Chapter 1 - A Bard's Wager

Lyssa stepped lightly over the rooftops of the ruined city, careful to stay quiet. Her satchel held various treasures, each carefully wrapped in linen so they wouldn’t clink together as she darted through the ruins. As she approached the old city center, the streets grew quiet; the monstrous inhabitants of the city outskirts didn’t dare venture in this far. Still, she kept to the shadows. As a bard, Lyssa knew well how to draw attention to herself… and how to avoid it. 

Scrambling over the top of one of the buildings, she glimpsed her destination: the ruined cathedral in the center of town. Stone gargoyles lined the cathedral rooftop; A sculptor’s idea of monstrosity, supplanted now by the real thing. She continued on, lithe as a cat burglar, darting over the rotten shingles and moss-covered beams. Cresting the last roof, she slid down the other side of it on her behind, sending old tiles clattering onto the cobblestones. It was a bit of girlish playfulness, but it also served the purpose of alerting the cathedral’s inhabitant of her coming. She’d avoided the creatures she needed to, but the time for stealth was over. Startling the beast within seemed … unwise. 

Stepping into the cathedral, she immediately saw the cathedral’s owner: a towering dragon. It stood atop a shimmering mound of gold and jewels at the apse of the church. Its body was tensed, and its wings were held high, ready to burst forward in an explosion of violence. The cathedrals columns were covered in marks from where the beast had sharpened its terrible claws, and its mouth was adorned with razor sharp fangs. It wasn’t quite so large that it appeared like it could swallow her whole, but that might be a preferable fate to the snapping and crunching that devouring her would entail. 

While she was awestruck by the dragon, the dragon was almost immediately put at ease upon seeing her. He had expected some band of adventurers to barge in, slinging arrows and spells. Instead there was only a single human girl, clad in simple leather armor, with hair as black as sin. At her waist was a simple longsword, and a lute was slung across her back. A bard, he thought. She was doing an admirable job maintaining her cool, but he could see the effect he had on her. Her breath was shallow, and her eyes were wide with fear. With his sensitive hearing, he could hear her heart pounding as though he had his head against her breast. 

Gathering her composure, she stepped forward. “Greetings, Eliazgor” she said smiling flirtatiously. She was used to getting what she wanted via charm rather than force, and while she didn’t think the dragon would be so easily beguiled, she didn’t think it could hurt either. “I come, a humble bard, to see your greatness.” She stepped over the blackened remains of chainmail and leather, trying hard to keep her cool. 

“You’ve done your homework, human.” The dragon hissed, settling into a more comfortable position upon its pile of treasure. “Too many of your kind who come into my home call me only ‘dragon’. I repay such discourtesy with discourtesy.” He nodded at some human remains, charred beyond recognition. “But do not think me a fool. You are not here to pay me tribute; you are a simple thief.”

“I am not above thievery,” She admitted, striding forward, “but I have not come here to steal from you today. I am a bard, as versed in the tales of old as I am in feats of legerdemain. And I know your weakness, Eliazgor” She was close to him now, close enough to feel the heat coming off his body. “You’re a gambler. And I,” She paused, opening her satchel to display the gold and jewels within. “Have come to gamble.” She gave an inviting little half smile and cocked her head to the side. 

The great beast stepped down off its hoard, circling the bard, its interest piqued. “You really have done your homework, Human. It’s true, in ages past I drank deep of elven wines while gambling for days on end with devils and giants alike. Few humans have been skilled enough to hold my interest, but you…” He eyed her up and down, his gaze seeming to cut right through her. “You’re bold. As you say, you know my weakness.” He smiled a wide grin, as if to imply that he knew her weakness as well, and it was being crunched up in a dragon’s jaws. “What is your name human?”

“Lyssa,” She said, her mouth dry. Everything was going according to plan, but still her heart was pounding in her chest. “I propose a simple game of dice. For each roll I win, you will grant me a piece from your hoard.” She gestured at her small satchel of treasures, “And if you win..”

