Chapter 1 | Chapter 2 | Chapter 3 | Chapter 4 |Chapter 5 | Chapter 6 | Chapter 7 | Chapter 8 (Below)

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Stella continued to take deep breaths, trying to calm herself. It’d been nearly an hour since Sir Jackson and Miss Caroline left for lunch, and she’d been getting brutally fucked in the ass by the machine the entire time.

What made matters worse was the mirror she was forced to watch it all from. She couldn’t help but cry at the thought that she’d never so much as had anything inside her pussy, yet here she was with her as getting pounded by a dildo while she was desperately denied.

Finally after what felt like eternity, the two returned to find Stella restrained exactly where they left her, only now the machine was pounding her even deeper and harder than before.

Stella’s brain was numb and by this point her limbs had long since fallen asleep. She was broken. She was nothing but entertainment to them, nothing but an asshole to destroy, clearly her pleasure was of no concern to them.

She watched as they slowed the machine in her ass and the dildo withdrew. She could feel the cool air rush into her now gaping hole.

“Good job #3571, you’ve successfully taken your first anal session,” Miss Caroline said, “don’t get too excited however, the dildos will grow in length, girth, and most importantly stamina.”

Stella was a mess, she couldn’t believe this, her ass was already on fire and couldn’t take more of it.

“Sir Jackson,” Miss Caroline spoke up, “I believe #3571 here has done well, we will return it for some solitary rest.”

Stella had no clue what this meant but anything to make the anal abuse stop she was good with. Sir Jackson appeared again though and Stella quickly realized he had something else in mind.

Sir Jackson presented a new butt plug, slightly larger than the one from before, enjoying the look for fear in Stella’s eyes. “Now that your hole is getting stretched out, we’ll need to begin increasing your plug size.”

She couldn’t believe the words. The fact that her asshole was now ‘stretched out’ according to him. Miss Caroline smiled and waited to see.

Sir Jackson slowly inserted the plug into Stella’s ass as she watched every inch disappear through the mirror. She whined in pain as it touched her sore hole and worked its way fully inside, opening her back up and filling her ass yet again.

Stella wanted to cry as they hooded her and slowly removed the restraints to let her down. She was led back down the hallways, trying not to collapse with every step.

It was another brutal night for Stella with little sleep, this time accented by the stiff plug in her ass, a feeling she’d never imagined could exist, and certainly not one she was used to.

When morning finally came, she tried her best to relieve herself with it in, but her ass was sore and made it tough to do so.

Yet again, breakfast was served in the same way as every day. She was learning quickly that the only variation would be a bodily fluid and clearly it was designed to slowly break her spirit.

Stella was hooded and returned to the conditioning room just like the day before by Sir Jackson. She wanted to resist as he strapped her into position, but she knew there was no way out at this point.

Suddenly, she heard Miss Caroline’s voice as her hood was removed, “well, I’m just in time to do the honors I see.”

“Yes, of course,” Sir Jackson replied.

Without warning, Miss Caroline reached forward and yanked the plug from Stella’s ass, causing even more pain as the dry toy was pulled from her without any preparation.

Stella looked through her watery eyes into the mirror to see her once tight and private hole, gaping at nearly an inch wide. She had never even imagined such a horrific sight before.

As she took it all in, Sir Jackson began lining up the dildo once again, as Miss Caroline moved in to address Stella.

“#3571, as you’ll see today we’re moving up a size. Your asshole must be conditioned for even the largest of cocks, and this is not something you can prevent.”

As her words cut into Stella like daggers, Miss Caroline moved forward and began working the dildo in and out of Stella’s mouth to lube it up as much as possible.

Stella sucked with all her might, terrified of what was happening next. As expected, without warning Miss Caroline ended the oral nightmare and proceeded on, attaching it to the fucking machine and lining it up with Stella’s hole.

Screams echoed through the room from Stella as the larger dildo forced its way into her already sore hole. She was a mess and couldn’t take it, yet somehow the brutalization continued.

“Isn’t that the nice thing about fucking machines,” Sir Jackson chimed in, “they have no emotion, they just keep going as long and deep as they’re programmed to.”

Stella was trying to fight through the torment as Miss Caroline forced the plug she’d pulled from Stella’s hole just a moment ago into her mouth. Gagged with her own used butt plug, Stella sat there taking the torture and slowly accepting her new life as it seemed.

Stella was begging for sex, it’s all she wanted to validate this entire bizarre scenario. She knew there were 3 dildos they had planned for her ass but what more could possibly happen to her at this point before they’d let someone take her virginity?

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TO BE CONTINUED...