A Hero's Misfortune

Author's Note: I know the first one wasn't very well received, but this is a series I made because I wanted to try some of the stranger types of fantasy concepts. Kinda like a 'monster of the week' thing. Something just to have a fun time writing. But this is also the first thing I wrote that was planned to be a series. Everything so far has just been one-shots that I liked too much to leave alone. But A Hero's Misfortune has the story already planned out for a few of these. I welcome any kind of constructive criticism though to help me improve it as I go!

Far on the horizon was a beautiful sunset. The clouds were a mix of vibrant colours, shifting from purple to red to orange as they drifted farther away. It was quite a sight to behold, not that Cass would know. All he could see was darkness as he licked the cum of someone else out of the girl he loved.

"Ah! Ah!" Siya moaned on top of him. Her ass was large enough that it smothered his entire head. "Just a... few more...AH!"

For a third time that night, her thighs clenched around him as her fluids splattered on his face with the last of Gwen's cum. She let out a sigh of relief and stood up. Thin trails of fluids kept his face connected to her for a brief moment before they broke apart.

"Thanks, Cass." Siya breathed as she looked down between her breasts at him, her feet planted on either side of his head. "That was even better than last night."

A shadow fell over him as Gwen came to stand over him too. She snapped her fingers and pointed at her flaccid cock. A sign he knew meant to clean it up. Meanwhile, Siya skipped over to the bed where Hex and Brynn were snuggled together. She slipped on one of the nightgowns Gwen had given them before climbing into bed to watch with the other two.

Cass tiredly got to his knees, but Gwen was so tall that he had to stand up to reach her cock. She stroked his cheek with that smug grin as he lapped at her cock, cleaning off both her and the girl's cum off it. Cass tried to hide his blush. Having the girls watch him do such a thing was humiliating, but he was getting used to it. And he couldn't deny that he was starting to enjoy the taste of Gwen's cum.

"Good boy," Gwen cooed. "Clean up every drop with that little tongue of yours."

The demon-cock might've been soft, but it was still big enough that Cass's tongue felt numb by the time he finished licking. Gwen pulled his hands off her cock. Apparently, he'd unconsciously started stroking it.

"Careful," Gwen chuckled. "You don't want to wake the beast again."

The thought of such a powerful cock ravaging his ass made Cass's dick twitch. He hated how much that thought turned him on. Ever since that first day when he learned the truth about the prophecy. When she took his anal virginity and branded his dick with a demonic seal. A black tattoo as a symbol of his ultimate humiliation.

Gwen walked away and rummaged through a nearby chest. She motioned towards the three women as she pulled out a few collars that looked identical to the one Cass wore.

"Before we sleep," Gwen began as the women came over. "I need to give you these."

The demon clamped a collar on each of the women, and Cass expected them to shrink like what happened to him. Judging from their faces, Hex, Brynn, and Siya thought the same. Instead, it surprised all four of them when it had the opposite effect.

Standing beside Cass was Siya. He was short enough that he was just a little above chest height. His face would fit perfectly between her breasts. But now, he watched with eyes wide, as she grew taller. Her breasts rose above his head. The nightgown clung to them as they grew, and her panties stretched so far that they dug into her ass and pussy.

Hex, the tallest of them, grew tall enough that she was only a head shorter than Gwen. If Cass was beside her, he'd be eye-level with her navel. Her panties squeezed her ass, and her bra burst open as her already large breasts grew too big to fit.

Brynn's transformation was interesting. Her nightgown strained against her new proportions, but her body also became more toned. Biceps when she flexed, a set of abs, and thighs that could crush his skull. Cass already felt small beside the three of them, but now it was intimidating. A lone human among giants.

"Damn," Siya whispered in amazement. She tried to pull her panties out of her crack. "I think I'd suffocate Cass with this thing."

"I was thinking the same thing," Hex laughed as she pushed her breasts together. "That and how my tits are big enough to wrap around Gwen's cock for a proper titjob."

"I'm not complaining," Brynn said. She felt at her new abs in awe. "But why do you want us to wear these? And why didn't we become small and pathetic like Cass?"

Gwen chuckled and placed a hand on her cheek. "As long as you wear that collar, you'll be infertile like Cass. Which means I can fuck you as much as I want without consequences."

