iiinova — where your digital self keeps evolving

Maestro Psychopomp @maestropsychopomp.bsky.social · 26/03/2026

This is a commission I drew for @foxwot.bsky.social ! It's their OC, Foxelli, with Depressed Boyfriend. 💕 Drawing their different body types side by side was really fun! And I liked getting to create this tender little moment for them. 😌✨ Thank you again for the commission! #HelluvaBossCommission

On the left is a furry OC named Foxelli (belonging to Foxwot.) On the right is Depressed Boyfriend. They're standing close together, looking into each others eyes. Foxelli has a hand on DB's hip, and DB has a hand resting On Foxelli's shoulder.

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Maestro Psychopomp @maestropsychopomp.bsky.social · 31/01/2026

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

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🔞Lilah350 :: BDAY MONTH @lilah350.bsky.social · 05/01/2026

@psunnysunq.bsky.social it came!!! Ahhh!! My babies!!! My boys!!!

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Cuervo Solsticio @cuervosolsticio.bsky.social · 17/10/2025

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.

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Cuervo Solsticio @cuervosolsticio.bsky.social · 17/12/2025

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

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Maestro Psychopomp @maestropsychopomp.bsky.social · 21/01/2026

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.

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🔞 Moe of T 🔞 (Comms Open 3 slots) @tmoe97.bsky.social · 31/12/2025

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

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Norrynator @norrynator.bsky.social · 04/01/2026

Fighting the art block bc I won't let slop win. 😤 #CriminAle #HelluvaBossCrimson #HelluvaBossAlessio #HelluvaBoss

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RINGO @creatoringo.bsky.social · 06/01/2026

#HelluvaBossFanart #CriminAle 🔞ではありませんが、おおきなお友だち向けです

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RINGO @creatoringo.bsky.social · 02/01/2026

いずれ本になる予定のとあるシーンの進捗です💪 #CriminAle

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あすた@原稿の鬼 @astsa.bsky.social · 02/01/2026

#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❣️

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桑 @psunnysunq.bsky.social · 05/01/2026

#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.

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桑 @psunnysunq.bsky.social · 07/01/2026

#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.

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Shadowboard Director @strike-director.bsky.social · 07/01/2026

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

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Norrynator @norrynator.bsky.social · 19/12/2024

My hand slipped and the Old man Yaoi went toxic ☺️🔪 #HelluvaBoss #HelluvaBossCrimson #HelluvaBossAlessio

Crimson holding a knife to Alessio’s throat.

NorryArt

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Two Coffee Draws @twocoffeedraws.bsky.social · 13/11/2025

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

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桑 @psunnysunq.bsky.social · 23/12/2025

#HelluvaBoss #HelluvaBossCrimson #HelluvaBossAlessio #Criminales It’s a tough choice.😩 (I’ve put the related links in the comments.)

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桑 @psunnysunq.bsky.social · 25/12/2025

#HelluvaBoss #HelluvaBossCrimson #HelluvaBossAlessio #Criminales "I told you to unwrap it, not rewrap it!!!!!"

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Maestro Psychopomp @maestropsychopomp.bsky.social · 19/12/2025

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.

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Chaz the Party Shark 🎉 @ghostyhaunts.bsky.social · 23/11/2025

😈 CriminAle 🦈 My titles are unmatched, I know. Anyway, noooot been having the best time lately soooo I figured I’d cheer myself up by drawing my favorite demon mafia men, naturally 💚 This was meant to be just a warm up sketch but 4 hours later and here we are.

Digital fanart by OP of Alessio and Crimson from “Helluva Boss.”
They’re standing out on the walkway outside of Crimson’s estate in the Greed ring of Hell.
Alessio is glancing down at Crimson with a smirk and Crimson is sort of glancing up at Alessio with a grin.

#HelluvaBoss
#HelluvaBossAlessio
#HelluvaBossCrimson
#HelluvaBossCriminAle
#HelluvaBossCriminAl
#CriminAle
#CriminAl
#Hellaverse

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Maestro Psychopomp @maestropsychopomp.bsky.social · 30/10/2025

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.

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桑 @psunnysunq.bsky.social · 06/10/2025

#HelluvaBoss #HelluvaBossCrimson #HelluvaBossAlessio #Criminales Crim’s new Halloween look totally stole my heart, so I made this little behind-the-scenes comic!😍

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桑 @psunnysunq.bsky.social · 21/09/2025

#HelluvaBoss #HelluvaBossCrimson #HelluvaBossAlessio #Criminales This is the mafia garden gnome I hired with serious money—my succulents are counting on you!!!

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Witchsy✨ @witchsyi.bsky.social · 21/09/2025

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

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Maestro Psychopomp @maestropsychopomp.bsky.social · 20/09/2025

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.

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.

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Chaz the Party Shark 🎉 @ghostyhaunts.bsky.social · 06/09/2025

Man that short was so good I wish Italians were real 😔 🇮🇹 🤌

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Chex @chex-psychopomp.bsky.social · 06/09/2025

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. 😅

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Ash COMMISSIONS OPEN @ashharts.bsky.social · 25/08/2025

Uh-oh! Looks like someone got to the treasure first! #helluvabossfanart #helluvaboss #helluvabossmammon #helluvabosscrimson

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Nico! 🇻🇪✨ @nicothesleepy.bsky.social · 24/08/2025

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

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Chaz the Party Shark 🎉 @ghostyhaunts.bsky.social · 26/08/2025

I quickly doodled my perfect flawless underbite pookie old man shark Alessio uwu 🦈💙❤️ (No reference so pardon any errors plz!) #HelluvaBoss #HelluvaBossAlessio

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Chaz the Party Shark 🎉 @ghostyhaunts.bsky.social · 26/08/2025

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.

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Twiggie THE ROACH 🔞 @twiggietime.bsky.social · 26/08/2025

I'm tired of all these antis gaining so much engagement. I support Vivziepop, pass it on.

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Chaz the Party Shark 🎉 @ghostyhaunts.bsky.social · 26/08/2025

BTW….. Here’s a WIP for you Crim enjoyers…. 👀

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Chaz the Party Shark 🎉 @ghostyhaunts.bsky.social · 27/08/2025

Peep this doodle I did way back in 2023 btw 👀

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Purple @lovelypurple.bsky.social · 19/08/2025

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桑 @psunnysunq.bsky.social · 19/08/2025

#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.

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Witchsy✨ @witchsyi.bsky.social · 18/08/2025

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!! 🏴‍☠️✨

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Norrynator @norrynator.bsky.social · 19/08/2025

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 ☠️

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💔spooky Paya🖤🔞 @princepapaya.bsky.social · 09/08/2025

A quick practice drawing of crimson cause I’ve been stuck on a drawing of him lol #helluvabossfanart

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