Funny and Unexpected Dating Mishaps

Dating can be an exciting adventure filled with laughter and the possibility of a meaningful connection. But as anyone who has been on many dates knows, not all of them turn into fairy-tale romances. In fact, some dates can be downright cringe-worthy and leave us wishing for a quick exit. Let’s take a look at some funny and unexpected dating mishaps that people have experienced.

1. Thank God It’s Over
A woman shared her horrible dating experience on Reddit. On their first date, her partner dominated the conversation for an entire hour, complaining about every aspect of his life without giving her a chance to speak. Feeling frustrated, she excused herself to the restroom and decided to drive home instead.

Things didn’t get any better when they were seated at a restaurant. He arrogantly ordered her food and ended up spilling juice on himself, all while criticizing the staff and asserting the superiority of his home country. The evening continued with him expressing his desire to become a manager and fire anyone he deemed incompetent. When the check arrived, she suggested splitting it, but he yelled at her. She left money on the table and walked away.

To avoid causing a scene, she reluctantly allowed him to walk her home. The walk was filled with awkward silence, and when they reached her front door, he tried to force himself on her. She pushed him away, threw money at him, and firmly told him to leave. After the incident, she shared the story with his family, who cut off contact with her.

2. Making the Exit
A Reddit user went on a date with someone who insisted on dining at an expensive restaurant. Throughout the meal, the person remained glued to their phone, taking calls and responding to texts. The waitress noticed this and discreetly offered separate bills. The user took the opportunity and settled their portion of the bill before leaving.

3. A Kiss for Two
At 18 years old, a man in the Air Force went on a date set up by his roommate. The group decided to watch a movie, and his date surprised everyone by bringing a giant stuffed rabbit named Pebbles. After the movie, they went for ice cream and drove to his date’s cousin’s home. As they reached the door, his date suggested that he not only kiss her but also Pebbles to avoid any potential jealousy. Despite the quirkiness of the situation, he obliged and kissed both.

4. Calling It Quits
A man was set up on a blind date by a friend. However, when they met at the theater, he realized that his date looked nothing like her online photos. To make matters worse, she introduced him to her parents and nine-year-old brother, who joined them for the movie. Throughout the film, the brother continuously kicked the back of the man’s seat. Unable to endure the situation any longer, he excused himself to the restroom and decided to drive home instead.

5. A Baffling Request
During a first date at the London Zoo, a woman was surprised when her date asked her to cover her own ticket. She agreed, and he pulled out a two-for-one voucher, allowing himself to enter for free while she paid for her own ticket. Quite a baffling move, to say the least.

6. A Major Turn Off
While having dinner with a man, a woman noticed his wedding ring accidentally slip out of his pocket when he reached for his wallet. Disgusted by the situation, she immediately threw some cash on the table and decided to walk home. It was a rare occasion where circumstances were too repulsive for her to have an appetite.

Related Posts

He Went on Vacation Without Me—So I Sent Him a Shocking Reminder

When my husband Keith told me he was going on vacation with his parents—without asking me—I was shocked. Our newborn, Lily, was just 12 weeks old, and…

The Shocking Discovery: My Wife Locked in the Cellar After My Business Trip

When Michael returned home early from a business trip, he expected a joyful reunion but found the house empty and silent. After searching, he heard his wife…

She Was a Hollywood Beauty in the 60s

Producers quickly took notice of the radiant newcomer, but behind Claudia Cardinale’s poised image was a painful secret—she was pregnant after a violent assault by an older…

10 Things About You That Will Change When You Lose Your Parents

Losing a parent is a deeply painful and transformative experience, no matter your age or the nature of your relationship with them. It’s a shared human experience…

My Elderly Neighbor Helped Me Unpack — Her Hidden Note Made Me Flee the House

After a difficult divorce, Phoebe moves into a quiet little house on Maple Street with her 6-year-old daughter, Lily. Eager for a fresh start, she’s immediately welcomed…

After 47 Years Together, He Left — Now He’s on His Knees Begging Her Back

After 47 years of marriage, John told his wife Nicky he wanted a divorce and a “fair share” so he could live like a free man with…