Crooner Caps

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285 items

Release Me Vintage Lounge Singer Poster Art Baseball Cap

LukaRealm

$20.15

~~$25.19~~ (20% off)

Crooning Cowboy Carrot Baseball Cap

Cosmic-Chloe

$18.47

~~$23.09~~ (20% off)

Dan Flashes - high-end menswear Dad Hat

Primotees

$21.32

~~$25.08~~ (15% off)

The Driving Crooner Baseball Cap

SEJFX

$23.51

~~$29.39~~ (20% off)

Summer Holiday Nostalgia Melodies Tee - Timeless Crooner Baseball Cap

AhliyWidener

$20.15

~~$25.19~~ (20% off)

The Velvet Rebel: Dean Martin Mid-Century Azure Portrait Dad Hat

Art's Diner

$19.62

~~$23.09~~ (15% off)

The Velvet Voice: Nat King Cole Luminous Jazz Impasto Portrait Baseball Cap

Art's Diner

$18.47

~~$23.09~~ (20% off)

The Summit: Frank, Sammy, and Dean Rat Pack Impasto Portrait Dad Hat

Art's Diner

$19.62

~~$23.09~~ (15% off)

You're Driving With The Driving Crooner, Baby! Baseball Cap

ChickenFund

$20.15

~~$25.19~~ (20% off)

You're Driving With The Driving Crooner, Baby! Dad Hat

ChickenFund

$21.41

~~$25.19~~ (15% off)

Driving Crooner Metal Band Baseball Cap

droppinggloves

$18.47

~~$23.09~~ (20% off)

He's about at his limit - Tamblay's Menswear Fashion & More Baseball Cap

Primotees

$20.06

~~$25.08~~ (20% off)

Skeleton Jazz Singer – Vintage Gothic Crooner Skull Art Baseball Cap

inkoutninja

$20.15

~~$25.19~~ (20% off)

Cranston - I Think You Should Leave Dad Hat

acquiesce13

$26.58

~~$31.28~~ (15% off)

Pickleball Karaoke Crooner Baseball Cap

BigPickleBalls

$18.47

~~$23.09~~ (20% off)

Elvis Presley Valentine Art – "All Shook Up" Black Suit Oil Painting Baseball Cap

Art's Diner

$18.47

~~$23.09~~ (20% off)

Frog Crooner Singing into Vintage Microphone Dad Hat

Samthecreator01

$19.62

~~$23.09~~ (15% off)

Driving Crooner Card Dad Hat

drawnbybigb

$19.62

~~$23.09~~ (15% off)

Lil Tecca Baseball Cap

badiemeie

$22.67

~~$28.34~~ (20% off)

Lil Tecca Drawing Dad Hat

badiemeie

$24.08

~~$28.34~~ (15% off)

Lil Tecca Pose Baseball Cap

badiemeie

$22.67

~~$28.34~~ (20% off)

Lil Tecca Bootleg Dad Hat

badiemeie

$24.08

~~$28.34~~ (15% off)

Lil Tecca Pose Dad Hat

badiemeie

$24.08

~~$28.34~~ (15% off)

Tec For Lil Tecca Baseball Cap

badiemeie

$22.67

~~$28.34~~ (20% off)

Retro Bootleg Design Lil Tecca Baseball Cap

badiemeie

$22.67

~~$28.34~~ (20% off)

Tecca Corporate Retreat 2025 Baseball Cap

badiemeie

$22.67

~~$28.34~~ (20% off)

Tecca Office Furnishings Baseball Cap

badiemeie

$22.67

~~$28.34~~ (20% off)

Tecca Office Furnishings Baseball Cap

badiemeie

$22.67

~~$28.34~~ (20% off)

Tecca Office Furnishings Blues Baseball Cap

badiemeie

$22.67

~~$28.34~~ (20% off)

Larboard Oaks Mansion Ghost Tour - Adults only tour after 10pm Baseball Cap

Primotees

$20.06

~~$25.08~~ (20% off)

Larboard Oaks Mansion Ghost Tour - Adults only tour after 10pm Baseball Cap

Primotees

$20.06

~~$25.08~~ (20% off)

Grinch 60s Motown Soul Singer - Smooth R&B Legend Parody Dad Hat

heisergarziao

$21.41

~~$25.19~~ (15% off)

NEW SHAPE - The Chair Company Dad Hat

Pulperton

$19.62

~~$23.09~~ (15% off)

Tecca Chairs is a Scam Baseball Cap

Primotees

$20.06

~~$25.08~~ (20% off)

Tecca Office Furnishings - high-performance office chairs Baseball Cap

Primotees

$20.06

~~$25.08~~ (20% off)

Tecca Office Furnishings Baseball Cap

Primotees

$20.06

~~$25.08~~ (20% off)

Vintage Rockabilly Style Baseball Cap

Art's Diner

$18.47

~~$23.09~~ (20% off)

Summer Holiday Nostalgia Melodies Tee - Timeless Crooner Dad Hat

FsoftGrow

$21.41

~~$25.19~~ (15% off)

The Gothic Crooner Baseball Cap

Art's Diner

$18.47

~~$23.09~~ (20% off)

