Sam
Does she know that? Because all I see is you going out to dinner and coffee with her, taking care of her when she's sick, and looking exactly like her ex-boyfriend (and that was not the healthiest of breakups) and then flirting with another girl. So I'm a little concerned, as a mother. Because it looks a hell of a lot like you're leading her on.
I realize that it isn't your fault that you look exactly like Dean, and that it isn't fair for me to hold that against you, but life isn't fair. And Rory has done stupid things in the past for that face, and for her to separate herself from those strong emotions is bound to be hard for her.
You need to know that it isn't going to be as easy for her to be 'just friends' with you as it is for you to shrug her off and start making out with some other chick.