The Enchantress: Free Range

 [This is a much newer story, editted to fix some grammar mistakes. 

Link to the original tumblr post

I wanted to post this one ahead of some of the others because I'm personally proud of this little story. The dynamic of the princess and hero's relationship is much different than the earliest iterations as this story was written in 2020, a time when my tumblr followers were already used to stories of them together.]

***

The hero waits in the unlit room of his dear princess. Tonight she returns to the palace from a royal trip to the west-most side of the continent where the kingdom’s many trades take place. The hero would usually follow the family in secret during these trips, as had been the tradition since he and his mistress were but children, but he had been occupied with a quest of utmost important and could not be abandoned.

He knows, with great relief, that the entire family had returned safe and are in the palace at the moment. He waits in the moonlight for his dearest to return. Safe in the knowledge that the room is, quite secretly, enchanted to only allow the princess and her closest confidants within.

A few minutes later, deep into the night, the door opens. In steps the princess, briefly a dark silhouette outlined by the light of the hall behind her before she shuts the door.

Princess: … I can always count on you to be here to greet me after these long trips.

The hero grins.

Hero: I just wanted to be sure you were alright. I’m sorry I couldn’t make it this time.

The princess walks toward the wooden drawers, rummaging them for candles and matches. Candle light and a fireplace would suit the mood tonight better than imported incandescent bulbs. 

Hero: Are you going to tell me about your trip?

Princess: Are you going to tell me about yours?

The hero chuckles. The princess lights a few candles. 

As the princess becomes visible the hero’s eyes widen slightly and he can’t help but stare. 

She wears a gown of what appears to be lycra, but somehow lustrous. It wraps around her form and hugs her hips and legs. It’s thick enough not to be revealing and extends down to just below her knees.

She notices him staring and he notices that she notices. Even still he cannot help. He clears his throat and pointedly looks away, pretending not to see her smirk.

Hero: I, um… I see you have a new sleeping gown. Is that from the west?

Princess: Indeed. The Hill Hugged Kingdom on the western islands have innovative weavers, and created this lustrous gown. What I’m wearing now is just the inner piece of an opulent, and frankly impractical ball outfit. I think it looks nice enough on its own, don’t you?

The hero mutters.

Hero: Do you really have to ask, you know I do…

She giggles and walks up to him. She hands him the box of flints and they both work toward starting the fire….

*** *** ***

They sit on the bear skin rug by the fire. The hero watches her with a great smile as she speaks. 

Princess: … and all of these bone white buildings are built so awfully close so most of the roads are too thin for carriages, which irked my father to no end but I found it delightful. The cities are made of these bunched up buildings surrounded by enormous, horizon blocking green hills.

Hero: Hence the kingdom’s name, yes?

Princess: Yes, but it’s not just grass. It’s actually bushels and shrubbery. We ate so many types of berries on our trip. A lot of them were surprisingly savory rather than sweet because their farmers selectively breed for…

As the hero watches his beloved talk at length of her journey he smiles wide. Her face lit up by the memories, her enthusiasm for travel and desire to share it all with him… For a while he’s transfixed by this alone and he wishes this moment could last forever more.

But his gaze eventually drifts down to her outfit… Her form fitting dress, its lustrous material glowing from the firelight… How they stretch allowing the princess’s body to move freely, but still hug and cover her… He blinks repeatedly, trying to gain control of himself. 

He… wants her…

Princess: … and everyone laughed to humor him, though privately I thought the joke was rather lame.

Hero: H-huh?

Princess: Oh, don’t worry about it. I was talking about their friendly king’s so-called wit and humor. Meanwhile, I assume, you were wondering if I’d get angry if you peeled off my gown with your teeth.

Hero: I can assure you, that was not what I was thinking. 

Princess: Hmph. I’m offended if that’s the case.

Hero: It’s lovely, and you’re lovely in it. I wouldn’t ever damage it.

The princess leans in and softly kisses her hero, who reciprocates. Her hand rests on his shirt, which she grasps. He himself can’t being himself to do more than caress her cheek.

She separates first.

Princess: Hold on… Not yet, hero.

Hero: Oh?

