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67 Top-Tier Date Fails That Hurt To Read But Are Hilarious
Anyone who is currently dating knows how difficult and confusing the process can be. On the one hand, you’re excited to meet new people! On the other hand, some of those people turn out to be so cringy, creepy, or clingy that you can’t wait to vent about them.
Bored Panda has curated this list of the biggest dating disasters and awkward fails to show you just how bad things can get. Scroll down to check out these people’s stories, but be warned, some of them come with a big side-order of secondhand embarrassment. It’s enough to make you glad that you’re already in a relationship or to swear off dating altogether.
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#1
RELATED:
#2
That's Wild
#3
This Waiter Is My Hero
#4
Who Only Eats One Slice?
#5
The Bro Code Kicked In
#6
And That's How I Met Your Mother
#8
This Is Actually Hilarious
#9
Had To Pay To Give Legal Advice
#11
Suggested A Date, Got A Lecture
#13
He Started Crying
Ray Ceeya (RayCeeYa) 8 months ago
Sounds pushy and unbalanced. OP dodged a bullet. I've seen that kind of manipulation before. From the man who r@ped me.
#14
Happy Ending
#15
At Least You Realized Before It Got Too Far
#16
Like How Does That Happen
Phantom Phoenix 8 months ago
Amicable with his ex-wife. Green flag. Don't know the circumstances around getting OP involved on their first date. Can't determine that flag's colour.
#18
People Do Weird Things
#19
Man Found Exactly What He Wanted. Talking Stage Is Not Necessary
Phantom Phoenix 8 months ago
You know that everyone who's asked about the tattoo is told that she's his crazy ex girlfriend
#20
Not The Paper
#21
Ohh
#22
Sounds Like He Was Desperate Not To Let An Expensive Trip Go To Waste
#25
Sara Frazer 8 months ago
The username has reminded me that I have a fresh pack of strawberries and a fresh jar of Nutella in the kitchen... it may soon be Nutella time for me... 🍓
#26
That's Actually Kind Of Cute
#27
Zig Zag Wanderer 8 months ago (edited)
🎶Oi got a brand new combine harvester, an oi'll give you the key... 🎶
#34
When They Say Men Are Blunt
#35
A Real One
#36
"Here For A Good Time Not Long Time"
#37
Oh No
#38
$5 Uber Request For First Date
#39
I'm "Trying" To Date And I Encounter This Constantly. Why Is It Such A Big Deal That I Choose Not To Drink Alcohol?
Zig Zag Wanderer 8 months ago (edited)
I can never understand people who can't understand people who don't drink. I mean, I don't do crack, but nobody finds it weird. What's with the need for people to drink? (I drink, but don't care if others don't)
#40
It Was A Gas Station Near Her So She Could Easily Walk Home
#41
Super Disrespectful And Flakey
#43
Audrey 7 months ago
At a junior high school dance I asked a guy in the grade ahead of me to dance. He made a point of dramatically looking at his watch while we were dancing. He was generally known to be a pretty arrogant guy. In high school I ended up with his mom as my English teacher. When I told her that I knew her son she said, “I am so sorry, I promise you he’s gotten a lot better.”
#44
#45
She Really Didn't Want To Go On That Date
#46
That's Just Heartless
#47
At Least He Tried To Be Funny
#48
I Asked If She Would Split The $350 Sushi Dinner She Wanted For The First Date
Richard Smith 8 months ago
Wow, best of luck to the "successful man" who gets cleaned out by her.
#49
Interesting Question
#50
Safe To Say The Date Will Not Happen
Sally Moen 8 months ago
I'm gonna say that to my boss next time they ask me for anything, should be fun
#51
Crazy Thing Is All Week We Were Vibing So Good On The Phone I Was So Excited For This Date
#52
She Will Always Love Him
#54
A Surprise Double Date
#56
She Sounds Fun
Kristiina Männiste 8 months ago
I actually had to interrupt a making out session, to run for the bushes in a restaurants parking lot.... (the restaurant was closed by then). Not drunk (dont drink alcohol) but when Im nervous, I keep sipping water. The waiter had to bring at least 2 extra jugs. And yeah... On my way back back to the car I noticed the "No peeing", "Video surveillance" signs....
