Skip to content
Search AI Powered

Latest Stories

People Share Their Biggest 'WTF?!' Moments From A First Date

A man and a woman sitting at a table and drinking coffee
man in gray suit jacket sitting on black chair beside brown and white dog
Photo by Chewy on Unsplash

Reddit user I_like_maps asked: "What's the biggest 'wtf?!' moment that you've had a on a first date?"

Make us preferred on Google

At the end of a first date, it is often fairly clear whether or not there will be a second date.

Sometimes it's just clear that the chemistry just isn't there.


Other times, things might be going well, but then things get derailed by the end of the night owing to one, unfortunate thing your date said or did.

On some rarer occasions, however, some dates are so bizarre and unfortunate, that they simply leave you asking... "what the f*ck?"

Redditor I_like_maps was curious to hear about moments people had during first dates that left them asking that very question, leading them to ask:

"What's the biggest 'wtf?!' moment that you've had a on a first date?"

Take The Win When You Can...

"I travel often to Boston (about a 2 hour drive), so while I was in the area I matched with this girl and we hit it off."

"Unfortunately our schedules didn’t match up and I didn’t have a chance to meet her, but we made plans to go to a concert together in Boston the following week."

"We spent the week texting, calling, FaceTiming, I had a hotel booked and a place to meet up, and I texted her as I was leaving my place to go up to Boston."

"She says 'Okay! I can’t wait to see you!'"

"And then I’m on my way."

"After about 3 hours of driving (due to traffic) I get to the venue a little early and text her that I’m there and wait to go in."

"No response for 30 minutes, I assume she’s on her way."

"I get inside, grab a drink and just relax, and that’s when I text her again."

"She responds, telling me she’s been inside and actually had a good spot on the floor and asked me to head over."

"I get there and she’s with a guy, and starts apologizing immediately. Apparently within the 3 hours it took to drive to Boston, she matched with another guy on Tinder who was also going to the concert, and decided that they were going to go together instead, but 'I could hang out with them during the concert if I wanted to'."

"I politely declined, she tried reaching back out later the next day asking if I still wanted to meet up, but I just didn’t have it in me."

"The concert was fantastic though!"- Psycho-Engineer

None Of Your Business.

"I went on one date with a girl via the dating apps."

"We got dinner and drinks, and it was going well until she asked to see my work email."

"She said that she loved to see her friends and families work emails as it provides valuable insight on their lives."

"I was working for a judge at the time and everything was strictly confidential so I told her 'no'."

"She got in a big tiff about it saying that it was no big deal, and everyone she's asked has done it, and kept asserting that I show her my emails."

"I quickly paid for dinner and we left shortly thereafter."- mende2032

Is This A Test?

"Went out on a date with a girl."

"Went pretty OK."

"A few days later, she texts me saying she is planning on taking a high paying job in New York."

"Having only gone on a single date, I said she should definitely take it, and I wish her luck."

"She responds by politely asking me never to text again."

"Found out from a friend that she didn't actually move."

"Apparently, she does this all the time."- BW_Bird

new york love GIFGiphy

A Mere Toy In A Grand Plan...

"I was working in a bar when a customer asked me out for a few drinks."

"I knew her vaguely as she was a regular."

"I said yes, though I should have suspected something was wrong."

"She was a stunner."

"Me? "

"Not so much."

"So, we meet and have a laugh and it's all going great."

"We go see a band in a local place."

"When we get there she pushed towards the front dragging me with her."

"She danced on me, and grabs my hands to grip her waist as she writhed."

"Then I saw the lead singer of the band and recognized him as I'd seen her with loads of times at the bar."

"Yeah, it was her ex-boyfriend and I was just there to make him jealous."- SpinyNormanDinsdale

Sometimes They Do Have Happy Endings...

"Went to pick up a girl at her apartment."

"She went to the kitchen to open a bottle of wine, and I heard a crash and a hod awful moan."

"I go to the kitchen, and she is having a Grand Mal epileptic seizure on the floor."

"I picked her up and carried her to the couch and held onto her until the seizure passed."

"Seemed like 15 -20 minutes."

"After she was embarrassed and exhausted."

"She fell asleep with her head in my lap."

"Later I took her to her bedroom and left."

"Very sweet girl."

