Night of the Werewolves
Copyright© 2026 by Tristan Tharp
Chapter 16
Horror Sex Story: Chapter 16 - 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
When Flynn reached the bathroom, he passed the long row of sinks on one side and urinals and embarrassingly open toilet stalls on the other, then entered the big open shower area.
“Well, well, well.”
Flynn squealed and came to a sudden stop. Two women were standing in the middle of the shower room, staring at him from ten feet away. They were wearing the uniform of the school’s cleaning crew, and were both holding mops. Two wheeled, metal buckets full of dirty water sat at their feet.
Flynn had thought he was safe because all the other students in the dorm were asleep, but he hadn’t thought about the women who cleaned the dormitory ... including the bathroom. He hadn’t realized how early they must get up to do their job.
He checked his towel to make sure it was cinched tightly. With his luck, it would fall off in front of the women, just to embarrass him. And from what the wolves had said, he was never going to become immune to embarrassment.
The wolves were right. Just standing there wearing only a towel was making him very uncomfortable. The women were fully clothed. He knew they knew was naked beneath a layer of terrycloth.
The woman who’d spoken had the name Marie on her uniform. She said, “Just look who it is.”
The other woman, Greta, said, “Who is it? Besides an almost naked student who looks like he’s been in a catfight, I mean.”
She’d actually mentioned his almost nakedness. Flynn’s self-consciousness racheted up a few notches. He started to demand that the women leave ... this was the boys shower room after all, but Marie spoke to Greta again.
“You’re new. You’ll learn. This is that horny little brat who ruins his sheets every single goddamned night of the world. His bed is as nasty as it can be in the mornings. Like clockwork. All these oversexed adolescents leave sticky sheets, but this one’s the worst out of the bunch.”
Flynn told her, “You ... you can’t talk about me like that. I’ll report you.” He pointed a shaking finger at the doorway. “Now leave. I need to take a shower.”
The woman laughed. “Go ahead and report me. I know you’re a special boy ... yes, we know all about the special cases. You’ll just end up over someone’s knee wearing less than what you are now ... and that’s the least of what’ll happen. With any luck, they’ll let us watch.”
She was probably right. The Headmistress wasn’t all that concerned about how her special students were treated.
Flynn changed tactics. “Well, it looks like you’re through in here. Can you please go so I can take my shower? Please.”
Marie said, “You should’ve started with that instead of making officious demands like the lord of the manor. I think Greta and I will just stand here and watch. And you can’t refuse to take a shower, not with as grungy as you are. You’ll really be in trouble with the Headmistress. She’s a stickler for cleanliness.”
Greta said, “He is grungy. That is one nasty boy. Besides the cuts and bruises, he looks like he’s been slimed.”
Flynn wondered if they’d really stay while he showered. Then he thought, of course they would. This was Bramstock.
He said pitifully, “Nooooo, please. I’m sorry I was rude. I just had a really bad day yesterday. And last night, too. And I’m tired and I just want to get cleaned up and go to bed.”
Marie said, “Sure, kid, go ahead and get the shower filthy right after we’ve cleaned it. And I know what kind of filth you’ll get all over our nice, clean floor. Disgusting.”
Flynn asked, “What do you mean? What do you think you know?”
“Oh, I don’t think it. I know it. The rumor yesterday was the wolves were going to take you out in the forest last night. They were going to initiate your young ass. And now here you are, stinking of wolf ... along with sweat and pee and who knows what else ... so I guess the rumors were true. How’d it feel, boy? How’d it taste?”
Flynn grimaced. It seemed the entire staff of Bramstock ... from the Headmistress to the teachers to the office workers to the cleaning crew ... were all in on the depraved, occult nature of the school. The only people who were in the dark were the regular students, damn them and their blissful ignorance.
“They took you in both ends, didn’t they, you little snot.” Marie laughed so hard she doubled over.
Greta said, “Oh, my. Both ends? So it’s true? They really do those kind of things?”
