Pessimist Appreciators Pillows

Add some personality to their space with pillows decorated with witty, pessimism-inspired designs. Perfect for those who love humor and a touch of realism in home decor.

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All Products Prints T-Shirts Mugs Pillows

A Crab Apple says 'My life stinks...I'm all bruised...I've got worms...'

A Crab Apple says 'My life stinks...I'm all bruised...I've got worms...' mockup

A Crab Apple says 'My life stinks...I'm all bruised...I've got worms...' mockup

A Crab Apple says 'My life stinks...I'm all bruised...I've got worms...' mockup

A Crab Apple says 'My life stinks...I'm all bruised...I've got worms...' mockup

A Crab Apple says 'My life stinks...I'm all bruised...I've got worms...'

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

'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

"Son, the world is full of disappointments. About 7.7 billion of them."

"Son, the world is full of disappointments. About 7.7 billion of them." mockup

"Son, the world is full of disappointments. About 7.7 billion of them." mockup

"Son, the world is full of disappointments. About 7.7 billion of them." mockup

"Son, the world is full of disappointments. About 7.7 billion of them." mockup

"Son, the world is full of disappointments. About 7.7 billion of them."

from $19.00

The glass is half full. - '' - 'The glass is half empty' - '' - 'Gah!! No clean glasses!!' - '' -

The glass is half full. - '' - 'The glass is half empty' - '' - 'Gah!! No clean glasses!!' - '' - mockup

The glass is half full. - '' - 'The glass is half empty' - '' - 'Gah!! No clean glasses!!' - '' - mockup

The glass is half full. - '' - 'The glass is half empty' - '' - 'Gah!! No clean glasses!!' - '' - mockup

The glass is half full. - '' - 'The glass is half empty' - '' - 'Gah!! No clean glasses!!' - '' - mockup

The glass is half full. - '' - 'The glass is half empty' - '' - 'Gah!! No clean glasses!!' - '' -

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

Tom's last day.

Tom's last day. mockup

Tom's last day. mockup

Tom's last day. mockup

Tom's last day. mockup

Tom's last day.

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

"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

"Road construction used to bother me. But compared to all the craziness going on in the world, I'll take this any day."

"Road construction used to bother me. But compared to all the craziness going on in the world, I'll take this any day." mockup

"Road construction used to bother me. But compared to all the craziness going on in the world, I'll take this any day." mockup

"Road construction used to bother me. But compared to all the craziness going on in the world, I'll take this any day." mockup

"Road construction used to bother me. But compared to all the craziness going on in the world, I'll take this any day." mockup

"Road construction used to bother me. But compared to all the craziness going on in the world, I'll take this any day."

from $19.00

"Are we pessimists and our stomachs are half empty or optimists and our stomachs are half full?"

"Are we pessimists and our stomachs are half empty or optimists and our stomachs are half full?" mockup

"Are we pessimists and our stomachs are half empty or optimists and our stomachs are half full?" mockup

"Are we pessimists and our stomachs are half empty or optimists and our stomachs are half full?" mockup

"Are we pessimists and our stomachs are half empty or optimists and our stomachs are half full?" mockup

"Are we pessimists and our stomachs are half empty or optimists and our stomachs are half full?"

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

"Die alone" mockup

"Die alone" mockup

"Die alone" mockup

"Die alone" mockup

"Die alone"

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

"A glimmer of hope is fine, Hendricks, but anything more than that will lead to massive disappointment."

"A glimmer of hope is fine, Hendricks, but anything more than that will lead to massive disappointment." mockup

"A glimmer of hope is fine, Hendricks, but anything more than that will lead to massive disappointment." mockup

"A glimmer of hope is fine, Hendricks, but anything more than that will lead to massive disappointment." mockup

"A glimmer of hope is fine, Hendricks, but anything more than that will lead to massive disappointment." mockup

"A glimmer of hope is fine, Hendricks, but anything more than that will lead to massive disappointment."

from $19.00

A Stray Curmudgeon in a Field of Perennial Optimists.

