Regret Connoisseur Pillows

Add a touch of witty reflection to their space with pillows that celebrate the art of regret—both humorous and heartfelt, perfect for cozying up after a reflective day.

All Products Prints T-Shirts Mugs Pillows

Freeway exits: Should, Woulda, Coulda. mockup

Freeway exits: Should, Woulda, Coulda.

from $19.00

"Their entire friendship is based on regret over property they SHOULD have bought when it was affordable."

"Their entire friendship is based on regret over property they SHOULD have bought when it was affordable." mockup

"Their entire friendship is based on regret over property they SHOULD have bought when it was affordable."

from $19.00

'If this is tea, I'll have a coffee. If it's a coffee, I'll have a tea!'

'If this is tea, I'll have a coffee. If it's a coffee, I'll have a tea!' mockup

'If this is tea, I'll have a coffee. If it's a coffee, I'll have a tea!'

from $19.00

"War is hell and so is this soup." mockup

"War is hell and so is this soup."

from $19.00

"Do you want to be vaguely dissatisfied with Italian or Korean?"

"Do you want to be vaguely dissatisfied with Italian or Korean?" mockup

"Do you want to be vaguely dissatisfied with Italian or Korean?"

from $19.00

'If God had meant us to fly, he'd give us more leg room.'

'If God had meant us to fly, he'd give us more leg room.' mockup

'If God had meant us to fly, he'd give us more leg room.'

from $19.00

'Time to buy.'

from $19.00

'Love me little, love me long.'

from $19.00

Atlas with the earth, says: 'So then I thought, Why not just roll the damn thing?'

Atlas with the earth, says: 'So then I thought, Why not just roll the damn thing?' mockup

Atlas with the earth, says: 'So then I thought, Why not just roll the damn thing?'

from $19.00

Man with wine glass face looks unhappy. mockup

Man with wine glass face looks unhappy.

from $19.00

'I wanted this on the rocks.'

from $19.00

'Father James, I slept with Father Henry from next parish... Is that a sin?' - 'Of course!! You belong to my parish!'

'Father James, I slept with Father Henry from next parish... Is that a sin?' - 'Of course!! You belong to my parish!' mockup

'Father James, I slept with Father Henry from next parish... Is that a sin?' - 'Of course!! You belong to my parish!'

from $19.00

In, Out, Complain.

from $19.00

'She got all the soap opera channels at a discount -- it's some kind of 'frequent cryer' program.'

'She got all the soap opera channels at a discount -- it's some kind of 'frequent cryer' program.' mockup

'She got all the soap opera channels at a discount -- it's some kind of 'frequent cryer' program.'

from $19.00

'A word of advice, the squeaky wheel gets the totally organic, 0 trans-fat, soy-based lubricant.'

'A word of advice, the squeaky wheel gets the totally organic, 0 trans-fat, soy-based lubricant.' mockup

'A word of advice, the squeaky wheel gets the totally organic, 0 trans-fat, soy-based lubricant.'

from $19.00

"What the heck did I do with that leftover turkey?!"

"What the heck did I do with that leftover turkey?!" mockup

"What the heck did I do with that leftover turkey?!"

from $19.00

'Someday we'll look back on this and think, ‘Why the hell didn't we sue?' '

'Someday we'll look back on this and think, ‘Why the hell didn't we sue?' ' mockup

'Someday we'll look back on this and think, ‘Why the hell didn't we sue?' '

from $19.00

Man frozen in portrait pose.

from $19.00

Complaints departement for men and women.

Complaints departement for men and women. mockup

Complaints departement for men and women.

from $19.00

"With the benefit of hindsight, I’d say no, Ed, it wasn’t ‘funny’ letting him steer the boat!"

"With the benefit of hindsight, I’d say no, Ed, it wasn’t ‘funny’ letting him steer the boat!" mockup

"With the benefit of hindsight, I’d say no, Ed, it wasn’t ‘funny’ letting him steer the boat!"

from $19.00

'... Further to our telephone conversation of the 3rd, my fax of the 11th, my letters of the 16th, 23rd and 28th, my emails of....'

'... Further to our telephone conversation of the 3rd, my fax of the 11th, my letters of the 16th, 23rd and 28th, my emails of....' mockup

'... Further to our telephone conversation of the 3rd, my fax of the 11th, my letters of the 16th, 23rd and 28th, my emails of....'

from $19.00

"I could have been a big celebrity but for my fear of public speaking."

"I could have been a big celebrity but for my fear of public speaking." mockup

"I could have been a big celebrity but for my fear of public speaking."

from $19.00

Moliere

from $19.00

'I could have made money in the stock market if I had only found the right 'How to invest' book...'

'I could have made money in the stock market if I had only found the right 'How to invest' book...' mockup

'I could have made money in the stock market if I had only found the right 'How to invest' book...'

from $19.00

'The new intelligent dummies aren't working out. They've figured out there's a break!'

'The new intelligent dummies aren't working out. They've figured out there's a break!' mockup

'The new intelligent dummies aren't working out. They've figured out there's a break!'

from $19.00

"Once again, nobody's happy A true whine-whine situation."

"Once again, nobody's happy A true whine-whine situation." mockup

"Once again, nobody's happy A true whine-whine situation."

from $19.00

Bleak House

from $19.00

Charles Dickens.

from $19.00

Complaints clerk to consumer: A hair in your TV dinner? Maybe it belongs to a celebrity!

Complaints clerk to consumer: A hair in your TV dinner? Maybe it belongs to a celebrity! mockup

Complaints clerk to consumer: A hair in your TV dinner? Maybe it belongs to a celebrity!

from $19.00

'I wish you would come to me first with your grievances, instead of going directly to the United Nations Committee on Human Rights.'

'I wish you would come to me first with your grievances, instead of going directly to the United Nations Committee on Human Rights.' mockup

'I wish you would come to me first with your grievances, instead of going directly to the United Nations Committee on Human Rights.'

from $19.00

'...and to commemorate 20 loyal years to the company, this gold plated sundial.'

'...and to commemorate 20 loyal years to the company, this gold plated sundial.' mockup

'...and to commemorate 20 loyal years to the company, this gold plated sundial.'

from $19.00

Moanathon.

from $19.00

"We only shop brick and mortar because my husband likes to be disgruntled face-to-face when returning things."

"We only shop brick and mortar because my husband likes to be disgruntled face-to-face when returning things." mockup

"We only shop brick and mortar because my husband likes to be disgruntled face-to-face when returning things."

from $19.00

'I hate them too. Listen, would you like to go out sometime? Dinner maybe? We could complain about the service.'

'I hate them too. Listen, would you like to go out sometime? Dinner maybe? We could complain about the service.' mockup

'I hate them too. Listen, would you like to go out sometime? Dinner maybe? We could complain about the service.'

from $19.00

Regret Connoisseur Pillows Collection

Regret Connoisseur Mugs

Explore our collection of mugs designed for regret connoisseurs—each one a humorous reminder that life’s lessons are best sipped and celebrated.

Regret Connoisseur Prints

Check out our prints that capture the humorous side of regret and reflection—great for decorating a thoughtful, witty space.

Regret Connoisseur T-Shirts

Find witty t-shirts perfect for the regret connoisseur who loves to wear their humor and self-awareness on their sleeve.