Chapter 5: Chapter 5
Harry Potter and High School DxD do not belong to me.
English is not my mother tongue.
Chapter 5
Issei, still breathless after his encounter with Akeno, frowned, confused upon hearing the mention of an engagement.
"Engagement?" he asked, his voice full of surprise. "What engagement?"
Rias, who had been observing everything calmly up to that point, took a step forward, her expression serious but with a hint of resignation. "Yes, Issei, I'm engaged."
Shock overtook Issei. He knew the world of devils was full of traditions and political arrangements, but the idea of Rias, with all her independence, being tied to an engagement caught him completely off guard.
Akeno sat beside Rias, lightly placing a hand on her friend's shoulder. "It's a complicated situation, Issei. Her engagement isn't out of love. It's an arrangement between powerful families."
Rias sighed, her gaze fixed on Issei's eyes. "My engagement was decided by my parents. They want me to marry Riser Phenex, another devil from a powerful family. But I... I don't accept this."
Issei processed the information, trying to control the sudden surge of anger and frustration. "So why don't you break it off? You don't seem like the type to easily accept orders."
Rias gave a small, sad smile. "It's not that simple. My family's expectations, the bonds of power... all of that binds me in some way. But I'm fighting it. And you, Issei, are part of that fight."
Issei observed her closely. The maturity of Harry within him allowed him to see beyond superficial emotions. He knew there was more at stake than just pride or a desire for freedom. Rias was trying to balance her desire for independence with her obligations to her lineage.
"So, how do I fit into this?" he asked, now calmer but determined to fully understand the situation.
Rias moved closer to him, her eyes filled with determination. "I'm counting on you, Issei. I want to get rid of this engagement, and for that, I need strength. I need someone by my side who is powerful enough to help me face this situation."
Akeno smiled slightly, still watching the interaction between the two. "Rias believes in you. And so do I."
Issei took a deep breath, understanding the depth of what Rias was asking. It wasn't just about power or battles — it was about trust, about helping her achieve the freedom she so desired. And for Issei — or rather, Harry — this was something he understood well. The fight for freedom and choice had always been part of his life.
"I'll help you, Rias," he said firmly. "I won't let anyone force you to do something you don't want to."
Rias smiled, a smile full of gratitude and something deeper. "Thank you, Issei. I knew I could count on you."
Akeno, with her usual mischievous look, leaned closer to Issei. "Now that you know the truth, I think we have a lot to plan, don't we?"
Issei nodded, the weight of responsibility beginning to settle on his shoulders. But at the same time, he felt a growing determination. He would fight alongside Rias and Akeno and ensure that Rias would not be forced to live a life she hadn't chosen.
After the revelation of Rias's engagement, Issei realized he needed to grow stronger to help her face this challenge. The next day, during one of the meetings at the Occult Research Club, Rias and Akeno began teaching him how to gain power and influence as a devil.
The first lesson involved one of the most basic but crucial aspects of a devil's life: making contracts. Rias explained that he would need to distribute flyers around Kuoh Town so that humans interested in making pacts could contact him. Each contract made would increase his experience and power. The amount of demonic power he would receive would vary according to the complexity and difficulty of the request made by the humans.
"You need to understand that contracts are a vital part of a devil's growth," said Rias. "It's how we gain influence and expand our power in the human world."
Akeno, with her usual smile, added to Rias's explanation. "And it's not just about gaining power, Issei. Sometimes, contracts lead us to unexpected encounters with people and creatures who can be useful in the future."
After Akeno's comment, Issei began to understand the importance of contracts. It wasn't just about raw power but about establishing connections that could open doors to new opportunities, alliances, and discoveries. It was a way to strategically grow in the demonic world.
Rias handed him a stack of flyers with demonic symbols. "These flyers are the first step. Humans who find them and are willing to make a pact will contact you. When sealing the contract, you must fulfill the request as efficiently as possible. The more challenging the contract, the greater the power you'll receive in return."
Issei examined the flyers, still doubtful about how it would work, but Akeno, always with her gentle and captivating approach, added: "Sometimes contracts can be simple, like helping someone find something or solving a personal problem. Other times, you'll be asked to take on more complex and dangerous missions. Each of these contracts strengthens your experience and skills."
After Rias and Akeno's explanations about contracts, Issei had a clear idea of what was expected of him as a devil. He already knew how to use the magic he carried from his past life, but the real challenge lay in improving his abilities to make them more efficient in his new body. His main obstacle was in transfiguration and conjuration.
Even with these difficulties, Issei noticed that when he put more emotion and willpower into his spells, they gained strength and stability. He just needed to work on balancing power and precision, without relying on a physical instrument like a wand.
