We’ve all had those awkward dates where the spark just isn’t there. Whether it’s a lack of chemistry, mismatched interests, or stilted conversations, these mediocre outings can leave us longing for the comfort of our couch and a binge-watch of our favorite series. But nothing compares to the sheer nightmare of a date gone terribly wrong—the kind that makes you question whether the person across from you has ever been on a date before. As a single mom re-entering the dating scene after nearly two decades, I found comfort in hearing about others’ disastrous experiences. Let’s explore some of these cringe-worthy tales, shall we?
Mark’s Misadventure
“I drove over an hour to meet a guy I met online,” shared a 40-year-old named Mark. “When I arrived at the bar, I discovered she had just separated a few days prior. Her friends were watching from the bar, and she kept checking in with them. By the end of the night, she tried to pay the tab for all the extra drinks she ordered, only to find her credit card declined. What a mess!” Despite being a gentleman and covering the bill, Mark learned that honesty is key in dating.
Sarah’s Shocking Revelation
Then there was Sarah, who had her own shocking revelation. “I met a guy online who seemed nice. When we met, he confessed he had false teeth and jokingly said it meant he could give ‘good face rides.’ I never understood why he never heard from me again.” False teeth and “face rides” definitely don’t belong in the same conversation. But just when you think things couldn’t get worse, we have Lisa’s story:
Lisa’s Escape
“I met a guy on a dating site and we went for drinks. He kept disappearing to the bathroom, and after a while, a guy sitting next to us told me he was doing cocaine. He offered to help me escape. I took him up on it and never looked back.” If that’s not a red flag, I don’t know what is.
Rebecca’s Emotional Catastrophe
What’s worse: a date doing drugs in the bathroom or an emotional catastrophe? The latter was the case for Rebecca when she recalled, “I was set up with a divorced guy at 18, and he spent the whole night talking about his ex-wife and kids. The drive home was painfully long, and just as I hoped he wouldn’t try to kiss me, he pulled me in for an emotional hug and started sobbing about not being ready for a new relationship. It was agonizing!”
Anna’s Tinder Nightmare
Another eye-opener came from Anna’s experience. “I went to a brewery with a Tinder match, but he ignored me the entire time while hanging out with his friends. When I told him I needed to leave to grab food, he called me a ‘Tinder Nightmare.’ I even left my favorite purse in his car, and he never returned it.” Talk about adding insult to injury.
Kristy’s Shocking Moment
Kristy had a particularly shocking moment when she went out with a resident doctor. “We had a great time, but when I texted him about items he left at my place, his wife reached out to tell me he was married. That was a real low point.”
Robin’s Jaw-Dropping Date
Robin’s tale was equally jaw-dropping. “I went on a date with a guy who had been on Ashley Madison, got someone pregnant while still married, and then told me his ex was dating a bank robber. That was our first date!”
Jenna’s Frustrating Encounter
But perhaps the most frustrating encounter came from Jenna. “I met a guy for coffee after chatting online, but when I walked in, he took one look at me and said he had to leave. When I asked if it was my appearance, he just said, ‘yup’ and walked out.” I can’t imagine how he’s faring in the dating world now.
Meg’s Bizarre Moment
Meg had her share of bizarre moments too. “After chatting for a week, I picked him up, and he hopped in my car with filthy jeans and manure on his shoes from working with goats. I’m an animal lover, but that was too much.”
If you have your own horror stories, we’d love to hear them.
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In summary, dating can sometimes lead to eye-popping experiences that teach us invaluable lessons about honesty and setting boundaries. Sharing these stories not only brings humor in hindsight but also helps us navigate the dating world with a bit more awareness.