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@astarvingfarbeagle.bsky.social Oct 5, 2026, 6:10 PM

📖💚Quiz Time!🦈

quick and fun little drawing of younger Ale and Flo in between comms :3

Younger Alessio and Florenz lounging on a couch. Alessio is reading a newspaper titled the "Notamafia Town Times" while Florenz is reading a magazine called "Teenz". He's reading a personality/compatibility quiz out loud and Alessio is answering, not looking up from the newspaper.

Flo: "Okay, okay, next question. 'Your alarm clock rings, you:
A: Get up right away.
B: Hit the snooze.
C: What alarm clock?'"

Ale: "A."

Flo: "How many As was this?"

Ale: "Four."

Flo: "And, uh..."

Ale: "One B, zero Cs."

Flo: "Alright, uh, you got... oh! 'Organized and responsible, just like the level-headed Jill. You two would make the perfect couple-'. Aw, lucky, I wanted Jill..."

@chinheitsang2.bsky.social Sep 30, 2026, 6:39 PM

Look! 🤗💕When Alessio saw Crimson wearing heavy makeup, his heart was pierced by an arrow; a nosebleed shot out, and finally, his soul emerged!👿💘🦈
#HelluvaBoss #HelluvaBossFanart #HelluvaBossCrimson #Crimson #HelluvaBossAlessio #Alessio #CriminAle #Hellaverse #Spindlehorse
bsky.app/profile/sato...

@chinheitsang2.bsky.social Sep 29, 2026, 10:53 PM

😍This Alessio doll is so cute!💕 🥺✨I want one too!🦈🪝💚
#HelluvaBoss #HelluvaBossAlessio #Alessio #AlessioHelluvaBoss #Vivziepop #Hellaverse #Spindlehorse
bsky.app/profile/asta...

@chinheitsang2.bsky.social Sep 29, 2026, 8:26 PM

🤭❣️Alessio sees Crimson putting on makeup!👿💄🦈
#HelluvaBoss #HelluvaBossFanart #HelluvaBossCrimson #Crimson #CrimsonHelluvaBoss #HelluvaBossAlessio #Alessio #AlessioHelluvaBoss #HelluvaBossCriminAle #CriminAle #Vivziepop #Hellaverse #Spindlehorse #Halloween2026 #Halloween
bsky.app/profile/sato...

On Halloween, October 31st, around 7:00 PM, Crimson was applying makeup in the bathroom.

Alessio walked up to the bathroom doorway, grasped the knob with his right hand, and opened the door.

He watched Crimson applying his makeup and then explained the matter to him.

Alessio: Boss, are you wearing heavy makeup? You look like you're about to perform in a rock band, right?

Crimson held an eyebrow pencil in his right hand; he has long bangs and a longer short-hair style; he features black lines on his eyebrows and eyelids, and wears black lipstick. Crimson was wearing a sheer black cropped tank top and tight black micro-shorts—featuring vertical rows of pink "X" symbols on both sides—along with a pair of black thigh-high boots.

He turned 180 degrees to face Alessio and told him that, before the Halloween event, he had to dress up as his chosen character.

Crimson: How did you guess what was on my mind? Actually, I just wanted to join my friends for some Halloween festivities tonight, so I decided to dress up as a different kind of character.

Alessio sees Crimson putting on makeup (Helluva Boss) 30-09-2026

@astarvingfarbeagle.bsky.social Sep 29, 2026, 6:18 PM

🪝Finished my Alessio plushie yesterday and wanted to share💚

#HelluvaBossAlessio

@chinheitsang2.bsky.social Sep 22, 2026, 6:12 AM

😳💓Crimson was putting on makeup in the bathroom to look her best when Alessio opened the door and saw her doing so.👿💄🦈
#HelluvaBoss #HelluvaBossFanart #HelluvaBossCrimson #Crimson #HelluvaBossAlessio #Alessio #CriminAle #Vivziepop #Hellaverse #Spindlehorse
bsky.app/profile/sato...

