Awkward Situation Appreciator Pillows

Add a touch of comedy to their space with pillows that humorously acknowledge the awkward, making every moment of relaxation a little more fun and relatable.

Awkward Situations Appreciator Pillows Quirky Situation Appreciator Pillows Funny Situation Appreciator Pillows Absurd Situation Appreciator Pillows Ironic Situation Appreciator Pillows Quirky Situations Appreciator Pillows Awkward Situation Admirer Pillows Awkward Situation Enthusiast Pillows Ironic Situations Appreciator Pillows Awkward Situation Enthusiasts Pillows

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"It's an adjustment being a handshake guy in a fist-bump company."

"It's an adjustment being a handshake guy in a fist-bump company." mockup

"It's an adjustment being a handshake guy in a fist-bump company." mockup

"It's an adjustment being a handshake guy in a fist-bump company." mockup

"It's an adjustment being a handshake guy in a fist-bump company." mockup

"It's an adjustment being a handshake guy in a fist-bump company."

from $19.00

"Pretty woman, gettin' on the lift. Pretty woman, seems like she's kinda miffed."

"Pretty woman, gettin' on the lift. Pretty woman, seems like she's kinda miffed." mockup

"Pretty woman, gettin' on the lift. Pretty woman, seems like she's kinda miffed." mockup

"Pretty woman, gettin' on the lift. Pretty woman, seems like she's kinda miffed." mockup

"Pretty woman, gettin' on the lift. Pretty woman, seems like she's kinda miffed." mockup

"Pretty woman, gettin' on the lift. Pretty woman, seems like she's kinda miffed."

from $19.00

"Well, by golly you may be right. I think that IS a rectal thermometer."

"Well, by golly you may be right. I think that IS a rectal thermometer." mockup

"Well, by golly you may be right. I think that IS a rectal thermometer." mockup

"Well, by golly you may be right. I think that IS a rectal thermometer." mockup

"Well, by golly you may be right. I think that IS a rectal thermometer." mockup

"Well, by golly you may be right. I think that IS a rectal thermometer."

from $19.00

"And with that being said Polly became dinner." "Polly wanna cracker?" "Polly wanna piece of yo mama's sweet behind." "Oh boy..."

"And with that being said Polly became dinner." "Polly wanna cracker?" "Polly wanna piece of yo mama's sweet behind." "Oh boy..." mockup

"And with that being said Polly became dinner." "Polly wanna cracker?" "Polly wanna piece of yo mama's sweet behind." "Oh boy..." mockup

"And with that being said Polly became dinner." "Polly wanna cracker?" "Polly wanna piece of yo mama's sweet behind." "Oh boy..." mockup

"And with that being said Polly became dinner." "Polly wanna cracker?" "Polly wanna piece of yo mama's sweet behind." "Oh boy..." mockup

"And with that being said Polly became dinner." "Polly wanna cracker?" "Polly wanna piece of yo mama's sweet behind." "Oh boy..."

from $19.00

"I really think I can handle this date on my own."

"I really think I can handle this date on my own." mockup

"I really think I can handle this date on my own." mockup

"I really think I can handle this date on my own." mockup

"I really think I can handle this date on my own." mockup

"I really think I can handle this date on my own."

from $19.00

'Gail, my dear, please don't talk about sex - my God this is a restaurant!'

'Gail, my dear, please don't talk about sex - my God this is a restaurant!' mockup

'Gail, my dear, please don't talk about sex - my God this is a restaurant!' mockup

'Gail, my dear, please don't talk about sex - my God this is a restaurant!' mockup

'Gail, my dear, please don't talk about sex - my God this is a restaurant!' mockup

'Gail, my dear, please don't talk about sex - my God this is a restaurant!'

from $19.00

"Look, don't worry. I'm a doctor...I've seen it all and it's totally confidential."

"Look, don't worry. I'm a doctor...I've seen it all and it's totally confidential." mockup

"Look, don't worry. I'm a doctor...I've seen it all and it's totally confidential." mockup

"Look, don't worry. I'm a doctor...I've seen it all and it's totally confidential." mockup

"Look, don't worry. I'm a doctor...I've seen it all and it's totally confidential." mockup

"Look, don't worry. I'm a doctor...I've seen it all and it's totally confidential."

from $19.00

Colin had heard that women liked honesty in men.

Colin had heard that women liked honesty in men. mockup

Colin had heard that women liked honesty in men. mockup

Colin had heard that women liked honesty in men. mockup

Colin had heard that women liked honesty in men. mockup

Colin had heard that women liked honesty in men.

from $19.00

'Speaking strictly as your brother I - uh, what flush'

'Speaking strictly as your brother I - uh, what flush' mockup

'Speaking strictly as your brother I - uh, what flush' mockup

'Speaking strictly as your brother I - uh, what flush' mockup

'Speaking strictly as your brother I - uh, what flush' mockup

'Speaking strictly as your brother I - uh, what flush'

from $19.00

"I made a big mistake getting into ladies underwear..."

