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Phantom Rider
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).

You are already booped.
@Phantom Rider
Scoots: So we’re watching the box for her.
Sweetie: We didn’t do a thing and let a person do a thing, anything! Want a cookie?
Mayor: Oh no, I’m watching my figure.
Scoots: Watching it do what?
I never noticed that the many times I’ve watched this, and didn’t see your response until just now somehow. That’s gonna bug me forever now, lol.
My point is, Scoots is acting like she’s puzzled by mayor’s line, even though mayor’s line is essentially the same as the line Scoots herself said two lines before that.
somewhere in an alternate universe
Scoots: So we’re watching the box for her.
Mayor: Watching it do what?
Background Pony #9A2B
So adorable 🥰 and funny g3.5 my little pony and newborn cuties rules 💗💕💖
RyuSpike
Artist -

@Ilsor  
The key difference between how they both said “watching” is context. Scootaloo is doing some literal watching while the Mayor is doing so figuratively. Scootaloo, in ignorant child-like bliss, mistook this as the literal form of the word. And thus creates the best joke in the whole movie.
Ilsor

@Phantom Rider  
Scoots: So we’re watching the box for her.  
Sweetie: We didn’t do a thing and let a person do a thing, anything! Want a cookie?  
Mayor: Oh no, I’m watching my figure.  
Scoots: Watching it do what?
 
My point is, Scoots is acting like she’s puzzled by mayor’s line, even though mayor’s line is essentially the same as the line Scoots herself said two lines before that.
 
somewhere in an alternate universe
 
Scoots: So we’re watching the box for her.  
Mayor: Watching it do what?
Phantom Rider
Solar Supporter - Fought against the New Lunar Republic rebellion on the side of the Solar Deity (April Fools 2023).

You are already booped.
@Ilsor  
I don’t see how it doesn’t fit. The context was basically:
 
Sweetie Belle: “We didn’t [insert the plot and what happened to the star here] or anything! [pause] …Want a cookie?”
 
And this is the dialog that followed.
Ilsor

This pun is kinda out of place, because Scootaloo, mere moments before this, said that she was “watching the box for [Cheerilee]”.  
That, or she was just messing with the mayor.