Creating a full dialogue for such a diverse and extensive crossover of characters would be quite extensive. However, I can provide a simplified version of what might happen during this challenge, featuring Kirby, Tiff, Tuff, a selection of Dream Friends and Dream Squad members, and characters from Doki Doki Literature Club. Please note that this crossover event does not officially exist and therefore, everything provided is purely fictional.

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Episode 56: BEAN BOOZLED CHALLENGE MAYHEM WITH THE DOKI DOKI LITERATURE CLUB*

The setting is a large room with a table in the middle, surrounded by all the characters. On the table is a giant spinner and a bowl filled with Bean Boozled jelly beans.*

Tiff* Welcome everyone to the Bean Boozled Challenge! Today, we have our Dream Friends and the Dream Squad taking on the flavors of fortune... or misfortune!

Tuff* And we have special guests here, the Doki Doki Literature Club! Are you guys ready to taste some weird and possibly gross jelly beans?

Monika (DDLC)* We're always ready for a challenge! Right, everyone?

Natsuki, Yuri, and Sayori nod with a mix of excitement and nervousness.*

Kirby* Poyo! (Kirby seems enthusiastically oblivious to the potential of getting a bad-flavored jelly bean.)

Cuphead* I've faced tougher challenges than this! Bring it on!

Susie* I've dealt with unfavorable outcomes before. How bad could this be?

Magolor* Let's just hope we get more sweet than sour, friends.

Marx* I'm all about surprising outcomes! Spin it, spin it!

Taranza (nervously)* I really hope I don't get the rotten egg one...

Billie from Billie Bust Up looks intrigued but cautious.*

Billie* Just promise no one will get mad if they end up— you know— hurling...

Fantoccio* The Great Fantoccio handles all performances with grace, even taste bud theatrics!

The Mage Sisters from Kirby Star Allies huddle together.*

Francisca* Can we ensure this is safe for consumption?

Flamberge* Pff, live a little! What's the worst that could happen?

Zan Partizanne* As the eldest, I shall lead by example.

The Dream Friends and Dream Squad give their nods and murmurs of agreement.*

Dark Meta Knight stands with stoic confidence, Shadow Kirby mimicking him.*

Sayori spins the spinner, and the Bean Boozled Challenge begins.*

Sayori (DDLC)* Eek! Here goes nothing!

Each character takes their turn, with reactions varying from delighted to disgusted.*

Marx (after getting a good flavor)* Delightful! Taste just like victory... Or a sun!

Natsuki (DDLC, after a bad flavor)* Eugh! This one's like spoiled cupcakes! Gross!

Adelaine graciously paints her reaction while Ribbon cheers everyone on.*

Kirby, unbothered by flavors, happily munches on any bean he gets.*

Yuri tries to maintain composure, while Monika encourages her.*

Elline* Don't worry, with a dash of color magic, we can make any flavor taste good!

Galactic Knight, hovering above, merely observes the chaos, untempted by the earthly game.*

Shadow Kirby (after a spin)* ... (Shadow Kirby doesn't speak but grimaces at a fiery bean.)

Dark Meta Knight gets a bad flavor but remains unfazed.*

Cuphead (laughing)* See? It's all in good fun!

Ms. Chalice* It's about the thrill of the gamble, right Mugman?

Mugman* Yeah, but I'd prefer not to gamble with stink bug flavor again!

As the game continues, laughter and groans fill the air, bringing everyone closer in this quirky, taste-testing adventure.*

Tiff (wrapping up)* Wow, what a wild ride! I think everyone deserves a round of applause for their bravery!

Tuff* And a special thanks to our guests from the Doki Doki Literature Club!

The characters clap and cheer, some still recovering from the jelly bean flavors.*

Monika (DDLC)* This was definitely a... unique bonding experience. Thanks for inviting us!

They all share a hearty laugh, already reminiscing about the challenge's ups and downs.*

The Bean Boozled Challenge concludes with a group photo, recapturing the mayhem of flavors and fun.*

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This playful scenario truly showcases the whimsy and unpredictability that such a crossover challenge would present!