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Sometimes, if you want to date someone, you’ve got to “shoot your shot,” as the saying goes. However, the distance and lack of accountability of things like text messages and DMs mean that some of the most unhinged folks out there are willing to just try anything, no matter how dumb.
We’ve gathered screenshots of some of the worst, cringiest and most clueless attempts at hitting on women some men have ever attempted. So get comfortable as you scroll through, upvote the most horrendous examples and be sure to share your own thoughts and stories in the comments down below.
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#2
The Other Guest 3 months ago
Well, now we know the dude's lying because I very much doubt it would be St Peter who greets him in the afterlife
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Hmmm hmmmm 3 months ago
Well he was in hospital in fairness , maybe he couldn't see a clock.
Load More Replies... Jaya 3 months ago (edited)
Threatening self-hárm is a form of psychological abúse. If someone you're dating does that to you, you are in an abusíve relationship. You deserve better than that, and you should really try to get out of that relationship. And if you yourself are threatening people with self-hárm, you should talk to your doctor to get a referral to a therapist, they can teach you how to deal with your emotions in a healthy way.
StarCrossedFriday 3 months ago (edited)
I’m genuinely wondering what ‘s*******m’ is. But if it’s ‘süïcide’, agreed - I had a friend who used to make her ex come round constantly by threatening the same, and she’d complain to me that his new gf didn’t like this habit, as if my friend was the only one who wasn’t in the wrong. That’s how we gradually stopped being friends.
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UKDeek 3 months ago
So, apparently jumped at 02:57hrs and was in the hospital at 03:11hrs, that's 14 minutes for EMS to respond, assess, package and transport... either the hospital is really close to the bridge, or I suspect someone is not telling the truth...
SheHulk 3 months ago
I think this one was clearly joking; it's just not funny.
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Riley Quinn 3 months ago
My ex was a coward who would threaten süicide if I left. Stopped me the first couple of times, but I got tired of his BS and said go ahead, it will would improve the marriage.
#3
Ellinor she/they/elle 3 months ago
Oh, if only you could slap people through a screen... One can only hope I guess !
There's a very specific kind of interaction that a great many women are all too familiar with: a guy approaches, flirts, and when she sends out signals of disinterest, either overt or subtle, he just flat-out refuses to notice. Instead of gracefully stepping back, he keeps pushing on, piling her up with groan-inducing remarks, unasked-for compliments, or persistence that quickly glides from mildly annoying to full-on awkward.
The result is usually cringe-worthy, both for the woman who is rejected and for any onlookers to the embarrassment. So why do some men so completely misunderstand rejection, and why does it look so painfully awkward?
#4
Ellinor she/they/elle 3 months ago
Well at least he announce his red flags right away, I'll give him that...
#5
#6
Social conditioning is part of the reason. Men have been trained for decades that persistence is a good thing when it comes to charming women. Movies, TV shows, and even "how to date" books have a tendency to reinforce the idea that "if you stick it out long enough, she'll eventually agree." This myth makes some men believe that a woman's hesitation is just a challenge to be overcome, rather than a clear boundary to be respected.
A second reason is ego. Rejection is painful, and to some men, it is painful like a blow to their ego. Instead of taking "no" for an answer, they try to save face by doubling back, cracking jokes, or playing dumb about the signals. The result, ironically, makes them seem even more desperate and cringeworthy. What could have been a moment of maturity, taking the lack of interest and moving on, becomes an act that screams insecurity.
#10
Ellinor she/they/elle 3 months ago
*Look around while embarrassed* Can someone come save me please ? *she thinks while smiling awkwardly to the strange man*
#11
There's also the issue of reading between the lines. Some men literally struggle with reading between the lines, either because of poor social intuition or just desire masquerading as obstacles. If a woman is polite but direct, they'll misinterpret her being nice as a sign that she wants them to continue approaching rather than a signal that they need to back off. This miscommunication creates a dynamic where one believes they're being kind and the other thinks that it's an invite to continue approaching.
