Here, Leroy wants to connect with Norma Jean on a serious topic—the state of their marriage—but they’re so estranged that he finds this impossible to bring up. It’s noteworthy, though, that he
was able to tell his story to strangers, at least for a while. This shows that something about his relationship with Norma Jean makes him feel particularly uncomfortable talking about his grief—perhaps it’s his guilt that he wasn’t around to help her through her own grief, or perhaps he worries that his emotions would get out of control. After all, even talking to strangers made him feel overly emotional (“whiny,” he says), so it stands to reason that talking to Norma Jean about Randy would make him even more emotional, something he’s clearly not comfortable with. Nonetheless, the fact that he was compulsively telling this story over and over again to strangers shows how deeply his grief has affected him and how poorly he has processed it. And his inability to talk to Norma Jean about their marriage, even though he desperately wants to, shows the same thing. Instead of bringing up the state of their marriage, he asks Norma Jean “Well, what do you think?” This is the same phrase he would use at the end of telling his story to hitchhikers, so when he uses it with Norma Jean, he seems to be hoping that they can skip to the end of the conversation, or that they can talk about their marriage without him first telling the story of his grief. Of course, this isn’t possible—he needs to be emotionally honest with Norma Jean if they’re going to repair their marriage.