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Riddlebird Week @riddlebirdweek.bsky.social · 08/10/2026

Stick with what you know or try something different. That could mean playing with a new version of #riddlebird, experimenting with unused themes, or even testing a medium untried before. Don't be shy about championing your own favourites though. Your vision and take will always be unique and welcome

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Riddlebird Week @riddlebirdweek.bsky.social · 06/10/2026

The Telltale series reinvented the characters and gave them a new dynamic. This #riddlebird variation has Riddler being older and respected with a hot-head Oswald struggling to make a name for himself, despite his family history. Eddie's leadership position could let him guide Penguin on his journey

An edit of a scene from the Telltale series Batman game. Oswald is facing the viewer wearing a suit complete with yellow tie. Set behind him is Edward wearing his green jacket and domino mask. Oswald had a high tech monocle and mechanical gloves. Edward is holding his trademark question mark cane.

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Riddlebird Week @riddlebirdweek.bsky.social · 04/10/2026

Prompt #1 - night Under cover of darkness what secrets lurk? It's the time for crimes and romance. Passion and peril. Both avenues typical for #riddlebird but it's also a time for peace. A cessation of the daily grind. Do they switch up or down a gear? Sleep or work? And who else lurks in the dark?

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Riddlebird Week @riddlebirdweek.bsky.social · 02/10/2026

Something new and different. We only recently got a look at Oswalda's canon Riddler. This #riddlebird pairing both have history with Thorne and host parties in clubs. Might they meet at work or play? We know Edward likes to flirt but could he handle Penguin? Forget canon and enjoy the possibilities

An edit of a scene from Batman Caped Crusader where Riddler is leaning out of a car and firing a tommy gun. Penguin is added, also leaning out of the car, and reaching as if to grab his arm. Riddler is wearing a typical green suit and hat, plus pick lensed glasses. Penguin has a form fitting purple waistcoat and white shirt under a black tuxedo jacket.

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Riddlebird Week @riddlebirdweek.bsky.social · 30/09/2026

We shared the prompts early to give everyone an opportunity to contemplate their ideas and work on what to share. If you like a challenge you can make them per day over the week but the lead up can be useful preparation time. Enjoy thinking about #riddlebird and we look forward to what that inspires

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Riddlebird Week @riddlebirdweek.bsky.social · 28/09/2026

The 1960s series introduced this riddlebird pair to a wide audience and set their characteristics for a generation. Penguin had his walk and laugh while Riddler showed his energy and word play. Both were in the United Underworld but imagine how close they were in private, whether others knew or not.

A still from the 1966 Batman movie showing Burgess Meredith's Penguin and Frank Gorshin's Riddler in cahoots. Both are wearing domino masks, black for Penguin and purple for Riddler. Penguin is dressed in a black tuxedo, with white furred gloves and shirt, and purple bowtie and top hat. Riddler is in a green catsuit with a large black question mark on the chest. He is holding a rack of test tubes while Penguin has a cigarette in a holder.

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Riddlebird Week @riddlebirdweek.bsky.social · 26/09/2026

The time has come to unveil the prompts for the 2026 #riddlebirdweek event 12th - night 13th - terminal 14th - chess 15th - driving 16th - fix-it 17th - crown 18th - chocolate Use them how you want. Attempt all seven or just those that appeal most. Combine any or make your entries a coherent piece

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Riddlebird Week @riddlebirdweek.bsky.social · 24/09/2026

The #riddlebird ship has so many variations to explore, whether staying within a franchise or mixing and matching. There's age ranges, gender swaps, and sexualities to play with. Some versions only show half the duo letting you imagine their counterpart. We're here for every possibility so go wild.

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Riddlebird Week @riddlebirdweek.bsky.social · 22/09/2026

For those unfamiliar with these events there will be a prompt for each day between 12th to 18th December to base ideas off. Whatever you create can be shared and marked for our attention with #riddlebirdweek on here or tumblr. We will also open an AO3 collection to share fics. It's for fun so enjoy!

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Riddlebird Week @riddlebirdweek.bsky.social · 19/09/2026

Riddlebird Week 2026 is coming! In 12 weeks time we'll be celebrating the ship of Riddler and Penguin. Next week we'll provide daily prompts for 12th-18th December and encourage fans to contribute however they can, either on here or on tumblr with the #riddlebirdweek tag, or in the AO3 collection.

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Riddlebird Week @riddlebirdweek.bsky.social · 21/12/2025

We've run this event five years now and here's how entry numbers have varied. 2022 was lower as we switched to a prompt per week but 2025 is indicative of a lot of stressors. I thank everyone who has joined us in this event. May you experience rest over the holidays and find better things in 2026 💚💜

A chart of engagement numbers covering 2021 at 80, 2022 at 31, 2023 at 72, 2024 at 112, and 2025 at 36.