A Stray Curmudgeon in a Field of Perennial Optimists. mockup

A Stray Curmudgeon in a Field of Perennial Optimists. mockup

A Stray Curmudgeon in a Field of Perennial Optimists. mockup

A Stray Curmudgeon in a Field of Perennial Optimists. mockup

A Stray Curmudgeon in a Field of Perennial Optimists.

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

'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

"What? You were expecting good news? Expectations are so-o-o-o passe."

"What? You were expecting good news? Expectations are so-o-o-o passe." mockup

"What? You were expecting good news? Expectations are so-o-o-o passe." mockup

"What? You were expecting good news? Expectations are so-o-o-o passe." mockup

"What? You were expecting good news? Expectations are so-o-o-o passe." mockup

"What? You were expecting good news? Expectations are so-o-o-o passe."

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

Gonna Suck mockup

Gonna Suck mockup

Gonna Suck mockup

Gonna Suck mockup

Gonna Suck

from $19.00

'Turned out nice again.'

'Turned out nice again.' mockup

'Turned out nice again.' mockup

'Turned out nice again.' mockup

'Turned out nice again.' mockup

'Turned out nice again.'

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

"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

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

The guy who wanted change, experience, a shoulder to cry on, and a medal, all tied up in a nice,neat package, with whipped cream and a cherry on top.

The guy who wanted change, experience, a shoulder to cry on, and a medal, all tied up in a nice,neat package, with whipped cream and a cherry on top. mockup

The guy who wanted change, experience, a shoulder to cry on, and a medal, all tied up in a nice,neat package, with whipped cream and a cherry on top. mockup

The guy who wanted change, experience, a shoulder to cry on, and a medal, all tied up in a nice,neat package, with whipped cream and a cherry on top. mockup

The guy who wanted change, experience, a shoulder to cry on, and a medal, all tied up in a nice,neat package, with whipped cream and a cherry on top. mockup

The guy who wanted change, experience, a shoulder to cry on, and a medal, all tied up in a nice,neat package, with whipped cream and a cherry on top.

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

DOOM, 'I do love you, Arnie, but you're such a downer!'

DOOM, 'I do love you, Arnie, but you're such a downer!' mockup

DOOM, 'I do love you, Arnie, but you're such a downer!' mockup

DOOM, 'I do love you, Arnie, but you're such a downer!' mockup

DOOM, 'I do love you, Arnie, but you're such a downer!' mockup

DOOM, 'I do love you, Arnie, but you're such a downer!'

from $19.00

"Is this worse? Or is this worse?"

"Is this worse? Or is this worse?" mockup

"Is this worse? Or is this worse?" mockup

"Is this worse? Or is this worse?" mockup

"Is this worse? Or is this worse?" mockup

"Is this worse? Or is this worse?"

from $19.00

The end of the world is nigh.

The end of the world is nigh. mockup

The end of the world is nigh. mockup

The end of the world is nigh. mockup

The end of the world is nigh. mockup

The end of the world is nigh.

from $19.00

"This feels like the start of something that will eventually break one of our hearts."

"This feels like the start of something that will eventually break one of our hearts." mockup

"This feels like the start of something that will eventually break one of our hearts." mockup

"This feels like the start of something that will eventually break one of our hearts." mockup

"This feels like the start of something that will eventually break one of our hearts." mockup

"This feels like the start of something that will eventually break one of our hearts."

from $19.00

'Against Joie De Vivre': Meet the author today.

'Against Joie De Vivre': Meet the author today. mockup

'Against Joie De Vivre': Meet the author today. mockup

'Against Joie De Vivre': Meet the author today. mockup

'Against Joie De Vivre': Meet the author today. mockup

'Against Joie De Vivre': Meet the author today.

from $19.00

Pessimist Appreciators Pillows Collection

Pessimist Appreciators Mugs

Check out our range of mugs designed for pessimist appreciators—witty, humorous, and perfect for those who see the glass as half empty.

Pessimist Appreciators Prints

See our art prints for pessimist appreciators—witty illustrations and quotes that celebrate skepticism with style.

Pessimist Appreciators T-Shirts

Browse our collection of t-shirts for pessimist appreciators—clever, humorous designs that talk about their unique outlook on life.