Ruby glanced nervously at the white van approaching as she finished her evening run. She had felt that fear every time a suspicious vehicle drove by, every time a man looked at her in public, every time she heard a bump in the night. Was this finally it?
The van passed by her innocuously, its flanks bearing the insignia of a local plumber. She breathed a sigh of relief and clutched her red hair, tightening her ponytail.
This wasn’t right, for her to be afraid the way she was, she told herself. Yet, she also had to try to convince herself that the dampness she felt below must just be sweat pooling up down there. If it was so horrible, then why did she keep reading his messages. Why did she know she would read them again as soon as she got home. She could download Tinder and have hundreds of men lined up to please her tonight, but instead, she would do what she always did when she finished her run- take a shower and then pleasure herself while reading through the private chats she had shared with TheDestroyer.
Ruby didn’t know his real name. They met on one of the darker corners of the internet that she had a tendency to frequent. The content of the private messages they shared were the kind of things she’d never admit to her shrink, and yet nothing else could even get her off anymore. She felt like if they gave an award for world’s worst feminist, she would win. Some of the things he talked about doing to her made her feel like she should report him to the FBI, but most of the things he said he would do were her ideas, just worded more elegantly.
Surely he wasn’t being serious with the last message he sent anyway, right? It had been three months since she had heard from him. He must have gotten bored and moved on. Maybe he was just some fat loser living in a basement and his mom made him get a job. Maybe he was married and his wife found out. It would be a horrible thing, Ruby reminded herself, if he actually was being serious. No sane person would ever want that to happen.
She arrived home, winded from running a little harder than usual. Locking and deadbolting the door behind her, she felt simultaneous relief and disappointment.
Then she felt a hand over her mouth, and the cold steel of a blade on her neck.
“Be still and I won’t hurt you.” He said in a deep, authoritarian voice “I’m going to ask you a question, and you need to think very carefully about your answer… Where are you hiding the money?”
He took his hand off Ruby’s mouth. Her first instinct was to scream, but instead she paused, carefully considering her next words. “It’s at the bottom of the sea.”
“Wrong answer, bitch!” He shouted, as he placed a strip of duct tape over her mouth. She began to struggle, trying to wrestle herself free, but he contorted her arm into a painful hold.
“Are you going to behave or am I going to have to rip your shoulder out of the socket?” he asked. She fell limply to the floor.
“Good girl.” He stroked her hair. He took a pair of handcuffs that had been hanging around his belt and secured her hands behind her wrists, then threw her on the couch. Ruby finally saw him. He was about 6 feet tall, dressed in black from head to toe, wearing gloves and a black ski mask. Behind his glasses were a pair of piercing amber eyes.
He slapped her face. “If you won’t give me what I want, I’ll take what I want.”
He grabbed Ruby’s Lululemon athletic top and yanked on it, she cringed as he sliced through it with the knife and discarded it.
“Oh I’m sorry, was that expensive.”
He laughed at her. She made a futile attempt to cover her breasts but her arms were cuffed behind her.
“Wow, look what you’ve been hiding from me, they truly are magnificent.”
He grabbed her left tit with his firm hand and squeezed until she felt as if it would pop like a water balloon, then released it and gave it a hard slap, and then backhanded the other side, leaving a pair of red marks in the shape of handprints.
Next, he reached under the back of her yoga pants and grabbed on to her cotton panties, yanking upwards so hard that he briefly held her off the ground until they tore away. He looked at the ruined fabric.
“Holy shit, these are soaked. You’re really enjoying this, you filthy slut!”
He ripped the duct tape off of Ruby’s mouth.
“Please, please don’t do this! Let me go! I’ll give you whatever you want…”
He stuffed the panties in her mouth and put the tape back. “Shut up, bitch!”
The last thing she had left on were her yoga pants, but they didn’t stay intact for long. Another couple quick slices of his knife and they joined her top in the pile of mangled fabric on the floor. He spread her legs and examined her. It had been a while since she shaved.
“This won’t do, you disgusting whore!” he shouted at her.
It was at this point, Ruby noticed the black suitcase in the corner of the room. As he got up to retrieve it, she could have run, but she was paralyzed with fear and arousal. First, he took some rope out of the suitcase and used it to secure each leg to a side of the couch so they were spread wide, then he sprayed some shaving cream on her groin. He began to go over it with a disposable razor. She flinched as it snagged one of the overgrown hairs.
“Hold still, unless you want me to slice off more than just your pubic hair!” he scolded.
