Examples??? I can't think of a time during the timespan of the show that they were actually "together". They had sex on a balcony once, and then he was too immature at the time for her to accept his marriage proposal. He came back, they never got together...they "almost" did, but then his girlfriend got pregnant. And that was the end of Lorelai/Chris. Forever. Because the next time he returned was in season 5, when he tried to break up Lorelai and Luke. Are you talking about him returning in season 2 a "grown-up"?? I guess I could see that, but I don't think that happened for Lorelai. It just happened, and then he returned. But he is still immature in a lot of ways. I'll grant you, as far as his career goes, he did mature. good for him, but when it comes to relationships, he still has a lot of maturing to do.
But I do like what you said about Lorelai/Luke being opposites, and that's why she's in love with Luke. I've always loved that about them. They compliment eachother. They balance eachother out.
Chris and Lorelai can't be together; the timing has never been right for them and it never will be! Luke and Lorelai have always been right for each other, but they were the only two people who didn't see it. With Chris, he and Emily are the only two people who can see that he and Lorelai are not right for each other. He needs to stop dwelling over her and move on!