Night of the Werewolves
Copyright© 2026 by Tristan Tharp
Chapter 9
Horror Sex Story: Chapter 9 - Flynn hoped his life of humiliation under the tyranny of his overbearing stepfather would end when he reached his 18th birthday. It didn't. Crossing that milestone only brought him to the strange world of his new boarding school. Within its walls were a coven of witches, a succubus, assorted monsters of indescribable species, and... of course... werewolves. He'd thought he had no privacy before. Now his privacy, and his body, are being continually violated in ways he could never have imagined.
Caution: This Horror Sex Story contains strong sexual content, including Ma/Fa mt/Fa Ma/Ma mt Mult Blackmail Coercion Consensual Drunk/Drugged Mind Control NonConsensual Rape Reluctant Gay BiSexual Heterosexual Fiction Horror Humor School Paranormal Magic Were animal Demons Humiliation Spanking Gang Bang Anal Sex Enema Masturbation Oral Sex Voyeurism Violence
Flynn dressed and took his extra briefs to his dorm room. He wanted to stay, burrow under his covers in bed, and try to forget the events of the morning. But missing more classes would not go well for him. That was normally a paddling offense, sometimes with extra detention, but the Headmistress was already unhappy with him. There was no telling what she’d do if he took the rest of the day off. He shuddered as he recalled the look in the eyes of the boy who’d brought him his clothes.
The bell rang across the campus as Flynn ran to the building where his next class was located. He had five minutes. Many of the boys he passed laughed and pointed. Some held out their phones so he could see himself on the screens in unbearably explicit videos of his ignominious trip across the grounds. He tried not to look. Even so, he caught glimpses of how he looked even more ludicrous than he’d imagined as Coleman dragged him along with his pants down and his penis flopping, crying like a baby.
When he reached history class, he threw himself into his chair and buried his face in his hands on the desktop. The rest of the class was already present. His dramatic entrance drew a lot of laughter.
Mr. Havstock, the history teacher, said, “Glad to see you’re on time, Flynn. Just barely. And speaking of bare, I’m even more glad to see you’re fully clothed.”
This provoked more laughter. Flynn groaned. This was going to haunt him for the rest of the year. And unfortunately, the year had barely begun. At least the events in the shower room would remain secret. He knew the football players would be too humiliated to spread the word about that. They had their reputations as unassailable gods to uphold.
Their private retribution, however, was a very real possibility. Flynn experienced a wave of anxiety.
As Mr. Havstock droned on about some tedious historical event, Flynn tried to concentrate, but couldn’t. He kept wondering why his few interactions with females always ended so badly. Being naked in the shower with a woman would be an awesome experience for any other guy. But Flynn’s luck turned it into a horrifying, humiliating ordeal. Why did Fate have it in for him? What had he done to deserve this?
He thought of Coleman’s fingers inside his bottom during her supposed search in the office, stretching his hole till he screamed. He thought about how the Headmistress and her secretary had watched that excruciating act. But that wasn’t enough, not for Fate. It still had more in store for him. The entire football team got to watch that hateful woman do it to him all over again ... among other things.
The other boys had their own humiliations to deal with, but that didn’t help Flynn’s state of mind at all. They hadn’t been anally violated ... among other things.
Flynn tried to think of a single encounter with a female that had ended well. There were none. The dalliance with the succubus at Sullivan Estate didn’t count. That had been a drunken hallucination.
Hadn’t it?
Even if it had been real, she’d disappeared just before he’d shot his load. No, that had just been a masterbatory fantasy. Every boy he knew from his previous school had a number of sexual exploits long before the age of eighteen. Flynn had only his good right hand.
The closest he had come to a real experience had started well. In fact, it began like one of the exciting pornographic stories he masterbated to online. A beautiful woman who was completely out of his league somehow had the hots for him, even after he’d demonstrated how much of a dork he could be.
Their liaison, despite its potential, hadn’t just ended badly, though. It was catastrophic.
When Flynn was seventeen, the estate was the setting for a huge reception, with influential guests from all over the world. There were business moguls, politicians, diplomats, financial giants, and all kinds of celebrities. The kind of people that made the world go around.
Stepdad never threw a party like this merely for pleasure. Under the guise of the festivities, Flynn knew that deals were made and global events were directed.
Stepdad had ordered Flynn to stay in his room for the duration. He didn’t want the presence of his scruffy, surly stepson ruining any meticulously laid plans.
Flynn had complied ... mostly. He sneaked out once ... only once ... to steal some brandy. Stepdad couldn’t seriously think he’d be completely obedient after banning him from the biggest party in the western hemisphere.
So ... he had a party of his own. He stripped down and sat on top of the bedspread with his back to a stack of pillows. He spread his legs wide to accommodate his laptop, then drank brandy and played with his favorite toy while watching online porn. He was halfway there when the door to his room quietly opened.
His first clue to no longer being alone was a woman’s voice. “My, my. I was trying to find the restroom, but I think I’ve found something better.”
Flynn looked up and squealed in surprise. The brandy bottle fell off the bed and emptied onto the carpet.
Standing midway between the door and his bed was one of the most beautiful women Flynn had ever seen outside of his fantasies. She was brunette with short cropped hair. The strapless red dress she wore went barely higher than her nipples. He would swear he could see the pink areolas peeking over the top. That tantalizing glimpse made him harden even more in his hand. The dress was equally revealing in its length, or lack thereof.
She was showing a lot of skin, and all of it was so luscious, Flynn’s mouth began to salivate.
Even though he hadn’t been close to ejaculation, he suddenly shot a geyser into the air. After that first burst, he couldn’t stop himself. He had to keep pumping, staring at her with a mixture of lust and horror the whole time.
The woman watched with a slight smile as he splattered his laptop, bedspread, and himself with sticky goo.
After he stroked the last of it out, there was a minute of silence. Flynn couldn’t speak. He could only stare wide-eyed at the mysterious visitor who’d just watched him beating off and hadn’t run from the room screaming, “Pervert.”
The woman strolled gracefully up to the bed and looked over Flynn’s messy and embarrassing mishap. She didn’t appear disgusted.
“You are a lusty boy, aren’t you?”
Flynn could only nod miserably in answer.
“Are you only good for once, or can you perform more times than that?”
To read the complete story you need to be logged in:
Log In or
Register for a Free account
(Why register?)
* Allows you 3 stories to read in 24 hours.