Goofball Extraorinaire
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demilittleguy.bsky.social
Goofball Extraorinaire
@demilittleguy.bsky.social
320 followers 69 following 39 posts
🔞 NSFW Furry Artist | Sex Positive Demisexual | 20 | Goofball Incarnate

Comms Open: https://artistree.io/demilittleguy
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demilittleguy.bsky.social
KINKTOBER DAY 31: HALLOWEEN

The challenge has been complete. Drawing this much has been crazy, and I’ve gained a lot of followers from this, so thank you all so much for making this worth it. Happy Halloween!!!!

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Various sketches of Gregg and Angus having sex in costumes. Red Riding Hood and the Wolf, Foxy and Freddy, Frankenstein and the Creature, and one where Gregg has a shift saying “Peace” holding another shirt saying “I come in peace” for a shirtless Angus
November 1, 2025 at 5:51 AM
demilittleguy.bsky.social
KINKTOBER DAY 30: Breeding

Kinktober almost done… that’s crazy

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Gregg fingers a recently creampied Angus, saying: “Yeah that’s right, make sure all my kits stay in there.”
October 31, 2025 at 10:22 PM
demilittleguy.bsky.social
KINKTOBER DAY 29: Body Worship

Cute drawing for this prompt. Go and tell your big chubby boy you love him…

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Gregg nuzzles the belly of a naked Angus.
October 31, 2025 at 4:20 PM
demilittleguy.bsky.social
KINKTOBER DAYS 28: Multiple Orgasms

Took him multiple hours and he passed out but its worth it trust…

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Angus holds cum covered cinnamon rolls, with the “frosting” process in the background
October 30, 2025 at 5:46 PM
demilittleguy.bsky.social
KINKTOBER DAYS 27: Gangbang / Pet Play

Gregg had some friends over it seems…

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Angus, Bruce, Chazokov, and Germ surround Gregg, who’s collared with BDSM paws. They’re all cumming on him, and Angus is rubbing his belly.
October 30, 2025 at 5:45 PM
demilittleguy.bsky.social
KINKTOBER DAYS 26: Lingerie

Hella busy, back playing catch-up. Enjoy the fat bear!

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Angus in a sheer pink dress, erect.
October 30, 2025 at 5:44 PM
demilittleguy.bsky.social
KINKTOBER DAYS 25: Impact Play

I like spanking, so had a ton of fun with this one. (If you’d like to try and see these boys gettin it on in a costume of your choice, check out my recent post about suggestions for day 31!)

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
October 26, 2025 at 6:01 PM
demilittleguy.bsky.social
KINKTOBER DAYS 23 + 24: Praise / Biting / Anal / Gag

Two alts as a double day! Decided these prompts could make for a really hot combo… ft. very vocal Angus…

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Gregg squeezes Angus’s chest and he fucks the bear from behind. Angus is flushed, with text boxes reading: “eff yeah” “yes” “yes bug…” “such a good boy for me.” Gregg is wearing a ball gag. Gregg squeezes Angus’s chest and he fucks the bear from behind. Angus is flushed, with text boxes reading: “eff yeah” “yes” “yes bug…” “such a good boy for me.” Gregg is biting Angus’s shoulder.
October 24, 2025 at 10:01 PM
demilittleguy.bsky.social
KINKTOBER DAY 22: Quiet Sex

Inspired by a convo with a new Twitter mutual. Germ x Bruce up on church hill.

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Bruce fucking Germ doggystyle in his tent. He says “Keep it down, don’t want Kate hearing us… eff, you’re tight, kid…”
October 24, 2025 at 5:26 AM
demilittleguy.bsky.social
KINKTOBER DAY 21: Rimming

Officially caught up! Might end up behind again at some point but I’m happy with how it’s gone.

“this one is really good god damn... men busting on themselves… nnmmnggghhh” -my partner

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Gregg uses his long ass fox tongue to rim Angus, who cums on his belly.
October 22, 2025 at 4:02 AM
demilittleguy.bsky.social
KINKTOBER DAY 20: Golden Shower

cw: watersports
Super excited to get to this day, this is a kink I’m into but haven’t drawn as much, so I hope the piss freaks out there enjoy!

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Angus and Gregg in a shower. Angus pushes Gregg’s legs up over his chest and places his dick between Gregg’s buttcheeks. They are both peeing on Gregg’s torso.
October 22, 2025 at 3:53 AM
demilittleguy.bsky.social
KINKTOBER DAY 19: Creampie

Almost caught up! Did some fun rendering for this one because why not :P also maybe the first Angus bottom of the month which is CRAZY because how have I not done that yet…

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Gregg grabs Angus’s ass to show off cum leaking from Angus’s hole
October 20, 2025 at 3:57 PM
demilittleguy.bsky.social
KINKTOBER DAY 18: Size Queen

Break for Gregg and Angus, figured I’d share the love with another couple. Turns out Mae’s parents are into pegging…

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Candy Borowski squeezes lube onto a massive hot pink strap on, lining it up with her husband Stan’s ass, who seems pleased.
October 20, 2025 at 3:32 PM
demilittleguy.bsky.social
KINKTOBER DAY 17: Service Kink

