If you’ve been around the Enchantrix Empire for a while, you already know all about the Sissy Pageant. If you’re new to the Empire, this will be one heck of a fun event to welcome you in with! The Sissy Pageant got started way back in the days of yore, on the old girlie boards and forums in the 2000’s, and has continued in one form or another as the years and technology have progressed. This year you can participate in the Pageant activities all the way up to September 12, 2026, in hopes of winning yourself a crown.
Sissy Pageant 2026
Tune in to the first Whore School in August, on Sunday the 2nd, at 11 pm Eastern as Ms Harper answers all your questions about the Sissy Pageant! It’s fitting that I get to answer all your questions, because I’m the organizer behind the Sissy Pageant. That’s right, it’s me! I’m the annoying voice in the company’s ear going “Sissy Pageant? Pageant Time? Yes? Now? How about Now? No? Ok, then when?” You see, there’s a lot of behind the scenes effort that goes into a big event like this. That’s why, previously, it could be literal years between pageants!
All The Moving Parts
Never fear, Sissy, we have this down to a science and an art by now. The Sissy Pageant may seem a little bit familiar, and that’s because it is. A lot of the framework for how this whole event goes down has already been hammered out, thank goodness. We use all the tools at our disposal to make the event run smoothly, and some of the resources we have are human resources. The minds and smarts and wonderful voices of our Mistresses, of course! This year the four questions we ask you to answer for us came from the questions suggested by the Sissy Mistresses themselves! This is what WE want to know about you. Teamwork makes the dream work, and we’re asking for essays on the Sissy experience from you.
There’s Always More
You already know that Sissies love to show off. They crave attention, want to be the center of focus, and adore having all eyes on them. Guess what the Pageant is designed to deliver? That’s right, participants get to dress up and show off their pics on the Enchantrix Empire Sissy Pageant group, and we’ll ooh and aah and take careful notes of what we like and what could be improved. Those pictures, coupled with the interview answers, lead to the Vote. All the Sissy Mistresses will get to vote for which Sissy gets the crown. Want to know what we look for? Tune in on Sunday and find out.
Join The Big Finale
If I haven’t tempted you into joining the Enchantrix Empire Discord just for the live events, live podcasts, and companionable chat, well, maybe a Sissy Pageant will do the trick. Free to join, just obey the TOS, and you can hang out and chat with the Mistresses as well as enjoy live podcasts and special events like the Pageant. But for now, listen to the live show on Sunday August 2, 2026, and get all your questions answered in real time. No time to join? Drop your questions right here and I’ll read them, and answer them, on the air at 11 pm Eastern. See you then!
Sissy Mistress Harper
PS: There’s a second, secret announcement, too. You’ll love it! 
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