After a minute, Jen wasn't able to take him all. "Push harder, Miss McCoy." She did, forcing her roommate to take him completely in. Tears were running down Jen's face. "I'm sorry, Jen," she whispered. "Quiet!" he told her.
He checked his watch. After five minutes, he told them to "Switch positions." Jen stood and moved out of the way so Liza could kneel down. Liza opened her mouth, but she knew she could never fit all of his cock in, even as wet as it was.
Jen started slowly, but Liza was barely able to take him halfway in. "Don't stop, Miss Martin." "Yes, sir," she replied, pushing hard with both hands. She could feel Liza's throat resisting the intrusion; she could hear her gagging, but she kept pushing. At last, it was completely in. She quickly pulled Liza's head back, giving her a moment to breathe. Then she pushed down again... and again... and again.
"Switch positions," he told them again. Liza gasped for air, but stood, and changed places with her roommate. How much longer was he going to punish them. she wondered. Jen knelt, opened her mouth, and began to slowly move up and down. Liza had her hands on Jen's head but didn't need to push or pull - Jen was doing all the work. "Faster," he ordered. Jen's jaw was hurting, but she tried to relax her throat, and move faster.
A few more minutes passed. "Switch," he ordered. As they changed places, Jen squeezed Liza's hand. She tried to take him fully in but again could only manage a few inches. Jen pushed, forcing Liza's throat to open.
Two more minutes passed. "Stop. Hold her there," he commanded, groaning. Jen held her head down. His cock was deep in Liza's mouth, but at least she could breathe. And then she felt him throb, three, four, five times as he filled her mouth. At first, she thought he was peeing; she panicked and tried to pull away. Jen held her down.
But then she tasted it... thick and creamy... it wasn't pee. It was warm and salty, but not unpleasant. "Swallow it all, Miss McCoy." She tried, swallowing twice, but a few drops ran down her chin. He used the tip of his cock to scoop the dribble into her mouth, and the squeezed out another spurt onto her tongue. She dutifully swallowed it.
He pushed her away, stood, tucked his softening cock back into his pants, and zipped up. "I hope you've learned your lesson, ladies. That will be all for now."
"Yes, sir. Thank you, sir," they stammered and left his office. The Headmaster returned to his desk and opened an application on his computer. It contained a live audio and video feed of the girls' room; he had instructed the groundskeeper to install hidden cameras so he could monitor them.