The dragon cut her off, “You will remove a garment of my choosing. Those are my terms.” There was a rumble of dominance in his voice, and Lyssa choked out “Agreed.” before she really understood what she was saying. Still, this was an improvement, she told herself. Now she wasn’t risking her own savings in this venture. It was all upside. She produced a pair of carved dwarven dice, and putting them in a cup, quickly slammed the cup down on the broken altar at the top of the dais. “Even” rasped the dragon, smoke curling from his nostrils. 

Lyssa pulled away the cup. The dice showed three and four, for a total seven.” She smiled, “My win.” With a flick of his tail, the dragon knocked a silver chalice off the top of his treasure pile, and it rolled to a stop next to Lyssa’s satchel. “Your call,” the dragon rasped.

“Even.” She called, shaking the cup and bringing it down. She pulled away the cup, revealing a six and a three. She feigned shock. She knew she had to lose a couple throws, to keep the dragon’s interest in the game. But when she came up with that plan, she had thought it meant losing a few trinkets, not her clothing. Still, she had a plan and she was going to stick to it, even if that meant a few indignities along the way. 

Eliazgor chuckled, a rumbling sound full of menace. “Your jerkin. Off with it,” He commanded. He prowled around her, his hungry eyes taking in her slender form as she took off her leather armor. Inside, she was focusing on keeping her movements smooth, casual. It took all her effort to not let her hands shake as she undid the leather clasps and shimmied free of her leather jerkin. She stood with her hands on her hips, doing her best to look unashamed. The dragon’s eyes were fixated on her petite, soft breasts, jutting just so from her slender frame. Her black hair reached down enough to brush her bare shoulders. “Satisfied?” She said, giving that same half smile she had given earlier. It was one of the oldest tools in her arsenal of charms, and one of the most reliable. 

She won the next two throws, the dragon yielding a jeweled circlet and an ivory elephant statue with sapphires for eyes. He fumed after the second one, the catlike pupils of his eyes narrowing into thin slits. She had hoped to get a bit further before throwing another match, but she didn’t want to risk the dragon’s anger. Time to let the dragon win one, she thought to herself. “Your call,” She said, slamming the cup down. “Odd,” he growled, not bothering to hide his growing fury. With the subtlest of gestures, she lifted the knuckle of her ring finger, pulling on the invisible thread that was bound to the dice. She lifted the cup, revealing a one and a two. The dragon’s fury was instantly replaced by an equally intense look of lust, and he shifted his eyes up from the dice to meet her gaze. “Your leggings, next, little human,” he purred. 

Lyssa complied, sliding off her leggings. There was a slight breeze, and it made her shiver, her nipples becoming firm. She wore only simple panties underneath,tied on the side, the cloth clinging to the rise of her hips. She shifted her stance, worried that the tiny bit of cloth might not fully cover her womanhood, and she blushed at the thought. She kept on her belt and scabbard however. “A girl needs a little protection,” she said by way of explanation. “I’d feel naked without it.”

She was back in the groove after that, winning three more rounds. The dragon did not seem to grow angry this time though. Instead he prowled around her as she rolled the dice, his long tail trailing behind, so that she was almost entirely encircled by him. His eyes seemed to take in her every curve, and she was struggling to maintain her focus. She had been prepared for fear, had walked through every eventuality, how she would react, how she would maintain her cool in the face of this living avatar of violence. But it was not just fear that quickened her pulse. There was something erotic about the way he stared at her, the way he sized her up like prey. The cool breeze from before seemed to disappear, as a heat grew within her. Was she getting wet? The thought panicked her, and she tightened her legs together, hoping the dragon would not notice the growing damp spot on her panties. 

