At the end of the episode, Sookie and Jackson’s wedding is about to begin, as we hear the strains of their wedding song, “I Can’t Get Started”, previously discussed.
The episode nears it conclusion with a shot of Rory and Lorelai, locked in their own secret relationship difficulties, neither sharing them with the other, as they have to focus on the wedding. Rory has secretly kissed another boy while on a date with her boyfriend, and still looks shellshocked by her own action. Lorelai is heartbroken over being dumped by another woman’s boyfriend, who is going back to be a father to their unborn child – something he could never muster the energy for when it came to Lorelai’s daughter.
The song “I Can’t Get Started” is written from the perspective of someone who is successful in every possible outward way, yet they don’t have a hope of beginning the relationship that they want. In the same way, Lorelai is a successful mother, homeowner, community participant, and businesswoman; Rory is a successful student, journalist, debater, and now Vice-President elect at a prestigious private school. However, success in romance is eluding them. It’s the complete opposite to the end of Season 1, which concluded with both Lorelai and Rory infatuated with their respective partners, and bubbling over with happiness and excitement.
CHRISTOPHER: Sherry’s pregnant … She just found out and she called me as soon as she found out, and that was her calling to tell me that she found out.
Christopher comes to see Lorelai who is standing on the bridge, waiting for him (another mention of bridges as significant emotional spaces). He tells her that Sherry has called him on his cell phone to tell him she has just discovered she is pregnant – I presume she used a home pregnancy testing kit, as it’s a Sunday.
Oddly enough, Lorelai says, “Women all over the world will line up to see that tiny little woman fat”. Sherry isn’t a tiny little woman, she’s only a few inches shorter than Lorelai, and Lorelai is slim as well. It makes Sherry sound like a stick-thin five foot tall waif, which she isn’t. Not to mention the bizarre thinking that equates being pregnant with being “fat”.
Apparently all the terrible problems Christopher and Sherry were having were not enough to stop them from having (unprotected?) sex. It does beg the question, did Sherry even know they were supposedly having problems and Christopher was thinking of moving out? Maybe all she did was go away on business for a month or so, and Christopher used that as an opportunity to weasel his way back in to Lorelai’s life, telling her some story about how he and Sherry were practically broken up.
As a huge slap in the face to Lorelai, Christopher is going back to Sherry because she’s having a baby. Christopher was never around while Rory was growing up, and he’s apparently never forgiven himself (zero evidence of that, but whatever). He can’t make that mistake again, so it’s back to his girlfriend that he doesn’t love, so he can be a father to their child. (This is actually a terrible basis for a relationship).
It doesn’t make any sense, because he could still be a good father to his second child without going back to Sherry (and I bet while telling her nothing of what he’s been up to with Lorelai in the interim). For that matter, he could have been a good father to Rory while not being with Lorelai all this time.
Notice that when Rory questions why her dad has a work phone call on a Sunday, he responds, “Hey, I have a lot of responsibility now”. Little did he know how true those words would turn out to be!