Blair stands behind Cyrus for awhile before asking why he's still there, and he yells in the Inconceivable voice, "I sent my driver to dinner because I thought I'd be at the party ringing in your birthday!" She gives him a tiny indulgent smile and takes him to task for giving up so easily, and he's like, "Check it. I can't get involved in a land war with you, because you're the daughter: you win. But I didn't give up." Blair immediately and rapidly applies a radical reassessment to the situation and puts it together: "You outmaneuvered me! You deliberately let me win, counting on the fact that Cyndi Lauper would prey on my emotions!" Ordinarily I would question this, but after the Golden Lion I don't have anything left to give.
She laughs and totally adores him, and he's like "Yeah, I'm a lawyer? And three feet tall? So I tend to use what I've got." She tells him well done, and he points at her: "Not enough!" so she upgrades to "genius," and warns him she's still coming after him, and then asks him to come back upstairs with her: "Stand next to me while I tell my mom the whole truth about the Golden Lion. She'll be furious with me, so I may need an attorney." He hollers and throws himself on her and she's like, "Man, it is so fucked up that you exist, but also kind of cool," and she says out loud that he is not what she was picturing. He says he wasn't exactly expecting her either, I guess because if you asked Eleanor about her daughter your mental picture would be a cross between Hitler, the mom in Gilbert Grape, and some kind of quantum phenomenon that only exists for about ten minutes at a time.