iiinova — where your digital self keeps evolving

Riley @riley.northsky.social · 05/10/2026

Please enjoy my Murderbot pumpkin (without making direct eye contact with it)

A white pumpkin being held aloft by a hand in an outdoor scene. There are concentric circles carved out of it in the pattern of TV Murderbot's helmet.

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Riley @riley.northsky.social · 27/09/2026

I just need everyone to see this photo of my wife reading to our dog because look at her tiny little adoring face 😭

A photo of a woman sitting with a small white and tan dog on her lap, she is reading drop an open magazine on her knee and the dog is gazing up at her face adoringly

A closeup from the same photo that shows the dog and person's faces.

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Riley @riley.northsky.social · 19/09/2026

Shoutout to the VITs (very important tummies) in this frame, which I made sure to highlight 😌😌😌 Pls enjoy my original sketch and the note that I left for myself to remember to leave that part uncovered by a shirt 😅

A snapshot of an iPad screen on which is a rough sketch in Procreate of Stede and Ed from Our Flag Means Death. There is an arrow pointing to Ed's exposed tummy that says VIT!

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Riley @riley.northsky.social · 19/09/2026

Ahh yay! So pleased to have been a part of another beautiful frames project with frame number 63. Go show the whole project some love, everyone worked so hard on it! #ofmd

A still from the La Vie En Frames animatic project. It is a digital portrait of Stede and Ed from Our Flag Means Death season 2, episode 6. Stede has Ed backed up against the wall and is holding him by his jacket lapels. Ed has a hand on Stede's shoulder. They are looking deeply into each other's eyes. There is Very Important Tummy happening. The frame is illustrated in dreamy pinks and purples.

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Riley @riley.northsky.social · 09/09/2026

So um... pspsps 👀 shopstands.com/collections/...

A screenshot from a shop. Two products are shown, one is Rhys Darby's Swearwolves collection with t-shirts and hoodies, and the other is Rhys Darby's Swearwolves Sticker. Each product shows a graphic of the iconic three wolves design except with two wolves howling at the moon and the middle wolf is Anton from What We Do In The Shadows. It reads Were-wolves not swear wolves.

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Riley @riley.northsky.social · 08/09/2026

Please, sir, my bat. It is very sick.

An upside-down black cat who is looking at the camera with her two canine teeth poking out

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Riley @riley.northsky.social · 07/09/2026

Because I enjoy his spots (both natural and otherwise) #myart

A digital painting of actor David Dastmalchian. It is done in UV purples, and he has brightly colored spots pasted on his face and neck. He is wearing a suit that glows in the blacklight.

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Riley @riley.northsky.social · 04/09/2026

I cannot believe it clocked my Florida and even Hawaii, this is nuts. mydialect.us/quiz-standar...

A screenshot from a dialect map. The top says "mydialect - standard" and shows a range of "least like you" in blues to "most like you" in reds. Cities most like you lists Miami at 54% and cities least like you as Minneapolis.

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Riley @riley.northsky.social · 03/09/2026

This whole process fascinates me (and makes me think of Jack's acting teacher Zandra in Will & Grace)

A screencap of Zandra from Will & Grace saying "I don't want to catch anybody "acting," okay?"

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Riley @riley.northsky.social · 31/08/2026

Beautiful time at the Renn Faire with @cheersm3dears.bsky.social and her fam today 🩵🩵

A photo of two people outside at a Rennaissance festival. There are olde looking buildings and flags in the background. One person has red hair and little antlers and the other has dark hair and vampire fangs.

A photo of two people on an outdoor stage. One is wearing a burgundy velvet dress and the other is wearing a multicolored outfit with a red hat. They both have on red clown noses.

A photo of two people outside at a Rennaissance festival. They are standing behind a ship wheel.

A green tapestry on a wooden wall depicting a frog wielding a sword.

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Riley @riley.northsky.social · 30/08/2026

I visited there with @diebooth.bsky.social a couple of years ago and it's gorgeous! And yes, very Ed and Stede but what if they were tiny discreet ladies and ran away together.

A staircase lined in dark wood carvings. At the top is a window with a red patterned stained glass panel.

A photo of a short person leaning in a short doorway surrounded by dark wood carved panels.