Despite these complications, Issei knew that with more training, he could overcome these obstacles. He felt that if he had more demonic power at his disposal, he could compensate for the absence of an external focus, using the pure energy that coursed through his body to achieve even more impressive results.
After distributing the flyers, Issei decided it was time to get to know his peerage companions better. He knew that Koneko and Kiba were important members of the group, but so far, his interaction with them had been minimal.
He found Kiba practicing with his sword in the courtyard. The elegance and precision with which Kiba handled the sword were impressive, and Issei knew he had much to learn from him.
"Kiba, you really have an amazing skill with the sword. How did you get so good at it?" Issei asked, approaching.
Kiba smiled, but there was a shadow of melancholy in his eyes. "Constant training, Issei. But my story is complicated... What brought me here was much more than just physical training. There's a past that I still carry." Kiba didn't elaborate, but Issei sensed that there was trauma involved. It was something he would respect until his friend was ready to open up more.
Despite the brief conversation, Issei felt he was starting to bond with Kiba. He noticed that the knight had a strong sense of justice and unwavering loyalty to Rias, something that Issei himself was beginning to develop.
After leaving Kiba's training, Issei found Koneko sitting in the garden, eating a snack, as usual. She was always quiet and observant, and Issei found it difficult to break the barrier she seemed to have around herself.
"Koneko, how are you?" Issei asked, sitting beside her.
She only glanced at him briefly before returning to her snack without taking her eyes off her surroundings.
"Koneko, I've noticed you have an incredible ability to sense things around you. How do you do it?" Issei tried to approach, knowing she preferred silence, but at the same time, he wanted to learn more about his companions.
Koneko looked at him intensely, but her expression didn't change. "I observe, Issei. I've learned to always be alert, even in moments of calm."
Issei realized that, like Kiba, Koneko also had a difficult past that shaped her. Though she was the youngest of the group, there was a seriousness in her eyes that made him respect her even more. He knew it would take time for her to open up, but he wanted to prove that he was there for her too, as part of Rias's peerage.
These interactions made Issei more aware of who his companions were. Kiba was dedicated and loyal but carried a pain that made him focus on training. Koneko, with her quiet and reserved nature, was attentive to everything around her, but she clearly kept an emotional distance.
Issei knew that, over time, they would form a stronger bond, especially with the challenges ahead. They, like him, had their own internal demons to face, but together, they would become an invincible team.
Now, with these new interactions, Issei felt more integrated into the group. He knew that his journey to become stronger wouldn't just be about gaining power but also about understanding and supporting those around him.
With this new perspective, he was ready to face the upcoming challenges, whether in the contracts he would make or in the battles he would fight alongside his friends.
Issei walked through the corridors of Kuoh Academy, still processing everything that had happened in the last few days. Between the challenges at the Occult Research Club, the contracts he needed to make to gain power as a devil, and the increasingly intense situations with Rias and Akeno, he barely had time to breathe. However, there was something he had been thinking about recently: his interactions with his schoolmates, especially Aika Kiryuu.
Aika was bold, unashamed to flirt and make suggestive comments—something Issei always appreciated since she didn't hide her interest in him. Since they had a brief affair, he noticed their interactions had become more frequent, but also more provocative. This created a certain tension between his life as a student and his life as a devil.
That day, during the break, he decided to approach Aika's group, who was sitting with a few other classmates in the schoolyard. They were laughing at something, but Aika was the first to notice Issei approaching.
"Look who's here!" Aika said with a mischievous smile, her eyes evaluating Issei from head to toe. "Our famous pervert."
Issei smiled back, trying to maintain his confidence. He knew Aika loved to tease him, but now, with the mix of personalities between Issei and Harry, he felt he could play her game more smoothly.
"You know I can't help myself when there are beautiful girls around, Kiryuu," he said, sitting next to her on the bench.
The other girls in the group began to giggle, and one of them, Mai, looked at Aika with a knowing smile.
"So, Aika? Have you two had something, or is it just playful flirting?" Mai asked, winking at Issei.
Aika, not missing a beat, wrapped her arm around Issei, pulling him closer to her.
"Let's just say that Issei here has had a taste of what could be… but he still needs to try harder, right, Issei?" she said, looking directly into his eyes, her lips curving into a teasing smile.
Issei felt the heat rise in his face but decided not to let himself be intimidated.
"Maybe I'm just waiting for the right moment to surprise you again, Aika," he replied, winking back at her.
