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Dating Nightmares: Guys Share Their Worst Dates With Women

Guys can be complete assholes on dating apps, but so can girls! We teamed up with The Single Society to bring you all curious incidents and cautionary tales of finding love in this digital dating era. Here are 8 gentlemen who shared their absolute worst dating experience. If you have a bad date that makes a great story, share

stories about worst dates men went on with women in NYC | thumbnail man with speech bubbles Text - I LIKE WOMEN THE SAME WAY I LIKE MY COFFEE... WITHOUT SOMEONE'S D*CK IN IT
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My Dating Nightmare: Guy 'Owned Plane', But Shared A Bedroom With Two Brothers

Bad dates make great stories, especially when the date completely crashes and burns. Like this one!  We teamed up with The Single Society to share all of the dumpster fire dating disasters women face in this bizarre era that is digital dating. If you have a trainwreck dating story like this one, share that sh*t here! 

dating fail about guy who owned a plane but shared bedroom with two brothers | thumbnail pop art image of guy in plane Text - How about you buy me some drinks and I will tell you all about my plane? | would rather share 600 square feet brothers than give up my plane proclaimed as made me pay $100 worth of tequila downed on our date
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Dating Nightmares: Craziest Things People Found After Googling Their Date

The internet is a great way to meet a potential partner! It is always a great way to dig up some dirt that they may be hiding! We teamed up with The Single Society to bring you all the crazy stories in the online dating world. Here are 9 cases where someone found out that their date was a less than desirable candidate by using the good 'ol Google! Have a crazy online dating horror story? Share it with us

bad dating stories about crazy things women found when googling their dates | thumbnail includes pop art graphic of woman at computer Text - I'm dating a sex offender?! | Turns out, the guy had THREE cases of sexual assault and battery he had been convicted of within the last five years (he was 34). When I confronted him about it via text he told me he had a crazy ex-girlfriend. Likely story.
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Dating Nightmares: Rude Things Men Have Done On First Dates

Some people are just plain rude. Especially the plethora of assholes on the dating apps these days! We teamed up with The Single Society to share the fabulously bad stories of online dating disasters and the crazy things people ACTUALLY have the balls to say and do. It's not pretty, but it's pretty fucking hilarious.

bad dating stories about guys who were rude on first dates | thumbnail pop art graphic of man and woman Text - not to be rude, but what is your cup size | A guy I was on a date with kept texting and looking at his phone. Finally, I asked him what was going on. Turns out he was arguing with his ex about taking me to a place they used to go
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My Dating Nightmare: Explosive Diarrhea Disaster On Halloween

Online dating can be a terrifying feat. But one of the MOST terrifying things on earth can be your gastrointestinal system….especially since it can strike when you least expect it! Put those two things together and add in a haunted house with no bathroom and sh*t can be straight-up horrifying…Literally! Together with The Single Society, we're sharing these dating disasters with the world, and here is one of the spookiest, by far!

dating fail about a guy who had diarrhea on first date on halloween | thumbnail Text - I just shit my pants | Apparently, the scariest thing about this evening was Bryce's gastrointestinal system because he sh*t his pants right in the middle of the haunted house.
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My Dating Nightmare: The 'Recovering' Alcoholic Who Stabbed Ex-Wife With Fork

There are some crazy people in the world, and many of them can be found on dating apps! But no GOOD story ever started with 'I met a nice normal guy….' Like this weirdo who clearly has a little emotional baggage (and maybe some anger issues) to deal with. We teamed up with The Single Society to share all the crazy dating experiences from women all over the world! You're welcome. 

dating fail story about guy who stabbed ex-wife with fork | thumbnail pop art image of guy Text - "give me a chance or I'll throw my fork at you" | He how his drugs and alcohol addiction caused him to lose his job and ruin his first AND second marriage by drunkenly trying to stab his ex-wife with a fork in a restaurant, resulting in incarceration.
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Dating Nightmares: Women Who Had to Deal With Total Stalkers After A Date

I think I speak for every single person when I say the modern dating scene can be pretty scary. But for someone unlucky ladies it can be downright terrifying. People not taking hints or even accepting a blatant rejection rearing their ugly heads can be undoubtedly frightening. We teamed up with The Single Society to tell you all about these spooky encounters from people who just couldn't take 'no' for an answer.