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Reposted by Riddlebird Week

Esperata @esperata.bsky.social · 19/12/2025

For the #riddlebirdweek day 7 prompt: casino

A doll photoshoot with the 2004 cartoon Riddler and Penguin figures. They are in a highly decorated room, with playing cards, a jester and a girl displayed upon the walls. Penguin is stood by a table with a red and white swirly game on it, holding a Joker playing card and facing Riddler who is standing by a stage camera pointing at Penguin.

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Reposted by Riddlebird Week

Esperata @esperata.bsky.social · 18/12/2025

For the #riddlebirdweek day 6 prompt: reversal

An outdoor doll photoshoot of the 1960s figures of Penguin and Riddler. Penguin is settled in the Batwing and Riddler is leaning in the canopy.

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Riddlebird Week @riddlebirdweek.bsky.social · 18/12/2025

For the #riddlebirdweek day 6 prompt: reversal By @ramenpanda.bsky.social archiveofourown.org/collections/...

archiveofourown.org

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Riddlebird Week @riddlebirdweek.bsky.social · 18/12/2025

For the #riddlebirdweek day 5 prompt: flowers By @ramenpanda.bsky.social archiveofourown.org/collections/...

archiveofourown.org

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Reposted by Riddlebird Week

Esperata @esperata.bsky.social · 17/12/2025

For the #riddlebirdweek day 5 prompt: flowers

A doll photoshoot of Reeves' Penguin and Riddler, on opposite sides of a desk, pointing weapons at each other. Flowers fall from both their mouth and meet upon the desk. From Oswald: gardenia (secret love), clematis (mental beauty), hollyhock (ambition) and belledonna (silence). From Edward: red carnations (deep love), lotus (enlightenment), white chrysanthemums (truth) and belledonna (silence).

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Esperata @esperata.bsky.social · 16/12/2025

For the #riddlebirdweek day 4 prompt: delusion

A doll photoshoot with the Gotham figure of Edward Nygma kneeling in supplication before a standing Oswald Cobblepot. He is framed by a glowing red doorway and holding a top hat.

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Reposted by Riddlebird Week

Esperata @esperata.bsky.social · 15/12/2025

For the riddlebirdweek day 3 prompt: fire

A doll photoshoot with Arkham Asylum Riddler and Arkham City Penguin in front of a brick wall and standing beside a trash can full of burning rubbish.

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Reposted by Riddlebird Week

Esperata @esperata.bsky.social · 14/12/2025

For the #riddlebirdweek day 2 prompt: henches

A photo of a LEGO building with the two floors open to view. On the upper floor Riddler and Penguin are at a suggestive angle. On the lower floor, a Kabuki twin and a hench in a penguin suit are at a table with a Rdidler '?' message between them.

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Reposted by Riddlebird Week

bigcheeselol @m3nluvr.bsky.social · 14/12/2025

#riddlebirdweek Day 1: Dress I’m a little late but it’s aight 😞

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Reposted by Riddlebird Week

Esperata @esperata.bsky.social · 13/12/2025

For the #riddlebirdweek day 1 prompt: dress

A photo of the Batman the animated series Riddler figure and Penguin inside a church style playset. Riddler is at the altar and Penguin is in the aisle wearing a white wedding gown complete with lace veil.

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Riddlebird Week @riddlebirdweek.bsky.social · 12/12/2025

The #riddlebirdweek AO3 collection is now open! To add your work just type Riddlebirdweek_2025 in the "Post to Collections" box and hit enter. It may not pop up as a suggestion but this will find it. We hope to get entries each day and will share links when necessary. We'll also accept late entries.

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Riddlebird Week @riddlebirdweek.bsky.social · 11/12/2025

A reminder that #riddlebirdweek is here as well as tumblr so you may use either or both sites to share your submissions. Nothing will be reposted onto the other social media but it will get reblogged where its posted. Works added to the AO3 collection will have links shared if not already done so.

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Riddlebird Week @riddlebirdweek.bsky.social · 10/12/2025

In order for us to find and share your submissions they should be tagged #riddlebirdweek. If I seem to have missed your entry please @ me because it surely wasn't intentional. As always, please abide by general tagging courtesies so everyone has a nice experience. Late entries will also be welcome.

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Riddlebird Week @riddlebirdweek.bsky.social · 09/12/2025

Remember that no-one has to contribute every day. Maybe you'd have liked to do them all but life got in the way. Whether you're sharing 7 complete works or a solitary wip we're happy to have you here. Even if its only a vague plot, a sketchy outline, or a theme for your edit, you can still share it.

