Pessimistic Prankster Mugs

Start their day with a splash of wit—our mugs for the pessimistic prankster boast clever designs that make every coffee break a playful gesture.

Sentimental Prankster Mugs Predictive Prankster Mugs Precautionary Prankster Mugs Merry Prankster Mugs Paranoia Prankster Mugs Playful Pessimist Mugs Perspective Prankster Mugs Cheery Prankster Mugs Pessimistic Punsters Mugs Whimsical Prankster Mugs

All Products Prints T-Shirts Mugs Pillows

Misfortune cookies

Misfortune cookies mockup

Misfortune cookies mockup

Misfortune cookies mockup

Misfortune cookies mockup

Misfortune cookies

from $19.00

"Don't worry, dear. You'll grow."

"Don't worry, dear. You'll grow." mockup

"Don't worry, dear. You'll grow." mockup

"Don't worry, dear. You'll grow." mockup

"Don't worry, dear. You'll grow." mockup

"Don't worry, dear. You'll grow."

from $19.00

'Well, it's your fault for wearing my slippers.'

'Well, it's your fault for wearing my slippers.' mockup

'Well, it's your fault for wearing my slippers.' mockup

'Well, it's your fault for wearing my slippers.' mockup

'Well, it's your fault for wearing my slippers.' mockup

'Well, it's your fault for wearing my slippers.'

from $19.00

Gracie goes to get cookies for Santa, but Papi has eaten them all.

Gracie goes to get cookies for Santa, but Papi has eaten them all. mockup

Gracie goes to get cookies for Santa, but Papi has eaten them all. mockup

Gracie goes to get cookies for Santa, but Papi has eaten them all. mockup

Gracie goes to get cookies for Santa, but Papi has eaten them all. mockup

Gracie goes to get cookies for Santa, but Papi has eaten them all.

from $19.00

Boy rolled into a snowball

Boy rolled into a snowball mockup

Boy rolled into a snowball mockup

Boy rolled into a snowball mockup

Boy rolled into a snowball mockup

Boy rolled into a snowball

from $19.00

A cow poos down a hole.'UH-OH!'

A cow poos down a hole.'UH-OH!' mockup

A cow poos down a hole.'UH-OH!' mockup

A cow poos down a hole.'UH-OH!' mockup

A cow poos down a hole.'UH-OH!' mockup

A cow poos down a hole.'UH-OH!'

from $19.00

Revenge of the Jelly Mother.

Revenge of the Jelly Mother. mockup

Revenge of the Jelly Mother. mockup

Revenge of the Jelly Mother. mockup

Revenge of the Jelly Mother. mockup

Revenge of the Jelly Mother.

from $19.00

'He barks when he sees the boss coming.'

'He barks when he sees the boss coming.' mockup

'He barks when he sees the boss coming.' mockup

'He barks when he sees the boss coming.' mockup

'He barks when he sees the boss coming.' mockup

'He barks when he sees the boss coming.'

from $19.00

'Take two tootsie rolls and call me in the morning.'

'Take two tootsie rolls and call me in the morning.' mockup

'Take two tootsie rolls and call me in the morning.' mockup

'Take two tootsie rolls and call me in the morning.' mockup

'Take two tootsie rolls and call me in the morning.' mockup

'Take two tootsie rolls and call me in the morning.'

from $19.00

Boy makes snowman around a lamp post.

Boy makes snowman around a lamp post. mockup

Boy makes snowman around a lamp post. mockup

Boy makes snowman around a lamp post. mockup

Boy makes snowman around a lamp post. mockup

Boy makes snowman around a lamp post.

from $19.00

"You see, it's perfectly safe to tease him..."

"You see, it's perfectly safe to tease him..." mockup

"You see, it's perfectly safe to tease him..." mockup

"You see, it's perfectly safe to tease him..." mockup

"You see, it's perfectly safe to tease him..." mockup

"You see, it's perfectly safe to tease him..."

from $19.00

"If they want a snowball fight, then I'll give them one."

"If they want a snowball fight, then I'll give them one." mockup

"If they want a snowball fight, then I'll give them one." mockup

"If they want a snowball fight, then I'll give them one." mockup

"If they want a snowball fight, then I'll give them one." mockup

"If they want a snowball fight, then I'll give them one."

from $19.00

Resourceful toddler

Resourceful toddler mockup

Resourceful toddler mockup

Resourceful toddler mockup

Resourceful toddler mockup

Resourceful toddler

from $19.00

Tamagotchi paralysis.

Tamagotchi paralysis. mockup

Tamagotchi paralysis. mockup

Tamagotchi paralysis. mockup

Tamagotchi paralysis. mockup

Tamagotchi paralysis.

from $19.00

Teddy Time Bears

Teddy Time Bears mockup

Teddy Time Bears mockup

Teddy Time Bears mockup

Teddy Time Bears mockup

Teddy Time Bears

from $19.00

Ooooh! Someone got a carrot job! Someone got a carrot job!

