Maestro Psychopomp
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maestropsychopomp.bsky.social
Maestro Psychopomp
@maestropsychopomp.bsky.social
160 followers 34 following 360 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 turns out, you can draw the same idea as many times as you want. 😌❤️

#HelluvaBossCriminAle
#HelluvaBossCrimson
#HelluvaBossAlessio
Many sketched ideas of the same pose: Alessio leaned back on the ground, braced up on his elbows. And Crimson leaning over him, moving towards him on hands and knees. Crimson is looking up at Alessio while saying, "Yer a smart guy. I don't gotta say what this is." Alessio in under Crimson. Alessio says, "Say it anyway." He has a slight blush.
October 30, 2025 at 11:10 PM
Reposted by Maestro Psychopomp
psunnysunq.bsky.social
#HelluvaBoss #HelluvaBossCrimson #HelluvaBossAlessio #Criminales
Crim’s new Halloween look totally stole my heart, so I made this little behind-the-scenes comic!😍
October 6, 2025 at 6:36 PM
maestropsychopomp.bsky.social
Oops! You woke a grumpy Crimson. 💖🤭

#HelluvaBossCrimson
Crimson is lying on his side, his arms and legs are wrapped around a stuffed shark. There's drool on his shark. Crimson looks annoyed and groggy.
October 30, 2025 at 2:48 AM
Reposted by Maestro Psychopomp
psunnysunq.bsky.social
#HelluvaBoss #HelluvaBossCrimson #HelluvaBossAlessio #Criminales
This is the mafia garden gnome I hired with serious money—my succulents are counting on you!!!
September 21, 2025 at 7:13 AM
Reposted by Maestro Psychopomp
witchsyi.bsky.social
Y’know there’s no business before dinner…🚬

I’m so excited to share these pictures with y’all! I’m still working on art but have sum more of the daddy mobster you love to hate 😈💚

📸: kary_filmer on insta

#Crimsoncosplay #helluvabosscrimson #helluvaboss #helluvabosscosplay #helluvabosscosplayer
September 21, 2025 at 9:53 PM
maestropsychopomp.bsky.social
A smoking break can be relaxing. But Crimson is suspicious of the nice feelings he's getting.

#HelluvaBossCriminAle
#HelluvaBossCrimson
#HelluvaBossAlessio
Alessio and Crimson are relaxing on a couch together. Alessio is talking while holding a cigarette. Crimson is smiling with a cigar in one hand and a drink in the other. Alessio laughs. Crimson looks a bit surprised. There's a small heart above his head. Crimson squints suspiciously while smoking his cigar. There's a little heart with a question mark. "Hmm..." is written beside him.
September 20, 2025 at 5:40 AM
Reposted by Maestro Psychopomp
ghostyhaunts.bsky.social
Man that short was so good

I wish Italians were real

😔 🇮🇹 🤌
September 6, 2025 at 7:52 PM
Reposted by Maestro Psychopomp
chex-psychopomp.bsky.social
I ??? Feel stupid. That’s not what I thought Mox was going to take away from that interaction.

I fear I may be too Crim-pilled, I thought Mox would see that the dad pushed his son because he wanted him to be strong? Like see things from his own dad’s pov?

I guess I just love Crimson too much. 😅
September 6, 2025 at 6:50 PM
Reposted by Maestro Psychopomp
ashharts.bsky.social
Uh-oh! Looks like someone got to the treasure first!
#helluvabossfanart #helluvaboss #helluvabossmammon #helluvabosscrimson
August 25, 2025 at 4:23 PM
Reposted by Maestro Psychopomp
reneeworks.bsky.social
You are not helping anyone by falling into the "I'm against censorship until it's something I find disgusting". Comparing fictional art with real life crimes is a disservice to real life victims
August 24, 2025 at 6:01 PM
Reposted by Maestro Psychopomp
ghostyhaunts.bsky.social
I quickly doodled my perfect flawless underbite pookie old man shark Alessio uwu 🦈💙❤️

(No reference so pardon any errors plz!)

