Principal Molestia

The Bad Part

Sunset Shimmer awoke to an unfamiliar scene. The last thing she remembered was being taken into Principal Celestia's office. She felt a throbbing pain on the back of her head. Had Celestia knocked her out? And why was she naked? Sunset looked down and noticed an extreme lack of clothes on herself. She tried to get up, but found that her right hand had been chained to the ground. “What's going on?” She asked herself.
“Oh, look. My bitch is awake.” Sunset looked up to see Principal Celestia standing over her, wearing nothing but tight, black panties, and eyeing Sunset with a frightening glint in her eye.
“Principal Celestia, what's going on?” Celestia slapped her.
“No talking!” She commanded. “You're here to be punished, not ask questions!” Sunset rubbed her now sore cheek. What was going to happen to her? Celestia answered that question for her, pulling over a nearby trunk and taking out a large paddle. “Bend over, bitch.” She commanded.
“But--” Celestia slapped her again.
“I said bend over!” Sunset quickly did what she was told, sticking her ass up in the air in front of Celestia. Celestia rubbed it gently, and then, without warning, smacked it as hard as she could with the paddle. Sunset let out a loud yell of pain as Celestia kept spanking her.
“This can't be legal!” Sunset snarled, only making Celestia hit her harder.
“Bitches don't tell me what's legal and what isn't!” Celestia growled back. “Now shut up and take your punishment!” The spanking went on for many more minutes, the pain in Sunset's ass growing with each strike. Eventually, the spanking subsided, and Sunset breathed a sigh of relief. Celestia was now putting the paddle back and taking something else out of the trunk.
“What are you getting now?” Sunset asked, looking up to see what she was grabbing.
“Head down, ass up, bitch!” Sunset obeyed, knowing full well that disobeying would mean another round of spanking. Celestia finally produced her desired item from the trunk: an incredibly large strap-on dildo that looked too big to fit through anything smaller than a manhole. “Time for the best part.” Celestia said, strapping it on.
Sunset's eyes bulged in both surprise and fear. “That's never going to fit in me!” She exclaimed. But Celestia was already shoving the strap-on up Sunset's ass. She yelled in pain as the biggest dildo she had ever taken slowly pushed itself further inside of her, with much difficulty.
“It's going to fit, and you're going to love every inch of it!” Tears streaked down Sunset Shimmer's face as a dildo the size of a butternut squash thrusted in and out of her asshole.
“Stop it!” She screamed. “It hurts!”
“That's the point, bitch!” Celestia got even rougher now, smacking Sunset with each thrust. Sunset screamed and screamed, but no help would come to her as Celestia pushed the strap-on deeper and deeper inside of her. “Have you learned your lesson, bitch?”
“Yes!” Sunset sobbed.
“Will you be good next time?”
“Yes!”
“Say it! Say you're my bitch!”
“I'm your bitch!”
“Who's a naughty bitch?”
“I am! Now, please! Stop!!!”
Celestia must have realized that Sunset had been punished enough. She slid the dildo out of her and let her finally relax. “Let that be a lesson to you, Miss Shimmer. If you try to fuck with me, I'll fuck you twice as hard.” And she left the still-hurting girl crying on the floor.

…

Flash couldn't tell whether the freshmen were horrified or in awe. It seemed like hours until one of them spoke. “Whoa.” He whimpered. “That's just wrong.”
Flash nodded. “Snips and Snails got pretty much the same thing. I only got out of it because Luna saved me.”
There was a long pause in conversation again. “Thanks.” One of the freshmen said. “Thanks for saving us.”
“Yeah,” the other one agreed, “if Molestia caught us painting a dong in the bathroom, we probably would've gotten that too, right?”
Flash nodded. “It's what happens to everyone who gets in trouble here. People say Molestia's a creampuff because, if they say anything different, she'll chain them up and punish them even worse than normal. A friend of mine named Fluttershy got in trouble once and, after her punishment, she went to the police and told them what happened. They didn't bust Molestia, and Fluttershy had to go back and do the same thing every day for the next two weeks. She used to be one of the bravest, most outspoken people in the school, and now, because of all that, you're lucky if she's brave enough to speak to you.” The freshmen shuddered at this story. “Hey, you guys should probably get to class before Molestia sees you coming late.”
The two freshmen started leaving, but one of them turned back to Flash. “Shouldn't you get going too? Aren't you scared of what might happen if you're late?”
Flash shook his head. “Nah. I got it good with VP Luna so that Molestia can't punish me. If anything, I'll get a quick blowjob, then head off to class.”
The two freshmen walked off, incredibly jealous of their new friend. They were so distracted by their jealousy that they didn't notice that they were ten minutes late to first period.
“Running a bit late, are we?” The boys wheeled around to come face-to-face with a horrible, smiling woman. “To the principal's office, boys,” commanded Principal Molestia, “now!”