Vinny
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transjester.at.app.wafrn.net
Vinny
@transjester.at.app.wafrn.net
11 followers 20 following 300 posts
Vinny | Trans (he/him) | Aro/Ace/Bi Fag | 26 | Married | 18+

Do not be afraid to ask me questions! And also, commissions are always open. ✨[...]

View full profile at https://app.wafrn.net/blog/Transjester
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transjester.at.app.wafrn.net
EVEN MORE...Kingdom AU...I've either been at work or drawing because I'm Silly.

Anyway, Kain and Winslow...still as toxic as ever...maybe even moreso in this AU. Kain starts a war when Astrid tells him he can't have her advisor, Winslow. Lots of drama ensues. #fantasy #au #toxic-yaoi
Kain glaring at the viewer as Winslow and him awkwardly hold each other. Winslow looks uncomfortable.
November 21, 2025 at 7:46 AM
transjester.at.app.wafrn.net
More Kingdom AU, lalala. Have Winslow.

Astrid's trusted advisor and the accidental source of the war about to happen. Not his fault at all, just the Worst Person Ever decided to have a crush on him.

He has no self worth and is about to have the worst meltdown of his life. ✨ #Fantasy #au
Winslow in a pinkish red shirt with a blue and silver gem pin.
November 21, 2025 at 4:11 AM
transjester.at.app.wafrn.net
I'm calling this the "Kingdom AU". Heavily inspired by like...Zelda and fantasy.

Of course, Astrid is a queen. And that sword is Not Decorative. Don't fuck with her; she doesn't need her guards to kill you, she will do it herself. #au #queen #princess #digital-art #fantasy
Astrid in a pink/red dress that is low cut. She is wearing pauldrons, blue gemstones, and a silver crown. In her left hand, she holds a rapier.
November 20, 2025 at 3:26 AM
transjester.at.app.wafrn.net
[Implied violence, suggestive dialogue]
Based on an older doodle and convos. Idiot to idiot communcation and/or how to get a boyfriend 101.

Gucci belongs to the awesome and swag @sheilalieber.at.app.wafrn.net #comic #gay
Gucci holding Winslow by the throat and hand. Blood on Gucci's fist and face. Winslow's face and neck are bruised, blood running down from his nose. They are glaring at each other. Gucci says, "You have been taking it so rough." Winslow responds "I like it rough." Then it cuts to two panels of chibi Gucci and Winslow just staring at each other awkwardly going, "..."
November 19, 2025 at 1:31 AM
transjester.at.app.wafrn.net
Kain playing with his favorite toy.

Quote stolen from Frozen. #vampire #cw-blood #vampire-oc #oc #original-character
Kain holding Winslow's wrist and propping up Winslow's chin with his hand. Blood smeared on Kain's hand and dripping messily down Winslow's face. Winslow grips Kain's hand that is propping up his chin. Winslow is not making eye contact with Kain, scowling and crying. Kain stares at Winslow and says, "Oh Winslow...if only somebody loved you."
November 16, 2025 at 6:03 AM
transjester.at.app.wafrn.net
Treats!!! For Sheila!!
A clown demon holding a box of treats.
November 13, 2025 at 7:06 PM
transjester.at.app.wafrn.net
[Suggestive Dialogue]
I'm either working on important comic things or drawing these two being gay.............

Gucci belongs to @sheilalieber.at.app.wafrn.net #mlm #gay #oc
Winslow sitting with a hand on Gucci's shoulder. Gucci is standing with a hand on Winslow's thigh. They are making eye contact and blushing. Winslow is saying, "Gucci...I need you to hurt me."
November 13, 2025 at 2:02 AM
transjester.at.app.wafrn.net
Valentine and Astrid redesigns.

I always wanted them to look like a matching set (even though Valentine came months later development wise). Now, I think they look it. #oc #character #character-design #wlw #trans-woman #trans #trans-art #lesbian
Valentine. A girl in a dark pink, off-the-shoulder, short dress with a light pink belt. She is wearing tights, white short heels, and a pink choker. She has her long blue hair up in a ponytail. Astrid. A woman in a light pink, no-sleeve sweater, with white pants, and pink heeled boots. She has heart-shaped glasses, a heart-shaped belt buckle, and heart-shaped earrings.
November 12, 2025 at 7:01 AM
transjester.at.app.wafrn.net
Ishmael the vampire hunter #OC #original-character
A man with short black hair, a scar across his face, and a green shirt with black suit jacket. The name "Ishmael" is next to him.
November 12, 2025 at 12:00 AM
transjester.at.app.wafrn.net
Updated my persona thing. I enjoy drawing myself as a clown...but I just gave myself horns and a tail and blue skin and am def not some type of demon. #demon #demonsona #persona #sona #clown #self-portrait
Vinny (Transjester64)'s persona. A demon with light blue hair and a grey and brown mullet. He wears a split fabric hat and jumpsuit, one side grey and white stripes and one side blue and white stars, the fabrics switch sides between the jumpsuit and hat. He wears bright red circle glasses.
November 11, 2025 at 6:25 AM
transjester.at.app.wafrn.net
Naaru, my D&D character. A tiefling cleric who is suspiciously good at lockpicking and other random suspicious activities. #d&d #dungeons-and-dragons #tiefling
Naaru, a blue tiefling with a white tunic and a broke horn.
November 10, 2025 at 3:44 AM
transjester.at.app.wafrn.net
[Porn, petplay]
Winslow doesn't top if he can help it; this is about as close as he gets...