Tecca Office Furnishings Baseball Cap

Primotees

$20.06

~~$25.08~~ (20% off)

Bart Harley Jarvis - I Think You Should Leave Dad Hat

acquiesce13

$26.58

~~$31.28~~ (15% off)

Buble Snowman Dad Hat

Tinys Ti.ms Wh.o Did Not Die Baseball Cap

CarolPooley

$20.15

~~$25.19~~ (20% off)

Radish Ballad: Holding Back the Veg Dad Hat

Rick London Gifts

$24.08

~~$28.34~~ (15% off)

Funny Monster Crooner Parody Design Dad Hat

hangmeart

$23.19

~~$27.29~~ (15% off)

The Driving Crooner I Think You Should Leave Dad Hat

exuoevirg58

$27.12

~~$31.90~~ (15% off)

Crooner Elvis Rides A Rooster Dad Hat

ManjaHein

$21.41

~~$25.19~~ (15% off)

Go.d B.less Tin.y Ti.m Whimsical Psychedelic Folk and Vintage Ukulele Inspired Artwork Baseball Cap

BrennDaniel

$20.15

~~$25.19~~ (20% off)

The Driving Crooner Dad Hat

ElsaScheffl

$21.41

~~$25.19~~ (15% off)

Vintage Crooner Singing in a Man's World | PERFECT GIFT FOR YOU AND FRIENDS Baseball Cap

TIBORTELEKY

$20.15

~~$25.19~~ (20% off)

Ti.n.y Ti.m Whimsical Ukulele Inspired Retro Artwork Baseball Cap

BrianaLarson

$20.15

~~$25.19~~ (20% off)

Palms, roads, freedom. Dad Hat

west-ilustra

$21.41

~~$25.19~~ (15% off)

Cruising the retro wave. Dad Hat

west-ilustra

$21.41

~~$25.19~~ (15% off)

Tinys Tims Who Did Not Die Baseball Cap

Brkokamdlya

$20.15

~~$25.19~~ (20% off)

Catnip Crooner: The Tabby Troubadour Baseball Cap

ForeverPrintsOK

$20.15

~~$25.19~~ (20% off)

Record Collage – Vintage Album Art Collection Baseball Cap

hangmeart

$21.83

~~$27.29~~ (20% off)

Fred Astaire Record Collage – Vintage Album Art Collection Dad Hat

hangmeart

$23.19

~~$27.29~~ (15% off)

Drunk Karaoke World Champion Dad Hat

PaulSDesign

$21.41

~~$25.19~~ (15% off)

Drunk Karaoke World Champion Dad Hat

PaulSDesign

$21.41

~~$25.19~~ (15% off)

Karaoke Time Baseball Cap

PaulSDesign

$20.15

~~$25.19~~ (20% off)

Karaoke Time Baseball Cap

Karaoke King Baseball Cap

PaulSDesign

$20.15

~~$25.19~~ (20% off)

Karaoke Queen Baseball Cap

PaulSDesign

$20.15

~~$25.19~~ (20% off)

Karaoke Queen Dad Hat

PaulSDesign

$21.41

~~$25.19~~ (15% off)

Karaoke Legend Baseball Cap

PaulSDesign

$20.15

~~$25.19~~ (20% off)

Karaoke Legend Baseball Cap

PaulSDesign

$20.15

~~$25.19~~ (20% off)

White Christmas Energy – Retro Crooner Holiday Vibes Baseball Cap

Neonyx2020

$19.64

~~$24.56~~ (20% off)

Drunk on Charm – Retro Crooner Pop Art Tribute Baseball Cap

Crooner Moon Solo Dad Hat

SignumShop

$20.87

~~$24.56~~ (15% off)

Jazz Owl: Born to Singa! – Vintage Singing Owl Cartoon Tee Baseball Cap

natzeroART

$20.15

~~$25.19~~ (20% off)

Copy of The peachy crooner Dad Hat

PeachesMade

$21.41

~~$25.19~~ (15% off)

Love Music Listen | Minimalist Music Lover Typography Design Baseball Cap

Combat Skies

$67.17

~~$83.96~~ (20% off)

Tune Music Baseball Cap

Combat Skies

$67.17

~~$83.96~~ (20% off)

The Crypto Crooner Doge Dad Hat

zzz888

$26.76

~~$31.49~~ (15% off)

Driving Crooner starters pack Dad Hat

outofnothing

$21.41

~~$25.19~~ (15% off)

Karl Havoc - I Don't Wanna Be Around Anymore Baseball Cap

ourkid

$25.02

~~$31.28~~ (20% off)

KARL HAVOC Action Figure - I Think You Should Leave Dad Hat

acquiesce13

$26.58

~~$31.28~~ (15% off)

Jellybean 'SHOWTIME' - I Think You Should Leave Dad Hat

acquiesce13

$26.58

~~$31.28~~ (15% off)

Jellybean LIVE - I Think You Should Leave Dad Hat

acquiesce13

$26.58

~~$31.28~~ (15% off)

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Driving Crooner

Tim Robinson

I Think You Should Leave

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Crooner Caps

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