The Eternal Pessimist Pillows

Add a touch of humor to their space with pillows featuring witty and sarcastic designs tailored for the eternal pessimist in your life.

Eternal Pessimist Pillows Perpetual Pessimist Pillows Perennial Pessimist Pillows Chronic Pessimist Pillows Modern Pessimist Pillows The Eternal Optimist Pillows Devout Pessimist Pillows Pessimist With A Twist Pillows Pessimist Enthusiast Pillows Pessimist Aficionado Pillows

All Products Prints T-Shirts Mugs Pillows

When pessimists live the dream.

When pessimists live the dream. mockup

When pessimists live the dream. mockup

When pessimists live the dream. mockup

When pessimists live the dream. mockup

When pessimists live the dream.

from $19.00

'Try and be negative in a positive way.'

'Try and be negative in a positive way.' mockup

'Try and be negative in a positive way.' mockup

'Try and be negative in a positive way.' mockup

'Try and be negative in a positive way.' mockup

'Try and be negative in a positive way.'

from $19.00

Forlornaments: Tools to drain individual and team spirit

Forlornaments: Tools to drain individual and team spirit mockup

Forlornaments: Tools to drain individual and team spirit mockup

Forlornaments: Tools to drain individual and team spirit mockup

Forlornaments: Tools to drain individual and team spirit mockup

Forlornaments: Tools to drain individual and team spirit

from $19.00

Economic Outlook Conference - 'Remember the seating is optimist, pessimist, optimist,...'

Economic Outlook Conference - 'Remember the seating is optimist, pessimist, optimist,...' mockup

Economic Outlook Conference - 'Remember the seating is optimist, pessimist, optimist,...' mockup

Economic Outlook Conference - 'Remember the seating is optimist, pessimist, optimist,...' mockup

Economic Outlook Conference - 'Remember the seating is optimist, pessimist, optimist,...' mockup

Economic Outlook Conference - 'Remember the seating is optimist, pessimist, optimist,...'

from $19.00

'My pessimism keeps me optimistic.'

'My pessimism keeps me optimistic.' mockup

'My pessimism keeps me optimistic.' mockup

'My pessimism keeps me optimistic.' mockup

'My pessimism keeps me optimistic.' mockup

'My pessimism keeps me optimistic.'

from $19.00

"That's right - 'What doesn't kill me makes me stronger.' You just keep on thinking that..."

"That's right - 'What doesn't kill me makes me stronger.' You just keep on thinking that..." mockup

"That's right - 'What doesn't kill me makes me stronger.' You just keep on thinking that..." mockup

"That's right - 'What doesn't kill me makes me stronger.' You just keep on thinking that..." mockup

"That's right - 'What doesn't kill me makes me stronger.' You just keep on thinking that..." mockup

"That's right - 'What doesn't kill me makes me stronger.' You just keep on thinking that..."

from $19.00

"It's chirp, chirp, chirp time again, isn't it?"

"It's chirp, chirp, chirp time again, isn't it?" mockup

"It's chirp, chirp, chirp time again, isn't it?" mockup

"It's chirp, chirp, chirp time again, isn't it?" mockup

"It's chirp, chirp, chirp time again, isn't it?" mockup

"It's chirp, chirp, chirp time again, isn't it?"

from $19.00

'Satchel, life is like a can of tuna...'

'Satchel, life is like a can of tuna...' mockup

'Satchel, life is like a can of tuna...' mockup

'Satchel, life is like a can of tuna...' mockup

'Satchel, life is like a can of tuna...' mockup

'Satchel, life is like a can of tuna...'

from $19.00

'There, Mr Optimist. Now how full is it?'

'There, Mr Optimist. Now how full is it?' mockup

'There, Mr Optimist. Now how full is it?' mockup

'There, Mr Optimist. Now how full is it?' mockup

'There, Mr Optimist. Now how full is it?' mockup

'There, Mr Optimist. Now how full is it?'

from $19.00

Car insurance, breakdown cover, mobile insurance, home insurance, camera insurance... - 'Life insurance, health insurance, professional indemnity, and tax insurance.' - 'Let the bad times roll... heh, heh!'

Car insurance, breakdown cover, mobile insurance, home insurance, camera insurance... - 'Life insurance, health insurance, professional indemnity, and tax insurance.' - 'Let the bad times roll... heh, heh!' mockup

Car insurance, breakdown cover, mobile insurance, home insurance, camera insurance... - 'Life insurance, health insurance, professional indemnity, and tax insurance.' - 'Let the bad times roll... heh, heh!' mockup

Car insurance, breakdown cover, mobile insurance, home insurance, camera insurance... - 'Life insurance, health insurance, professional indemnity, and tax insurance.' - 'Let the bad times roll... heh, heh!' mockup

Car insurance, breakdown cover, mobile insurance, home insurance, camera insurance... - 'Life insurance, health insurance, professional indemnity, and tax insurance.' - 'Let the bad times roll... heh, heh!' mockup

Car insurance, breakdown cover, mobile insurance, home insurance, camera insurance... - 'Life insurance, health insurance, professional indemnity, and tax insurance.' - 'Let the bad times roll... heh, heh!'

from $19.00

"I see fleeting moments of happiness in between extended periods of boredom and stress."

