Captured Sakura
The pressure on her head from her captor's food removed as the sadistic woman walked over towards the table, Sakura was able to look up and watch what she was doing, awaiting the inevitable punishment with a mixture of apprehension and resignation. Yet, resigned as she was to yet more suffering at her cruel captor's whim, her eyes still widened in horror when she saw the woman pick up a bottle of what she recalled was a brand of extremely-hot chilli sauce.
Oh God, what's she going to do? Sakura thought, horrified.
Sakura's horror only intensified when, after sniffing at the bottle briefly, the woman moved to retrieve an extremely nasty-looking dildo from the table. It was wide, long and spikey, clearly designed to inflict suffering on its victim rather than to bring them pleasure. The woman's intentions became quickly obvious as she addressed her victim, grinning cruelly.
"You'll do anything I say, eh?" she said as she began to pour the sauce liberally over the tip of the dildo, providing an extremely painful lubricant.
"Please... no...", Sakura said, desperately begging for mercy but, of course, none was forthcoming.
The terrified captive braced herself as the woman began to approach but, to her surprise, instead of administering the punishment herself, she threw the cruel device over to her captive, obviously desiring to find out the depths to which Sakura had sunk. Would she be willing to inflict agonising pain upon herself at her captor's demand, without even a promise of mercy afterwards?
"I am not that thoughtless, as you'd know. If you're really sincerely sorry, then I will forgive you if you were to say... stick that up your asshole. Play with it, and enjoy", her captor said in a faux-cheerful tone. "You did say you were going to do anything I ask, after all."
Sakura paused for a moment, considering whether she should obey, or just throw the dildo back in the woman's face. It was obvious now that her captor had absolutely no desire whatsoever to show her even the slightest hint of mercy. Even obeying her every command would result in unbearable suffering for as long as she was a prisoner.
Yet, at the same time, as much as she desperately wanted to fight back, if she refused the woman's order, she knew that it would not spare her the pain. The woman would simply restrain her and use the dildo herself. And, then, she would punish Sakura even more for her defiance. As long as escape was not a realistic possibility, obedience was the only sensible alternative, however degrading or painful the actions demanded were.
And, so, spreading her legs and bending over forward so that her ass was pointing up into the air, Sakura gingerly moved the dildo towards the tight hole, comforting herself with thoughts of how she would gleefully watch as Rider violated her captor with the same dildo after she and Shirou inevitably came to the rescue. Positioning the dildo above the hole, but not yet in contact, Sakura paused for a moment, her hand shaking with apprehension. Then, realising that she had no other choice, Sakura moved the dildo towards her body, making contact with the hole her captor had ordered her to inflict such pain upon.
As soon as the dildo came into contact, a burning sensation came over her, her anal ring feeling like it was on fire from the sauce. Sakura let out a gutteral scream of pure agony, reflexively pulling the dildo away from the hole as her face screwed up in a look of unparalleled burning pain. Yet, even doing so did not reduce the pain, and Sakura soon began to scream and shout frantically.
"AHHHHH! Hot!!! It's hot! AAAAAHHH! No! It burns!" she said, babbling incoherently as her eyes teared up once more.
Yet, despite the agony she was now in, Sakura knew she had no option but to obey her captor's commands, however agonising they might be. So, she moved the dildo into position again and, once again, pushed it inside, a little firmer this time. As a result, the tip of the dildo went a little deeper inside her, causing her to emit another gutteral scream of agony, her insides now beginning to burn also, and pull the dildo out once more.
"AAAHHH! Please! It burns! No! Please, have mercy! It's hot!" she said, again babbling incoherently, now in tears from the pain.
Yet, despite her pleas, she knew no mercy would be forthcoming. She had no choice but to do as she had been ordered. Gritting her teeth, Sakura pushed the dildo inside once more. This time, she held her nerve, and did not pull out even as the burning agony began to spread, her insides feeling like they were on fire from the effect of the chilli.
"Owww! Oww! Hot! It hurts! Please! AAAHHH!" she said, screaming and begging as she forced the dildo slowly inside herself.
Yet, despite the obvious agony she was in, this time she managed to complete the task, pushing the dildo deep inside her. The unbearable burning pain made worse by the way the dildo stretched her open, and the way the spikes scraped against her insides as the dildo was pushed in.
Then, as instructed, she began to "pleasure" herself, moving the dildo in and out, slowly at first and then gradually faster. At first, the pain only grew worse as the dildo massaged the hot sauce into place and scraped against her sensitive insides, causing her to scream hysterically.
"AAAAAAHHHH! Owwwww! Hot! AHHHH! It burns!" she said, her agony still obvious.
Gradually, though, the pain began to recede slightly, replaced by a feeling of numbness. She was still in unbearable agony, and her constant, desperate screams demonstrated as much, but the pain was slowly going down. And, whilst the pain she was in was simply too great for her to feel any true pleasure, the drugs she had been given and her already-aroused state meant that her body reacted automatically to the stimulation, her already-damp crotch growing even wetter. At the same time, a tiny hint of pleasure crept into her screams of agony, as she gradually became more and more aroused.
With the prior sexual frustration that had been forced upon her, it would not take long for her to approach orgasm. The pain was still overwhelming but, in some ways, that only increased her arousal. Realising the situation, and desperate for release, Sakura sped up her movements, wanting to obtain some relief before her captor inevitably stopped her once more, the chilli sauce now distributed through her insides sufficiently well that further movement had no effect on the level of pain she was in.