Sakura
Sakura continued to emit pained moans as the tendrils continued their relentless torture of her breasts, the painful throbbing in her clitoris beginning to subside now that Emily had released her. Meanwhile, Wynn turned to address Rider, who Sakura couldn't help but notice was becoming slightly aroused despite her clear distress at the sight she was observing. As the evil woman was speaking, Sakura felt a soft tendril begin to rub her sore nub, almost soothingly. Hints of pleasure came into the moans of pain as Wynn began gently pleasuring her captive, the agonies being inflicted on Sakura's breasts making the sensation in her clitoris oddly more pleasant.
The pleasure only lasted a few moments, though, before a thick, riged tendril began to push into her pussy, causing her to scream once more as the tendril stretched her cruelly. Meanwhile, Emily turned to address her, translating what Wynn had said to her clearly-distressed servant.
"Wynn finds it rather amusing that some part of Rider appears to enjoy the sight of you like this, if the fact that she's dripping all on her own means anything. If I may be honest, I'd have to agree here. All that aside, Wynn would like to assure your friend that she's about to get quite a show", Emily said.
Sakura looked at the girl angrily, worried what exactly Wynn meant by "quite a show". Pain was still etched into her face as the tendrils continued to whip her body and torture her breasts, the repeated strikes and tugs on her nipples eliciting more and more screams from the captive, her breasts still bleeding from the needle-like thorns pushing into them. Despite everything, though, she did not blame Rider for becoming aroused. After all, it was not something she had control over, and Sakura knew that her servant's tastes were rather... extreme, so her becoming aroused did make sense.
Meanwhile, the thick tendril in Sakura's pussy began to rub skilfully, pleasuring her in a way she had barely known was possible. Despite the clear and obvious pain she was in, there was a definite hint of arousal. Feeling bad for Rider, whose distress was obvious, Sakura tried her best to reassure her.
It's not your fault, Rider, don't blame yourself. I'll be just fine, she said.
However, the screams and moans she was giving off made her words seem somewhat hollow. And, things got worse when an equally-thick ridged tendril began to push into her ass, causing her to scream once more as the tendril stretched her mercilessly.
Rider
Rider continued to helplessly watch her beloved master's torture, the arousal she was feeling only adding to her regret and hurt. Every scream and pained look on Sakura's face hurt her more than any amount of physical pain. Then, Wynn, who had apparently noticed Rider's arousal, took a momentary break from torturing Sakura to mock her.
"Some part of you enjoys the sight of your friend in agony like this. It is a sentiment I can appreciate, so prepare yourself, because you are going to get quite the show", she said with a smirk.
With that, Wynn summoned up some more tendrils to further abuse Sakura with. Rider glared at the woman, a combination of anger, sadness and guilt in her expression as she heard Sakura continue to moan, Emily translating Wynn's comment for Sakura's benefit as the torment continued. A few moments later, Rider received another message from her master.
It's not your fault, Rider, don't blame yourself. I'll be just fine, the kind girl said.
However, the pained screams the girl let out in response to every whip, thrust and pull the cruel tendrils inflicted on her helpless body made her words useless. Rider knew Sakura would not blame her, she was far too kind for that, but that was beside the point. Rider most certainly blamed herself. Her failure had led to all manner of tortures being inflicted on her helpless master and, to make things worse, Rider was enjoying it. She felt utterly degraded and worthless. Her entire purpose for existing was to protect Sakura, and she couldn't even do that properly.
Yet despite, or possibly even because of, all that, Rider's arousal continued to grow, her juices flowing more and more freely despite her efforts not to feel arousal at the sickening sight.