#57
She Got The Ick
#58
Oh My
#60
I Would Of Face Palmed So Hard
Michael Largey 8 months ago (edited)
"Throw another shrimp on the barbie." "Sir, this is Red Lobster, and stop calling me Barbie."
#61
Only Three Haircuts
#62
He Didn’t Market Himself Very Well. Did He?
#63
Ouch
WhyamIhere? 8 months ago
Aww man, nothing seemed too bad here except for the humidity and poor timing
#64
Richard Smith 8 months ago
That's unfortunate but understandable. Even with modern translation software/hardware language barriers are still very difficult.
#65
I Just Messed Up Big Time
#66
Needless To Say, There Was No Second Date
#67
She Definitely Needed That Foot Rub
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Lotekguy 8 months ago
After reading most of these, I'm even happier than I already was to have been out of the dating pool for the last 30 years. Finding Mrs Lotekguy was a stroke of luck that I still appreciate every day.
Krd 8 months ago
You have no idea. Thanks to internet dating, everyone (and especially anyone who is "attractive") thinks they can always do better. Like they'll like a guy/person, but think they can find something just like them who just makes more money, or is a little taller/skinnier/buffer. Technically there is always someone "better", but they don't seem to realize it cuts both ways. People will ditch them for their own version of "better".
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Geobugi🇰🇷🇰🇭 8 months ago
First date with my wife was her and two of her friends. I knew that before, she was cambodian and there was no way she would go anywhere with a man, even worse, a foreigner, alone. It was very nice, we went to a nice boat restaurant and it was of course expected that i pay for her and her friends too. Following dates allways included some colleague, relative or at least one friend. My point is, it depends on the culture, i believe that would not work in the US because the culture is different. I still have pictures of our first dates 🥰
Bored Trash Panda 8 months ago
I went on a date with a guy I had been talking to for a few weeks on a dating app. We hit it off while talking online, but when in person ALL he would talk about was how many buildings in town his family owned, how rich they were, and just ALL about himself and his family. I barely got a word in. AND he tried ordering for me cause he "knew what was good there". That is a HUGE pet peeve of mine. Did not go back out with him.
Lotekguy 8 months ago
After reading most of these, I'm even happier than I already was to have been out of the dating pool for the last 30 years. Finding Mrs Lotekguy was a stroke of luck that I still appreciate every day.
Krd 8 months ago
You have no idea. Thanks to internet dating, everyone (and especially anyone who is "attractive") thinks they can always do better. Like they'll like a guy/person, but think they can find something just like them who just makes more money, or is a little taller/skinnier/buffer. Technically there is always someone "better", but they don't seem to realize it cuts both ways. People will ditch them for their own version of "better".
Load More Replies... Geobugi🇰🇷🇰🇭 8 months ago
First date with my wife was her and two of her friends. I knew that before, she was cambodian and there was no way she would go anywhere with a man, even worse, a foreigner, alone. It was very nice, we went to a nice boat restaurant and it was of course expected that i pay for her and her friends too. Following dates allways included some colleague, relative or at least one friend. My point is, it depends on the culture, i believe that would not work in the US because the culture is different. I still have pictures of our first dates 🥰
Bored Trash Panda 8 months ago
I went on a date with a guy I had been talking to for a few weeks on a dating app. We hit it off while talking online, but when in person ALL he would talk about was how many buildings in town his family owned, how rich they were, and just ALL about himself and his family. I barely got a word in. AND he tried ordering for me cause he "knew what was good there". That is a HUGE pet peeve of mine. Did not go back out with him.
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