The girls laughed again, while Aika squeezed her arm around him a little tighter, as if enjoying the game they were playing. She knew that Issei was now more confident, and that only made the teasing more fun.
After a few more exchanges of flirtatious banter and laughter, the bell rang, signaling the end of the break. Issei stood up with the girls, and before he could leave, Aika approached him one last time, provocatively grabbing his arm.
"Don't forget, Issei… you owe me a rematch," she whispered in his ear before walking away with her friends.
Issei stood there for a few seconds, watching Aika walk away while his mind raced. He liked Aika, her uninhibited nature, and the ease with which she played with him, but he also knew there was a fine line between his school life and his role as a devil. He had responsibilities in the Occult Research Club, contracts to fulfill, and enemies to face, but at the same time, he didn't want to lose sight of the simple, fun interactions of everyday life.
As he walked back to the classroom, he wondered how long he could balance these two worlds.
Since he began to understand how contracts worked in the demonic world, Issei knew that this would be a crucial aspect of his development. Every contract represented an opportunity not only to gain more power but also to expand his influence in the human world. With Rias and Akeno as his mentors, he was finally ready to take on his first solo missions.
Contrary to what the other members of the Occult Research Club initially believed, Issei had an advantage: the fusion of his power as a devil with his magical abilities from his past life, when he was still Harry Potter. This allowed him to use the teleportation circle more efficiently than usual, transporting himself directly to the location of a human who summoned his seal.
Now, with a stack of flyers that he had distributed around town, he waited for his first contracts. It didn't take long for a familiar symbol to glow on his hand—the call of a human seeking a pact.
Issei took a deep breath and prepared, activating the teleportation circle. The magical power enveloped him, and he disappeared from the clubroom.
He found himself in a modest but well-organized home. In front of him was a middle-aged woman, visibly worried.
"You... are you the devil I called?" she asked hesitantly.
"Yes, that's me. What's your request?"
The woman took a deep breath, seeming a little relieved that he had a normal appearance. "Well, it's a bit strange… but I think my husband is cheating on me. I want you to find out if that's true."
Issei was slightly surprised but knew that such a contract wasn't uncommon in the demonic world. Unlike magical challenges, this request involved something simple: investigation.
"Do you have any leads or places he usually goes?" Issei asked, trying to sound as professional as possible.
"He's been working late a lot, but I don't believe that's all there is to it. He always goes to the city center."
Issei nodded and teleported to the location she indicated. Using basic observation skills, he began following the husband discreetly through the streets. After a few hours of surveillance, Issei realized that the man wasn't cheating on his wife but instead spent his time at a bar, playing cards with friends.
He returned to the woman and gave her the verdict. Although she was a bit skeptical at first, she accepted the answer with some reluctance. The contract was simple, and Issei felt a small wave of power flow into him—a small step on his journey.
The second contract came the following afternoon. Issei was teleported to a small apartment where he found an elderly woman sitting in a rocking chair, looking lonely.
"Are you the devil who came to answer my call?" she asked with a gentle smile.
"Yes, I am. How can I help?"
The elderly woman sighed. "Actually, I just wanted someone to talk to. It's been so long since I've had company, and my children are always busy. I just want someone to listen to my stories."
Issei smiled. He hadn't expected a contract to be as simple as this, but he knew that even these requests brought some power gain. He spent the afternoon listening to the woman's stories, from her youth to her current days. Though it wasn't exactly what he expected when becoming a devil, Issei realized that there was something comforting about just being there for someone.
When the contract ended, the woman thanked him, and he felt another small wave of power flow into him. It was a modest gain, but valid. And to his surprise, he felt that he had learned something about human nature that afternoon.
The third contract was a bit more challenging but still within his capabilities. Issei was called to a small antique shop in the city center. The owner, an elderly man, was desperate.
"Can you help me fix this?" the man asked, pointing to a broken pocket watch.
Issei looked at the watch and, with a small repair spell, the watch began to reassemble itself. Within minutes, it was working again, much to the relief of the shop owner.
"Thank you, thank you!" the man exclaimed, genuinely grateful. Issei felt the power flowing a little stronger this time, satisfied with his ability to use simple magic to complete the contract.
The fourth contract came unexpectedly. Issei was called to a quiet library, where a young man dressed casually was waiting for him with a serious expression.
"I need you to deliver a message to someone," said the young man.
Issei was intrigued. "A message? To whom?"
The young man sighed. "To a girl who goes to the same school as me. I can't talk to her personally, and I have something important to say."
Issei laughed inwardly. This kind of contract seemed ridiculously simple, but he knew that, as a devil, he had to fulfill the request. The young man handed him a letter, and Issei teleported to the girl's location, who was sitting in the schoolyard.
