Other mistake: Considering how long the Prime Minister's car is parked outside in front of the only road into the school, where there is to be the school Christmas concert, it's surprising how many cars are still trying to find a parking space. Also, you can see that no cars are driving when Natalie gets out of the Prime Minister's car.
Continuity mistake: After Sarah has called at Harry's office, Harry prepares to open his office door to see her out. The camera cuts back to Sarah for a moment, then back to the camera angle on Harry as she walks to the door. In that short space of time, the sliding cupboard doors have changed their configuration, and the blinds in the upper left of the frame have partially closed. (00:18:45)
Natalie: Hello, David. I mean "sir." Shit, I can't believe I've just said that. Oh, and now I've gone and said "shit" - twice. I'm so sorry, sir.
Prime Minister: It's fine, it's fine. You could've said "fuck", and then we'd have been in real trouble.
Natalie: Thank you, sir. I did have an awful premonition that I was going to fuck up on the first day. Oh, piss it!
Trivia: Billy Bob Thornton agreed to appear in the movie without having seen the script. On the day of shooting he told director Richard Curtis that he was scared of Benjamin Disraeli's facial hair, and as such wouldn't be able to do the scene in Ten Downing Street because there was a picture of him on the wall. Curtis told him to keep his back to the picture throughout the scene, which he does, although you'll notice he looks quite nervous.
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Answer: It's because of the complications that Sarah was having with her troubled brother. Apart from that, who's to say they don't eventually get together?
Hamster ★
In the follow-up short film (the Red Nose Day special) we learn she eventually gets her happy ending with a man played by Patrick Dempsey.