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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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'When I asked her about the differences in looks she had a meltdown': 20+ Singles share their experience being deceived and catfished by dates they met online

A lot of things in life aren't what they seem, but at least we're terrifyingly used to disappointment, thanks to having most things oversold to us by advertising only to have the reality be somewhat lackluster in comparison. The liberal usage of old or adjusted photos on dating apps is just the same strategy that real estate agents use when they photoshop a tiny bed into a photo of a closet-sized room in order to make it bigger and justify selling a two-bedroom house as a three-bedroom. In both…
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'He left me for a coworker': 20+ stories of engagements that got called off just before the wedding

'He left me for a coworker': 20+ stories of engagements that got called off just before the wedding

No one ever said there's no more drama after you get engaged. These folks know that fact all too well. They shared their stories of how their engagements fell apart not long before their wedding ceremonies via this r/AskReddit thread, and let's just that these stories are cringe and bleak. Most people probably assume that the root cause of these breakups is adultery, and you wouldn't be entirely wrong there. Cheating comes up a lot on this list, but it's the ridiculous ways in which adultery wa…
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'On a scale of 1-10, how high maintenance are you?': Top Pickup Lines of the Week (October 8, 2023)

'On a scale of 1-10, how high maintenance are you?': Top Pickup Lines of the Week (October 8, 2023)

No one ever said that the most memorable pickup lines had to be the great ones. Some pickup lines are creative and clever and wholesome. Those are obviously strong in quality. For this list, we've included a few of those ones for good measure. However, cynical-minded folks like me will be more interested in the pickup lines that are so bold and so bad that somehow they're good?! We love a bold swing and a miss here at FAIL Blog, and you have to hand it to some of these singletons because they r…
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'I took my ex off my Spotify plan while she was on a road trip': Dude removes ex from streaming service mid-road trip, others share their stories

There are a lot of benefits to being in a relationship, but by far, one of the greatest is combining your streaming service logins to maximize access. Often, these logins won't even be your own, just logins that you've been grandfathered into over time through parents, friends, roommates—even exes with whom you're no longer even in contact. These login accesses are a matter of privilege, and one of the reasons why ending a relationship on good terms is a good idea in the modern dating landscape…
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'I get a big bed to myself': 20+ perks of being single

'I get a big bed to myself': 20+ perks of being single

Sure, societal pressures tell us to strive for partnership, but not having to share a bathroom is pretty great. Perhaps you're finding yourself lonely these days as the Fall wedding season is upon us. Perhaps you just went through a tough breakup and you miss your former significant other. Perhaps you've spent more hours than you'd like to admit swiping through every single dating app known to mankind. Or perhaps you're becoming content with yourself and you're starting to love living the singl…
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'Take all of their right shoes. Leave only the left shoes': 20 ways people got back at their cheating exes

'Take all of their right shoes. Leave only the left shoes': 20 ways people got back at their cheating exes

Sure, the best payback is to live happily, but sometimes, in order to do that, you need to care of a few other things first. Now, I have never personally been cheated on (to my knowledge), but I know that if that were to happen to me, I would get petty really quickly. What can I say? I'm a Scorpio; it's in my nature. Now, based on the responses to the following r/AskReddit thread, there were plenty of wholesome comments about how futile being petty is, and that very well may be true. But this l…
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'Don't flatter yourself lady': Girl gets roasted when she assumes a guy is hitting on her, but he just wanted her chair

"I have a boyfriend" is the quickest way for a girl to get rid of a romantic suitor. Hot girls have become so accustomed to the lie that it has become a catch-all rejection and the words can spill out of their mouth before a guy even has a chance to speak. Relax sista, I just want to borrow the ketchup from your table, not walk you down the aisle.
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'People don't [know] what they want': 25+ candid reasons behind today's breakups

'People don't [know] what they want': 25+ candid reasons behind today's breakups

People are getting candid online about why their relationships are falling apart. No, the answer is not because Mercury is in retrograde, although if you haven't noticed, there have been an unusually high number of breakups and divorces this year among public figures and celebrities. If we look closer than astrology, which is not exactly my preferred method of analysis, there seems to be a disconnect among partnerships about how to even be in a partnership anymore. Part of that is because of th…
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'He thought he could convince me I was pregnant': 20+ ridiculous attempts exes made to get back together

'He thought he could convince me I was pregnant': 25+ ridiculous attempts exes made to get back together

Trying to get back together after you've burned a bridge is a lost cause. It's kind of a Sisyphean task and a pointless one at that. If your relationship crashed and burned, you must be in an even worse place if you're trying to get back together. There's no way you could be well-adjusted. If you were, you would have recognized that the damage is done and that it's just better for everyone involved if you walk away and stay away. Some of us, however, are not this smart. When I was in my early t…
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'She went first... and I went home': Guy breaks up with a cheating girlfriend moments after she got his initials tattooed

The only names you should ever have permanently tattooed on your body are the names of your kids, your parents, and your deity– those things are never changing. However, a boyfriend or girlfriend's name permanently etched into your shoulder can prove to be a little riskier. You may think that'll you'll be in love forever, but that tattoo is a heckuvalot more permanent than most relationships.
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'Having the appetite and dietary desires of a 5-year-old boy': 30 chaotic reasons to immediately stop dating someone

'Having the appetite and dietary desires of a 5-year-old boy': 30 chaotic reasons to immediately stop dating someone

We all know the classic dating red flags, but everyone has their own individual pet peeves. Sure, lying about being single or being a stalker are dealbreakers, but pet peeves can have the same power to immediately disqualify someone from being in your life. Personally speaking, I have several red flags that I would always watch out for in my ‘first date’ days. Let's start with the people who say that they are ‘open books." No one who says that is an actual open book. The dates who say that are…
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An Awkward Bucket Load of 21 Cringey Dating App Conversations

An Awkward Bucket Load of 21 Cringey Dating App Conversations

It is a Friday night, you have surrendered to your sofa, turned on the TV, and put on some garbage reality show, just to get bored enough to pull your phone from the wooden living room table posted in front of you. Have you gotten a text? No sirree. Just one missed phone call from your mom. You will call her back, you say to yourself. Soon, for sure, totally. Oh, an email from work. Would you look at that. Your eyes move slowly across the different icons… until they reach one specific one. You…
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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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'Everyone he knows, including his wife': Spurned woman exposes the romance scammer who tricked her

Dating is a hard game and seems to only become more so the further down the path of life you tread. And, it makes sense we, arguably, only become more complex as people, carrying the weight of more experiences, which often make us weary and hesitant to trust potential suitors. And, rightfully so, it's hard to trust someone based on the image they project of themselves during the “get to know you stage.” Several dates are a mere drop in the bucket compared to the vast ocean of lives that you bot…
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'She cheated and... blamed the great American eclipse of August 2017': 25 People with excuses for acting out

'She cheated and... blamed the great American eclipse of August 2017': 25 Cheaters with absurd excuses for acting out

Cheating on your partner is a serious offense to most, but these people took it in stride.
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'Bringing my kid with me on the first date': Top Tinder Moments of the Week (September 2, 2023)

'Bringing my kid with me on the first date': Top Tinder Moments of the Week (September 2, 2023)

Now that the summer is coming to a close and now that no one had the summer flings they really wanted, it's time for our weekly roundup of the top Tinder moments, courtesy of Reddit's endlessly entertaining r/Tinder subreddit. There has to be something about the August heat that makes people become especially forward on dating apps, or perhaps people are always like that now and we're just grasping at straws for excuses. The reality is the summer drought has made us all thirsty for the change o…
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