LORELAI: I was just thinking, you know, all these years, no matter what my relationship status has been, whether I’ve been dating or hibernating or whatever, I think I’ve always had you in the back of my mind – you know, the prospect of us being together. But this prospect was sort of indefinitely on hold while you, you know, found yourself and, uh, got your personal life together so that you could really be there for me and especially for Rory. But you and I have been so linked in my mind that I think I have unconsciously sabotaged every decent relationship I’ve had, including the one with Max, because I was waiting for you, and I shouldn’t have been. And now that I see that, and I see you settling down with Sherry, I think I can move beyond it.
CHRISTOPHER: Good, I’m really glad this is good for you Lorelai.
LORELAI: It is. Chris?
CHRISTOPHER: How dare you put that on me?
After seeing Christopher again, and being confronted by Emily’s beliefs that Lorelai belongs with him, Lorelai has a realisation that she has been waiting for Christopher to get his life together so that he can be with her, and with Rory. She believes that she has unconsciously sabotaged any relationship she’s ever had, because she was waiting for Christopher. Now that Christopher is with Sherry, she thinks she can get over Christopher and move past it.
When she shares this self-insight with Christopher, he is furious, saying that Lorelai is blaming every failed relationship on him (she wasn’t, but you can’t help thinking that Christopher has a lot to do with the fact Lorelai is incapable of holding down a relationship for more than a few months).
Of course, what really upsets Christopher is the realisation that he could have been with Lorelai all this time, if he’d only made more effort. Now he’s made the effort to show her he’s capable of being responsible, and instead of making Lorelai want him more, she’s ready to give him her blessing and move on. His badly-thought out plan is coming unravelled!
Lorelai really puts up with a lot of crap in this episode. She has Sherry show up unannounced and then rather creepily try to bond with Rory while telling Lorelai she won’t be involved in their lives. Then she’s unfairly abused by Emily, and by Christopher, who also embarrasses her in public in the process. She tries so hard to rise above it and do the right thing, and doesn’t get any understanding or compassion for it.