Princess: You haven’t talked to me tonight. About your trip.

Hero: It’s not all that interesting…

Princess: You’ll tell me.

The hero sighs. He looks at her face. He looks down, at her body, her dress. He stands up and walks toward the bed…

Hero: It’s a complicated story. 

Princess: Isn’t it always. 

Hero: Nothing sexy happens this time.

Princess: Now that’s new.

The hero’s lips twitch into a grin instinctively. He lies down, exhausted. The princess stands up from the floor and the hero watches her make her way to him. The dress fabric stretches slightly between her legs. He looks away, but as he feels the bed shift as she sits beside him he looks up at her.

Princess: Tell me. Please.

She’s so earnest and he refuses to deny hey anything that would make her so happy. The hero tries to recall all he can remember of that quest. Not an easy task as he lies in the soft bed, with the warmth of the fire and the presence of his princess by him.

He tries to remember the cold, empty nights…

Hero: …Can… Can I just tell the short version? For now?

Princess: Go on…

Hero: … I was up north. In the prairies. The locals had reason to believe a holy place had been invaded by a plague devil or something. Mothers all collectively going crazy, mass hysteria, crops turning to drugs, you know. The fabric of reality being infected.

Princess: Oh,,,

The princess lays down by him. He feels the bed shift and sees her looking up at him, engrossed.

Princess: Plague devil… So, a daeva?

Hero: Yeah. So I spent a few days in their holy lands, looking for the devil. Here’s the thing…

The hero propped himself up on the bed, lifting his hands up to emphasize…

Hero: It… it was vast… Definitely no small spot of land… A huge spot of purely flat earth. Not a single hill. Not a single tree. Only plant life up to my knees and rarely ever a rock.

Princess: I’ve read of this place… The infamously wide prairies of the Gods…

Hero: I don’t know if there really are gods in that place, but it was surreal. For days I was the only upright thing around for leagues. It was freedom… too much freedom… The polar opposite of a cramped dungeon, you might say.

Princess: I don’t follow?

Hero: Like… I might have gone mad if I had to stay any longer. At day it was like nothing I did mattered. I could swing my arms around for days without hitting a thing. I could launch a hundred arrows and bolts all around me and harm nothing but dirt and grass. It felt like I had no consequences. The blue sky above me stretched above me like an endless expanse, and the earth below me an infinite grassy void, all meeting in the horizons surrounding me.  And… and at night time… I would like down and be surrounded, engulfed, in the immense, cosmic black sheet, illuminated by a trillion stars… I felt like I was excessively free. So free, in fact, I was kind of being pulled apart by all the space around me…

The princess grasps his hand. 

Hero: …The first thing I did after I finished the job and left the holy land… was camp in the closest cave I could find. Then I sought a nice cabin… I just wanted to feel kind of shut in again… Just a little closed off, you know?

Princess: Shh… I understand…

She stands up and takes his hand. He stands and she embraces him…

Princess: You’re with me… In my holy place, now. And I’ll make you feel the opposite of that maddening freedom now…

She gently grasps the tufts of his hair and pulls his face to hers. They kiss there and the hero is keenly aware of his hardening cock, and how he can’t hide it from her. She’s pressing against it…

Princess: I change my mind… I don’t want to let you take off my gown…

Hero: O-oh?

*** *** ***

The hero is naked… His wrists are tied behind his back… He looks up at the luminescent princess, wrapped in her shapely gown… She walks toward him…

Princess: I have spent the week or so surrounded, hero… Surrounded by tall, ever present hills… Holing up in quaint little cities… 

She stands before him, her hands on her hips. He watches her in awe and she smirks. It’s not merely a show for his own sake, to make him hard and want her… She genuinely feels superior in the moment…

The man before her, on his knees and desiring to please her, is one of the mightiest men in the land… And she, who has no official power and is seen as a vestige of the royal class… controls him easily… She wants to flaunt this tonight… 

And tonight, conveniently so, she believes it will be healthy of her to do so.

