Watch Well Games
@watchwellgames.com
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Timeless, bespoke #ttrpg experiences. Sharing stories. Creating community. Supports indie makers in the tabletop RPG space. ---------- Free newsletter: unflappablekj.substack.com Our games, maps, and supplements: watchwellgames.com
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Original sketch by yours truly. (Once again, I made some changes.) Cheers.
watchwellgames.com
#MÖRKTOBER 2025 day 14 prompt: "anchor" - "Anchor flowers, blooms so bright, light up the darkest caves. Careful not to get to close, or see the end of days." Word and hand drawn by yours truly; finished coloring digitally. Original sketch in comments. Enjoy. #mörkborg or #pirateborg #ttrpg
An arm dressed in a tattered robe is outstretched. At its end is a skeleton hand with the index finger pointing towards a pink flower with four yellow anchor-shaped pistils giving off a bright yellow light. Text reads: “Anchor flowers, blooms so bright, light up the darkest caves. Careful not to get to close, or see the end of days. MÖRKTOBER 2025. Words and art by K.J. Montgomery."
watchwellgames.com
Questions for the #ttrpg community. We're curious to know your answer(s). Name the #ttrpgs sitting on your shelves waiting to be finally played (or enjoyed once again!). Perhaps we have some of them on our lists too.
Text reads: "What tabletop RPGs are on your shelf waiting to be played? What's keeping you from playing them?" Visuals are as follows. Top left corner: the Montgomery clan tartan. Bottom right corner: A set of seven polyhedral dice. The background is a soft green with the outline of a hedgehog facing forward.
watchwellgames.com
Original sketch (clearly, I changed some things). Cheers.
A hand drawn sketch on black card stock using white pencil of cloaked figures with their backs facing the audience. The hooded cloaks are made of webs. The appendages indicate these are arachnid creatures.
watchwellgames.com
#MÖRKTOBER 2025 day 13 prompt: "web" - "Weeping widows / wearing their webs / hungry everyday. / Now they prepare / to feast on you / their succulent prey." Hand drawn by yours truly; finished digitally. Original sketch in comments. #mörkborg #pirateborg #ttrpg
A dozen cloaked figures with their backs facing the audience. The hooded cloaks are made of webs. The arms and legs peering out from underneath the cloaks indicate these are arachnid-like creatures. The background is a grainy green color. Text reads "Weeping widows wearing their webs hungry everyday. Now they prepare to feast on you their succulent prey. MÖRKTOBER 2025. Words and art by K.J. Montgomery."
watchwellgames.com
Original sketch. Enjoy 😊
A hand drawn undead male deer with tattered bandages wrapped around its antlers and neck.
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#MÖRKTOBER 2025 day 12 prompt: "binding" - "The Blighted Bindings: Innocence lost // death would gain // pestilence spread // across the plain. // Watch for bindings // heed the dread // within your heart // or turn undead."
Words & hand drawn art by yours truly. Original sketch in comments. #ttrpg
An undead male deer wears tattered bandages in various places, mainly its antlers and neck. The background is a bright yellow. The text reads: "The Blighted Bindings. Innocence lost death would gain pestilence spread across the plain. Watch for bindings heed the dread within your heart or turn undead. MÖRKTOBER 2025. Words and art by K.J. Montgomery."
watchwellgames.com
Original sketch of my janky art. Cheers.
A hand drawn, anatomically correct heart with scales "sewn" on or into it.
watchwellgames.com
#MÖRKTOBER 2025 day 11 prompt: "scales" - "The scales allowed us to survive the cold blood in our veins. Were they naturally forming, or were they transplants? Who cares? As long as we survive." Hand drawn by yours truly; finished with digital brushes. Original sketch in comments. #mörkborg #ttrpg
Text reads, "The scales allowed us to survive the cold blood in our veins. Were they naturally forming, or were they transplants? Who cares? As long as we survive. Keep cool. MÖRKTOBER 2025. Words and art by K.J. Montgomery." A hand drawn blackened, partially destroyed anatomically correct heart with scales stitched onto it. The background is a splattering of yellow, pink, black, and green.
watchwellgames.com
Original sketch of my janky art. Cheers.
A hand drawn sketch of a beetle-faced pirate wearing a tricorn hat.
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#MÖRKTOBER 2025 day 10 prompt: "beetle" - It's hard to do art without glasses (long story). Hand drawn by yours truly, then finished with digital brushes. Original sketch in comments. #pirateborg #mörkborg #ttrpg
Text reads "The Beetle Captain. At one time, he was so devilishly handsome, with a winsome smile no one could resist. In his greed, he sought the cursed treasure, letting the fortune corrupt him from the inside out. Who needs good looks when you have wealth? MÖRKTOBER 2025. Words and art by K.J. Montgomery." A portrait of a beetle-faced humanoid wearing a pirate's tricorn hat.
watchwellgames.com
Original sketch. Janky art by yours truly.
watchwellgames.com
#MÖRKTOBER 2025 day 9 prompt: "thorn" - leech-like creatures, you don't a dozen of these ROSEs. Original sketch in the comments. #pirateborg or #mörkborg #ttrpg
A drawing of a non-existent creature called a ROSE. It has longer thorn-like structures on its outside and a flat, open-face that displays the inner organs deep within. The background is a rose-pink color. Text reads: "ROSE. Immensely strong thorns on its outside. An open face leading directly to its inner depths. A voracious feeder, a ROSE is a thorny predator you want to avoid. AT ALL COSTS. MÖRKTOBER 2025. Words and text by K.J. Montgomery."
watchwellgames.com
🪨 Sneak peek #6 🪨 writer @wazza70.bsky.social and cartographer Schlau (www.patreon.com/LiDGaming) bring an action-packed system-agnostic adventure involving Stonehenge in our upcoming indie #ttrpg zine The Quintessential Curios. Lucky you will get this map and loads more when you pick up your copy.
