School Mascot

Billy was excited. He’d just turned eighteen and, while he had not been completely sheltered by his parents, he had been home schooled his entire life. He always wished he’d been able to spend more time with kids his own age.

Billy’s parents, Doctors Elizabeth and Franklyn Knut, were researchers and the CEO and CFO respectively of a large medical device corporation. They were also large contributors to Our Lady of Perpetual Sorrow High School.

The school was no longer affiliated with the church. While some boys were allowed to attend as day students, it remained a year-round, all-girls boarding school. In addition, his sister attended the school.

Last evening his parents explained that to ‘round out’ his education, they were going to have him join his older sister, Virginia at OLPS for the final nine months before she went off to college.

Billy had always loved his sister and enjoyed hanging out and playing with her. For the past two years, Virginia had spent most of her time at the school. Therefore, Billy was looking forward to not only spending time with Virginia, but also getting a chance to meet more girls.

As soon as Billy got off the bus, he spotted his sister among the crowd of girls in front of the school. My god! He thought, It must be a requirement for girls to be at least an eight to go to this school! Putting those thoughts from his head, he hurried to meet his sister.

Virginia was tall, blond, and well proportioned. She had the lithe, trim body of a gymnast. As Billy ran up the steps toward her, Billy thought Are her tits bigger than the last time I saw her? Damn boy, she’s your sister! Ya gotta stop thinking like that!

Once at the top of the stairs, Virginia launched herself at Billy. Catching her, Billy swung her around declaring, “Damn, it’s good to see you, Sis!”

“Me too, Bro! I’m going to have so much fun with you.”

After hugging for a short while, Virginia said, “Hey, I’m supposed to take you to Ms. Metzger. She’s the head dyke Nazi around here.”

Billy was surprised. Virginia had never used language like that around him before. “Dyke Nazi?” he asked.

“Never mind,” she answered. “Just pay attention to what she tells you. She makes up all kinds of rules, and anyone who breaks one is in for a hell of a bad time.”

Billy chuckled, “Okay, Sis, I’ll pay attention.”

“I mean it Billy. She means business.”

As Virginia walked Billy to the office, Billy noticed that many of the girls looked at him with interest. This might be even more fun than I expected,” he thought.

Once at the office, one of the secretaries dismissed Virginia and told Billy to have a seat. After a couple of minutes, he heard a loud smacking noise followed by a sharp yelp from behind a door marked ‘Ms. Metzger, Vice-Principal’. Two more reports followed the first. Billy heard a slightly muffled “Go out and wait for your mentor, slut.”

The door opened and an Asian girl with the most beautiful tear stained face walked out and sat across from Billy. As she made her way to the chair opposite Billy, he could not fail to notice that her skirt barely extended below her waist. Fuck, he thought, if she sits down, I’ll be able to see her panties.

She sat, and surprisingly, Billy could not see her panties - because she wasn’t wearing any! The girl splayed her legs wide causing her skirt to ride up so that he could see that her pussy was free from hair. He wasn’t sure, but he thought he could see dew drops of moisture clinging to her pussy lips.

The girl looked at Billy, smiled, and then reached down to cup her pussy with her hand. As she started to poke her middle finger into her slit, a voice filled the office, “Ms. Kim, would you like to spend a week in solitary?” The girl frowned, closed her legs, and placed her hands in her lap.

This is definitely going to be fun! Thought Billy. His cock was, of course, rock hard.

The door to the Vice Principal’s office opened, and a tall middle aged woman said, “Mr. Kunt, please come in.”

As he entered Ms. Metzger perched on her desk facing Billy. “As you just heard young man, unlike public schools, here at Our Lady of Perpetual Sorrow, we believe in corporal punishment. Ms. Kim has been acting and dressing inappropriately.” Billy stood in front of Ms. Stewart.

Billy was caught in surprise as the principal smacked his hard-on through his pants. “You will control your pecker! I will not have you walking around my school with such a brazen lack of self-restraint!”

She took her seat behind her desk. “I am against this idea of having a live-in male attend our school. However, the situation requires that I must give you a chance.” She handed Billy a thick booklet. “Here is a copy of Our Lady of Perpetual Sorrow’s rules and regulations. You are to read it and become familiar with all of them tonight. Any infractions shall be dealt with by the most extreme punishment allowed. Do you understand?”

“Yes,” replied Billy.

“You will refer to students here as Miss, and teachers and staff as Mistress, do you understand?”

“Yes, Mistress.”

“Very good. Are you a virgin?”

“Ma’am?”

As Ms. Stewart rose, she said, “Keep your feet were they are, bend over, and put your hands on my desk.”

“Ma’am,” stuttered Billy.

“NOW!”

“Yes, Ma’am.”

Ms, Stewart crossed behind Billy picked up a paddle, and without warning, struck him HARD on the ass with it.

“Ouch! Fuck!” Screamed Billy.

“How are you supposed to address me?” Smack!

“Mistress.”

“Very good, I guess you were paying attention.” Smack!

“Ouch! Fuck!”

“A gentleman should not swear, and you will NOT swear in my school.” Smack!

“Yes, Mistress,” Billy managed to eek out. He started to cry.

“Now, answer the question. Are you a virgin?” Smack!

“Yes, Mistress.”

“Yes, Mistress, what?” Smack!

“Yes, Mistress, I am a virgin.”

“Very good, boy. Stand up.” She sat back down.

“All of our students are virgins, and they shall remain so during their tenure here. This is the most important rule. If you break this rule, there will be severe consequences. Do you understand young man?”

“Yes, Mistress, I understand.”

She placed some forms on the desk. “These forms are required for you to attend Our Lady of Perpetual Sorrows. The first is your application, the second states that you will follow all of the rules and regulations; and that you will obey all orders and instructions given to you. You should read them before you sign them.”

Billy quickly scanned and signed the forms.

“Very well. Until you are given permission, while at school, you will be escorted at all times by your mentor. Do you understand?”

“Yes, Mistress, I understand.”

“After I dismiss you, you will take a seat in the office and wait for your mentor. She will escort you from the building. You will then go home and read the rules and regulations. Your mentor will be waiting for you at the front door at 5 AM tomorrow morning. She will administer a test covering the rules and regulations, and then start your orientation. Do you understand?”

“Yes, Mistress, I understand.”

“You will, of course, follow any orders your mentor gives you to the letter, and you shall her treat with utmost respect.”

“Yes, Mistress.”

“Good boy. You are dismissed.”

“Thank you, Mistress.”

Billy turned and left the Principal’s s office. He gingely sat on a chair in the office. Most of the staff looked at him with smirks on their faces. Fuck ’em, thought Billy.

After about five minutes, a beautiful chocolate skinned African-American woman entered to office and held out her hand to Billy. “Good morning, my name is Yolanda, and I’ll be your mentor. Please follow me.”

Billy stood and followed her out of the office. “There are too many ears in the office. I heard you ran afoul of the Nazi. Don’t worry; I don’t think anyone’s made it out of their initial interview without at least one swat. How many did she give you?”

“Six.”

“Ouch! Six? You musta really pissed her off. She give you the ‘virgin’ lecture?”

“Yes.”

“Don’t let her scare you. While a hundred percent of the girls entering OLPS may be virgins, more than half are well fucked by the time they graduate! I image you’ll be totally fucked before long.”

“Thanks, I think,” said Billy.

They’d made it to the front door. “I’ll see you in the morning. Be sure you’re early.”

“Thank you, Miss.”

Yolanda kissed him. “That’s sweet. It’s Yolanda, not miss. See you in the morning, Billy.”

“Goodbye!” Called Billy, as he walked down the stairs towards his bus.