Princess: You say you wanted to be… surrounded by walls, after your ordeal. Well I want to be the one doing the surrounding tonight…

She widens her stance. The underside of her gown stretches… It’s inviting and the hero knows what she wants…

And he oh so willingly enters… He enters her dress, between her legs… He raises his head upward, slowly and carefully as though her thighs will clap down on him like a crocodile…

The sleek and smooth gown easily stretches to accommodate his head and body now…

He kisses the inside of her thighs, feeling fabric stretch against the back of his head and neck, sealing him in…

The princess looks down at the round bump rising toward her crotch… She pets the fabric covered head encouragingly…

Princess: Don’t fear… Your dear princess will never let you feel so free… I will not permit you to leave… Now kiss… higher…

The hero explores his way up, and as he does he reaches tighter areas of the gown… Though still comfortably flexible, it becomes less elastic around the upper thighs… He feels his head being pulled and guided toward her center almost…

He reaches his goal… When his face is where it should be, and her moist crotch is mere millimeters from his face, her thighs clamp down on him.

Princess: No escape, my dear. No escape at all.

*** *** ***

She wants to stand… But his technique is making it somewhat difficult… She’s petting him encouragingly…

Her dress wraps around his head, and her thighs locks it in place… He licks and kisses carefully. It’s his only key against the lock that is the princess… 

Sometimes she knows he needs space to breathe… She lets go of his head and he moves it away just a little bit to breathe… The dress stretches as he does so…

Then she pinches the bit of dress from her behind and pulls it in, and it drags the hero’s helpless head back to her pussy, where it belongs…

Princess: No no no… Break time is over… No leaving my legs… No leaving my gown…

She places one hand against her hip, and one against the hero’s head, encouraging him…

She gives in to the pleasure just a little and humps him soon…

She stands there, wrapped around her hero like the hills around the tiny cities in the kingdom, and humps and humps and humps her captive…

First just little leans into him when he’s doing a good job.. 

Then they become thrusts. She moans as she does so. 

Princess: Mmm… Good… Good boy…  Good Boy… Oh Yes. YES. YES!

She thrusts against him all through her climax… In the end she’s practically leaning against his head…

Princess: Oh… O-Oh… My love… oh~

She slowly gains her composure… The hero doesn’t move… He stays hugging her legs, head rested against her thighs…

The princess, loving feeling so shaken, and yet still thoroughly and ostensibly in control, speaks…

Princess: Mmm… You did such a good job, sweet hero… I want to reward you… But I need you to stay. To stay, surrounded, wrapped up down there, for just a bit longer. I don’t want to let you out.

She doesn’t imagine he has much in the way of objections… Until, however, she lifts one leg up… her toe rubs, gently, the tip of his cock, and he shudders. She chuckles… Teasing and riling him up…

“Sorry, hero,” she thinks, “But no freedom for you… You will cum… When I let you cum…”

Princess: Oh hero~ Won’t you stay mastered by my little feet and my dress for just a tiny bit longer?

She tugs the back of her dress again, pulling him closer to her legs, where he dripping pussy awaited… He couldn’t help himself but begin again, kissing her knees, and up… and up…

And in that candle lit room privy to no one but themselves, they stayed. The princess as his captor, mistress, and even cage. The hero as the beloved conquered prisoner, kept semi-forcefully warm by her legs and tight gown, as far away from the dreadful freedom and as close captivation as possible…

The Plucked Weed (The Starter Boss Wins)

 [Every adventure story begins with a first boss. An easy fight that launches the hero’s journey. But here the hero loses... Here the hero will be broken before his adventures begins...

...And it all might just not be an accident...

Heavy focus on a naked man’s torment than on the sexy lady herself]

There is a great problem in the many kingdoms... 

*** *** ***

News of disturbances in the peace all over the kingdoms hadmanaged to reach even the most secular of villages. Tales of bandits, mercenaries, and even rumors of the supernatural taking over towns and cities all over the world haunted the common man and social elites alike, and they were not unsubstantiated claims either. An aura of danger was enveloping the world...

Gabe Newell, or Big Gabe as he could not escape being called, had been one of the many educated boys growing up in Grinning Lane township. He was the youngest son of a family of farmers to the south who was sent to Grinning Lane to receive an education, a past he shared with many in the city. 