Marie, still laughing, managed to say, “Oh, it’s true. Just wait. You’ll get to see some of it. Especially when you have to go down and clean the lower levels. By the way, always say lower levels or something like that. Never say dungeons. You never know when a regular kid might overhear. Anyway, you’ll see these rich little assholes getting what they deserve, stark naked and squalling like babies. You’ll see them with their mouths ... and butts ... full of creature cock. You’ll see them getting invaded by other things ... nightmarish things. Sometimes, I almost feel sorry for them. Then I remember what rich, entitled scumbags they are.”
It was intolerable she should know these things. Flynn pointed again and blurted, “Get out. Get the fuck out.”
The woman stopped laughing. “You don’t talk to me like that, you young whelp. I’m over twice your age. You show me respect. You think because you’ve got a rich mommy and daddy, you can walk all over me like I’m dirt?”
She advanced on Flynn. He scrambled to back up, almost slipping on the freshly mopped tile floor.
“I’ll have you know, some of the demons here are my friends. And they don’t like their friends being dissed. If I put a word in with them, they’ll make your life miserable every moment of every day you’re here. And I mean worse than the usual horrors. You’ll be doubly special. And they’ll let me watch every moment of it. They’ll let me join in.”
Flynn backed all the way up to one of the big mirrors.
He held his hands out and said, “No, please. Wait. I’m sorry. I’ve had a bad night and was in a terrible mood. I shouldn’t have taken it out on you.”
The woman said, “Not good enough, brat. You’re going to have to do something for me and my friend here to make this go away.”
Flynn sighed miserably and said, “What do you want me to do?”
“Show us what’s under that towel.”
“I knew it,” he cried. “It’s this place. It’s ... it’s ... the whole school is perverted. Everyone here is sick.”
“Drop the towel, boy. I want to see it up close this time.”
Flynn cried, “What the hell does that mean?”
Marie looked smug, “Don’t you wish you knew. How does it feel to have a cleaning lady know more than you do? And here you go to this fancy school. Off with the towel. You have five seconds, then I go talk to my friends. Four ... three ... two...”
Flynn let out a sob and wrenched his towel off, dropping it to the floor. He put his hands behind his head, showing the women what he had. He knew the drill.
Marie’s grin was feral. Greta looked like she might have a heart attack.
“Oh, my. It’s ... big. And beautiful.”
Marie said, “How does it feel to be stripped down to nothing in front of a couple of lowly cleaning ladies? Feel good, little rich boy?”
Through gritted teeth, Flynn admitted, “No. It feels horrible.”
“Good. Turn around. Let’s see your ass.”
Flynn gritted his teeth and turned. He could see himself naked in the mirror. He could see the women behind him, staring.
Greta repeated, “Oh, my. What cute little buns.”
Marie said, “Now bend over.”
This was too much. Flynn said, “No.”
“Five seconds again. Actually, make that three this time.”
“Goddamn it.” Even as Flynn dutifully bent over, he cried, “What is it with everyone wanting to see my butthole?”
“Oh, I’m not just going to see it, punk. Greta, bring me some of that liquid soap.”
Greta said, “One moment, please. I’m still looking. What lovely balls. Just lovely.”
Still bent over, Flynn watched Marie in the mirror as she smeared the slick soap all over the end of her mop handle. He knew what was going to happen next, but he remained as he was, waiting. Life at Bramstock was going to be bad enough without the demon friends of this bitch coming after him with personal vendettas.
Marie told him, “You might want to brace yourself hands against the mirror there, kid.”
Flynn did, then closed his eyes.
The slick mop handle resisted a moment, then slid into his hole smoothly. She began rhythmically sliding it in and out, deep inside him. He was glad it was painted with a glossy finish and wasn’t bare, rough wood. Even so, it was a heavy-duty mop, so the handle had a lot of girth. It widened at the end into a slightly bulbous shape. Marie kept pulling it almost completely out so that end would expand Flynn’s hole, then she’d push it back in. Flynn gasped and groaned every time.
“How’s it feel, boy? You like getting fucked in the ass by a common cleaning lady?”
Flynn could only moan louder in reply. The physical sensation and the humiliation were so extreme, he couldn’t form words. His penis hardened, making it worse.
