This leaves Sloan and MacKenzie alone. "Really? You're setting up my boyfriend? Well, not my boyfriend, just - whuuuhhaaa!" MacKenzie says, getting cut off at the end by the presence of her actual boyfriend. "Nice," Sloan says, looking disgusted by the whole thing, as she should.
While Kendra parties awesomely in the background (and shows us why one shouldn't go to office New Year's Eve parties, should one ever work in an office that has New Year's Eve parties, which is no office ever), Nina tells Will to kiss her at midnight and then they'll go from there. I guess his inability to maintain any sort of conversation with Nina really turned her on just now. "I've got to start to walk up to people more" says the guy who was dating a cheerleader and a neurosurgeon last week. "You seem lonely and broken to me," Nina says; "but don't worry. I can fix you." That line was amazingly, painfully lame, so Will changes the subject to work. Nina says she's currently writing about Brittany Giancarlo from The Real Housewives of New Jersey. Will has never heard of her, probably because she's not a real person. I don't understand why this show chooses fictional names sometimes and real ones other times. Like, we can namedrop Erin Andrews as Will's St. Lucia vacation-mate but we can't use a real reality show star? We can use real news events but not always real congresspeople? And then there's what comes at the end of this episode, where Sorkin uses a real person and a real tragedy and the deaths of real people to make us give a shit about a bunch of fake people. But more on that later.
Will doesn't understand why Brittany Giancarlo's cheating and gold-digging ways are worth writing about. "It's just a take-down piece," Nina shrugs. Will has never heard of such a thing because he's all about Integrity even though this time last year he was telling his audience about the best thing on YouTube.
As 2010 comes to a close, Nina moves in to kiss Will and ring in the new year. Melinda Clarke makes out with a guy with Russell Brand hair. Good for her? Sloan drinks more and stares at her BlackBerry, because beautiful women have such a hard time finding dates. And Will puts his hand over Nina's mouth as she approaches so as not to catch her nasty gossip cooties. "You're just setting out to be mean to someone?" he asks, still somehow not understanding how gossip magazines work. Nina says she doesn't need a lecture. Well, she picked the wrong guy to try to kiss, then, because it's happening!