He handed her the letter without complications, but, to his surprise, the girl seemed to expect a message. "Tell him I agree to meet," she responded with a smile. Issei returned to the young man and conveyed the message. The simplicity of the contract made him question how much power he could gain, but in the end, he felt a slight surge of demonic energy accumulate.
It was a reminder that even the simplest contracts contributed to his growth.
Issei was getting used to the simpler contracts, but something inside him knew that eventually, he would face more complex and challenging situations. He was relaxing in the Occult Research Club room when the familiar symbol glowed on his hand, signaling a new contract. Upon activating the teleportation circle, Issei was transported to an unexpected environment — a cozy room, but with a decor that reflected a mix of eccentricity and delicacy.
The place was filled with curious objects: fantasy books scattered on the shelves, several colorful cushions, and stuffed animals. In the center of the room, sitting shyly in a chair, was a young woman. She seemed to be in her twenties, a bit older than Issei. Her long lavender hair cascaded gently over her shoulders, and her light brown eyes observed him with a mix of surprise and nervousness. She was incredibly beautiful, with soft, pale skin that complemented her delicate appearance. Her lips were full but slightly bitten, revealing a trace of anxiety.
She wore a simple but elegant dress that subtly hugged her curves. There was something fascinating about her posture — she was clearly reserved, perhaps even a little eccentric, but with a beauty that captured attention.
"You... you're the devil I summoned?" she asked, her voice soft and trembling.
Issei nodded, trying to maintain his composure. "Yes, that's me. What's your wish?"
The young woman hesitated, looking away for a moment, as if trying to find the right words. She seemed extremely shy, her hands nervously clutching a small pillow in her lap. Issei could sense that something was bothering her, but he decided to wait patiently.
"I'm Yuki. I... well, usually, I call a devil for... company," she said, her voice barely audible at first. "I'm a bit... isolated. I don't have many friends, and sometimes it's hard for me to open up to people."
Issei smiled gently, understanding the situation. He had dealt with similar contracts before, where the request was just for company. But something about her suggested there was more than what was being said.
"I can certainly keep you company," he said calmly, trying to ease the tension. "There's no problem with that."
The young woman seemed to relax a little, but then she looked at Issei more directly, her eyes now filled with hesitation and something else — a kind of nervous curiosity.
"It's just that... this time... I didn't expect such a... handsome devil to answer my call," she murmured, her face blushing slightly.
Issei felt the heat rise in his own cheeks, but he tried to maintain his posture. "Well, I'm glad you think so," he replied, trying not to show the nervousness that was starting to creep in.
She remained silent for a moment, biting her lower lip as if deciding whether to continue or not. When she finally spoke again, her voice was even more hesitant.
"Actually, I have... a different request this time. Something I've never done before. But since you're... different from the other devils who have visited me... I thought maybe you could... fulfill some... fantasies of mine," she said, her voice almost disappearing at the end.
Issei frowned slightly, curious. "What kind of fantasy?" he asked, trying to keep his voice neutral, although he already suspected the request would be more intimate.
Yuki, still a bit embarrassed, took a deep breath, trying to find the words. She fiddled with her hands, clearly nervous, and avoided direct eye contact with Issei for a few seconds.
"It's... a little hard to explain," she began, biting her lower lip anxiously. "I've... always been very reserved. I've never opened up to anyone about this. I'm not exactly sure how to talk about it..."
Issei, noticing Yuki's anxiety, smiled reassuringly, trying to alleviate the tension. "You don't need to worry. You can tell me at your own pace. I'm here to fulfill your wish, without judgment."
Yuki seemed relieved to hear that, but she still hesitated. She finally raised her eyes, meeting Issei's, her expression mixing shame and a genuine curiosity. She felt that this was her only chance to experience something she had always kept hidden within herself.
"Well... I have a fetish for... submission," she said in an almost inaudible whisper, her face completely flushed. "I like the idea of... not having control for a while. Of following instructions, of being guided by someone."
Issei remained silent for a moment, absorbing what Yuki had said. He had heard of fetishes like this before, but it was something he had never faced personally in a contract. However, he realized that for Yuki, this was more than just a simple physical desire — it was a way of exploring something inside her that had always been repressed.
"You mean you like... placing yourself in a position where someone guides you and makes decisions for you?" he asked carefully, wanting to ensure he understood correctly.
Yuki nodded, still blushing but feeling a bit more at ease knowing that Issei understood her fetish. "Yes... I like the idea of trusting someone to take control. Not in an aggressive way or anything... but in a careful manner, you know? I want to feel safe but also... vulnerable."
