##JackboxGames
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montglanc.bsky.social
Playing with the Devil’s cat

#FurryArt #Fursona #Cartoon #Cartoons #Jackbox #JackboxGames #JackboxFanart
October 1, 2026 at 12:47 AM
doobledabbadoo.bsky.social
take a good look at everyone here, it’ll be the last you’ll ever see of them…

#jackboxfanart #triviamurderparty #jackboxgames #gijinka #humanization #commissionsopen
June 22, 2026 at 4:13 PM
doobledabbadoo.bsky.social
The man, the myth, the legend! It’s Cookie!
🍪🥠
#YouDontKnowJack #JackboxGames #JackboxFanart #FakinIt #Fibbage #CookieMasterson #Interpretation #CharacterDesign #GameshowHost #VideoGames #PartyGames #Art #Cartoon
A digitally illustrated reference sheet for Cookie Masterson from You Don’t Know Jack. He is depicted as a lean white man with shaggy brown, sideburns, and a comically long nose. He sports a white suit, an orange undershirt, a bowtie, and black converse sneakers. The first illustration depicts him pondering deeply about something. The second illustration depicts him gesturing with his hands as he’s explaining something passionately. These two look like they’re having a conversation with each other. The final sketch is of Cookie pointing at an anthropomorphized number, representing player 1, as they give him the middle finger. Smugly, Cookie looks at the viewer and asks, “Wanna see something cool?” as he’s about to smite player 1. A digital illustration of an artistic inrepretation of Cookie Masterson as a character from Fakin’ It. He is standing idly in a white living room, making a hand gesture similar to a finger snap as he greets the viewer.
October 25, 2024 at 11:59 AM
tatters-the-bat.bsky.social
@jackboxgames.com I like your funny water cooler :3
(M. Bubbles, They/Them)
#art #fanart #jackbox #jackboxgames #jobjob
A drawing of M. Bubbles from Jackbox Party Pack 8's Job Job. They are a two-spout water cooler with a face on the water gallon, wearing rewd glasses and stylized with an enby flag. They are standing in an office, with one spout raised and saying to the audience "Imagine being unemployed"
February 24, 2025 at 2:30 AM
doobledabbadoo.bsky.social
cookie masterson in his natural habitat
#jackboxfanart #youdontknowjack #ydkj #jackboxgames #art #cartoon
A digital illustration of Cookie Masterson in a crappy, run-down apartment room with his two cats. The first cat, Poopsie, is reaching for his box of “Quip Crunch” cereal, while Mayonnaise is yowling for his attention. Cookie is completely numb to this.
June 18, 2025 at 9:04 PM
montglanc.bsky.social
Obscure facts that result in the termination of breathing

#JackboxGames #JackboxFanart #TriviaMurderParty #Cartoon #UPA #MidCentury
September 20, 2026 at 4:49 PM
doobledabbadoo.bsky.social
cookie mastersons

#ydkj #youdontknowjack #fibbage #fakinit #jackboxgames #jackbox #cookiemasterson #art #cartoon #commsopen #commissionsopen
Various sketchbook doodles of Cookie Masterson from the Jackbox series. He is a middle-aged man with freckles, brown hair, and a long nose. Sketches include Cookie frowning, smiling, and recoiling in disgust. In the center is a black cat, Poopsie, holding a comically large lollipop.
April 21, 2025 at 9:37 PM
doobledabbadoo.bsky.social
been neglecting my strawpage these past 2 weeks, so heres some answers youve finally been waiting for!
•
#strawpage #commsopen #commissionsopen #dooblemoment #jackbox #themrmenshow #mrmenlittlemiss #jackboxgames #ydkj #youdontknowjack
“whenever i think about that one meme that goes "i think we're gonna have to kill this guy" "damn", i always think about your cookie interp and mr bump as it” and there’s a digital sketch of cookie masterson suggesting that exact thought to mr. bump, and the latter responds in that exact same way. “Do you have a favorite Roomerang Character? -Lavender” Hi Lavender! They’re all fantastic, to be clear, but the teal roomie just speaks to me the most! “Erm,, thoughts on loudmouth (bossy x noisy).. :3c (also hai oomf !!:D -cc)” I like it because they’d feel like the type of couple that would be at their throats one moment & sloppily make out the next. It’s funny as hell, and I think that’s amazing. “Do you have any familial Mr Men headcanons?” To name a few… • Mr Clumsy & Miss Neat are Siblings, making Miss Neat another one of Mr Fussy’s potential cousins. • Mr Slow & Miss Late are grandfather & granddaughter respectively. • Miss Wise and Miss Helpful are related in some capacity. Can’t decide if they’re cousins or aunt & niece. • Miss Bossy & Mr Forgetful are Aunt and Nephew respectively.
January 31, 2025 at 1:48 AM
screenonymous.bsky.social
I just instantly made the chad smiley as an actual logo. Thank me later @gearomatic.bsky.social
#Vinesauce #JackboxGames #TeeKO
February 28, 2025 at 5:08 AM
doobledabbadoo.bsky.social
woe, starbounce & bump upon ye (and cookies there too ig)

