How abouttttt. They meet the night of his brother's bachelor's party. He's bored af by the bar, they engage in conversation most of the night, then something ridiculous happens, the sprinklers are set off, or a fire alarm. The fire department comes, shuts the place down. They lose each other in the commotion. Maybe he puts out a craigslist missed connection for the night? It would be fun to post it in game.