Day 10 of Caricature Resolution 2026 and the subject is Juno Temple. #caricatureresolution2026 #crjunotemple

Improv cartoons from last night's Random Encounters show. The New Year's Themed prompts were: Dragon on New Year's Morning, Beholder Watching Bowl Games, and Elemental Baby New Year.

Billy Dee Williams is the subject for Day 9 of Caricature Resolution 2026. #caricatureresolution2026 #crbillydeewilliams

It's Day 8 of Caricature Resolution 2026 and the subject is Bette Midler. #caricatureresolution2026 #crbettemidler

Day 6 of Caricature Resolution 2026 is McKenna Grace, and although she's appeared in a lot of popular projects, the ONLY thing I knew her from was the latest two Ghostbusters movies. #caricatureresolution2026 #crmckennagrace

It's Day 7 of Caricature Resolution 2026 and the subject is Tommy Lee Jones. That's a can of Boss coffee he's holding, BTW. He's been a rep for that brand in Japan for years and has done a string of WONDERFUL commercials for them. #caricatureresolution2026 #crtommyleejones

Oh ... and it looks like I both misnumbered Laurence Fishburne (who was Day 3) and forgot to post Jodie Foster (who was Day 4) ... so let's clear that up, shall we? #caricatureresolution2026 #crjodiefoster

Day 5 of Caricature Resolution 2026 and the subject is Harrison Ford. SO MANY options for which character/movie to focus on! #caricatureresolution2026 #crharrisonford

Day 4 of Caricature Resolution 2026 and the subject is Laurence Fishburne. "All I can promise you is the truth." #caricatureresolution2026 #crlaurencefishburne

Day 2 of Caricature Resolution 2026 and the subject is Mayim Bialik. #caricatureresolution2026 #crmayimbialik

It's January, that means it's time again for a month of daily caricatures! Caricature Resolution 2026 kicks off with Boris Karloff as the subject ... and here's my take. #caricatureresolution2026 #crboriskarloff

What might be my last cartoon of 2025 (never can tell ... these things happen suddenly) is a Typo of Doom caught by @rayvallese.bsky.social ... "Telekinetic Garb" (shoulda been "Grab").

I may not have been born with a silver spoon in my mouth, but now I have an engraved fork all my own! Thank you for a lovely holiday gift ... and a wonderful Kliban card, Shinobu-san! Arigatou gozaimasu!

Ack ... meant to post this on Friday when there were still a few nights of Hanukkah left. Booo ... my bad. But I meant well ... and I still send out end-of-year good wishes for everyone, no matter WHICH holidays you celebrate!

Be careful who you invite down your chimney.

A little holiday gift for you all ... the latest completed cartoon homage from my 50 Years in the Dungeon show. This one was begun the night before Gen Con, and features my hat tip to Megan Lara's gorgeous cover art for the show's program book!

Last night was the final Random Encounters episode for 2025. The dice, encounter tables, and audience participation gave these drawing prompts: Kua-Toa Bubble Bath, Pixie Tree Trimming, and Myconid First Snowflake. We'll be back in 2026, but till then do some drawing just for FUN during the break!

FINAL CALL: If you're interested in the 50 Years in the Dungeon 2026 Wall Calendar, message me TODAY (Sun. 12/14). Print order gets submitted tomorrow and that's all there's gonna be. To entice you, here is the December spread, featuring my homage to Tyler Jacobson's cover for the 2024 DMG.

Here's a look at the November spread from the 50 Years in the Dungeon 2026 Wall Calendar—my homage to Steve Prescott's cover for the 4E Monster Vault. You have today and tomorrow to contact me if you want one of these calendars to hang on your wall.

We had a fun night of improv cartooning last night on Random Encounters. The dice, encounter tables, and audience participation provided these prompts: Adventurers Black Friday Sale, Lizardfolk on Crutches, and Orc Hunting Season.

Clyde Caldwell's cover for the Forbidden Lore boxed set is the subject for October's cartoon homage in the 2026 Limited Edition 50 Years in the Dungeon calendar. You have until Sunday (12/14) to get your order in, contact me for details.

September is back-to-school time. So in the Limited Edition 50 Years in the Dungeon 2026 Wall Calendar I'm using my homage to Magali Villeneuve's cover for Strixhaven: A Curriculum of Chaos. You only have until Sunday to reserve your copy of the calendar. DM for details on how.

It's White Elephant vs. Secret Santa in this week's cover for Random Encounters. Join me tonight at 6pm Pacific for a live ninety minutes of improv cartooning! youtube.com/live/XgNOk8Z...

For August the Limited Edition 50 Years in the Dungeon 2026 Wall Calendar will feature my tip of the cartoonist's cap to Larry Elmore's cover for the 1994 FR Book of Lairs. Just three four days left to pre-order and get one of these calendars for your very own. Comment or DM me for details.

My homage to @toddlockwoodart.bsky.social's cover for the Book of Challenges is the July image in the Limited Edition 50 Years in the Dungeon 2026 Wall Calendar. The only way to get the calendar is to pre-order it directly from me. Leave a comment or DM me to get the details.

Thinking of my mom today on what would have been her 89th birthday. It's been a dozen years since we lost her, but she's still in my mind and heart all the time. I think the photo's from around 1977 ... lookin' good, Mom!