Women who had to deal with a total stalker after a date | thumbnail pop art image of man on computer Text - She blocked me again?! Time to find out where she works | l met a guy online and went on one mediocre date. I didn't respond to any of his texts, hoping he would get the hint. He didn't, and started calling the front desk at my work multiple times a day and leaving messages on my machine. The secretary had to block his number
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Funny, Brutal Letters Of Disappointment From Girls To Their “Exes” (October 22, 2020)

2020 might have been a nightmare of a year, but it's certainly given us some good stories when it comes to relationships. With ghosting at an all-time high, quarantine dating becoming the norm (aka, surviving on copious amounts of phone sex), and people generally not knowing what's going on anymore, the stories keep coming. But nothing makes a sh*tty year even more sh*tty than letting a f*ckboy into your life and him inevitably screwing you over (pun intended).

So why not name and shame him, using To The Guys I've (Kinda) Dated — the Instagram account where women submit open letters to the disappointing men they've been romantically involved with. It's not quite the same as turning up at his house in the middle of the night with a mob of angry men in tow, but who knows; it might just give you the closure you need.

funny letters of disappointment from women to the guys they've dated | thumbnail includes two letters - Text - Dear Richard, I'd been sleeping at your house every night for six months. When was making your bed one morning, I noticed a pair of crumpled up panties at the foot of the bed. I don't wear undies, and even if I did, I'm not an XS. If you're wondering who sprayed biofreeze on your boxers, it was me. See ya
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Dating Nightmares: Horrific Halloween Walk of Shame Stories

A good walk of shame (or stride of pride) story is always good for a laugh...especially after Halloween! Who doesn't love the thought of a sexy nurse or a giant banana trekking across town after some good old-fashioned adult fun! We teamed up with The Single Society to share some of the most horrific and hilarious 'walk of shame' stories. Enjoy! And maaaaaybe think about bringing a change of clothes for future Halloween parties. Just a thought!

dating stories about halloween walks of shame | AHH... THE SWEET REGRET OF A HALLOWEEN WALK OF SHAME | crashed at sorority house and since pretty hot that weekend only wore pair of underwear under my costume. didn't think would be issue because would be going home. had to walk back my house still dressed giant penis
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Funny, Brutal Letters Of Disappointment From Girls To Their “Exes” (October 15, 2020)

Dating in 2020 has been somewhat of a nightmare all round. But throw a f*ckboy into the mix, and it's a disaster of epic proportions. Speaking of f*ckboys, we're back with the latest batch of letters that women have written to the disappointing men they've dated, courtesy of To The Guys I've (Kinda) Dated. Welcome to the Instagram account by and for women, containing letters that frustrated women have penned to the men letdowns they've been romantically involved with. Scroll down and read some of the shocking things that men have tried to get away with during 2020. Let the naming and shaming begin!

funny letters of disappointment from women to the guys they've dated | thumbnail includes two letters - Text - Dear Kyle, After a nice dinner, we were riding down the glass elevator when you decided to go in for what I thought was a hug but instead, you lifted up my dress saying..."are you gonna let me see your panties?" Really? Wendy
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My Dating Nightmare: Bad Tipper Who Proved Chivalry Is Dead

What happens when you go on an awful date with an unchivalrous asshole AND a bad tipper? Well, we write it down and post it on the Internet for all to read and enjoy, of course! This is of course, why we teamed up with The Single Society, so we can share all of the dating disasters that happen to unlucky singles every day. Remember to tip your bartenders!  

dating fail story about guy who only gave the tip | thumbnail pop art image of woman "I like getting more than just the tip, but this wasn't what I had in mind" | Craig pulled out disheveled one dollar bill few dimes nickels from his pocket. He then put dollar back into pocket leaving only change behind. just don't think we should be responsible for paying salary
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Funny, Brutal Letters Of Disappointment From Girls To Their “Exes” (October 8, 2020)

It's time for your latest haul of scathing letters written by women to the disappointing men they've dated, or at least kinda dated. Because let's be honest, the word 'dating' nowadays doesn't mean much. And based on these letters, it means guys being total d*cks and trying to get away with it. But women aren't putting up with this poor behavior any longer, and it's time to name and shame. Together with To The Guys I've (Kinda) Dated, we bring you the letters submitted by women to the sh*t shows they've dated, which you'll either relate to or make you feel grateful for being single. Or, thankful for the stable, good guy you're with (aren't you lucky!) Enjoy these letters and then check out last week's in case you missed them.

