Shirtgate was a wardrobe scandal surrounding GM Brennan Lee Mulligan in late February-early March 2020 where fans noticed Brennan had worn the shirt in every season of the show and began to point it out when seen.
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The shirt in question, a burgundy striped button down, has been worn by Brennan at least once across every single Dimension 20 campaign except for Misfits and Magic, A Starstruck Odyssey, A Court of Fey & Flowers, Neverafter, The Ravening War and Dungeons and Drag Queens. You can see a video compilation of these instances (as of February 28th, 2020) in this video by twitter user @yaebwoo.
Several hours later, fellow cast member Siobhan Thompson makes a tweet about the post, and it starts to gain attention. Brennan likes the tweet but does not reply.
Before the start of the March 4th stream of D20 LIVE, audio from the mic feed played. No one knew at the time, but this foreshadowed a gag for the history books.
Shirtgate reached a climax as Brennan started the stream wearing the shirt under a sweater, and under that, a shirt with "Bethany wins Shirtgate" on it.