Cory followed behind the Headmaster, frightened and anxious about his fate. And Mr. Peterson's fate for that matter... he didn't quite understand what was wrong or why Coach Hamilton should be able to take charge of Mr. Peterson when the Coach had sex with him just the day before.
Following the Headmaster into the office, he felt like he was in a daze as the Headmaster took his arm and walked him over to the desk. Then Cory was bent over - almost exactly as he had been in Mr. Peterson's room, and to his shock the Headmaster pulled down his pants. Closing his eyes, he realized that the Headmaster was looking him over, and from the stickiness on his thighs he knew that Mr. Peterson's cum was dripping out of his tight little asshole which had already closed up.
Suddenly the Headmaster's fingers pressed against Cory's hole, and pushed inwards... he gasped with shock. The Headmaster had very thick fingers, two of them almost the girth of Mr. Peterson's dick... it felt painfully good and he could feel his dick starting to stir again.
"Oh yes, he fucked you good didn't he?" The Headmaster sneered, "How many times?"
"What?" Cory gasped as the Headmaster forcefully thrust his fingers fully into Cory's ass.
"How many times has he fucked you?" The Headmaster's fingers started pumping in and out of Cory's ass as he writhed a little and tried to remember.
"This was the third time, only the third time!" Cory cried out, shivering and blushing as his own dick starting to rise to the occasion. The Headmaster noted his reaction.
Shoving his fingers in deeply he asked, "And what else has he had you do?"