Issei realized that her request was actually quite sensitive. Yuki wasn't seeking something purely physical, but rather an experience that involved trust and vulnerability. He knew that, as a devil, his role also involved understanding people's emotional needs, not just their superficial desires.
"I understand," he said calmly. "You want me to assume this role, then? To guide you, but within respectful limits?"
Yuki nodded again, seeming a little more confident now that Issei was approaching the situation carefully. "Yes... if you're comfortable with it. I... I've never had the chance to experience something like this before. I've always been afraid of being judged or misunderstood."
Issei smiled, maintaining a calm tone. "I'm here to help, Yuki. Let's establish some clear boundaries, and I promise that you'll be safe the entire time. This is about trust, right?"
She visibly relaxed, finally letting out a sigh of relief. "Yes... thank you for being so understanding, Issei. I'm... nervous, but also excited to try."
Issei, keeping a composed expression, sat in a nearby armchair to make sure Yuki felt comfortable while they discussed what would be allowed and what wouldn't be. He knew that the success of the contract depended on mutual trust.
"So, Yuki," he began softly, "before we do anything, I want us to establish some clear limits. I want to make sure you're comfortable with everything, and that if at any moment you're not, you can tell me. Is that okay?"
Yuki nodded, visibly more at ease now that the tone was respectful. She took a deep breath and began to explain:
"Well... I don't want anything that involves real physical pain," she said, her voice still low but more firm now. "I like the idea of following orders... being a little... humiliated, but in a mild way. I don't want anything too aggressive."
Issei mentally took note, keeping his expression serious to ensure she knew he was listening attentively.
"I see. So, you want to explore scenarios where you feel vulnerable, but without anything that involves pain or violence," Issei responded, seeking confirmation.
Yuki nodded again. "Yes. And... if at any moment I want to stop, I'll say 'red.' That would be the signal to stop, right?"
"Agreed," Issei replied with a reassuring smile. "If you say 'red,' we'll stop immediately."
She smiled shyly, but there was a gleam of excitement in her eyes. It was evident that, although nervous, Yuki was eager to explore this side of herself. With the boundaries set, Issei knew he could guide the interaction in a way that satisfied her expectations while respecting the agreement.
With the clear limits and controlled environment, Issei assumed his role as a "dominant" in a respectful manner, ensuring to meet Yuki's fetish while maintaining the agreed boundaries. He stood up, slowly walking around the room while Yuki watched him attentively, waiting for his next words.
"Stand up," Issei commanded, his voice firm but not harsh.
Yuki, still blushing, obeyed immediately, rising from the chair. She seemed nervous, but there was a certain determination in her eyes. Issei approached, stopping right in front of her.
"I want you to kneel," he ordered.
Yuki hesitated briefly, but soon knelt on the floor, her hands resting on her thighs, and her eyes focused on Issei's shoes. He could feel the tension in the air, but he also noticed that, despite her shyness, she seemed secretly pleased to obey.
"You'll call me 'Sir' while we're doing this," he said, watching her reaction closely.
"Yes, Sir," Yuki responded immediately, her voice a bit firmer now, as if she was starting to get used to the role she had chosen for herself.
Issei then took another step back, observing her from above. "Now, tell me, Yuki... how does it feel to be commanded like this?"
Yuki took a deep breath, clearly thinking carefully about her response. "I... feel vulnerable," she said slowly, before adding, with a slight shy smile. "And... I like it."
Issei smiled to himself, realizing that she was beginning to immerse herself in the dynamic. He knew there was a delicate balance between keeping her vulnerable and respecting her limits, and he was ready to continue exploring that line with her.
"Now, crawl to me," he commanded, keeping his tone firm.
Yuki blushed again, but without hesitation, she obediently crawled across the floor toward Issei's feet. He watched her carefully, noticing how each small command made her feel a mix of embarrassment and excitement.
When she reached him, Issei knelt down, gently lifting her chin so that she looked directly into his eyes. "You're doing very well, Yuki," he said softly. "Now, I'm going to give you a slightly more... challenging order."
Yuki looked intrigued but also anxious. "Yes, Sir," she replied, her voice trembling with anticipation.
"Now... take off your dress," he said without breaking eye contact.
Yuki hesitated, her fingers moving toward the fabric of her dress as she tried to control the embarrassment she felt. "Yes, Sir," she responded, her voice still soft. Slowly, she began to unbutton the dress, and soon she was left only in her delicate lingerie, feeling the cool air against her skin. She stood still, unsure where to place her hands, her eyes still focused on Issei.