It was only two weeks ago that he was given his certification which proved that he had graduated from Grinning Lane Academic Center. He remembered the private conversation he had shared that day with his teacher, Miss Riria. She had a profound look of worry in her eyes as he told her his plan to use his education to travel the world... and maybe help people along the way.

He had always been unusually strong, a fact everyone in town acknowledged. And he was skilled with the axe and the sword. Paired with the knowledge he gained from schooling, there was no reason he could not spend a year or two seeing the world...

Miss Riria had expressed her disapproval. To her it was clear that he had been seduced by legends and stories of the famous heroes of old... Men who traveled and gained influence, and bringing an end to great evils... But she could not dissuade him.

Gabe knew that he could succeed as a traveler. He would not allow these dangerous times to steal away his youth. He could fight back against bandits and avoid dangers, and truly become something of value with his skills. He just needed proof for himself, a chance to wipe away the lingering doubts. The look of worry in Miss Riria’s eyes haunted him... He needed a way to bolster his confidence.

His chance came as a warning to stay out of the woods east of Grinning Lane. Dangers of a thief of some sort stalking the forests, stealing money and even livestock...

*** *** ***

“Aaand there. Please stop squirming, you’ll hurt yourself against the ropes.”

Gabe tried to scream in shock, but the tape keeping his mouth shut was as effective as it was humiliating. His captor had just then removed his last articles of clothing. She had done so slowly, allowing him to feel his cotton undergarment being slid down his thigh. The violation stung, but the fear was even more intense...

The petite lady with green skin and strange pointed ears smirked, dangling his pants on her finger before letting it drop. She was dressed in a thick cotton vest and short pants of strange, leather-like material. The thief he was supposed to bring to justice, but now held him captive.

“You weren’t much to worry about, little scout,” she chuckled. She felt his large pectoral muscles. “Despite your big build you aren’t much. Is this the biggest, strongest man that your paltry town has to offer? Do you presume to be a hero, hmm?”

Gabe couldn’t believe this! He was the strongest man in town, even among adults! He wasn’t unskilled either... And yet, without trouble, this thief lady had outmaneuvered, overpowered, and now violated his helpless body. How could this be? He shook with not only anger, but desperation and fear.

And this lady... what was she? Were there such people in foreign countries? Her short and yet plump stature was not so unusual, but her green skin was. And her ears were pointed...

The more he looked at her, the more he noticed. Her canines were more pronounced than any man’s. Her eyes were not brown, but a dark silver colour. Her lips were a dark, almost black purple, and he didn’t believe it was artificial..

“When all of the other men from the surrounding villages failed to fight me I had hoped that this town which they had all boasted about would prove interesting. Although you are a more skilled warrior than any of those before you...”

Her finger slid down from his chest to his abs... then his waist...

“...you aren’t anything I need to waste time on. I’ll break you in less than an hour...”

Her hand slid down his waist... around his balls...

Gabe shook and struggled as her she let his balls rest on her small palm. He then squirmed and struggled and tried to beg through his gag as her fingers coiled around them.

When she squeezed, very gently, he almost passed out. His body stiffened and his large penis grew erect at the fright...

“So scared of how I’m about to torture you? But you’re supposed to be the big, strong hero of Grinning Lane! Surely you can’t be so easily broken?”

She squeezed just a little harder, and with her other hand pressed one finger against his balls. With just a little jab she could deal so much pain and Gabe knew so.

“Won’t you at least try to be a little defiant with me? Resist me a bit? Dare me to hurt you before I break you, you big strong man?”

Gabe shook his head, tears falling from his wide eyes.

He was humiliated, but moreso he was terrified. He was helpless in her hands and didn’t deny this. He didn’t want to experience pain. He didn’t want to fight. If the gag wasn’t so strong he would beg this petite lady for mercy. For forgiveness.

“I’m sorry, but I can’t show mercy to heroes. Heroes always meet their doom in such painful ways, you know. They travel and gain fame and fortune for a few years, sure, but someone like me always eventually catches them. And they always struggle defiantly... But nothing but total destruction and emasculation awaits them. I must slowly, and agonizingly destroy your sensitive, fragile balls, dear hero.”

