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@magicalmoonlight mentioned on the first compilation that there was a lack of Wander Over Yonder content so here is every time a character in this show dresses up. I will be doing more of these for individual shows in the future.
Timestamps:
00:00 The Greatest
00:15 The Good Deed
00:33 The Pet
00:40 The Brainstorm
1:00 The Toddler
1:04 The Void
1:18 The Date
2:22 The Enemies
3:48 The Wanders
4:51 The Bad Hatter
5:19 The Secret Planet
5:57 The Show Stopper
Additional clips that I didn't post because they didn't quite fit. The Rider has an alien who looks incredibly feminine but is male. The Git has a character wearing a fishnet stocking on their hand. The Big Day has a fashion show that one could argue is a bit draggy. The Matchmaker has a gender bend. The Bot has a "face in painting" gag that doesn't fully fit as crossdressing. Lastly, My Fair Hatey has a heart costume.
Cartoon crossdressing, cartoons in drag