The day after their first date in February 2021, Damian Courtney Dizárd surprised Conswella Gilmore with a silver ring from David Yurman. “Like the younger generation says, I wanted to shoot my shot,” Mr. Dizárd, 51, said. He then invited her to Miami for his birthday trip the month after, and Ms. Gilmore, 50, agreed to go. They had been talking on the phone at all hours of the day for four months. Ms. Gilmore had been following Mr. Dizárd, a wedding and event photographer, and his words resonated with her.

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Persons: Damian Courtney Dizárd, Conswella Gilmore, David Yurman, Mr, Dizárd, Gilmore, Chip, messaged, ”, Connie Organizations: Instagram Locations: Miami