I think this current rewatch has softened me some. I was actually a little okay with the whole Lorelai ultimatum and her questionable behavior afterwards. I think before I had a hard time with it because it was that classic, let's break up the couple by having someone do something stupid. This time I felt like I had more time with Luke and Lorelai in their relationship, and though their relationship was going really well for a long time, it really did go south with the appearance of April.
I think although Lorelai asked Luke to hold off on the wedding because of Rory, the difference was she was actively spending time on him and their relationship throughout that experience, and he was always up to date on what was going on. When April came, though I understand Luke's shock and surprise, he really held Lorelai off too much and for too long--that would ruin many relationships. I think when she made the ultimatum she knew it was either moving forward or it was done, and she couldn't take anymore of sitting on the sidelines/not being a part of his life. There are so many ways he could have fit her in separate from April, and he didn't do it.
The sleeping with Christopher didn't bother me so much this time because I sense she wanted to make sure she ended it with Luke and this would do it. I think she knew the relationship was done (at least for now). So when Luke comes back and says he wants to marry her--before I felt like, why did you mess this up Lorelai? and this time I was kind of feeling--I get it. She knows it could have ended differently but she also knew why she made the mistake that she did.
Can I add how funny I found it that Rory was mad at Lorelai about it? Excuse me, miss sleep with a married man and break up a marriage girl. lol
This all said, I don't at all like what is to come with Christopher/Lorelai in season 7--so I am not totally crazy. I will probably FF through most of their scenes.