Four First Date Fails That Went Hilariously Wrong
First dates are full of potential, but sometimes they take unexpected turns. These real-life stories highlight some of the most awkward, bizarre, and even dangerous first dates, along with a few heroes who stepped in to save the day. Here are four dates that went from awkward to unforgettable.
1) The Waitress with Perfect Timing
Imagine sitting across from your date, ready to make a connection, only to find them glued to their phone. That’s what happened to one man who took his date to a fancy restaurant, only to watch her order a pricey meal—a $25 appetizer, a $45 steak, and a $15 cocktail—while ignoring him entirely in favor of her phone. Constantly texting and taking calls, she left him feeling like a third wheel at his own date.
Luckily, a perceptive waitress noticed the situation and came to his rescue. She motioned for him to step away, and when he did, she presented him with two separate bills and quietly asked if he wanted to pay only for his own meal and leave. Relieved, he took her up on the offer, escaping what could have been a painfully expensive and awkward evening. Sometimes, it’s the kindness of strangers that helps us dodge a bullet!
2) Dodgeball Disaster
Some dates start off with good intentions but quickly go off the rails, like the woman who agreed to join her date and his friends for a game of dodgeball. Although he paid more attention to his friends than her, she tried to make the best of it—until things took a strange and embarrassing turn. Before the game began, her date grabbed a dodgeball, aimed it at her, and threw it while yelling, “Wham, bam, right in the clam!”
Shocked and humiliated, she immediately turned to her friend, who had accompanied her, and suggested they leave. The pair exited without looking back, later receiving a series of texts from her date accusing her of being “immature.” She had zero regrets about her decision to cut the date short.
3) The Stalker Escape
For one woman, a promising date turned frightening within minutes. Just ten minutes into the evening, her date began making inappropriate sexual comments and even joked about following her home if she rejected him. Sensing the conversation had crossed into dangerous territory, she felt a surge of panic.
Fortunately, a watchful bartender noticed her discomfort and stepped in. He offered her a discreet escape route through the back door, allowing her to avoid what could have been a very unsafe situation. This story serves as a reminder to trust your instincts, especially when things take an uncomfortable or potentially harmful turn.
4) Drunk at Lunch
Not all awkward dates happen at night. One man set up a seemingly safe lunch date for 1 p.m., only to arrive and discover that his date was already heavily intoxicated. Slurring her words, she even invited him back to her place, mentioning that her two-year-old son “wouldn’t notice.” Realizing this was not the kind of situation he wanted to be involved in, he called her a cab and made his own exit, escaping what could have turned into a chaotic afternoon.
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