When Letting Someone Pay for Dinner Didn’t Go as Planned #8

When my best friend Mia set me up on a blind date, I wasn’t sure what to expect. But when I met Eric, he seemed like the perfect gentleman. He arrived with a bouquet of roses and even gave me a small, thoughtful gift — a personalized keychain with my initial on it.

Throughout dinner, he was charming, attentive, and easy to talk to. When the check arrived, I reached for my wallet, but he quickly placed his card down and insisted on paying. I thought it was sweet and let him, leaving the restaurant that night thinking it might have been one of the best first dates I’d ever had.

The next morning, my phone buzzed with a message from Eric. Expecting a sweet follow-up text, I opened it and froze. It wasn’t a message at all — it was a professionally formatted invoice.

To my shock, it listed every gesture from our date as a “service” with playful yet unsettling “charges.” The roses, the gift, and even him opening the car door were all assigned expectations, like hugs, compliments, and a guaranteed second date. At the bottom, in bold letters, it read: “Payment is expected in full. No refunds.” My jaw dropped.

This wasn’t just a joke — Eric seemed completely serious. I immediately sent a screenshot to Mia, who was just as shocked. She showed it to her boyfriend, Chris — Eric’s longtime friend — who couldn’t believe his behavior either.

Chris decided to have a little fun and created a second, fake invoice to send back to Eric. This one charged Eric for wasting my time, with “fees” like, “Introducing you to a wonderful woman: permanent block on all platforms,” and “Convincing her you were a gentleman: formal apology to every woman you’ve dated.”

We sent it to Eric, and minutes later, he fired back a series of angry messages. I didn’t reply.

Instead, I simply sent a thumbs-up emoji and blocked his number for good. Later that evening, Mia called me, still laughing about the entire fiasco. “I’m so sorry,” she said between giggles.

“At least now we have a legendary story to tell at every party.”

In the end, I kept the keychain Eric had given me — not because it reminded me of him, but because it was a hilarious souvenir from the strangest date I’ve ever been on. The whole experience taught me a valuable lesson: sometimes, when someone insists on paying for dinner, it might come with strings attached you never expected.