The women blushed, but looked confused. One of the main reasons they followed Gwen was for her to give them children. But Gwen continued.

"If I knocked up all three of you at once, I'd have to wait months before I can fuck you again." Gwen's hand moved down to stroke her collar. "But with these, you can take turns. While one of you is away with my child, I'll still have the other two to fuck."

"And the physical changes?" Hex asked, still playing with her tits.

"While it makes human men inferior little things," Gwen smirked as she looked down at Cass, "it makes human women more like demons. Bigger, stronger, and all around better."

Siya wrapped her arms around Cass's shoulders and pulled him close. Her breasts just barely rested atop his head. "You know, Cass, I think I'm as tall as Hex used to be."

As she ran her fingers through his hair, Hex approached them. She stood close enough that Cass's nose almost grazed her smooth stomach. Hex placed a hand on Siya's cheek and rubbed her thumb across Siya's bottom lip. Cass looked up at her, but both women's breasts squishing together blocked his view.

"That also means you're as tall as Cass used to be." Hex leaned down and kissed Siya.

Their kissing became more passionate, and Hex's hands slipped down to grab Siya's wide hips. She pulled the shorter woman tightly against her - pinning Cass between them. In the heat of the moment, Cass felt the two women start to grind against him.

"All right, you two." Gwen chuckled as she pulled the two apart. "Settle down and go to bed. You'll need plenty of rest for tomorrow."

"Tomorrow?" Siya asked, winded from the kiss.

"Before running into the so-called chosen one, I was hunting down another demon," Gwen explained while she climbed into bed. "She set up a small base of operations in a nearby forest and I intend to fight her tomorrow."

Hex and Siya climbed in after her. They each snuggled close, using Gwen's breasts as pillows while Brynn wrapped herself around Gwen's leg. She always tried to stay as close as she could to her wife's cock.

"But why do we need to rest up, then?" Hex asked, idly trailing a finger around one of Gwen's breasts.

"Because you're going to help me." Gwen grinned.

***

The next morning, Cass was awoken by something splashing against his face. He opened his eyes to find a soaking wet pussy hovering over him with fingers furiously fucking it. It was Siya. With little room at the foot of the bed where he slept, Siya knelt over him as she buried her face between Gwen's thighs to lap at her balls.

His former lover would've been sucking Gwen's morning wood if Brynn didn't already have her lips around it. She straddled the demon's body and struggled to fit the cock down her throat. Even with her larger body, she could only fit half of it. But that didn't stop her from trying again and again. The women swapped places each morning and made it a game of who could fit Gwen deeper.

While Brynn gagged herself, Gwen played with her pussy. One hand on her ass to pull her panties out of the way and the other idly rubbed at her dripping lips. Occasionally, she'd slip a couple fingers in or move to flick her clit.

Cass couldn't see Hex from where he lay, but if this morning was like the past few days, Gwen was using her as a pillow. Her legs spread and Gwen's head nestled between her thighs.

Siya suddenly pulled back. The large pair of cum-filled balls tensed, shooting their load with shocking force. Though Brynn didn't notice until it was too late. She had backed off for a moment to take a breath when Gwen's thick cum spurted from her tip. Rope after rope of cum launched a few feet in the air and splattered all over.

There was a short yelp and a gag as Gwen placed a hand on the back of Brynn's head and forced her back down on her cock. The woman's eyes went wide as her lips reached the base. Still holding her in place, Gwen started thrusting. Her balls tensed a few more times as Gwen used Brynn's throat to drain them.

"Hgph." Brynn gurgled.

"Mmm, good girl." Gwen groaned. "Almost done."

With a grunt, Gwen's cock finally calmed down. She rolled Brynn off of her, and based on Gwen's soaked breasts, Brynn had also cum. Gwen stood up and the three girls scampered to the edge of the bed to wait for her command.

"Go clean up in the river and come back," the demon said while wiping her breasts with a cloth. "I have some more gifts for you to help on today's quest."

The three girls quickly obeyed. They sprinted from the tent and dove into the river. Since Siya had blocked Cass from Gwen's fountain of cum, he stayed back. He sat on the bed and watched as Gwen rummaged through chests. By the time the women returned, she had a small pile of what looked like armor of sorts.

"Put these on," Gwen commanded.