“Your call human.” The dragon said, his tone unusually devoid of the passionate emotion it had held before. “I call … odd,” she stammered, trying and failing to hide the quaver in her voice. She put the dice in the cup and began to shake it. “Is something the matter, little girl?” He growled, a sly smile creeping across his face. “Do you need something around your shoulders to keep you warm? Or perhaps the only warmth you need is the splash of hot cum in your tiny cunt?”

Her mind went blank. He extended his long, serpent’s tongue, grazing past her neck and down her back. Lyssa was enraptured by the sensation; a smooth warm caress that left her aching for more. “Looks like I win this round,” Eliazgor gloated. Lyssa looked down at the dice. Two and two. Fuck. FUCK! She thought to herself. In that passionate moment, she’d completely forgotten to align the dice. Her mind was immediately racing. She hadn’t planned on going this far. This wasn’t how it was supposed to go. “Do I need to spell out what you need to remove, dear Lyssa?” Eliazgor purred, savoring her panic. “Your panties. Off. Now.”

Lyssa’s hands moved to fulfill the dragon’s command, her mind too overwhelmed with panic to do anything else. Trembling, she untied the simple knots holding her panties on her waist, and let them fall to the ground. Her bare pussy was completely exposed, not a single hair on her delicate mound to hide her sex. She let her panties fall to the cathedral floor, and Eliazgor grinned upon seeing how his raw power had dampened them  Her thoughts were catching up to her situation now. Through force of will, she re-asserted a facade of calm. She put one hand on her hip and shifted her weight to her back foot casually, as thought it was the most natural thing in the world to be naked in front of this dragon. A casual observer might almost believe her act; the truth was she was almost incapacitated by arousal, shame, and fear. 

“Well it would appear our game is at an end, Eliazgor. Truly you are as impressive as the legends made you out to be. But I’ve run out of clothing to remove. I’ll be sure to sing songs of this day, although I might leave out some,” She cupped a breast and winked seductively, “of the more embarrassing details.” As eager as she was to get out of this ruin, there was something thrilling about the danger, the beast’s transparent lust for her. She felt the tingling of desire in her loins, although she hated herself for it. 

“Don’t be so sure, Lyssa,” the dragon purred, his eyes taking in her delicate form. “A final wager. If you win, I’ll grant you the Emerald of Athar, my most valuable possession. Passed down for a dozen generations, it served as the crown jewel of the southern empire. Think of the history, my dear.” He plucked the jewel from atop his treasure horde and held it aloft to catch the light. Though it seemed tiny in the dragon’s claws, it was easily as big as a child’s head, a peerless gem, and no doubt the dragon’s greatest prize. 

“But if you lose, your body is mine.” He grinned a terribly wicked grin, leaving little doubt about his terrible intentions. Lyssa gulped. Though the current situation had a certain erotic charge, she had zero desire to be taken as this dragon’s fucktoy. But that gem! What a gem! She used her greed like a hammer to bludgeon her fear into submission. She’d be as good as a queen with that gem! Or better yet, an empress! This dragon may have caught her off guard once, but she still controlled the game, and she wouldn’t fall for the same trick twice. It wasn’t a game of chance, not while she controlled the dice with that invisible thread. 

Her heart was racing, and there was no hiding it. Her soft, perky breasts rose and fell with each unsteady breath. “I accept your offer,” She said. She sat cross legged on the ground, running a finger over her damp slit before touching it to her tongue. Distraction could cut both ways, she told herself. “Your call,” She said, shaking the cup and slamming it down on the ground between her folded legs. “Even,” he rumbled, his eyes fixed on the dice cup. “Even it is then,” Lyssa repeated, as she began to lift the cup to reveal the dice. 

With lightning speed the dragon’s tail lashed out and slapped down on the cup, the dice rattling furiously within. The force of the slap snapped the invisible thread connecting her knuckle to the dice with an audible twang, and she feel back on her behind, stunned by the sudden movement. 

