dating

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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Dating Nightmares: Women Reveal Worst First Dates With Cheapskate Douchebags

Ah, that awkward, age-old debate of who should pay on a first date. Some argue that splitting the bill is best, because hi, welcome to equality. Others believe that chivalry and feminism can peacefully coexist. They maintain that although a woman should always offer to pay her half, men are expected to decline the offer politely and insist on paying. But no one talks about secret option C, where the guy flat-out refuses to pay at all.

Together with The Single Society, we bring you stories from real women who went on dates with total cheap-ass douchebags. From those who refuse to leave a tip to those who try sneaking their own alcohol into bars, these stories reveal the worst type of men to go on a date with. Guys, frugality is not a cute look on a first date. Ladies, have you experienced cheap ass first dates?

stories of first dates with cheapskate douchebags - cover pic pop art pic of man look at empty wallet | l had a date at Starbucks, but when I arrived, the guy was already holding a cup of coffee from McDonald's. He told me Starbucks coffee was too expensive for him, so I had to wait in line to buy myself a coffee.
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Dating Nightmares: Women Reveal Real-Life Humiliating First Date Moments

Going on a first date is nerve-wracking enough, but when you throw in a bout of bad karma, some food poisoning, and a period or two, you're in for a nightmare of an experience. Together with The Single Society, we bring you real-life tales of humiliating moments that women have suffered on first dates, and the cringe factor is next-level sh*t. Honestly, you couldn't make this stuff up!

stories of humiliating first date moments - cover pic pop art image of woman description of getting period blood on white cushions while on date | I met a guy on Bumble and we were having drinks on a couch on a rooftop. I got up to go to the bathroom and I had my period all over the white cushions.
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My Dating Nightmare: The Worst Dating Habits Of Each Zodiac Sign

You might think that it's simply down to luck (or lack thereof), that your poor romantic choices keep you trapped in the never-ending dating loop of doom. But what if there was a little more to it than sheer boredom, horniness, and some bad experiences? What if your bad dating habits were cosmically driven, and your destiny was actually written in the stars? Courtesy of The Single Society, check out what your zodiac sign exposes about your questionable dating habits, and see how much you relate to these harsh, but honest revelations. And remember, you can always change your destiny... 

Worst dating habits according to your zodiac signs
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My Dating Nightmare: Bad One-Night Stand Insisted On Cooking Naked In My Kitchen

Have you ever had a really bad one-night stand? Ever woken up next to someone and wished you could erase the whole night of mediocre sex with a less than average stranger? Well, if you have, you're not alone. Together with The Single Society, we bring you the funniest, most awkward, and painful first date stories from real women in New York City. 

This one features Liam, a handsome accountant who overstayed his welcome the next morning and refused to put any underwear on. Read on, and be horrified!

Story of Bad One-Night Stand Who Insisted On Cooking Naked In My Kitchen - cover image "I found liam stark naked cooking breakfast, testicles pressed up against the knobs of my oven." | YOUR BALLS ARE DISGUSTING AND DON'T WANT TO SEE THEM
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My Dating Nightmare: Guy Was A Broke, Recovering Porn Addict

Dating isn't exactly a walk in the park and for every rare great date you have, there's always a plethora of bad dates to balance it out. We've all been there and everyone can recall a really bad date. Together with The Single Society, we bring you the worst of the digital dating era and feature stories from real women who are navigating the minefield of dating apps in New York City. This one's about a recovering pornography addict and it's a porn-NO thank you from us!

woman reveals bad date about guy with porn addiction cover image guy dragging bag of baggage | AND THAT IS HOW I ENDED up BROKE AND IN THERAPY! "He disclosed how his debilitating addiction to porn had caused him to lose his job and ultimately ruin his life."
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My Dating Nightmare: Dude Lived In A Minivan And Asked To Shower At My Place

The trials and tribulations of dating in New York is a never-ending storybook of awkward and hilarious. Together with The Single Society, we bring you some of those stories from real women in NYC in their attempt to navigate their way through finding love in the digital era. We embrace the good, the bad, and the downright ugly of modern dating, but also get some laughs along the way. So pull up a chair, grab a glass of wine, and enjoy this woeful tale of dating debauchery. 

woman reveals bad date about guy who lived in minivan and wanted to use her shower cover image of man asking woman to use her shower | IT WAS LOVELY MEETING you CAN PLEASE USE YOUR SHOWER?
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My Dating Nightmare: Women Reveal Their Worst One-Night Stand Fails

Dating isn't easy and involves a roller coaster of emotions. Whether it's a serious relationship or a casual one-night stand, love and sex can get extremely messy. Together with The Single Society — the blog that brings hilarious, horrible, and awkward real-life stories from women currently navigating the world of online dating in New York City — we bring you 10 stories from real women of their worst one-night stand fails. We feel bad laughing at their misfortune, but hey, at least bad dates make great stories, right?

women reveal worst one-night stand fails cover image of woman and man apologizing for bad behavior after sleeping together | @save SORRY FOR PEEING IN YOUR CLOSET SORRY FOR VOMITING ON YOUR SHEETS
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My Dating Nightmare: Sexually Graphic Mailman Was A Total Mood Killer

Welcome to the latest from our dating blog — The Single Society — where we bring you the real-life hilarious horrible and awkward online dating stories from women in New York City. Finding romance in this day and age is never an easy thing but navigating the minefield of dating apps is a journey in and of itself. Dodging douchebags has turned into a sport for eligible women everywhere, but when you have a bad story that's too good not to share, that's where we come in. Enjoy this shocking tale of true modern dating debauchery.

dating nightmare mailman sexually graphic mood killer bad dates great stories dating apps funny single society New York City | comic cartoon woman holding a finger to her lips you EVER MEET A MAN AND IT'S SO OBVIOUS THAT NO ONE HAS EVER TOW HIM TO SHUT THE F*CK UP?
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My Dating Nightmare: Guy Arranges Skanky Saloon Bar For First Date

Finding love in this digital era is far from easy. With more websites and applications — in which we can essentially 'shop for people' — than we know what to do with, the influx leads to infinite choice, infinite possibility, and infinite encounters that are often so bizarre, they could be fictional. But by embracing the good, the bad, and the downright ugly of the online dating minefield, at least bad dates make great stories. Right? 

