Embracing The Darkness

[RedRose4]

Jesse's eyes opened widely when he felt the cock in his hands leave him. That was it? He was going now? Trying not to feel disappointed, Jesse sat on his heels and looked at Dante, curious as to what he was planning. When he mentioned he wouldn't have a chance to taste him, Jesse frowned unintentionally. He'd have to wait, and the young man wasn't really sure how he felt about that. Everything was just so confusing to him. His emotions were beginning to bewilder him, and his body was betraying him.

What Dante said made Jesse's stomach turn, but this time not in fear. He was extremely disappointed, no matter how much he wanted to say he wasn't, all he could think about was experimenting with the mans large cock. But now he'd have to wait, and all because he didn't voice out what he wanted beforehand.
Chewing on his lower lip, Jesse looked down at the ground when he heard that tone of voice, understanding what was being said. Noticing he was being left once again with all of his desires ignored, Jesse shifted uncomfortably and wondered how long he'd have to wait until he got something he secretly wanted.

Green eyes then lifted when the lube was tossed to him, watching as Dante left before he looked at the bottle and blushed. What was this for? He had no use for it…at least not now. Jesse opened the bottle and curiously touched what was inside. He knew what lubrication was used for, but he never used it, nor did he see it until now. Spreading it across his fingers, Jesse blushed and felt his cock throb. Should he…? No, he couldn't do something so absurd.

Putting the bottle down and leaving it alone, Jesse sighed as he eyed his wet fingers, trying his best not to get any ideas when all he could think about was the feeling of Dante's throbbing cock in his hands. Moaning beneath his breath, Jesse rubbed his fingers along his hip and sighed as he slid his fingers back along the crack of his ass.
I shouldn't even be thinking of this right now. Jesse thought to himself, although he couldn't imagine ignoring himself for the second day in a row. It was almost painful for such a young man to ignore himself when he was so, so horny.

[BlissfulEternity]

It was yet another cold bathe for Dante once he left Jesse's cellar. Now knowing how good it felt to have Jesse's small, agile hands pumping his mighty cock made it that much harder to resist going down there and fucking him silly. Yet, Dante did resist, all because he had a greater plan in store for the young blonde. His mind quickly wandered to the wide land of Lohrne. The boy had no idea of the world that was outside of those dungeon walls. There were going to be a lot of precautions Dante would have to take if the boy ever left the castle. Dante had many, many enemies. If any of them found out that Jesse was part of Castle Darkedge, or even that Jesse was not of this world, they would do things that even Dante found cruel.

Once his cock had gone flaccid and Dante had soaked his body thoroughly, he decided to get out of the bathe. Drying himself off and putting on yet another simple outfit of a sleeveless shirt and leather pants, Dante headed into his bedchamber. There, he found Jayce, polishing some of his weapons. "Jayce, I'm going to need you to something for me." The brunette placed the armour back on the wall and stood at attention waiting for his order. "I need you to go into town and purchase some clothes. Nothing too fancy, just some commoner clothes for our young friend in the dungeon. If things go as planned, it won't be long until the boy will no longer be residing within that cell, and he's going to need some clothes." Jesse did have no articles of clothing on him. He would need something to wear.

"And while you're there, find a few clothes for a young woman and a few small daggers." All Jayce did was nod and he was on his way. Dante made his way to the library once more and ventured deep into the back of the room where there was a fireplace. Pulling a lever caused the fireplace to turn, opening up a large store room filled with more books. Stepping inside, he grabbed a thick red book that read "Book of Fire". Jesse had so much to learn about this land, and as Dante promised, he was going to teach him everything.

[RedRose4]

Glancing outside of his cell anxiously, Jesse really wasn't sure if someone would walk by and see him, and if so, he'd want to die just out of embarrassment. The only times he had ever fucked himself was when he was alone, locked in his room with his parents at work, allowing no one to see or hear him. Now he was in a cell with bars that barely even covered his fingers, let alone his body.
Going to the darkest corner of the room, Jesse got on his knees, leaned his back against the wall behind him, and reached his hand back. Using the other arm to prop himself up using the other corner of the wall, Jesse kept his eyes open halfway, making sure to stop if anyone walked by.

