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

 

My friend set me up on a date, and at first, it seemed perfect. The guy showed up with real roses, was a total gentleman during dinner—opening doors, paying for the meal, the whole nine yards. I even offered to split the bill, but he waved me off, saying, “A man pays on the first date.”

I went home thinking, Wow, that went really well.

The next morning, I got a Venmo request.

Not just a “hey, can you cover your half?”—it was a full-on itemized bill for my portion: $68.42, tax and tip included.

I thought it was a joke. Messaged him to ask.

He replied: “No joke. I don’t let women think they can eat for free. I paid as a courtesy, but I expect fairness.”

I reminded him that I offered to pay, and he refused. His response? “I wanted to see if you were the type to expect a free ride. Now I know.”

Yeah. I blocked him.

That should’ve been the end… but then my friend sent me a link: he posted a Facebook rant about “modern women” using men for meals—and tagged me.

People were mocking me in the comments, calling me a gold digger. Some even messaged me directly.

So, I clapped back.

I posted screenshots of our convo and his Venmo request, warning other women about him. The post went viral. Turns out, I wasn’t the first woman he pulled this stunt on.

Kevin messaged me again, claiming I ruined his reputation.

I told him, “You did that yourself. I just showed the receipts.”

He deleted his post—but by then, the damage was done. My friend apologized for setting us up. Lesson learned: trust your gut, and if someone’s too perfect up front, it might be a trap.

Oh, and Kevin—hope that $68.42 was worth it.

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