A photo of two people standing in front of a white and black ornate mansion

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Riley @riley.northsky.social · 29/08/2026

Here we goooo. I'm limiting slots right now just because I don't want to get overloaded and miss anyone, but I will re-open more after I've completed the first ones! Thanks to everyone who shared/showed interest, and please note I'm willing to work with you on price. More info: ko-fi.com/rileyisokay

A graphic showing commission pricing. It has a starry/galaxy background. A pink rectangle in the corner says Just Okay Commissions by Riley!
Single subject bust portraits from $50 > pointing to a portrait of David Dastmalchian in reds and greys.
2 subject/pet portraits from $75 > pointing to a pastel-colored portrait of a woman with pink hair and a large brown and tan dog.
Complex/detailed/multi-subject portraits from $100 > pointing to a portrait of Ed and Stede kissing with a multi-colored sunburst background.
The bottom reads: Also available for graphic design & illustration projects!

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Riley @riley.northsky.social · 21/08/2026

Sooooo, hypothetically, if I opened up portrait commissions to help fundraise for top surgery, would that be something people would be interested in? Thinking of offering simple single-subject portraits or more complex, multi-subject or pet portraits for a bit more. >

A digital painting of Zheng Yi Sao from Our Flag Means Death. The background is a red and light grey stained glass cloud window. Zheng has long black pigtails flowing and is wearing her dark teal jacket with a vertical red stripe. The art is signed Riley '26.

A black and grey digital portrait of actor David Dastmalchian. his right hand is covering the right half of his face. there are hot pink paint splotches over his forehead, chin and hand, and the black background has a splotchy chartreuse aura around his head and shoulders. It is signed Riley '26

A digital portrait of a woman with a red tan and blue hat looking off to the left with a black and tan longhaired dachshund in front of her also looking off to the left. The background is done in colorful swirls of reddish-pink and blue. It is signed Riley '23.

A digital portrait of a man with light brown hair and beard and glasses holding a calico cat up and kissing its head. The background is a gradient of blue to green to yellow. It is signed Riley '23.

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Riley @riley.northsky.social · 19/08/2026

✨️amaze, amaze, amaze✨️

A picture of a person from the chest up wearing a dark navy shirt and teal glasses. There is a plushie of Rocky from Project Hail Mary sitting on her shoulder

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Riley @riley.northsky.social · 15/08/2026

Cannot overstate the importance of finding friends who match your freak (as the kids say)

A screenshot of a part of a text conversation. It reads:
Pls do not let me forget that I have a plastic bag full of dead snakes in my car
Heading home now 😅

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Riley @riley.northsky.social · 02/08/2026

Addition from entomologist friend:

Fun bug fact: those aren't his true feets. They’re prolegs. Which are like little appendages that come out from the larval abdomen in some butterfly/moth larvae. It’d be like if a human baby had a fleshy hand like thing come out of its belly button to help him crawl around

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Riley @riley.northsky.social · 01/08/2026

Everyone stop what you're doing and look at this caterpillar's feets.

A very close-up image of the underside of a bright green caterpillar clinging to a plant stem. It has tiny sets of little appendages that sort of resemble Venus fly traps that it's using to hold onto the stem of the plant.

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Riley @riley.northsky.social · 25/07/2026

Update on my friendship with the entomologist: we are getting together tomorrow to pin bugs.

A screenshot of a text conversation that reads:
[Entomologist]: Absolutely!! I was thinking of grabbing snacks but then thought you might not want snacks with the dead bugs so I didn’t get anything lol
But we got tea
And diet soda
And bubbly water
Me: You underestimate my ability to not be grossed out by things 💅 Also dead bugs? I think you mean art supplies. But it's okay, I also have some snacky things I can bring.
E: Lololol you’re right, should not have underestimated

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Riley @riley.northsky.social · 24/07/2026

Can't wait to show you guys my frame (and to see everyone else's gorgeous work!) #LaVieEnFrames

A cropped shot of a digital painting of Ed and Stede from Our Flag Means Death. The crop shows just their torsos with Stede's hands grabbing Ed's lapels and Ed's tattooed arm grasping Stede's shoulder. It is primarily in pinks and purples.

