Gentleman Rider Pillows

Add a touch of sophistication to his space with pillows featuring charming designs inspired by gentleman riding. These plush accents bring comfort and character to his home or stable.

All Products Prints T-Shirts Mugs Pillows

Rival Jockeys

from $19.00

Skipping Horse

from $19.00

"Dear Wendy, please excuse the tardiness of my response to your recent tweet from Hoboken."

"Dear Wendy, please excuse the tardiness of my response to your recent tweet from Hoboken." mockup

"Dear Wendy, please excuse the tardiness of my response to your recent tweet from Hoboken."

from $19.00

Arms reach through a mirror to straighten a man's bow tie.

Arms reach through a mirror to straighten a man's bow tie. mockup

Arms reach through a mirror to straighten a man's bow tie.

from $19.00

The Dandy

from $19.00

'It's called a 'hat' -- you tip it to women instead of hitting them over the head with a club.'

'It's called a 'hat' -- you tip it to women instead of hitting them over the head with a club.' mockup

'It's called a 'hat' -- you tip it to women instead of hitting them over the head with a club.'

from $19.00

'He works hard and he plays hard.' mockup

'He works hard and he plays hard.'

from $19.00

"He's such a gentleman, he didn't use a 'mating call' to attract me: he's developed a 'please join me on a date' call..."

"He's such a gentleman, he didn't use a 'mating call' to attract me: he's developed a 'please join me on a date' call..." mockup

"He's such a gentleman, he didn't use a 'mating call' to attract me: he's developed a 'please join me on a date' call..."

from $19.00

"Though you be a villainous scoundrel, fairness demands I inform you that's your cell."

"Though you be a villainous scoundrel, fairness demands I inform you that's your cell." mockup

"Though you be a villainous scoundrel, fairness demands I inform you that's your cell."

from $19.00

"I'm getting something to speed things up, Jenkins. A skateboard."

"I'm getting something to speed things up, Jenkins. A skateboard." mockup

"I'm getting something to speed things up, Jenkins. A skateboard."

from $19.00

'The cows aren't milking much, but it sure is fun to watch them chew their cuds.'

'The cows aren't milking much, but it sure is fun to watch them chew their cuds.' mockup

'The cows aren't milking much, but it sure is fun to watch them chew their cuds.'

from $19.00

'It looks pretty flimsy, but I'm a gentleman: After you dear...'

'It looks pretty flimsy, but I'm a gentleman: After you dear...' mockup

'It looks pretty flimsy, but I'm a gentleman: After you dear...'

from $19.00

Riding School Accidents

from $19.00

Victorian Gentleman

from $19.00

Mr Tom Noddy's First Day With the Hounds Pt. 6

Mr Tom Noddy's First Day With the Hounds Pt. 6 mockup

Mr Tom Noddy's First Day With the Hounds Pt. 6

from $19.00

A Bad Time for John Thomas.

from $19.00

"Has anyone mentioned to you that I ride a Harley to work?"

"Has anyone mentioned to you that I ride a Harley to work?" mockup

"Has anyone mentioned to you that I ride a Harley to work?"

from $19.00

"Coordinates 135 and 350."

from $19.00

'That's our vet, leading the ride!' mockup

'That's our vet, leading the ride!'

from $19.00

Gentlemen's club

from $19.00

Rural Butler Speaking to Town Gentleman mockup

Rural Butler Speaking to Town Gentleman

from $19.00

Moustached man

from $19.00

Dear, could I suggest one small change for our next custom built tandem?

Dear, could I suggest one small change for our next custom built tandem? mockup

Dear, could I suggest one small change for our next custom built tandem?

from $19.00

Life of Riley #4: Panache.

from $19.00

Urbane Guerillas

from $19.00

Truth is Great.

from $19.00

Horseriding for Beginners.

from $19.00

Club Sketches - Cause and Effect. mockup

Club Sketches - Cause and Effect.

from $19.00

Age Cannot Wither.

from $19.00

'So I lost bicycle helmet. What about it?'

'So I lost bicycle helmet. What about it?' mockup

'So I lost bicycle helmet. What about it?'

from $19.00

"Thank, Baldo. You're such a gentleman, not like Joey. He's such an inconsiderate bum."

"Thank, Baldo. You're such a gentleman, not like Joey. He's such an inconsiderate bum." mockup

"Thank, Baldo. You're such a gentleman, not like Joey. He's such an inconsiderate bum."

from $19.00

Gentleman Rider Pillows Collection

Gentleman Rider Mugs

Explore our collection of gentleman rider mugs and find the perfect humorous or elegant design to start his day.

Gentleman Rider Prints

Find striking art prints celebrating the noble art of riding for your gentleman rider’s personal space or riding sanctuary.

Gentleman Rider T-Shirts

Looking for a stylish t-shirt for a gentleman rider? Discover designs that combine humor and class – ideal for riding or casual wear.