Jay and I ended up at a sleek rooftop restaurant, velvet-lined booths, soft jazz threading through the air, and a view of the skyline framed like a painting.

The kind of place where celebrities could breathe, eat medium-rare steak, and not worry about paparazzi lurking behind wine glasses. Jay said I needed this. A real meal. A moment to feel normal again. And maybe, he was right.

Lunch started off light. We talked about music, travel, a dream he had where he accidentally officiated a ...