Dating Dramalist Pillows

Add a touch of humor to their home with pillows that celebrate the ups and downs of dating life — cozy, funny, and perfect for relaxing after a dramatic date.

All Products Prints T-Shirts Mugs Pillows

'Yes, it is a wonder-bra Kevin. I think it's wondering what I'm doing out with a geek like you.'

'Yes, it is a wonder-bra Kevin. I think it's wondering what I'm doing out with a geek like you.' mockup

'Yes, it is a wonder-bra Kevin. I think it's wondering what I'm doing out with a geek like you.'

from $19.00

"You owe me five bucks."

from $19.00

'Life is all attitude: 45 seconds of enjoying it...45,000 hours of regretting it...'

'Life is all attitude: 45 seconds of enjoying it...45,000 hours of regretting it...' mockup

'Life is all attitude: 45 seconds of enjoying it...45,000 hours of regretting it...'

from $19.00

"When the dating agency said you were full of beans..."

"When the dating agency said you were full of beans..." mockup

"When the dating agency said you were full of beans..."

from $19.00

She agreed to marry me, but she has to marry three other guys first.

She agreed to marry me, but she has to marry three other guys first. mockup

She agreed to marry me, but she has to marry three other guys first.

from $19.00

'Sir, you wanted an affectionate date capable of long term friendship...you said nothing about being allergic to fleas.'

'Sir, you wanted an affectionate date capable of long term friendship...you said nothing about being allergic to fleas.' mockup

'Sir, you wanted an affectionate date capable of long term friendship...you said nothing about being allergic to fleas.'

from $19.00

'This isn't the kind of animal magnetism I like in a man, Frank.'

'This isn't the kind of animal magnetism I like in a man, Frank.' mockup

'This isn't the kind of animal magnetism I like in a man, Frank.'

from $19.00

"It's alright for you, female worms are everywhere, but when was the last time you saw a Mummy-Long-Legs?"

"It's alright for you, female worms are everywhere, but when was the last time you saw a Mummy-Long-Legs?" mockup

"It's alright for you, female worms are everywhere, but when was the last time you saw a Mummy-Long-Legs?"

from $19.00

"I'm sorry Sharon, I couldn't possibly come in for unprotected coffee."

"I'm sorry Sharon, I couldn't possibly come in for unprotected coffee." mockup

"I'm sorry Sharon, I couldn't possibly come in for unprotected coffee."

from $19.00

Love Bites: The Dating Game - "No, he loves me more!"

Love Bites: The Dating Game - "No, he loves me more!" mockup

Love Bites: The Dating Game - "No, he loves me more!"

from $19.00

'I know I said you could take me home but I didn't mean to your place!'

'I know I said you could take me home but I didn't mean to your place!' mockup

'I know I said you could take me home but I didn't mean to your place!'

from $19.00

'Another triple, Joe -I'm trying to forget several women.'

'Another triple, Joe -I'm trying to forget several women.' mockup

'Another triple, Joe -I'm trying to forget several women.'

from $19.00

'I called this emergency meeting to discuss the lack of respect I've been getting around here lately.'

'I called this emergency meeting to discuss the lack of respect I've been getting around here lately.' mockup

'I called this emergency meeting to discuss the lack of respect I've been getting around here lately.'

from $19.00

'Never mind the dramatics, Watkins. Just read the treasurer's report.'

'Never mind the dramatics, Watkins. Just read the treasurer's report.' mockup

'Never mind the dramatics, Watkins. Just read the treasurer's report.'

from $19.00

"I'll consider your proposal, but first I need a second opinion from your ex-wife."

"I'll consider your proposal, but first I need a second opinion from your ex-wife." mockup

"I'll consider your proposal, but first I need a second opinion from your ex-wife."

from $19.00

'I'd invite you in, but I've given up jackasses for Lent.'

'I'd invite you in, but I've given up jackasses for Lent.' mockup

'I'd invite you in, but I've given up jackasses for Lent.'

from $19.00

'You need to do more than rustle your plumage, sir, to woo me.'

'You need to do more than rustle your plumage, sir, to woo me.' mockup

'You need to do more than rustle your plumage, sir, to woo me.'

from $19.00

"Was there ever a boy scout badge for 'caution'?"

"Was there ever a boy scout badge for 'caution'?" mockup

"Was there ever a boy scout badge for 'caution'?"

from $19.00

"Oh super! Why do I always draw the short straw?!"

"Oh super! Why do I always draw the short straw?!" mockup

"Oh super! Why do I always draw the short straw?!"

from $19.00

"We can't go back to my place the cops are digging up the basement."

"We can't go back to my place the cops are digging up the basement." mockup

"We can't go back to my place the cops are digging up the basement."

from $19.00

'I've just discovered how much we two have in common - including my boyfriend!'

'I've just discovered how much we two have in common - including my boyfriend!' mockup

'I've just discovered how much we two have in common - including my boyfriend!'

from $19.00

Sado-masochistic beauty rituals.

from $19.00

"I feel like I have all this anger inside but no one special to share it with."

"I feel like I have all this anger inside but no one special to share it with." mockup

"I feel like I have all this anger inside but no one special to share it with."

from $19.00

'But enough about me, now let's talk about your money.'

'But enough about me, now let's talk about your money.' mockup

'But enough about me, now let's talk about your money.'

from $19.00

It's not you, Tom. It's your, ah, um...'

It's not you, Tom. It's your, ah, um...' mockup

It's not you, Tom. It's your, ah, um...'

from $19.00

It's the same old story...boy meets girl, boy loses girl, girl rips boy to pieces on a nationally syndicated talk show!

It's the same old story...boy meets girl, boy loses girl, girl rips boy to pieces on a nationally syndicated talk show! mockup

It's the same old story...boy meets girl, boy loses girl, girl rips boy to pieces on a nationally syndicated talk show!

from $19.00

"Wanna go out sometime – soon?"

from $19.00

Drawing the Short Straw.

from $19.00

Speed Dating/Speed Dumping

from $19.00

"Hell, I'm from the dating agency. Can I move in with you."

"Hell, I'm from the dating agency. Can I move in with you." mockup

"Hell, I'm from the dating agency. Can I move in with you."

from $19.00

'How about giving me your phone number?. . . But I don't know your name.'

'How about giving me your phone number?. . . But I don't know your name.' mockup

'How about giving me your phone number?. . . But I don't know your name.'

from $19.00

'Don't take it personally Dave, I'm just not into guys with ponytails.'

'Don't take it personally Dave, I'm just not into guys with ponytails.' mockup

'Don't take it personally Dave, I'm just not into guys with ponytails.'

from $19.00

"It's not you, Frank, it's me - I don't like you."

"It's not you, Frank, it's me - I don't like you." mockup

"It's not you, Frank, it's me - I don't like you."

from $19.00

'Mind if I borrowed my medical history chart? I've got a blind date tonight.'

'Mind if I borrowed my medical history chart? I've got a blind date tonight.' mockup

'Mind if I borrowed my medical history chart? I've got a blind date tonight.'

from $19.00

Dating Dramalist Pillows Collection

Dating Dramalist Mugs

Discover more mugs filled with witty humor about dating drama to brighten their mornings and add personality to any kitchen or workspace.

Dating Dramalist Prints

Browse prints that showcase the hilarious side of love and dating chaos — great for personal spaces or gifting to fellow romantics with a sense of humor.

Dating Dramalist T-Shirts

Explore our t-shirts that celebrate the comedic side of dating chaos — perfect for casual wear and sparking conversations about love’s amusing moments.