Dating can be an exciting venture, full of anticipation and the hope of making new connections.
But sometimes what starts out as a promising meeting quickly turns into a nightmare. From awkward silences to shocking revelations, some dates leave a lasting impression for all the wrong reasons.
Have you ever found yourself trapped in a terrifying situation with no way out? If not, you’re about to read about a few dating experiences that went from bad to worse, with moments so bizarre and awkward that they leave you wondering:
how did things go wrong so quickly? Get ready for an unforgettable date disaster that might make you think twice about going on another date!
Some meetings are so uncomfortable and cringe-worthy that you have the urge to leave before they even start. The following stories delve into dating experiences that resulted in utter disaster.
Dating often comes with an exciting sense of anticipation—hope for a real connection, a shared laugh, and maybe something more. However, as anyone who has been on multiple dates knows, not all of them lead to happy endings.
While some dates turn into magical stories, others degenerate into embarrassing and regrettable moments that make us want to run away quickly. The following accidents are perfect examples of dating going really wrong.
1 Thank God it’s over
A woman shared her disastrous first date on Reddit. They started walking, but her date monopolized the conversation for over an hour, complaining about everything in his life and not giving her a chance to contribute.
He ended up claiming he went to the bathroom but drove home instead. He rudely ordered her food at the restaurant and, despite the bartender’s warning about the hard-to-open juice caps, ended up spilling it all over. He then criticized the staff and started making excuses about how his home country was better.
His complaints didn’t stop there – he even mentioned that he wanted to become a manager so he could fire anyone he deemed “incompetent”. When the bill came, the woman suggested splitting it because of his previous conversations about money. He responded by yelling at her.
She paid her share and left, but he continued to ramble on about the size of his land. In an attempt to avoid confrontation, she allowed him to walk her home. An awkward silence marred the walk, and when they reached her front door he tried to force himself on her, saying she “owed” him. She resolutely rejected him, pushed him away, and threw money at him. She later sent him a text warning him to leave or face police action.
The next day, after talking to his abusive aunt, she called his family for not teaching him better. They never spoke again, which she was more than happy about.
When asked about his nationality, she specified that he was from Serbia and emphasized that his actions reflected his personal problems, not his country’s culture.
2. A quick escape
A Reddit user recounted his first date with a girl who insisted on going to a very expensive restaurant. She ordered a $25 entree, a $45 steak, and a $15 drink, all glued to her phone, constantly on the phone and texting.
The waitress gave him a gentle hint and he decided to apologize. The waitress offered to prepare separate bills, which he happily accepted. After paying his share, he immediately left and went home.
3. A kiss for two
At 18, an Air Force man went on a date arranged by his roommate with his girlfriend’s cousin. The group went to the movies where his date surprised everyone by bringing a giant blue rabbit instead of a small toy the size of a keychain.
She explained that the oversized stuffed animal was her comfort during movies, even when they were watching comedies. After the movie, they had ice cream and then went to her cousin’s house.
At the door, she asked him to kiss not only hr but also a big stuffed rabbit named Pebbles so he wouldn’t get jealous. Although confused, he kissed Pebbles and described her as very attractive but undeniably quirky.
4. It’s called night
A man got together with a woman on a blind date arranged by a friend. When they met at the theater, he was shocked to find that he looked nothing like her pictures. Worse, she introduced him to her parents and nine-year-old brother, who joined them in “Gnomeo and Juliet.”
The situation became more awkward as her brother relentlessly kicked the back of the seat. After 20 minutes, he excused himself and went home, calling the date a failure.
5. Special request
A woman shared the story of her first date at London Zoo on Twitter. Upon arrival, her date asked her to pay for her own plane ticket. She agreed and he then handed her a two-for-one voucher that allowed him free entry while she paid for her own ticket.
6. Big turnaround
During a dinner date, a woman watched in disgust as her date’s wedding ring accidentally slipped out of his pocket as he reached for his wallet. She quickly threw the money on the table and went home, feeling so out of sorts that she couldn’t even finish her meal.
7 wWhereis bill
A man shared his experience with a woman on their first date who casually mentioned that she was already engaged but wasn’t sure if her fiance was “the one.” She planned to go on a few more dates to see if her feelings had changed. He quickly asked for the check and left the date, feeling completely taken aback.
Have you ever had a date go horribly wrong? Check out another story about a man who met a girl on a dating site, but their first date turned into a nightmare.
Dating can often be a roller coaster of emotions, full of unexpected twists and turns. While some experiences lead to lasting connections, others can quickly turn into unpleasant or downright disastrous situations. The stories shared here highlight the variety of awkward, funny, and disturbing moments that can occur when two people try to navigate the world of romance.
Whether it’s a date filled with one-sided complaints, bizarre requests, or shocking revelations, these mishaps serve as a reminder that not every date goes as planned. After all, sometimes it’s the worst data that creates the best stories later.