Together with The Single Society, we are bringing you the hilarious, horrible, and awkward real-life stories from women currently navigating the world of online dating. When you're finished reading this shocking tale, check out our other true stories of modern dating debauchery.

dating nightmare skanky saloon bar bad dates great stories dating apps funny single society New York City | comic illustration man and woman face to face and speech bubble WISH THERE WAS A MUTE BUTTON FOR YOUR FACE
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My Dating Nightmare: Real, Awful Gifts Women Received From Ex-Boyfriends

Being able to pick out the perfect gift for your girlfriend isn't easy and when all other ideas fail, flowers work almost every time. But sometimes, guys get it so wrong, that it's better to not give anything at all. 

Together with The Single Society — the blog that brings hilarious, horrible, and awkward real-life stories from women currently navigating the world of online dating in New York City — we bring you 15 stories of the worst gifts that women received from their ex-boyfriends. Scroll through these true stories of modern dating debauchery and cringe hard!

awful gifts ex-boyfriend dates relationships the single society dating | I'M MAKING AN APPOINTMENT WITH MY EYE DOCTOR DON'T KNOW WHAT SAW IN YOU comic cartoon couple
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My Dating Nightmare: Wined, Dined, Then His Credit Card Was Declined

Finding love in this digital era is far from easy. With more websites and applications — in which we can essentially 'shop for people' — than we know what to do with, the influx leads to infinite choice, infinite possibility, and infinite encounters that are often so bizarre, they could be fictional. But by embracing the good, the bad, and the downright ugly of the online dating minefield, at least bad dates make great stories. Right? 

Together with The Single Society, we are bringing you the hilarious, horrible, and awkward real-life stories from women currently navigating the world of online dating. When you're finished reading this shocking tale, check out our other true stories of modern dating debauchery.

credit card declined bad dates great stories dating apps funny single society | comic character WOW GUESS DECLINED LIKE CREDIT CARD
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My Dating Nightmare: Guy With DUIs Tried Drunk-Driving Me Home

Finding love in this digital era is far from easy. With more websites and applications — in which we can essentially 'shop for people' — than we know what to do with, the influx leads to infinite choice, infinite possibility, and infinite encounters that are often so bizarre, they could be fictional. But by embracing the good, the bad, and the downright ugly of the online dating minefield, at least bad dates make great stories. Right? 

Together with The Single Society, we are bringing you the hilarious, horrible, and awkward real-life stories from women currently navigating the world of online dating. When you're finished reading this shocking tale, check out our other true stories of modern dating debauchery.

drunk driving bad dates bad dates great stories dating apps funny single society DUIs | I'M GOING BLOW THIS DATE JUST LIKE MY BREATHALYZER
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Woman Reveals Awful Date With Man Who Created A Bot To Pick Up Women

Finding love in this digital era is far from easy. With more websites and applications — in which we can essentially 'shop for people' — than we know what to do with, the influx leads to infinite choice, infinite possibility, and infinite encounters that are often so bizarre, they could be fictional. But by embracing the good, the bad, and the downright ugly of the online dating minefield, at least bad dates make great stories. Right? 

Together with The Single Society, we are bringing you the hilarious, horrible, and awkward real-life stories from women currently navigating the world of online dating. When you're finished reading this shocking tale, check out our other true stories of modern dating debauchery.

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Woman Reveals Her Most Cringe-worthy First Date At NFL Game

Finding love in this digital era is far from easy. With more websites and applications — in which we can essentially 'shop for people' — than we know what to do with, the influx leads to infinite choice, infinite possibility, and infinite encounters that are often so bizarre, they could be fictional. But by embracing the good, the bad, and the downright ugly of the online dating minefield, at least bad dates make great stories. Right? 

Together with The Single Society, we are bringing you the hilarious, horrible, and awkward real-life stories from women currently navigating the world of online dating. When you're finished reading this shocking tale, check out our other true stories of modern dating debauchery.

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Real-Life Dating Nightmares: Dumpster Firefighter

Finding love in this digital era is far from easy. With more websites and applications — in which we can essentially 'shop for people' — than we know what to do with, the influx leads to infinite choice, infinite possibility, and infinite encounters that are often so bizarre, they could be fictional. But by embracing the good, the bad, and the downright ugly of the online dating minefield, at least bad dates make great stories. Right? 

Together with The Single Society, we are bringing you the hilarious, horrible, and awkward real-life stories from women currently navigating the world of online dating. When you're finished reading this shocking tale, check out our other true stories of modern dating debauchery.

Dumpster Firefighter bad dates bad dates great stories dating apps funny
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Real-Life Dating Nightmares: The Misleading Millionaire

Finding love in this digital era is far from easy. With more websites and applications — in which we can essentially 'shop for people' — than we know what to do with, the influx leads to infinite choice, infinite possibility, and infinite encounters that are often so bizarre, they could be fictional. But by embracing the good, the bad, and the downright ugly of the online dating minefield, at least bad dates make great stories. Right? 

Together with The Single Society, we are bringing you the hilarious, horrible, and awkward real-life stories from women currently navigating the world of online dating.

misleading millionaire bad dates great stories dating apps funny
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