Awkward Encounter Connoisseur Pillows

Add a cozy, humorous touch to their space with pillows that poke fun at social misadventures. Ideal for anyone who finds comfort in their awkward moments.

All Products Prints T-Shirts Mugs Pillows

'Don't look now but it's that guy from Pennsylvania that you dumped,'

'Don't look now but it's that guy from Pennsylvania that you dumped,' mockup

'Don't look now but it's that guy from Pennsylvania that you dumped,'

from $19.00

"Honestly, I didn't know your wife was in the shower."

"Honestly, I didn't know your wife was in the shower." mockup

"Honestly, I didn't know your wife was in the shower."

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?"

from $19.00

"Do you want to be vaguely dissatisfied with Italian or Korean?"

"Do you want to be vaguely dissatisfied with Italian or Korean?" mockup

"Do you want to be vaguely dissatisfied with Italian or Korean?"

from $19.00

"Oh no. Is that my ex?"

from $19.00

"I hope you don't call that a party face."

"I hope you don't call that a party face." mockup

"I hope you don't call that a party face."

from $19.00

'I should warn you, I charge double if you want me to examine both of them, Mrs. Jacobs.'

'I should warn you, I charge double if you want me to examine both of them, Mrs. Jacobs.' mockup

'I should warn you, I charge double if you want me to examine both of them, Mrs. Jacobs.'

from $19.00

'Maybe you need to practice walking.' mockup

'Maybe you need to practice walking.'

from $19.00

"You know that on-line romance you've been carryin' on? Well this here's Samantha!"

"You know that on-line romance you've been carryin' on? Well this here's Samantha!" mockup

"You know that on-line romance you've been carryin' on? Well this here's Samantha!"

from $19.00

"I don't believe you can't get close to anyone, Mr Jones. Get back over your own side."

"I don't believe you can't get close to anyone, Mr Jones. Get back over your own side." mockup

"I don't believe you can't get close to anyone, Mr Jones. Get back over your own side."

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

"But he's no longer with us."

from $19.00

'I've never felt like this on a first date, Tom, you're suffocating me.'

'I've never felt like this on a first date, Tom, you're suffocating me.' mockup

'I've never felt like this on a first date, Tom, you're suffocating me.'

from $19.00

'Boy...it can be awkward meeting the parents for the first time.'

'Boy...it can be awkward meeting the parents for the first time.' mockup

'Boy...it can be awkward meeting the parents for the first time.'

from $19.00

The originator of the office birthday party.

The originator of the office birthday party. mockup

The originator of the office birthday party.

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

'Hi, I'm Sheldon, and I want to speak to you about perception management!'

'Hi, I'm Sheldon, and I want to speak to you about perception management!' mockup

'Hi, I'm Sheldon, and I want to speak to you about perception management!'

from $19.00

'...and bring a friend. If you have one...'

'...and bring a friend. If you have one...' mockup

'...and bring a friend. If you have one...'

from $19.00

'En-counter'

from $19.00

"Why, Ed Phillips! I haven't seen you since our divorce!"

"Why, Ed Phillips! I haven't seen you since our divorce!" mockup

"Why, Ed Phillips! I haven't seen you since our divorce!"

from $19.00

"Just don't be yourself."

from $19.00

'Sorry. I'm having a headache this weekend.'

'Sorry. I'm having a headache this weekend.' mockup

'Sorry. I'm having a headache this weekend.'

from $19.00

"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

"Goodbye and have a wonderful day!" "Ugh! Don’t tell me what to do, okay!?!"

"Goodbye and have a wonderful day!" "Ugh! Don’t tell me what to do, okay!?!" mockup

"Goodbye and have a wonderful day!" "Ugh! Don’t tell me what to do, okay!?!"

from $19.00

'Don't look now but it's that guy from Pennsylvania that you dumped,'

from $19.00

Unaware Fishermen have just hooked King Neptune by the nose with one of their fishing lure lines.

Unaware Fishermen have just hooked King Neptune by the nose with one of their fishing lure lines. mockup

Unaware Fishermen have just hooked King Neptune by the nose with one of their fishing lure lines.

from $19.00

"Play coy if you like, but no one can resist a perfectly symmetrical face."

"Play coy if you like, but no one can resist a perfectly symmetrical face." mockup

"Play coy if you like, but no one can resist a perfectly symmetrical face."

from $19.00

'Our eyes met across a crowded room, and she called the cops.'

'Our eyes met across a crowded room, and she called the cops.' mockup

'Our eyes met across a crowded room, and she called the cops.'

from $19.00

"Ah, I'd give it a few minutes, pal. Maybe light a match."

"Ah, I'd give it a few minutes, pal. Maybe light a match." mockup

"Ah, I'd give it a few minutes, pal. Maybe light a match."

from $19.00

'I heard it was you who parked next to me and put a dent in my car door. Where do you want your vaporized ashes sent?'

'I heard it was you who parked next to me and put a dent in my car door. Where do you want your vaporized ashes sent?' mockup

'I heard it was you who parked next to me and put a dent in my car door. Where do you want your vaporized ashes sent?'

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

"Janet, we have to stop meeting like this. It has become a source of increasing friction in my marriage to Elizabeth."

"Janet, we have to stop meeting like this. It has become a source of increasing friction in my marriage to Elizabeth." mockup

"Janet, we have to stop meeting like this. It has become a source of increasing friction in my marriage to Elizabeth."

from $19.00

Awkward Encounter Connoisseur Pillows Collection

Awkward Encounter Connoisseur Mugs

Discover our range of mugs that celebrate the awkward encounter connoisseur—ideal for their morning coffee or tea with a humorous twist.

Awkward Encounter Connoisseur Prints

Browse prints that capture the charm of social awkwardness—great for decorating any space with humor and personality.

Awkward Encounter Connoisseur T-Shirts

Find fun and witty t-shirts perfect for the lover of social mishaps—wear their quirks with pride and a splash of humor.