Dating and money don’t always mix easily, especially on a first date. A night that feels fun can suddenly turn awkward when the bill arrives. Recently, Emma wrote to NISE Editorial about how one small moment led to hurt feelings and a lot of second-guessing.
On her first date with a guy she met through an app, Emma ordered freely and enjoyed herself. When the bill came, he suggested splitting it. She replied, “You invited me, so you should pay.” He did — but later, while saying goodbye, she noticed his phone light up and saw how he had saved her contact: “The entitled girl. Never again.”
Emma was shocked and hurt. The date had seemed pleasant, and she had no idea he was judging her so harshly in private. Shortly after, his profile disappeared and she never heard from him again. No explanation. Just silence.
Now she’s left wondering if she handled the situation wrong and whether she should have just split the bill to avoid the fallout. Part of her even feels foolish for still caring.
Emma’s story is a reminder that money can reveal very different expectations. A simple conversation before ordering can prevent misunderstandings. Setting boundaries isn’t entitlement — it’s honesty. And when someone responds with silent judgment instead of communication, that says more about them than it does about you.
A good date should leave you feeling respected, not second-guessed.
