Crossdressing Challenge Dare

Here is one for the guys. You’ll need:

Steel CB Frilly knickers Satin maid’s dress (or any sissy-style dress) Corset (if you own one) Suspender belt and stockings Thigh cuffs A chain Padlocks Lockable boots or high-heeled shoes

First, place the padlock keys inside a locked box. Then take that key, insert it into your CB to lock it in place, put on the CB itself, and mail the box back to yourself (ensure the box is too large for the letterbox). Make sure you send it recorded so someone has to sign for delivery.

Next, get dressed in your corset and secure it with a chain. Even if you decide to quit now, you’ll remain stuck in both the corset and CB.

Put on your chosen feminine attire. Once fully dressed, lock a chain around your waist so the dress cannot be removed. Finally, put on your boots or shoes and lock them shut.

Now secure your thigh cuffs together with locks; this prevents you from putting trousers over them to hide what’s underneath. You are now stuck until the mail arrives. The best part is that you must sign for the key delivery to unlock your CB, retrieve all the other keys, and free yourself. While sitting and waiting for the postman, you can apply makeup so you look the part, perhaps even getting away with it.

Enjoy! Not really suitable for beginners/chickens. I know you could wear a coat over the dress, but your legs will still be visible.