As they did, something seemed wrong about the armor. It seemed... lacking in defense. When they put on the full set, it was little more than armored underwear. Plate that covered the ass and pussy, held together by chains on either side. And a bra in a similar style.

"It seems a bit tight," Hex complained. It was tight enough that her breasts strained around it.

"And it doesn't feel very protective," Siya added.

Gwen handed each of them a sword and smiled. "Try drawing those."

When they did, the armor changed. Not only did it fit them better, but plates formed over their stomachs and backs. Then, it extended down their arms to their hands and down their legs to their feet. Now it looked like proper armor.

"It's called sentient armor," Gwen said. "I don't understand the magic behind it, but it's specially made by Sorcerers to fit whoever wears it and changes to accommodate the wearer's needs. Which makes it light enough to carry around easier."

"What about me?" Cass asked. He was the only one without any sort of clothes.

Gwen rolled her eyes and rummaged through another chest. She tossed him some leather armor and a dagger. "Stole that by accident when I raided a caravan. Think it was armor for a child to play soldier."

Cass slipped it on and found it fit decently enough. Though he wasn't sure how he felt about wearing something small enough for a child. Especially by the amused way Brynn smirked at him.

"Now, do any of you know how to use a sword?" Gwen asked.

"I was taught the basics," Siya said nervously. When she and the other two sheathed their swords, their armor changed back to its former state.

"My father was a soldier and trained me and Hex when we were children," Brynn said.

Gwen, wearing her demonic armor, pushed through the tent flaps and made her way towards the nearest forest. "Good. You two will stick with me as my side-fighters while Siya sticks with Cass to make sure he stays out of trouble."

Hex and Brynn eagerly followed after her while Siya untied Cass's leash from the post and pulled him after her. She seemed relieved to be stuck in the back with him. And Cass didn't mind either. She was the only one still fond of him.

"Staring at my ass?" Siya smirked.

Cass blushed and looked away. "Sorry."

"Don't be sorry," she ran a hand through his hair. "It's a nice ass. And I'll let you have a taste of it when we get back if you think you can handle it."

Cass gulped as he glanced at it again. Like she said the night before, it looked like it could easily suffocate him. Siya's smile widened, "I'll take that look on your face as a yes."

Siya pulled him after her as she hurried to catch up with the others. It was strange walking beside a taller Siya. Growing up, she had always been the taller one until Cass hit his growth spurt. Though she wasn't that much taller back then, it was almost nostalgic seeing her this way.

With Gwen at the lead, the five of them made it to the forest by the time the sun was high in the sky. Though the forest was dark enough that it might as well have been night in there.

"All right, stick together," Gwen said and strode forward with the three women following close behind.

At least it'd be hard to leave Cass behind since they had the leash on him.

"What's that sound?" Hex asked.

All around them, hidden in the darkness, was a strange sound that seemed wet and gloopy. Almost like squelching. Cass peered into the forest and swore he could see dark shapes moving around.

"Slimes," Gwen said casually, "they're usually pretty weak creatures. Mostly just puddles that move around consuming whatever they randomly encounter."

As she talked, Cass saw one of them slowly cross the path behind them. A thick puddle of various greens.

"It's the humanoid ones you have to watch out for," Gwen continued. "If they're smart enough to take on that kind of form, they're smart enough to hunt."

Even though he was on a leash, Cass moved closer to Siya. He didn't want to risk any chances of being pulled away. With how many shapes he saw in the darkness, one of them was bound to be sentient.

They passed more and more slimes as they drew closer to the center of the forest. Until they entered a clearing. An area with no trees blocking the light and no slimes roaming around. At the center was a fire pit and a large tent similar to Gwen's.

Gwen drew her sword and planted it in the ground. She leaned on it and shouted, "Aine!"

A moment later, two figures stepped out of the tent. One was a shorter person, most likely a human, fitted with armor and a hood to obscure their face. The other was a woman as tall as Gwen, but with fiery red hair.

"Why, Gwenael," the woman smiled, "To what do I owe the pleasure?"

"You already know," Gwen said. Hex and Brynn drew their swords beside her, transforming their armor. "I've come to challenge you."

"You?" Aine chuckled. "You don't stand a chance. You're the weakest of us."

Gwen raised her sword and grasped it with both hands. "We'll see about that."