“LIAR,” The dragon roared. “DECEIVER,” He bellowed. His eyes lit up with rage, and flickers of flame escaped from his nostrils as he surged forward, sending Lyssa scrambling backwards fearfully. “I was right to call you a thief. I’ll grant you’re more wily than the average thief. That thread must have been woven from Kelpie hair, am I right? Nearly invisible, able to phase through the wood of the cup, while still able bind easily to the bone dice? I’ll be sure to tell your story to the next bard who comes my way. So clever, but not quite clever enough. And such a sad ending, to be torn to shreds by dragon claws. Any last words, thieving cunt?”

Lyssa tried to scramble backwards as the dragon was speaking, but it was of little use. She was cornered, completely exposed, her legs splayed clumsily. She tried to cover herself, hoping at least to die with a scrap of her dignity intact, but there was no hiding her petite body from this ravenous creature. Her mind raced, trying to think of a way out of this situation. She settled on a final, desperate gambit. “You’re right, I cheated. I cheated on every roll of the dice.” The dragon was livid, an animalistic fury about to explode. “But that last roll, those dice under that cup, I have no way of controlling that one. You snapped the thread. You want a wager, a real wager? Double or nothing. You’ll never see higher stakes.”

Eliazgor loomed over her as she spoke, ready to cut her down in an instant. But his anger appeared to diminish, his fury lessened. There is precious little that can stave off a dragon’s fury, but the promise of what this dragon desired most was cutting through the white hot anger. It would be a marvelous roll of the dice, wouldn’t it? He thought to himself. He had been tantalized, teased with the promise of gambling, only to have it revealed as a sham. But now an opportunity for a truly unpredictable wager presented itself, and he could not turn it down. 

“Very well, little human. You’ve piqued my interest. I believe I called even. Go and see what fate holds for you beneath that cup.”

Lyssa staggered to her feet. The dragon’s breath gave off a palpable heat, and she shuddered as he moved aside to allow her to pass. That terrible heat followed her, a great warmth washing over her bare back. She could feel the dragon’s gaze on her cute ass, though she dared not turn back to look at him. She walked slowly, slowly over to where dragon’s tail had slammed the cup firmly back onto the ground. Holding her breath, she pulled away the cup to reveal the dice underneath.

Two sixes.

No. Lyssa thought, Nononononononono. She turned to face the dragon just as he reached out, wrapping two talons around her waist. She didn’t even think to struggle. The dragon lifted her off the ground, and her eyes went wide in terror. She had never felt so small before. Like she was a toy doll in the hands of a spoiled child.He lifted her close to his scaly visage, looking her directly in the eye. Each of his teeth was as long and as sharp as an assassin’s dagger. His maw was a veritable armory. At this distance the heat of his breath was intense enough to make her feel light-headed. Eliazgor snaked his tongue out towards her. His rough tongue rolled over her small breasts, and down over her taut stomach to probe between her legs. A submissive urge came over her, and she parted her legs slightly, letting his tongue taste her juices as it rolled over her clit. 

“I’ve so enjoyed this game,” he rumbled triumphantly as he set her down. “Besting a thief and a cheat is a singular pleasure. But I’m done enjoying the game. Now it’s time to enjoy my … winnings.” He flapped his wings, lifting himself up to his full height. He positioned himself over her, putting his two draconic cocks at the level of her head. 

She was dizzy, afraid. The dragon had bested her, leaving her naked and defeated. Here, in this moment, completely vulnerable, completely exposed, every ounce of cockiness and defiance in her was snuffed out. Meekly, she reached out to touch the beast’s huge cocks. They were long and tapered, easily as long as her arms. They were surprisingly soft to the touch. Gently, she began to stroke one, while nuzzling the other with her cheek, letting her hair brush across it. 

The dragon reacted to her touch with a shudder of pleasure, “You’ll serve me well, little human. A fine addition to my treasures. It was a simple matter to break you. You were clearly destined for this. A life of sexual worship in the service of a far greater creature than yourself.”

