People Share Their Dating Disasters That Went Terribly Wrong 😅

Dating can be exciting—full of potential for chemistry, laughter, and maybe even love. But for every fairy tale beginning, there’s a cringe-worthy story waiting to be told. Below are real-life dating nightmares shared by people whose romantic outings went downhill fast:

1. “Thank God That’s Over”
A woman shared her nightmare first date on Reddit. It started with a walk where the man complained non-stop for an hour, dominating the conversation. Things got worse at dinner. He ordered for her without asking, spilled juice on himself while ignoring the bartender’s warning, and loudly criticized the restaurant staff while bragging about how superior his country was.

He ranted about wanting to fire people when he became a manager, and when the check arrived, he yelled at her for suggesting they split the bill. She left money and walked away, but he insisted on walking her home—only to try and force himself on her at her door, saying she “owed” him. She pushed him away, threw more money at him, and warned him by text that she would call the police if he didn’t leave. The next day, his aunt tried confronting her about the situation, but she stood her ground and never spoke to the family again.

2. “Making the Exit”
A man recalled a date with a woman who insisted on an upscale restaurant, then ordered a $25 appetizer, a $45 steak, and a $15 drink—while texting and taking calls all through dinner. Thankfully, the waitress discreetly suggested separate checks. He paid for his meal and left.

3. “A Kiss for Two”
At 18, a man in the Air Force was set up with his roommate’s girlfriend’s cousin. She brought a massive stuffed blue rabbit named Pebbles to a comedy movie, claiming it comforted her. After the movie, she asked him to kiss both her and Pebbles to avoid the rabbit getting “jealous.” He complied—she was cute, if a bit unusual.

4. “Family First (Too Soon)”
A man went on a blind date set up by a friend. She looked nothing like her Myspace photos and, to his shock, brought her parents and 9-year-old brother to the movie. The brother kicked his seat for 20 minutes. He finally excused himself “to the restroom” and left.

5. “Zoo Date Gone Wrong”
A woman tweeted about a date to the London Zoo. Her date asked if she could pay her own way—then pulled out a 2-for-1 coupon, getting himself in for free while she still had to pay full price.

6. “Wedding Ring Slip-Up”
While on a dinner date, a man dropped his wedding ring from his pocket while reaching for his wallet. The woman was so disgusted by the situation that she threw down some cash and walked out, losing her appetite in the process.

7. “Already Engaged, But…”
On a first date, a woman casually confessed to being engaged—just not totally sold on her fiancé. She wanted to date around to “see if she changed her mind.” The guy quickly asked for the check and left.

Ever been on a date that went hilariously or horribly wrong?
Share your story—you’re not alone in the awkward world of dating disasters!