"We dated for several more months after that."- Texas-flood55

Literally Not The Girl He Thought She Was...

"I was talking to a girl I met at a convention."

"We decided to meet up for a date."

"Showed up and it wasn't the girl I'd given my number to."

"That girl gave my number to her friend, and I'd been talking to this other girl."

"I don't know if you'd call it 'catfishing' but it certainly freaked me out."

"I stayed and ate dinner with her, then left and blocked her number."- StoleUrGf

Guardians Of The Galaxy Rocket GIF by MarvelGiphy

Sometimes You Wish There WASN'T A Second Date...

"Met a girl in a cafe, agreed to drink later that week."

"Day came she didn't respond."

"Whatever."

"Later, she reached out to me again saying she lost her phone, and we started dating."

"After a month, she told me actually the day we originally agreed to a first date she was in jail for breaking into her ex’s apartment."- joyofresh

When You Wish It Was IBS...

"I went to a nice restaurant with a guy I met on Tinder."

"He went to the bathroom three times."

"The next time we met up, I hung out with him at his house and he told me that he loved drugs and was doing it in the bathroom every time he went during our date."

"I ghosted him afterwards."- jellyfish_candyland

See Ya Adele GIF by E!Giphy

Talk About Moving Too Fast

"First Date with a woman about 7-8 years older than me."

"Convo was going fine at Applebees, but then she asked me if I wanted to go half on a baby."

"Then she told me her clock is ticking, and she wants a kid with me."

"Needless to say, that was the only date."- DatboyTeedy

They're Everywhere...

"I met someone at my job who I thought I had a connection with, and after she left the company, she invited me to go out with her."

"By 'invited me out', I of course mean that we went out and I paid for the meal because that's how life works."

"We're talking, things are going well, and it's all just normal stuff that didn't trigger any red flags."

"When we finish, she asks if I want to come back to her place for a bit."

"Now honestly I was not expecting relations on the first date, but I'm figuring this is a really good sign that maybe I'd been more charming than I thought."

"So we go back to her apartment, she invites me to sit, then she casually brings the conversation around to talking about how she'd been having some health issues before but had found some great products through a friend from Herbalife."

"And I swear to god it was somehow the most natural conversation despite how awkward I'm making it sound."

"Me being an awkward dude, I'm just nodding along as she talks about all of the products Herbalife makes and how her life is so much better since she started using their vitamins, and then she tells me that she even now sells for them herself because she was so impressed."

"Now the red flag pops up."

"She shows me a flyer and tells me she can help me get a discount on some things if I wanted to try it myself."

"Then she says I could get even better discounts if I marketed the products myself, and how I could earn passive income because if I recruited others who were making sales, I'd get a portion of the revenue."

"I'm like, 'Oh heck, I have to do that thing that's super important', take a flyer, then flee."

"From there, I basically ghosted her completely."

"Turns out she'd also tried to recruit a couple of other people at work, and they had a field day making fun of me."

"I say Herbalife, but I can't remember if it was that or Metabolife."- BrewertonFats

Taste In Food Can Be A Dealbreaker

"Took me back to her place asked me if I wanted a snack, brought out two fully rotten black bananas and two spoons cracked hers open and started going to town on the compost banana goo kept looking up at me like expecting me to do the same."- Apprehensive_Flan883

Despicable Me Banana GIFGiphy

Explains That Weird Hissing Sound...

"Went out on a date."

"At the end we started making out."

"Something felt weird on my ear."

"I pulled back and saw a snake sticking out of the sleeve of her sweater."

"It was her pet snake."

"It had been in there the whole time."- korar67

You Think You Know Someone

"Two of my top wtf moments happened on the same first date."

"Had a mediocre date at a small patio bar."

"He ordered an entire pitcher of sangria for himself while I had a beer."

"I switched to drinking soda after the beer once I realized he was going a little too deep on the drinking."

"As we are leaving, he projectile vomited partially on the hostess stand, most of it landing along a busy sidewalk."

"He also gets a fair bit on his shirt."

"I was worried about him in his current state, and I offered to give him a ride home."

"While walking to my car, he takes off his shirt and asks, 'You wanna touch?' which I politely decline."

"We get to my car, and I start to bring him home."

