I'm gonna answer a slightly different question, What film am I surprised didn't get a sequel sooner? The Incredibles. Sure, it was a self-contained story, but it could've gone anywhere after that. The last scene with the undertaker was just teasing another Incredibles adventure. But instead we just kept getting toy stories.
By the time they did announce a sequel, it had been so long that I wasn't confident that it could live up to the original - and I was pretty much right, it wasn't a bad movie but I've never felt the desire to watch it again like I have the first a few dozen times. So yeah, that's one movie where I'm like "why didn't they ever make a sequ- ... oh, that's right they did"
I think an incredibles series would be awesome to give a story more breathing room. The monsters Inc series has been great.
The last toy story should have been a series of shorts.