Topic: Relationship and Dating Fails | |
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We all love sharing our relationship wins, but what about those epic dating fails that had us laughing (or crying) later? I'm talking about:
That time you spent an hour getting ready for a date that was actually next week showing up to the wrong restaurant and waiting 30 minutes before realizing Accidentally calling your date by your ex's name (yikes!) Sending a flirty text meant for your crush... to your mom That awkward moment when you wave at someone you think is your date but it's a complete stranger Spending the entire dinner with spinach in your teeth and nobody telling you Using a pickup line you thought was smooth but made them visibly cringe My latest embarrassment: I spent 10 minutes talking to someone on a dating app thinking they were someone completely different because I mixed up conversations. The confusion was REAL! 🤦♀️ What's your most memorable dating fail or funny moment? Bonus points if it happened on the first date! Let's laugh about our shared struggles in the romance department. Sometimes the fails make the best stories and help us find someone who can laugh WITH us instead of AT us! Drop yours below we all need a good laugh! |
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For short term failures:
I was living in the country and setup on a blind date. The girl said that to date her I would have to move to New Jersey. I responded with, "Isn't New Jersey the chemical pollution state?", 5 minutes into the date. End of date. I was told to get a second date, I would have to agree to marry them. NO second date. Happen twice. At the end of a first date, the girl told me that her daughter gets highest priority, followed by her, and my job was to work hard and supply money for them. No second date. |
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Suppose to show up to GF's house at 4.
That morning I had some very minor DYI electrical work to do. Being safety minded I of course shut off the power. A trip to the hardware store and some time later, job done, power on. 3:30 GF calls; "WTF are you!!!!!????" "Sweety it's only 3:30. I'm just now leaving" "It's 5:30 you idiot!!!!" Oh right. Clock runs on electricity. |
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Edited by
Ess
on
Fri 09/05/25 08:45 AM
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That's hilarious! You were being so responsible with the electrical safety but completely forgot that clocks need power too. The mental image of you confidently checking a dead clock all day is perfect. Classic case of doing everything right except for that one crucial detail. Did she eventually see the humor in it?
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That's quite a string of memorable first dates! The New Jersey comment definitely sounds like one of those moments where honesty and timing don't mix well though to be fair, asking someone to move states on a first date is pretty intense too.
The "agree to marry for a second date" situation is wild. That's basically skipping the entire getting-to-know-you phase and jumping straight to life commitments. I can see why that would be a hard pass. The last one with the very explicit financial arrangement laid out so bluntly is something else entirely. At least she was upfront about expectations, I suppose? Though framing it as "your job is to work and supply money" is pretty transactional for what's supposed to be a romantic connection. It sounds like you dodged some bullets there, even if the delivery on that New Jersey comment might have been a bit too direct for the moment. Dating can definitely bring out some unexpected conversations and reveals about what people are really looking for. |
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That's hilarious! You were being so responsible with the electrical safety but completely forgot that clocks need power too. The mental image of you confidently checking a dead clock all day is perfect. Classic case of doing everything right except for that one crucial detail. Did she eventually see the humor in it? Not really. I believe in the back of her mind she always thought I was either napping or watching the ball game. The relationship ended not long afterwards. |
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