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Riddlebird Week @riddlebirdweek.bsky.social · 08/12/2025

Fans are what make a fandom and good ones make a community. For #riddlebirdweek we want everyone to feel welcome. Why not send us, or another open blog, an ask? You could find a discord server to join or initiate your own channel hosting a chat section. Make friends with people who get the passion.

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Riddlebird Week @riddlebirdweek.bsky.social · 07/12/2025

A reminder that #riddlebirdweek is just for fun so don't feel pressured by any of it. There's been encouragement to step outside of comfort zones but if you have one thing you'd rather stick to then you're welcome to do so. Let everyone else see how much you love your vision and they'll love it too.

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Riddlebird Week @riddlebirdweek.bsky.social · 06/12/2025

ONE WEEK LEFT! The time is almost upon us. It's 7 days until the first prompt and 13 until the last. We've had fun imagining all the works we're going to see for #riddlebirdweek but now we have to prepare to deliver. Whichever prompt or prompts you're aiming for, we're counting the days now folks.

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Riddlebird Week @riddlebirdweek.bsky.social · 04/12/2025

There's been a lot of different versions shared on here but by no means all the possibilities. Not least because I know a lot of fans have their own designs and original concepts. We'd be happy to see and share these unique looks at the characters. #riddlebirdweek is a time to celebrate them all.

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Riddlebird Week @riddlebirdweek.bsky.social · 02/12/2025

Book Crooks is a kids book featuring a team-up of Penguin and Riddler. These two have worked together in countless iterations over the years and will continue to be paired up for many more. Choose your favourites from all media versions for #riddlebirdweek and share in the joy of match making them.

An image from a page of Book Crooks, illustrated by Francesco Legramandi. Penguin is sitting at a desk, in front of an ornate oval window overlooking Gotham, and holding a poster for Roman artifacts at Gotham City Museum. He is smiling and poiting to it. In front of him Ed is standing, with purple gloved hand to his chin, also smiling conspiratorially.

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Riddlebird Week @riddlebirdweek.bsky.social · 30/11/2025

Why not mix things up for #riddlebirdweek? You have 7 prompts and could switch-up the pairs, maybe ones you're less familiar with. That could mean watching a show you haven't seen yet or reading a new comic. You could even use several variants in the same prompt. Hopefully we'll see lots of variety.

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Riddlebird Week @riddlebirdweek.bsky.social · 28/11/2025

Creativity often gets started with LEGO and the Batman universe offers plenty of options for #riddlebirdweek. There's the video games, with Legacy of the Dark Knight out next year, the films or the toys themselves. Draw, write or invent however you like to demonstrate the love of Penguin and Riddler

A shot from the LEGO Batman movie showing Riddler and Penguin standing together in a crowd. Ed has a question mark jacket, red hair, green bowler and a purple domino mask. Oswald has blue tinged skin, a top hat, and fur collar. He is slightly shorter than Riddler.

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Riddlebird Week @riddlebirdweek.bsky.social · 26/11/2025

We've given you seven prompts to use however you wish. Sometimes the finished project may stray from the initial idea and that's okay. We want you to be inspired and follow that thread. Or you may find a way of linking all the prompts into a continuous piece for #riddlebirdweek. It's your ball now.

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Riddlebird Week @riddlebirdweek.bsky.social · 24/11/2025

If you'd like a two-for-one then Batwheels could be for you this #riddlebirdweek. Not only is there the charismatic duo of Penguin and Riddler but you also have Quizz and Ducky their sentient vehicles. Use whichever pair you prefer or incorporate all four of them. Take a chance and have fun with it.

An edited image from the Batwheels series. Ed is reclined upon his cane atop a green camoflaged container with his free hand raised with cautionary index finger up. Oswald is alongside looking excited. Riddler is wearing a green spandex suit with purple boots, gloves, hat and other accents. Penguin is traditionally attired in a purple tuxedo, albeit with white fur trim, and yellow cumberbund.

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Riddlebird Week @riddlebirdweek.bsky.social · 22/11/2025

PROMPT IDEAS Day 7: casino Not just a venue but a lifestyle. Riddler's known for card counting and Penguin owned the Iceberg Casino. Possibly they met that way. Or if you're thinking of heists and honeymoons this #riddlebirdweek what place could be better? Let's finish with something spectacular.

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Riddlebird Week @riddlebirdweek.bsky.social · 20/11/2025

Gotham detailed the path to villainy for both Penguin and Riddler and gave one of the fullest depictions of a canon relationship. With early cancellation and missed opportunities there's a lot to unpack here. #riddlebirdweek is ready to receive the theories and extrapolations for this popular show.

