Pessimist With A Twist Pillows

Add a humorous touch to their space with pillows featuring clever, pessimistic designs with an artistic twist. Perfect for the creatively cynical who love a cozy, witty accent.

Pessimist At Heart Pillows Pessimist Pillows Playful Pessimist Pillows Pessimist Thinker Pillows Pessimist With A Sense Of Humor Pillows Pessimistic Optimist Pillows Pessimist Enthusiast Pillows Pessimist Ponderer Pillows Pessimist Philosopher Pillows Pessimists Pillows

All Products Prints T-Shirts Mugs Pillows

'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

'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

The Dungeon mockup

The Dungeon mockup

The Dungeon mockup

The Dungeon mockup

The Dungeon

from $19.00

"Well, it's a change of scenery."

"Well, it's a change of scenery." mockup

"Well, it's a change of scenery." mockup

"Well, it's a change of scenery." mockup

"Well, it's a change of scenery." mockup

"Well, it's a change of scenery."

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

"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

"I hate weddings. They make me feel a momentary lapse of cynicism."

"I hate weddings. They make me feel a momentary lapse of cynicism." mockup

"I hate weddings. They make me feel a momentary lapse of cynicism." mockup

"I hate weddings. They make me feel a momentary lapse of cynicism." mockup

"I hate weddings. They make me feel a momentary lapse of cynicism." mockup

"I hate weddings. They make me feel a momentary lapse of cynicism."

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

"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

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

'Half-empty, yet I can't complain...'

'Half-empty, yet I can't complain...' mockup

'Half-empty, yet I can't complain...' mockup

'Half-empty, yet I can't complain...' mockup

'Half-empty, yet I can't complain...' mockup

'Half-empty, yet I can't complain...'

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

"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

"Die alone" mockup

"Die alone" mockup

"Die alone" mockup

"Die alone" mockup

"Die alone"

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

Abstract art proves that things can be as bad as they look.

Abstract art proves that things can be as bad as they look. mockup

Abstract art proves that things can be as bad as they look. mockup

Abstract art proves that things can be as bad as they look. mockup

Abstract art proves that things can be as bad as they look. mockup

Abstract art proves that things can be as bad as they look.

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

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

"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

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

"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

Pessimist With A Twist Pillows Collection

Pessimist With A Twist Mugs

Explore our collection of humorous mugs perfect for the creatively pessimistic—bring a witty twist to their daily coffee ritual.

Pessimist With A Twist Prints

Decorate their space with prints that combine artistic style and humor—ideal for the creatively pessimistic who appreciate a clever twist.

Pessimist With A Twist T-Shirts

Find the ideal t-shirt for the creatively pessimistic—clever, witty, and artistic designs that make a statement.