@twocoffeedraws.bsky.social Sep 19, 2026, 12:29 AM

CriminAle Week Afterparty!

Day 3 - Body Worship

I'll be slowly working my way through the rest of the prompts, wishing I was a faster artist the whole time 😭

#CriminAleWeek2026

#HelluvaBossCrimson
#HelluvaBossAlessio
#CriminAle #HelluvaBossFanart

Crimson has Alessio's chin grasped in one hand, and is examining one of his long, sharp teeth with a finger. Alessio's confused as to what's going on, while Crimson is just enamored.

@chinheitsang2.bsky.social Sep 15, 2026, 12:50 PM

😀👉These three images are my drawings of CriminAle, depicting Alessio mocking Crimson.✍️😈🦈
#HelluvaBoss #HelluvaBossFanart #HelluvaBossCrimson #Crimson #CrimsonxAlessio #HelluvaBossAlessio #Alessio #CriminAle #Vivziepop #Hellaverse #Spindlehorse
bsky.app/profile/crea...

@foxwot.bsky.social Sep 13, 2026, 1:29 PM

Better late than never! Thanks again for the commission to @norrynator.bsky.social for date night in #criminaleweek2026! The pasta may not be ready but Crimson's bakery is! 🤌🇮🇹

#HelluvabossCrimson
#HelluvabossAlessio
#criminaleweek2026

Crimson and Alessio having a date night but Crimson craving the pasta in his mouth than his own man! 😂

@twocoffeedraws.bsky.social Sep 13, 2026, 7:30 AM

Day 2 - First Date

It's still CriminAle Week somewhere ;p

This is the prompt I wanted to do the most! I've had this image in my head for well over a year

#CriminAleWeek2026

#HelluvaBossCrimson
#HelluvaBossAlessio
#CriminAle #HelluvaBossFanart

Alessio and Crimson having a sushi dinner date. Alessio is hand feeding Crimson a piece of sushi with a tentacle in it. Alessio's sushi rolls have tentacles, Crimson's have eyeballs. The view is from behind the sushi bar.

@chinheitsang2.bsky.social Sep 13, 2026, 5:18 AM

☺️👍CriminAle Week 2026 Day 3 Body Worship (SFW)😈🦈💕
#HelluvaBoss #HelluvaBossFanart #HelluvaBossCrimson #Crimson #CrimsonHelluvaBoss #CrimsonxAlessio #HelluvaBossAlessio #Alessio #AlessioHelluvaBoss #HelluvaBossCriminAle #CriminAle #Vivziepop #Hellaverse #Spindlehorse #CriminAleWeek2026 #CriminAleWeek

Alessio removed Crimson's hat with his right hand, then transferred the hat from his right hand to his left; with his right hand, he gently stroked Crimson's left horn.

Alessio said earnestly: Crim, your horns are very sturdy.

Crimson blushed with shyness upon seeing Alessio, and his tail wagged incessantly—a sign that he was in high spirits yet feeling somewhat bashful.

Crimson said, looking a bit bashful: Yes, you're right, Ale.

CriminAle Week 2026 Day 3 Body Worship (Helluva Boss) (SFW version) 13-09-2026

@twocoffeedraws.bsky.social Sep 9, 2026, 8:02 PM

Day 4 - Possessiveness

Crimson, you aren't gonna lose your man to his masseuse :p

#CriminAleWeek2026

#HelluvaBossCrimson
#HelluvaBossAlessio
#CriminAle #HelluvaBossFanart

Crimson and Alessio are getting a couple's massage. Crimson is fuming in the background, jealous of the shark/imp hybrid giving Alessio a massage.

Crimson's masseuse: You're very tense...

Alessio's masseuse is saying something indistinguishable, to which Alessio chuckles.

@lovelypurple.bsky.social Sep 6, 2026, 10:59 PM

I TOTALLY DIDNT FORGET

First kiss!

#CriminAleWeek2026

#HelluvaBossCrimson
#HelluvaBossAlessio
#CriminAle #HelluvaBossFanart