She gave just the tiniest prodding with her finger. It wasn’t a lot of pain, just the tiniest bit of pressure, but Gabe’s heart pumped wildly. He would give anything to escape now...

“...that is... if you are a hero?” she looked up at him, the smallest coy grin on he face.

Gabe, tearfully, shook his head.

“No? And will you ever be a hero? Or an adventurer?”

He shook his head. The small creature grinned, and Gabe realized just how shark like it looked.

“Well, that does make sense...”

She fondled his balls with her fingers while thinking...

“After all, a hero would definitely be able to do better against a little goblin like me. Not that it matters. They all fall eventually. I suppose I can skip all of the torture if you aren’t a hero... But you still came to try and arrest me, I can’t just forgive that...”

Poor Gabe began to cry and beg, but his captor had no comfort to offer him. She tapped his balls and stroked his stiff cock in admiration. Perhaps the poor man was going to cum from fright alone? That would be something.

“Oh shush. I told you I won’t torture you. Torture is only for heroes! You aren’t a hero or a warrior, and I am going to help you see that,” she said, looking down at the balls and throbbing cock in her hands. It was time.

*** *** ***

She reached into a sack and brought out what looked like a strangely shaped plant. A smile of sadism was on her face, her eyes bright with enthusiasm as she brought the tool to her squirming captive.

“This is a fungus we grow in our goblin cities to use on male goblins we don’t like. Don’t worry, it’s clean. Look carefully, human, at its three heads...”

There were three ends connected by vine-like wires. Two were rubber-like and knob shaped. The other was ring-like.

“You see, it’s not enough to scare you, little boy. After I let you go you might come looking for revenge, more determined to become a silly hero than ever! I have to make this memory haunt you forever, so you can never even think about heroics or adventuring without shuddering... Can you guess what I’m about to do to you, big fellow?”

Gabe couldn’t, only guessing it would be unpleasant... She chuckled.

She crawled atop him and ungagged him. Before he could shout she was shoving one of the knobs into his mouth and pinching his nose.

He struggled, but as he breathed through his mouth the knob began to expand and expand, a ballooning sphere pressing against his tongue and the front roof of his mouth. The goblin lady let go. Gabe shook his head, but couldn’t get rid of the fungus. It was stuck.

“And now the other end,” the gleeful goblin said, bringing the other end of the tube down. Gabe felt her small clawed hand crawl up his ass..

NO! Gabe struggled and squirmed, but could do nothing as the laughing petite woman slowly inserted the other end into his anus. And he felt it slowly expand.

The goblin gave it a test tug. It wasn’t going anywhere. It was stuck. Satisfied she stepped back to look at her handiwork. The poor would-be hero

Gabe felt tears crawl down his face. He tried to cry out, but the fungus was the perfect gag.

“Ha ha! Feeling comfy, big brave hero? I thought heroes were supposed to defeat goblins like me easily, not lose so badly we turn you into squirming naked tools!”

Gabe had no time to dwell on his humiliating defeat, as the fungi was beginning to activate... He felt the knob in his ass vibrating... It was... Pleasurable!

The obscenity made Gabe gasp, and the knob vibrated even more!

“Oh, you better calm down there unless you want to orgasm right in front of me. I bet your dignity will never heal if you do. The end I put in your anus will vibrate every time you exhale too hard. Stay nice and calm unless you want to make the floor sticky...”

The shame of having been so thoroughly humbled and violated after chasing dreams of heroics was already too much for the poor boy. He couldn’t let her have her way any more than that! It took some work, and was difficult as the knob in his ass shivered against his prostate... But he managed to keep his breathing low...

“Good... that’s right... But it’s time to put the last knob on!”

Gabe’s eyes widened as the goblin walked over and brought the last end of the fungus up to his cock. There was nothing he could do as she placed his cock into the ring. It squeezed snugly around his organ, like a soft rubber wheel.

Then it too began to squeeze rhythmically.

