Awkward Moment Connoisseur Pillows

Bring comfort and humor into their space with pillows that make light of those awkward moments. A cozy reminder to laugh at life's social slip-ups.

All Products Prints T-Shirts Mugs Pillows

"If one of your ears were inside-out, would you want someone to tell you?"

"If one of your ears were inside-out, would you want someone to tell you?" mockup

"If one of your ears were inside-out, would you want someone to tell you?"

from $19.00

"I'm Kevin, brought to you by the miracle of birth."

"I'm Kevin, brought to you by the miracle of birth." mockup

"I'm Kevin, brought to you by the miracle of birth."

from $19.00

"You always show up at the WORST possible time!"

"You always show up at the WORST possible time!" mockup

"You always show up at the WORST possible time!"

from $19.00

'How's my Mother? Not too good - You're sitting on her!'

'How's my Mother? Not too good - You're sitting on her!' mockup

'How's my Mother? Not too good - You're sitting on her!'

from $19.00

Showbiz Awards

from $19.00

"Oh, ah, sorry!"

from $19.00

'When you asked me over for a home-cooked meal, I assumed you'd be making it.'

'When you asked me over for a home-cooked meal, I assumed you'd be making it.' mockup

'When you asked me over for a home-cooked meal, I assumed you'd be making it.'

from $19.00

"Oh no. Is that my ex?"

from $19.00

"I was a lot happier with the elephant in the room."

"I was a lot happier with the elephant in the room." mockup

"I was a lot happier with the elephant in the room."

from $19.00

Always an awkward moment when you meet a Dung Beetle...

Always an awkward moment when you meet a Dung Beetle... mockup

Always an awkward moment when you meet a Dung Beetle...

from $19.00

"You and your daft inventions."

from $19.00

"Do you have a boyfriend?"

from $19.00

'Eh...our costume party was last Saturday!'

'Eh...our costume party was last Saturday!' mockup

'Eh...our costume party was last Saturday!'

from $19.00

"I suppose I should have let a few minutes elapse between declaring my love for you and announcing that I also loved lobster."

"I suppose I should have let a few minutes elapse between declaring my love for you and announcing that I also loved lobster." mockup

"I suppose I should have let a few minutes elapse between declaring my love for you and announcing that I also loved lobster."

from $19.00

"OK, I know that this is borderline inappropriate, but just hear me out ..."

"OK, I know that this is borderline inappropriate, but just hear me out ..." mockup

"OK, I know that this is borderline inappropriate, but just hear me out ..."

from $19.00

"Humiliation is a very important part of the the process, Mr. Keifer."

"Humiliation is a very important part of the the process, Mr. Keifer." mockup

"Humiliation is a very important part of the the process, Mr. Keifer."

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."

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?"

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.

from $19.00

"Don't panic, she'll be back. We lock the washroom windows from the outside."

"Don't panic, she'll be back. We lock the washroom windows from the outside." mockup

"Don't panic, she'll be back. We lock the washroom windows from the outside."

from $19.00

"Ignore the screams, sir. I'll get a new fork."

"Ignore the screams, sir. I'll get a new fork." mockup

"Ignore the screams, sir. I'll get a new fork."

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."

from $19.00

'Look. . . for the last time, I'm not playin' 'footsie' with you!'

'Look. . . for the last time, I'm not playin' 'footsie' with you!' mockup

'Look. . . for the last time, I'm not playin' 'footsie' with you!'

from $19.00

"Are you blushing?!"

from $19.00

"I'm sensing an awkward presence." mockup

"I'm sensing an awkward presence."

from $19.00

Speed Dating Disasters

from $19.00

As years of unspoken tension surfaced, Trunky refused to raise his hand like a coward.

As years of unspoken tension surfaced, Trunky refused to raise his hand like a coward. mockup

As years of unspoken tension surfaced, Trunky refused to raise his hand like a coward.

from $19.00

Baldo's How to Be Uncool: No. 5. Forget how hot the coffee is while you're thinking how cool you look sitting in a coffee shop.

Baldo's How to Be Uncool: No. 5. Forget how hot the coffee is while you're thinking how cool you look sitting in a coffee shop. mockup

Baldo's How to Be Uncool: No. 5. Forget how hot the coffee is while you're thinking how cool you look sitting in a coffee shop.

from $19.00

"If that girl sent over a double cappuccino, maybe you should go talk to her!"

"If that girl sent over a double cappuccino, maybe you should go talk to her!" mockup

"If that girl sent over a double cappuccino, maybe you should go talk to her!"

from $19.00

"Simple tasks were a challenge for Chad. Awww, geez. Another upside down spoon."

"Simple tasks were a challenge for Chad. Awww, geez. Another upside down spoon." mockup

"Simple tasks were a challenge for Chad. Awww, geez. Another upside down spoon."

from $19.00

"On a scale of 1-10, how painfully awkward is this?"

"On a scale of 1-10, how painfully awkward is this?" mockup

"On a scale of 1-10, how painfully awkward is this?"

from $19.00

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

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

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..."

from $19.00

Awkward Moment Connoisseur Pillows Collection

Awkward Moment Connoisseur Mugs

Browse our collection of mugs perfect for the awkward moment connoisseur, featuring witty captions and funny designs that brighten every coffee break.

Awkward Moment Connoisseur Prints

Explore our prints that humorously depict the awkward connoisseur in all their socially charming glory, perfect for any space that needs a touch of wit.

Awkward Moment Connoisseur T-Shirts

Discover t-shirts that celebrate the art of awkwardness, ideal for those who wear their social quirks with pride and style.