"I made a big mistake getting into ladies underwear..." mockup

"I made a big mistake getting into ladies underwear..." mockup

"I made a big mistake getting into ladies underwear..." mockup

"I made a big mistake getting into ladies underwear..." mockup

"I made a big mistake getting into ladies underwear..."

from $19.00

'The return of the Jehovah's Witnesses'

'The return of the Jehovah's Witnesses' mockup

'The return of the Jehovah's Witnesses' mockup

'The return of the Jehovah's Witnesses' mockup

'The return of the Jehovah's Witnesses' mockup

'The return of the Jehovah's Witnesses'

from $19.00

"You want me to pee in that cup. From here?"

"You want me to pee in that cup. From here?" mockup

"You want me to pee in that cup. From here?" mockup

"You want me to pee in that cup. From here?" mockup

"You want me to pee in that cup. From here?" mockup

"You want me to pee in that cup. From here?"

from $19.00

Showbiz Awards mockup

Showbiz Awards mockup

Showbiz Awards mockup

Showbiz Awards mockup

Showbiz Awards

from $19.00

Don't swallow. I've lost a contact.

Don't swallow. I've lost a contact. mockup

Don't swallow. I've lost a contact. mockup

Don't swallow. I've lost a contact. mockup

Don't swallow. I've lost a contact. mockup

Don't swallow. I've lost a contact.

from $19.00

"Hi. What kind of wine goes with fruit salad?"

"Hi. What kind of wine goes with fruit salad?" mockup

"Hi. What kind of wine goes with fruit salad?" mockup

"Hi. What kind of wine goes with fruit salad?" mockup

"Hi. What kind of wine goes with fruit salad?" mockup

"Hi. What kind of wine goes with fruit salad?"

from $19.00

'We've got a special this week on nose hairs!'

'We've got a special this week on nose hairs!' mockup

'We've got a special this week on nose hairs!' mockup

'We've got a special this week on nose hairs!' mockup

'We've got a special this week on nose hairs!' mockup

'We've got a special this week on nose hairs!'

from $19.00

"Well, this isn't really going anywhere if you don't like public displays of affection."

"Well, this isn't really going anywhere if you don't like public displays of affection." mockup

"Well, this isn't really going anywhere if you don't like public displays of affection." mockup

"Well, this isn't really going anywhere if you don't like public displays of affection." mockup

"Well, this isn't really going anywhere if you don't like public displays of affection." mockup

"Well, this isn't really going anywhere if you don't like public displays of affection."

from $19.00

Bad Interview Technique

Bad Interview Technique mockup

Bad Interview Technique mockup

Bad Interview Technique mockup

Bad Interview Technique mockup

Bad Interview Technique

from $19.00

"If you think the first half of this psychological test is intrusive, wait until you're grilled by me mother."

"If you think the first half of this psychological test is intrusive, wait until you're grilled by me mother." mockup

"If you think the first half of this psychological test is intrusive, wait until you're grilled by me mother." mockup

"If you think the first half of this psychological test is intrusive, wait until you're grilled by me mother." mockup

"If you think the first half of this psychological test is intrusive, wait until you're grilled by me mother." mockup

"If you think the first half of this psychological test is intrusive, wait until you're grilled by me mother."

from $19.00

"Do you have a boyfriend?"

"Do you have a boyfriend?" mockup

"Do you have a boyfriend?" mockup

"Do you have a boyfriend?" mockup

"Do you have a boyfriend?" mockup

"Do you have a boyfriend?"

from $19.00

"You think you hate me now, but just wait until I'm old and a burden to you."

"You think you hate me now, but just wait until I'm old and a burden to you." mockup

"You think you hate me now, but just wait until I'm old and a burden to you." mockup

"You think you hate me now, but just wait until I'm old and a burden to you." mockup

"You think you hate me now, but just wait until I'm old and a burden to you." mockup

"You think you hate me now, but just wait until I'm old and a burden to you."

from $19.00

"Such a cute doggie! And I'll bet you make the cutest poopies too, don't you?"

"Such a cute doggie! And I'll bet you make the cutest poopies too, don't you?" mockup

"Such a cute doggie! And I'll bet you make the cutest poopies too, don't you?" mockup

"Such a cute doggie! And I'll bet you make the cutest poopies too, don't you?" mockup

"Such a cute doggie! And I'll bet you make the cutest poopies too, don't you?" mockup

"Such a cute doggie! And I'll bet you make the cutest poopies too, don't you?"

from $19.00

Waiter does not want to see customer make bubbles in his wine.

Waiter does not want to see customer make bubbles in his wine. mockup

Waiter does not want to see customer make bubbles in his wine. mockup

Waiter does not want to see customer make bubbles in his wine. mockup

Waiter does not want to see customer make bubbles in his wine. mockup

Waiter does not want to see customer make bubbles in his wine.

from $19.00

"Let's start with a couple of glasses of water and if that goes well I'll order two coffees."