#14
Nathaniel He/Him Cis-Het 3 months ago
Hi this is Ian's nigerian uncle who happens to be a general.
#15
Riley Quinn 3 months ago
Not understanding basic social decorum is beyond weird. You don't bring up your crazy thoughts until the 3rd date.
The cringe factor is the product of this disconnect between what he tries to do and what actually occurs. When a man ignores obvious cues, his advances are no longer playful but awkward. The flattery is insincere, the jokes fall flat, and the assertiveness seems arrogant. The irony of the moment, for a bystander, is the way painfully clueless he seems, but for the woman, it's never funny. It's exhausting, infuriating, and sometimes even threatening.
#16
Nathaniel He/Him Cis-Het 3 months ago
Pity it spends all its time bashing the Bishop. Just saying.
#17
Ellinor she/they/elle 3 months ago (edited)
Nope ! He's going to be one of those "cinema lover" that only gives credit to obscure Siberian movies with Russian subtitles in black and white made in the 18th century.
#18
Ellinor she/they/elle 3 months ago
And now ladies and gentlemen, if you look to your right you can see the very rare specie called "Alpha Males". No flashes with the pictures please, they are VERY sensitive.
What is worse is that this type of behavior underestimates women altogether. It assumes they're being games or that their "no" isn't a real one. It removes their agency and treats them like puzzles to be solved rather than human beings who are very capable of knowing, and expressing, what they want. That lack of respect isn't just cringeworthy, it's disrespectful.
The truth is that rejection is just a part of life, and the most attractive response is to accept it like a pro. A gentleman who takes a clue, gives a classy smile, and walks out makes a much better impression than a dude who clings for dear life to the instant in a desperate bid for validation. Ironically, confidence is demonstrated not by holding out in the face of rejection, but by the ability to take it in stride.
#22
Nathaniel He/Him Cis-Het 3 months ago
Yes feminism is about providing spank bank material for immature men. This is what Emily Pankhurst campaigned for!
In the end, men who are unable to take a hint are cringeworthy for the simple fact that they bring attention to a lack of self-awareness, respect, and confidence all at once. Not being able to let go isn't charming, it's being clingy. And while they may think persistence is complimentary, what women most want is someone who understands when to back down, honor boundaries, and move along without it getting awkward.
#26
#28
Ellinor she/they/elle 3 months ago (edited)
As a fallopian tube owner, that's really really not s3xy.
#29
Ellinor she/they/elle 3 months ago
Yeah, because no one can be smart if they don't read ancient books every second of the day, that's a well known fact ! /s
#30
#31
Nathaniel He/Him Cis-Het 3 months ago
Oh no! A woman replied! How do I respond? Red alert! Battle stations! Let's try not to panic!
#33
#34
Ellinor she/they/elle 3 months ago
Yeah, sexism is so sad (by the way I'm 6'2, I go to the gym everyday and get paid 12 millons a month ladies 😉)
#37
#40
Nathaniel He/Him Cis-Het 3 months ago
That is.... One way to look at it. Definitely the wrong way to look at it though.
#41
StarCrossedFriday 3 months ago
Maybe don’t send messages in the middle of the night and draw conclusions from a lack of reply within an hour?
#46
HolyGuacamole🥑🥑 3 months ago
If we were to make a list of things that are a complete and utter turnoff, anything to do with crypto would be very near the top.
#47
#49
Ellinor she/they/elle 3 months ago
Well, well, well... If those aren't the consequences of your own actions ?
#56
Power puff scientist 3 months ago
Why ask random strangers on Internet for this. just visit Google or a pornsite and you could see plenty. Corey could reply here : you would know.
#59
Annik Perrot 3 months ago
"Pipe" in French means à blôw-job. I guess that's not the meaning here?
#64
Ellinor she/they/elle 3 months ago
Now is the perfect time for finding his wife and sending her that screenshot.
#69
#70
Boredest Panda 3 months ago
You could’ve stopped an insulting the lips. Then everyone would’ve walked away only feeling mildly uncomfortable. But the dog? He should make sure to lock all of his doors tonight.
