"Now. We are going to get that ass of yours ready for fucking. It must be stretched and widened. We want to do this slowly without doing any real damage and so you can get the full enjoyment of the process. Let me explain. What is inside you is essential a heavy rubber balloon. The machine here on the floor is an air pump. It will begin to inflate that balloon inside your ass slowly. It will do so in increments over the next few hours. I am sure you will figure some way to find pleasure in it. That is, after all, what you are here to do."
He reached down and flipped a switch. She heard the machine whir. Her eyes went saucer like as she felt the thing inside her ass grow larger. It was now more than uncomfortable. She was so intent on what was happening that she did not realize he was gone until the lights went out and she heard the door lock. She was alone at the mercy of another relentless pitiless machine.
Upstairs he noted the time and smiled. The machine would add air to the plug every 30 minutes. In two hours it would have doubled in size. He would check on her then and decide on her mental and physical state. If she was doing well he had one more trick to add to the mix.
She lay in the dark unable to move and unable to escape the pressure inside her ass. She had no sense of time. With no outside stimulation and the overwhelming feeling of the thing in her ass, she could only work to find some way to deal with the fear, the pain and the rapidly growing need in her pussy. She heard something click and the machine whirred for a few seconds. The object inside her seemed to double in size. Her sphincter was now stretched painfully and the pressure inside her bowel caused her to pant swiftly for a few seconds to gain control. She groaned, not so much from the pain but from the throbbing in her clit that now assailed her.
This was repeated 7 more times. As the last inflation took place, she emitted a long low wail as she felt her asshole stretched to an agonizing diameter. Inside her the plug was now almost as big as a softball; taut, rigid and unyielding. Her nipples were now hard aching points of intense sensation. Her clit and pussy throbbed in unison as the driving need for release grew. She was mentally assailed with both the pain and the pleasure of the ordeal. Without conscious realization she was beginning to be unable to separate the two. She could no longer tell if it was the pain bringing the pleasure or the pleasure causing the pain.
He checked the clock and put down the boxes of product he had been labeling. He retrieved one more item and started back down the stairs.
She jumped when the lights came on. She was dazzled for a moment and when her eyes had finally adjusted she found him again looking at her through her upraised legs. When she saw him she whimpered to his delight.
"Enjoying yourself, are you?"
He reached over and pushed two fingers into her exposed cunt and then withdrew them. He noticed that her hips rose to meet him and as he pulled the fingers from her she whimpered again.
"And needing a cum I see. That's good. You are accepting and learning well. Actually, much faster than I anticipated. Now it is time to put you to the test."
She saw him reach between her legs and felt him push the hood of her clit back, exposing it fully. Her eyes widened as he held up the spring clamp in his hand. When it closed on the tender bud of her clit and crushed it between the rubber coated jaws she screamed. It was a long high pitched wail created out the pain. He stepped back and watched her for a second.
"I'll be back in a while. Enjoy the new sensations and the additional stretching of your ass."
He left her sobbing on the table. Each movement, each breath she took, seemed to send another fiery flash of pain from her clit up through her belly. She was crying openly now as the lights went out and she was alone again in the dark chill of the basement.
Back upstairs he sat and considered. He had upped the level in one intense step with the application of that large severe clamp. He judged she would be able to handle it but there was always a chance she would fold. He sat at the workbench and toyed idly with the boxes he had been labeling. He glanced at the clock deep in thought
She was in agony. The pain in her clit was not subsiding. It continued and if anything was getting worse. It so overwhelmed her that when the pump again whirred and the plug grew again she barely recognized it. At first the pain had been so bad that she could not feel anything else. It was omnipresent and had excluded every other sensation she had been experiencing. Gradually, she noticed a change. The pain was still present and agonizing but she could again feel the ache in her nipples. The throbbing in her pussy was back and seemed to be more intense. As it throbbed the piercing pain in her clit would spike. In time the throb of arousal and need coupled with the spike of pain in her tortured clit folded together. She lost any ability to differentiate the two. Before the pump had whirred again her hips were pumping up and down on the table as she desperately hunched the air trying to find some relief for the now unrelenting need for an orgasm added to the torture.
When the light filled the room, she didn't respond. Her eyes were closed and her hips were working up and down as she whined and groaned. She tugged at the manacles holding her arms to the sides of the table. He stopped and watched her before turning off the pump. He touched her leg and she started. Her eyes popped open. In them he could see need. A level of need that surprised even him. He considered his next move carefully.
"I am going to remove the plug."
She was aware that he was doing something when suddenly the pressure inside her ass was gone. As the air escaped from the plug it shrank back to its normal size. The feeling of emptiness inside her left her wishing that he would inflate it again.
"Listen to me carefully. You need to cum. I can see the need in your face. I am going to let you cum but as you do I am going to remove that clamp from your clit. It will hurt like you have never hurt before, worse than anything you have experienced this evening. I want you to ride the orgasm through that pain. I want you to make that pain part of the release you feel in that orgasm."
She nodded slightly, closed her eyes and waited.
She felt his fingers go inside her pussy and then curl up. The tip of his finger found a spot and as he began to rub on it she gasped and moaned. It was like he had pushed a button inside her that caused her arousal level to go into high gear. He body was out of her conscious control. Her hips bucked up and she screamed as the crescendo of the orgasm flashed through her. As she hit the peak of her orgasm he removed the clamp and the scream of pleasure changed to one of agonized torment. The pain from her clit was unbearable. She felt as if she were going to pass out. She couldn't breath. She couldn't focus. Through the agony she felt his finger again caress and then press on that spot inside her wet and twitching cunt. Hey body reacted and like a lightning bolt, the orgasm regained momentum. Despite the burning searing sensation in her clit, she found herself sailing toward an explosive climax. The pitiless pain in her clit was there but it was now just another physical sensation that added to the force of the crescendo of the orgasm. With a deafening shriek she bucked pulled and tugged at her restraints. She fought against the ropes and straps as her body burned away the collected sexual tension that had been building. At last she collapsed on the table, breathing heavily and limp in the restraints.
He stepped back, pausing to allow her body to settle. In time, he released her legs and lowered them to the ground. Heremoved the belt from across her belly. As he released her arms and wrists he raised them and laid them across her chest. She never moved. She simply lay on the leather covered table, spent and seemingly unconscious.
He left her for a few minutes and when he returned with a water bottle and a blanket, she was blinking and looked at him. He helped her sit up, handed her the bottle of cool water and wrapped the blanket around her shoulders.