Theo Winterwood
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theo-winterwood.bsky.social
Theo Winterwood
@theo-winterwood.bsky.social
160 followers 280 following 200 posts
They/Them
Thirtysomething, queer, does some art and writing (sporadically and without an audience), not sure what else to say here right now.
(Could potentially occasionally repost 18+ art)
Posts Replies Media Videos
Reposted by Theo Winterwood
sobcomix.bsky.social
Reposting a golden oldie for Lesbian Week; Punk Lesbian Frogs!
digital drawing of two punk lesbian frogs, one big and burly, one smaller and lean. the image is in greys, except for their eyes which are yellow and orange.
April 24, 2025 at 3:17 AM
Reposted by Theo Winterwood
yabamena.bsky.social
Quote your art with glasses on!
An unfinished digital painting of a tan woman sitting on a pink blanket on the sand. She is wearing a broad-rimmed straw had, round framed sunglasses, a yellow halter top, and jean shorts. I'm here right hand is a wand. Beside her on the blanket are yellow and white flipflops, a container of strawberries, and a straw beach bag.
November 26, 2025 at 3:16 PM
theo-winterwood.bsky.social
Quote your art with glasses on! 🕶⭐✨
A digital drawing of a faerie with light green skin, sitting on a chest freezer, smoking a cigarette, and soldering a homemade gadget while referencing a journal of handwritten notes. He has four arms and the lower right arm is amputated below the elbow. One wing is brown and orange and the other is dark blue and black; the hands on each respective side have skin slightly tinted to match that wing. One eye is also dark blue and the other is dark brown. He wears glasses with unfashionable aviator frames made of translucent beige plastic and a pair of brown overalls with one strap undone and both thighs patched. He does not wear a shirt and his body is heavily tattooed in blue-black stick-and-poke art. His dark hair is buzzed short in an undercut around the sides and back, with the rest pulled up in a messy bun. There are four small insert images: 1. A philips head screwdriver tip and carpenter pencil. 2. A handmade bottlecap pin with the words "know-it-all smartass" painted on it. 3. A closeup on his eyes. 4. Honeysuckle flowers in pale yellow and white. #queerart #queercharacter #oc #ocsky #faerie #fairy #scifi #fantasyart #daggerheart #ttrpg #fae #originalcharacter #oc
November 26, 2025 at 3:21 PM
Reposted by Theo Winterwood
schweizercomics.bsky.social
Can only assume that this is because Goran, kind Goran, shares accounts of Palestinian folks in dire need of help and financial support. So incredibly shameful on behalf of the Bluesky moderators. I hope they change their hearts before their callousness and cruelty destroys all that they love.
acidlich.bsky.social Lizzie Kodpuak née Acid Lich (Gröbnerpilled era) @acidlich.bsky.social · 5h
Bluesky suspended Goran Gligovic, the guy that makes nice art. Jesus fucking Christ Bluesky
November 26, 2025 at 3:11 PM
Reposted by Theo Winterwood
only-jaws.bsky.social
Edith Hunt
2025

My big, cool werewolf girlie that I absolutely need to draw more <3
A drawing of a buff woman holding the leg of another woman
November 25, 2025 at 10:04 PM
Reposted by Theo Winterwood
mrspowersdayjob.bsky.social
Sometimes I think it’s going to be the librarians who will save us all.
A large (maybe 3 feet wide by 5 feet tall) sign on the end of a row of bookshelves that tells the “address” of books that have sensitive content.
November 25, 2025 at 1:47 AM
Reposted by Theo Winterwood
mintaii.bsky.social
more gothic batman

#art
an illustration of a gothic fantasy/horror batman alternate universe. batman is the central figure of this piece, depicted in knight armour, with his cape dissolving into blue fog and wisps of smoke. he is framed by gothic architecture and is barely illuminated by blue flames emitting from a skull shaped lantern, his face concealed by shadows. surrounding him are four portraits of scarecrow, harley quinn, mr. freeze and two face, situated within individual arches. behind batman, is a portrait of an unmasked bruce in red; a close up of his eye looking up warily between the shadows of tree branches.
November 25, 2025 at 5:13 PM
Reposted by Theo Winterwood
godaughtr.bsky.social
one of my pieces for boys with tits ☀️
illustration with a warm brown/blue color palette. yani lies on his back in the grass, pulling oysna towards him by his long, dark hair. both are naked. oysna's body is dripping with water. a bead of blood runs down his neck.
October 2, 2025 at 3:36 PM
Reposted by Theo Winterwood
sssvvv.bsky.social
let it rain on us forever
November 23, 2025 at 11:54 PM
Reposted by Theo Winterwood
evenlyevi.bsky.social
Stay 🪑 #art #illustration
A digital illustration of a wooden chair placed outdoors at night, surrounded by grass and weeds. The image is rendered in a monochrome green hue, soft lighting illuminating from the bottom of the image.
November 20, 2025 at 1:19 PM
Reposted by Theo Winterwood
littlestpersimmon.bsky.social
The Iconoclasm
Illustration of Venus of Willendorf as a trans man
November 21, 2025 at 3:17 PM
Reposted by Theo Winterwood
avrilcircus.bsky.social
He just wants to catch ghosts to take them on dates.
November 23, 2025 at 2:39 PM
Reposted by Theo Winterwood
popeguilty.bsky.social
Fun fact: this is explicitly why Dick Wolf created Law & Order: he violently hates defense attorneys and felt tere weren't enough shows about how defendants and their lawyers are scum

