One The Road Again: As Damon drives, Elena fondles her necklace and Damon says he hopes they find Stefan, "Because it would suck if the only memento of Stefan was that crappy old necklace." Elena: "It's an antique, Damon... like you." It's also gotta be this episode's Chekhov's gun, don't you think? Damon pulls out Stefan's diary from his Chicago days, and says Elena should read it to get a better understanding of Stefan. Being a diarist herself, Elena says she already understands, can handle it and that she's not going to pry into his personal thoughts. Oh, girl. Who you fooling? WHILE HE IS DRIVING THE CAR, Damon reads her an entry about Stefan being a Ripper, and blacking out, and waking up with women he doesn't remember. Damon: "I'm shocked! Stefan's not a virgin?" Elena grabs the diary. "Eyes on the road, Grandma." She then starts reading the diary. Like she wasn't going to the first time Damon stopped for a potty break.
1920s Speakeasy: Gloria is singing and Blonde Shusher is dancing with a man, but she looks over at Stefan, who is laughing it up with a group of guys. When Blonde Shusher looks up at Gloria, she can tells she's annoyed too, so Blonde Shusher leaves her dance partner on the floor, goes over and tells Stefan and the fellas: "Some of us actually came here to hear the music, not you." Stefan is amused and cocky when he asks if he's offending her. She runs a gloved fingertip down his cheek and says, "It would take a lot more than a baby face like this to offend me." When she sashays off, Stefan follows, which is what she intends. When he catches up, he asks Blonde Shusher if she's ever going to tell him her name. She says she will once he's earned it.