Gucci (leash holder) belongs to @sheilalieber.at.app.wafrn.net #gay #mlm #porn #t4t #trans #petplay #porn #nsfw
Gucci holding a leash. Winslow, who is leashed, is riding him.
November 9, 2025 at 7:03 AM
transjester.at.app.wafrn.net
Older Winslow and Younger Winslow #comic
Adult Winslow watching his younger self hold a Barbie. Older and younger Winslow look at the broken Barbie in silence. Younger Winslow asks, "Is our favorite dinosaur still carnotaurus?" Older Winslow answers with, "Yes." Younger responds with, "Good." Younger Winslow rips the head off the Barbie. He looks mad. Older Winslow looks not surprised.
November 9, 2025 at 3:06 AM
transjester.at.app.wafrn.net
Work selfie #Trans #transman #transgender #selfie
Vinny in overalls and a Mario T-shirt, with a cat beanie.
November 8, 2025 at 12:28 AM
transjester.at.app.wafrn.net
[Porn, bruises]
Gucci and Winslow being gay.

Gucci belongs to @sheilalieber.at.app.wafrn.net #cw-nsfw #mlm #gay-porn #gay #cw-bruises
Gucci fucking Winslow from behind. Winslow has bruises on his arm and neck from bites. Winslow is saying/moaning, "Oh f-fuck, Gucci."
November 6, 2025 at 2:45 AM
transjester.at.app.wafrn.net
This was way harder to draw than it should of been, lol. Based on a silly meme. #mlm #toxic-yaoi #vampire #vampire-oc #vampire-character #cw-suggestive #cw-blood
A three panel comic of Winslow and Kain. Kain is saying in the first panel, "Sometimes I try to remember what you taste like..." while Winslow looks VERY concerned. The next panel is Winslow's point-of-view with little chibi versions of them. Kain has killed Winslow in that panel. The third panel is Kain's point-of-view and it is censored with the words "Whoops! Can't show that in a Christian manga!" A little comic of two little guys. The first guy says, "Sometimes I wonder what I taste like." The second guy says, "I can help with that." The next panel has the first guy blushing, thinking about them kissing. The second guy is thinking about biting him.
November 6, 2025 at 12:30 AM
transjester.at.app.wafrn.net
[Suggestive, petplay]
Have a kitty Winslow! #cw-suggestive #petplay #trans #art #digital-art
Winslow in a very short, long-sleeved dress and fishnet stockings. He is wearing a cat collar with a bell and leash. He is blushing. Cat ears are doodled on top of his head.
November 5, 2025 at 6:19 AM
transjester.at.app.wafrn.net
[Very Suggestive]
Winslow and Gucci/Gucci's gun.

Gucci belongs to @sheilalieber.at.app.wafrn.net #nsfw #cw-nsfw #cw-gun #mlm #gay
Winslow looking up at Gucci who is off-frame. Winslow is blushing heavily with drool connecting his mouth and Gucci's gun.
November 3, 2025 at 5:44 AM
transjester.at.app.wafrn.net
Crusty ass clown selfie lalala #Selfie #clown #trans #transman
Vinny with clown make-up.
November 1, 2025 at 7:47 PM
transjester.at.app.wafrn.net
My brainworms are terminal, I cosplayed @sheilalieber.at.app.wafrn.net 's OC, Gucci. 👍 #Selfie #trans
Transjester (Vinny) dressed in a purple button up, with his glasses edited into sunglasses.
October 30, 2025 at 4:47 PM
transjester.at.app.wafrn.net
[Suggestive dialogue]
Kain and Shitlord being gay.

Gift for @sheilalieber.at.app.wafrn.net (who you should follow). #Tw-suggestive
Shitlord sitting on Kain's lap, blushing, nervous, and shaking a bit. Kain is looking up at him and saying, "I want to watch you struggle to ride me."
October 30, 2025 at 4:28 PM
transjester.at.app.wafrn.net
Forehead #Selfie #transman #trans #transgender
Vinny selfie
October 30, 2025 at 1:44 AM
transjester.at.app.wafrn.net
[Very dubcon, blood]
Make sure to get your rabies shot before hanging out with Kain, lol.
Kain hold onto Winslow and digging his claws into him, fucking him from behind. There is a bite mark on Winslow's neck. Winslow is digging his claws into Kain's arm, blushing and looking at Kain.
October 29, 2025 at 2:50 AM
transjester.at.app.wafrn.net
I'm so good at naming my NSFW... meme
A screen shot of file names, they read off as: fucked.png, fuckhimmmmm.png, FUCKING.png, fuggingAGAIN.png, and fuggingggg.png
October 29, 2025 at 2:48 AM
transjester.at.app.wafrn.net
Have I ever mentioned that Winslow owns a cat? His name is Poe and he is a black cat and he is very very stupid. #doodle
A doodle of Winslow and Poe looking at each other.
October 26, 2025 at 4:11 AM