Prepare to dive into another mind-bending adventure as Dimension 20 returns for its landmark 25th season on April 2, 2025! This season promises to be one of the most outrageous yet, blending high-stakes fantasy storytelling with the signature humor and creativity that have made Dropout’s flagship series a cult phenomenon. From intricate world-building to jaw-dropping improv, the new season will transport viewers to a realm where magic, mayhem, and memorable characters collide in the most unexpected ways.
Leading the charge is an all-star cast of improv virtuosos and drag royalty, each bringing their unique flair to this fantastical tabletop saga. At the helm is the incomparable Brennan Lee Mulligan, master of mayhem and emotional gut-punches, joined by an extraordinary ensemble including Caldwell Tidicue, Alaska Thunderfuck, Monét X Change, and Jujubee. Whether you’re here for the epic storytelling, the chaotic shenanigans, or the heartfelt character moments, this season is set to deliver an unforgettable ride.
Dimension 20 Season 25: Cast Spotlight
– Brennan Lee Mulligan as Game Master / Evan Kelmp
Brennan Lee Mulligan, the creative genius behind Dimension 20’s most iconic campaigns, returns to dual roles as both Game Master and player character Evan Kelmp. Known for his razor-sharp wit and ability to spin emotional narratives on the fly, Brennan has become synonymous with immersive tabletop storytelling. His work on Fantasy High, The Unsleeping City, and A Crown of Candy has cemented his reputation as one of the most talented GMs in actual-play history. Off-screen, Brennan is a writer, comedian, and co-founder of Dropout, where he continues to push the boundaries of improv-based entertainment.
This season, Brennan will once again weave a complex, hilarious, and heart-wrenching tale as Game Master while also stepping into the shoes of Evan Kelmp—a character shrouded in mystery. Fans can expect his trademark blend of high-octane action and deeply personal character arcs, all delivered with his signature dramatic flair. Whether he’s orchestrating world-ending stakes or crafting intimate moments between characters, Brennan’s storytelling prowess ensures that Season 25 will be nothing short of legendary.
– Caldwell Tidicue as Gertrude
Caldwell Tidicue, a multi-talented performer and writer, joins the Dimension 20 table as the enigmatic Gertrude. Best known as a member of the comedy group Lonely Island and for his work on CollegeHumor, Caldwell brings a unique mix of absurdity and heart to every role he plays. His improv background and quick-thinking humor have made him a standout in previous Dimension 20 campaigns, where he’s delivered some of the series’ most meme-worthy moments. Beyond tabletop, Caldwell is a prolific content creator, musician, and voice actor, showcasing his versatility across mediums.
As Gertrude, Caldwell promises to bring a fresh dose of chaos and charm to the party. Described as a “wildcard with a secret soft side,” Gertrude is poised to be a fan favorite, with Caldwell’s improvisational genius ensuring plenty of unexpected twists. Whether he’s cracking jokes or diving deep into character-driven drama, Caldwell’s presence guarantees that every episode will be packed with laughter and surprises.
– Alaska Thunderfuck as Princess
Drag superstar Alaska Thunderfuck makes her Dimension 20 debut as the glamorous and cunning Princess. A winner of RuPaul’s Drag Race All Stars 2 and a beloved figure in the drag community, Alaska is known for her sharp humor, theatricality, and unapologetic creativity. Her larger-than-life personality and quick wit make her a perfect fit for the world of Dimension 20, where she’ll undoubtedly leave her mark with unforgettable one-liners and bold character choices. Beyond drag, Alaska is a musician, podcast host, and LGBTQ+ advocate, using her platform to celebrate queer artistry.
Playing Princess, Alaska steps into the role of a royal with a penchant for mischief and a heart of gold (or maybe fool’s gold—only time will tell). Fans can expect a performance brimming with charisma, camp, and unexpected depth, as Alaska navigates the highs and lows of her character’s journey. With her natural talent for storytelling and flair for the dramatic, Alaska is set to steal the spotlight in every scene she’s in.
– Monét X Change as Troyánn
The incomparable Monét X Change, RuPaul’s Drag Race champion and comedy queen, joins the fray as the bold and brilliant Troyánn. Known for her infectious energy, razor-sharp wit, and ability to turn any moment into pure entertainment, Monét is a force to be reckoned with. Her background in theater and improv makes her a natural fit for Dimension 20, where she’ll undoubtedly bring Troyánn to life with humor, heart, and a touch of drag excellence. Off the screen, Monét is a celebrated performer, singer, and host, beloved for her dynamic presence and unshakable confidence.
Troyánn is described as a “charismatic rogue with a hidden agenda,” and Monét’s portrayal promises to be equal parts hilarious and unpredictable. Whether she’s scheming her way to victory or delivering show-stopping monologues, Monét’s Troyánn will be a standout in a season already packed with talent. Get ready for a performance that’s as fierce as it is funny.
– Jujubee as Twyla
Fan-favorite drag queen Jujubee graces the Dimension 20 table as the mysterious and enchanting Twyla. A three-time RuPaul’s Drag Race contestant, Jujubee is celebrated for her quick wit, relatable charm, and ability to balance humor with heartfelt moments. Her natural storytelling ability and magnetic personality make her an exciting addition to the Dimension 20 cast, where she’ll undoubtedly bring depth and humor to Twyla’s journey. Beyond drag, Jujubee is a singer, reality TV icon, and beloved figure in the LGBTQ+ community.
Twyla, a character shrouded in secrets and intrigue, is the perfect vessel for Jujubee’s talents. Expect a mix of sass, soul, and surprising vulnerability as Jujubee navigates Twyla’s arc. Whether she’s delivering biting one-liners or peeling back the layers of her character, Jujubee’s performance is sure to resonate with fans and add a rich emotional texture to the season.
Closing Line: With Brennan Lee Mulligan at the helm and an ensemble of drag legends and improv stars at the table, Dimension 20 Season 25 is poised to be an unforgettable adventure. Mark your calendars for April 2, 2025—only on YouTube!
