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He always looks so tired when we see him

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Background Pony #2E4E
The “bags under eyes” Looks been there since “The Best Night Ever”.
Somber Star
Whatever bird that's dumber than a duck. Imagine I made the effort to research that and make a new badge for it. - Either a complete retard or a full time moron, it's hard to tell which and frankly I don't care either way

@Starswirl  
I believe so. And that idea raises a lot of hope for Scootaloo eventually learning to fly. After all, when we saw Fluttershy as a filly, she was so bad at flying that it nearly got her killed.
Starswirl
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@Somber Star  
Yes, that’s true. But is she also a year older than Rainbow Dash? Plus, it would fit with the massive bullying she suffered while in flight school, that kind of thing happens often. Fact of the matter, we know very little about their apparent ages.
Somber Star
Whatever bird that's dumber than a duck. Imagine I made the effort to research that and make a new badge for it. - Either a complete retard or a full time moron, it's hard to tell which and frankly I don't care either way

@Somber Star
We saw her the same school not class
 
She made those costumes for her class. Cheerilee was wearing one of the costumes.
 
 
@Starswirl  
Fluttershy says at least twice that she’s a year older than Pinkie. She has no reason to lie about it and doesn’t seem like the kind of pony who would.
Starswirl
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@Somber Star  
They don’t have to be the same age, though. Remember, Ponyville is a smaller community with only a single, small schoolhouse. There’s likely students with several years difference between them.
 
That being said, Rarity’s parents don’t exactly look like they’re pushing sixty. And she was the same size as the others wen she got her Cutie Mark. Well, except Fluttershy, who was probably an early bloomer. If you ask me, Rarity puts on the airs of a mature adult, just as she does a posh accent, but when things happen like her meeting a long-time crush like Trenderhoof she shows her true age.
Somber Star
Whatever bird that's dumber than a duck. Imagine I made the effort to research that and make a new badge for it. - Either a complete retard or a full time moron, it's hard to tell which and frankly I don't care either way

@MeshGearFox  
My headcanon for Sunset is that she was time-suspended when she went through the portal so even though she should be in her mid to late 20s, she’s still effectively in her late teens.
MeshGearFox
The End wasn't The End - Found a new home after the great exodus of 2012

my headcanon is that rarity is like 40 but everyone thinks she’s 18-22.
 
my headcanon for sunset is that she’s like 30 but everyone thinks she’s 18 although that’s less headcanon, more canon-canon
Somber Star
Whatever bird that's dumber than a duck. Imagine I made the effort to research that and make a new badge for it. - Either a complete retard or a full time moron, it's hard to tell which and frankly I don't care either way

@Starswirl  
To be fair, that must have been heartbreaking. Like maybe he’s still plagued by that constant fear. That one day he’ll trip again and they’ll just can him. Not to mention there’s no telling what he’s putting up with on the force as it is. Every presentation of female competitive organizations I’ve seen in fiction has them portrayed as everything short of literally cut-throat.
 
 
@thps48  
No they’re not. And that’s what’s wrong with them. Gender domination universally breeds trouble for the dominated gender.
Soarinjack
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I’ve always headcanoned him as simply the oldest/most senior of the Wonderbolts, making him something around early-to-mid-30ish. Hence why his stylized look is at the front of the poster in S1E1, and the whole thing with his cutie mark being used as the Wonderbolt mark.
thps48
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Young Leosword
It’s assumed the effects of a female dominated country are different on males than they are on females in a male dominated one. X3
syrrax

nahh he’s find unless you dont see illusions you dont need no sleep
 
it can be a little funny but at the same time dangerous
TheThunderPony
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The Pank is dank.
@Somber Star  
It’s basically just my headcannon, based on the (I think) generally accepted age range of the girls. In terms of Pinkie and Shy, even though Pinkie may generally act immature, I think that’s just how she is (my sister is basically irl Pinkie, so I’m familiar with this). I feel she is very mature underneath the sillyness. She has the ability to ‘snap out of it’ when necessary, and handle things in a mature manner (at times, more so than the rest of the cast). Fluttershy on the other hand, well, my response to Crass should be good enough.