How did the female impersonator pranks start?

YouTube randomly suggested a VladNCL video a couple weeks ago and I thought it was funny as hell and watched almost all of them. The finally addressing your allegations video was interesting but I didn't follow how the dress as female pranking actually started. I get that the views drove the continued content.

As someone who grew up on CompuServe, GEnie and Wildcat! BBS dial up early days and the Yahoo ! Messenger days later on I found all of this content very entertaining.

I remember setting up the xbox 360 camera and the Uno game and trying to get my wife to join the fun then some rando was on the screen and my wife was super unhappy and did not want to see it again. Tech can be funny.

Wife and I also watched the videos to see if our kids were in any of them, thankfully they were not.