Satisfied that he had made her cunt presentable, he inserted a pair of fingers, they slid in effortlessly with a sloshing noise.
“You are, without a doubt, the most desperate slut I’ve ever seen in my life.”
He pulled his fingers out, wiping them under her nose, and unzipped his pants. Out came his cock. It was a decent size, above average in length and very girthy. Ruby lifted her hips in anticipation as he meandered toward her.
He laughed, and put his cock away. “Not yet.”
He retrieved another rope and looped it through the ropes around each of Ruby’s ankles, stringing it behind the couch and then tying it tightly to her ginger ponytail. He pulled and stretched it taut until Ruby’s legs were pulled into the splits and her neck was bent back so she could only look up. Next, he stepped outside her range of view and pulled a leather flog out of his bag. She had no idea what was about to hit her when the first strike made direct impact to her cunt. He counted down from 10, striking different vulnerable parts of her body each time. He said “7” twice, “5” twice and “2” three times, but it’s not like she could correct him. He picked up his knife again.
“Do you want me to cut you loose, or would you rather keep going?”
She made a muffled cry of “Please!”
“Very well, I’ll cut you loose.”
He paused a minute, then reached for the ropes above her head, but instead of slicing the rope, he slowly sawed away at her ponytail. When the knife had finished making its way through, the ragged remains of Ruby’s long hair fell free and stuck to her sweaty brow. She looked down to see that The Destroyer’s cock was out, and this time he had put a condom on. He entered her with ease, sliding the whole mass in without resistance to her well-lubricated hole. Ruby’s eyes rolled back as he thrust in again and again, holding on to her by her breasts, which were already beginning to bruise. As she was about to lose herself, he stopped.
“You don’t think I would let you cum already, did you, whore?”
He untied her legs and lifted her like like a ragdoll, draping her backwards onto one of her dining room chairs and tying each of her ankles tightly to a the chair legs. He lifted her, chair and all, to the bathroom. “I want you to see this.”
He turned on all the bathroom lights and turned Ruby so she was facing directly into the mirror. He pushed down on her back and inserted his erect cock into her from behind. As soon as he began to thrust, she heard a buzzing sound and closed her eyes as she briefly entertained the delusion that it was just a vibrator. When her eyes opened, she could hear the buzzing noise right between them, and saw the clippers held at the center of her scalp. He pushed back, leaving only a faint stubble behind, right in the middle of her forehead. She almost came, but he pulled out in time and smacked her across the ass. As he continued to buzz away the rest of her hair, he occasionally thrust himself into her, but only for long enough to leave her in agony when he pulled out before she could finish. The buzzing stopped, and Ruby stared in shock at the sight of her head with only the slightest vestiges of her iconic red hair remaining.
He picked up a large chunk of hair off the floor and rubbed Ruby’s pussy with it. She began to moan, and then he shoved the severed hair inside of her.
“I won’t be needing that anymore.” He explained as he shoved another chunk of hair in, and another. “You look like a man now, so I’m going to fuck you like a man. First, lets clean that dirty fuck hole of yours.”
He held up a large enema bag, and she felt the cold wetness of the lubricant as he shoved the nozzle into her asshole. He caressed the flesh of her stomach, tender from the marks the flog left behind, as it began to fill up with water. He pointed her toward the toilet and released the nozzle until she was empty, then moved her back in front of the mirror.
Now he spread shaving cream on her scalp, and another dollop over each eyebrow. He covered a pinky finger in lube and inserted it into her anus, then an index finger, then two fingers. When she had been properly loosened up, he slid his well-lubricated cock into her ass. He began to slowly take away what was left of Ruby’s proud mane, needing to repeat his strokes frequently since the razor had been dulled when he used it earlier to shave her vagina. Ruby’s eyes rolled back into her head.
“Yeah, I bet you like that even better than being fucked in your loose pussy, you disgusting pervert!” He snarled at her.
He dragged the razor across each eyebrow, making light work of them, before finishing the job of erasing the rest of the hair that remained on her scalp, as he thrust into her ass harder and harder. Timing perfectly with the last stroke of the razor, he came inside her.
He still hadn’t allowed ruby to cum, but now he held an object to the mirror that was very familiar to Ruby. Her Magic Wand. He must have found it under the bed. He turned it on taunted her with the sound for minute after minute. It began to buzz louder and louder than it ever had, then finally, he wedged it under her groin. “You may cum whenever you please.”