funny letters of disappointment from women to the guys they've dated | thumbnail includes two letters Dearest Joe, My heart broke when you told me your mom passed from Covid. She must have WiFi in the grave because I saw her posting on social media the other day. WTF Ann | Rob, After 10 year hiatus excited see again until asked often masturbated, said were surprised hadn't gotten fat, and suggested l'd make good oven baby. Cheers another 10, Grace GUYS Kinda DATED
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My Dating Nightmare: Financially Irresponsible Golfer Who Wasn't Up To Par

In this digital dating era, there is never a dull moment when it comes to the search for a potential mate. As they say, you have to kiss a few frogs to find a prince! We teamed up with The Single Society to bring you all the details of the cringe-worthy experiences while kissing these fabulously horrible - and hilarious- frogs. Read about this awful golfing date that was definitely a swing and a miss. Have an awful date story to share? Speak up and share it here! We'd love to hear it. 

Dating fail story about Financially Irresponsible Golfer Who Wasn't Up To Par | thumbnail pop art woman holding golf club Text - "my love life is one giant swing and miss" | "His past irresponsible financial decisions included buying BMh couldn't afford using student loan money his master's degree pay it parents now monitored spending habits giving him small allowance from own paycheck.
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Funny, Brutal Letters Of Disappointment From Girls To Their “Exes” (October 1, 2020)

As if 2020 couldn't get more disappointing, throwing a couple of d-bags into the mix can only make it worse. Because what's more depressing than a modern-day Casanova a*hole who makes a woman feel like crap? Probably not much. Together with To The Guys I've (Kinda) Dated — an Instagram account by and for women, containing letters that frustrated women have penned to the disappointing guys they've dated — we bring you the latest haul of these scathing letters. If they weren't so funny, they would be heartbreaking, but they give a true insight into the shtshow that is modern dating.






funny letters of disappointment from women to the guys they've dated | thumbnail includes two letters - Text - Drew, We had been dating for a while and I relocated to your city a week ago. I decided to check out that local church you mentioned to me. The only man I spoke with there said he knew you, because you were dating his daughter. My dad doesn't go to that church.
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Dating Nightmares: Weird Things Men Have Done On First Dates

If 2020 has taught us anything, it's that no matter how bad things seem, they can always get worse. This sentiment can also be applied to the sh*t show that is modern dating. You may think you have been on some bad dates, but they can only be worse! We teamed up with The Single Society to show you exactly how awful this sh*t show can be. Here are some examples of the weirdest things guys have done on a first date!

Weirdest Things guys Have Done On First Dates - thumbnail pop art image of man and woman in car would you mind blowing my... breathalyzer | My date had a breathalyzer installed in his car because he had several DUIs. He assured me he would be able to drive, but when he wasn't he asked me to blow into it so his car would start
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Funny, Brutal Letters Of Disappointment From Girls To Their “Exes” (September 24, 2020)

Picture the scene: you're on a date with a hilarious, kind, smart, ambitious, and romantic gentleman. He buys the drinks, and you flirt relentlessly all night. He walks you home afterward and gives you the best kiss of your life. Oh, and he doesn't even try his luck asking to come inside for a quicky. He texts you on his way home, excitedly planning date number two. You're in love and all is good in the world.

OK, just kidding. What really happened, is your less-than-average date either picked his nose in front of you, stared at your boobs all night, and then ghosted you. Or at least two out of the three. Wouldn't it be nice to give the pr*ck a piece of your mind and tell him just how much of a disappointment he was? He's already blocked you, too late. Or is it? How about submitting the letter to To The Guys I've (Kinda) Dated — an Instagram account by and for women, containing letters that frustrated women have penned to the disappointing guys they've dated. We've partnered with them to bring you the funniest letters that women have submitted after their dating disasters, so that you can feel slightly better about the crappy date you went on last night.

funny letters of disappointment from women to the guys they've dated | thumbnail includes two letters - Dear Jason, Thank you for picking your nose and eating it in front of me. I can't imagine what you do in private. Disgusted, Bernadette | Tom, My favorite memory is homeless man had guilt into opening car door can't believe lost out on such gentleman. Best Bettina
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