded, gripping my hand tightly. The parking lot of your new preschool loomed ahead, and I could see the uncertainty in your watery eyes.

On your very first day, as you reached out for me and cried my name, my heart shattered. Big tears rolled down your flushed cheeks as I leaned down to give you one last kiss before walking away. It felt like I was tearing myself apart, leaving you behind. If this was truly a positive step forward, why did it hurt so much?

While you’ve likely settled in with your new friends by now, I’m still here, grappling with the emotions that come with this significant milestone. So, as you grow older and eventually read this letter, I want to share some truths about those preschool drop-offs.

My dear son, in time, these moments will be mere echoes in your memory. You won’t recall the tears or the moment your teacher gently comforted you while I hastily retreated to my car, fighting back my own tears. You won’t remember the anxious looks I exchanged with your father as we painstakingly chose the right school for you, a decision that took us six long months and visits to twelve different places. We finally decided on that cozy little preschool at the community center, adorned with cheerful artwork and welcoming teachers who had dedicated years to their craft. We wanted you to thrive in an environment where you felt safe and confident to explore, without me hovering nearby. You won’t remember the sleepless nights we endured, but I promise you, your parents will.

You won’t know how guilty I felt tidying up our home, scrubbing the carpet for the third time, or how I could hardly focus on anything other than the thought of you wondering where I was. While you were having fun with that bright plastic toy and giggling at the bubbles during storytime, I was on the phone with Ms. Linda, desperate for updates. These details may fade from your memory, but they will forever remain etched in my heart.

Maybe you’ll read this when you’re seven, rolling your eyes at how overly emotional your mother can be. Or perhaps you’ll be a teenager, cringing at this display of vulnerability. I like to think that one day, as you prepare to leave for college, you’ll find this letter tucked away in the passenger seat of your car, a reminder of the journey we’ve taken together.

There will come a time when I’ll be the one feeling apprehensive during drop-off. I might wear a brave face, or I could be the one with tears streaming down my own cheeks. Regardless, you’ll be moving forward into new adventures, focused ahead rather than looking back. You won’t recall the excitement of those tiny lunchboxes or the handmade muffins we baked that morning. You may not remember that I stayed in the car to write you this letter, overwhelmed with emotions. But I will always carry the pride, love, joy, and sadness that fills a parent’s heart as they witness their child embrace independence.

You may not fully understand the depth of these feelings now, but rest assured, I will.

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In summary, the journey of parenthood is filled with priceless moments that shape both our children and us. While a child’s memory may fade, a parent’s love remains ever-present, a testament to the bittersweet beauty of growing up.


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