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maestropsychopomp.bsky.social
Maestro Psychopomp
@maestropsychopomp.bsky.social
190 followers 39 following 410 posts
36 | Artist + Writer | You'll mostly see Crimson and Alessio when I get the nerve to post
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maestropsychopomp.bsky.social
It's a flower delivery from the Knolastname family! 💐💕
I really wanted to make a sticker sheet for Valentines Day, and I'm really happy with how they came out!
If you'd like to have this sticker sheet of "delivery men", I'm selling them on my ko-fi! 😌 ko-fi.com/s/d628cf945b

#HelluvaBossCrimson
January 31, 2026 at 11:21 PM
Reposted by Maestro Psychopomp
lilah350.bsky.social
@psunnysunq.bsky.social it came!!! Ahhh!! My babies!!! My boys!!!
January 5, 2026 at 10:59 PM
Reposted by Maestro Psychopomp
cuervosolsticio.bsky.social
Looks can deceive, I'm not what I seem and you should be afraid of the Big Bad Me...

#CriminAle #HelluvaBoss

Some sketches for something I'm drawing 👀✨
Four digital pencil sketches of Crimson and Alessio from Helluva Boss. 1: Crimson looks at his back, smiling creepily, his face with some spatters of blood. Alessio's hands are untying Crimson's necktie. Alessio's nuckles are full of blood. 2: Crimson grabs Alessio's necktie to make him stay very close to his mouth. 3: Crimson's face is partially seen, he's smiling creepy and mean-looking. Alessio's hand surrounds the side of Crimson's face. 4: Crimson and Alessio are chest to chest. Crimson looks at his back, to the viewer. He has both of his hands on Alessio's chest. Alessio's face is not visible, his arms surround Crimson.
October 17, 2025 at 7:26 PM
Reposted by Maestro Psychopomp
cuervosolsticio.bsky.social
Ruin me—

#CriminAle #HelluvaBoss
1 2 3 4
October 20, 2025 at 10:10 PM
Reposted by Maestro Psychopomp
cuervosolsticio.bsky.social
Lighting your mob boss’s cigarette in a homoerotic way isn’t weird or anything, right?

----
Crimson: me
Alessio: @enarajordan

Look at the AMAZING photo @/jhayrpictures (in insta) took of us in the last con, a couple of weeks ago! Jhayir is such a great photographer✨

#HelluvaBoss #CriminAle
Photo of two cosplays: Alessio and Crimson from Helluva Boss. Alessio leans in toward Crimson, lighting his boss’s cigarette with his own. Alessio looks straight-faced and serious, and Crimson gives his bodyguard a sly smile. The whole scene is pretty homoerotic, because these two men really want each other, big time lol
December 17, 2025 at 3:52 PM
Reposted by Maestro Psychopomp
hellacollab.bsky.social
It iiisss #CriminAle indeed! Both #AlessioHelluvaboss and #CrimsonHelluvaboss are drawn by @witchsyi.bsky.social !

#Helluvaboss #Hellacollab #acggoods
January 10, 2026 at 7:15 PM
Reposted by Maestro Psychopomp
impassociate.bsky.social
You absolutely may!
January 21, 2026 at 11:35 PM
maestropsychopomp.bsky.social
In the close future, I want to sell some Crimson merch and take a few commissions. So I have decided to open a ko-fi! I'm SO excited for it that I made a Thank You card already!

If you're interested my ko-fi it's at
ko-fi.com/psychopompimps

#HelluvaBossCrimson
#HelluvaBossAlessio
Crimson says, "Pleasure doin' business with ya." He's holding a hand forward, offering to shake the viewer's hand. Alessio is standing behind Crimson, keeping an eye on the viewer. A fireplace glows behind them both.
January 21, 2026 at 11:48 PM
Reposted by Maestro Psychopomp
tmoe97.bsky.social
Hey all! Just dropped a spicy new collab on AO3, I had the pleasure of working with @ghostyhaunts.bsky.social on this particular piece. Where Crimson's curiosity once again gets him more than he bargained for 🤭
archiveofourown.org/works/76757616
#HelluvaBoss #Criminale #fanfiction
December 31, 2025 at 4:31 AM
Reposted by Maestro Psychopomp
norrynator.bsky.social
Good Dreams 💤

#HelluvaBossCrimson
#HelluvaBossAlessio
#HelluvaBossCriminAle
#CriminAle
Comic of Crimson waking Alessio in his bed reaching for his pillow gun. Crimson craws into Alessio's lap and kisses him before Alessio wakes and realizes it's a dream. Alessio curses and walking ensues. Bonus page for Ko-fi supporters only. NorryArt Bonus image Bonus image
December 27, 2025 at 8:24 PM
Reposted by Maestro Psychopomp
norrynator.bsky.social
Fighting the art block bc I won't let slop win. 😤

#CriminAle
#HelluvaBossCrimson
#HelluvaBossAlessio
#HelluvaBoss
Alessio and Crimson sketches NorryArt
January 4, 2026 at 5:28 AM
Reposted by Maestro Psychopomp
creatoringo.bsky.social
#HelluvaBossFanart
#CriminAle