"Let's start with a couple of glasses of water and if that goes well I'll order two coffees." mockup

"Let's start with a couple of glasses of water and if that goes well I'll order two coffees." mockup

"Let's start with a couple of glasses of water and if that goes well I'll order two coffees." mockup

"Let's start with a couple of glasses of water and if that goes well I'll order two coffees." mockup

"Let's start with a couple of glasses of water and if that goes well I'll order two coffees."

from $19.00

Man leaves sperm bank. Woman says: 'Thanks, do come again.'

Man leaves sperm bank. Woman says: 'Thanks, do come again.' mockup

Man leaves sperm bank. Woman says: 'Thanks, do come again.' mockup

Man leaves sperm bank. Woman says: 'Thanks, do come again.' mockup

Man leaves sperm bank. Woman says: 'Thanks, do come again.' mockup

Man leaves sperm bank. Woman says: 'Thanks, do come again.'

from $19.00

Committee On Feline Healthcare

Committee On Feline Healthcare mockup

Committee On Feline Healthcare mockup

Committee On Feline Healthcare mockup

Committee On Feline Healthcare mockup

Committee On Feline Healthcare

from $19.00

"Don't make eye contact. Don't make eye contact. Don't...."

"Don't make eye contact. Don't make eye contact. Don't...." mockup

"Don't make eye contact. Don't make eye contact. Don't...." mockup

"Don't make eye contact. Don't make eye contact. Don't...." mockup

"Don't make eye contact. Don't make eye contact. Don't...." mockup

"Don't make eye contact. Don't make eye contact. Don't...."

from $19.00

"Say these things, don't think them!"

"Say these things, don't think them!" mockup

"Say these things, don't think them!" mockup

"Say these things, don't think them!" mockup

"Say these things, don't think them!" mockup

"Say these things, don't think them!"

from $19.00

Speed Dating Disasters

Speed Dating Disasters mockup

Speed Dating Disasters mockup

Speed Dating Disasters mockup

Speed Dating Disasters mockup

Speed Dating Disasters

from $19.00

"I'm sensing an awkward presence."

"I'm sensing an awkward presence." mockup

"I'm sensing an awkward presence." mockup

"I'm sensing an awkward presence." mockup

"I'm sensing an awkward presence." mockup

"I'm sensing an awkward presence."

from $19.00

"Good evening, I'm your date. Let me begin by saying I'm sorry I'm late, I'm sorry I'm bald and I'm sorry I'm short."

"Good evening, I'm your date. Let me begin by saying I'm sorry I'm late, I'm sorry I'm bald and I'm sorry I'm short." mockup

"Good evening, I'm your date. Let me begin by saying I'm sorry I'm late, I'm sorry I'm bald and I'm sorry I'm short." mockup

"Good evening, I'm your date. Let me begin by saying I'm sorry I'm late, I'm sorry I'm bald and I'm sorry I'm short." mockup

"Good evening, I'm your date. Let me begin by saying I'm sorry I'm late, I'm sorry I'm bald and I'm sorry I'm short." mockup

"Good evening, I'm your date. Let me begin by saying I'm sorry I'm late, I'm sorry I'm bald and I'm sorry I'm short."

from $19.00

"Are you blushing?!"

"Are you blushing?!" mockup

"Are you blushing?!" mockup

"Are you blushing?!" mockup

"Are you blushing?!" mockup

"Are you blushing?!"

from $19.00

'By the way Adrian, it unfastens at the front.'

'By the way Adrian, it unfastens at the front.' mockup

'By the way Adrian, it unfastens at the front.' mockup

'By the way Adrian, it unfastens at the front.' mockup

'By the way Adrian, it unfastens at the front.' mockup

'By the way Adrian, it unfastens at the front.'

from $19.00

Teenage Shakespeare

Teenage Shakespeare mockup

Teenage Shakespeare mockup

Teenage Shakespeare mockup

Teenage Shakespeare mockup

Teenage Shakespeare

from $19.00

"Don't make eye-contact, don't make eye-contact..."

"Don't make eye-contact, don't make eye-contact..." mockup

"Don't make eye-contact, don't make eye-contact..." mockup

"Don't make eye-contact, don't make eye-contact..." mockup

"Don't make eye-contact, don't make eye-contact..." mockup

"Don't make eye-contact, don't make eye-contact..."

from $19.00

Awkward Situation Appreciator Pillows Collection

Awkward Situation Appreciator Mugs

Explore our mugs collection for more products that celebrate the funny side of social awkwardness.

Awkward Situation Appreciator Prints

Browse our prints for more playful art that captures the humor in social mishaps.

Awkward Situation Appreciator T-Shirts

Check out our t-shirts for more humorous designs that highlight the charm of awkward moments.