@Waspsarearseholes
You need to have the confidence to wear t shirts like this if it's something you want to do. I don't get the 'on Wednesdays' thing, either, isn't it suggesting you're a part time patriarchy-smasher?
It's a joke from Mean Girls.
If you think you being 'technically engaged' means you can or cannot wear the t-shirt, or something, I'd say you don't entirely understand the slogan.
Wear what you want. You're certainly far too old to be worrying about what people think.