"I see fleeting moments of happiness in between extended periods of boredom and stress." mockup

"I see fleeting moments of happiness in between extended periods of boredom and stress." mockup

"I see fleeting moments of happiness in between extended periods of boredom and stress." mockup

"I see fleeting moments of happiness in between extended periods of boredom and stress." mockup

"I see fleeting moments of happiness in between extended periods of boredom and stress."

from $19.00

The End is Near art gallery opening.

The End is Near art gallery opening. mockup

The End is Near art gallery opening. mockup

The End is Near art gallery opening. mockup

The End is Near art gallery opening. mockup

The End is Near art gallery opening.

from $19.00

Glasses half full, half empty, half assed.

Glasses half full, half empty, half assed. mockup

Glasses half full, half empty, half assed. mockup

Glasses half full, half empty, half assed. mockup

Glasses half full, half empty, half assed. mockup

Glasses half full, half empty, half assed.

from $19.00

"Oh well - same shit, different day. . .!"

"Oh well - same shit, different day. . .!" mockup

"Oh well - same shit, different day. . .!" mockup

"Oh well - same shit, different day. . .!" mockup

"Oh well - same shit, different day. . .!" mockup

"Oh well - same shit, different day. . .!"

from $19.00

'Barnhill from Marketing will present our economic projections.'

'Barnhill from Marketing will present our economic projections.' mockup

'Barnhill from Marketing will present our economic projections.' mockup

'Barnhill from Marketing will present our economic projections.' mockup

'Barnhill from Marketing will present our economic projections.' mockup

'Barnhill from Marketing will present our economic projections.'

from $19.00

Lent is a real drag this year. - 'Why? What did you give up?' - 'Hope.' - 'I gave up chocolate. Guess what?1' - 'What?' - 'I've made my ideal weight! Yay!'

Lent is a real drag this year. - 'Why? What did you give up?' - 'Hope.' - 'I gave up chocolate. Guess what?1' - 'What?' - 'I've made my ideal weight! Yay!' mockup

Lent is a real drag this year. - 'Why? What did you give up?' - 'Hope.' - 'I gave up chocolate. Guess what?1' - 'What?' - 'I've made my ideal weight! Yay!' mockup

Lent is a real drag this year. - 'Why? What did you give up?' - 'Hope.' - 'I gave up chocolate. Guess what?1' - 'What?' - 'I've made my ideal weight! Yay!' mockup

Lent is a real drag this year. - 'Why? What did you give up?' - 'Hope.' - 'I gave up chocolate. Guess what?1' - 'What?' - 'I've made my ideal weight! Yay!' mockup

Lent is a real drag this year. - 'Why? What did you give up?' - 'Hope.' - 'I gave up chocolate. Guess what?1' - 'What?' - 'I've made my ideal weight! Yay!'

from $19.00

'I find it difficult not to entertain the occasional negative thought.'

'I find it difficult not to entertain the occasional negative thought.' mockup

'I find it difficult not to entertain the occasional negative thought.' mockup

'I find it difficult not to entertain the occasional negative thought.' mockup

'I find it difficult not to entertain the occasional negative thought.' mockup

'I find it difficult not to entertain the occasional negative thought.'

from $19.00

'Let's put that nasty word out 'plummet' of our minds.'

'Let's put that nasty word out 'plummet' of our minds.' mockup

'Let's put that nasty word out 'plummet' of our minds.' mockup

'Let's put that nasty word out 'plummet' of our minds.' mockup

'Let's put that nasty word out 'plummet' of our minds.' mockup

'Let's put that nasty word out 'plummet' of our minds.'

from $19.00

Half Empty/Half Full/I'm Still On Vacation!!!

Half Empty/Half Full/I'm Still On Vacation!!! mockup

Half Empty/Half Full/I'm Still On Vacation!!! mockup

Half Empty/Half Full/I'm Still On Vacation!!! mockup

Half Empty/Half Full/I'm Still On Vacation!!! mockup

Half Empty/Half Full/I'm Still On Vacation!!!

from $19.00

Glass Half Empty and Glass Half Full.