"He starts to talk about his hobby of knife collecting, mentioning that he has a couple on him right now."

"As we get closer to his house, he sees a couple of kids that look Middle Eastern and says, 'I f*cking hate all these sand [N-words] ruining my home'."

"I stopped the car about a block from his drop-off and asked him to leave."

"He scoffs and says to pull up a bit further, to which I tell him that this is as far as we go."

"Luckily, he leaves, and I head home."

"There was not a second date."- PolarMarsh

Did They Miss That She Said She Was Married?

"In the first paragraph of dialogue interacting, she conveys she just got out of jail, was married, and had kids."

"Didn't know any of that going in LMFAO."

"Was supposed to be a night walk in the park."

"Smoked and chatted a little."

"It was in fact, not a walk in the park."

"Husband called 3 times during the hour date, and she had to go because of it, apparently."

"Felt like a David Lynch directed 'Always Sunny' sketch."- Subject_Sherbet1684

Twin Peaks Finale GIF by Twin Peaks on ShowtimeGiphy

Bad dates are never fun when you're in the middle of one.

However, with the passage of time comes the happy realization that you now have a story that never gets old.

More from Trending

Pete Hegseth; Gavin Newsom
Chip Somodevilla/Getty Images; Jim Watson/AFP via Getty Images

Pete Hegseth Just Threw Out A Bunch Of Absurd Slurs While Talking About Transforming The Military—And Gavin Newsom Clapped Back Hard

California Governor Gavin Newsom mocked Defense Secretary Pete Hegseth after Hegseth delivered a slur-filled speech about who he's trying to bar from U.S. military service.

Speaking at U.S. Marine Corps Base Quantico in Virginia, Hegseth claimed that the Trump administration's cultural reimagining of the nation's armed forces has been a grand success. But, as evidenced by what he told those in attendance, this "success" was only possible because the Department of Defense has made no secret of excluding certain groups.

Keep ReadingShow less
Tom Holland; Florence Pugh
Jeff Spicer/ Getty Images for Sony Pictures; NBC

Florence Pugh Revealed That Tom Holland Is The Reason She Appears In 'Spider-Man: Brand New Day'—And We Love To See It

Florence Pugh has built a career on scene-stealing performances, but her latest Marvel appearance came with one particularly flattering endorsement: Spider-Man himself.

While promoting her latest historical drama, East of Eden, Pugh stopped by The Tonight Show Starring Jimmy Fallon, where she was asked about her surprise appearance as Yelena Belova in Spider-Man: Brand New Day.

Keep ReadingShow less
Screenshots from @kelsgordon's TikTok video
@kelsgordon/TikTok

Woman Reveals The Fallout After She Caught Her Sister's Fiancé Cheating Just 2 Hours Before Their Wedding

Some people would rather live in a state of oblivion than know the truth.

TikToker @kelsgordon realized her sister was one of those people when she discovered, just two hours before her sister's wedding, that her sister's fiancé had a whole other romantic relationship in the works—and she intended to go ahead with the wedding anyway.

Keep ReadingShow less
Screenshots from @maddieogle10's TikTok
@maddieogle10/TikTok

Woman Shares The Biggest 'Red Flags' That A Friendship Is Ending—And TikTokers Are Sounding Off

Most of us have experienced a friendship coming to an end, and while it sometimes comes as a surprise, we can usually look back and see some signs that the end was near.

TikToker @maddieogle10, for example, believes that it's obvious that a friendship is coming to an end when something starts to feel off or like the friend is losing interest.

Keep ReadingShow less
Conservative political activist Peter Thiel arrives on the red carpet for the Axel Springer Award in Berlin.
Tobias SCHWARZ / AFP via Getty Images

Tech Billionaire Goes Viral For Bonkers Claim That Being Evil Can Actually Be 'Kind Of Good' In Cringey Viral Clip

While everyday Americans are watching the cost of seemingly everything eat away at their bank accounts, the billionaire class continues operating in an entirely different financial multiverse.

Now, tech billionaire Peter Thiel has apparently found another luxury afforded by extreme wealth: redefining whether “evil” might actually be a good thing. The eyebrow-raising philosophy came during a September 2026 appearance on MD Meets, where Thiel sat down with fellow billionaire Mathias Döpfner.

Keep ReadingShow less