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first date

'She told me she had no money and then ordered the most expensive beer on the list': 20+ immediate red flags people discovered midway through the date

'She told me she had no money and then ordered the most expensive beer on the list': 20+ immediate red flags people discovered midway through the date

Everyone has had an unfortunate first date experience where you realize midway through the date that this is not going to work. This discovery is unique to each person's personal list of red flags. That being said, what people do not discuss enough in these scenarios is what do you do for the rest of the evening after you've discovered that under no circumstances will there be another date. Do you try your best to end things then and there? Do you smile your way through the rest of the evening…
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'Their date must have the same brand of toothpaste preference': 20+ Dating rules that are utterly bizarre

'Their date must have the same brand of toothpaste preference': 20+ Dating rules that are utterly bizarre

Dating is not easy, even when you know exactly what you're looking for. There are a bajillion single souls out there, but most of them just aren't going to be the one for you. One of the biggest issues I've encountered while dating is that people love to profile you based on your astrological profile. This is not something I want, and yet a lot of people want to know this info to see if we're compatible. Sadly, that means we aren't, right off the bat. Other people just ask weird questions on th…
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Weirdest first dates in memoriam: ‘We ended up crashing her ex's wedding by mistake.’

‘He took me to a funeral as his plus-one’: 21 Weirdest ways first dates went downhill

What's worse than having an awkward first date at a restaurant? Having one at a funeral.
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'I sneezed at least 100 times on our 45 minute date': 20 cringeworthy first date mishaps

'I sneezed at least 100 times on our 45 minute date': 20 cringeworthy first date mishaps

These stories collectively serve as a compelling argument for hiring a dating coach. Obviously, dating is not something that comes easily to everyone. It's the age-old “practice makes perfect” thing. What can I say? The internal struggle of how to become the most grounded, authentic version of oneself without being entirely fake and inauthentic in the process can drive anyone crazy.
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'When I text you good night later, what phone number should I use?': 20+ bartenders share the most memorable pickup lines they've heard on the job

'When I text you good night later, what phone number should I use?': 20+ bartenders share the most memorable pickup lines they've heard on the job

Here's a friendly reminder that when you approach someone at a bar with a bold pickup line, chances are there is at least one other person who is hearing everything you say: your bartender. If this list serves one productive function in this world, let it be something that motivates you to always tip your bartenders generously because you know they have to hear a ton of nonsense on the job from singletons attempting to flirt. Sometimes, as these folks from r/AskReddit shared, people were trying…
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'I have about 100+ pictures of a wedding proposal gone wrong': 15+ dating disasters as told by the servers who witnessed the drama unfold

'I have about 100+ pictures of a wedding proposal gone wrong': 15+ dating disasters as told by the servers who witnessed the drama unfold

Servers have to deal with a ton of unwanted nonsense on the job, but one perk of the job is that they get a front row seat to a wide variety of date nights gone wrong. From awkward first dates that turn out to be full of red flags to full-on marriage proposals that turn out to be complete failures, it seems like servers have seen the full range of possibilities that can occur on a date. Not to persuade people not to go out to dinner, but when someone says, “Just go out with them! What's the wor…
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'Do you even see yourself?': Guy goes on first date with a non-stop texter, he stands her up mid-date, she barely notices

'Do you even see yourself?': Guy goes on first date with a non-stop texter, he stands her up mid-date, she barely notices

We know that the dating scene these days can feel like an endless pattern of failed first dates, but you have to make the slightest bit of effort at the very least. Otherwise, you are simply in no position to complain about your life as a single person. This Redditor tried his best on a first date with a woman who would not stop texting during their meal. It was just constant. Every time the phone buzzed, she just had to pick it up and text (probably with her sound on) instead of answering simp…
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‘I Can’t Do This Anymore’: Top Dating App Conversations Gone South (October 4, 2023)

‘I Can’t Do This Anymore’: Top Dating App Conversations Gone South (October 4, 2023)

Hi there Cringe
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'She had 22 cats': 20 first dates that made people say 'I'm out of here'

'She had 22 cats': 20 times people walked out during the first date

Everyone says it's important to be your full self on a first date, but let's be honest: some people should absolutely not follow that advice. Their full selves are far too bizarre, ridiculous, and outlandish for any stranger to encounter without a serious advanced warning. I suppose showing all those true colors is good for the other person to make an immediate judgment, and in all of these cases, that immediate judgment was a hard no. Personally, I have never had a date that went so poorly I c…
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'LOL, He Blocked Me': People Share 20+ Ferociously Funny Fails From Dating Apps

'LOL, He Blocked Me': People Share 20+ Ferociously Funny Fails From Dating Apps

Ouch
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'My date asked if we knew each other': Guy goes on cringe first date when he discovers his waitress is the other girl he was messaging that day

'My date asked if we knew each other': Guy goes on cringe first date when he discovers his waitress is the other girl he was messaging that day

It's not exactly easy to play it cool in a situation like this. Picture this: you wake up one morning and you scroll on social media for a bit. Then, you complete your lazy morning routine by checking out your dating app matches and messages. You start to message someone new, you exchange witty texts, and you agree to catch up later because you both have to get ready for work. You then check in with the person you had already been messaging for quite some time now because the two of you have a…
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The Best Dating App Flops of the Week for Tinder Dinner Dates (August 10, 2023)

The Best Dating App Flops of the Week for Tinder Dinner Dates (August 10, 2023)

This is what you get for installing that dating app
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'He wouldn't stop singing Hamilton': 30 Reasons People Dumped Their Exes

'He wouldn't stop singing Hamilton': Top 30 Funniest Reasons People Dumped Their Exes

Sometimes, things don't work out for bizarre reasons.
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Top Pickup Lines of the Week (June 16, 2023)

Top Wholesome Pickup Lines of the Week (June 16, 2023)

Picture this: it's summer, you've recently gone through yet another breakup, and now, you have to begrudgingly put yourself back out there. Otherwise, the dating scene is just going to chew you up and spit you back out, and you'll find yourself staying single and paying way too much for another night of takeout. Rather than let you go through that again, we decided to compile a fresh collection of romantic and humorous pickup lines for you. We're not talking about the kind of basic pickup lines…
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20 worst things people have said on first dates

'You got cute feet?': 20 worst things people have said on first dates

You would think people would be on their best behavior on a first date.
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'Probably the most embarrassing thing that has ever happened to me': First date fails miserably after dude mishears his date's awkward comment

'Probably the most embarrassing thing that has ever happened to me': First date fails miserably after dude mishears his date's awkward comment

There are lots of things that would stink to hear as feedback from a first date . One guy experienced the shame first hand, naming it among the most embarrassing things to ever happen to him, especially because he really liked this woman . He claims she showed interest in him even when others didn't. But as the OP shared, he truly and spectacularly bombed this first date in numerous ways, and we're cringing hard for him. Read all about this poor guy's first date mistake that he will definitely…
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