Ooooh! Someone got a carrot job! Someone got a carrot job! mockup

Ooooh! Someone got a carrot job! Someone got a carrot job! mockup

Ooooh! Someone got a carrot job! Someone got a carrot job! mockup

Ooooh! Someone got a carrot job! Someone got a carrot job! mockup

Ooooh! Someone got a carrot job! Someone got a carrot job!

from $19.00

"And this Halloween, try not to make a specter of yourself."

"And this Halloween, try not to make a specter of yourself." mockup

"And this Halloween, try not to make a specter of yourself." mockup

"And this Halloween, try not to make a specter of yourself." mockup

"And this Halloween, try not to make a specter of yourself." mockup

"And this Halloween, try not to make a specter of yourself."

from $19.00

"Ok, I found a secure line."

"Ok, I found a secure line." mockup

"Ok, I found a secure line." mockup

"Ok, I found a secure line." mockup

"Ok, I found a secure line." mockup

"Ok, I found a secure line."

from $19.00

'Hi, this is Batman. You've reached the Batcave. I'm not in right now but as soon as I return I'll call you bat.'

'Hi, this is Batman. You've reached the Batcave. I'm not in right now but as soon as I return I'll call you bat.' mockup

'Hi, this is Batman. You've reached the Batcave. I'm not in right now but as soon as I return I'll call you bat.' mockup

'Hi, this is Batman. You've reached the Batcave. I'm not in right now but as soon as I return I'll call you bat.' mockup

'Hi, this is Batman. You've reached the Batcave. I'm not in right now but as soon as I return I'll call you bat.' mockup

'Hi, this is Batman. You've reached the Batcave. I'm not in right now but as soon as I return I'll call you bat.'

from $19.00

'I did it all from memory.'

'I did it all from memory.' mockup

'I did it all from memory.' mockup

'I did it all from memory.' mockup

'I did it all from memory.' mockup

'I did it all from memory.'

from $19.00

Clown Skis. mockup

Clown Skis. mockup

Clown Skis. mockup

Clown Skis. mockup

Clown Skis.

from $19.00

Mother hen driving with 'Eggs on Board' sign.

Mother hen driving with 'Eggs on Board' sign. mockup

Mother hen driving with 'Eggs on Board' sign. mockup

Mother hen driving with 'Eggs on Board' sign. mockup

Mother hen driving with 'Eggs on Board' sign. mockup

Mother hen driving with 'Eggs on Board' sign.

from $19.00

Teddy Bear mockup

Teddy Bear mockup

Teddy Bear mockup

Teddy Bear mockup

Teddy Bear

from $19.00

'Can I have a Banana-Split' without the ice-cream?'

'Can I have a Banana-Split' without the ice-cream?' mockup

'Can I have a Banana-Split' without the ice-cream?' mockup

'Can I have a Banana-Split' without the ice-cream?' mockup

'Can I have a Banana-Split' without the ice-cream?' mockup

'Can I have a Banana-Split' without the ice-cream?'

from $19.00

Good Cop, Annoying Kid.

Good Cop, Annoying Kid. mockup

Good Cop, Annoying Kid. mockup

Good Cop, Annoying Kid. mockup

Good Cop, Annoying Kid. mockup

Good Cop, Annoying Kid.

from $19.00

A man looking askance at a child on a tank-like skateboard

A man looking askance at a child on a tank-like skateboard mockup

A man looking askance at a child on a tank-like skateboard mockup

A man looking askance at a child on a tank-like skateboard mockup

A man looking askance at a child on a tank-like skateboard mockup

A man looking askance at a child on a tank-like skateboard

from $19.00

"For the last time… do not feed bubble gum to the reindeer!"

"For the last time… do not feed bubble gum to the reindeer!" mockup

"For the last time… do not feed bubble gum to the reindeer!" mockup

"For the last time… do not feed bubble gum to the reindeer!" mockup

"For the last time… do not feed bubble gum to the reindeer!" mockup

"For the last time… do not feed bubble gum to the reindeer!"

from $19.00

Snowman Driver mockup

Snowman Driver mockup

Snowman Driver mockup

Snowman Driver mockup

Snowman Driver

from $19.00

Pessimistic Prankster Mugs Collection

Pessimistic Prankster Pillows

Discover humorous pillows that add a cheeky charm to their lounge or bedroom decor.

Pessimistic Prankster Prints

Check out our humorous prints that celebrate the sharp wit and playful mischief of the prankster.

Pessimistic Prankster T-Shirts

Find witty t-shirts designed to match the mischievous spirit of the prankster in your life.