Her cheeks were flushed, the adrenaline had completely overwhelmed her. She responded to his words by taking the tip of his upper cock in her mouth, coating it in drool in order to better pleasure it. She pulled the lower cock against her chest, hugging it tight, and gently massaging it with her hands. Her breasts were too small to massage his cock, but she held the cock close in the groove between them along her sternum. The feeling of this immense warm cock against her body was almost too much for her to bear. The sensation of this totem of virility rubbing gently against the edges of her petite breasts aroused her immensely. Now her pussy was completely soaked. Before what arousal she had felt was tempered by her fear, but now she was beyond fear. 

She sucked eagerly on the tip of his upper cock. She tried to take in as much of it as she could, worshipping it with her tongue. She gagged slightly as he pushed forward, but she tried to keep going, even as the tapered tip of his bestial cock slipped down her throat. It pulsed with warmth, and she wanted more than anything to feel the warmth of the dragon’s cum filling her stomach. She continued to suck greedily towards that end. 

She pulled his lower cock tight against her chest, a stream of drool trickling from her mouth to lubricate it as he rocked it gently back and forth, the cock rubbing against her sternum with every thrust. She felt the beginnings of a shudder, and she quickened her pace in anticipation of the dragon’s release. The dragon’s twin cocks spasmed and surged as they came, the dragon’s seed flooding down her throat, and she gagged and spat it out, a great torrent of warm sticky cum, more than she could possible swallow. She held on to the dragon’s other cock as it came, the beast’s cum spilling over her stomach, pooling in her belly button, and mixing with her juices on her thighs. 

She staggered and fell backwards onto the floor of the cathedral, laying prone as she struggled to catch her breath. She sputtered up more dragon cum, too exhausted to do more than let it leak out of her mouth. Despite being unable to swallow most of it, a healthy amount made it down her throat and into her belly. She ran her hand over her taut stomach, pleased by the sensation of the warmth filling her.

Slowly as she lay there, her mind began to cut through the haze of adrenaline and lust that had clouded her judgement before. Had she really just sucked off a dragon? Had the thought of pleasing the beast really made her so wet? Regardless, she didn’t want to work through the exact nature of her perversion here, naked in monster infested ruins. She began to look around, spotting her satchel of treasure off to the side. Maybe she could grab it and make a run for it while the dragon recovered. She pulled herself off the floor unsteadily, beginning to walk towards the satchel. 

Suddenly Eliazgor was over her once again. He swiped with a sharp talon, driving her back. “Going somewhere, my pet?” The dragon asked. Another swipe, and she continued to backpedal. “And just when I thought you were taking so well to your new role. No matter, I am a patient instructor. We have all the time in the world, after all.” 

He swiped again, and she tried to step back, but her back was against the raised dais at the center of the cathedral’s apse. She turned to scramble up and over the chest high ledge, desperate to escape, but halfway up the dragon caught her wrist in the inside curve of one of his great talons and jerked her over onto her back. The force of being slammed onto her back knocked the wind out of her, and she lay there stunned, her legs dangling over the edge. 

The dragon moved his great bulk over her, and she realized with horror what he had been doing. His every swipe had been herding her towards this platform, where now her body was at the perfect level to receive his twin members. She weakly tried to wiggle away, her breasts bouncing to and fro, but he kept that talon on her wrist, pinning her in place. 

Lyssa looked down with horror as the dragon’s twin cocks came closer and closer to her pussy and asshole. Her pussy couldn’t possibly take one of those massive rods, let alone her asshole. “Please…” she stammered, reaching up to push at the dragon’s scaly torso. His chest was as immobile as a mountain, no matter how much she tugged on his shimmering burgundy scales. She arched her back, thrusting her breasts forward in a vain attempt to break free of his grip. She felt the teasing sensation of the tips of his two cocks probing her pussy and asshole. The sensation caught her off guard, and she froze in panic. Eliazgor took advantage of her moment of stillness and thrust both cocks into her. 

