Awkward Date Gifts

Looking for something that captures the humor and relatability of awkward dates? Our collection offers gifts that bring a smile, offer comfort, and celebrate those cringe-worthy yet unforgettable dating moments. Whether it's a funny mug or a quirky print, these thoughtful items make great conversation starters and icebreakers. Celebrate the good, the bad, and the hilariously awkward moments with a gift that shows you understand the ups and downs of dating.

All Products Prints T-Shirts Mugs Pillows

"Most women find me too cutthroat." mockup

"Most women find me too cutthroat."

from $19.00

"I'm sure you're a nice man, but I'm not interested in hearing your plan for a flat tax."

"I'm sure you're a nice man, but I'm not interested in hearing your plan for a flat tax." mockup

"I'm sure you're a nice man, but I'm not interested in hearing your plan for a flat tax."

from $19.00

"I rub my body with animal fat and swim around Manhattan."

"I rub my body with animal fat and swim around Manhattan." mockup

"I rub my body with animal fat and swim around Manhattan."

from $19.00

'This is the last time I'm going fishing with you, Harold!'

'This is the last time I'm going fishing with you, Harold!' mockup

'This is the last time I'm going fishing with you, Harold!'

from $19.00

"Oh my god. She knows I schist my plants.

"Oh my god. She knows I schist my plants. mockup

"Oh my god. She knows I schist my plants.

from $19.00

"I've been out of the dating scene a long time. Is kissing still a thing?"

"I've been out of the dating scene a long time. Is kissing still a thing?" mockup

"I've been out of the dating scene a long time. Is kissing still a thing?"

from $19.00

"How sweet, your hand is trembling." mockup

"How sweet, your hand is trembling."

from $19.00

In Desperate Straits.

from $19.00

'Eloise! Come back! I was just going to show you some of the equipment we use in veterinary school...'

'Eloise! Come back! I was just going to show you some of the equipment we use in veterinary school...' mockup

'Eloise! Come back! I was just going to show you some of the equipment we use in veterinary school...'

from $19.00

'Would you like to come in for a rejection?'

'Would you like to come in for a rejection?' mockup

'Would you like to come in for a rejection?'

from $19.00

"Your profile didn't mention you being a chewer."

from $19.00

'He's narrating it, I just know it.' mockup

'He's narrating it, I just know it.'

from $19.00

"Look, you asked me what my favorite book was and it just happens to be A Farewell to Arms."

"Look, you asked me what my favorite book was and it just happens to be A Farewell to Arms." mockup

"Look, you asked me what my favorite book was and it just happens to be A Farewell to Arms."

from $19.00

"Don't worry, I'm a doctor."

from $19.00

"I guess your reputation for tipping has preceded you!"

"I guess your reputation for tipping has preceded you!" mockup

"I guess your reputation for tipping has preceded you!"

from $19.00

People I've Met At Parties Whose Names I've Forgotten

People I've Met At Parties Whose Names I've Forgotten mockup

People I've Met At Parties Whose Names I've Forgotten

from $19.00

'Huge waves, loose shorts and a body like a gourd. I was never going to make it through summer without a serious privacy breach.'

'Huge waves, loose shorts and a body like a gourd. I was never going to make it through summer without a serious privacy breach.' mockup

'Huge waves, loose shorts and a body like a gourd. I was never going to make it through summer without a serious privacy breach.'

from $19.00

"Don't you hate it when someone answers their own questions? I do."

"Don't you hate it when someone answers their own questions? I do." mockup

"Don't you hate it when someone answers their own questions? I do."

from $19.00

"Oh, for butter curls on ice!"

from $19.00

'I'm not sure I want to see you again, but just in case, I've backed you up on a flash drive.'

'I'm not sure I want to see you again, but just in case, I've backed you up on a flash drive.' mockup

'I'm not sure I want to see you again, but just in case, I've backed you up on a flash drive.'

from $19.00

"Tell your date you're a vegetarian before he orders that expensive gourmet dinner."

"Tell your date you're a vegetarian before he orders that expensive gourmet dinner." mockup

"Tell your date you're a vegetarian before he orders that expensive gourmet dinner."

from $19.00

'When it comes to romance, Sherlock doesn't have a clue!'

'When it comes to romance, Sherlock doesn't have a clue!' mockup

'When it comes to romance, Sherlock doesn't have a clue!'

from $19.00

"If it's all the same to you, Kevin, I'd like to continue observing the six-foot-rule."

"If it's all the same to you, Kevin, I'd like to continue observing the six-foot-rule." mockup

"If it's all the same to you, Kevin, I'd like to continue observing the six-foot-rule."

from $19.00

'What happens when your little sister misses her toy money?'

'What happens when your little sister misses her toy money?' mockup

'What happens when your little sister misses her toy money?'

from $19.00

She hated first dates. She always ended up sounding desperate.

She hated first dates. She always ended up sounding desperate. mockup

She hated first dates. She always ended up sounding desperate.

from $19.00

"Some people think accountants are just boring number crunchers but statistics show that 43% of 456 people covering 56% of the total demographic were 67% sure that we're really a lot of fun!"

"Some people think accountants are just boring number crunchers but statistics show that 43% of 456 people covering 56% of the total demographic were 67% sure that we're really a lot of fun!"

from $19.00

"So this is what we call a 'red flag'..."

"So this is what we call a 'red flag'..." mockup

"So this is what we call a 'red flag'..."

from $19.00

The Adventures of Morton

from $19.00

"Only one Valentines card? Still could have been a lot worse!"

"Only one Valentines card? Still could have been a lot worse!" mockup

"Only one Valentines card? Still could have been a lot worse!"

from $19.00

Nethead strip: Dates

from $19.00

'You two will have lots in common - you share the same anxiety neurosis.'

'You two will have lots in common - you share the same anxiety neurosis.' mockup

'You two will have lots in common - you share the same anxiety neurosis.'

from $19.00

'I had a wonderful evening, Oswald but this wasn't it,I'm afraid!'

'I had a wonderful evening, Oswald but this wasn't it,I'm afraid!' mockup

'I had a wonderful evening, Oswald but this wasn't it,I'm afraid!'

from $19.00

"Your eyes are like limpid pools. Allergies hitting you pretty bad, huh?"

"Your eyes are like limpid pools. Allergies hitting you pretty bad, huh?" mockup

"Your eyes are like limpid pools. Allergies hitting you pretty bad, huh?"

from $19.00

"Well, I guess if breathing through your mouth has kept you alive this far..."

"Well, I guess if breathing through your mouth has kept you alive this far..." mockup

"Well, I guess if breathing through your mouth has kept you alive this far..."

from $19.00

'When I said in my on-line profile that I was athletic, I meant that I like watching sports!'

from $19.00

Awkward Date Gifts Collection

Awkward Date Mugs

Explore our collection of mugs that celebrate the hilarity and awkwardness of dating experiences. Find the perfect funny mug for yourself or a friend who has a great dating story.

Awkward Date Pillows

Discover cozy pillows with funny messages about dating anxiety and awkward moments. Add humor and comfort to your living space with these playful accents.

Awkward Date Prints

Browse our humorous prints that highlight the funny side of dating awkwardness. Ideal for decorating your space with a lighthearted touch.

Awkward Date T-Shirts

Check out our witty t-shirts designed for those who appreciate humor about dating mishaps and awkward moments. The perfect conversation starters for any casual outing.