A shot from the Gotham season 5 promotional poster with Robin Lord Taylor and Cory Michael Smith. Oswald is sitting with hands on his knees and Edward stands beside him with hand touching the brim of his bowler hat. Penguin has red glasses and gloves and a visible leg brace. Riddler is wearing a smart green suit. They appear to be on a dock.

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Riddlebird Week @riddlebirdweek.bsky.social · 18/11/2025

You don't have to be a creator to take part in #riddlebirdweek. Many people could use a sounding board for their ideas. After all every writer needs their reader, all art needs an audience, and this fandom needs each one of its supporters. Like, reblog and comment on entries to encourage creativity.

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Riddlebird Week @riddlebirdweek.bsky.social · 16/11/2025

In the 60s Filmation showcased the Batman/Superman Hour with Penguin and Riddler showcasing grand schemes in several episodes. It would be so easy to imagine them working together in other ways for #riddlebirdweek. Whether considering their heyday or twilight years why not give this classic a try?

A shot from the Filmation episode Partners In Peril, by George Kashdan. We see Penguin and Riddler standing beside a reclining tiger in a green tinged cave. Ed is wearing his green spandex suit emblaoned with a large black question mark and Oswald is wearing a blue suit with yellow cumberbund.

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Riddlebird Week @riddlebirdweek.bsky.social · 14/11/2025

PROMPT IDEAS Day 6: reversal Time to switch things up. Play about with roles, have them change their minds, even make them heroes. Have fun at #riddlebirdweek with all the possibilities. Maybe Penguin is reverse parking the duckmobile or perhaps Riddler's puzzles are all backwards. Be topsy-turvy.

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Riddlebird Week @riddlebirdweek.bsky.social · 12/11/2025

Absolute Batman presents new ideas for #riddlebirdweek by reinventing all the origin stories. How might their lives be different if Bruce was a childhood friend and they weren't focused on fighting the Bat? Would a shared history have made a deeper bond or forged a relationship neither want to risk?

An image from Absolute Batman by artist Nick Dragotta. The panels show a youthful Penguin and Riddler at a poker table. Oswald looks muscular and is wearing a t-shirt. Ed is happy and sporting a pair of opaque glassses and a question mark pendant. Oswald is speaking to someone off panel, saying "har, har, you @#$ Two-Face" and Ed adds "Bruce, will you please shut these two up so I can go back to counting cards?"

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Riddlebird Week @riddlebirdweek.bsky.social · 10/11/2025

Why not try something new for #riddlebirdweek? It could be using a different version or trialing a skill you've not tried before. Have you always wanted to try your hand at drawing? Wondered if you could make a stop motion video? Had a writing idea you've been unsure about? This is your sign to try.

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Riddlebird Week @riddlebirdweek.bsky.social · 08/11/2025

From Arkham Asylum to Shadow, these games gave unexpected depth to the characters. Edward turned from a hopeful youth to an obsessed man. Penguin's ambition carried him through gambling dens into the weapons trade. Age may not have smoothed their edges but maybe they fit together for #riddlebirdweek

Riddler and Penguin from the Arkham games series. Both are stood before a dark Gotham skyline. Ed is in a shirt and tank top, with fingerless gloves and GCPD badge visible. Oswald is wearing a casual waistcoat and big fur trimmed overcoat, holding a cigar. He doesn't have the glass bottle monocle.

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Riddlebird Week @riddlebirdweek.bsky.social · 06/11/2025

PROMPT IDEAS Day 5: flowers Who hasn't been entranced by flowers' beauty, scent, and symbolism. Whether green carnations or white lillies they speak to us. Riddler and Penguin are surely no different. This can provide lovely visuals this #riddlebirdweek or tie into angst like hanahaki. Your choice.

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Riddlebird Week @riddlebirdweek.bsky.social · 04/11/2025

On the big screen, Danny DeVito and Jim Carrey embodied Penguin and Riddler for multitudes of fans. This was a Gotham on a new scale and presents a dynamic version for #riddlebirdweek. Bombastic and brash, cunning and clever, they could have been dynamite together. Why not explore the possibilities.

Combined screenshots of DeVito's Penguin and Carrey's Riddler. Penguin is in his union suit albeit with a bib, cravat and overcoat, stood beside his duckmobile on the left. He is looking right to where Ed is posed provocatively in his green question mark spandex suit, cane tucked under his arm and extending right.

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Riddlebird Week @riddlebirdweek.bsky.social · 02/11/2025

We're happy to include NSFW content in our #riddlebirdweek event. Just follow the usual site etiquette for posting, whether here, tumblr, AO3, or linked from elsewhere, and remember to tag it appropriately. Use a read-more where possible to hide sensitive material. We follow ykinmkato rules here.

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