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Dating is a tricky place. Whether it's online, blind, or a witty pick up line at the bar, the ways to start that dance are nearly endless. Unfortunately, some people still don't manage to navigate its nuances, and end up a lesson what not to do.

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Woman wants to save her friend from an unideal proposal, internet intervenes

We want the best for those that we care about—this can sometimes present a moral quandary… Is it ethical to do something that would be otherwise unethical if it saves said loved one from certain disaster? This can be incredibly difficult to get your head around, providing a much more difficult philosophical dilemma than whether or not someone is wrong for stealing their roommate's cat. The idea of doing harm to prevent a greater one brings a certain trolley problem to mind: Is it wrong to do so…
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AITA for letting my roommate’s ex-girlfriend, who keeps showing up at our apartment, come inside because she was drunk?

Ex-Girlfriend Keeps Showing Up at Apartment Every Night, Roommate Lets Her In Causing Major Fight

This one had people totally split in the comments as to who was in the right.
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'Happy one year of you dumping me': 20+ Texting Fails From Your Exes

'Happy one year of you dumping me': 20+ Texting Fails From Your Exes

There's nothing quite like receiving a "hey stranger!" text from someone you dated years ago.
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What’s the worst thing a person has said to you while on a date?

'Can we wrap this up? I have another date at 8': Redditors share the worst things people said on first dates

On this next installment from the wild world of dating, we've got a series of horrible first date stories for you.
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'He disguised himself as a client and came to my office for therapy': Fail Blog Fans share the last time they saw their ex!

'He disguised himself as a client and came to my office for therapy': Fail Blog Fans share the last time they saw their ex!

We asked you all about the last time you bumped into your ex and here were some of your great responses!
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Top Trending Pickup Lines of the Week (January 27th, 2023)

Top Trending Pickup Lines of the Week (January 26, 2023)

Hey...you up?
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'It's a huge red flag and you know it': First date gives man the creeps after she spills her invasive 'research'

'It's a huge red flag and you know it': First date gives man the creeps after she spills her invasive 'research'

One guy took to the r/ask subreddit with a burning question after a first date took a strange turn. Is this how dating works in the modern age? As he explained, he went on a first date with a woman, and it seemed to be going well. But after the date — and spending the night at her place — he realized that she had spilled a little too much information about him. She had researched him beforehand, and just rattled off all this personal information. At the time, the OP thought it was really weird,…
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‘Did You Block Me?’ : Best Dating App Fails of the Week for the Tired Crowd

‘Did You Block Me?’ : Best Dating App Fails of the Week for the Tired Crowd

Swipe left, swipe right, just swipe.
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'Our horoscopes didn't match': 20+ crazy reasons why people were dumped

'Our horoscopes did not match': 20+ crazy reasons why people were dumped

Raise your hand if you have ever been dumped!
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‘Did You Block Me?’ : 16 Best Dating App Fails of the Week for the Tired Crowd

‘I Was Catfished’ : 16 Best Dating App Fails of the Week for the Tired Crowd

Tinder is a wasteland filled with terrestrial piranhas.
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My husband has a dating app, I don’t know how to feel about it

Update! 'My husband has a dating app': Husband downloads Tinder because he's 'bored,' wife confronts him

There are lots of things married people can do when they're bored; downloading Tinder is not one of them.
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'Bro don't ever send this big a** emoji again': 20+ Super unhinged texts from the weird side of the internet

'Bro don't ever send this big a** emoji again': 20+ Super unhinged texts from the weird side of the internet

Texting is a way of life for most people, an activity they do dozens of times per day, so it only makes sense that some insane messages will leak out to the internet. Whatever you write is set in stone, even if you delete the message. So you have to be careful what you're saying — you never know when it will be posted on the internet for the LOLz. Because let's face it, people are super weird , and they just say the strangest, most unexpected things sometimes! Some of the funniest texting fails…
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Bad Breath, Loud Chewing, Bragging: 20 Major Turn Offs to Avoid on Dates

Bad Breath, Loud Chewing, Lateness: 20 Major Turn Offs to Avoid on Dates

Be sure to check these out before your next Tinder meetup!
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Late-night-reading girlfriend sparks the sleep deprived rage of her lamp hating boyfriend, wonders if she's wrong

'I broke down crying': Late-night-reading girlfriend sparks the sleep deprived rage of her lamp hating boyfriend, wonders if she's wrong

I love… —lamp? Did a moth write this post? If that were the case, then that would at least explain why she is so insistent that the lamp remain turned on. At least it's safe to be certain that this boyfriend is not a moth as he, in fact, does not love lamp. In fact, he seems to rather despise it —at least at three in the morning when he's trying to catch some sleep before work. His girlfriend, who was having difficulty sleeping due to sickness, was insistent that her bedside lamp remain on so t…
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‘Did You Block Me?’ : Best Dating App Fails of the Week for the Tired Crowd

‘Did You Block Me?’ : Best Dating App Fails of the Week for the Tired Crowd

The best and worst thing that has ever happened to the human species.
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20+ Top Tinder Moments From the Savage World of Dating

'NEVER GONNA GIVE YOU UP:' 20+ Top Tinder Moments and Fails From the Savage World of Online Dating

The world of online dating subjects the aspiring dater to a myriad of tumultuous experiences; from the outset of communicating with a potential match, the doors open to all kinds of less-than-desirable possibilities. You could find yourself the unlucky recipient of an unsolicited image of something that you didn't need to see or find yourself the target of the inane ramblings of an incoherent individual who is telling you their opinion of you that you didn't even ask for. Of course, it's not al…
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