This started by accident, like so many CTY traditions. The year was 1995 or 1996, the site was Lancaster, and it started simply because one of the folks in the Land of the Large Round Tables social group seemed like they would fit really well into one of the girl's dresses because they were so similar in size, and that he'd look really good in it. The social group also contained boys who were very small and very large, so we decided it would be fun to take on the challenge of finding dresses and skirts for them, too! And they wore them to the dance. I'm not sure if I still have pictures, but I do remember what most of them were wearing. We all had fun doing it (and doing people's hair and stuff) so we ended up doing it again, and... apparently it's a tradition now? -- Ariels
Hi, I'm a 17.1-19.1 SAR person that has been told a different story... we are taught every year that there was a child that identified outside of what they were born as, and so were wearing clothes not typical to their gender. They weren't allowed access to the dining hall. The rest of the site cross-dressed in solidarity, and we remember the history behind it every year. I wonder where it actually came from...
(Why did I put that on the discussion page? Because it's been a very, very long time, and I'm much more comfortable telling stories than I am figuring out what current and recent alums would find meaningful and interesting on a wiki page.)