
"Hypothetical question: if you inadvertently got your uncle in deep trouble..."
Dress your favorite curiosity-driven friend in a T-shirt that proudly showcases their love for asking awkward questions—funny, clever, and perfect for sparking conversations wherever they go.
"Hypothetical question: if you inadvertently got your uncle in deep trouble..."
"Well, I had 'the talk' with him.
"If you think the first half of this psychological test is intrusive, wait until you're grilled by me mother."
"God help us, it's that guy."
"All in favor of telling Anderson about that thing stuck to his lip, say aye."
Children's questions
"If you could have a dinner conversation with someone, living or dead, who would it be?"
'I always answer their questions with a question - it drives them nuts!'
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"Dating advice from your old man? Ew, weird. Instead, let's ask Stinky Rick."
Curious George, Dad
'Ah, it seems that I've completely misjudged the mood of the evening.'
SEX EDUCATION, 'It's a crazy idea, but it just might work.'
"Stop asking so many questions, or it's right back to Books on Tape for you."
That Pesky 'Why' Chromosome.
'It's yet another customer survey asking about our last oil change. Was it poor, fair, very good, blissful or orgasmic?'
"Tell me about yourself... what you do, where you live, the last four digits of your social security number..."
"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..."
"Apropo of nothing, would you still love me if I were a sausage?"
Another Cerebral Question. The future is right in front of us and we can't see it. The past is behind us and we can see it. What kind of logic is that?!
"So, have you two been doing anything reproductive?"
"What do you mean I ask too many questions?"
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"Mind if I ask a Bloody Good Question?"
"Is there a section at the bottom for comments?"
"So, when are you gonna find a woman?"
'Check this out Henry, the stripper has arrived.'
"Did I just butt-dial my booty call?"
Bob had a lot to prove – which happens when you're wrong most of the time.
'Bill, I'm sorry to hear about your going into the hospital. Is it a MALE problem?'
'How can he have an attention deficit when he has so many nice things to hold his attention?'
"I stand corrected. There ARE such things as stupid questions."
"So, do you come nowhere often?"
'You've got to wonder what goes on in their heads...'
"You smell like wet cardboard."
Explore our range of mugs perfect for awkward question enthusiasts—each one designed to bring humor and personality to their daily coffee or tea moments.
Find cozy pillows perfect for adding humor and personality to the space of any curious mind who loves a good question.
Check out our prints featuring clever and humorous takes on curiosity—great for decorating the space of anyone who enjoys asking the tough questions.