People Share Their Dating Experiences That Went Horribly Wrong

Some dates are laden with moments so cringe-worthy that the desire to end them arises before they even commence. The following accounts delve into dating escapades that veered sharply into the worst imaginable scenarios. In life, few experiences rival the thrill of a promising date—the anticipation, the laughter, the possibility of a connection that transcends the ordinary. But, as anyone who’s been on many dates knows, not all of them turn into fairy-tale romances.

Despite hoping for magic and sparks, some dates turn into awkward and cringe-worthy stories that make us wish for a quick exit, much like the following funny and unexpected dating mishaps. A woman recounted her horrible dating experience on Reddit. On their first date, they opted for a stroll, but her date dominated the conversation for a solid hour, airing complaints about every facet of his life without allowing any input.

Seated at a restaurant, he presumptuously ordered her food and, dismissive of the bartender’s warning about difficult-to-open caps, ended up spilling juice on himself. His arrogance surfaced as he criticized the staff, asserting the superiority of his home country. He continued his tirade about the perceived incompetence despite her discomfort in a restaurant she frequently visited.

As the evening unfolded, the man vocalized his intentions to become a manager and fire people he deemed incompetent. When the check arrived, the woman proposed splitting it, considering his earlier discussions about money issues. In response, he yelled at her. She left money on the table and walked away, but he persisted in ranting about his country’s supposed superiority. In an attempt to avoid a scene, she agreed to let him walk her home when he kept insisting. The walk was marred by awkward silence, and upon reaching her front door, he attempted to force himself on her with the excuse that she owed him.

She resisted, pushing him away and throwing additional money at him, declaring their interaction over. Safely inside, she sent him a stern text threatening police involvement if he didn’t leave. The next day, faced with the audacity of his aunt, who lived nearby, she recounted the disastrous date and asserted that his family should have “raised him better.” Following this incident, the family never spoke to her again, which she didn’t mind. In response to inquiries about his country, she clarified that he was from Serbia, emphasizing that his behavior stemmed from personal shortcomings and insecurities rather than being reflective of his nationality.

A Reddit user recalled his first date with a girl who insisted on dining at an exceptionally pricey restaurant, where she ordered a $25 appetizer, a $45 steak, and a $15 drink. Throughout the meal, she remained glued to her phone, incessantly taking calls and responding to texts. Observing this, the waitress discreetly signaled him. He excused himself, and the waitress offered to prepare separate bills. 

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