Then he showed her what was actually making that loud buzzing noise.
Lily’s eyes grew wide in terror as she looked into the reflection… Was that a fucking TATTOO GUN?! She shouted under the gag and began to struggle.
He yanked the toy away and once again postponed her long awaited release. He put the tattoo gun down.
“I’m going to ask you one last time. Where are you hiding the money.”
He ripped the tape off Ruby’s mouth and pulled out the shredded panties. She took a few big breaths, then looked him in the eye and grinned.
“It’s at the bottom of the sea. I already told you.”
He put the tape back over her mouth and pushed her head down against the counter. Ruby had never gotten a tattoo and wasn’t prepared for the sensation of the needle hitting her skin, and was even less prepared for the skin it hit to be located on the back of her scalp. She flinched and almost knocked the chair over. He grabbed her and turned her around, then placed the tattoo gun on her forehead.
“I’m putting this tattoo on your head, whether you like it or not. The only choice you have is whether or not to hold still. If you don’t, and you make me fuck this up, then I’ll just have to try again on your forehead. Understand.”
Ruby nodded. He turned her around and pressed her head back into the counter and continued. She couldn’t tell what he was drawing from the feeling alone, and she couldn’t see the finished product when she lifted her head back up, since it was on the back.
“Good girl.” He patted her head. “Now you can REALLY cum.”
He wedged the Magic Wand back under her aching clit and turned it on. Then he got the duct tape back out and secured the wand in place, wrapping the tape around again and again and again, making sure it pressed tightly against her. She exploded in orgasm before the last strip of tape was even off the spool, once, twice, three times. She was given no mercy from the vibrations, as the orgasm she had earlier yearned for became a prison from which she could not escape. The Destroyer watched her predicament gleefully while he spread bleach all over every surface, dissolving away any traces he was ever there. He zipped the suitcase shut.
“Well, this is goodbye, you pathetic cunt. I suppose you’ll probably want to get out of those handcuffs, so here is the key.”
He dropped a water bottle on the bathroom counter. It landed with a thwack. It was frozen, and there was a key at the bottom. He left her alone, tied to the chair and strapped in tightly to the vibrator, locking the front door behind him.
While Ruby waited for the key to be freed from its icy prison, she wondered what TheDestroyer, or whatever his name was, had etched onto the back of her scalp. She tried to contort herself to get a glimpse, but he had put plastic wrap over it anyway. She came again and again thinking about what degrading messages or imagery he could have permanently etched onto the ruins of her treasured locks.
When she finally was able to free herself and find a mirror, she was a little disappointed to see that the tattoo on her head read “DCJktge4yW”. What the fuck did that mean? She tried every search engine she could think of, tried to think what it could be an acronym for, and couldn’t find any evidence that it was anything other than complete gibberish.
Two weeks later, she was scrolling through her old messages with TheDestroyer again while stroking the faint stubble that had began to grow on her scalp. In hindsight, he had gone a bit easier on her, compared to the fantasies expressed in some of the messages. She got to his last message. The one that she had wondered for months if it was true.
“This has been fun, but I am done role playing with you. The next time we speak, it will be in person. I will make our shared fantasy a reality, and you will be powerless to stop it. I will ask you a question. That question will be ‘Where are you hiding the money’. You will answer ‘It’s at the bottom of the sea’. If you answer anything else, I will leave immediately, and you will never hear from me again. This, I promise. However, if you do give that answer, I will do whatever I want to you, and I will show no mercy. Until we meet again. -TD”
She scrolled down further, past all the messages she had sent him in the ensuing months without an answer. She had told him her name, sent pictures of her face, her address, her schedule, her running route, and begged him over and over again to come take her. And to think, she was starting to lose hope. As she reached the end, she saw something she never expected. A new message from 5 minutes ago.
It was a link to a file share folder. There was one video inside. She opened it and it asked for a password. Suddenly she knew what her tattoo meant.
She masturbated furiously as she watched herself experience that night again from his perspective. He must have had a camera mounted in his glasses, and a good one a that. When she got to the end of the video, she noticed she had gotten a new message from TheDestroyer.
“I knew you wouldn’t be able to resist the urge to watch, you fucking slut. You can’t deny how much you loved it. I’ll be back. Some day, when your hair has grown out enough that you look like a beautiful woman again. You might think I went easy on you last time, but what I will do to you next time we meet will make the darker material from our role play seem like a light warmup. Still, I will ask the same question, and I know you will inevitably give the same answer.”