He let her stand there for a moment, watching how the shame of being vulnerable made her feel exactly what she had desired from the start.
"Now, I want you to stand up and serve me a drink," he said, gesturing toward a small tray in the corner of the room where there was a bottle of water and a glass.
Yuki stood up, still feeling a bit insecure in her lingerie, but followed the order, pouring the water and bringing the glass to Issei. He accepted the drink without a word, merely observing her as she served. Every small action she took seemed to heighten the tension within her, a mix of shame and satisfaction for fulfilling his commands.
"Good job," he praised after taking a sip. "Now, kneel again and say aloud how much you enjoy following my orders."
Yuki obeyed, kneeling once again before him. Her face was flushed with embarrassment, but there was a determination in her eyes. "I... I like following your orders, Sir," she said, her voice slightly trembling but firm.
Issei realized the contract was progressing exactly as Yuki had hoped — she was exploring her submission and vulnerability in a safe way, within the boundaries they had established. The day was flowing according to plan, and he knew that soon, the contract would be fulfilled.
"Now take off your lingerie as well, Yuki," Issei ordered. He observed her blush deeply as she stood up to remove the last pieces of her clothing.
Issei made a small gesture with his finger, which Yuki immediately understood, and she spun around, allowing Issei to see her entire body for the first time.
She was cute. Her lips were full, and Issei could already imagine them wrapped around his now fully erect cock. She had medium-sized but perky breasts, and her thighs were thick and firm.
Issei stepped back once again, gesturing toward a small pillow on the floor. "Sit on the pillow, but on your knees. Stay there, quiet, and wait for my next command."
Yuki quickly obeyed, sitting on the pillow. Her face was still flushed, but she seemed deeply focused on following the instructions. Issei knew that the waiting time was part of the experience for her—the anticipation of the next command.
After a while, Issei approached again, noticing how completely immersed Yuki was in the dynamic. She looked at him attentively, waiting for the next order.
"Crawl to me and take off my pants and underwear," Issei said, and Yuki immediately began crawling toward him. Her face was bright red, but there was still an expectant gleam in her eyes. As she reached him and reached for his pants, he stopped her. "No. Without your hands. Use your mouth."
Yuki stared at him for a few moments before moving to carry out his orders. Issei removed his shirt while she fumbled a little. It took a little longer than he had expected, but Yuki managed to free Issei's cock from his clothes.
Issei's cock, hard as a rock, slapped against Yuki's flushed face, and she stared at the member in front of her.
Issei began rubbing his cock against Yuki's face. "Do you remember your safe word?" he asked her, and she nodded affirmatively. "Good. Then give me pleasure with your mouth. Your hands shouldn't touch my cock, but you can touch my balls if you like."
Yuki immediately took Issei's cock into her mouth. She was clearly inexperienced, as she scraped her teeth against the sensitive head of his cock. Issei hissed in pain. "No teeth," he reprimanded her. Yuki looked up at him, gagged on the large piece of flesh in her mouth, staring Issei in the eyes and giving a weak nod.
She was more careful this time, taking Issei's cock deeper into her mouth. Her gag reflex was present, and she couldn't take even half of it before gagging heavily. Tears ran down her eyes, staining her cute face, but she didn't give up trying to take more.
Yuki tried to take more, but she couldn't, so she brought one hand to Issei's balls and started gently playing with them, rolling them between her fingers without squeezing. She brought one hand down to her own pussy to masturbate while she pleasured her Sir.
Issei enjoyed the attention Yuki was lavishing on his cock and balls, and he rested a hand on her head, gently stroking her hair. "That's a good girl." Her eyes, still locked on his, gleamed with pride. That is, until she heard what else he had to say. "No touching yourself. Only I should have pleasure for now."
Yuki's eyes widened, and she immediately withdrew her hand, bringing it to Issei's balls. She stayed there, moving her head without taking Issei's cock out of her mouth. Her hands never left his balls.
Issei felt his orgasm approaching and warned Yuki. "I'm going to cum soon," he said, moaning. "You can choose whether you want me to cum in your mouth or on your face."
Yuki renewed her effort, planting her hands on Issei's thighs and using them as leverage to take almost his entire member into her throat this time. She gagged noisily, and Issei, with the warm and spasming grip of her throat, couldn't hold on any longer.
With a long groan, he unloaded a huge load directly into Yuki's stomach. He pulled his cock out of her mouth, watching as she remained kneeling on the floor.
Yuki's eyes sparkled, and a smile slowly appeared on her face. Issei was surprised by her reaction, but it wasn't a bad thing.