(also when somebody "gets off on a technicality" that actually means the cops committed a crime against them)
A tumblr post from telltaletypist: "one particularly sinister way that cop shows use propaganda is portraying defense lawyers as sleazy, opportunistic scumbags for committing the heinous sin of making sure their clients' rights aren't trampled over. cop shows are designed to make you hate your own rights and perpetuate the disgusting idea that only the guilty would try to defend themselves."
November 22, 2025 at 3:55 AM
Reposted by Theo Winterwood
wbm312.bsky.social
It's my favorite day! It's the 38th anniversary of the Max Headroom signal broadcast intrusion!

1st incident lasted 25s during the 9PM news on WGN-TV in Chicago; The 2nd, 2hrs later, lasted ~90s on PBS affiliate WTTW during Dr. Who.

You can watch it here: www.youtube.com/watch?v=oqge...
Max Headroom 1987 Broadcast Signal Intrusion Incident
YouTube video by andrew867
www.youtube.com
November 22, 2025 at 6:37 PM
Reposted by Theo Winterwood
valentaine.bsky.social
My #oc Lilith #art 🤍
November 21, 2025 at 8:01 PM
Reposted by Theo Winterwood
seraphim777s.bsky.social
s c r e a m i n g
November 20, 2025 at 7:28 PM
Reposted by Theo Winterwood
zacharyiswackary.bsky.social
Quiet talks in the bath tub
November 19, 2025 at 8:05 PM
Reposted by Theo Winterwood
tujiux.bsky.social
Call Your Baby. 📞🎨

[ #Dnd #art #ocsky #oc ]
Illustration of Absimilliard and Leora on the phone with each other
November 19, 2025 at 7:34 AM
Reposted by Theo Winterwood
tsurudraws.art
If it isn't clear, this includes using ChatGPT, character AI chatbots, any and all forms of generative slop.

You are not welcome in my spaces.
tsurudraws.art 🍊 tsu @tsurudraws.art · May 6
I think folks need to blocking and be MORE blunt about not welcoming AI usage in any creative space.

Not ridiculing. Not dunking. Just "we don't allow that here."

I promise you, if they're STILL knowingly using AI at this point, they don't care or will play victim.

Block and move on.
dicefunctional.bsky.social Dicefunctional | TTRPG Nerds, Actual Plays, and Streamers | 🦀 @dicefunctional.bsky.social · May 6
So... I'm gonna be a bit more blunt today in regards to AI usage in the TTRPG space.

The harder it is made for folks using AI to find acceptance and gain traction, the less of it we will see.

This means blocking them on Social Media, and reporting them on sites where they sell their trash.
May 6, 2025 at 8:30 PM
Reposted by Theo Winterwood
tofurevolution.bsky.social
If you are looking for an artist who also does maps, my commissions are open!

#ttrpg #osr #rpgart #dnd #fantasymap
A dungeon for TTRPGs depicting a burrial mound containing the crypt of the undead Saint Wendelgard. A map of a vine cellar with more than 14 rooms. Underneath the map it reads Earth and Wine. A map depicting a dungeon made from clay. Underneath a worm with many rows of teeth and a gnarly tail. A map with four red rooms. The text underneath reads Fragments of a Mythic Underworld - The Blood Orchard
November 18, 2025 at 10:30 AM
Reposted by Theo Winterwood
venusmage.bsky.social
I'm so honored to say I got to illustrate the cover for Villainess! It's live right now! kck.st/3JE4En9
[ #illustration #fantasyart #digitalart ]
An illustration of an elven woman in all white, surrounded by black sphinxes with women's faces coming out of lion mouthes. The only color is bright red accents of her jewelry, crown, and the sphinx eyes.
November 17, 2025 at 7:39 PM
Reposted by Theo Winterwood
inoaart.bsky.social
#oc | i need to draw my wife with her hair down more often

[✤ #art ✤ #dndart ✤ #dnd ✤ #ttrpg ✤ #ocsky ✤ ]
November 18, 2025 at 12:09 PM
Reposted by Theo Winterwood
wallacepolsom.bsky.social
Zinaida Serebryakova (1884-1967), “At the Dressing-Table. Self-Portrait” (1909), oil on canvas, 65 x 75 cm.
November 17, 2025 at 1:19 PM
Reposted by Theo Winterwood
moonjellied.bsky.social
morning doodle of Aries #oc #pinup
November 16, 2025 at 5:03 PM
Reposted by Theo Winterwood
whatevermaranda.com
Love this so much. 💜
Meme: a quirky hand-drawn cat beneath the script "AHEM - please don't give billionaires more of your money this holiday season - buy something cool and handmade from some fun weirdo instead & help them eat. Shop small, y'all." Image credit: "Small businesses need your support more than ever 💗 By Sugarhouse Ceramic Co."
November 15, 2025 at 4:17 AM