Even if he didn't want to, Jesse had barely much of a choice. Not doing anything for two nights would end up making him feel full beyond belief. His balls were already getting a little sore from being ignored for so long. Without laying a finger on his cock, Jesse slid his finger across his hole and sighed in content. The simple action was welcomed, and as he begin to slowly ease his lubed finger inside of himself, his body trembled happily.
He needed this, oh he needed this so, so badly. Jesse had no regrets once his finger was completely stuffed inside of himself, feeling the tight, smooth walls of his ass embracing his finger. Slipping in a second, Jesse arched his back and moaned beneath his breath when he brushed over his prostate, slowly beginning to fuck it in a unhurried motion, getting some of his pre cum to drip onto the floor beneath him.

Ignoring his throbbing dick, Jesse knew he could cum without touching it. He had grown accustomed to screwing his virgin ass to the point where he could cum as hard as a human could, just from his fingers up his hole, nothing else. With a few more harsh pushes, Jesse then thought of Dante's cock and blushed, a moan slipping past his lips. He was so thick, so big, the young blonde knew it would be a lot larger than just two fingers. Bashfully, Jesse stretched himself out a little with the two fingers before forcing in a third, his eyes closing tight, hunching over and biting his lip to stop from crying out.
If that was big, how the hell was he going to take Dante?

Within a few more long seconds, Jesse eased up, relaxed and began to move his fingers, slowly in and out, gasping for air once he yet again hit his prostate. Going a little harder on himself, Jesse put a hand back against the wall and begin to move his hips, riding his fingers as he moved them inside of himself, beginning to get a bit more into it as the thought of Dante kept crossing his mind, even though he desperately tried to stop it from happening.
"MMm fuck! Oh god." Jesse gasped, his eyes tearing up from how badly he needed to cum, his hands shaking as it braced up against the wall. With a last, final, harsh push of his fingers, Jesse cried out loudly, his voice echoing along the dungeon walls as he splattered his cum all along the floor and corner of the wall, his cock throbbing and pulsing on it's own, dripping with his warm seed while he slowed his fingers down, panting wildly.

Surprisingly for Jesse, even after he came, he felt no shame. He felt…better, like bricks were lifted off of his shoulders. Sighing deeply, he pulled his fingers out and put his hands onto the ground, needing a moment to breath as he glared at the cell doors, blaming all of this on Dante.

[BlissfulEternity]

The pages seemed to turn themselves as Dante scanned the book he once pitted his entire existence on. He knew every word of this legendary book from back to front. Every spell was ingrained into the depths of his mind. There was one specific spell he was looking for. A simple fireball spell. It was the first spell he ever cast, and the one that lead him to master the fire element. It had been years since he had last cast any magic. The world viewed him as a tyrannical, ruthless warrior, skilled with weapons. He couldn't let anyone know that he knew magic. The less his enemies knew about him, the better of he was. He found the spell, reading it over quickly just to make sure he was recalling it properly in his mind. Magic was very specific, and one wrong action could have resulted in the entire library being burned down. Holding his palm out, Dante thought about his anger, and sure enough, a small ball of fire formed in his hand. Clearing his mind, the fireball disappeared. It was all he needed for now. The rugged man left for his bedchambers to rest up.

The next morning came quickly. On his drawers he found every item Jayce had sent him for. The brunette was a wonder at completing whatever task he had asked of him. When the boy was old enough, he would reward him greatly. Right away, Dante walked across the court to the dungeon and stepped into the cells. Once again, another tray of food was at the door. He picked it up and headed inside. Dante smiled as he saw the stains on the wall and on the boy's body. Dante couldn't count it as a victory just yet. The boy was just a horny youth, it could have been just an urge he needed to deal with. Dante placed the tray of food, once again consisting of bread, apples and wine, next to Jesse.

"Good morning Jesse. I see you had a great night last night." He told the boy as he began to undress. It moments he was naked, and that magnificent cock was glistening with pre-cum once more. "As I promised, you can have your few licks for your confession yesterday. But you must eat first." He told the boy. Dante began to stroke his massive manhood, covering his entire length in his thick pre-cum. "Tell me Jesse, do you still feel ashamed about everything you told me yesterday? Do you still feel embarrassed that you finally fucked yourself? Or do you not feel happier now that you've done both?" He asked, wording the question as if to lead the teen to the answers he was looking for.

[RedRose4]

Jesse had barely kept his eyes open after he had his fun. Of course it wasn't easy, still he tossed and turned, feeling like his hips were gong to bruise if he kept laying on the cold floor for so long. The morning came slowly, and Jesse was relieved to see a little bit of sunlight, or what he thought was sunlight, seep through a small, bug sized crack in the wall. It was enough to tell him the time of day, and he knew Dante was coming before he did.