Big fat bears in maid dresses… enough said……

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Angus, in a maid dress, is kneeling down to service Gregg, who is in a suit.
October 20, 2025 at 2:19 PM
demilittleguy.bsky.social
KINKTOBER DAY 16: Remote Control

Gregg having some buttplug fun at the Bright Habor Snack Falcon p.2 (I’m sure Angus is having his own fun back at home hehe)

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Gregg stands behind the Snack Falcon counter, a strained expression on his face. He says “*huff* eff you, Angus.” Gregg stands behind the Snack Falcon counter, a strained expression on his face. He says “*huff* eff you, Angus.” Behind the counter, there’s a bulge in his jeans, and a “bzzzzz” sound effect coming from behind him. Gregg stands behind the Snack Falcon counter, a strained expression on his face. He says “*huff* eff you, Angus.” Behind the counter, under his pants, his half hard penis pushes against assumed underwear, leaving smears of pre. A buttplug in his ass is vibrating, emitting a “bzzzzzz” sound.
October 20, 2025 at 1:54 AM
demilittleguy.bsky.social
OPEN COMMISSIONS INFORMATION

Currently a college student w no job looking for housing so WERE OPENING COMMS BABY!!!! Get your authentic horny acespec drawn art here! Prices, examples, and limits in the image, feel free to DM or use link in bio to artistree!

#furry #yiff #nsfw #commissionsopen
October 18, 2025 at 7:08 PM
demilittleguy.bsky.social
KINKTOBER DAY 15: Object Insertion

Gregg having some buttplug fun at the Bright Habor Snack Falcon p.1 (it’s in bright harbor ig because I have them texting and famously, no reception in possum springs)

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Gregg is texting Angus while inserting a buttplug in what looks to be a bathroom stall. He is wearing his name badge for his job.
October 18, 2025 at 4:09 PM
demilittleguy.bsky.social
KINKTOBER DAY 14: Possessive Sex

Pieces are probably gonna be less rendered while I play catch-up, but I’m trying not to fall any further behind lol

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Though offscreen, it’s implied Gregg and Angus are having sex. They hold hands, and Angus’s face is in the crook of Gregg’s neck.
October 16, 2025 at 1:21 PM
demilittleguy.bsky.social
KINKTOBER DAY 13: Dildo/Sub Top + Dom Bottom

Was swamped with school work the past few days (midterm
#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Gregg rides a dildo situated just above Angus’s caged cock
October 16, 2025 at 5:25 AM
demilittleguy.bsky.social
KINKTOBER DAY 12: uhhh feminization?

I didn’t like any of the prompts for today lol… I think the idea of sissification (one of the prompts) is kinda mid and I got distracted by my own ideas sooooo enjoy a safe for work day!

#kinktober2025 #furry #nightinthewoods #nitw
Danny, a random ass side character from Night in the Woods is dressed in feminine clothes. Bea and Jackie discuss the fact I gave up on drawing something kinky today and instead wanted to draw a trans Danny?? Where did this idea come from?? I don’t know…
October 12, 2025 at 1:14 PM
demilittleguy.bsky.social
KINKTOBER DAY 11: Somnophilia/Cum Licking

I can’t believe I’ve made it past 10 days now this is like the most I’ve ever committed to one of these challenges :0 anyway have a sleepy bear

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
In the first panel, Gregg jerks off a sleeping Angus, who’s rock hard and leaking. In the second, Angus is yawning, presumably having just woke up. His penis drips cum, and Gregg licks up the cum remaining on his fingers.
October 11, 2025 at 9:11 PM
demilittleguy.bsky.social
KINKTOBER DAY 10: Oral/Punishment/CNC

This one’s got cnc, so don’t unspoiler if you’re uncomfy with that, but I promise Germ is enjoying it. Probably was his idea, the little weirdo.

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Angus holds Germ’s mouth open while Gregg cums inside it. Germ grimaces, some tears in the corners of his eyes. Gregg smirks with a text box saying: “Try not to lose next time, dude.” A television screen is seen in the background, lighting the scene.
October 10, 2025 at 8:40 PM
demilittleguy.bsky.social
KINKTOBER DAY 9: Tentacles/Exhibitionism

I feel like I don’t remember this cutscene from Demontower? This must be the bad ending— or good ending, I’m not sure…

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Palecat, player character of the Demontower computer minigame in Night in the Woods, is suspended and penetrated by magic tentacles cast by the third boss from the game.
October 9, 2025 at 7:19 PM
demilittleguy.bsky.social
KINKTOBER DAY 8: Webcam

Tried going really on model with this one, quite happy with the result! Gregg is always down to put on a show for a friend in need…

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
In boxes resembling an online video call, a blushing Mae watches Gregg and Angus having sex in their living room.
October 8, 2025 at 9:33 PM
demilittleguy.bsky.social
KINKTOBER DAY 7: Chastity/Blindfold

A new friend has hit the Grangus kinktober festivities! Germ got a little in over his head I think…

#kinktober2025 #furry #yiff #nightinthewoods #nitw #nsfw
Gregg and Angus stand behind Germ, in a flat chastity cage and falcon hood style blindfold. His hands are strung up, and knees bent inwards.
October 7, 2025 at 9:42 PM