#themrmenshow #mrmenlittlemiss #jackboxgames #youdontknowjack #tmms #ydkj #commissionsopen
A digital illustration of humanized Mr. Bounce and Miss Star. Mr. Bounce is depicted as a short, rotund south asian man with deep tan skin, dark curly hair, and a thin pencil stache. He sports his iconic pink bowler hat, a yellow vest, a cream undershirt, pink pants, and black dress shoes. He is smiling at the viewer while holding a peace sign. Mr. bounce is bounced up to Miss Star's height, who is depicted as a notably taller, curvaceous black woman with a thick orange afro, a sparkling blue dress, and starry earrings. She is smiling brightly as she stands right beside Mr. Bounce. Various sketches of humanized Mr. Bump. He's looking out in the distance in one sketch, and in another he's lowering his sunglasses while asking, "Come again?", implying he didn't quite catch something. A third and final sketch has him prank-calling Cookie Masterson from the hit game You Don't Know Jack, and to an extent Jackbox Games. A colored sketch of Mr. Bump strolling along contently. He's wearing a blue t-shirt and a pair of overalls with rolled up pantlegs. More doodles of Mr. Bounce and Miss Star, mainly of Mr. Bounce waving to the viewer before Mr. Rude, a greasy, larger man, punts him out of the canvas. Miss Star is not pleased about this at all.
June 8, 2026 at 2:56 PM
doobledabbadoo.bsky.social
various masterson scribbles
#jackboxgames #youdontknowjack #ydkj #art #cartoon #sketchbook
Various sketchbook doodles of Cookie Masterson from You Don’t Know Jack. He’s making some zany expressions, from eyeing the viewer suspiciously to breathing on their neck, to even smirking cheekily! What a freak. Various sketchbook doodles of Cookie Masterson from You Don’t Know Jack. He’s making some more zany faces, from eyeing the viewer suspiciously to blowing with his tongue out.
June 11, 2025 at 7:37 PM
montglanc.bsky.social
Sleep….

#Jackbox #JackboxGames #JackboxFanart #Cartoon #Cartoons
November 13, 2024 at 12:03 AM
beepsparks.bsky.social
I used my power to turn Schmitty into a Chiikawa character and draw him over several Chiikawa reaction images (one of my friends said “Schmiikawa”)

#art #digitalart #chiikawa #jackboxgames #jackbox #fanart #procreate #joshschmittyschmitstinstein #schmitty #jackboxfanart
September 28, 2026 at 11:20 PM
montglanc.bsky.social
Nate Shapiro, my man

#Jackbox #JackboxGames #JackboxFanart #YDKJ #YDKJFanart #Cartoon #Cartoons
December 16, 2024 at 11:07 PM
mrsdelilah.bsky.social
Da fit!!!
<3
#Roblox #JackboxGames #Roomerang
November 2, 2024 at 5:29 PM
iz-a-belle.bsky.social
Live on Twitch 5PM - 8PM EST playing #JackboxGames - all party packs & standalone games including #TriviaMurderParty3. 18+ RUN!!!!!!!!

www.twitch.tv/iz_a_belle_t...
Iz_A_Belle_Twitch - Twitch
Twitch Affiliate - variety streamer, mostly Nintendo! — Iz_A_Belle_Twitch streams live on Twitch! Check out their videos, sign up to chat, and join their community.
www.twitch.tv
October 1, 2026 at 8:23 PM
montglanc.bsky.social
Trivia with Deadly Implications
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#Jackbox #JackboxGames #JackboxFanart #JackboxGamesFanart #TriviaMurderParty #TriviaMurderParty2 #TMP #TMP2 #Cartoon #Cartoons #CartoonStyle #UPAStyle
June 18, 2025 at 3:00 PM
theonlyryann.bsky.social
🟥[LIVE]✨Happy Community Day✨
First our Morning
Coffee/Gaming Chat☕️

First we play #JackboxGames & #FallGuys w/ The Highlander Community!

• 3PM PT - Then @lordminion777.bsky.social @tylerscheid.bsky.social @bird650.bsky.social & I Playing #ClimbTheBackrooms

🔳#Twitch / #YouTube x TheOnlyRyann
October 3, 2025 at 4:16 PM
fadelstruggle.bsky.social
Local streamer goes to jail for his Jackbox answers #jackboxgames #gaming
January 13, 2026 at 9:40 PM
aurastacia.bsky.social
I was playing jackbox with some of my friends but as if we were our D&D characters and this prompt came up during a round of Role Models and I had to draw it lol

Zikk - @morningham.bsky.social
Sibyl - me
Jade - @keiggy.bsky.social
Ciel - @khcharlieva.bsky.social
#dnd #oc #jackboxgames
November 16, 2024 at 4:31 PM
fadelstruggle.bsky.social
Quiplash players give some of the WORST answers ever. #jackboxgames #gaming
November 30, 2025 at 8:06 PM
hivemindmoshpit.bsky.social
COOKIE HAUS!!! 🍪🍪🍪

[ #jackbox #jackboxgames #jackboxfanart #jackboxgamesfanart #cookiehaus #jackboxpartypack11 ]
Fan art of the upcoming Jackbox game Cookie Haus, featuring the game’s host nervously smiling as a fire breaks out in the kitchen behind her.
August 7, 2025 at 9:41 PM
transkevinjuice.bsky.social
valentine’s day may be a week away, but i very proud of this, so i shall be uploading it early

cookie masterson themed valentine’s day card :3
@jackboxgames.com
#ValentinesDay #Art #Cartoony #DigitalArt #CookieMasterson #JackboxFanart #JackboxGames #Valentines
February 7, 2025 at 4:54 PM
hivemindmoshpit.bsky.social
i am not immune to pretty tiefling women......

[ #legendsoftrivia #jackbox #jackboxgames #jackboxfanart #jackboxpartypack11 ]
Fan art of the character Azura from Legends of Trivia, one of the games in the Jackbox Party Pack 11. She is drawn in a semi-realistic digital painting style. 🐝💜
October 25, 2025 at 1:37 AM
beepsparks.bsky.social
Ough. Need to post art. Here’s artist trading cards of Schmitty, Cookie, and then Cosmo and Sal I did for an assignment

#artisttradingcards #jackbox #jackboxgames #ydkj #youdontknowjack #neoclocks #ocs #oc #schmitty #joshschmittyschmitstinstein #cookiemasterson #art
January 25, 2025 at 10:09 PM