Night of the Werewolves - Cover

Night of the Werewolves

Copyright© 2026 by Tristan Tharp

Chapter 11

Horror Sex Story: Chapter 11 - 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  

There were two incidents Flynn declined to mention to Mitch ... one he was actually quite proud of, the other, not so much.

That not so much was the aftermath of Ellie Ann’s deceptive assault on Flynn’s dignity. The day after, Flynn confronted her brother Hal in the locker room after gym class.

Hal and Flynn weren’t exactly friends, but they were on good terms. At least until Hal put Flynn in Ellie’s sights.

Flynn was still ravaged with embarrassment at being so easily fooled into showing himself, excited and erect, to Ellie and her friends. He felt used. But he had the means for payback. Not against Ellie. He knew she was out of his league in every way. Going after a popular senior girl would be suicide. But her traitorous younger brother, another dorky fifteen-year-old like Flynn, was well within his scope.

All it took was giving Hal a stealthy viewing of the video Ellie emailed while they undressed at their lockers. Hall stood there stunned, holding his recently removed underpants, as Flynn dictated his terms. Hal reluctantly agreed... very reluctantly.

Flynn considered himself merciful considering the humiliation he’d endured. Hal only had to administer twenty blowjobs to ensure the video’s deletion. And, unlike Ellie, Flynn fulfilled his end of the contract faithfully, in spirit as well as letter.

Three weeks later, once Hal had worked off his debt, he tearfully confided to Flynn that Ellie had given copies of the video to every boy on the list. Hal was kept busy for the rest of the year. And beyond. Not every boy was as forgiving as Flynn.

Even though revenge had been sweet ... and physically pleasurable ... Flynn was wracked with a sense of guilt for using the other boy this way. Every orgasm was tinged with regret.

Years later, when Mitch used him in a similar way, Flynn decided that karma had again come back to bite him on the butt. Only this time it had chewed his ass off with sharpened fangs.

The other incident Flynn withheld from Mitch happened a couple of weeks after the sexy brunette tried to ensnare him in a honey trap in his bedroom.

It started in a similar way, with Flynn stretched out naked on his bed, penis in hand, pumping furiously as porn played on his laptop.

As before, Stepdad came striding in without knocking. With him was Monica, the head housekeeper. She was a middle-aged woman who had worked for Stepdad for longer than Flynn had been alive. Seeing Flynn naked and hard, she sighed and shook her head.

Flynn jumped out of bed and screamed, “You can’t keep doing this. I’m seventeen. I deserve my privacy. I even made a deal with Mom about knocking on my goddamned door.”

Stepdad stated, “I’m not your mother.”

Flynn was trying to pull the bedspread off to cover himself without dragging his laptop to the floor. It wasn’t going well. This was as mortifying as the night of the party. Actually, it was worse. Besides Stepdad, the people who’d walked in on him that evening had been strangers. Monica was a member of the household staff. He saw her practically every day.

He’d been close to an orgasm before the intrusion, and pre-cum dribbled out of him onto the carpet. He gave up on the bedspread and made a grab for his briefs where he’d discarded them on the floor.

“Leave them,” Stepdad said in a calm but forceful voice, the one that was not to be disobeyed. Flynn froze, then stood before the pair miserably. He covered his erection as best he could.

Stepdad continued, “You won’t be needing them for a while.”

That was alarming. What did Stepdad have in store for him? And why was Monica there to witness his humiliation?

Stepdad said, “I have to say, you embarrassed me a great deal the other night ... and not just by presenting your bare backside as a greeting to our guests. No doubt, the ones who survived the evening will have the sight of your anus indelibly etched into their memories. No, it was much more than that. Witnessing you display such a total lack of control by ejaculating all over your bed without even touching yourself made me realize you need some guidance.”

Flynn looked at Monica with pure anguish. Not only was he naked, hard, and dripping, Stepdad was relating a completely different adolescent sexual calamity. It was like a two-for-one sale. It was beyond humiliating.

Stepdad continued. “It’s my fault, I know. I let your mother sway my opinion on how a boy should be raised. After seeing how obsessed you were with sexual gratification ... much more than the average boy your age ... I should have channeled that desire into a more manly direction. I should have acted early and brought in experienced women to teach you the art of sex.” He paused, then said sharply, “And put your hands to your sides. A man isn’t ashamed of his lusts. He embraces them.”

Flynn reluctantly dropped his hands, exposing himself again. He hadn’t managed to cover the entire thing anyway in it’s hardened state. He saw Monica’s eyes drop down, then quickly look up again. He groaned.

Stepdad continued his lecture. “You’ve masterbated four and five times a day ... and more ... for years, still playing with yourself like a young boy who’s just discovered that special new feeling. Well, you’re not that young boy anymore. You’re a young man. You should be acting like one.”

Flynn’s embarrassment overcame his common sense. He said, “You’ve given me this same goddamned lecture for years. Why does Monica have to hear it this time? Especially while I’m like this...”

He gestured at himself where a drop of pre-cum was hanging from him ludicrously.

Stepdad’s mouth tightened for a moment. “Don’t talk back to me, Flynn. And watch your language. I will turn you over my knee for a spanking right in front of Monica ... after you clear away your penile drool, of course.”

Flynn whined, “Can I do that now? It’s humiliating.”

Stepdad sighed, then said, “Monica, go to the bathroom and get a towel. Then clean the boy up.”

Flynn cried, “Wait. Monica’s going to do it? No, no, no.”

Monica, looking squeamish, said, “I second the no no, no.”

Stepdad said, “Neither of you is in a position to object. And you never will be. The towel, please.”

When Monica returned with the towel, she looked at Flynn apologetically. He closed his eyes and wished himself far away as she took his penis in hand and squeezed out his fluid onto the towel. Flynn moaned, but not in pleasure.

