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First Day Of Preschool Outfits

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toddler boy surfing turtle short-sleeve graphic tee - aqua toddler boy surfing turtle short-sleeve graphic tee - aqua

Carter's

toddler boy surfing turtle short-sleeve graphic tee - aqua

$2.49
toddler cotton tee toddler cotton tee

Carter's

toddler cotton tee

$5.00
Baby Lightweight Floral-Lined Canvas Overalls - Khaki Baby Lightweight Floral-Lined Canvas Overalls - Khaki

OshKosh B'gosh

Baby Lightweight Floral-Lined Canvas Overalls - Khaki

$21.00
toddler pocket jersey tee toddler pocket jersey tee

Carter's

toddler pocket jersey tee

$3.99
grey pocket tee grey pocket tee

Carter's

grey pocket tee

$5.00
toddler boy helicopter print short-sleeve tee - blue toddler boy helicopter print short-sleeve tee - blue

Carter's

toddler boy helicopter print short-sleeve tee - blue

$5.00
toddler boy recycling truck graphic tee - olive toddler boy recycling truck graphic tee - olive

Carter's

toddler boy recycling truck graphic tee - olive

$4.49
toddler boy baseball print short-sleeve tee - red toddler boy baseball print short-sleeve tee - red

Carter's

toddler boy baseball print short-sleeve tee - red

$5.00
toddler boy fries short-sleeve graphic tee - green toddler boy fries short-sleeve graphic tee - green

Carter's

toddler boy fries short-sleeve graphic tee - green

$2.79
toddler boy dinosaur short-sleeve graphic tee - green toddler boy dinosaur short-sleeve graphic tee - green

Carter's

toddler boy dinosaur short-sleeve graphic tee - green

$5.00
toddler boy beachball graphic tee - orange toddler boy beachball graphic tee - orange

Carter's

toddler boy beachball graphic tee - orange

$2.79
toddler boy mac & cheese short-sleeve graphic tee - ivory toddler boy mac & cheese short-sleeve graphic tee - ivory

Carter's

toddler boy mac & cheese short-sleeve graphic tee - ivory

$2.79
toddler boy food critic graphic tee toddler boy food critic graphic tee

Carter's

toddler boy food critic graphic tee

$2.79
toddler boy cookies & milk short-sleeve graphic tee - tan toddler boy cookies & milk short-sleeve graphic tee - tan

Carter's

toddler boy cookies & milk short-sleeve graphic tee - tan

$2.49
toddler boy construction short-sleeve graphic tee - tan toddler boy construction short-sleeve graphic tee - tan

Carter's

toddler boy construction short-sleeve graphic tee - tan

$5.00
Toddler Dark Blue Wash Classic Jeans Toddler Dark Blue Wash Classic Jeans

OshKosh B'gosh

Toddler Dark Blue Wash Classic Jeans

$30.00

Baby Floral Print Overalls - Green Baby Floral Print Overalls - Green

OshKosh B'gosh

Baby Floral Print Overalls - Green

$21.00
Toddler Faded Dark Wash Straight-Leg Jeans Toddler Faded Dark Wash Straight-Leg Jeans

OshKosh B'gosh

Toddler Faded Dark Wash Straight-Leg Jeans

$30.00

Toddler Medium Wash Straight-Leg Jeans Toddler Medium Wash Straight-Leg Jeans

OshKosh B'gosh

Toddler Medium Wash Straight-Leg Jeans

$30.00

Toddler Dark Wash Straight-Leg Jeans Toddler Dark Wash Straight-Leg Jeans

OshKosh B'gosh

Toddler Dark Wash Straight-Leg Jeans

$30.00

toddler boy cotton turtleneck - red toddler boy cotton turtleneck - red

Carter's

toddler boy cotton turtleneck - red

$8.00
turtleneck turtleneck

Carter's

turtleneck

$8.00
Baby Medium Blue Wash Skinny-Leg Jeans Baby Medium Blue Wash Skinny-Leg Jeans

OshKosh B'gosh

Baby Medium Blue Wash Skinny-Leg Jeans

$30.00

Toddler Organic Cotton Gauze Shortalls in Seal Blue Toddler Organic Cotton Gauze Shortalls in Seal Blue

Little Planet

Toddler Organic Cotton Gauze Shortalls in Seal Blue

$24.00

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First Day Of Preschool Outfits

The first day at preschool is a big deal—equal parts milestone and photo op, with a side helping (or two) or nerves. Whether your little one is racing into the classroom or clinging to your leg, first day preschool outfits should be up for anything: art projects, playground adventures, and plenty more. From easy layers to playful prints, these styles are made for real life—messes, hugs, tumbles, and all the moments you’ll remember long after the bell rings. Because when it comes to first day memories, comfort and confidence are always in style.

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