Nate catches up to Jenny as they're leaving, wanting to hang out, and she offers to hang tomorrow at the loft. (Hey, is Nate even in school right now? Is he just hanging out all day doing pull-ups? Possibly in his soccer shorts or his altogether?) He laughs and mentions how busy she always is, and she's like, luckily I quit and am now officially useless in all areas. He puts the breaks on and points out that she was obsessing about her job with Eleanor to the point of walking away from him in a towel this morning, and she replies that, after a couple of weeks in a failing design house she is now ready to spread her wings and fly. He's like, "And Rufus thinks?"

Which is the appropriate question, and Jenny knew that ten minutes ago, until Agnes rewrote the world around her and made her think this possibility is the only possibility, and that she doesn't need a map or a net. At which point, Nate stops being a part of the friendly lovely world, and turns into a buzzkill. Which she relates with now-characteristic aplomb and snappy language: "Okay. um, I was hoping for a, more of like a Congratulations Jenny, or at least a monosyllabic Wow, but..." I love the way she speaks now. Nate doesn't get the misstep here, and continues asking about actual real-world shit, like is now the time to start a business, but luckily Agnes summons her, and Nate notices Max, and how much of a college graduate he is, and Jenny has officially had it.

"Okay, that guy's name is Max, and he went to RISD with Aaron, and he's an amazing photographer. He's gonna shoot my line. Look, I gotta go. Um, my friends are waiting for me, so I guess if my Dad asks, just tell him I'm at Eleanor's?" Ooh, the Stop Sucking Brushoff plus the Do A Sister A Solid! How did Jenny get all cool? Life of practice with Dan, who in this arena is a thousand Nates of annoying. Nate takes that split second it takes him to react to things, and she is gone. He is left in a spot. It's like the second he got rid of his horrible family he got saddled with the most troubled family in the entire city. Which would automatically suck, but it's Nate so now he's going to do whatever it takes to fix them, and I say this in all earnestness: I promise you that it will somehow involve prostituting himself at some point. Use the tools in your toolbox.

Bedford rooftop, where Chuck's already mid-sneer: "Brooklyn?" Blair, trying desperately to pump herself up as quickly as possible for this, is like, "At least it'll be memorable?" What will? The fairytale. "I'm sorry, but don't you have something you want to say to me?" He smiles at her romantically as she says she does... Humphrey Lesson Four: Never, Ever Trust. Her lips are sealed. She tries to say it but nothing comes out. She shakes it off. "...This is so silly. What does it matter who says it first? Why don't we just say it together?" Chuck informs her that wasn't the deal, but he means that there's still the chance that she'll open her mouth and nothing will come out, and his words will hang there in the silence for a moment, before her laughter joins it, and then he really will jump. The history of his love goes: dead unknown Mom, ice-cold Dad, Nate who dumped him, all the women he can fuck. How can he possibly trust right now? Especially the only person as good at this as he is?