She charged the other demon with Hex and Brynn backing her up. Though the cloaked figure leapt between them and Gwen, splitting them up. Siya hesitantly drew her sword to help, but something wet suddenly wrapped around Cass's foot.

"I think your little human might need some help," Aine smirked.

Gwen swung her sword a couple of times and backed off to look over her shoulder.

"A slime?" Gwen rolled her eyes. "Even Cass could handle something that weak."

She swung her sword again, but Aine blocked it. Hex and Brynn tried to help, but the hooded figure was skilled enough to fight them both.

Siya sliced the bluish tentacle, freeing Cass for a moment. A cry came from the forest and a puddle of goo slowly moved towards them. Cass unsheathed his dagger but froze. The puddle began to change. It pulled itself together into a large sphere and leapt for him. Cass barely let out a cry of surprise before the large creature landed on him.

"Mmm, what's this?" A seductive voice giggled in Cass's ear. "A little man's come out to play?"

Something wrapped around Cass's ankles and wrists and lifted him out of the slimy confines. Four tentacles held him in the air while the rest of the slime morphed into the voluptuous shape of a woman. Impossibly large breasts and hips, while also having a narrow waist. Though it kept the shape of a woman, its bluish slime undulated and shifted around. Nothing stayed still.

The slime's hand reached between his legs and ate away at the armor there like acid. With his dick free, it sunk into her hand. Her fingers didn't move, but he could feel the inner slime rippling around his dick. Making him hard as she gently stroked it.

"It's a little... small," She hummed. "But I can still make use of it."

Cass managed to twist his dagger to slice the tentacle around that hand and tried to stab her. The moment his dagger reached her, it sunk into her breast along with his hand. He tried to pull it out but couldn't. Instead, he freed his other hand and shoved as hard as he could. But it sunk into the other breast.

The arm going between Cass's legs morphed into a tentacle and a new arm formed beside her. She put her hands on her hips and smiled down at him. In her breasts, Cass felt something tugging him. The slimy insides slowly started to pull him in. Cass fought to escape, but the slime was too strong. It kept pulling until his head squished between her breasts and his body pressed against hers.

"Don't be scared, little guy." The slime cooed. "I just want your cum."

The slime that formed the creature's stomach rippled as it gave way. Cass's dick slipped inside, and the weird stroking sensation returned. It rubbed and stroked and swirled in impossible ways. Precum started to leak, but before Cass could cum, his dick went limp from his collar's effects.

"Hmm?" The slime eyed him uncertainly. "I sense... something magical interfering..."

A blade suddenly slashed through her neck. The slime's head fell from its shoulders to reveal Siya standing behind. Its head landed in the rest of the slimy puddle on the floor and was absorbed. Almost immediately, a new head reformed with an amused smile.

"Looks like someone else wants to join the fun."

Two tentacles lashed out and grabbed Siya by the ankles. Then, pulled her into the slime's body. Siya thrashed inside her slimy prison, but the slime easily maneuvered her around. Cass could see its insides roaming Siya's body, slowly eating away at her armor. It consumed the metal around her stomach and thighs first before freeing her breasts. And finally, eating the chains keeping the front and rear plates of her hips together. Those fell off and dissolved into the slime while a thicker shape rubbed her lower lips.

"That's more like it." The slime grinned and shifted her attention back to Cass. "Now, to find that magical interference."

Numerous tendrils slithered around his body, easily eating away at his leather armor until he was naked. Everything was gone except for the dagger floating around inside her breast. The slime looked confused before noticing the collar. A tendril slithered up his chest and wrapped around it.

It burned for a few seconds before he heard a snap. The world seemed to grow smaller as Cass regained his former size. And his dick sprung back to life, just as big as before.

"Not such a little guy anymore." The slime licked her lips.

To Cass's surprise, the slime's humanoid form collapsed into a puddle again. He was still held in place by bluish tentacles, but now Siya was bound above the slime with him.

"Time for some fun."

The puddle rose all around them, forming walls as it trapped them in a bubble. As if hiding her humanoid form from the others. The tentacles around Siya pushed and pulled until it forced her on her back, supported against a slimy cushion. Tendrils wrapped around her thighs and pried her legs open.

"Cass?" Siya asked uncertain.

Two tentacles shot out from under her arms and wrapped around Cass's hands while another wrapped around his waist. They pulled his hands to Siya's breasts and forced his hips between her legs.