This is a short story prequel to Never Ending Orgasm Twins

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She didn’t want to hurt her sister, but she needed to cum more than ever before. Laura shut her eyes as she squeezed the ball in her hand, and tried to tune out her sister's screams as the plug grew inside her. She had figured out the game…

–1 Hour Earlier–

Laura and Ashley gave sad smiles to each other as their hoods were removed. They hadn’t seen the other in 3 days, and whenever they did, it usually came with quite the sadistic twists.

Each was bound tightly on their back, with their legs folded up towards their chest, and their arms stretched out by their side. The position felt beyond vulnerable, as they were ball gagged and waited. 

“Good morning, it’s good to see you both back in my care.” 

The girls recognized Sir Jackson’s voice, but couldn’t move their bodies or heads to see. They just waited, listening to him fumble around and give quiet instructions to the assistants.

“Today, I have a couple fun activities for us all to enjoy.”

As he spoke, the two assistants were carefully lubing up the toys. 

“In just a moment, these two will be getting you set up for some stimulation, something I’m sure you both are begging for by now.”

The two assistants approached the respective twins. Both girls jumped and squirmed as the cold lube was smeared onto their tight assholes. 

Ashley had never done anal before, in fact she’d never even wanted it. Laura on the other hand, had tried it a couple times, but certainly wasn’t anticipating it this morning. 

Just seconds later, each girl was having a large plug forced into their ass. They both wanted to scream and protest, but the restraints and gags took care of that, as the rubber intruders reached their fully inserted positions.

“Now now,” Sir Jackson said in a reassuring tone, “I promised some stimulation didn’t I.”

Suddenly, the assistant each positioned vibrating wands against the girls clits and secured them to an adjustable arm coming off the table. 

Sir Jackson flicked a switch, and the vibrations immediately began on low.

The girls couldn’t believe it, despite the anal intrusion, at least they were finally getting some pleasure.

Sir Jackson motioned his assistants to the side as he inspected their work, and enjoyed the face of surprise pleasure on each of the girls.

After about 2 minutes, he could tell Laura’s pleasure was building. She was more turned on by this ordeal than her sister. 

Suddenly, her breathing increased, her eyes shut, and her muscles began to tighten…but then, the vibrations stopped. Laura grunted into the ball gag hard, darting her eyes back and forth for an answer. 

“Now, this here is a cool device by the way.” Sir Jackson smiled, pointing at a box in between the two, as if they could see it.”

“It measures the plug in your ass to determine how close you are to an orgasm. That means we can get you within seconds of climax, and stop.”

A few seconds later, the vibrator resumed. Sir Jackson chuckled as Laura moaned through the gag, enjoying the pleasure once again, and forgetting about the denial. 

Ashley’s vibrator stopped suddenly, giving her the same frustrating experience her sister had just gone through. 

Just minutes later, they went through it again. The frustration continued, denying them both over and over again for the next hour.

It was so intense, they’d gotten to the point where all they needed was 30 or 40 seconds uninterrupted, but the device wasn’t going to give it to them.

Sir Jackson turned a dial on the machine and the vibrators stopped. Each girl was covered in a layer of sweat as they took heavy breaths and tried to keep it together.

“Let’s play a game I like to call Pump for Pleasure…”

The assistants began attaching hoses to the machine, and before they knew it, each girl was holding a small rubber ball like object in their hand.

Sir Jackson interrupted their imaginations, “now for every pump of the ball, you will receive 10 seconds of uninterrupted stimulation.”

The girls listened carefully, they knew there was a catch. 

“Enjoy.”

Neither wanted to squeeze the ball. If there was anything they learned throughout their training so far, it was that everything had a twist here. Unfortunately, the urge to cum was going to overtake them.

Laura squeezed the ball first, her vibrator immediately clicked on, but Ashley let out a scream as the plug inside her ass grew. She squeezed her ball as some sort of reflex and her vibrator clicked on, distracting her from the pain. Laura was now the one who’s plug was growing.

Sir Jackson laughed, “I forgot to mention, each of you holds the ball to the other plug, the more you squeeze it, the more pleasure you will receive, but the more you squeeze it, the more your sister’s plug will inflate.”

The girls couldn’t believe this, they both were dying to cum, but by doing so they would be inflating the plug in their sisters ass.

As the first 10 seconds came to an end, she didn’t want to hurt her sister, but she needed to cum more than ever before. Laura shut her eyes as she squeezed the ball in her hand, and tried to tune out her sister's screams as the plug grew inside her. 

Laura wanted to tell Ashley how close she was to climax, but every time she squeezed it, her sister did so in return as punishment, startling her and throwing off her progress.

Sir Jackson laughed as the two played a cat and mouse game trying to reach orgasm, while filling their sisters ass with the plug. Laura was eager and had already pumped her sister’s ass up to a 10, while hers was slightly behind at an 8.

With every pump, they got another 10 seconds of vibration, but as the pain in their asses grew, an orgasm became harder to achieve. They both wanted to apologize to the other, but the pleasure seemed more important.

Now Laura was somewhere around 15 if she was counting correctly, and her sister must have been slightly more. She was finally there, Laura squeezed once more putting Ashley through more pain than she could handle, she wasn’t fixated on the pump anymore, she just wanted this to end. 

Laura came hard as the vibrator continued just long enough for her to reach climax. Unfortunately for her, the game wasn’t over. Ashley squeezed for more time, and now Laura was going to endure the torture post-orgasm. 

She was dying for it to stop, she didn’t want more vibration or inflation, but she knew her sister deserved it. Laura waited patiently as Ashley gave a couple more pumps to her sister's ass in order to cum. 

Sir Jackson clapped as the assistants turned off the machine and removed the vibrators. 

Finally, the game was over. The girls were both exhausted and ready to rest. They couldn’t get their asses unstuffed quick enough. 

Suddenly, Sir Jackson interrupted his assistants, “Now now, let’s not be too quick, they both seemed to enjoy that. Maybe we’ll let them relax for a few minutes and run to lunch.”

They both followed Sir Jackson out of the room. Laura and Ashley both waited in the silence, their asses still completely full, wondering when Sir Jackson would return to unplug them.