I think what would have raised flags would be the markings the duct tape would leave over Sydney's dad, on his wrists and mouth. If he was tied up like that for that for hours and hours, the tape is going to leave VERY obvious markings on those spots. I think that would be immediately questioned, why the supposed killer was tied up and gagged for a long time.
Another thing is, and this just guessing because we don't know, but if he peed his pants while tied up. If he was tied up like that for 2 days, he'll had to have peed at least once, even if they gave him no water. Again that's just pure speculation since hey, maybe they let him use the bathroom, but I think its unlikely. But add the tape marks and the soiled clothes, and I think its immediately obvious the guy was held against his will for a long time, and Billy and Stu's explanation is immediately looked into.
But regardless, I agree with another poster that they definitely would have gotten caught, and thats the point. But we don't know how, all we can do is guess. But as smart as they thought their plan was, and it was a pretty good plan in theory, something like that is NEVER 100% perfect. Maybe the evidence ends up proving it. Maybe one of them slips in their statement. Maybe one of them tells someone. The bottom line is, these were two psychotic teenagers. They'd definitely make mistakes. As we see right in the movie, they screw up a bunch at the end. Gale not being dead. Dewey not being dead. Billy stabbing Stu too deeply. Letting Sydney escape. Mistake after mistake.
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