Leaning on the wall, but still sitting down, Jesse looked at the doors when he saw the familiar man walking in with the tray of food. He looked at it and felt his stomach grumble, his body finally beginning to have an appetite again. Instead of moving forward to eat it, Jesse waited to hear what Dante had to say.
Glancing at the wall where he had so obviously 'handled' himself last night, Jesse flushed furiously and looked away, only to have his eyes drawn to Dante when he noticed he was taking off his clothes. Seeing him naked was the same as when he and first saw him remove his clothes. It was always rather intimidating, no matter how many times he does it. "M-Morning." Jesse managed to mumble, although the words weren't meant to be 'nice', he just wanted to say something instead of staying quiet as usual.

Listening to Dante, Jesse grabbed a bit of the food, eating some of it and drinking the wine, sighing happily in return. While he ate, he had an interesting show in front of him, watching as Dante stroked his cock, lathering the pre cum over it. Licking his lips to get the wine off, Jesse looked back up into the mans green eyes and shivered when he asked him that, not knowing how to react.
For a moment, Jesse was quiet, although as he put his wine down he rubbed his arm and answered quietly. "I'm not ashamed…I was telling the truth. Theres no reason to be embarrassed or ashamed if I did something I wanted to do. " Jesse cleared his throat and peeked up at the man. "I feel…fine." He said as honestly as possible. In all truth, Jesse didn't feel any of the emotions Dante brought up. In fact…he almost felt content with what he had done, with a hint of shame, but barely enough to notice.

[BlissfulEternity]

Dante listened to the boy's replies. He seemed much more confident in his words. They weren't as lustful as the older male would have hoped, but they would suffice. The youth was learning quickly, which was always a positive sign for Dante. "That's good. There is nothing weaker than a man who lives in lies. A man who's life is full of lies and self-restriction is an empty life. Own every single one of your actions." Dante told the teen. "I do not regret a single thing I have done to you in this dungeon. I made you hate me. And I'm sure you still hate me, yet you want my cock as you have confessed." He added. "All of this I have done so you can learn. And you have learned, have you not? You have fucked yourself hard last night, and feel no shame. But, before, you were afraid to even tell me that detail."

Dante walked up to Jesse and placed his massive manhood just inches away from Jesse's mouth. "If you are willing to learn, I will continue to teach. But for now, take the licks of my cock that I promised you yesterday. And remember my lesson from yesterday. If you want more, speak your mind." Dante told the boy. He knew the boy thought of him as evil. The entire world did. With that tiny speech, he was hoping to turn the gears in Jesse's head, help him realize that as he said before, not everything was as it seems. He wanted to put himself in a different light for the teen. Show him that he wasn't just some tyrannical leader, but a sort of teacher to him, or a mentor, hoping that it would break down some of the resistance the boy still showed.

"I want to hear everything Jesse. You have rid your self of embarrassment and shame, so divulge every single detail of the things you thought of yesterday when you fucked yourself." He said, banking on the chances that it was his large cock he thought about. "Not just your desires Jesse. Your fears. Your doubts. Tell them all to me." He said in a stern, hypnotic voice, almost as if he was trying to put the boy in a trance. It was time to see just how far along he had progressed with breaking the boy.

[RedRose4]

Looking at Dante, and trying his best not to move his gaze away from the man, Jesse felt his face get a little warmer yet again when he heard him speak of wanting his cock. Well, he did want it, but it was still scary to imagine something so large inside of his small, thin body. Would he even fit? Jesse shivered at the thought before nodding his head at the other males words.
"Yes, I have learned." Jesse admitted, not sure if he was happy about what he learned about himself, or if he was frightened by it. How could he want something from someone who had done all of this to him?

Seeing Dante's cock right near his mouth made Jesse's breathing falter yet again. It was so, so big. The head alone was something he wasn't sure he'd be able to wrap his lips around, if so he'd struggle with fitting it in his mouth. Looking up at Dante, Jesse shivered from the mans words, not sure how he felt about this man, standing before him. Did he hate him? Did he fear him? It was difficult to bring up those thoughts when all he could think of was how badly he wanted to lick the cock in front of him.
Bringing his tongue out, hesitantly, Jesse used his small, warm and wet tongue to slide across Dante's wet, leaking slit. As he tasted the man he hummed softly. He even tasted masculine, the taste so strong and musky that it made Jesseu's body tingle. As he placed his tongue along Dante's cock and licked his entire length, Jesse looked back at the man, blushing a tad bit more and moaned unintentionally.

