Revisiting the Headmaster

I sauntered in the classroom late. Ms. Glenn, the English teacher, had an annoyed expression. I suppose she would have to ride me hard as she promised me the previous day. Oh well, that can’t be helped. I unbuckled my pants.

“Adam, that won’t be necessary. The Headmaster has called you into her office,” Ms. Glenn said. “She’ll deal with you personally.”

The class all went “Oooh” in unison. I was puzzled. Headmaster Leigh wasn’t my first choice, but it wouldn’t be bad to fuck her instead. I turned around and headed towards the Headmaster’s office. Aunt Lauren was sitting in front of Headmaster Leigh as I entered. My anticipating smile quickly disappeared.

“Sit down, please Adam,” The red-haired stately woman commanded and pointed at the empty chair next to Aunt Lauren in front of her desk. She adjusted her thick frames. Her color hair more brightly lit than Lauren, a suggestion she, Leigh, dyes it a more unnatural color of red.

I sat. I looked at Aunt Lauren, wondering what this was about. Aunt Lauren looked peeved towards me but tried to smile in front of our guest.

“Adam, you were late to class, I presume?” Headmaster Leigh asked me in which I nodded. “Molly also called and said you brought a weapon to school.”

“It was just a prank,” Aunt Lauren spoke up. “Just a prank, he couldn’t hurt a fly with that… thing.”

“Nonetheless… your nephew is on a wicked streak. I won't tell you what illicit activity he did yesterday for it would ruin the school's reputation forever." Turning to me Leigh spoke, "Your Aunt Lauren says you are a masochist and enjoy being punished. That our forms of punishment here aren’t working as intended.”

She did? Goddamnit. I love you, Aunt Lauren, but stay out of my business.

“So what are we to do then? You won’t behave. The school has rules. You aren’t following them. How will we rectify this?” Headmaster Leigh asked.

I wanted to speak, but Aunt Lauren beat me to it. “Adam can perform all types of volunteer work. Maybe clean bathrooms or pick up garbage. Or volunteer at the retirement home near the school? I think that kind of things would work better on a troubled individual like Adam.”

I bore my teeth at Aunt Lauren. She paid me no mind and tried to look pleadingly at Headmaster Leigh.

“I’m afraid so light a punishment won’t do. The other students and parents will complain that he is getting off too lightly. Other boys have been expelled for much less than what Adam has done the last two days. I pride our school on being fair and treating students equally in both academics and discipline.”

Aunt Lauren looked despairingly as Headmaster Leigh mentioned the “expelled” word. “Please not expulsion, maybe just a suspension and volunteer work?”

“No, I’m afraid that won’t do. Do you understand if I just let Adam off lightly, the board and the benefactors of this school will want my head. They will say, Leigh, you have let standard slide in this once prestigious school. You said he enjoys the standard punishment he is receiving? Maybe we ought to explore it further. Have you tried rimming him or swallowing his load?”

Aunt Lauren reddened immediately at these questions, “O-of course! None of that works, believe me. He enjoys it too much.”

“How about letting him rim you? Have you tried sitting on his face?” Headmaster Leigh said. “Surely he can’t enjoy pushing his tongue into our assholes?”

Aunt Lauren could barely speak at these suggestions. In a mousey voice she whispered, “Y-yes.”

“Adam, give me your phone.” Headmaster Leigh said.

I suppose there’s no harm in doing so.

Headmaster Leigh pushed up her glasses and stared down at the phone and made the flicking motions of browsing it. “Schoolgirls… anal... ****... milf... ass to mouth...”

Both Aunt Lauren and I fidgeted in our chairs as Headmaster Leigh was listing off what I assumed were my porn searches. I looked over, and Aunt Lauren had her hands on her crimson face.

Headmaster Leigh handed me back the phone, still a cold, stern authoritarian look on her face and she spoke, “I suppose I have a good idea now of how to punish him.”