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Preppy Smile Caps
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612 items
Hats
Filters (2)
612 items
Most Relevant
Smile youre on camera Baseball Cap
theredfoxs
$20.15
$25.19
(20% off)
SMILEY FACE Dad Hat
jans-designs
$21.41
$25.19
(15% off)
Preppy Aqua Golden Goose Super Star Sneakers Dad Hat
brookiecookie37
$23.19
$27.29
(15% off)
SMILE! Baseball Cap
Julia Santos
$20.15
$25.19
(20% off)
Little Rhody smile Baseball Cap
Barky Sharky
$20.15
$25.19
(20% off)
Smile Dad Hat
lara-bacchus
$27.66
$32.54
(15% off)
This is so the happy place Baseball Cap
Barky Sharky
$20.15
$25.19
(20% off)
SMILE! - blue Dad Hat
Julia Santos
$21.41
$25.19
(15% off)
Spooky, Silly, Sugar-Fueled Dad Hat
PrintSparkDesigns
$21.41
$25.19
(15% off)
Retro Distressed Smiley Face Lightning Bolt Baseball Cap
The secret storage room
$20.99
$26.24
(20% off)
Smile - Preppy Style Dad Hat
Cacao Dreams
$19.62
$23.09
(15% off)
Preppy smiley face Baseball Cap
EmeryJH
$20.15
$25.19
(20% off)
preppy green 'smile zone' Baseball Cap
elizabethpivec
$22.67
$28.34
(20% off)
Smile - Preppy Style Dad Hat
Cacao Dreams
$19.62
$23.09
(15% off)
Retro Smile Baseball Cap
EmilyDraws10
$20.15
$25.19
(20% off)
Smiley Star Face Dad Hat
GreenMonkeyShop
$21.41
$25.19
(15% off)
Drippy smile face pink Baseball Cap
emma7797
$20.15
$25.19
(20% off)
Make memories :) Baseball Cap
Barky Sharky
$20.15
$25.19
(20% off)
Tulane drippy smiley Baseball Cap
laur21
$20.15
$25.19
(20% off)
Preppy Pink Leopard Smiley Face - Today is going to be a good day | Leopard Cheetah Texture Dad Hat
PEARROT
$22.30
$26.24
(15% off)
Preppy Smiley Face XOXO Leopard Texture Cowboy Smile Zebra Hat | White Background Dad Hat
PEARROT
$22.30
$26.24
(15% off)
Preppy Dad Hat
Inspired Life Creative
$21.41
$25.19
(15% off)
Preppy Aesthetic Smiley Face, Sage Green Aesthetic Baseball Cap
Inspired Life Creative
$20.15
$25.19
(20% off)
Preppy School Supplies, Preppy, Aesthetic, Pink, Leopard Print, Smile, Preppy Dad Hat
Inspired Life Creative
$21.41
$25.19
(15% off)
Preppy School Supplies, Preppy, Aesthetic, Pink, Leopard Print, Smile, Preppy Baseball Cap
Inspired Life Creative
$20.15
$25.19
(20% off)
Preppy School Supplies, Preppy, Aesthetic, Peach, Leopard Print, Smile, Preppy Baseball Cap
Inspired Life Creative
$20.15
$25.19
(20% off)
preppy glittery pink 'smile zone' Baseball Cap
elizabethpivec
$22.67
$28.34
(20% off)
bright christmas smile Dad Hat
gdm123
$21.41
$25.19
(15% off)
Be good do good Dad Hat
jstahl21
$23.19
$27.29
(15% off)
Hot Pink Preppy Smiley Dad Hat
Elizabeth Lundquist
$21.41
$25.19
(15% off)
Preppy Baseball Cap
Inspired Life Creative
$20.15
$25.19
(20% off)
Preppy School Supplies, Preppy School Supplies, Preppy, Aesthetic, Pink, Preppy Aesthetic Baseball Cap
Inspired Life Creative
$20.15
$25.19
(20% off)
Preppy School Supplies, Preppy, Aesthetic, Sage Green, Leopard Print, Smile, Preppy Aesthetic Dad Hat
Inspired Life Creative
$21.41
$25.19
(15% off)
Preppy School Supplies, Preppy, Aesthetic, Preppy Pink, Leopard Print, Smile, Preppy Aesthetic Dad Hat
Inspired Life Creative
$21.41
$25.19
(15% off)
Preppy School Supplies, Preppy, Aesthetic, Preppy Black, Leopard Print, Smile, Preppy Aesthetic Baseball Cap
Inspired Life Creative
$20.15
$25.19
(20% off)
Preppy aesthetic, Preppy vibes Waves of Pink yellow and green Dad Hat
PreppyRiot
$21.41
$25.19
(15% off)
Smiley Face Preppy Heart Eyes Pink and Blue Baseball Cap
MadeByAyla
$20.15
$25.19
(20% off)
Checkered Vintage Preppy Smiley Face Dad Hat
EmeryJH
$19.62
$23.09
