I went on a date with a guy my friend set me up with. He showed up with flowers (not a grocery store bunch, actual roses). Dinner was perfect. He was charming, opened doors, and pulled out my chair. When the check came, I reached for my wallet. Big mistake. “Absolutely not,” he said, sliding his card down. “A man pays on the first date.” I walked away thinking it was one of the best first dates ever. That was until the next morning, when I saw that he’d sent me a message unlike anything I’d expected.
His text wasn’t a flirty follow-up or a request to see me again—it was an itemized breakdown of everything he had spent the night before. Next to each cost, he had added a playful comment: roses—worth it, dinner—still worth it, valet parking—worth it again. And at the bottom, he wrote, “Cost of meeting someone who actually laughs at my jokes—priceless. But if you’re open to it, I’d love to take you out again.” The message wasn’t demanding reimbursement or setting expectations; it was simply his quirky way of showing humor and sincerity. I read it twice, surprised at how something so unexpected could make me smile so easily. Continue reading…