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Derp1a

@Twinhead-B  
They could be in their second last year. Just cause Big Mac’s in school doesn’t mean Cheerliee isn’t like…20 or something. Then again a previous student/teacher canon…nevermind
Sephiru

@Twinhead-B  
They must be – I don’t remember it being explicitly stated, but Sunset Shimmer won the crown three years in a row. For it to be her fourth year, she’d have to be a senior. Big Mac doesn’t necessarily attend Canterlot High. He was helping Applejack.
Background Pony #FAF8
All continuity questions will be sorted out in Equestrian Girls 2: The Conversion Bureau.
Sephiru

@legalese  
My friends and I talked about this afterward – now, if Granny Smith was at the founding of Ponyville, and according to Twilight Sparkle, Ponyville has been doing Winter Wrap Up the same way for hundreds of years, Granny Smith is at least a few hundred years old. I’d say that’s enough variation in who can be considered your “peer” if the prime is long enough that compressing that life span down to a human one could realistically make her old enough to teach at a school where the mane six are high school seniors.