He ran his hands over her body, snapping her out of her reverie. "Tell me, pet, are you a virgin?" he asked Yuki, who blushed again.
"Yes, Sir," she replied, as she leaned into Issei's hands that caressed her sides.
"Okay. Then lie on the bed, face up. And spread your legs." Yuki quickly obeyed. Issei was about to fuck her directly, but since she was a virgin, despite her submissive nature, he decided to eat her out before fucking her brains out.
Issei nodded and positioned himself between her legs. He caressed Yuki's sensitive folds, which were dripping profusely. "You are a delicious meal." Yuki didn't understand what he meant until his head lowered, and his tongue connected with her slit.
She screamed at the contact. Initially, Yuki thought she could hold on until Issei started using subtle vibrations with his tongue. The soft sucking sounds gave a clue as to what he was doing. Fortunately for her, Issei didn't want to take her to the edge just yet.
The pleasure quickly escalated, almost overwhelming her. Yuki was trying to hold back her orgasm. She wanted to feel it with him inside her. She wanted Issei's cock. She was delirious, moaning almost incoherently. It was hard to even breathe properly.
Two fingers slid inside her. There should have been some discomfort, but Yuki was too aroused for that. She was so wet that Issei's fingers simply slipped inside. A slight burning sensation hit her as he stretched her further. Issei separated and curved his fingers, reaching that spot that made her shudder. She was on the brink of climax, and when he introduced the third finger, Yuki screamed as an overwhelming orgasm tore through her body.
Issei watched Yuki gasping in front of him, still recovering from the intense orgasm he had given her using only his tongue and fingers. Her skin was warm and slightly glowing, her eyes half-closed, almost as if she were in a state of pure ecstasy. He felt his own desire intensify even more as he saw her so completely surrendered. However, he knew the next step needed to be handled with care.
Issei didn't want her first experience to be painful. Though his body was more than ready to take her completely, he wanted to make sure Yuki would remember the moment for its pleasure, not for any discomfort. With that in mind, Issei focused on the spell he had learned during his years in the wizarding world, silently reciting it in his mind to avoid startling her or making her think he was doing something inappropriate.
"Dolorem Alleviare Virginis," he thought, visualizing the magic flowing to Yuki's delicate entrance.
A soft, golden glow spread across her body. Immediately, Yuki felt a pleasant warmth radiating from her core, like a gentle bath enveloping all her internal muscles. The spell worked quickly, making any trace of tension or discomfort dissolve, replaced by a deep sense of relaxation.
She opened her eyes, looking at Issei with curiosity and a touch of gratitude, even though she didn't fully understand what he had done. All she knew was that the anxiety and fear that had lingered around her were suddenly swept away, leaving only anticipation and desire.
"Alright, my pet..." Issei murmured, stowing his wand and gently running his hand down her thigh. "I promise this won't hurt."
Yuki nodded, still panting, her lips parting in a soft moan as he began to position himself between her legs. The magic still pulsed softly inside her body, creating a protective, soothing aura that made her feel safe, relaxed, and eager for what was to come.
Issei took a deep breath, controlling his own excitement. With a gentle and careful motion, he aligned himself at Yuki's entrance. But before he entered her, he asked, "Are you ready?" Yuki simply nodded, her voice barely a whisper, "Yes, Sir." Then, slowly, Issei began to press forward. There was no pain for Yuki—just the sensation of being gradually filled, inch by inch, as their bodies came together.
Issei pulled out almost entirely before pushing back in slowly, establishing a gentle and rhythmic pace. The sensation was different from what Yuki had imagined. The deep fullness brought a slight discomfort at first, but soon, waves of warm pleasure started spreading throughout her body. Issei stayed still for a moment, allowing her body to adapt to the intrusion. Surprisingly, she felt good.
But things quickly changed when Issei began to pick up speed. The initial care gave way to firmer, faster thrusts. Each one reached deep inside, making Yuki moan softly and bite her lips to stifle the sounds. The continuous, determined movement hit a special spot inside her, sending a surge of pleasure curling in her belly. It was almost as if she desperately needed relief, but she knew that wasn't it. No, this was another orgasm creeping dangerously close.
"You're so tight and warm," Issei murmured in a husky voice, his breathing heavy. The strength in each of his thrusts grew, and the sound of their skin slapping together echoed through the room, mixed with Yuki's soft, stifled moans.
Yuki was overwhelmed by the sensations, as if she were in a trance. She felt the pleasure rising and falling in spirals, almost exploding and then pulling back. Issei's words only made her tremble more. He grunted, and the sound reverberated inside her, almost like a physical command her body couldn't ignore. Yuki's legs began to tremble. They both knew what was happening. She was dangerously close to breaking.