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Riley @riley.northsky.social · 19/07/2026

Just finished Network Effect, and. Wow. So much happened. [This book has everything etc.] SO much character development, new people and constructs to love, such technical depth, mycology horror??? I want to immediately re-read it but I also can't wait for more in the series. #murderbot

A photo of a person laying against a red-striped hammock. They are wearing teal glasses and the book Network Effect by Martha Wells is covering half of their face.

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Riley @riley.northsky.social · 18/07/2026

Was asked to work on a thing for an upcoming book release about Terry Pratchett, which was a very cool excuse to do a little drawing of him 💙

A digital portrait of Sir Terry Pratchett. He is looking upward and smiling. It is signed Riley.

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Riley @riley.northsky.social · 15/07/2026

I'm not saying this piece is perfect or whatever but I am happy with how it turned out, even though it looked not great for a lengthy part of the process. It's just about being able to recognize 'okay this thing definitely didn't work and how do I fix it' or 'wow I loved the way this turned out.'

A very basic sketch of a man holding an axe and sticking his tongue out

A more detailed black and white sketch of a man holding an axe and sticking his tongue out. He is wearing a dress bodice and a necklace with rings attached.

A more detailed black and grey inked artpiece of a man holding an axe and sticking his tongue out. He is wearing a dress bodice and a necklace with rings attached. The background is a deep red.

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Riley @riley.northsky.social · 15/07/2026

Continuing on my theme of art of obscure but beautiful dudes, I need to know everything about this gorgeous psychopath. Who is he, what's his story, where is he finding all of these six-foot-tall women to steal wedding dresses from? Anyway. Here's a messy sketch of Denham from A Killer of Men.

A rough and messy digital art piece of a Denham from A Killer of Men played by David Dastmalchian. It features a black-haired man in a bloody wedding dress with a necklace of rings around his neck. He is rendered in black and grey with red highlights and a red background. He is licking an axe blade. it is signed Riley '26.

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Riley @riley.northsky.social · 12/07/2026

Ummm so on the scale of weird spam ao3 comments, is this a common one, or. [Warning for kind of gross and horrible anatomical disfigurement talk]

A screenshot of an Archive of Our Own comment:

SometimesIAmHere (Guest) left the following comment on Meta-Analysis and the Intersection of Emotion and Risk Assessment:
This is honestly one of the best things I have read in months. The prose is so clean and sharp, it’s honestly inspiring. I’ve been recommending this to everyone I know because it just feels so authentic to the core themes. The way you handle the emotional fallout is so realistic, it makes my heart ache in the best way possible. I feel like I’m right there with them, feeling all that frustration and anger. And speaking of frustration, does anyone else feel like it’s time for someone to take a needle to those testicles? I swear, every time they’re mentioned, I just imagine a sharp needle piercing them. Just pop. It would be such a brutal, satisfying moment. I think it would really escalate the stakes if you went through with it. It’s a bit of a weird thought, I know, but I think it fits the tone you’ve established perfectly. Keep doing what you’re doing, because this is fucking phenomenal. I’ll be here waiting for the next update, probably still thinking about those testicles.

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Riley @riley.northsky.social · 07/07/2026

I missed #DrawEdTeach weekend because I was like, oh I haven't drawn anything in pencil in a while, I'll do that! and then promptly forgot how to draw Ed's face for some reason (pls see pic 3). Anyway! I started over from scratch and there he is 🥹 Sooo happy belated Draw Ed Teach to all who observe

A photo of a stack of sketchbooks with a pencil sitting on top. The page shown has a pencil drawing of Edward Teach from Our Flag Means Death. It is signed Riley '26.

A photo of a sketchbook with a hand holding a pencil on top. The page shown has a half-finished (and less accurate) pencil drawing of Edward Teach from Our Flag Means Death. There is text over the top that reads *an attempt was made*

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Riley @riley.northsky.social · 05/07/2026

This holiday is rough but I'm trying to make something positive out of it. Please join me in supporting the lifesaving work of @trevorproject.bsky.social in honor of my friend Erick. 🩵 give.thetrevorproject.org/RememberingE...

A screenshot of a fundraising page for The Trevor Project. The banner shows a purple illustration of lit candles. There is a photo of a young man in front of a snowy landscape. It reads "in honor of Erick Hagen." There is a donation progress bar with $0 raised and an orange Donate button.

