All characters are 18 or older. This collection of stories is set at St. Benedict's and can be read in any order. Categories will vary from story to story as appropriate.
This story contains mature FF and D/s.
St Benedict's is a rich kid boarding school where lost-cause rich kids go to be babysat. They are bad students and grades don't matter. The teachers and staff are equally bad, with low expectations.
The unofficial motto is: "Where rebels thrive and trouble is the norm"
Home Economics Teacher Helen Trapp
My Second Period Home Economics class is about to begin. Cindy Robbins and her cheer squad are sitting in their seats. They are my only students in this period, a fact that they use to their advantage.
The class bell rang, and I called the girls, all seniors over 18, to attention.
Cindy asked me, "Ms. Trapp, did you do your homework last night?"
"Yes Mistress, I did." The girls tittered.
"Come here. Show me."
I walked over to Cindy. She is my Mistress. She controls what I do sexually. She loves to dominate me in front of the cheer squad and to use me for their sexual pleasure.
"Turn around, I want to see that cute little butt."
Blushing, I turned away from her. Her hand rubbed my butt. It's small and firm if I do say so myself. Hours in the gym have shaped it, but it remains petite. Her fingers come to rest between my cheeks. Her fingertips rested on the hard protrusion there.
Yesterday, Cindy had given me a set of training plugs to wear. I had to insert the smallest of the four sizes when I got home and leave it in all night. It was uncomfortable and made me feel like I had to poop.
She pressed on the jeweled base of the buttplug. The pressure made me squirm as she pushed it against the crack of my butt.
"Good girl, Pet." That's the name I respond to when Cindy is in control of me, which is often. She doesn't hesitate to take charge whenever we are alone or in this class.
"Thank you, Ma'am."
"Take off your pants, slut."
I hesitated. Though it was just us in the class, I always got nervous about getting caught.
"Now! Or I'll make it worse for you."
I hurried to undo my pants and slide them down. My pink panties covered me, for now.
"Amy, hand me those scissors," Cindy said.
The big-titted blonde girl handed her squad captain the scissors that were laying on my desk.
"Now slut, you are going to go without panties for the rest of the day." She snipped my panties at both sides and pulled them between my legs.
"Ughh." The material caught on the buttplug, tugging at it, pulled against my butthole. I stood in front of the cheerleaders, with my butt and pussy exposed.
"Now, Pet, it's time for your lesson for today."
She sat in my chair and beckoned me over. "Bend over my lap."
"No! Please no, not that." I knew what she wanted, and didn't want it at all.
A look of fury came over her face. "You will bend over my knee now." She spoke slowly and firmly; each word carried a threat. "If you fight me on this, you will regret it. If you want the whole school to know how the cheerleaders have you as a slave, then, by all means, we'll stop right now."
Fuck! She had me trapped. Now it was going to be worse than if I had just bent over her lap as ordered.
I slowly laid myself across her lap, presenting myself to her.
Without warning, she hit my ass cheek as hard as she could. I screamed in pain. If anyone tells you that cheering isn't athletic, they've never met Cindy Robbins!
She hit the other cheek just as hard. Then the other. She went back and forth between them. My ass was on fire, it felt like the skin was burning.
It was too much and I cried as she tortured my butt. Each time her hand hit me, it jostled the buttplug. The pressure and stimulation from the plug were making me wet, even as the pain from her spankings burned me. It was confusing to me to be getting excited while Cindy spanked me.
She finally stopped. I tried to catch my breath, but before I could, I felt immense pain spread through both cheeks at the same time. The crack of the ruler I kept in my drawer made me cry out.
Sobbing, I tried to cover my butt, but Cindy held them behind my back. The ruler struck me again, and again. I lost track of how many. I couldn't have counted anyway, my mind shut down.
I don't know how long I laid there on Cindy's lap, but I eventually realized that no one was punishing my butt anymore.
"Stand up, slut."
"Yes, Ma'am." I made sure to address her properly.
I stood before my Mistress, my head bowed. My ass had never felt like this; it felt like she had flayed my skin.
"Pet, look at me."
"My Pet, you have just transcended pain. Do you see my leg?" I looked and there was a wet, shiny spot on her bare thigh. "You came so hard that you passed out. You squirted all over me. I am so proud of you right now."
The other cheerleaders clapped and cheered for me. They seemed to be genuinely happy for my 'accomplishment'.
"My Pet is a pain slut. Feel your legs, you are dripping wet." I felt my thighs and she was right, my legs were soaked. I didn't even know I could squirt!
"Th-thank you, Mistress. It was so intense, I've never felt like that before."
"Amy, clean up the slut." Amy knelt and gently rubbed the towel up and down my legs, drying my squirt off me. She dredged her fingers through my pussy lips, collecting my cum. "Mmm, tasty," she said after she sucked it from her fingers.
"You probably aren't going to be able to sit for the rest of the day, but Lexi is going to put lotion on your ass to help. Tonight, I want you to take a nice, hot tub, and soothe your skin."