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Uploaded by Clover the Clever
Princess of Love - Extra special version for those who participated in the Canterlot Wedding 10th anniversary event by contributing art.
A Perfectly Normal Pony - <@CloverTheClever> I'd pay to see Carcer in a fursuit
Always Codes Drunk - It explains a lot
From the Night - I have technically banned myself a bunch of times...
Since the Beginning - User number zero
 900x900 PNG 860 kB
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Description:

Tags: History (170)
dead source
35575 safe
1995088 artist:speccysy
439 fluttershy
240542 pegasus
416627 pony
1347808 g4
7673 2011
428 artifact
1305 cloud
38393 cloudy
6499 crepuscular rays
4038 cute
239629 derpibooru legacy
23 eyes closed
122919 female
1625234 first fluttershy picture on derpibooru
1 flying
48161 happy
39050 index get
295 long hair
6025 mammal
53 mare
630425 messy mane
9301 milestone
984 one of the first
15 outdoors
16452 shyabetes
17243 signature
35932 sky
19523 smiling
338378 solo
1287476 spread wings
77386 stretching
2856 sunlight
2037 sunshine
307 sweet dreams fuel
1931 upside down
6675 weapons-grade cute
4334 wings
180267

Source:

https://www.deviantart.com/speccysy/art/Afternoon-Flight-215193985 History (10)

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217 comments posted
Background Pony #C546
Just remember: no matter how much clop gets posted on derpi, the first post will always be this wholesome cute pic of Fluttershy
Posted Report
Background Pony #FE7E
In a matter of hours we will have the 3 millionth picture on Derpibooru!
Posted Report
Eragor14
Roseluck - Had their OC in the 2023 Derpibooru Collab.
Non-Fungible Trixie -
My Little Pony - 1992 Edition

Sunny Starscout fan
@percysquid
Yep, the original Derpibooru post continues to get traction. Love the fact that the very first Fluttershy image to be uploaded looks this adorable. It really is a timeless masterpiece.
Posted Report
Eragor14
Roseluck - Had their OC in the 2023 Derpibooru Collab.
Non-Fungible Trixie -
My Little Pony - 1992 Edition

Sunny Starscout fan
@☬ lincolnbrewsterfan ☬
Me: thinks that the very first image on Derpi would not have any new comments
LincolnBrewsterFan: comments 7 days ago
Me: Surprised Pikachu face
In all respects, though, time sure does fly. Can’t believe this site is already 10 years old, and I joined in 2016. I can imagine that this would make the users that really were here from the beginning feel old, as well.
Posted Report
Background Pony #B149
HAPPY 10th ANNIVERSARY!
So nice to be Fluttershy the first pic in Derpibooru =^.^=
Posted Report