🔞ではありませんが、おおきなお友だち向けです
January 6, 2026 at 12:17 PM
Reposted by Maestro Psychopomp
creatoringo.bsky.social
いずれ本になる予定のとあるシーンの進捗です💪

#CriminAle
January 2, 2026 at 7:32 PM
Reposted by Maestro Psychopomp
astsa.bsky.social
#HelluvaBossCrimson
#criminAle
#moxxie
クリムゾンの漫画を描きたいんだけどしばらく描けそうに無いから落書きで描き溜め
妄想と幻想が強い
これからプロットは描くのでいつか漫画でちゃんと描けたらいいなぁ❣️
January 2, 2026 at 3:09 AM
Reposted by Maestro Psychopomp
psunnysunq.bsky.social
#HelluvaBoss #HelluvaBossCrimson #HelluvaBossAlessio #Criminales
I specially drew a background panel for the official standee!!
Once it’s attached to the T-shaped acrylic base, it stays very stable.
January 5, 2026 at 5:25 AM
Reposted by Maestro Psychopomp
psunnysunq.bsky.social
#HelluvaBoss #HelluvaBossCrimson
I was happily thinking, “Yeah~ the headscarf and coat have to be dark red ✨”
but then I realized… Crim himself is already red.
Put together, it’s basically just a whole lump of red, hahaha.
January 7, 2026 at 5:13 PM
Reposted by Maestro Psychopomp
indulgentnine.bsky.social
#helluvaboss #helluvabosscrimson #crimson #HelluvaBossFanart
January 7, 2026 at 12:00 AM
Reposted by Maestro Psychopomp
strike-director.bsky.social
PLEASE 🔥 CRIMINALE community we need to manifest this‼️ Seriously, I buy from every merch drop they make at this point. Crimson, Alessio, if they made Stu, I would buy him too!

#helluvaboss
#helluvabosscrimson
#helluvabossalessio
ghostyhaunts.bsky.social Chaz the Party Shark 🎉 @ghostyhaunts.bsky.social · Jan 6
Oh yay, my pre-order Halloween 🦈 🤖 stuff is finally shipping soon! 🤩

I’m so pleased with how many drops Crimson, Alessio and Wally were included in last year. (Chaz and Striker too, of course!)
I hope the momentum continues for the inevitable Valentine’s Day drop next month 👀
January 7, 2026 at 1:37 AM
Reposted by Maestro Psychopomp
norrynator.bsky.social
My hand slipped and the Old man Yaoi went toxic ☺️🔪

#HelluvaBoss
#HelluvaBossCrimson
#HelluvaBossAlessio
Crimson holding a knife to Alessio’s throat. NorryArt
December 19, 2024 at 7:20 PM
Reposted by Maestro Psychopomp
twocoffeedraws.bsky.social
Wanted to draw something fun, so here's the boys on vacation :3

#HelluvaBoss #CriminAle #HelluvaBossCrimson #HelluvaBossAlessio
Crimson and Alessio on a motorbike in Italy, on a road overlooking the ocean and coast. Crimson looks a bit manic as he pops a wheelie and goes way too fast. Alessio is catching his hat before it flies off and looks mildly distraught, perhaps for more than one reason ;3
November 13, 2025 at 8:06 AM
Reposted by Maestro Psychopomp
twocoffeedraws.bsky.social
A little softness.

#HelluvaBoss #CriminAle #HelluvaBossCrimson #HelluvaBossAlessio
Alessio and Crimson in the back of a limo. Crimson has nodded off and is leaning against Alessio as he naps. Alessio has a soft look as he gazes down at his boss. His jacket is draped over Crimson and their tails are overlapping.
December 21, 2025 at 10:53 PM
Reposted by Maestro Psychopomp
psunnysunq.bsky.social
#HelluvaBoss #HelluvaBossCrimson #HelluvaBossAlessio #Criminales
It’s a tough choice.😩

(I’ve put the related links in the comments.)
December 23, 2025 at 6:29 PM
Reposted by Maestro Psychopomp
psunnysunq.bsky.social
#HelluvaBoss #HelluvaBossCrimson #HelluvaBossAlessio #Criminales
"I told you to unwrap it, not rewrap it!!!!!"
December 25, 2025 at 6:55 PM
Reposted by Maestro Psychopomp
psunnysunq.bsky.social
#HelluvaBossCrimson #HelluvaBossAlessio #Criminales
2026 Happy New Year~~
December 31, 2025 at 7:32 PM
maestropsychopomp.bsky.social
I drew this to go with a CriminAle fanfic I'm writing!

Alessio sends an annoymous message to Crimson. I hope it goes well! 📱💌

archiveofourown.org/works/760281...
Crimson is at his desk, looking at a phone that has just received a message. He's surrounded by the silhouettes of some of his Mafia crew. Alessio is in the foreground, holding a glowing phone that he's prepped to put away into his coat. He's looking over his shoulder at Crimson with a worried expression.
December 19, 2025 at 6:00 PM