Home Motherhood The Cutest Fall Clothes for Toddler Boys (AKA My Back to School Shopping List for James)

The Cutest Fall Clothes for Toddler Boys (AKA My Back to School Shopping List for James)

by krismkoch

I can’t believe it’s already time for back to school shopping. And for us, it’s our first time back to school shopping for James. He starts preschool this fall — well, it’s more like a playdate at the preschool he’ll attend as he missed the deadline for all the Twos programs. I’m not going to lie, I’m somewhat relieved. I actually think he’d thrive in a full-time preschool, so I feel like a bad mom saying this, but I am just not ready to have a preschooler. It’s really hard to come to grips with how fast he’s growing up. However, he will be going to school starting in September, so I still get to do the fun part of it all — shop for cute clothes and backpacks and shoes for him. And luckily, he hasn’t shown strong opinions on his wardrobe thus far, so I can dress him in adorable clothes I pick out, which I’m going to milk as long as I can. To help me from going completely crazy, I put together a list of my favorite fall clothes for toddler boys. Anything else we need for James first time at school? Let me know!


From top left:

Rugby Shirt(Also love this one.)

Cord Overalls

Bear Hoodie

Checkered Button-Up


Fire Truck Shirt

Puffer Jacket

Rain Boots

Striped Sweater

Checkered Button-Up Shirt

Monogrammed Backpack

Shaggy Vest

Penny Loafers

Quilted Barn Jacket

Striped Baseball Shirt

Army Green Cords

Yellow Rain Coat

Days of the Week Socks

Dinosaur Sweatshirt


Plaid Shirt

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