Have you ever been on a first date where you genuinely couldn't tell if the other person was messing with you?! Colin says his date with Paige was amazing... except for one VERY unusual thing she brought along. The more uncomfortable he got, the further Paige took the joke.

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What's hiding in your wallet right now? Because apparently that can make or break a first date. Joel and Simone were having an amazing night until she noticed something while he was paying. His reasoning makes perfect sense to HIM... but Simone started wondering if there was more to the story.

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The date was great. The chemistry was there. Adam even picked up the entire check. Green flags everywhere, right?! Well... Serafina happened to glance at the receipt before they left, and what she saw gave her an IMMEDIATE ick.

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Kevin went into this call thinking maybe he was just a little too nervous on his first date with Amanda. By the end, we're questioning how accurately he remembers the date AT ALL. Amanda has receipts, Kevin has excuses, and one tiny moment at the dinner table might be the ultimate first-date violation.

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Brian's first date with Sofia came with a surprise cast of characters he was NOT prepared for. What started as a great dinner quickly turned into a series of interactions that Sofia thought were hilarious... and Brian found slightly TERRIFYING. The biggest problem? He genuinely couldn't tell who was joking.

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Derek says the date with Vanessa had everything going for it… good convo, easy vibe, real attraction. The only curveball? She ended the night early and hasn’t said a word since. Did he misread the entire situation or is there more to the story?

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Lauren admits she REALLY liked Jason. In fact, she says she would've absolutely gone out with him again if he had handled ONE thing differently after their date. The problem? Jason had absolutely no idea this seemingly innocent moment was secretly determining whether he'd get date number two.

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Jessica loves her dog. Like... REALLY loves her dog. She thought Matt would find pictures from his birthday celebration adorable, but something about the whole situation apparently gave him a glimpse into his potential future, and he did NOT like what he saw.

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