Date Night Commiserator Gifts

Looking for a playful gift for someone who’s experienced the ups and downs of date night? Our collection offers witty and relatable items that capture the spirit of those funny, awkward, and sometimes cringe-worthy moments. From mugs to prints, find the perfect way to say, ‘We’ve all been there!’ and bring a smile to their face. Ideal for friends, partners, or anyone who appreciates humor and honesty in their love life adventures.

All Products Prints T-Shirts Mugs Pillows

'Thanks for walking me home, but as the restaurant was five miles away a taxi might have been nice.'

'Thanks for walking me home, but as the restaurant was five miles away a taxi might have been nice.' mockup

'Thanks for walking me home, but as the restaurant was five miles away a taxi might have been nice.'

from $19.00

"Oh, Jeff, you swore this wasn't a podcast."

"Oh, Jeff, you swore this wasn't a podcast." mockup

"Oh, Jeff, you swore this wasn't a podcast."

from $19.00

Asking out a palm reader.

from $19.00

'I'm not afraid of commitment, but forever is a really long time.'

'I'm not afraid of commitment, but forever is a really long time.' mockup

'I'm not afraid of commitment, but forever is a really long time.'

from $19.00

'That reminds me of the blind date I had last weekend!'

'That reminds me of the blind date I had last weekend!' mockup

'That reminds me of the blind date I had last weekend!'

from $19.00

" I'm sorry. I was so busy listening to myself talk that I forgot what I was saying."

" I'm sorry. I was so busy listening to myself talk that I forgot what I was saying." mockup

" I'm sorry. I was so busy listening to myself talk that I forgot what I was saying."

from $19.00

'S'more wine?'

from $19.00

'I'm doing a wine tasting course, it's fascinating. . .'

'I'm doing a wine tasting course, it's fascinating. . .' mockup

'I'm doing a wine tasting course, it's fascinating. . .'

from $19.00

"I like Chardonnay, but I like saying 'Pinot Grigio.'"

"I like Chardonnay, but I like saying 'Pinot Grigio.'" mockup

"I like Chardonnay, but I like saying 'Pinot Grigio.'"

from $19.00

'You forgot your glasses again, didn't you?'

'You forgot your glasses again, didn't you?' mockup

'You forgot your glasses again, didn't you?'

from $19.00

'I've spent a fortune wining and dining you today Julie and now you tell me you love Picasso!'

'I've spent a fortune wining and dining you today Julie and now you tell me you love Picasso!' mockup

'I've spent a fortune wining and dining you today Julie and now you tell me you love Picasso!'

from $19.00

"So much for watching a Jane Austen movie with my date. He kept waiting for the car chase!"

"So much for watching a Jane Austen movie with my date. He kept waiting for the car chase!" mockup

"So much for watching a Jane Austen movie with my date. He kept waiting for the car chase!"

from $19.00

Footballer changes shirt with the ref. mockup

Footballer changes shirt with the ref.

from $19.00

"I was really impressed by the way you sent back the wine, though it did come in second to the waiter's uppercut."

"I was really impressed by the way you sent back the wine, though it did come in second to the waiter's uppercut." mockup

"I was really impressed by the way you sent back the wine, though it did come in second to the waiter's uppercut."

from $19.00

"If they give you any trouble, find a good babysitter and go out for the evening."

"If they give you any trouble, find a good babysitter and go out for the evening." mockup

"If they give you any trouble, find a good babysitter and go out for the evening."

from $19.00

“Here’s to the 240 bucks we’re paying the sitter.”

“Here’s to the 240 bucks we’re paying the sitter.” mockup

“Here’s to the 240 bucks we’re paying the sitter.”

from $19.00

"Well, if you must know, he makes me laugh."

"Well, if you must know, he makes me laugh." mockup

"Well, if you must know, he makes me laugh."

from $19.00

"Pay no attention to us, we're just a mirage."

"Pay no attention to us, we're just a mirage." mockup

"Pay no attention to us, we're just a mirage."

from $19.00

"Couples therapy is not 'going out', Henry!"

"Couples therapy is not 'going out', Henry!" mockup

"Couples therapy is not 'going out', Henry!"

from $19.00

'It wouldn't work - you're Leo and I'm Sagittarius.'

'It wouldn't work - you're Leo and I'm Sagittarius.' mockup

'It wouldn't work - you're Leo and I'm Sagittarius.'

from $19.00

"I hope this guy isn't as dull as he looks."

"I hope this guy isn't as dull as he looks." mockup

"I hope this guy isn't as dull as he looks."

from $19.00

"I don't know - I feel like we always split the cheese plate."

"I don't know - I feel like we always split the cheese plate." mockup

"I don't know - I feel like we always split the cheese plate."

from $19.00

'He seems nice.'

from $19.00

"I would gladly explain it to you, Allison. But, for your information, it's inexplicable."

"I would gladly explain it to you, Allison. But, for your information, it's inexplicable." mockup

"I would gladly explain it to you, Allison. But, for your information, it's inexplicable."

from $19.00

'Cute girl from philosophy. . . BBQ at Dave's. I wonder if she's going?. . . Flat meeting to talk about me not doing my share.'

'Cute girl from philosophy. . . BBQ at Dave's. I wonder if she's going?. . . Flat meeting to talk about me not doing my share.' mockup

'Cute girl from philosophy. . . BBQ at Dave's. I wonder if she's going?. . . Flat meeting to talk about me not doing my share.'

from $19.00

"Did you notice the smirk on his face when he said 'enjoy'?"

"Did you notice the smirk on his face when he said 'enjoy'?" mockup

"Did you notice the smirk on his face when he said 'enjoy'?"

from $19.00

'This dinner had everything necessary to make it perfect...Great food, candlelight, violinist... you clutching your chest after seeing the check.'

'This dinner had everything necessary to make it perfect...Great food, candlelight, violinist... you clutching your chest after seeing the check.' mockup

'This dinner had everything necessary to make it perfect...Great food, candlelight, violinist... you clutching your chest after seeing the check.'

from $19.00

"It's so romantic here with all these candles!"

"It's so romantic here with all these candles!" mockup

"It's so romantic here with all these candles!"

from $19.00

'Listen darling - they're playing our ring-tone!'

'Listen darling - they're playing our ring-tone!' mockup

'Listen darling - they're playing our ring-tone!'

from $19.00

"No! I want to stay up here with you!" mockup

"No! I want to stay up here with you!"

from $19.00

'We're having a graduation party for Jerome. Actually, it's more like a fund raiser.'

'We're having a graduation party for Jerome. Actually, it's more like a fund raiser.' mockup

'We're having a graduation party for Jerome. Actually, it's more like a fund raiser.'

from $19.00

"Could you handle this...I'm all decisioned-out for today."

"Could you handle this...I'm all decisioned-out for today." mockup

"Could you handle this...I'm all decisioned-out for today."

from $19.00

Date Night Commiserator Gifts Collection

Date Night Commiserator Mugs

Explore our collection of mugs featuring witty designs for the date night commiserator—perfect for turning morning coffee into a moment of laughter.

Date Night Commiserator Pillows

Discover cozy pillows with playful takes on dating mishaps—great for adding humor to any love seat or bedroom.

Date Night Commiserator Prints

Browse our funny prints that capture the quirks of romance—perfect for decorating with a smile and celebrating love’s amusing side.

Date Night Commiserator T-Shirts

Find humorous T-shirts for the date night commiserator—ideal for those who love to wear their relationship humor proudly.