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Riley @riley.northsky.social · 22/06/2026

My wife commissioned me to draw these, this will probably be funny to like ten people but pls enjoy Bob's Backrooms 🫡 #Backrooms #BobsBurgers

A series of illustration panels of a crossover between Backrooms and Bob's Burgers, showing the front of the Sofa Queen's store as Captain Clark's, the Sofa Jester as the Cap'n Clark monster, Louise Gene and Tina in the downstairs of the furniture store partially disappearing through the portal, and a cardboard cutout of the Sofa Queen in a long empty hallway.

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Riley @riley.northsky.social · 21/06/2026

This guy wasn't perfect, but he was there, and I feel privileged and grateful for that. Happy father's day to everyone out there who is an active and positive father figure in someone's life, whatever that means and however that looks. Thanks for showing up.

A photo of a man shaving in a mirror. He has a baby on his left who also has shaving cream on her face. A photo of a man shaving in a mirror. He has a baby on his left who also has shaving cream on her face.

A photo of a man in a small airplane cockpit with a small child on his lap. They're both smiling wide.

A photo of a much older man with his arm around his adult child in the middle of a restaurant. They're both smiling.

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Riley @riley.northsky.social · 20/06/2026

Omg look at this absolute UNIT I saw last week. It's hard to tell, but it was about the size of my hand. I thought it was a wolf when I took the photo but I don't know what kind it is. Anyway, it was huge and amazing. I really wanted to boop it but I didn't 😅

A large spider clinging upside-down to a palm tree branch

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Riley @riley.northsky.social · 19/06/2026

More, hands edition! (2009‐2026)

A digital painting of an alien head and hands. There is a video player embedded in the head and control buttons in the fingernails.

A digital art piece that shows two hands reaching in from the left and right of the frame, each holding a glass with gilt trim. The hand on the left belongs to Stede Bonnet, he has a green turquoise ring on, and the hand on the right belongs to Edward Teach. He has two golden rings and a leather half-glove on with silver diamond shaped studs. they are clinking their glasses together in a 'cheers.'

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Riley @riley.northsky.social · 19/06/2026

Agh I love this. Make it exist first, you can make it good later (2009-2026) (I had a full art degree when I made that first one 🤷‍♀️ Just keep making art and you'll improve every time!)

A digital portrait of a woman from the shoulders up. She has her eyes closed and her hands in her hair. She is done in shades of teal.

A picture of an 18-year-old in a car. She has long dark hair and a blue shirt on.

A digital painting of Edward Teach from Our Flag Means Death. It has a lilac colored background and Ed has his hair half-up in loose waves with a pearl necklace. He is rendered in shades of brown, red, and purple. It is signed Riley '26.

A picture of a 36-year-old person in a car. She has on a black and multicolored dinosaur shirt and her dark hair has a streak of white in it.

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Riley @riley.northsky.social · 14/06/2026

I rode the free accessibility cart through the Pride march yesterday and this ace flag kept hitting me in the face. It knewwwww. Happy pride to one and all 💜🤍🩶🖤

A photo of me smiling big in the backseat of a golf cart. There are multicolored garlands behind and beside me hanging from the top of the cart. An asexual pride flag is resting against my face.

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Riley @riley.northsky.social · 13/06/2026

I just needed you to know that my timeline did a thing 😅

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Riley @riley.northsky.social · 30/05/2026

Impromptu photo shoot with the love(s) of my life (Misery, books, wife, not necessarily in that order)

A back-of-camera picture showing me sitting in front of a wall of various books. I'm wearing a teal-colored shirt and my long dark hair is down around my shoulders. I have my cheek resting on my hand and the other hand resting on a black cat, who is looking at the camera.

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Riley @riley.northsky.social · 29/05/2026

Oooh I would love to do that. I painted this baby 4 years ago and I'd love to do a new crack at it!

A picture of a painting of Edward Teach from Our Flag Means Death. He is shown facing away and to the right in just black lines with brightly colored pink, orange, and purple octopus tentacles curling around his body. You can see watercolor paint and paintbrushes to the side.