Glass Half Empty and Glass Half Full. mockup

Glass Half Empty and Glass Half Full. mockup

Glass Half Empty and Glass Half Full. mockup

Glass Half Empty and Glass Half Full. mockup

Glass Half Empty and Glass Half Full.

from $19.00

'Taking guard' 'The pessimist'

'Taking guard' 'The pessimist' mockup

'Taking guard' 'The pessimist' mockup

'Taking guard' 'The pessimist' mockup

'Taking guard' 'The pessimist' mockup

'Taking guard' 'The pessimist'

from $19.00

Gonna Suck mockup

Gonna Suck mockup

Gonna Suck mockup

Gonna Suck mockup

Gonna Suck

from $19.00

The Dungeon mockup

The Dungeon mockup

The Dungeon mockup

The Dungeon mockup

The Dungeon

from $19.00

"Sometimes, on days like this, I feel like the world is conspiring to make me happy."

"Sometimes, on days like this, I feel like the world is conspiring to make me happy." mockup

"Sometimes, on days like this, I feel like the world is conspiring to make me happy." mockup

"Sometimes, on days like this, I feel like the world is conspiring to make me happy." mockup

"Sometimes, on days like this, I feel like the world is conspiring to make me happy." mockup

"Sometimes, on days like this, I feel like the world is conspiring to make me happy."

from $19.00

Y2K Solutions Inc.

Y2K Solutions Inc. mockup

Y2K Solutions Inc. mockup

Y2K Solutions Inc. mockup

Y2K Solutions Inc. mockup

Y2K Solutions Inc.

from $19.00

'There was a mild outbreak of optimism all over the world today, but it's not expected to last.'

'There was a mild outbreak of optimism all over the world today, but it's not expected to last.' mockup

'There was a mild outbreak of optimism all over the world today, but it's not expected to last.' mockup

'There was a mild outbreak of optimism all over the world today, but it's not expected to last.' mockup

'There was a mild outbreak of optimism all over the world today, but it's not expected to last.' mockup

'There was a mild outbreak of optimism all over the world today, but it's not expected to last.'

from $19.00

"The scariest part is knowing that someday something'll come along that will make us go, 'Even the spider mutants weren't this bad.' "

"The scariest part is knowing that someday something'll come along that will make us go, 'Even the spider mutants weren't this bad.' " mockup

"The scariest part is knowing that someday something'll come along that will make us go, 'Even the spider mutants weren't this bad.' " mockup

"The scariest part is knowing that someday something'll come along that will make us go, 'Even the spider mutants weren't this bad.' " mockup

"The scariest part is knowing that someday something'll come along that will make us go, 'Even the spider mutants weren't this bad.' " mockup

"The scariest part is knowing that someday something'll come along that will make us go, 'Even the spider mutants weren't this bad.' "

from $19.00

This will be a banner day for you!

This will be a banner day for you! mockup

This will be a banner day for you! mockup

This will be a banner day for you! mockup

This will be a banner day for you! mockup

This will be a banner day for you!

from $19.00

"Ambitions... to be proved wrong."

"Ambitions... to be proved wrong." mockup

"Ambitions... to be proved wrong." mockup

"Ambitions... to be proved wrong." mockup

"Ambitions... to be proved wrong." mockup

"Ambitions... to be proved wrong."

from $19.00

"If at first you don't succeed blame somebody."

"If at first you don't succeed blame somebody." mockup

"If at first you don't succeed blame somebody." mockup

"If at first you don't succeed blame somebody." mockup

"If at first you don't succeed blame somebody." mockup

"If at first you don't succeed blame somebody."

from $19.00

'You know, that Lenny is a real 'glass half empty' kind of guy...!'

'You know, that Lenny is a real 'glass half empty' kind of guy...!' mockup

'You know, that Lenny is a real 'glass half empty' kind of guy...!' mockup

'You know, that Lenny is a real 'glass half empty' kind of guy...!' mockup

'You know, that Lenny is a real 'glass half empty' kind of guy...!' mockup

'You know, that Lenny is a real 'glass half empty' kind of guy...!'

from $19.00

Things are never as bad as they seem - they're usually much, much worse.

Things are never as bad as they seem - they're usually much, much worse. mockup

Things are never as bad as they seem - they're usually much, much worse. mockup

Things are never as bad as they seem - they're usually much, much worse. mockup

Things are never as bad as they seem - they're usually much, much worse. mockup

Things are never as bad as they seem - they're usually much, much worse.

from $19.00

"If I was you...I wouldn't be worried about the future..."

"If I was you...I wouldn't be worried about the future..." mockup

"If I was you...I wouldn't be worried about the future..." mockup

"If I was you...I wouldn't be worried about the future..." mockup

"If I was you...I wouldn't be worried about the future..." mockup

"If I was you...I wouldn't be worried about the future..."

from $19.00

The Eternal Pessimist Pillows Collection

The Eternal Pessimist Mugs

Explore our collection of mugs specially designed for the eternal pessimist. Find a humorous gift that brings a smile to their morning routine.

The Eternal Pessimist Prints

Browse prints that humorously capture the eternal pessimist’s outlook, perfect for decorating their favorite space.

The Eternal Pessimist T-Shirts

Discover t-shirts that perfectly match the wit and perspective of the eternal pessimist. A fun gift that speaks their language.