Punishment

You are sat in her office, in front of the desk, along with Charlie, who looks positively scared straight. You try to give her a comforting look, but you aren't sure it helped her at all, even though she does smile at you quickly. "Well, I believe the punishment should fit the crime," Mrs. Juniper starts, and pulls something out of her desk, "so it's a good thing I have this," she plops a small metal contraption onto her desk, "and this". She brings out another much bigger contraption. She looks at the both of you, as you try to figure out what the hell it is, until it hits you that they are chastity devices, one for men and one for women.

"Alex," she starts angrily, "take this and go put it on in the toilet outside my office." she points to the cage on the desk. "Charlie, you will change here." she continues, and Charlie flushes completely red, and turns her head away. "Are you serious?" you ask the principal, incredulous. She only gazes angrily at you, and you get your answer for certain. "You will wear these until I decide. I hope both of you will consider that, before you consider any more disobedience". You reluctantly grab the cage and leave the room in a storm.

In the bathroom, you pull your bottoms down to your ankles and begin trying to get your cock inside. Luckily, the entire situation has not been particularly arousing, but unluckily, you are still quite endowed. Not wanting to evoke the wrath of your bitch-principal, you give it the old college try, and then some, but you have just about no luck. You decide to leave the bathroom and tell her that it's not going to work, and hope you can somehow get out of it. Though you are sure that's not going to be the case. You dress up again, and then knock on her door, remembering that Charlie might be caught with her pants literally around her ankles.

About a minute goes by before Mrs. Juniper opens the door for you. You hand her the cage, and she is just about to start berating you before you lean in to whisper to her, "It's not going to fit". Luckily, she keeps a cool head. Well, except that fact that she isn't very discreet, "Ah right! I forgot about your siz-" she trails off in the end, realising that may not have been the most professional way to handle the situation. Although to be fair, she is taking an unnatural interest in her students' genitals. She reaches into her desk again, and finds a bigger cage (how many chastity cages does one principal of an all-girls school have?), and walks over to hand it to you. You sigh, but obey. Considering her penchant for cruel and unusual punishment, it's probably best just to take it standing up, as it were.