the entire quest Aerith is soo trying to make it romantic and Cloud pushes against it but also sort of goes with it.
I think it's her personality. This happens too with Zack based on this dialogue:
"To pay your "hellooo~" I'd buy you something."
"Your offer was one date, no?"
"But you said 'dont be silly' remember?"
"Well, I..." (feel awkward)
So, the time Aerith said "yes" when Zack tease "you just wanna spend more time with me" is viewed as a date by her. But not by Zack. This is similar to Cloud & Aerith when they walk out of the church to her home. Since Zack didn't consider it as a date yet, she then initiate:
"Wanna go to the park?"
"Sounds like a date!"
There's also a scene in DMW like this:
"If I can do it for you, then you owe me a date."
"If you can't do, then you have to grant my tiny wish."
I think a guy like Zack would think of what romantic date is like, and probably prepare it; something like going to restaurant, going shopping, going to the park. But for Aerith, just spending more time with him, is already a "date" since she has romantic feelings. And it seems that's what Aerith also expect from Cloud.
speaking of his childhood, i keep seeing CAs claiming the entire village ostracized cloud (including'tifa'), but we know cloud was the one pushing everyone away because he was insecure. or how cloud never received affection until aerith came into the picture? even tho he had his mom???
I keep seeing a weird fanart of 7 yo Aerith befriending 14 yo Cloud due to them viewing it like that. This is funny because Aerith dunno that Cloud is lonely or not, she only heard about Cloud from Tifa's POV in Traces of Two Pasts. Meanwhile, Aerith JP VA say that Aerith resonates her loneliness with Zack. This is during Crisis Core because both of them have similar personality that behind their bright attitude, lies loneliness they carry. Zack was lonely at that time, his heart is not in ShinRa anymore, even Kunsel notices this (based on his email).
There’s also the beginning bit where one of the swimsuit girls says Aerith looks like a girl who goes after what she wants
Aerith really goes for what she wants
I hope those who say that doesnt say that Aerith is shy in CC because she literally goes for what she wants, not just look like:
1. Calling Zack, "when will you make it for me?" (poor Zack, once he arrives at the church, Tseng pick him up to Modeoheim)
2. Asking Zack to jump in the sand, and when he failed once and asked to try once more, she got angry lol
3. Again, asking him for flower wagon
But yeah, with Cloud, she doesnt get what she wants. The dream date is like the culmination of all of those to make her realize.