Awkward Situation Specialist Pillows

Add a touch of humor to any space with a pillow that celebrates the awkward but lovable side of life. Great for lounging and sharing a giggle about social slip-ups.

All Products Prints T-Shirts Mugs Pillows

"My mates at the showroom said that I should start dating again."

"My mates at the showroom said that I should start dating again." mockup

"My mates at the showroom said that I should start dating again."

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!'

from $19.00

Awkward First Dates

from $19.00

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."

from $19.00

Develop Your Social Skills: Asking Questions is a Great Way to Keep a Conversation Going.

Develop Your Social Skills: Asking Questions is a Great Way to Keep a Conversation Going. mockup

Develop Your Social Skills: Asking Questions is a Great Way to Keep a Conversation Going.

from $19.00

Top Ten Elevator Hits of All Time mockup

Top Ten Elevator Hits of All Time

from $19.00

Chatty, garlic-coffee breath, apathetic, contagious

Chatty, garlic-coffee breath, apathetic, contagious mockup

Chatty, garlic-coffee breath, apathetic, contagious

from $19.00

'Today's unwilling nude model is Ralph.'

'Today's unwilling nude model is Ralph.' mockup

'Today's unwilling nude model is Ralph.'

from $19.00

"Whisky? Have you got anything stronger?"

"Whisky? Have you got anything stronger?" mockup

"Whisky? Have you got anything stronger?"

from $19.00

"How is everything, besides the obvious?"

"How is everything, besides the obvious?" mockup

"How is everything, besides the obvious?"

from $19.00

"Ah guys, before you push any buttons can I just check my calculator?"

"Ah guys, before you push any buttons can I just check my calculator?" mockup

"Ah guys, before you push any buttons can I just check my calculator?"

from $19.00

"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."

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..."

from $19.00

'I hope I'm not intruding...'

from $19.00

'Excuse me, Mr. Pavlik, but that gentleman you called an idiot is here. Should I still say you're not in?'

'Excuse me, Mr. Pavlik, but that gentleman you called an idiot is here. Should I still say you're not in?' mockup

'Excuse me, Mr. Pavlik, but that gentleman you called an idiot is here. Should I still say you're not in?'

from $19.00

"Is it me, or does the old man still look angry at us for denting his Cadillac?"

"Is it me, or does the old man still look angry at us for denting his Cadillac?" mockup

"Is it me, or does the old man still look angry at us for denting his Cadillac?"

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..."

from $19.00

"So, have you two been doing anything reproductive?"

"So, have you two been doing anything reproductive?" mockup

"So, have you two been doing anything reproductive?"

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.

from $19.00

"Look, I know Estella has a boyfriend. I would never try to break them up. But it's not illegal to text friends...and we're still friends..."

"Look, I know Estella has a boyfriend. I would never try to break them up. But it's not illegal to text friends...and we're still friends..." mockup

"Look, I know Estella has a boyfriend. I would never try to break them up. But it's not illegal to text friends...and we're still friends..."

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."

from $19.00

'Don't you hate people who blatantly use office parties to network?'

'Don't you hate people who blatantly use office parties to network?' mockup

'Don't you hate people who blatantly use office parties to network?'

from $19.00

'Wilcox! Do come in...I'm just leaving!'

'Wilcox! Do come in...I'm just leaving!' mockup

'Wilcox! Do come in...I'm just leaving!'

from $19.00

But enough about me, let's talk about my job.

But enough about me, let's talk about my job. mockup

But enough about me, let's talk about my job.

from $19.00

'Brian hated his long legs and dinner parties'

'Brian hated his long legs and dinner parties' mockup

'Brian hated his long legs and dinner parties'

from $19.00

'Now that's what I call a worthy cause.'

'Now that's what I call a worthy cause.' mockup

'Now that's what I call a worthy cause.'

from $19.00

Stan Mack's Real Life Funnies: Alumnae News

Stan Mack's Real Life Funnies: Alumnae News mockup

Stan Mack's Real Life Funnies: Alumnae News

from $19.00

"Did I just butt-dial my booty call?" mockup

"Did I just butt-dial my booty call?"

from $19.00

'Check this out Henry, the stripper has arrived.'

'Check this out Henry, the stripper has arrived.' mockup

'Check this out Henry, the stripper has arrived.'

from $19.00

"I didn't see anything! I swear!" mockup

"I didn't see anything! I swear!"

from $19.00

''Change your underwear.' Hmm, my mother must be in town for a visit.'

''Change your underwear.' Hmm, my mother must be in town for a visit.' mockup

''Change your underwear.' Hmm, my mother must be in town for a visit.'

from $19.00

"I could see my mating dance had caught her eye, so I put more energy into it, but I ended up sweaty and out of breath: she lost interest then. . ."

"I could see my mating dance had caught her eye, so I put more energy into it, but I ended up sweaty and out of breath: she lost interest then. . ." mockup

"I could see my mating dance had caught her eye, so I put more energy into it, but I ended up sweaty and out of breath: she lost interest then. . ."

from $19.00

'Oh no! I think I left my wallet in the examination room.'

'Oh no! I think I left my wallet in the examination room.' mockup

'Oh no! I think I left my wallet in the examination room.'

from $19.00

"The kids got candy and all I got were disturbed looks."

"The kids got candy and all I got were disturbed looks." mockup

"The kids got candy and all I got were disturbed looks."

from $19.00

Awkward Situation Specialist Pillows Collection

Awkward Situation Specialist Mugs

Explore our collection of mugs crafted for the awkward situation specialist—perfect for starting conversations and sharing laughs over every sip.

Awkward Situation Specialist Prints

Browse prints that humorously capture the art of awkwardness, adding a playful touch to any room and sparking conversations.

Awkward Situation Specialist T-Shirts

Discover T-shirts designed for those who own their awkwardness with humor. A great choice for everyday wear and making social slip-ups part of their charm.