Awkward Situation Lover Pillows

Add a touch of humor to their space with pillows that celebrate awkward moments. Perfect for cozying up and chuckling at life's little social slip-ups.

All Products Prints T-Shirts Mugs Pillows

Female guest congratulating the bridegroom.

Female guest congratulating the bridegroom. mockup

Female guest congratulating the bridegroom.

from $19.00

'He's my wife's second cousin three times removed, but he keeps coming back.'

'He's my wife's second cousin three times removed, but he keeps coming back.' mockup

'He's my wife's second cousin three times removed, but he keeps coming back.'

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

'Try to relax Karen. I was a little nervous when I visited your parents home.'

'Try to relax Karen. I was a little nervous when I visited your parents home.' mockup

'Try to relax Karen. I was a little nervous when I visited your parents home.'

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

'Happy Christmas! I got you a card.' - 'Oh, thanks.' - 'Sorry it's damp... I licked the envelope too hard.' - 'Oh, right.' - 'If you rub it on your face, it's like we're kissing.' - 'Oh, no... quick! Give me your hat!'

'Happy Christmas! I got you a card.' - 'Oh, thanks.' - 'Sorry it's damp... I licked the envelope too hard.' - 'Oh, right.' - 'If you rub it on your face, it's like we're kissing.' - 'Oh, no... quick! Give me your hat!'

from $19.00

"I . . . uh. . . had a real pleasant evening, Wendy!"

"I . . . uh. . . had a real pleasant evening, Wendy!" mockup

"I . . . uh. . . had a real pleasant evening, Wendy!"

from $19.00

"Little help?"

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

The Consequences of an Interrupted Shower.

The Consequences of an Interrupted Shower. mockup

The Consequences of an Interrupted Shower.

from $19.00

"It's not what you think."

from $19.00

Top Ten Elevator Hits of All Time mockup

Top Ten Elevator Hits of All Time

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

"Don't you hate it when someone answers their own questions? I do."

"Don't you hate it when someone answers their own questions? I do." mockup

"Don't you hate it when someone answers their own questions? I do."

from $19.00

'Huge waves, loose shorts and a body like a gourd. I was never going to make it through summer without a serious privacy breach.'

'Huge waves, loose shorts and a body like a gourd. I was never going to make it through summer without a serious privacy breach.' mockup

'Huge waves, loose shorts and a body like a gourd. I was never going to make it through summer without a serious privacy breach.'

from $19.00

'He thinks we're watering down the cement.'

'He thinks we're watering down the cement.' mockup

'He thinks we're watering down the cement.'

from $19.00

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

from $19.00

'I had a wonderful evening, Oswald but this wasn't it,I'm afraid!'

'I had a wonderful evening, Oswald but this wasn't it,I'm afraid!' mockup

'I had a wonderful evening, Oswald but this wasn't it,I'm afraid!'

from $19.00

'See, I told you my dad would like you.'

'See, I told you my dad would like you.' mockup

'See, I told you my dad would like you.'

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

Shy Man at Party

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

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

'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

'Okay - which one was here first?' mockup

'Okay - which one was here first?'

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

Cake Shop: Parking Meter

from $19.00

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

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

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

'This sucks. Let's try and start the wave.'

'This sucks. Let's try and start the wave.' mockup

'This sucks. Let's try and start the wave.'

from $19.00

"The interview was going great until she noticed on my c.v. that I was her ex husband."

"The interview was going great until she noticed on my c.v. that I was her ex husband." mockup

"The interview was going great until she noticed on my c.v. that I was her ex husband."

from $19.00

'Anyone can arrange a blind date, only truly great ones can arrange a whole relationship.'

'Anyone can arrange a blind date, only truly great ones can arrange a whole relationship.' mockup

'Anyone can arrange a blind date, only truly great ones can arrange a whole relationship.'

from $19.00

'I can't play any tunes, it's just used for hiding my farts after dinner.'

'I can't play any tunes, it's just used for hiding my farts after dinner.' mockup

'I can't play any tunes, it's just used for hiding my farts after dinner.'

from $19.00

'Better than looking at four walls is here.'

'Better than looking at four walls is here.' mockup

'Better than looking at four walls is here.'

from $19.00

Awkward Situation Lover Pillows Collection

Awkward Situation Lover Mugs

Discover our full range of mugs celebrating awkwardness and social humor—perfect for anyone who loves to laugh at life's everyday embarrassments.

Awkward Situation Lover Prints

Browse our prints that celebrate the amusing side of awkwardness—ideal for decorating with a humorous touch.

Awkward Situation Lover T-Shirts

Explore our collection of witty t-shirts designed for awkward situation lovers—show off their unique sense of humor and love for life's funny moments.