#firstheadmaster
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missveemo.bsky.social
Headmaster drawings + them with smol faow bc knowlej

#firstheadmaster #fountofknowledge #shadowmilkcookie #crk
July 29, 2026 at 4:26 PM
wofhydra.bsky.social
First headmaster ✨

#crk #cookierunkingdom #shadowmilkcookie #shadowmilk #firstheadmaster #crkfanart
July 30, 2026 at 9:43 PM
missveemo.bsky.social
another version of my crunchy headmaster
Crispy fresh headmaster...

#firstheadmaster #shadowmilkcookie #crk
July 29, 2026 at 4:47 PM
uchamicookie.bsky.social
I am forever waiting for that blueberry yogurt man 🧎‍♀️

🎨🖍️ #art ❘ #firstheadmaster ❘ #ocxcanon #rosesinmilk
July 26, 2026 at 7:15 PM
azzk0o.bsky.social
#cookierunkingdom #cookierun #shadowmilkcookie #firstheadmaster
Doodle practice
October 2, 2026 at 10:48 AM
doxolove.bsky.social
ᴛʜᴇʀᴇ'ꜱ ᴀ ꜰɪɴᴇ ʟɪɴᴇ,
ʙᴇᴛᴡᴇᴇɴ ᴛʜᴇ ꜱᴛʀᴀɴɢᴇ ᴀɴᴅ ᴛʜᴇ ꜱᴘᴇᴄɪᴀʟ.

--
#art #cookierunkingcom @cookierunkingdom.bsky.social #shadowmilkcookie #whitelilycookie #firstheadmaster
September 6, 2026 at 9:00 PM
wishfulmilkdrop.bsky.social
"You didn't realize it? That would be another lesson to you, to understand that unfortunately not everyone wishes to hear the truth, let alone be educated. Now what will be your rebuttal?"

#CookieRun #CookieRunKingdom #ShadowMilkCookie #FirstHeadmaster
January 22, 2026 at 9:43 PM
starlightdaydream.bsky.social
Behold, My Headmaster design

#crk #cookierunkingdom #shadowmilkcookie #firstheadmaster
July 30, 2026 at 9:28 AM
hollowcreations.bsky.social
I love shadow milk cookie new first head master costume it’s very pretty
#firstheadmaster #cookierunkingdom
#shadowmilkcookie #crk
August 5, 2026 at 1:26 AM
wishfulmilkdrop.bsky.social
There's rumors that the First Headmaster would keep his favorite students after class...
I wonder what secrets goes on back there.

#CookieRun #CookieRunKingdom #CookieCum #ShadowMilkCookie #FirstHeadmaster
August 28, 2026 at 9:31 PM
crispydestony.bsky.social
First headmaster meets his other self to practise with!! 💙💙

#thefirstheadmaster #firstheadmaster #fountofknowledge #fountcest #shadowmilkcookie #shadowcest #cookiecum #nsfw #r34 #tentacle #tentaclesex

bsky.app/profile/cris...
September 6, 2026 at 1:43 AM
crispydestony.bsky.social
The first headmaster doing some free time experiment after the school is closed!!

#Thefirstheadmaster
#firstheadmaster #shadowmilkcookie
#cookiecum #coochierun #nsfw #r34 #tentaclesex #tentacles
August 26, 2026 at 8:04 PM
m-anic-milk.bsky.social
HOW TO SLEEP YOUR WAY TO STRAIGHT F'S.

she is so cooked

#cookiecum #coochierun #crknsfw #ladyinazure #firstheadmaster #shadowcest
January 25, 2026 at 3:12 AM
uchamicookie.bsky.social
This is the sweetest blueberry ever???
(Don't forget your homework... or you'll make him sad!)

🎨🖍️ #art ❘ #cookierun #cookierunkingdom ❘ #shadowmilkcookie #firstheadmaster
A digital drawing of the First Headmaster of Blueberry Yogurt Academy (Shadow Milk Cookie) from Cookie Run: Kingdom, sitting with a book in his hand
July 29, 2026 at 8:16 PM
crispydestony.bsky.social
Working on The first headmaster drawing doing some magic! 💙

#Thefirstheadmaster #firstheadmaster #shadowmilkcookie #cookiecum #nsfw #workinprogress #wip
August 17, 2026 at 5:13 PM
crispydestony.bsky.social
Working on a fountcest bonus drawing that blue cookie dough inspired me to make!! 💙💙

#fountofknowledge #thefirstheadmaster #firstheadmaster #cookiecum #nsfw #workinprogress #wip
August 30, 2026 at 6:59 PM
confused-muse.bsky.social
silly headmaster comic redraw #cookierunkingdom #crk #crkfanart #firstheadmaster
Comic redraw of First Headmaster from CRK. He sits up in bed in a panic. "I'm late for school!" He pauses. "Wait, I'm the Fount of Knowledge." He goes back to sleep, only to get back up again in a bigger panic. "I'M A TEACHER" #art
July 31, 2026 at 2:55 PM
anythingbecomesmoe.bsky.social
Lessons with the First Headmaster!!!
(｡•̀ᴗ-)✧

The first headmaster looks excited to teach his class today!!
(*ˊᗜˋ*)

(Spent almost 3 hours on this bullshit lol)

────୨ৎ────
#firstheadmaster #shadowmilkcookie
#crk #cookuerunkingdom #crksky #sfw #safeforwork
September 12, 2026 at 11:49 PM
missveemo.bsky.social
cw: suggestive themes!
(technically it's not but I'm still tagging it lalala)

Stupidest thing I've put effort in that I was giggling that they just kissed once and that's it 😭
#fountofknowledge #firstheadmaster #shadowmilkcookie
August 22, 2026 at 5:11 PM
nightmaresdelight.bsky.social
A practice drawing I did to see how the First Headmaster would look in my style! He's a little distracted from his research...
#cookierun #cookierunkingdom #cookiecum #nsfcookies #nsfc #notsafeforcookies #crknsfw #shadowmilkcookie #firstheadmaster
July 30, 2026 at 10:57 PM
thefreakystarlight.bsky.social
my ac is broken again so i didn't fully render this like i wanted too (maybe another day)

//CW: Shadowcest, fingering, (technically)sex doll, and strap-ons <33

#cookiecum #shadowcest #headfount #shadowmilkcookie #fountofknowledge #firstheadmaster
August 30, 2026 at 11:14 PM
eriscary.bsky.social
I'm down bad for Pure Vanilla, but I'd sob in front of headmaster's feet too. Lazy shading tbh. Was zooming this. I am in love with the design, my gosh. He is so pretty and sparky and I want to touch his hair
#crk #shadowmilk #smilk #firstheadmaster
July 30, 2026 at 5:46 PM
thefreakystarlight.bsky.social
Here's Headmaster without clothes because I spent way too long drawing all those doll joints for it to be covered up

//CW: Doll nudity (literally)

#shadowmilkcookie #firstheadmaster
July 30, 2026 at 9:32 AM
namae17.bsky.social
firstheadmaster

流行らせましょ？？？ね？？？？ね！！！！✨️✨️✨️✨️✨️🫐
May 25, 2026 at 3:33 AM
crispydestony.bsky.social
I can just focus on the main smut of the drawing but my ass has to draw those unnecessary environmental details if it pops up in my vision!

So if it takes a bit longer here it is why ^^”

#firstheadmaster #shadowmilkcookie #cookiecum #workinprogress #wip #progress
August 21, 2026 at 5:34 PM