Dear Little One,
I can hardly believe we’re at this moment. As you sleep soundly—your favorite toys, books, and stuffed animals nestled all around you, I can’t help but smile. I suspect there’s a secret pacifier hidden under your pillow, just in case the shadows in the closet stir you awake during the night. I know the routine; I see it every morning as I make your bed. I tuck it back away, understanding that it gives you comfort, and if I’m honest, it keeps you my little boy for just a bit longer. Let’s keep our little secrets between us.
Tomorrow marks a significant milestone: your first day of kindergarten. Just typing that sends a rush of emotion through me. For the past six years, I’ve anticipated this day, always feeling it was far off. Now, it’s only hours away. While I have complete confidence that you’re ready for this journey, I’m not sure how I’ll handle it.
I’ve often thought about how to caption that iconic “kindergarten, here he comes” photo. Should I inject humor about what your future teachers might face, or should I express my disbelief? Yet, as I think about it, all I can come up with is: “Thank you.”
Thank you for being my greatest gift.
Thank you for bringing purpose into my life.
Thank you for teaching me to cherish the little moments and, ironically, how to love while letting go.
You will always be my greatest achievement, my first glimpse of unconditional love. It may sound cliché, but watching you grow is like seeing my heart living outside of my body.
Parenthood is a complex journey. In the beginning, you have this utterly dependent little being who relies on you for everything. Those early months can be overwhelming and exhausting, filled with routines, uncertainty, and moments of doubt. I once read a mother reflect, “At some point, I’ll put you down and never pick you up again.” I remind myself of those words daily, knowing that those fleeting moments of childhood will soon be memories, and I will stand beside a growing young man. That’s when the real challenge begins: letting go.
Letting go is difficult. It requires both faith and courage, and I often struggle with both. The past six years have been a journey of discovery for me—capturing memories, documenting our adventures, and living out the dreams I had of motherhood. But as you step onto that bus tomorrow, your story will begin to unfold. You’ll take strides toward becoming the remarkable individual you’re destined to be, moving further away from being my little boy.
I will miss our daily escapades, the way your small hand fits in mine while we shop, and our cozy couch moments watching cartoons. But I know the trade-off will be worth it. I look forward to hearing about your new friends, your teachers, and all the things you’ll learn. It’s a bittersweet day because I am aware that this bus ride signifies you’re one step closer to growing up, and all I can do is watch from the sidelines, hoping I’ve equipped you with what you need to navigate the world ahead.
You’re ready for this, my dear. If anyone can conquer the world, it’s you! “Oh, the places you will go!” You embody everything I wished for in a son: intelligence, humor, leadership, and a unique sense of self. I hope you always embrace who you are! So, as you board that bus tomorrow, I won’t shed tears of sadness; instead, I’ll celebrate with tears of pride for the incredible young man you are becoming.
Tomorrow, you will wake up a kindergartner. I hope this year opens doors to amazing experiences! May you forge new friendships and explore exciting knowledge! Always remember my rules: be kind, question everything, and (above all) stay true to yourself—just maybe skip the “poopy butt” talk and fascination with action figures.
Love you to the moon and back, and more than all the stars in between,
Love, Mommy
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Summary:
In a heartfelt letter, Lila Thompson reflects on the bittersweet transition of her child entering kindergarten. She expresses gratitude for the joy and lessons her son has brought her and acknowledges the challenges of letting go as he embarks on this new journey. The letter combines nostalgia with hope, emphasizing the importance of kindness, curiosity, and authenticity as he grows.