#71
StarCrossedFriday 3 months ago
Was this an opening message? What possible response could they have expected?
#72
#73
Ellinor she/they/elle 3 months ago
And then he say something very popular like Queen or The Beatles.
#77
#79
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What do you think ?
Nathaniel He/Him Cis-Het 3 months ago
I believe Corey is feeling personally attacked by this thread and my comments.
Caffeinated Ape 3 months ago
They're very persistent, but they lose points for falling back on "you would know". Do better, Corey. If you're going to match wits with Nathaniel, maybe try bringing some wit.
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R Dennis 3 months ago
Geez... these make me feel like I need to apologize for my gender. I'm surprised our species has made it this far. Another reason to root for the asteroid.
StarCrossedFriday 3 months ago
Na, your reply makes it clear not all guys are b**b-obsessed imbeciles. Keep fighting the good fight.
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Jerome Lenovo 3 months ago
i managed to read up to number 20. Reading maga stupidity is way too hard for a simple european. Don't get me wrong, we also have m0rons, but this is world cup level.
Nikole 3 months ago
Hey, I live in Chicago, where that fúck apparently wants to send the national guard next. Stupidity doesn’t even begin to cover it.
Load More Replies... J Adams 3 months ago
I remember a maths teacher at my school when teaching probability said to a boy “if you go and stand in the centre of town and ask every woman that passes if they’ll have s*x with you eventually one will say yes”. That’s exactly what happens with internet dating, men use their ‘best’ line hundreds of times, the misses don’t matter to them because eventually someone will bite.
Uncle Schmickle 3 months ago
WTF was all this about ? Couldn't understand any of it. What language are they talking ?
Chuck the Cat 3 months ago (edited)
I understand what you’re saying, but most people know that not all men are like this. There are posts that are the same, but about women. Again, not all women are like this. Not everyone is like this. The gender doesn’t matter, it’s about pointing out stupid, pathetic morons who try to get dates by being unintentionally ridiculous, as shown on this article and many others. And to those who don’t know, a misandrist is someone who is séxist towards men. Misogyny for women, misandry for men. Séxism can go both ways.
Load More Replies... Nathaniel He/Him Cis-Het 3 months ago
I believe Corey is feeling personally attacked by this thread and my comments.
Caffeinated Ape 3 months ago
They're very persistent, but they lose points for falling back on "you would know". Do better, Corey. If you're going to match wits with Nathaniel, maybe try bringing some wit.
Load More Replies... R Dennis 3 months ago
Geez... these make me feel like I need to apologize for my gender. I'm surprised our species has made it this far. Another reason to root for the asteroid.
StarCrossedFriday 3 months ago
Na, your reply makes it clear not all guys are b**b-obsessed imbeciles. Keep fighting the good fight.
Load More Replies... Jerome Lenovo 3 months ago
i managed to read up to number 20. Reading maga stupidity is way too hard for a simple european. Don't get me wrong, we also have m0rons, but this is world cup level.
Nikole 3 months ago
Hey, I live in Chicago, where that fúck apparently wants to send the national guard next. Stupidity doesn’t even begin to cover it.
Load More Replies... J Adams 3 months ago
I remember a maths teacher at my school when teaching probability said to a boy “if you go and stand in the centre of town and ask every woman that passes if they’ll have s*x with you eventually one will say yes”. That’s exactly what happens with internet dating, men use their ‘best’ line hundreds of times, the misses don’t matter to them because eventually someone will bite.
Uncle Schmickle 3 months ago
WTF was all this about ? Couldn't understand any of it. What language are they talking ?
Chuck the Cat 3 months ago (edited)
I understand what you’re saying, but most people know that not all men are like this. There are posts that are the same, but about women. Again, not all women are like this. Not everyone is like this. The gender doesn’t matter, it’s about pointing out stupid, pathetic morons who try to get dates by being unintentionally ridiculous, as shown on this article and many others. And to those who don’t know, a misandrist is someone who is séxist towards men. Misogyny for women, misandry for men. Séxism can go both ways.
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