Awkward Teen Moments Appreciator T-Shirts

Bring humor to everyday wear with t-shirts that celebrate the relatable cringe of teenage years. Great for those who find joy in reminiscing about their awkward moments.

All Products Prints T-Shirts Mugs Pillows

"Actually, you're kinda cute. I don't see why a girl like you and a guy like me can't...."

"Actually, you're kinda cute. I don't see why a girl like you and a guy like me can't...." mockup

"Actually, you're kinda cute. I don't see why a girl like you and a guy like me can't...."

from $19.00

Showbiz Awards

from $19.00

'Fancy you doing a curtsey and she being a non-serving royal, you big dope!'

'Fancy you doing a curtsey and she being a non-serving royal, you big dope!' mockup

'Fancy you doing a curtsey and she being a non-serving royal, you big dope!'

from $19.00

"Do you have a boyfriend?"

from $19.00

"You and your daft inventions."

from $19.00

Sex Education Class: "Smirking or non smirking?"

Sex Education Class: "Smirking or non smirking?" mockup

Sex Education Class: "Smirking or non smirking?"

from $19.00

"Such a cute doggie! And I'll bet you make the cutest poopies too, don't you?"

"Such a cute doggie! And I'll bet you make the cutest poopies too, don't you?" mockup

"Such a cute doggie! And I'll bet you make the cutest poopies too, don't you?"

from $19.00

"Let's start with a couple of glasses of water and if that goes well I'll order two coffees."

"Let's start with a couple of glasses of water and if that goes well I'll order two coffees." mockup

"Let's start with a couple of glasses of water and if that goes well I'll order two coffees."

from $19.00

Waiter does not want to see customer make bubbles in his wine.

Waiter does not want to see customer make bubbles in his wine. mockup

Waiter does not want to see customer make bubbles in his wine.

from $19.00

"I suppose I should have let a few minutes elapse between declaring my love for you and announcing that I also loved lobster."

"I suppose I should have let a few minutes elapse between declaring my love for you and announcing that I also loved lobster." mockup

"I suppose I should have let a few minutes elapse between declaring my love for you and announcing that I also loved lobster."

from $19.00

"Don't panic, she'll be back. We lock the washroom windows from the outside."

"Don't panic, she'll be back. We lock the washroom windows from the outside." mockup

"Don't panic, she'll be back. We lock the washroom windows from the outside."

from $19.00

Speed Dating Disasters

from $19.00

"Don't make eye-contact, don't make eye-contact..."

"Don't make eye-contact, don't make eye-contact..." mockup

"Don't make eye-contact, don't make eye-contact..."

from $19.00

"I'm sensing an awkward presence." mockup

"I'm sensing an awkward presence."

from $19.00

"They're at that age where it's only cool to wag ironically."

"They're at that age where it's only cool to wag ironically." mockup

"They're at that age where it's only cool to wag ironically."

from $19.00

"Say these things, don't think them!" mockup

"Say these things, don't think them!"

from $19.00

"Simple tasks were a challenge for Chad. Awww, geez. Another upside down spoon."

"Simple tasks were a challenge for Chad. Awww, geez. Another upside down spoon." mockup

"Simple tasks were a challenge for Chad. Awww, geez. Another upside down spoon."

from $19.00

"Good evening, I'm your date. Let me begin by saying I'm sorry I'm late, I'm sorry I'm bald and I'm sorry I'm short."

"Good evening, I'm your date. Let me begin by saying I'm sorry I'm late, I'm sorry I'm bald and I'm sorry I'm short." mockup

"Good evening, I'm your date. Let me begin by saying I'm sorry I'm late, I'm sorry I'm bald and I'm sorry I'm short."

from $19.00

"No surgery. I'm just trying to hide a pimple."

"No surgery. I'm just trying to hide a pimple." mockup

"No surgery. I'm just trying to hide a pimple."

from $19.00

"Are you blushing?!"

from $19.00

Baldo's How to Be Uncool: No. 5. Forget how hot the coffee is while you're thinking how cool you look sitting in a coffee shop.

Baldo's How to Be Uncool: No. 5. Forget how hot the coffee is while you're thinking how cool you look sitting in a coffee shop. mockup

Baldo's How to Be Uncool: No. 5. Forget how hot the coffee is while you're thinking how cool you look sitting in a coffee shop.

from $19.00

"If that girl sent over a double cappuccino, maybe you should go talk to her!"

"If that girl sent over a double cappuccino, maybe you should go talk to her!" mockup

"If that girl sent over a double cappuccino, maybe you should go talk to her!"

from $19.00

'By the way Adrian, it unfastens at the front.'

'By the way Adrian, it unfastens at the front.' mockup

'By the way Adrian, it unfastens at the front.'

from $19.00

"Don't worry, son.. everyone goes through the awkward teenage years."

"Don't worry, son.. everyone goes through the awkward teenage years." mockup

"Don't worry, son.. everyone goes through the awkward teenage years."

from $19.00

"Can the bride refrain from twitching her entire left side?"

"Can the bride refrain from twitching her entire left side?" mockup

"Can the bride refrain from twitching her entire left side?"

from $19.00

"Hi, I'm on the toilet"

from $19.00

The Adventures of Morton - Harmless juggler.

The Adventures of Morton - Harmless juggler. mockup

The Adventures of Morton - Harmless juggler.

from $19.00

'It's our first date. You don't know me well enough to ask if I'm getting enough fiber.'

'It's our first date. You don't know me well enough to ask if I'm getting enough fiber.' mockup

'It's our first date. You don't know me well enough to ask if I'm getting enough fiber.'

from $19.00

Marilyn Manson Fan.

from $19.00

"What an awful morning. I left home without my phone."

"What an awful morning. I left home without my phone." mockup

"What an awful morning. I left home without my phone."

from $19.00

"Now in the second law of thermodynamics..."

"Now in the second law of thermodynamics..." mockup

"Now in the second law of thermodynamics..."

from $19.00

"Cruz, I didn't send flowers to Rayna! We haven't dated in forever! Ever since I joked about calling her Anne Droid."

"Cruz, I didn't send flowers to Rayna! We haven't dated in forever! Ever since I joked about calling her Anne Droid." mockup

"Cruz, I didn't send flowers to Rayna! We haven't dated in forever! Ever since I joked about calling her Anne Droid."

from $19.00

Awkward Teen Moments Appreciator T-Shirts Collection

Awkward Teen Moments Appreciator Mugs

Discover more products celebrating awkward teen moments on our mugs page—ideal for mornings filled with humor and nostalgia.

Awkward Teen Moments Appreciator Pillows

Bring humor and comfort together with pillows that showcase awkward teen moments—browse our collection for a fun home accent.

Awkward Teen Moments Appreciator Prints

Decorate your space with prints that highlight the hilariously relatable side of adolescence—visit our prints page for more humor-filled artwork.