Warrior Training System

Katherine had read about the backdoor experience before this. She hadn’t needed to look far—most of the books were already in her own library—though she had quietly asked a few close friends she preferred not to name.

They had all told her the same things: prepare, loosen, use oil. She had done all of that, and now she lay there, eager to experience it for the first time. She had only ever read and heard about it—some said it was amazing, others said they couldn’t wait for it to end. She had no intention of being the latter.

Cassian couldn’t wait to make her love it. Even though he was eager to feel her tightness, he didn’t want to rush and risk hurting her or making her hate the experience, so he moved slowly, pressing forward and letting her body stretch around the head of him. Even after all the preparation it was still narrow, forcing him to take his time as Ravees watched closely, studying every reaction on Katherine’s face.

She shifted where she sat, fidgeting in place, almost feeling a phantom sensation in her own body as she waited impatiently to see it finally disappear inside her lady.

"I—ugh..." It finally slid in, though only the head, drawing a strained grunt from both Katherine and Cassian. To him, it felt like his length was being gripped in a tight fist; to her, it felt like something lodged inside that her body instinctively wanted to push out. The sensation made her clench even tighter, her hands twisting the bedsheets as she struggled with the unfamiliar stretch.

"It... hurts..." she breathed, her voice tight. Cassian, jaw set, held her hips firmly. "Try to relax, my lady..."

"I told you—it’s too big, my lady. It won’t fit..." Ravees said, alarm creeping into her voice as she saw Katherine’s discomfort.

Katherine drew in a deep, steady breath, still trembling from the strain, and said through the lingering pain, "I can take it..."

She said it as she finally forced her muscles to relax, and Cassian felt the sudden ease around the head trapped between her buttocks. From the outside it looked small against her curves, but only Katherine knew how overwhelming it felt as he slowly began pushing deeper.

It became easier to let him in, yet the sensation was strange—her body still urging her to push him out while she fought to control that instinct and let him slide forward instead. In that moment, she almost wished Cassian had been just a little smaller, because he kept pressing deeper and it still didn’t seem to end.

Ravees watched in stunned silence as her lady took it all into that tiny opening, unable to understand how it could possibly feel good. Wasn’t sex supposed to be pleasurable? ’she can’t be enjoying something that big in her ass...’ she wondered to herself.’

Then she noticed the strained look on Cassian’s face as his hips pressed fully against her buttocks, his hands holding them apart so not even an inch of him was left outside. He was finally buried deep. Katherine’s body clenched around him so tightly it felt as if she was pulling him even further in, creating a strong inward suction.

Despite the extreme tightness, the sensation felt heavenly—at least it must have been. Katherine’s butt was a beautiful sight on its own, but now that he was inside her, holding her there, it truly felt like being surrounded by that heavenly view.

"I’m all in, my lady. Now I’m going to move a bit..." Cassian said, not wanting to surprise her, even though he wished he didn’t have to be careful and could just ram in and out until his orgasm.

But instinctively, he knew it was better to take it slow. Katherine, still in pain, gave him a small nod as he began to pull out carefully, feeling her suction tighten even more, her insides seeming to cling to him. As he withdrew, he felt himself being pulled back slightly too, able to see just how tightly she was gripping him.

Ravees, who had been watching closely, was pulled from her thoughts when Cassian asked, "Can you hand me that oil?" He meant the bottle he had used to massage Katherine just minutes earlier. He had already poured plenty over her before using the bead, but with the backdoor, more was always better.

As he slowly pulled himself halfway out, he felt her tense, her body searching for relief from the tight stretch. He couldn’t see her face, buried in the bed, but he was sure there were tears running down her cheeks.

He wished he could see her expression, but for now, still halfway out, he spoke again. "Put it on my dick," he told the dazed Ravees, who was too worried about Katherine to decide how she should even feel about the situation.

Cassian took advantage of her confusion, clearly intending to pull her into this as well. Ravees didn’t hesitate for long; she tipped the bottle and let the oil drip over the part of him still outside Katherine.

"Now rub it."

She stared at him in shock.

"What are you looking at? She’s in pain—hurry," he said firmly.

Seeing Katherine’s slight trembling, the strain obvious in her body, Ravees swallowed and reached out. She wrapped her fingers around the exposed length and spread the oil over it, her touch unsteady.

Meanwhile, Cassian poured more along Katherine’s lower back, letting it trail down between her cheeks and over the stretched entrance and himself. Then he began to push in again. This time it was easier; he slid forward more smoothly, and Katherine’s reaction, though still tense, was less severe than before.

While Ravees, now pulled into the moment, watched closely as Katherine’s body took him in, Cassian stayed still for a second before slowly pulling back again, feeling her loosen slightly more. "Keep pouring... and rubbing," he said, spreading oil over Katherine’s hips and butt as she finally lifted her face from the bedsheets.

Ravees had almost forgotten about Katherine’s pain by then. All she could focus on was the feel of him in her hand—hot, slick with oil, and hard as stone. Even gripping the shaft, she struggled to wrap her fingers fully around it with one hand.

After a few more slow repetitions, it became easier for Cassian to move in and out, and Katherine finally began to moan openly, lifting her face and reaching back to keep herself spread as a new tingling sensation bloomed inside her, different yet strangely similar to what she felt between her folds.

It was a different kind of fullness, not something that brought immediate release, but something that steadily built toward it as Cassian kept moving, the sounds of their bodies meeting growing louder with each thrust as his hips pressed firmly against her. Even then, her body still clung to him, tugging him back every time he withdrew, until he finally pulled out completely and paused, watching as her body remained stretched around the shape he had filled.

Cassian smiled as Ravees watched in shock, only moving when he poured oil directly over the open stretch, making Katherine tremble. "It’s cold..." she murmured.

"Rub it on," Cassian told Ravees, who kept stroking him with oil-slick hands, still struggling to understand how it could possibly fit inside her. The head alone looked as wide as her wrist.

Cassian smirked when he saw her hesitation fade as she continued moving her hand, then positioned himself again. This time he slid back in far more easily, and Katherine threw her head back as the rising sensation inside her intensified.

As he pulled out completely and pushed back in again, keeping her open, he asked, "How are you feeling, my lady?"

"It’s... better," Katherine replied, her face flushed. There had never been a moment in her past life where she imagined she’d say something like that—admitting she felt good taking him there, and doing it in front of one servant, with another right beside them.

Hearing her answer, he finally looked away from her hips to her back, and the sight was just as striking—her curves full, her waist slim, her back arching perfectly as her shoulders pressed into the bed. She couldn’t have been in a better position to take him in her butt.

Cassian quickened his pace, wanting to feel more of her, then wrapped an arm around her neck and pulled her upright. "Let me make you feel even better..." he murmured as he shifted, sliding even deeper inside her now that she was her body was up. He could finally see her face—tear-streaked, eyes rolled back, mouth open in breathless pleasure.

He felt a surge of excitement, while Ravees stood there stunned. She had seen that expression on Katherine’s face before, every time she was with Cassian, yet it still shocked her. She could hardly believe someone could look that erotic, that openly indecent, again and again without fail.

’What would I look like?’ she wondered.

Her inner thighs felt more soaked than ever. If Cassian were to glance her way, she was certain she wouldn’t look much better than the two of them—her lips parted, breath heavy, a faint smile tugging at her mouth. She was just as turned on, teetering on the edge, one small push away from touching herself... or joining them.