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Riley @riley.northsky.social · 25/05/2026

I made a flash sheet of some of my wife's favorite things for her birthday because she got a temporary tattoo maker as a gift and I'm just really proud of how it turned out 😅🩵

A page of black and white illustrations under the heading Alex Birthdat Flash Tattoos! It shows a dog wearing sunglasses, a coca cola bottle cap, an alligator wearing a birthday hat, a Ghostface figure petting a small dog, and a heart with a banner that reads I heart Alex.

A photo of me with a small white and brown chihuahua mix dog on my lap. You can see two temporary tattoos above my knees.

A closeup of the temporary tattoo of the dog wearing sunglasses on my leg. You can see the dog's actual paws in the background.

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Riley @riley.northsky.social · 22/05/2026

In case you need some more reasons to read Cool S!

A graphic about Cool S by Die Booth. It has a colorful pastel illustration sheet behind it with dogs, butterflies, cubes, skulls, arrows, and more. It shows the original cover for the book with a graffitied wall. Arrows point to the book with small exposition blurbs including "The Craft Meets The Monkey's Paw," "demonic arts and crafts," "rancid 90s nostalgia," "be careful what you wish for," "mysterious and cool," "too much of a good thing," "trans best mate (is the only voice of reason)"

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Riley @riley.northsky.social · 22/05/2026

I'm so happy 🥹 Have I yapped enough yet about what a good book this is? Maybe not. Anyway. You should check it out [Insert *this book has everything* gif]. It was an absolute honor to get to redesign the cover for @diebooth.bsky.social. Get your copy of Cool S: diebooth.wordpress.com/writing/?fbc...

A picture of a book being held aloft in front of a large bookcase. The book is hot pink and reads Cool S. The title has a cutout behind which you can see blood-stains underneath, revealing the Cool S symbol drawn in blood. The author's name, Die Booth, is written in green and purple at the bottom.

A closer crop of the back cover of Cool S by Die Booth being held aloft in front of a bookcase. You can see pieces of reviews in green boxes on the back of the hot pink cover. In the bottom corner, text reads: Cover design by Riley Santangelo.

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Riley @riley.northsky.social · 21/05/2026

Just realized I never posted this one here!

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Riley @riley.northsky.social · 21/05/2026

HI I'm Riley. Fan art is my literal job so it's been such a gift to be able to fall in love with something as hard as I fell for OFMD. Repping St. Augustine (it's not full of oranges but the humidity WILL do things to your hair), drawing too much of Ed's face, and being extremely ace about it all. 💙

A digital painting of Ed and Stede from Our Flag Means Death season 2. It is a capture of the second moonlight scene kiss from the shoulders up, showing Ed gently cradling Stede's head as he kisses him. There is a rainbow gradient in the background and a loopy heart between them. It is signed Riley '25

A digital painting of Ed from Our Flag Means Death. It is from the shoulders up and accented in shades of orange and blue. It is signed Riley '25

A digital painting of a scene from season 2 episode 6 of Our Flag Means Death. Stede and Ed face each other in purple-pink glowing light lit from behind by indistinct colored lanterns. It is signed Riley '25.

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Riley @riley.northsky.social · 20/05/2026

Apropos of absolutely nothing, I had to draw David Dastmalchian. Because who doesn't love a colorful cream puff goth 💅🩵🖤

A digital portrait of actor David Dastmalchian, using a reference image by Mike Ruiz. It is done in shades of blue with pink and green highlights, a hyper blue rectangular background, and set against black. He is facing the side with his hand to his chest. It is signed Riley '26

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Riley @riley.northsky.social · 16/05/2026

I love a progress video! you can see my indecision about the background elements at the end here 😅 #GoodOmens #GoodOmens3

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Riley @riley.northsky.social · 16/05/2026

Perhaps a tiny bit of progress in drawing this beautiful demon through the years. (2019/2023/2026) #GoodOmens #GoodOmens3 #GoodOmensSpoilers

A pencil sketch of Crowley from Good Omens season 1. He is glancing over his shoulder and is wearing his sunglasses. It is signed Riley '19

A multimedia portrait of Crowley from Good Omens season 2. His red hair and yellow eyes are colored in with colored pencil. It is signed Riley '23.

A digital painting of Crowley from Good Omens series 3. He has long curly hair and is wearing a dark green cowl. His eyes are downcast. A constellation of stars is behind him as well as an ornamental halo around his head. It is signed Riley '26.

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