He Billed Me for the Date—So I Sent a Tip and Blocked Him

When my brother set me up with Andy, I wasn’t expecting much. But from the moment he showed up with flowers and opened the car door, he seemed like a real gentleman—kind, attentive, even charming over dinner. By the end of the night, against my usual rule, I let him drive me home. Everything felt perfect… until the next morning.

At 7 a.m., I woke up to a PayPal request from Andy. He had itemized our night—charging me for gas, parking, and even “puddle splash marks” on his car. The total? $37.25. I laughed out loud. This man had literally billed me for being a “gentleman.” So, I sent him $50 with a note: “$13 tip for opening the door. Cheers.” Then I blocked him.

When I told my brother, he was mortified—especially after Andy tried bragging about the date to his pickleball group. Turns out, this wasn’t the first time. A week later, I saw a TikTok from another woman who got the exact same invoice, just with different numbers. The comments roasted him so hard, it was honestly therapeutic.

I may still be single, but at least I dodged a guy who thinks chivalry should come with a receipt. From now on, I take my own ride home—and if a guy ever tries billing me for basic decency again, I’ll make sure the tip is memorable.

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