Monica stepped back. She risked a hateful glance at Stepdad.

“I saw that, but don’t worry. I fully understand how distasteful that must’ve been for you. Flynn can be an especially loathsome boy. Keep the towel handy. You’ll undoubtedly need it again.”

Flynn asked miserably, “Can you just take me out back and shoot me? I know you want to.”

Stepdad said, “Don’t be ridiculous. Your mother would miss you terribly. Now ... where was I? Oh. I was talking about your years of unbridled self-gratification. With no partner to please other than yourself, you race to the finish line with no thought but reaching the end as fast as you can. You ignore the journey, which is at least as fulfilling as the conclusion. You’ve done this for so long that your body finishes the race all on its own, with no help from you or anyone else.”

Flynn gritted his teeth in anger and embarrassment. He hated to admit it, but Stepdad was right. He knew he didn’t last as long as he should. That may be why he did it so often.

And worse, the subject of sex was making him harden even more. His penis lifted to touch his belly. He knew Stepdad and Monica had seen the change. A new line of pre-cum slid down the underside of his shaft.

Stepdad said, “Monica...”

She brought the towel over and wiped Flynn clean. He closed his eyes and wished again, even though his wishes never worked.

Stepdad said, “I can see how humiliated you are. That’s a good sign. It shows you have some self-respect. Anyway, the lecture is over. Monica? If you will...”

She took in a large breath, then let it out slowly. Then, to Flynn’s startled confusion, she began taking off her clothes.

“Wait. What? What’s going on?”

Stepdad explained in a tone that said he thought it should be obvious. “You need an experienced woman to show you how a man should be. Monica has given birth. She’s obviously experienced in how children are created. She also works for me. I pay her well to do my bidding. That usually means managing the house cleaning staff, but ... I expect flexibility in those I employ.”

Flynn couldn’t speak for a few moments. In that time, Monica was already down to her bra and panties.

Flynn found his voice. “Wait, stop. Stop undressing. I want to know what’s going on.”

Monica undid her bra, freeing her large breasts. She said, “You and I are going to have sex in your nasty bed.”

Flynn objected. “It’s not nasty. I never got to finish.”

Stepdad said, “There was this morning. And after lunch.”

Flynn cringed. How did Stepdad know so much?

Monica slid her panties down. When she stood up, she was naked. Flynn almost swallowed his tongue. Monica was old, at least forty. And she was quite heavyset. But Flynn saw her in a whole new way at that moment. She was ... was ... sexy.

He shot a line of semen straight up his stomach and chest all the way to the underside of his chin. As usual, once it started, he had to finish. He grabbed himself and jerked the rest out all over himself and the carpet.

Monica rolled her eyes. Stepdad’s face hardened into an inscrutable mask.

“Monica,” he said in an icy voice. “Clean him up. Get all of it. I don’t want any getting on my slacks when he goes over my knee.”

Flynn, panting and weak, said, “No, Stepdad. Please.”

The spanking didn’t last long, but Flynn cried like a baby. He’d just shamed himself in front of Monica. Then Stepdad shamed him by spanking his bare butt while she watched. Then he shamed himself all over again by crying. He was pathetic. Monica watched impassively from where Stepdad had stationed her ... intentionally at the rear for the most explicit view.

Stepdad said, “Flynn ... son ... I’m trying to do my best by you. I really am.”

He patted Flynn’s red bottom. This time it wasn’t a spanking, just a pat.

“Get up, now. Try it again. I’ll leave you two alone.” He gave Flynn a stern look. “Keep your semen inside you till the optimum times to release it. If you ejaculate anywhere but inside your partner, I’ll know. Believe me. And I will punish you again. Every time you prematurely release, I’ll spank your little butt.”

Rubbing his bottom, Flynn glanced around the room quickly. He’d always suspected there were secret cameras everywhere in the mansion. Stepdad just knew too much about what went on. Flynn had searched, but never found any, but he was almost positive they were there.

When he and Monica were alone ... supposedly ... she looked at his penis, now hanging limp between his legs. She said, “Get in bed and let’s do this thing. I know you can get it up again. You’re the horniest boy to ever live.”

She sat on the bed and swung her legs over to lay on top of the bedspread. In doing so, her legs spread wide, giving Flynn a look straight between them to her vagina. Its lips were slightly parted. The hair around it was thick and black. Monica didn’t trim her pubic bush like the lady who’d tried to seduce him in this same bed. The women Flynn liked masterbating to online were always trimmed, often fully shaven. But Monica’s untamed bush had its own wild appeal.

Seeing how he was transfixed, she rolled her eyes and spread her legs wider, opening herself up. As she’d predicted, Flynn responded. His penis roused itself at the sight. It hardened in stages till it was almost flat against his belly again.

“Lay down,” she ordered as she patted the bed beside her. “Let’s get this over with.”

Flynn crawled onto the bed and moved up against her, his penis touching the bare skin of her hip. He instinctively started making small humping motions.

She smacked him on his already sore bottom. “No. You have a lot to learn, boy.”

Feeling like a puppy who’d just been scolded for peeing on the rug, Flynn glowered at her.

He hesitantly asked, “What do I do then? I mean ... I know what to do, but...”

“Let’s just lay here for a moment and get comfortable being this close. Or try. You’re the little terror who’s made my life hell for ten years, so it won’t be easy.”

Flynn was slightly outraged. “I’m not a little terror anymore. I’m a grown man.”

Monica made a derisive sound. “You’re a seventeen year old boy. Some boys your age ... even younger ... could call themselves a man. Where I’m from, children had to grow up fast. You have a few decades of maturing to reach their level.”

 
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