Some days... are truly horrific

One day, John decided he wanted a more active fleshlight all day.

"Evelyn, you are my patient. I am your doctor. You have a rare condition in which you present with an overwhelmingly active gag reflex and an inability to shut your mouth. Even a slight breeze can tickle the back of your throat and send you into coughing spasms for several minutes. You have been living here as part of an experimental treatment designed to cure you over time. The treatment is very simple. You just have to hold my... surgical tool... down your throat all day, while your body is constantly wracked by shuddering twitches and covered in gag slime."

John did something a little different today. He didn't just push himself down Eve's throat. He found her throat barrier, and pushed into it until she wasn't even able to keep kneeling properly as she shuddered from her overactive gag reflex. Every time he popped past her throat barrier, he'd pull back out a bit and keep pushing at that spot. In and out and in and out, only about a quarter inch, just... massaging that spot.

It drove Eve absolutely insane. She spent the day constantly twitching, throwing up, and gagging until she had no more fluids left in her body at all.

"Why do we not just use a tongue depressor? Simple! Occasionally, I will help rehydrate you by cumming into your mouth. And at the end of the day, you get to crawl around my house and lick up all of the endless gag spit that will be covering my hardwood floors and your own body."

Normally, John would push as deep as he could to cum down her throat. Today, though, he found it a lot more enjoyable if he pulled out a bit and pushed his cockhead right against her throat barrier, then came as he rubbed his cockhead on that spot specifically.

Eventually, Eve just got used to the constant stream of fluids pouring out of her mouth, and her knees slid around on the floor, unable to keep her position. Every time her pussy slid to the ground, she felt an incredible burn originate from her folds, but she couldn't focus enough to prevent that.

Several times throughout the day, John's cum got into her lungs, and she went into intense coughing spasms that were painful and seemed to last forever. But still, she was never able to close her mouth, so John just ignored it entirely. He just kept rubbing her throat with his cock head the whole time she went through her coughing spasm. It felt like bliss.

One time, John rented a fucking machine from a shady website using Evelyn's money.

"Evelyn, you are this city's generator. Your pain is what keeps the lights on for the entire city. The science is complicated - don't worry about it. But today, just like every day, we need to set you up to save the city. All the hospitals, the banks, the schools - they all count on you. Go strap yourself into the machine - I'll be by to turn it on shortly."

Evelyn did her duty. This particular machine was able to "cum" after a certain amount of fucking. He filled the reservoir with more of the special hot sauce he'd ordered, and set it to cum once a minute. Then he dried off her clit as well as he could before strapping a Hitachi wand to it.

Then he left her there for three days. He'd return every so often to refill the machine with hot sauce and twist her nipples as hard as he could. After a couple days, he found a pin and stuck it through her swollen, red, and blistering clit. Eve screamed into her gag. John responded by straddling her chest and pointing his cock at her eyeballs, then ordering her to keep her eyes as wide open as she could as he jacked off. Then he slapped her pinned clit as he came into her eye.

Then he turned the machine up to a setting marked "****" and left her for another day.

Once, he experimented with bringing someone else in. Specifically: Gabriella, the woman from Eve's church group that she had bullied. He thought for a long time about how he could do this, and worked out an intro for a guest day:

"Evelyn, you have always wanted to be my live-in ****, pain slut, and humiliation whore. You stalked me for months, before cornering me with a contract and almost forcing me to take ownership of you. You do everything I say with glee, no matter what it is. Today is special. We're bringing in an old victim of yours, and we're going to let her hurt you as much as she wants. You must do everything she says, but you may not leave the house or speak for any reason, no matter what - in the end, you are my ****, not hers. I'm just... renting you out, so to speak. You will be absolutely silent all day, and will have earplugs in at all times."

Gabriella was happy to participate. She didn't really ask too many questions about Eve, she seemed to take John at face value when he said Evelyn had signed a **** contract. When she saw Eve tied up against the wall, she smiled. And when she saw the array of tools she was being given to use, she started to laugh. She turned to John "do I owe you anything for this? This is a dream come true, seeing her... like this. That bitch made my life hell for years. I'd rather pay you with money, but for this kind of opportunity..."

"No worries," John said, "this is on the house. I commanded her to keep silent all day. How about this? If you can't get her to scream, then... how about you let me cum in your ass?"

"That's... a bit forward. But expected, I suppose. I was already motivated, but you just lit a fire under me. Let's fucking go." Gabriella cracked her knuckles, then walked towards the tools.

It was... interesting to watch. Usually, John inflicted pain on Eve for the sake of his own pleasure - or, at the very least, for the sake of titillating himself. Sometimes even for simple curiosity.

But Gabriella... was downright viscous. And relentless. She *hated* Evelyn, and it showed. She used pins, clamps, even electricity. Frankly, the only reason Evelyn even survived the day (as Gabriella told her repeatedly), is that **** would make the pain stop. Eve started screaming halfway through. She never had a chance against the ferocity Gabriella felt.

After Gabriella left, and Evelyn was alone and allowed to speak again, she begged John to never, ever, ever let Gabriella in the same room as her again. Even a seasoned pain slut like her was certain she was going to die, and terrified for every second.

John held her as she cried, and told her not to worry. "I learned a lot from watching her, don't worry. I can do it myself now." Eve shook with tears, jerking slightly as John pinched her sore and bleeding nipples.

Those months were full of highs and lows for Evelyn. But he had finally come across an idea that was truly unique. Something that he was considering keeping going for weeks.

Little did he know that this would be the beginning of the end for his time with Evelyn.