With his lips against Dante's cock, Jesse then began to speak timidly. "Yesterday…I imagined you behind me, up against the wall as I bent over for you…l-letting you take my ass." Jesse shivered as a sigh slipped past his lips, lust taking over his mind. "I wasn't sure if you'd be able to fit inside of me, I can barely push three fingers into myself, let alone your huge cock." Jesse looked back down at his manhood, trembling as goosebumps covered his skin. "I'm afraid how badly it'll hurt. No matter how much I want to try it…" he admitted, his voice feeble but he spoke clearly with his mouth pressed to Dante's shaft, tasting him with his tongue curiously as he enjoyed the taste of him.

[BlissfulEternity]

Dante began to groan for the boy, letting his pleasures be known to the young teen who was continuing to lick at his cock. He knew that the boy's tongue would feel much more sensational that his hands, but he still couldn't prepare himself for the pleasure the boy was providing him. He listened to every word he said, and every sound he made. Even while getting sucked off, Dante made sure to still be observant. Years of experience taught him to never let his guard down. In times of your own vulnerability, the enemy usually was ripe for information. A weakness, a doubt, a fear. They all came to light once they thought that his guard was down. Right now, he could hear the confidence slip away from Jesse's voice, replaced by the afraid and timid child he had known a few nights earlier.

"I told you yesterday, own every action you take. These moans...they are stifled moans. Let your body enjoy it. Moan as loud as you want. Nothing should come between you and your own pleasures." Dante had told the teen as he continued to lick at his massive length. "And this fear you have, it is a reasonable fear. But as I said, if you are willing to learn, I am willing to teach." Dante pulled away from Jesse. Then, in one swift action, Dante grabbed the teen and yanked him onto his feet. He turned the boy around, pulling on the boy's legs just a bit to make sure the boy was bent over, his face and hands pressed against the wall slightly. "And today I will teach you, the only way to conquer your fears is to face them."

Dante bent down and grabbed the lube bottle on the floor, applying almost half the bottle on his giant cock. He made sure it was nice and covered before lining it up with Jesse's virgin hole. He knew the boy was going to protest, but it was time he faced his fear. Slowly, Dante pushed himself inside of Jesse. "Fuck you are tight!" Dante cried out as he continued to push himself inside of him. He continued to push forward until he felt every inch of his gigantic, thick manhood gripped by the teen's insides. Dante waited a bit, giving the boy a minute or two to catch his breathe and get accustomed to the length before he drew out the entire length of his dick before slamming it hard into him, ramming the bulbous head against the boy's prostate.

Once he thrust inside of the boy, he would wait several minutes for Jesse, letting him get used to his size. Then, he would pull out and slam back forcefully, making sure to slam his mighty cock against the boy's prostate. Then, he would wait a few more minutes and thrust again. Within fifteen minutes, Dante thrusted only four times into the boy. He was sure the boy that he was going to fuck him roughly. That time would come. But for now, he needed to teach the boy to rid himself of this fear. "When you're ready for me to go faster, I want you to show me. Don't use your words. Use your body." He told the boy before drawing out his cock and slamming it into him once more.

[RedRose4]

Jesse's green eyes looked back into the ones above him. It was nice to hear such sounds coming from the man, especially knowing he was pleasing him in some way. It made him a bit more brave, sucking the head and humming against his moist, hot flesh while enjoying the taste on his tongue.
Hearing the information being given to him, Jesse then doubted himself. He wanted to enjoy it, but no matter what, it was a little scary. The situation was new to him, and even if he desired this man before him, it didn't mean he was going to open his arms and accept everything so openly.

"I'm trying." Jesse said instantly after he was told to face his fears, although yet again the feelings from the first day flooded back to him when he was stood up and pushed up against the wall, his hands bracing himself so he wouldn't fall, feeling his ass out, gasping in surprise as well as fear. No…he wasn't going to…
Looking back, Jesse cringed and whined lightly when the lube poured onto Dante's cock, wanting to run away and hide, but he froze, unable to move, not knowing what to do.