Gabe would have screamed if he could, but needless to say it was impossible to keep his breathing calm as he was being pleasured on both sides. The vibrating in his ass was continuous, and so immensely perfect. His teary eyes fell on the smug little goblin’s grin as he felt  himself succumbing to the loathsome, vile rape.

His first orgasm was mountainous, as thick gooey cum splattered onto the woodland ground. The cock ring did no stop its assault on his poor erection even as it softened and grew sensitive, and nor did the vibrating in his ass. He struggled and squirmed...

The goblin lady laughed. “What a big one! Have you never had sex before, hero? Is this your first sexual experience? Be careful not to get lost in pleasure, hero, because it’s only beginning!”

His cock grew erect once again. The squeezing... the vibrating... Gabe struggled against his bindings. He couldn’t cum again... No... please...

The goblin climbed atop his body and sat on his pectorals. She had taken off her short pants and he felt her small, bare ass and fuzzy pussy lips against his chest. Her enraptured, sadism filled face was pink with arousal now as she gripped his shoulders.

The sight of his struggling, panting, desperate face trying not to cum was gorgeous. That was the face of a breaking man. A hero destroyed, plucked before he even had time to grow. That was what she lived to do...

With both of his openings and his rock-hard cock being raped by her tool there was only one way for her to relieve herself of her lust. She climbed to here his wrists were tied together and grabbed his bound hands. Then, hanging upside down so that ther feet clung to the rope, her green back against his head, she grabbed his hands and grinded her pussy against his fingers. It was messy, but she managed to shove his fingers into herself in a satisfying way, making use of every inch of her victim.

Gabe moaned against his gag as he felt yet another orgasm coming. The goblin laughed as she forcefully fucked his hands. It was pure destruction of his spirit, dignity, and dreams...

*** *** ***

Hours later, Gabe was still bound and the tools still clung to him. He was still cumming, though they were only small squirts now. His rape as at its end.

The goblin lady grabbed his hair and forced  his view down on the floor. It was white and grey with goo.

“Look at this. This, down here, is your potential. Your dreams. Splattered uselessly on the ground.”

Gabe moaned in soft despair as another small, pathetic orgasm dribbled onto the floor. The goblin lady shook her head. She placed a finger under his chin and made him look up at her.

“You will stay safe in your little town. You will make something useful out of yourself. You will avoid even thinking about adventures as long as you love. Got it?”

Gabe nodded.

“Oh, don’t look so sad, poor thing. I’ve just saved your life. I’m not the scariest thing out there in the kingdoms that an adventurer can stumble upon, so you should be happy that I found and raped you when I did. Are you happy?”

He nodded his head.

She smiled and ungagged him.

“Wh...what are you?” Gabe said.

She smirked as she unplugged the fungi from his body.

“We are called the matrilineage guild. And my name is Gabriella.”

She untied the poor man, who dropped to the cum-soaked floor in exhaustion. She then packed up her things, along with much of the poor man’s money and sword (which he wouldn’t be needing any longer) and left him to find his way back to town.

*** *** ***

Miss Riria sat in her study when a letter was slipped through her window. She opened the envelope.

A message from her sister in arms from the guild, updating her on her latest conquests and plans to move on to other villages and towns. Included was, to Miss Riria’s dismay, a detailed account of Gabriella’s encounter with her student, Gabe.

She had warned him not to follow such silly dreams.

But she held no ill will to Gabriella. It had to be done.

The many kingdoms, for years, had been plagued by a problem of male heroes. For every heroine in history there were three male heroes doing just as much. This inequality had been used for years by kings, dukes, and men of all statures and castes to further push society in their favor. As tragic as it was, male heroics had to be stopped. Male heroes must be removed in order to turn society around. An age of heroines was at hand.

She placed the message in her locked cabinet for further reading at a later date. For now there was a more pressing matter. It seemed Gabe, after such a visceral humbling, needed motivation and Miss Riria was to provide it. She would set that boy on the right track to being a contributing member of the town.

She grabbed her coat from her closet, which hung next to her leather and iron traveler’s armor and jeweled sword, and went on her way.

***

[The ending, if you could believe it, was originally going to be way darker. I don’t think this is the last I’ll do in this setting]