25 Worst First Dates: Nightmare Stories That Make Yours Seem Like a Fairytale

Roy

2 years ago

Worst first date stories

Imagine a world where romance is not just a walk in the park but more like a treacherous hike up a mountain of cringe. Welcome to the theater of romantic catastrophe, where candlelit dinners play second fiddle to impending doom. In the grand saga of worst first-date stories, users have taken to Twitter with tales that could make Shakespeare himself blush. Get ready for a rollercoaster ride through the absurd, the cringe-worthy, and the downright bizarre. Because when it comes to love, forget the fairy tales; these stories are more like tragicomedies with a generous dose of slapstick.

Take a plunge into the dating abyss with our photo collection, capturing the essence of these disastrous first-date tales. Witness the fashion faux pas that could outshine a clown convention and culinary chaos that leaves Gordon Ramsay speechless. Each photo is a vivid snapshot of the chaos that is modern dating—because who needs love without a side of awkward hilarity? Get ready to cringe so hard you might reconsider your own relationship status.

Worst first date stories A date he suggested we go on and then he "forgot" his wallet so I had to pay for everything, even the parking ticket
Worst first date stories We got our food sat down at the table together I went to go wash my hands. Came back to find out that she took a bite of my food. It was the first date? What are you doing?
Worst first date stories Came to pick me &his dog was papassenger seat & he asked me to sit in the back l opted to drive my car then whole date he was talking to the dog in baby language & when he'd talkto me it was about dog.I told him he already had a b h in his life there was no room for me & left
Actually no, the worst date I went on was actually a really good date. Like really good. We went back to his car to talk for a bit and i see a picture of him and his girl on a lanyard and I ask about the girl. He looks me dead in my face and says it's my dead twin brother.
Worst first date stories We went to ocean basket, he ate his own food and proceeded to eat mine
Worst first date stories Took her to the cinema, hun was loud af, reacting to EVERYTHING!!. shouting, cheering, clapping... screaming "baleka!" It was like how your grandma used to react to wrestling. At some point I looked around & everybody was looking at us
I time I went on a date to the movies and I got calories shamed for trying to order popcorn then he order gummies and was trying to hand feed me and got mad when I told him I could feed myself
She came with her 'boy best friend'
Worst date you've been to?
First date. Guy kept GRABBING my stomach saying that's where his baby would be. He was talking about moving into my house, where his stuff would go, that he was going to marry me etc. I got on a random stopped bus and asked the driver to please just drive
On our first date he showed up with his 2kids, didn't tell me he had kids. They were not well behaved at all f shouting and running everywhere © I also ran but away
The guy kept linking EVERYTHING to astrology and then casually mentioned how he kinda tried to murder his ex-wife
She couldn't swim, didn't mention it but came anyway. She jumped into the deep end and almost drowned. While they were resuscitating her, i kept imagining myself in prison colours.
The date was okay but afterwards he threatened to call the police on me cause I wouldn't sleep with him + he sat camped out in front of my house for like an hour, than obessesively texted paragraphs the next day. This man was 48 years old btw.
He stole my phones
He kept trying to kiss me even though he would constantly bump his front teeth into mine. As he kissed me the FINAL time his literal front tooth got knocked off and it fell into my mouth. As if he couldn't feel it he kept kissing me and I just spat his tooth out and lef
His mom drove him to the restaurant and his ex-wife had to bring him money to pay his check because he left his wallet in his mom's purse, in her car. He was 31.
he asked me for gas $ to get back home lol

Congratulations on surviving the first-date calamities! Did you find comfort in the collective miseries of others, or did you exit the experience with a newfound appreciation for your own dating escapades? The user experience was a journey through a minefield of romantic comedy, leaving you with a chuckle, a sigh of relief, and possibly a decision to never let a date involve interpretative dance with flamingos.

As you bid adieu to the dating disaster zone, why not venture further into the realms of love and relationships? Our curated collection of articles awaits, providing insights into the hilarious side of romance, from awkward introductions that make you question the concept of first impressions to matrimonial misadventures that redefine the phrase "for better or for worse." The journey through the complexities of love is endless, and in this realm, laughter is your most reliable companion. Dive in, and may your love life be forever accompanied by the sound of joyous laughter.

Roy

Roy R., Chief Meme Curator Roy founded Thunder Dungeon in 2012 and has since guided its growth into a 2.5 million‑strong community of meme enthusiasts. With over a decade of digital‑media experience and a nose for viral humor, Roy oversees content strategy, ensuring every post is both hilarious and high‑quality

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