
'So, how's Mom in the sack?'
Bring humor and personality to their wardrobe with t-shirts designed for those who love asking awkward questions and making social moments memorable.
'So, how's Mom in the sack?'
"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!'
'You feel awkward? You're the one who said we ought to hunt bare.'
Top Ten Elevator Hits of All Time
"Ah guys, before you push any buttons can I just check my calculator?"
"Dating advice from your old man? Ew, weird. Instead, let's ask Stinky Rick."
'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.'
She's disappointed. Doctor Frankenstein's online dating profile simply says that he's a "body-builder."
"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..."
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?!
"Rayna's been kidnapped! And its all my fault!"
"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..."
"So, have you two been doing anything reproductive?"
"Apropo of nothing, would you still love me if I were a sausage?"
"What do you mean I ask too many questions?"
'The school counselor says I have well-developed motor skills. Will you bring me a car?'
"Mind if I ask a Bloody Good Question?"
Stan Mack's Real Life Funnies: Alumnae News
"It's that time of year when guys randomly explode."
"Is there a section at the bottom for comments?"
"Ha, ha, wait … so Cheryl from accounting, ha, ha, ha, is your, ha, ha, wife?!!"
"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?'
'Check this out Henry, the stripper has arrived.'
"I told him to trim a couple of inches off the middle and he thought it was a fat remark."
Explore our collection of mugs designed for awkward question enthusiasts—each one crafted to spark joy and conversation.
Discover humorous pillows that bring comfort and a playful vibe inspired by the art of awkward questioning.
Browse our prints celebrating the fun and quirky side of being an awkward question enthusiast—ideal for decorating your space.