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@twocoffeedraws.bsky.socialSep 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.
@foxwot.bsky.socialSep 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.socialSep 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.socialSep 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
@astarvingfarbeagle.bsky.socialSep 10, 2026, 10:47 AM

#criminaleweek2026 Day 5: Sick/Injury

stupid clingy shark got sick🦈🤧😈

#CrimsonHelluvaBoss
#AlessioHelluvaBoss

Alessio is laying sick in a bed. Tissues are strewn around and and there's  a hot tea on the nightstand. Crimson is sitting on the bed next to him, scolding him but also petting his snout.

Text:

Crimson: I told ya to keep your distance, but ya just HAD to play Mother Hen. Ya know how much that big drippy ass nose is gonna cost me in tissues?

Alessio: Sorry, Boss...

Crimson: Just get better. I can’t afford havin’ my number one laid up with the sniffles for a month.
@twocoffeedraws.bsky.socialSep 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.
@vaudevilfair.bsky.socialSep 7, 2026, 4:18 PM

#criminaleweek2026
Day 2🦈👍 Some POV action after a business gig perhaps
#helluvabossfanart
#helluvabosscrimson

Crim and Alessio sitting in a car