What's June going to look like in the Limited Edition 50 Years in the Dungeon 2026 Wall Calendar? It'll be my homage to Brom's cover painting for the 1999 hardback Campaign Options: Council of Wyrms Setting. Reply here or drop me a DM for details on how to get a copy.

For May in the Limited Edition 50 Years in the Dungeon 2026 Wall Calendar, you'll find this homage to Wayne Reynolds' cover to the 2006 D&D Player's Kit. If you want a copy of the calendar you must put in a pre-order by December 14 ... contact me directly for details.

Still about a week left to pre-order the Limited Edition 50 Years in the Dungeon 2026 Wall Calendar. Drop me a line if you want the details. Meanwhile, here's a look at what the April spread will be—an homage to Erol Otus's cover for Expedition to the Barrier Peaks.

Here's the latest completed cartoon homage from 50 Years in the Dungeon—my creative hat tip to Den Beauvais's classic cover painting for Dragon Magazine 86.

Another sneak peek at the Limited Edition 50 Years in the Dungeon 2026 Wall Calendar, here's what March will look like. An homage to Tyler Jacobson's cover for Sword Coast Adventurer's Guide. The calendar will ONLY be available through direct pre-order from me. Leave a comment or DM me for details.

Fun times tonight on Random Encounters. These were the randomly-generate drawing prompts: Drider Life Drawing, Adventurers Happy Hour, and Salamander Leftovers.

Continuing with the sneak peek at the 2026 calendar, here's what February will look like. One of the few drawings I've done in the series which is not based on a product cover. Pre-orders for the calendar must be in by December 14th. If you want details leave a comment or reach out to me directly.

Looking forward to tonight's livestream. Hope you can join us for some improv cartooning. (6pm Pacific) youtube.com/live/S5XRwBk...

With just 12 days before I go to press. So I'm going to reveal one page/month of the calendar each day. Here's what January is going to look like—featuring my homage to Matt Wilson's cover for the 1998 adventure "A Darkness Gathering." If you want to pre-order a calendar message me for details.

I teased it the other day ... now I've got the details ironed out. I'm going to do a short run printing of a 2026 calendar ... that is I'm not going to be printing extras. If you want one, you gotta put in a pre-order by December 14th. 50yearsinthedungeon.substack.com/p/limited-ed...

Tomorrow (Wednesday) I'll be working on a new cartoon homage while I chat with Ron Meischker about his 40 years in the hobby and the upcoming Philadelphia Area Gaming Expo. @phillygamingexpo.bsky.social youtube.com/live/KGKvDMj...

I'm making a 50 Years in the Dungeon 2026 calendar. Last year I ran a Kickstarter but I'm not sure I have the time or brain space to do that again this year. I might just have to take pre-orders only. The cost will be somewhere in the $25–$30 range + shipping. Let me know if you're interested.

EMBARRASSING: Them: "How did you tweak your back?" Me: "Bending over." MORE EMBARRASSING: Them: "What were you doing?" Me: "Pulling up my pants." MOST EMBARRASSING: Them: "Why didn't you just lie on the bed?" Me: "I was on the toilet." Just a minor twinge ... but oy! Life isn't for the weak!

For your Holiday Monster needs, the Elder Pumpkin Pie, for 5e, baked by @owenkcstephens.bsky.social and decorated by me. www.patreon.com/posts/thanks...

The Stan! Eggs (salmon deviled eggs) are chilling in the fridge. Each time I make them, they turn out a little different. I think today's batch is a little subtler and a little smoother than usual ... but delicious as always (based on my sampling of the remnants in the mixing bowl).

I'm taking the week off from livestreaming, but if you want a little extra Stan! in your holiday weekend, the Dragonlance Nexus has you covered. They've just released Episode 159 of the podcast and it's a feature-length interview with me. dragonlancenexus.com/podcast/159-...

This looks like fun! I think I'm gonna give it a try! youtu.be/Gt2tYzM93h4?...

Forgot to post my most recently completed cartoon homage from the 50 Years in the Dungeon show. This is a tip of the hat to @ericlofgren.bsky.social painting that was used by Phil Reed for "The Book of Dungeon Encounters."

Had a fun night of improv cartooning on this week's Random Encounters stream tonight. The randomly-generated prompts: Mind Flayer I.T. Help Desk, Owlbear Sweater Season, Gargoyle Halloween Candy.

I do love this—art by Kathleen Jennings turned into a cool sheet by @stannex.bsky.social and ALSO COZY PRIZES! #gettingoutmymarkers #iamnoteligibletowin

More improv cartooning tonight, and a great time was had in the live chat room. Y'all should come join us one Thursday evening! Tonight's randomly-generated prompts were: Zombie Election Day, Treant NYT Crossword, and Bullywug Raking Leaves.

There'll be a new work-in-progress episode of 50 Years in the Dungeon livestreaming tonight—6pm Pacific. I'll be working on my cartoon homage to Denis Beauvais's classic cover painting to Dragon Magazine 86 (the first of his chess-themed covers). Hope you can join us! youtube.com/live/U81ktVQ...

The folks at @koboldpress.com have just announced the RiverBank RPG Coloring Competition featuring my coloring page interpretation of Kathleen Jennings's cover painting. It's FREE to download the coloring page and to enter the contest. Check it out here: koboldpress.com/a-most-charm...

Happy Halloween from Little Witch Willow and her friends!