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Popular Old Man Hats & Caps

340 results

Accessories

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Hats & Hair Accessories

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Hats & Caps

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Baseball Caps & Trucker Hats

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$25 to $50

$50 to $75

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Personalised seventy vintage 70th birthday party trucker hat

Price$38.10

90 & Legendary Gold 90th Birthday Trucker Hat

Price$39.95

Trucker Hat WITH HONEY POT DISIGINING IN CIRCLES

Price$34.45

Grumpy Old Man Trucker Hat

Price$36.40

Never Underestimate an Old man on a Bicycle Trucker Hat

Price$36.40

BOSS Big Obnoxious So & So Trucker Hat

Price$36.40

BOSS Big Old So & So Trucker Hat

Price$36.40

Dad Lovely Hat Cute looking Father

Price$41.05

Personalised vintage 65th birthday party trucker hat

Price$38.10

Collection

Old Man Dan Carpenter Man Lumber Builder Funny Trucker Hat

Price$37.20

Old Guy Pretty Spry Trucker Hat

Price$37.65

Vintage 1985 Retro Stripe Sun 40th Birthday Trucker Hat

Price$36.20

Collection

Funny With A Body Like This Who Needs Hair Trucker Hat

Price$36.40

Lake Life Happy Place Lake House CheetahTypography Trucker Hat

Price$38.50

Danger: Grumpy Old Man Trucker Hat

Price$39.70

Personalised vintage birthday gifts black trucker hat

Price$38.10

Collection

Personalised vintage birthday gifts trucker hat

Price$38.10

Collection

Personalised vintage 65th birthday party gifts trucker hat

Price$38.10

Collection

Personalised vintage birthday gifts trucker hat

Price$38.10

Collection

old man grumpy trucker hat

Price$36.40

Personalised retirement gift idea trucker hat

Price$38.10

Limited Edition 1943 or Year, Black, vintage retro Embroidered Hat

Price$43.30

Personalised retirement The Legend has retired Trucker Hat

Price$38.10

Old Fart Hat

Price$46.75

Funny Old Man Saying Gag Gift Dad Fathers Day Trucker Hat

Price$38.65

Grumpy Pizza Feline Funny Cat Drawing Trucker Hat

Price$43.65

Never Underestimate An Old Man Trucker Hat

Price$36.40

"Old Fool" Hat

Price$36.40

85 and still handsome Fun 85th Birthday Quote Trucker Hat

Price$38.65

Personalised vintage birthday gift idea trucker hat

Price$38.10

Collection

Personalised vintage 70th birthday trucker hat

Price$38.10

Collection

Old Man Trucker Hat

Price$40.95

Born in 1966 vintage birthday trucker hat

Price$38.10

Grandpa Pilot Old Man with a Plane Trucker Hat

Price$36.40

Personalised vintage birthday whiskey label themed trucker hat

Price$38.10

Collection

Personalised seventy vintage 70th birthday party trucker hat

Price$38.10

Collection

Personalised retirement gift idea trucker hat

Price$38.10

Born in 1981 classic sunset trucker hat

Price$38.10

Personalised vintage birthday red blue trucker hat

Price$38.10

Collection

Born in 1963 vintage birthday trucker hat

Price$38.10

Funny motivational mountain biking quote trucker hat

Price$38.10

Funny Ski Quote for Men in Their Sixties Trucker Hat

Price$38.10

An Old Man's Happy Hour Trucker Hat

Price$36.40

Personalised vintage 45th birthday gifts red trucker hat

Price$38.10

Collection

Awesome Dads Have Tattoos and Beards Trucker Hat

Price$36.40

Born in 1964 vintage birthday trucker hat

Price$38.10

Who is the Old man now? Kamala Harris 2025 Funny Trucker Hat

Price$38.50

born in 1970 classic sunset trucker hat

Price$38.10

Old Pro Hat (clean)

Price$37.65

My Favorite People Call Me Old Man Grandpa Trucker Hat

Price$46.75

Old Man Sports Club Trucker Hat

Price$34.45

Born in 1967 vintage birthday trucker hat

Price$38.10

I tried to retire Funny Retirement Gifts for men Trucker Hat

Price$38.10

Birthday Gift Old Age Older Than Dirt Trucker Hat

Price$38.50

HAPPY BIRTHDAY OLD MAN TRUCKER HAT

Price$36.40

The Old Man Dad Funny Fathers Day Gift Trucker Hat

Price$36.40

Never Underestimate An Old Man Jet Skiing Jet Ski Trucker Hat

Price$38.50

Never Underestimate An Old Man With A Ham Radio Trucker Hat

Price$38.50

Personalised vintage birthday gifts trucker hat

Price$38.10

Collection

Never Underestimate an Old Man with A Pickleball Trucker Hat

Price$43.65

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