Matthew's death hadn't stopped Mary from loving him. It's odd for her to hear Tommy say that he used to love his wife. Perhaps he's merely deflecting so that he doesn't get emotional over the loss in front of her.

"Crime being legitimized," she comments, more of a statement than a question. Mary takes a sip of her drink before speaking again. "I'm not judging you, Mr. Shelby. I needed to know, as the two of us continue to spend time together."

And now she does. Mary is glad to hear that he hasn't dabbled in drugs or prostitution, but he's still a criminal. If he's doing the same sort of things here, then he's probably dangerous. It probably means that she shouldn't be around him. Too bad she isn't going to stop.