Greta shyly said, “Can ... can I give it a try?”
Marie said, “Go for it, honey.”
There was a brief pause and some jiggling around while the mop changed hands, then Greta took her turn. Flynn had thought Greta might not be deranged like everyone else in that school. But the increased speed of the thrusts and her cries of, “Oh. Oh, my goodness. I like this. I really like this,” convinced him otherwise.
Maybe she had been a good person, but Bramstock changed everyone. It was a contagious disease. Look at what it had done to him. He was bent over, passively taking a mop handle up the butt, not doing anything to defend himself. Bramstock had reduced him to a perpetual, helpless victim, even more than he’d been at home under Stepdad’s rule. Much more. He actually missed Stepdad and his domineering ways. At least Stepdad had occasionally hugged him.
Marie took a second turn, this time forcefully circling the wide end of the mop handle inside him, stretching him open even more till he howled and begged her to stop. When she finally pulled it out, Flynn remained braced against the mirror, panting and crying.
“Straighten up and turn around. That’s a good boy. See how his pecker’s hard, Greta? The little pervert liked it.”
Flynn stared down in shame and said, “I didn’t. It just does that. I think this place has trained it to get hard when anyone abuses me.”
Marie reached out and patted him on the cheek in a mockingly affectionate way. Her hand was rough from manual labor. She said, “Keep telling yourself that, kid. You’re lucky we have more cleaning to take care of, or I’d do a few more things to you that even the demons wouldn’t think of. I lay in bed at night and work out ways to get back at all you scummy little well-to-do creeps. I just now got to try out the least of them.”
She took a moment to grab Flynn’s penis and tug on it. He closed his eyes, raging inside.
“Go on,” the woman told her friend. “Touch it. There’s nothing he can do about it.”
Greta reached out hesitantly and placed the end of her finger on the head of Flynn’s erect penis. Pre-cum welled up beneath her finger. She yelped and jerked her hand away.
Marie said, “Good Lord, Greta. He’s just showing you how much he loves it. You already screwed him in the ass. Don’t get timid now. You can do whatever you want. Tug on it. Hard. Show the brat who’s really boss. He may be in line for some cushy, corporate CEO position, but we still own his ass. We proved that when we shoved a broom handle up it.”
Greta reached out again, this time taking Flynn’s entire penis in her hand. She tugged a few times. Like Marie, her hands were rough and calloused.
Flynn became harder. This encouraged Greta to do more. She began sliding her hand up and down his length. When he moaned involuntarily, she started tugging harder, making him stagger forward with each pull. Flynn’s moans turned to cries of, “Oh ... oh ... oh ... oh.”
Marie said, “That’s it. Look at him. Listen to him. He loves it.”
She bent down to give him a closer inspection, saying, “I haven’t seen his when it’s hard before. Nice.”
Through gritted teeth, Flynn said, “You haven’t seen it before at all.”
“You’ve got a lot to learn, boy. I know what all you rich, hoity-toity boys look like ... in the shower, sitting on the pot ... jerking your peckers in your rooms at night...”
She grabbed Flynn’s ballsack, squeezing just enough to make him yelp. She rolled his balls around in her hand while Greta continued to yank him. He didn’t dare object at this point. They both held very sensitive parts of his anatomy, and their actions were already painful. He had to endure it and hope they wouldn’t escalate.
When he felt that rising sensation deep in his balls, he gasped, “I’m about to do it. I’m about to cum.”
Marie announced, “Oops. Out of time. We have to get back to work. Come on, Greta. We’ll leave the little snot to finish up himself. He certainly has experience at it.”
Flynn, his mouth hanging open in shock, watched them walk away. Greta turned back once to look him over again and said, “Oh, my.”
After they’d rolled their mop buckets around the corner, Marie called out, “By the way, you young fool, I don’t have any demon friends. Demons don’t lower themselves to consort with the cleaning staff. I don’t even have any human friends. I’m too much of a bitch.”
She laughed all the way down the hall till she was out of hearing range.
