
'Don't look now but it's that guy from Pennsylvania that you dumped,'
Looking for a tongue-in-cheek gift for the awkward encounter connoisseur in your life? Our collection captures the humor and charm of those cringe-worthy yet endearing moments. From witty mugs to clever t-shirts, find a unique way to commemorate their knack for turning every social slip-up into a badge of honor. Ideal for friends, coworkers, or anyone who embraces the awkwardness with style and humor.
'Don't look now but it's that guy from Pennsylvania that you dumped,'
"Honestly, I didn't know your wife was in the shower."
"Hi. What kind of wine goes with fruit salad?"
"Do you want to be vaguely dissatisfied with Italian or Korean?"
"Oh no. Is that my ex?"
"I hope you don't call that a party face."
"Ma'am, why don't you go ahead of me?" "Um... no thanks. Let's let this gentleman go ahead of us." "Oh, no... you ladies go right ahead!"
Whilst browsing in his local flea market, Jimmy has an awkward encounter with an ex.
"You know that on-line romance you've been carryin' on? Well this here's Samantha!"
'Maybe you need to practice walking.'
'I should warn you, I charge double if you want me to examine both of them, Mrs. Jacobs.'
Turtle Blind dates
"I don't believe you can't get close to anyone, Mr Jones. Get back over your own side."
"But he's no longer with us."
'Excuse me, Mr. Pavlik, but that gentleman you called an idiot is here. Should I still say you're not in?'
'I've never felt like this on a first date, Tom, you're suffocating me.'
'En-counter'
Rudy, I went out on a date last night. It was a miserable failure. Sorry. As my employee, you've seen me day in and day out. You know me better than anyone. Rudy, do I, your boss and sole source of income, have some personality flaw? Or did the fault lie with my date. Feel free to speak candidly. Mother.
'Hi, I'm Sheldon, and I want to speak to you about perception management!'
"Why, Ed Phillips! I haven't seen you since our divorce!"
'Boy...it can be awkward meeting the parents for the first time.'
The originator of the office birthday party.
'...and bring a friend. If you have one...'
'How's my Mother? Not too good - You're sitting on her!'
"Just don't be yourself."
'Sorry. I'm having a headache this weekend.'
"If one of your ears were inside-out, would you want someone to tell you?"
"Goodbye and have a wonderful day!" "Ugh! Don’t tell me what to do, okay!?!"
'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?'
'Don't look now but it's that guy from Pennsylvania that you dumped,'
"Janet, we have to stop meeting like this. It has become a source of increasing friction in my marriage to Elizabeth."
"Ah, I'd give it a few minutes, pal. Maybe light a match."
'Our eyes met across a crowded room, and she called the cops.'
"You always show up at the WORST possible time!"
"Play coy if you like, but no one can resist a perfectly symmetrical face."
Discover our range of mugs that celebrate the awkward encounter connoisseur—ideal for their morning coffee or tea with a humorous twist.
Explore pillows that add humor and comfort to any space—perfect for the awkward encounter connoisseur's cozy corner.
Browse prints that capture the charm of social awkwardness—great for decorating any space with humor and personality.
Find fun and witty t-shirts perfect for the lover of social mishaps—wear their quirks with pride and a splash of humor.