My Date Brought Her Sassy Mom on Our First Date and She Started Interrogating Me — I Decided to Outplay Them

When Ronny meets Denise for their first date, he’s surprised to find her mother, Claire, tagging along. Over dinner, Claire bombards him with intrusive questions, making it clear they expect him to bankroll their lavish lifestyle. Sensing their gold-digging motives, Ronny decides to play along. He pretends to be wealthy, even suggesting buying Claire a house. Their excitement peaks until he mentions needing approval from his “other wives.” Shocked, they realize they’ve been tricked. When the bill arrives, Ronny tells them they can pay to prove their independence and walks away, leaving them flustered and embarrassed.

After Ronny walked out of the restaurant, leaving Denise and Claire to deal with the bill, they scrambled to pay, embarrassed and flustered. Denise, once excited about Ronny’s apparent wealth, now felt humiliated by the revelation of his prank. Claire, who had been eagerly envisioning a luxurious future, was furious that her plans had crumbled.

As they left the restaurant, Claire scolded Denise for not spotting Ronny’s trick earlier, while Denise felt conflicted—both embarrassed and angry. She had hoped for something real with Ronny, but her mom’s pressure and greed had led to this disaster.

Meanwhile, Ronny drove home, chuckling at how he turned the situation around. It wasn’t just about getting out of an awkward date; it was a lesson in spotting manipulation and not letting others take advantage of him. He felt a sense of satisfaction, knowing he’d dodged a bullet, and carried with him a story to tell for years to come.

Denise never reached out again, and Ronny moved on, more cautious yet confident in future dates.

Was there ever anything like this when you were a kid?

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