He keeps smiling cheerfully in the face of her hesitation - ah, alright, might be a side of smug to go with it. He likes keeping people on their toes.
"Don't bother," he answers, and signals for a waiter, the one that ought to be called Marty. "Keep it for the drink I'm about to buy you instead. Whatever the lady usually takes," he tells Marty when the boy has made his way over, then turns back to Lucille. "That's the way it works, right? You come sit at my table, I pay you a drink, we chitchat, you leave me dry?" He's just checking, honest.