The head of Dante's cock told the young man what was about to happen, and even as he pressed his hands and head against the wall, it barely helped him stay upright. It felt as if he was literally being split into two. Dante was huge, and if he thought he looked big, Jesse underestimated the size. It felt even bigger than it appeared to be.
Scratching the brick walls and cutting his fingers in the process, Jesse bit down on his lower lip until it bled, crying out mostly in pain from just how big he was. inch by inch he went deeper, taking his virginity and stretching as deep as he could get inside of the young mans plump ass.

"AHH N-NO! Dante!" Jesse shook, his eyes tearing up as he felt him slam inside of him, his cries being cut off as the wind was knocked out of his lungs. He couldn't breath, couldn't think, and even when Dante stilled after that one push, he felt like he was about to explode and break apart.
If it weren't for Dante hitting his prostate, Jesse would have only felt pain, nothing else at all. But there was a very distant feeling in his body that felt that pleasure, but it was way too far to reach. With each hard thrust, Jesse arched and cried out, nearly yelling from how much it hurt. But by the time he did it four times, the pain was slowly slipping away. It was still there, for sure, but it wasn't as strong as the first push.

Unable to see with his blurred vision, Jesse dragged his hands against the walls a bit more, gasping and trying to catch his breath as he heard what Dante said. He'd have to initiate it? But…how could he when he felt like this? Jesse whined and let out a cracked moan when he was pushed inside of again, his body trembling, not even being sure if he could stay standing for much longer.
It took a few minutes, at least another ten before Jesse could even fathom the thought of moving. When there was now no sign of movement from the other male, Jesse was beginning to wonder if he was going to move at all. Breathing hard, the young blonde decided he wasn't going to get out of this situation. Either he went with it, and did what he wanted to do, or he'd just have to go against Dante's words. And he had no intention of that.

With a shaky, raspy breath, Jesse held himself against the wall and furrowed his brow, parting his lips and opening his eyes halfway as he pushed back, gasping again in surprise when he felt entirely stuffed with the mans cock before he pulled away, moving on his dick, letting it slide into him. "Ohh fu- nnnn too b-big!" He gasped loudly. "I can't take it." Jesse said with his eyes closed tightly.

[BlissfulEternity]

The scream Jesse let out as he penetrated the boy could have shattered glass. It was ear-piercingly loud, and only became louder as it echoed throughout the empty cell. The teen continued to cry out in pain as Dante continued to fuck him, making sure to take his time with the boy. He could see the boy was trying to fight the pain and look for the pleasure, but it seemed like the pain was too immense. At one point, Dante rested his fully buried manhood inside of Jesse, waiting patiently to hear or feel what the boy would do next. The well-endowed man smiled as he felt the boy trying to push back onto his mighty cock, only to hear words of protest escape his lips. All he wanted was to see the boy try, and he did. Though his mouth continued to spout lies.

Dante wound up his hand smacked Jesse hard on his ass, watching the plump rear jiggle and a red hand print from on the flesh. "What did I tell you about lying to me? You say you can't take it, yet its buried all the way inside of you." He told Jesse. The boy could take the cock. What he couldn't take was the pain. Dante would have to find a way to get Jesse to focus less on the pain and more on the pleasure. Realistically, there would always be pain whenever they would fuck, but it was the immense pleasure that made the pain bearable. "Of course it hurts, Jesse. It will never start hurting. What you need to do is find a way to numb the pain with the pleasure. Focus on the pleasure. Reach out for it."

Dante then hunched over the boy, resting his broad, muscular chest against his slender, lithe back. "Look for the pleasure Jesse." Dante whispered seductively as he leaned in and kissed the boy. His tongue swam around in the blonde's mouth, waiting for the boy to kiss back. At the same time, Dante began to slowly fuck the boy. There was no waiting for minutes between thrusts. Instead, the pace was nice and slow, focusing more on getting Jesse accustomed to the feeling of his cock sliding in and out of him than fucking him hard. He was going to slow and softly that there was no sound whenever his balls touched the teen's ass. Each time he pushed into the boy, the tip of his cock would slightly nudge his prostate before sliding out.

The kiss was to serve as both a distraction and a lesson. By focusing on the kiss, it would distract Jesse from the pain happening in his rear end. And when he did begin to kiss back, Dante would know that he was trying to look for the pleasure. Once his tongue began looking for the pleasure, it was only a matter of time before the rest of Jesse's body would follow its example. The body was such an easy thing to manipulate once you learned how to work it.