by Amber Bowie July 05, 2025
The first day of school is such a big moment - whether your little one is starting Pre-K, heading into middle school, or even doing cyberschool from the kitchen table. One thing that makes it feel extra special? A fun, confidence-boosting first day of school shirt!

Whether you’re snapping pics on the porch or at drop-off, these shirts celebrate personality, pride, and milestones in a way your kids (and your camera roll) will love.
For me, these shirts aren’t just cute - they’re part of our family’s back-to-school tradition. They help start the day with excitement and confidence, especially for little ones who might be feeling nervous.
And let’s be honest - we moms love a good photo moment.

When I designed our Back to School Collection, I wanted every tee to feel:
Fun and bold
Comfortable for all-day wear
Celebratory - with messages kids relate to
Proudly made by a mom-owned business 🙌🏾

Perfect for those milestone firsts - in bright, playful fonts your little learners will love.

Let your kids show off their new grade with pride - we have tees for Pre-K through 5th grade (and more on the way!).
School doesn’t always happen in a classroom - our cyberschool and homeschool-friendly tees help kids feel seen and celebrated too.
You can shop the full collection right here on my site:
👉🏾 Back to School Tees – MMofPhilly.com
Every shirt is made with care, packaged with love, and ships from Philly. (Plus, if you’re shopping early, you’ll avoid the last-minute rush - and have it ready for your photos!)
Pair your tee with a chalkboard sign or printable to mark the day. And don’t forget to grab a “Back to School, Back to Business” tee for yourself - because moms deserve to be part of the moment too!
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© 2026 Mackenzie Madison of Philadelphia.
Mackenzie Madison of Philadelphia, LLC
Amber Bowie
Author