It says in this scene that he didn't attend:
https://www.youtube.com/watch?v=Gjg1094w5P8
So please explain how he was there? I haven't seen the movie in a minute so I honestly might have missed something.
He watched from a building/clocktower, I believe it was. It was right in the funeral scene before you see Gwen at Peter's doorstep. He watched on and as Gwen looked up and around, Peter ducked down to not be noticed. So, he did -- assumingly -- see everything of the funeral, he just didn't officially attend.
No, it makes him a conflicted, average teenager with a conscience. What would be a "tool" situation if he continued dating her without any shred of thought for Captain Stacy which isn't what we got.
No, I am correct. He kept breaking up with her, as directly stated by Gwen.
"You have done this again and again, Peter. I can't live like this.
I break up with you.
I break up with
you." That is what Gwen directly states. All that's inferred by him doing "this" repeatedly is being conflicted about being with her and respecting a promise he made. It's clearly her that has had to officially end things.
Are we supposed to be rooting for him defying the wishes of this girls dead father?
As I said:
Anyway, both of them were in the wrong. Neither were particularly right in their relationship. Peter wanted her but guilt (even literal guilt) would get in the way. Gwen wanted him but his on-and-off demeanor was pushing her away. Even trying to be friends, they couldn't resist each other and it ultimately ended with Peter's fears being realized.
She even says during that break up scene that it's not her father's choice on whether or not they should be together. Both had their sides to make. Gwen wanted them together because they love each other and she believes that's enough despite the risks. Peter wants to be with her but he's so guilty over Cpt. Stacy that it's hard for him to even look at her without feeling like he could put her in danger like it did him.
Are we supposed to like him for stringing her along?
Isn't that what Peter Parker has done since he's had girlfriends? Promises them something and can't make it because of his double life? Wants to date someone but can't because something-something secret identity? I'm pretty sure Debra Whitman was someone that waited for Peter then gave up on him after giving him chances.
Isn't that the entire basis of Spider-Man 2 where Peter doesn't want to be with Mary Jane due to risks, she moves on, he tries to get her back, fails, she misses him over John Jameson, they tease getting together officially but it's unsuccessful only for MJ to arrive at his doorstep in her wedding dress?
Guilt and being 'wishy washy' is very much a key trait of Peter. That's one of the things that makes him so relatable to anyone, among all the other things that makes this character so great.