Workplace Whimsy Pillows

Add comfort and humor to any workspace or lounge area with our whimsical pillows—crafted with thoughtful, funny designs that bring personality to any spot you relax or work in.

All Products Prints T-Shirts Mugs Pillows

'I try to encourage creativity.'

from $19.00

Well, I see Wilcox is finally using his head...as a paperweight!

Well, I see Wilcox is finally using his head...as a paperweight! mockup

Well, I see Wilcox is finally using his head...as a paperweight!

from $19.00

"He was orphaned at an early age and raised by two giant moths."

"He was orphaned at an early age and raised by two giant moths." mockup

"He was orphaned at an early age and raised by two giant moths."

from $19.00

"I don't know whether your tired, anxious, nervous, or whatever. But it looks like a clear case of performance anxiety."

"I don't know whether your tired, anxious, nervous, or whatever. But it looks like a clear case of performance anxiety." mockup

"I don't know whether your tired, anxious, nervous, or whatever. But it looks like a clear case of performance anxiety."

from $19.00

'....and that's our CEO. He's trying to find a corporate direction.'

'....and that's our CEO. He's trying to find a corporate direction.' mockup

'....and that's our CEO. He's trying to find a corporate direction.'

from $19.00

'This is going to be good, he's taking water balloons into the board meeting.'

'This is going to be good, he's taking water balloons into the board meeting.' mockup

'This is going to be good, he's taking water balloons into the board meeting.'

from $19.00

"I've put every one of those vital master copies through here, and it took ages. Where do the copies come out?"

"I've put every one of those vital master copies through here, and it took ages. Where do the copies come out?" mockup

"I've put every one of those vital master copies through here, and it took ages. Where do the copies come out?"

from $19.00

I've refiled all your letters under L. mockup

I've refiled all your letters under L.

from $19.00

'When you are done balancing in your chair we will continue the meeting.'

'When you are done balancing in your chair we will continue the meeting.' mockup

'When you are done balancing in your chair we will continue the meeting.'

from $19.00

'I don't know what he's doing or why he's doing it, but by golly, I love his work ethic.'

'I don't know what he's doing or why he's doing it, but by golly, I love his work ethic.' mockup

'I don't know what he's doing or why he's doing it, but by golly, I love his work ethic.'

from $19.00

"I take it you're not heartbroken to be leaving the firm!"

"I take it you're not heartbroken to be leaving the firm!" mockup

"I take it you're not heartbroken to be leaving the firm!"

from $19.00

'I'm surprised the boss isn't in here checking up on us!'

'I'm surprised the boss isn't in here checking up on us!' mockup

'I'm surprised the boss isn't in here checking up on us!'

from $19.00

"Just great...on my first day on the job."

"Just great...on my first day on the job." mockup

"Just great...on my first day on the job."

from $19.00

"Yes, it's snowing in my office. Corporate feels utilities, like heat, are a luxury."

"Yes, it's snowing in my office. Corporate feels utilities, like heat, are a luxury." mockup

"Yes, it's snowing in my office. Corporate feels utilities, like heat, are a luxury."

from $19.00

'I call it cubicilism'

from $19.00

When we said we wanted you to have more fun training we didn't mean THAT much fun.

When we said we wanted you to have more fun training we didn't mean THAT much fun. mockup

When we said we wanted you to have more fun training we didn't mean THAT much fun.

from $19.00

'In case the guys organize a game.' mockup

'In case the guys organize a game.'

from $19.00

'...How can I trust you to handle multimillion-dollar accounts if you can't even spin a basketball on your fingertip?'

'...How can I trust you to handle multimillion-dollar accounts if you can't even spin a basketball on your fingertip?' mockup

'...How can I trust you to handle multimillion-dollar accounts if you can't even spin a basketball on your fingertip?'

from $19.00

Sleeping at the computer.

from $19.00

'I need you to start thinking outside the imaginary box.'

'I need you to start thinking outside the imaginary box.' mockup

'I need you to start thinking outside the imaginary box.'

from $19.00

'I don't care if you whistle while you work, but others find it disconcerting.'

'I don't care if you whistle while you work, but others find it disconcerting.' mockup

'I don't care if you whistle while you work, but others find it disconcerting.'

from $19.00

"He put the 'fun' in funding."

from $19.00

'Very good job! I would like to show my appreciation in a practical way...Hip,hip hooray!'

'Very good job! I would like to show my appreciation in a practical way...Hip,hip hooray!' mockup

'Very good job! I would like to show my appreciation in a practical way...Hip,hip hooray!'

from $19.00

Rabbit ears behind boss

from $19.00

'So, Bixbey! Caught you at trying out my desk again, have I?'

'So, Bixbey! Caught you at trying out my desk again, have I?' mockup

'So, Bixbey! Caught you at trying out my desk again, have I?'

from $19.00

"I'm introducing EXTREME casual Fridays."

"I'm introducing EXTREME casual Fridays." mockup

"I'm introducing EXTREME casual Fridays."

from $19.00

Exciting suggestion in 'suggestion box'.

Exciting suggestion in 'suggestion box'. mockup

Exciting suggestion in 'suggestion box'.

from $19.00

"As always he found a way to duck out of working overtime!"

"As always he found a way to duck out of working overtime!" mockup

"As always he found a way to duck out of working overtime!"

from $19.00

Goodyear Blimp flying round globe. mockup

Goodyear Blimp flying round globe.

from $19.00

"I was quite pleased to find a job which allows me to see more of my husband."

"I was quite pleased to find a job which allows me to see more of my husband." mockup

"I was quite pleased to find a job which allows me to see more of my husband."

from $19.00

'My Christmas bonus.'

from $19.00

Fun at the Office # 729: MEMO FANATICS IN THE HALL

Fun at the Office # 729: MEMO FANATICS IN THE HALL mockup

Fun at the Office # 729: MEMO FANATICS IN THE HALL

from $19.00

'You'll find, Smith, that there's a very relaxed atmosphere in this office.'

'You'll find, Smith, that there's a very relaxed atmosphere in this office.' mockup

'You'll find, Smith, that there's a very relaxed atmosphere in this office.'

from $19.00

Workplace Whimsy Pillows Collection

Workplace Whimsy Mugs

Discover more witty and funny workplace mugs that add humor to your daily coffee routine—perfect for yourself or as a gift for a colleague.

Workplace Whimsy Prints

Browse our whimsical prints to add a humorous touch to your office decor or home wall art, inspiring smiles and conversations.

Workplace Whimsy T-Shirts

Explore our collection of playful t-shirts that showcase your love for workplace humor and creativity—ideal for casual Fridays and relaxed office environments.