A few minutes later, a still erect Flynn stood under the shower spray, letting the water run over his face and wash away the tears of anger and shame. Marie had conned him into letting them abuse him in the most degrading way. Then they’d left him standing there with an erection, feeling like a fool.
He kept telling himself every day wouldn’t be this bad. It hadn’t been before yesterday ... not counting that first day with Adira and Raven, of course. His recent traumas were only because of Nathan’s stupid trick and the initiation by the wolves. It would settle down soon. It had to. If it continued like this, he wouldn’t even have time or energy for classes. And his emotional state wouldn’t be able to withstand the constant turmoil.
But no ... that was all wishful thinking. There was the fact that he was going to have to regularly service the entire football team and everyone in his dorm, and who knew how many others. And Mitch planned on making him the star in Bramstock’s own porn factory. Maybe ... maybe the team would object to that particular project because they’d be on video themselves. That could come back to haunt them too, later in life. But Mitch would probably frame the videos from their waists down, with only Flynn’s face ... mouth full of cock ... being identifiable.
And how was he going to face his fellow students every day in class and in the dorm after regularly being forced to suck their dicks. The few friends he’d made would surely abandon him for fear they’d become victims by association right alongside him. In fact, he’d been forced to suck some of those friends the night before. He’d thought they’d stand up for him. Instead, they just stood in front of him while he took their dicks in his mouth.
Nathan was going to pay for what he’d started. The wolves had said so. Flynn was going to ride Nathan’s ass for hours.
But ... well ... despite all Flynn had just been through, he was feeling guilty about the whole Nathan situation. He had, after all, humiliated Nathan first. He could imagine how thoroughly used the boy must’ve felt when Flynn left without reciprocating as he’d promised, then refused to even speak to him afterwards.
With that in mind, Flynn’s plans for revenge on Nathan were feeling a little less deserved.
Maybe he’d only fuck him for an hour.
As Flynn reached down to soap himself between his legs, he was surprised to feel his penis was still hard. His slick, soapy hand felt good wrapped around it. So ... why not? The other boys were asleep. He had the hot, steamy shower room to himself.
He looked over into one of the big, strange mirrors as he masterbated. He’d always liked watching himself do it. He had his own large mirror in his bedroom at home he used for the same purpose. He looked pretty good in the nude. And he was well endowed. And since he was alone, his not-so-lofty height wasn’t obvious.
As he masterbated, he tried to think of anything but the recent strange experiences. But they were too recent, and they overrode his usual jerk-off fantasies, the ones involving girls from his previous school ... the school that actually allowed girls to attend and didn’t have sex crazed werewolves...
... werewolves with long, hot, slippery tongues that could wrap around his penis multiple times, coaxing incredible orgasms out of him...
Stop. Don’t think about that.
He told himself to think instead of his usual fantasy where a dozen cheerleaders joined him in the locker room after the big game. They’d slide out of their sexy uniforms, then converge on him in a naked mass to peel his football uniform off. Flynn was often a big, muscular football player in his fantasies. They’d admire how he looked in nothing but his sweaty jock strap, then they’d fight over who got to stick her hand down the front of it. They settle for yanking it down to his knees. One would cup his balls while another would grasp his stiff penis ... which was twice its already impressive size. Then they’d slide his jock the rest of the way down his legs so they could all have hot, wet, soapy sex on the shower room floor. His penis would be enveloped by an alternating series of mouths and vaginas. The girls would fight over him. Not with any injuries. They’d mostly roll around in the sudsy foam covering the floor. The fight would arouse some of them enough that they’d begin sliding their tongues together and inserting fingers in each others vaginas, working furiously. Meanwhile, another girl would be writhing on Flynn’s gargantuan dream penis.
Then Coleman intruded within his fantasy, standing in the shower room watching the orgy with a disapproving glare. But she was naked, too. Her body was thick and muscular. Her breasts were huge.
Her hands were on her hips and her legs took a wide stance. She was standing right over him as he lay on the wet tiles with a cheerleader’s mouth wrapped around his erection, sucking him enthusiastically. He could see straight up into Coleman’s vagina.
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