My Date Insisted on Paying the Bill – I Wish I Hadn’t Let Him

When Eric insisted on paying for our first date, I thought he was a true gentleman. Roses, a sweet gift, charming conversation—he was checking all the boxes. The next morning, I expected a cute text but instead got an invoice.

My best friend, Mia, set us up, swearing Eric was a great guy. After some texting, we met for dinner. He arrived with a bouquet and a personalized keychain with my initial—impressive touches. Throughout dinner, he was polite, engaging, and insistent on paying. “A man pays on the first date,” he said firmly.

The next morning, his message stunned me. A professionally formatted “Date Night Invoice” listed absurd charges:

  • Bouquet of Roses = 1 hug
  • Custom Keychain = 1 coffee date
  • Dinner Covered = A guaranteed second date

At the bottom: Failure to comply may result in an outstanding balance being sent to collections (Chris will hear about it).

Shocked, I sent it to Mia. Her boyfriend, Chris, was floored. Then he got an idea—he created an invoice in return:

  • Introducing You to a Gorgeous Woman = 1 permanent block
  • Convincing Her You Were a Gentleman = Deep reflection on why you’re single

Chris sent it to Eric, who blew up my phone. “Wow, really mature,” he fumed. I blocked him.

Later, Mia apologized. “We got a great story out of it,” I laughed. The keychain? I kept it—a hilarious reminder of the weirdest date of my life.

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