Lyssa cried out in shock as the great beast entered her. She was still slick from earlier, and the cocks glided into her with ease. First the small tapered tip parted her petals, but he surged deeper and deeper, spreading her pussy wider than she thought possible. She felt like at any moment she might burst from the pressure, but just when the pressure was greatest, he pulled back, and she felt the pressure easing, only for him to thrust into her again without mercy. Each time she felt an incredible sensation of being stretched to her limit, her body yielding to the dragon’s violation of her pussy. 

At the same time his lower cock pounded her tight asshole. Lyssa had experimented with anal before, and not found it to her liking. But this felt different. It helped that the taper opened her asshole slowly rather than all at once. But more than anything, she was overwhelmed by a sensation of her entire body being filled. By taking her pussy and asshole at the same time, the dragon demanded everything of her, every part. She felt consumed, body and soul, as though her entire life had been leading to this moment, for this purpose, and now that she was fulfilling it she was complete. 

The dragon removed his talon from her wrist. He had no more need to pin her in place now that she was impaled on his bestial cocks. Lyssa brought her hands to her breasts and began to gently massage them, tracing her fingers around her hardening nipples. A part of her wanted to continue to fight back, to break free somehow, but the dragon’s assault overwhelmed her senses. “N-no…” she stammered, “Stop…” But she wasn’t even sure she believed herself. She was overwhelmed by the pain of being stretched so wide and the pleasure of being filled so deeply sloshing back and forth in her mind, washing away her thoughts. 

She raised her hips, pushing towards the dragon, her body aching to be filled. She hated herself for it, but couldn’t stop herself. Both hands now free, she reached down to put them on the dragon’s massive cock as it pummeled her pussy. The beast’s thick pole was slick from her juices, her small but shapely tits bouncing with the rhythm of his violations. A moan escaped her lips, and she instinctively brought a trembling hand to her clit, making gentle circles as the dragon ravaged her cunt and asshole simultaneously. 

She felt a familiar heat building in her loins, and though she fought to suppress it, it continued to build. She turned her head away, closing her eyes, trying to fight back the coming climax. At last she yielded, and let the orgasm come over her hard. She arched her back, her arms reaching instinctively in search of an anchor to hold her down as she rode this incredible wave. The muscles in her pussy and sphincter both tightened in time with the waves of pleasure surging through her body. The sensation seemed to be all the dragon needed, and he plunged a final time into the deepest part of her and came hard. She felt the incredible pressure of his hot cum filling her, although she had already been so completely filled that it began immediately to leak out of her around his cock. He pulled himself free of her, and now the semen poured freely from her ravaged cunt and asshole. She collapsed in exhaustion, lying limply on the floor in a growing pool of the dragon’s spunk. 

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Lyssa awoke sometime later, her body still aching terribly from the dragon’s furious violation of her body. The beast had somehow cuffed one wrist in a golden manacle - no doubt part of his treasure hoard. The manacle was connected to a chain wrapped around a fallen pillar. Her sense having returned to her, she immediately set about picking the lock; a simple task for her, even with improvised tools: a strand of hair, a chip of concrete. Her armor was nowhere in sight, but she did see her loot satchel at the base of the creature’s loot pile. Tiptoeing deftly around the slumbering beast, she gingerly picked up the satchel, slinging it across her back. Things may not have gone exactly as she intended, but at least she was making off with a small profit from this venture. In fact, maybe she should grab one or two more-

Her greed was interrupted by a great snort from the dragon, sending a small jet of flame forth from his nostrils. She froze in fear, but the dragon only rumbled sleepily and shifted into a more comfortable position as he continued sleeping. Maybe I’d be pushing my luck, she thought to herself. She crept out of the cathedral, nude, bruised and aching, but a little bit richer than she started. Good enough. 