(15% off)
Aesthetic Smiley Face, Aesthetic Preppy Baseball Cap
Inspired Life Creative
$20.15
$25.19
(20% off)
SMILE Baseball Cap
Kalit Designs
$20.15
$25.19
(20% off)
SMILE Dad Hat
Kalit Designs
$21.41
$25.19
(15% off)
Winky smiley square Dad Hat
emmakraner
$20.52
$24.14
(15% off)
radiate positivity smile preppy pink Dad Hat
zozomaxine
$21.41
$25.19
(15% off)
Smiley Face Preppy Baseball Cap
EunsooLee
$20.15
$25.19
(20% off)
Happy days Baseball Cap
notyourvirgo444
$18.47
$23.09
(20% off)
preppy smiley face Baseball Cap
hattiemillz
$20.15
$25.19
(20% off)
Cute Confident Chibi Girl In Sage Green Outfit Baseball Cap
taogiauco
$23.34
$29.18
(20% off)
Preppy Smiley Faces Baseball Cap
Ary15
$20.15
$25.19
(20% off)
Happy Face Daisy Flower Preppy Aesthetic Smile Face Dad Hat
bmgnbory94
$21.41
$25.19
(15% off)
Fun Vintage Cartoon Head with Happy Smile Dad Hat
Popysworld
$21.41
$25.19
(15% off)
Argyle Smile Dad Hat
DesignsByDebQ
$24.98
$29.39
(15% off)
Ombré Smile Dad Hat
mbstickerco20
$26.76
$31.49
(15% off)
Money doesn’t buy happiness Dad Hat
toriyoung20
$21.41
$25.19
(15% off)
Preppy smile Dad Hat
Fiafoley
$21.41
$25.19
(15% off)
XOXO Sad Face Dad Hat
Blaacklight
$30.33
$35.68
(15% off)
cute butterfly Baseball Cap
elizabethpivec
$22.67
$28.34
(20% off)
Tie Dye Smiley Face Retro Pastel Rainbow Happy Face Dad Hat
raedattia
$21.41
$25.19
(15% off)
Cute preppy lightning bolt Baseball Cap
elizabethpivec
$22.67
$28.34
(20% off)
preppy fallen smiley face Baseball Cap
elizabethpivec
$22.67
$28.34
(20% off)
preppy lightning bolt Dad Hat
elizabethpivec
$24.08
$28.34
(15% off)
preppy fallen smiley face Baseball Cap
elizabethpivec
$22.67
$28.34
(20% off)
pink preppy smiley hat Dad Hat
ViviTV
$23.19
$27.29
(15% off)
preppy fallen smiley face Dad Hat
elizabethpivec
$24.08
$28.34
(15% off)
xoxo art print with smiley faces Baseball Cap
elizabethpivec
$22.67
$28.34
(20% off)
xoxo cheetah with star eye Dad Hat
elizabethpivec
$24.08
$28.34
(15% off)
preppy smiley faces jar Dad Hat
elizabethpivec
$24.08
$28.34
(15% off)
preppy lightning bolt Dad Hat
elizabethpivec
$24.08
$28.34
(15% off)
preppy lightning bolt Dad Hat
elizabethpivec
$24.08
$28.34
(15% off)
tired but never of you preppy print Dad Hat
elizabethpivec
$24.08
$28.34
(15% off)
First Day Energy Powered By Coffee And Little Smiles Back To School Dad Hat
mo-carnival
$21.41
$25.19
(15% off)
2024ThePlot Dad Hat
Als10806
$21.41
$25.19
(15% off)
Blue Preppy Smiley Face Baseball Cap
jmhCreates
$20.15
$25.19
(20% off)
radiate positivity smile preppy yellow Baseball Cap
zozomaxine
$20.15
$25.19
(20% off)
preppy pink smile Dad Hat
Fancyglowpony
$21.41
$25.19
(15% off)
good vibes aesthetic ~ love yourself ~ peace ~ smile Dad Hat
zozomaxine
$21.41
$25.19
(15% off)
Smiley Face Baseball Cap
madeby-danielle
$20.15
$25.19
(20% off)
preppy blue smile Dad Hat
Fancyglowpony
$21.41
$25.19
(15% off)
Pink Smiley Face Dad Hat
emersondelilah
$21.41
$25.19
(15% off)
preppy orange smile Baseball Cap
Fancyglowpony
$20.15
$25.19
(20% off)
radiate positivity smile preppy blue Dad Hat
zozomaxine
$21.41
$25.19
(15% off)
Preppy purple lighting bolt smiley face Dad Hat
EmeryJH
$21.41
$25.19
(15% off)
Preppy Smiley Face Baseball Cap
EmeryJH
$20.15
$25.19
(20% off)
Smile zone preppy Baseball Cap
SUUSCK ★
$23.51
$29.39
(20% off)
pink smile Baseball Cap
bregwilliamson
$25.19
$31.49
(20% off)
preppy pink 'wish you were here' print Baseball Cap
elizabethpivec
$22.67
$28.34
(20% off)
Preppy Smiley Dad Hat
Sershni
$21.41
$25.19
(15% off)
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