@Background Pony #34A7
Not a typo. He fell down three times in those heels.

This is interesting.

proving to the world that the cutest nerd in crossdress is actually hotter than a mare.

OH MY GOSH!  
Spelling error! Spelling error!  
Today’s my lucky day!

The mayor isn’t old at all. She dyes her mane white. She’s pretty young actually… Still a natural pink maned pony, technically. :P

I was gunna go in a dress to prom but the teacher’s wouldn’t have let me go

The other stallion SHOULD be Mr. Cake. I kinda like the idea of him being a bit of a jerk at a young age, and having unusual tastes in women.

@MuffinSucker  
I can’t buy that. I’d honestly be surprised if she’s as old as Shining Armor.

I think he looks cute.

Don’t worry, the crossdressing thing is just a phase he grows out of.
 
Probably after marrying some lucky guy.

Remember folks, it’s a “kids” show.

Awwww <3

@Sjogre  
She might be there as a chaperone?

@RIG  
That jaw. Does that answer your question?

Right out of NES Metal Gear. I FEEL ASLEEP.
 
That’s what they are referencing, right?

Row-Rowr!

@someguy111  
I dunno. I think he fell pretty short of pretty ;)

Typo Detected! “I FELL Pretty”

That stallion has some seriously low standards.

@Too_Offensive  
Technically, the same goes for all of the background ponies. They’re just extras.

@Masem  
Enh. All we know about the mayor is that she isn’t terrible old, and somewhat ineffectual.
 
I tend to think of her as being only slightly older than the Manes, at most.

@RIG  
Yeah but she’s derpy. Chronological adherence need not apply.

@MLP-Silver-Quill  
Okay, that would settle it then :)

@QuelloScelto  
Maybe? I have a feeling that the comics just use whatever ponies that they feel would be amusing as background ponies regardless of logic. Otherwise, there are an awful lot of actual Ponyville ponies in Canterlot.
 
For reference, the TV show has a list of generic background pony models that can be used anywhere. While the fandom has given some of them names and personalities, the showrunners don’t worry about that and just use them to fill out a crowd.

i don’t understand why people freaks so much about cheeilee age and no one ever talks about that episode were a filly derpy appeared IN THE PRESENT TIME.