Ok, I have to interject a "Guys" perspective here. First, since it's his first visit, so he really has no concept of what to expect and certainly not what he does or doesn't like at WDW.
Next, if he is like me (and a LOT of guys) we don't really care about a lot of things (at least in these types of things like amusement parks). When we do have a really strong feeling FOR or AGAINST something you will know (and I mean STRONG feelings). Anything in between is usually an "I don't care, whatever you want." response. It's not meant to be annoying, it's meant to be accommodating. Why? Because when a guy says, he doesn't care, HE DOESN'T CARE! When a girl says she doesn't care, SHE DOES CARE, and wants you to try and figure out exactly what she wants.
As an example of this, I often get this at dinner time (I am the cook). It will go something like this:
Me: Honey, what do you want for dinner?
DW: I don't care.
Me: How about some Pork Chops?
DW: I am not really in the mood for pork chops.
Me: How about some Chicken?
DW: No, I had Chicken for Lunch?
Me: How about Some burgers on the Grill?
DW: We just had burgers 2 days ago, I don't want them again.
Me: Spaghetti?
DW: Oh no, I can't do pasta today.
Me: ..... (A dozen other choices) ....
DW: ..... (A dozen other rejections) ....
Me: Well what do you want?
DW: I don't care?
Me: (sigh) Do you want to go out and eat?
DW: Sure, if that's what you want!
Me: UGH! (Silently of course)
When "She Is Cooking"
DW: Honey, What do you want for dinner?
Me: I don't care.
DW: How about week old leftover lasagna? We just have to pick off the mold on the edges.
Me: OK. Sounds good.
When a guy says he doesn't care, he doesn't care. Trust me that when he DOES care, you will know it.