I really thought I nailed it.

I’d saved up for months. Cut back on takeout, skipped a trip to Atlanta with my boys, even sold my old vinyl collection. All for this ring. I went with a classic oval diamond, platinum band—nothing wild, but elegant. The kind of ring I imagined she’d wear forever.

So when I got down on one knee by the lake where we had our first date, heart pounding like crazy, and popped the question, I thought the hard part was over.

She said yes. She did say yes.

But her smile didn’t reach her eyes. And before the night was even over, she casually dropped, “I love you, and of course I want to marry you… but do you mind if I pick a different ring?”

Just like that.

I laughed at first. Thought she was joking. But she wasn’t. “This one just doesn’t feel like me,” she said. “We could go together this weekend and find one I really connect with.”

It wasn’t about the money. She comes from a well-off family—suburban Connecticut, summer house in Maine type of vibe. Her mom’s the kind of woman who side-eyes your shoes and asks what your “people do.”