Popular Old Man Hats & Caps
339 results
Personalised retirement The Legend has retired Trucker Hat
Sale Price £17.42. Original Price £19.35.
90 & Legendary Gold 90th Birthday Trucker Hat
Sale Price £18.27. Original Price £20.30.
Trucker Hat WITH HONEY POT DISIGINING IN CIRCLES
Sale Price £15.75. Original Price £17.50.
Personalised vintage birthday red blue trucker hat
Sale Price £17.42. Original Price £19.35.
Collection
Dad Lovely Hat Cute looking Father
Price£23.50
BOSS Big Obnoxious So & So Trucker Hat
Sale Price £16.65. Original Price £18.50.
BOSS Big Old So & So Trucker Hat
Sale Price £16.65. Original Price £18.50.
Old Man Dan Carpenter Man Lumber Builder Funny Trucker Hat
Sale Price £17.01. Original Price £18.90.
Personalised vintage 75th birthday party trucker hat
Sale Price £17.42. Original Price £19.35.
Collection
Old Guy Pretty Spry Trucker Hat
Sale Price £17.19. Original Price £19.10.
Vintage 1985 Retro Stripe Sun 40th Birthday Trucker Hat
Sale Price £16.56. Original Price £18.40.
Collection
Funny With A Body Like This Who Needs Hair Trucker Hat
Sale Price £16.65. Original Price £18.50.
Lake Life Happy Place Lake House CheetahTypography Trucker Hat
Sale Price £17.60. Original Price £19.55.
Personalised vintage birthday gifts black trucker hat
Sale Price £17.42. Original Price £19.35.
Collection
Pierre-Auguste Renoir - Dance at Bougival Trucker Hat
Sale Price £18.72. Original Price £20.80.
Personalised retirement gift idea trucker hat
Sale Price £17.42. Original Price £19.35.
Personalised sixty vintage 60th birthday gifts trucker hat
Sale Price £17.42. Original Price £19.35.
Collection
old man grumpy trucker hat
Sale Price £16.65. Original Price £18.50.
I tried to retire Funny Retirement Gifts for men Trucker Hat
Sale Price £17.42. Original Price £19.35.
Bachelor Party Vintage Trucker Hat
Sale Price £17.10. Original Price £19.00.
Personalised retirement The Legend has retired Trucker Hat
Sale Price £17.42. Original Price £19.35.
Old Fart Hat
Sale Price £21.38. Original Price £23.75.
"Old Fool" Hat
Sale Price £16.65. Original Price £18.50.
An Old Man's Happy Hour Trucker Hat
Sale Price £16.65. Original Price £18.50.
Grandpa Pilot Old Man with a Plane Trucker Hat
Sale Price £16.65. Original Price £18.50.
Grumpy Pizza Feline Funny Cat Drawing Trucker Hat
Sale Price £19.94. Original Price £22.15.
Funny Ski Quote for Men in Their Sixties Trucker Hat
Sale Price £17.42. Original Price £19.35.
Born in 1982 vintage birthday gift trucker hat
Sale Price £17.42. Original Price £19.35.
Personalised vintage birthday whiskey label themed trucker hat
Sale Price £17.42. Original Price £19.35.
Collection
Never Underestimate An Old Man With A Pontoon Boat Trucker Hat
Sale Price £16.65. Original Price £18.50.
Personalised seventy vintage 70th birthday party trucker hat
Sale Price £17.42. Original Price £19.35.
Collection
Born in 1966 vintage birthday trucker hat
Sale Price £17.42. Original Price £19.35.
Personalised retirement gift idea trucker hat
Sale Price £17.42. Original Price £19.35.
Born in 1981 classic sunset trucker hat
Sale Price £17.42. Original Price £19.35.
Old Man Trucker Hat
Sale Price £18.72. Original Price £20.80.
Personalised seventy vintage 70th birthday party trucker hat
Sale Price £17.42. Original Price £19.35.
Funny motivational mountain biking quote trucker hat
Sale Price £17.42. Original Price £19.35.
Born in 1963 vintage birthday trucker hat
Sale Price £17.42. Original Price £19.35.
Never Underestimate An Old Man with Mountain Bike Trucker Hat
Sale Price £16.65. Original Price £18.50.
Born in 1964 vintage birthday trucker hat
Sale Price £17.42. Original Price £19.35.
Who is the Old man now? Kamala Harris 2025 Funny Trucker Hat
Sale Price £17.60. Original Price £19.55.
Never Underestimate Old Man Who Plays Volleyball Trucker Hat
Sale Price £17.60. Original Price £19.55.
Awesome Dads Have Tattoos and Beards Trucker Hat
Sale Price £16.65. Original Price £18.50.
Born in 1986 vintage classic sunset trucker hat
Sale Price £17.42. Original Price £19.35.
Personalised vintage 45th birthday gifts red trucker hat
Sale Price £17.42. Original Price £19.35.
Collection
Old Pro Hat (clean)
Sale Price £17.19. Original Price £19.10.
My Favorite People Call Me Old Man Grandpa Trucker Hat
Sale Price £21.38. Original Price £23.75.
The Kiss Gustav Klimt Trucker Hat
Sale Price £18.72. Original Price £20.80.
Old Man on Scooter Hat
Sale Price £17.19. Original Price £19.10.
born in 1989 vintage birthday trucker hat
Sale Price £17.42. Original Price £19.35.
Retired 2023 I Worked My Whole Life for This Hat
Sale Price £17.42. Original Price £19.35.
Birthday Gift Old Age Older Than Dirt Trucker Hat
Sale Price £17.60. Original Price £19.55.
Born in 1967 vintage birthday trucker hat
Sale Price £17.42. Original Price £19.35.
Born in 1975 classic sunset trucker hat
Sale Price £17.42. Original Price £19.35.
I'm Retired.Go Around Me. Trucker Hat
Sale Price £16.65. Original Price £18.50.
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