A top-down view of Stonehenge with all stones in order and neatly arranged to make a completed circle with a pattern of additional stones placed in its center.
watchwellgames.com
And here's my original janky sketch, mistakes and all 🤫
An hand-drawn art piece of a faceless humanoid wearing an open-faced, hooded cloak made of sackcloth. The entity holds a wooden staff with a large, cut ruby mounted firmly at its top. Next to the sketch are a set of colored watercolor pencils, a blending stump, and a pen.
watchwellgames.com
#MÖRKTOBER 2025 day 8 prompt: "wizard" - Riffing off of yesterday’s entry. “The Sackcloth Shepherd: Before, just a wizard. Now, with the Shepherd's Shard, they would be the Sackcloth Shepherd, a leader for all.” Hand drawn by yours truly. Raw sketch in the comments. #pirateborg or #mörkborg #ttrpg
In the upper left corner, the text reads "Before, just a wizard. Now, with the Shepherd's Shard, they would be the Sackcloth Shepherd, a leader for all." In the upper right corner, the title reads "The Sackcloth Shepherd." In the middle left, the credits read "MÖRKTOBER 2025. Words and art by K.J. Montgomery." In the center, the art piece is of a faceless humanoid wearing an open-faced, hooded cloak made of sackcloth. The entity holds a wooden staff with a large, cut ruby mounted firmly at its top.
watchwellgames.com
Black and white raw version of same image in original post - by K.J. Montgomery
watchwellgames.com
Original (colored) - by K.J. Montgomery
watchwellgames.com
#mörktober 2025 day 7 prompt: "shard" - "The Shepherd's Shard: Freshly pulled from the depths of Earth, this gemstone in the rough lets you get a grip on leadership."

Hand drawn by yours truly. Original scan in comments with a bonus raw b&w. Item could be used in #pirateborg or #mörkborg #ttrpg
Art is a skeleton's hand bursting from hard, brown ground. The hand is holding out a rough, uncut gemstone. It's red like a ruby. A thin root is twisted around the skeleton's wrist. Text reads: "The Shepherd's Shard. Freshly pulled from the depths of Earth, this gemstone in the rough lets you get a grip on leadership. MÖRKTOBER 2025. Art and words by K.J. Montgomery."
watchwellgames.com
#mörktober 2025 Day 6 prompt: "husk" - No janky drawing by yours truly today. Created digital art (with words) instead. This advert and item could be used in #CY-borg #pirateborg or #mörkborg #ttrpg A plain b&w text copy available if requested. Enjoy!
A made-up digital advertisement about an non-existent product called a husk. The acronym husk stands for "hacker's ultimate skeleton key." The product resembles a husk from a fruit or other edible plant. The advert also says "Husk. For when you need to get in. Available in three sizes. Get yours today." A large neon pink H stands in the background, while the husk products are colored yellow with a pink center.
watchwellgames.com
And here's the fun bonus version. Can you guess its inspiration? #mörktober 2025
A four-panel art piece with a smiling skull with a decorative frame around it in each of the four corners. Top left is pink. Top right is aqua. Bottom left is yellow. Bottom right is red.
watchwellgames.com
Here's the raw photo #mörktober 2025
A smiling skull with a decorative yellow framing around it. Art done on black card stock with soft pastels.
watchwellgames.com
#mörktober 2025 Day 5 prompt: "stain" - Got out the black cardstock & soft pastels for today’s creation (raw photo posted in comments). Added digital filters for this final version. Art & words by yours truly. A fun BONUS version is also in the comments for you to enjoy. #mörkborg #ttrpg
A smiling skull with a decorative yellow framing. Underneath reads a name tag that says "Hello, my name is Stain the Main." Text below that reads "Stan the Man. Newspapers were dead. So was Stan. Neither could issue corrections for their mistakes."
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Here's the printer-friendly b&w version with plain text.
watchwellgames.com
#mörktober day 4 prompt: "howl" - The howler monkey is a fascinating IRL being, so please enjoy this #cyborg #ttrpg art and words by yours truly, K.J. Montgomery. A plain b&w version is in the comments for those who'd like it.
A text and art piece. From left to right, a textbox that reads "HOWLER monkey, a helpful associate in the desolate Hellscape you both call "home." The lookout you need when time is of the essence. Will alert you of any and all oncoming threats or danger. She is a trusted friend. For MÖRKTOBER 2025. Arts and words by K.J. Montgomery." An image in photo negative style, where the cybernetically enhanced howler monkey is mainly in black and the lines are in white. The monkey is wearing large glasses and a special collar. A cigarette hangs from her mouth. She has a mohawk for a hair-do. The image background is yellow, blue, and purple rectangles with pink brush strokes.