Gambler's Ally Pillows

Add comfort and humor to their space with our gambler-inspired pillows. Ideal for lounging during game nights or decorating their favorite spot with a touch of playful personality.

All Products Prints T-Shirts Mugs Pillows

'I'll bet we can help you.'

from $19.00

'According to this book, the casino has a slight edge in this game.'

'According to this book, the casino has a slight edge in this game.' mockup

'According to this book, the casino has a slight edge in this game.'

from $19.00

'I don't like to take chances.'

from $19.00

"You keep an eye on our horse. I'm checking to see if the bookie runs off with our money."

"You keep an eye on our horse. I'm checking to see if the bookie runs off with our money." mockup

"You keep an eye on our horse. I'm checking to see if the bookie runs off with our money."

from $19.00

'No, you can't play poker tonight! The last time you played, you lost Schewig-Holstein!'

'No, you can't play poker tonight! The last time you played, you lost Schewig-Holstein!' mockup

'No, you can't play poker tonight! The last time you played, you lost Schewig-Holstein!'

from $19.00

The Epsom Derby - Bookies

from $19.00

'This could be me and you, your honor. Heading for Las Vegas!'

'This could be me and you, your honor. Heading for Las Vegas!' mockup

'This could be me and you, your honor. Heading for Las Vegas!'

from $19.00

"I'll see your Sirloin and raise you a New York Strip."

"I'll see your Sirloin and raise you a New York Strip." mockup

"I'll see your Sirloin and raise you a New York Strip."

from $19.00

'In the 20 minutes it took for the pit boss to come back with a comp for the $10 buffet, I lost another $500.'

'In the 20 minutes it took for the pit boss to come back with a comp for the $10 buffet, I lost another $500.' mockup

'In the 20 minutes it took for the pit boss to come back with a comp for the $10 buffet, I lost another $500.'

from $19.00

'OK Mr and Mrs Johnson let's spin the wheel and find you a child!'

'OK Mr and Mrs Johnson let's spin the wheel and find you a child!' mockup

'OK Mr and Mrs Johnson let's spin the wheel and find you a child!'

from $19.00

'What's the point of a bookmakers if there's nowhere left that sells books?'

'What's the point of a bookmakers if there's nowhere left that sells books?' mockup

'What's the point of a bookmakers if there's nowhere left that sells books?'

from $19.00

Angler sees sign that says 'Good Spot'. He says, 'This looks like a good spot.'

Angler sees sign that says 'Good Spot'. He says, 'This looks like a good spot.' mockup

Angler sees sign that says 'Good Spot'. He says, 'This looks like a good spot.'

from $19.00

"Honey, the dog learned a new trick. And now I owe him twelve dollars."

"Honey, the dog learned a new trick. And now I owe him twelve dollars." mockup

"Honey, the dog learned a new trick. And now I owe him twelve dollars."

from $19.00

Runner going through hurdles.

from $19.00

"You can get good cards but still have terrible luck."

"You can get good cards but still have terrible luck." mockup

"You can get good cards but still have terrible luck."

from $19.00

'My wife encourages this. She thinks I'm playing the Russian version.'

'My wife encourages this. She thinks I'm playing the Russian version.' mockup

'My wife encourages this. She thinks I'm playing the Russian version.'

from $19.00

Worm Bed

from $19.00

'Why do you always win at cards but not horses? I can't shuffle the horses.'

'Why do you always win at cards but not horses? I can't shuffle the horses.' mockup

'Why do you always win at cards but not horses? I can't shuffle the horses.'

from $19.00

"Have you been scratching this?"

from $19.00

'Frank has won 20 hands in a row. I'm beginning to think that's not him, but rather a robot with a poker computer installed.'

'Frank has won 20 hands in a row. I'm beginning to think that's not him, but rather a robot with a poker computer installed.' mockup

'Frank has won 20 hands in a row. I'm beginning to think that's not him, but rather a robot with a poker computer installed.'

from $19.00

"What do you recommend today?"

from $19.00

Unnatural Selection.

from $19.00

Blackjack: free lemonade!

from $19.00

'Hey, that's a bad roll. Let's try that again.'

'Hey, that's a bad roll. Let's try that again.' mockup

'Hey, that's a bad roll. Let's try that again.'

from $19.00

Gambling on office building construction

Gambling on office building construction mockup

Gambling on office building construction

from $19.00

'Sunglasses? Silly hats? Face cards?' mockup

'Sunglasses? Silly hats? Face cards?'

from $19.00

"I'll see your two and raise you three."

"I'll see your two and raise you three." mockup

"I'll see your two and raise you three."

from $19.00

'Well, sure, two pair is nice but nothing beats five singles!'

'Well, sure, two pair is nice but nothing beats five singles!' mockup

'Well, sure, two pair is nice but nothing beats five singles!'

from $19.00

Solitaire card shark.

from $19.00

Before becoming the legend that he is today, Nostradamus first enjoyed a pretty good living at the tracks.

Before becoming the legend that he is today, Nostradamus first enjoyed a pretty good living at the tracks. mockup

Before becoming the legend that he is today, Nostradamus first enjoyed a pretty good living at the tracks.

from $19.00

'You should take one -- you could only improve your hand.'

'You should take one -- you could only improve your hand.' mockup

'You should take one -- you could only improve your hand.'

from $19.00

"He's in a high stake poker game right now."

"He's in a high stake poker game right now." mockup

"He's in a high stake poker game right now."

from $19.00

Monkey casino study.

from $19.00

'I like the look of that Trojan Boy.' mockup

'I like the look of that Trojan Boy.'

from $19.00

'You've got a degree in mathematics? Well, the economy isn't logical. It's about irrationality, superstition, gossip and pure luck. You need a degree in gambling and black magic.'

'You've got a degree in mathematics? Well, the economy isn't logical. It's about irrationality, superstition, gossip and pure luck. You need a degree in gambling and black magic.'

from $19.00

Gambler's Ally Pillows Collection

Gambler's Ally Mugs

Explore our collection of mugs perfect for the gambler's ally—brighten their mornings with a humorous twist on their favorite pastime.

Gambler's Ally Prints

Add personality to their space with our gambling-inspired prints—an excellent gift for the true enthusiast.

Gambler's Ally T-Shirts

Find the ideal t-shirt for every gambler’s ally—witty designs that make a statement at game night or casual outings.