#HelluvaBoss
#HelluvaBossAlessio
August 26, 2025 at 2:53 AM
Reposted by Maestro Psychopomp
ghostyhaunts.bsky.social
Can I offer you a lil Alessio in these trying times? 🦈💙❤️

#HelluvaBoss
#HelluvaBossAlessio
A quick doodle of Alessio from “Helluva Boss” standing up and looking to the right.
August 26, 2025 at 3:31 AM
Reposted by Maestro Psychopomp
twiggietime.bsky.social
I'm tired of all these antis gaining so much engagement.

I support Vivziepop, pass it on.
August 26, 2025 at 4:42 PM
Reposted by Maestro Psychopomp
ghostyhaunts.bsky.social
BTW…..

Here’s a WIP for you Crim enjoyers….

👀
August 26, 2025 at 6:19 PM
Reposted by Maestro Psychopomp
the-don-fall.bsky.social
🖤✨

| #HelluvaBossCrimson #Crim #CrimsonKnolastname #HelluvaBossFanart #fanart #HelluvaBoss #art |
August 26, 2025 at 8:13 PM
Reposted by Maestro Psychopomp
ghostyhaunts.bsky.social
Peep this doodle I did way back in 2023 btw

👀
August 27, 2025 at 5:05 AM
Reposted by Maestro Psychopomp
lovelypurple.bsky.social
August 19, 2025 at 4:00 PM
Reposted by Maestro Psychopomp
psunnysunq.bsky.social
#BedtimeSketch #HelluvaBossCrimson #HelluvaBossAlessio #Criminales
First pic: If that were a knife.
Second pic: The moment I saw it I thought, oh my god, that’s Frollo, right? Hahaha.
August 19, 2025 at 4:46 PM
Reposted by Maestro Psychopomp
witchsyi.bsky.social
MY WALLET!! 😭😭😭 THEY GAVE US CRIMINALE!! (Thank you Morgana thank you thank you!!)

But seriously, this is one of my favorite collections ever!! I love LOVE pirates since I was little 🥹💖
Amazing job everyone, if I could get everything I would!

AND with this I feel my inspiration coming back!! 🏴‍☠️✨
August 18, 2025 at 9:58 PM
Reposted by Maestro Psychopomp
psunnysunq.bsky.social
#BedtimeSketch #HelluvaBossCrimson #HelluvaBossAlessio #Criminales
Who’s a good boy?🐶
August 18, 2025 at 5:13 PM
Reposted by Maestro Psychopomp
norrynator.bsky.social
Arrrg!🏴‍☠️

I love the new outfits! Drew these a few days ago after the announcement! Just my interpretation. Gunna definitely draw the outfits in the drop. ;3

#HelluvaBossCrimson
#HelluvaBossAlessio
#HelluvaBoss
Crimson and Alessio dressed as pirates ☠️
August 19, 2025 at 7:27 AM
Reposted by Maestro Psychopomp
princepapaya.bsky.social
A quick practice drawing of crimson cause I’ve been stuck on a drawing of him lol

#helluvabossfanart
August 8, 2025 at 11:02 PM
Reposted by Maestro Psychopomp
lilah350.bsky.social
Working on some more merch ideas #helluvaboss #helluvabosscrimson #helluvabossfanart #helluvabossfanmerch #crimsonknowlastname
August 11, 2025 at 9:03 AM
Reposted by Maestro Psychopomp
ghostyhaunts.bsky.social
None of the canon couples in the Hellaverse are as important to me as CriminAle…

I’m sorry I’m just so passionate about them!!! 😭 fhsjdhjsdhdn
August 17, 2025 at 4:07 PM
Reposted by Maestro Psychopomp
creatoringo.bsky.social
モクシーとクリムゾンの違いです！

違うところ沢山ありますね。

でも衝動的だったり、キレやすかったり、突然わけのわからないこと始めたり、人のこと指さしたり、なんか飲んでたり、騙されやすかったり、抱き心地良さそうなところそっくりですきです。

#HelluvaBoss
#HelluvaBossFanart
August 17, 2025 at 2:49 PM