"You're not allowed to cum until I say so, understood, pet?" Issei demanded, his voice authoritative and full of expectation.
Yuki struggled tremendously to nod, even with her body contracting and seeking release. The pleasure was reaching an unbearable point, but she fought to hold back, her nails digging into the sheets beneath her as she tried to obey. Feeling Issei inside her, so deep and intense, only made it harder to hold on. But his words, like a beacon, guided her, and she didn't want to disappoint him.
Issei sped up even more, each thrust becoming a promise of release. He was close too; she could feel it in his erratic pace and the way his body pressed against hers with more urgency. "I'm almost there, Yuki..." he panted, then groaned, asking, "Where do you want it, huh? Where do you want my load?"
Yuki opened her eyes, her body still trembling, and without hesitation, she whispered as clearly as she could, "Inside, please... I want you inside, Issei. I'm safe."
That was the permission he needed.
"Now, pet. Cum for me," he ordered, his voice deep and almost rough. And Yuki broke apart. A loud moan escaped her lips as her body arched, the orgasm tearing through her, leaving her in a state of total abandon. She felt her inner muscles contracting violently around Issei, as if trying to hold onto him forever.
The tight, rhythmic squeeze of Yuki's body was enough to send Issei over the edge. With one final, deep thrust, he groaned, releasing a hot, heavy load deep inside her. The sensation of being filled so intensely made Yuki moan again, her second, smaller orgasm washing over her.
He remained there, inside her, as the waves of pleasure slowly ebbed and both of them caught their breath. Finally, Issei gently removed the restraints from Yuki's wrists, massaging the spots lightly to ensure there were no marks. He held her close, rubbing her skin gently, before carefully withdrawing from her warm, trembling body.
The movement caused Yuki to let out a soft sigh, the feeling of emptiness unsettling her briefly, but she was in such a deep state of satisfaction that it didn't matter. When Issei pulled her up into his arms, Yuki nestled against his chest, content and sleepy. His arms wrapped around her firmly, and he held her with tenderness.
"You were perfect," he murmured, kissing the top of her head. Yuki smiled, her body still pulsing with the aftershocks of pleasure, and she closed her eyes, feeling safe and relaxed in his arms.
Both breathing heavily, their bodies still intertwined, Issei looked at Yuki, who seemed a bit sleepy but completely satisfied. He gently caressed her face, brushing away a strand of hair that had fallen on her forehead. Even in her exhaustion, she looked radiant, her serene smile and the gratitude in her eyes clear. He knew he had fulfilled the contract in a way that exceeded her expectations.
"You were amazing, Yuki," he whispered, leaning in to softly kiss her lips, a kiss tender and caring, without the urgency or intensity of before. It was a gesture of affection and care.
Yuki returned the kiss, closing her eyes and letting herself get lost in the sweetness of the moment. When their lips parted, she sighed softly.
"Thank you, Issei... for giving me this experience," she whispered, her voice barely audible. She didn't need many words. The gratitude and happiness she felt were evident in her eyes and the soft glow of her smile.
Issei nodded, smiling back. He reached out to gently caress her face, his fingers tracing the contour of her delicate jawline. "It was my pleasure, Yuki. But know that, even though our contract is officially complete, this doesn't have to be the end."
Yuki's eyes widened slightly in surprise, but there was a glimmer of hope in them. "You mean... we can see each other again?"
"Of course," he replied firmly, his eyes locking onto hers, making sure she understood the sincerity in his words. "I'd love to keep seeing you. Maybe not as part of a contract, but as... friends. Or we can do something like this again if you'd like."
Yuki felt her heart race at his words. She wanted that, wanted to explore this new connection she felt with him. With a shy smile, she nodded.
"I'd love that too, Issei. Maybe I'll summon you again."
Issei nodded one last time and, reluctantly, began to get up, sensing it was time to leave. He helped Yuki cover herself with a blanket, giving her one last kiss on the top of her head before stepping away. He channeled his power for a few moments, and the teleportation circle began to glow around him.
"Goodbye, Yuki," he said, his voice calm and confident.
"Goodbye, Issei," Yuki responded, her eyes sparkling and her heart pounding in her chest.
With a final smile, Issei disappeared in a flash of light, leaving Yuki alone in her cozy room. But instead of feeling lonely, she felt deeply satisfied and hopeful for the future.
If you want access to chapters and one-shots earlier, go to my p-atreon . com (slash) katabrok