If my boss—or any adult, actually—ever told me to "run along," I think I'd die inside, and possibly outside. Also I would definitely expect my boss to pick up the tab, especially if dinner was her idea. Sam is her employee, right? Is this wedding planning his only responsibility? He he saying he's taking a week of PTO to recover from Diane Devine, snake-charmer and flim-flammer? I don't understand any of this!