Something wet and rough brushed against Stein’s cheek, interrupting his peaceful slumber. It must’ve been that damned cat again, but how? He distinctly remembered closing the window before going to bed last night...

Stein turned his face to the side with an annoyed growl, (which was oddly high pitched) hoping to deter his assailant. His plan worked for a few seconds, up until the cat began licking his exposed neck instead.

“Stop it, Fluffs.” He said, moving his hand with the intent to push the cat off the bed.

Just as it struck him how strange his voice sounded, his hand impacted something soft, round, and fleshy...

“Ahng!” A femenine voice moaned, “So you like to play rough, do you?”

That’s definitely not Fluffs. Stein realized, snapping his eyes open. Lying in the bed next to him was the most attractive woman he had ever seen, and attached to that woman’s bare breast was his own hand- which looked a lot more delicate than he remembered.

Stein gasped in shock, but did not let go, he only continued to stare at the- uncovered- sloping curves of this stranger’s body. It took a pretty long time for his eyes to eventually make it up to her face. Moonlight coming in through the window illuminated the fact that she had a short, pink pixie cut, there was a look of ecstasy on her face, and… she had little red horns.

“Wha-” Stein began, but was cut off as this stranger shot out a hand toward him, grabbing him exactly where he was grabbing her… except. It was the strangest sensation, not necessarily a bad one, but she was grabbing on to something that certainly hadn’t been there when he had gone to sleep.

Stein looked down to realize that this stranger in his bed was groping a pair of breasts. A pair of breasts attached to his body. Then Stein panicked, crying out in shock and fumbling out from under the blanket to collapse on the floor despite a groan of complaint from his bedside companion.

The shock of the cold air forced some sense back in to Stein’s head, enough for him to take in the entire situation and realize all at once that: he was naked- even though he never slept naked, he wasn’t in his room- this wasn’t some tiny city apartment, it was some sort of lavishly done up bedroom out of a fantasy movie- plush curtains around an enormous bay window, a large canopied bed, and stone floors, but most importantly of all Stein was very clearly no longer a man.

“What’s going on?” He asked, but it was a high feminine voice that came out of his mouth. “Why-”

The woman cut him off, “Just follow big Sis’s lead and everything will be fine.” She said as she wrapped her arms around him- burying his face in the bulbous mounds on her chest.

Despite everything, Stein found the hug to be quite soothing, up until her arms started moving down along his back, down, down, and down…

“Eek!” He cried as the woman grabbed ahold of an unfamiliar appendage on the small of his and gave it a light squeeze, sending a wave of pleasurable pain surging through his spine.

“Pay attention now,” His assailant said, releasing his tail. Tail? “This is important.”

“Nng!” Stein moaned in pleasure as the girl’s hands moved up to his chest and groped his sensitive bits again, sending his mind into turmoil.

Yes the other woman was attractive, and sure what she was doing to him felt good, but that wasn’t the issue. The real problem was that he had spent the last eighteen years as a male, so the thought of losing his virginity as a girl- even if it was with another girl- was something his mind simply couldn’t handle.

So once she leaned in with her lips puckered in preparation to steal his first kiss, Stein’s eyes rolled back into his head and his body went limp.

***

“Uhh, are you okay?” The thing asked, poking Stein on the cheek.

“What happened?” She wondered aloud. “I’m trying to teach you your new duties here, comon new Lil sis.”

Stein groaned at a not too gentle nudge on his shoulder.

“The fresh meat are usually more receptive than this,” the nude woman complained, ”I can’t get in trouble with the big boss again, not after that fiasco with the last newby who wasn’t even fine with being naked. It’s sort of the whole succubus’s thing- being naked and sexy, yet you fainted just from a bit of fondling and tail pulling. Come on!”

Stein was vaguely aware of hands on him, hands turning him over onto his stomach, and then firm hands raising his rear end into the air.

“Okay, the big boss really does not like delays, it’s time to get up,” Mindy poked the new little sister’s face a couple times without result. Stein laid still, not liking the new position, but maybe it was all a dream and it would pass soon… The woman’s voice was right in his ear when she said, “Well, it can’t be helped.”

There was only the faintest warning- a quick breeze of air- before a resounding slap connected with Stein’s new female rear end.

This tale has been pilfered from Royal Road. If found on Amazon, kindly file a report.

With a cry of pain he flipped over and scrambled back- looking up at the nude woman in terror.

It wasn’t just a nightmare, Stein realized with his rump throbbing. I’ve been turned into a girl, and I’m being attacked by a sex crazed demon...

“Let’s try this again.” Mindy said, before slinking towards him on her hands and knees- drawing his eyes to her jiggling assets.

Bouncy bouncy bouncy… No! Stein slapped himself in the face, I can’t let myself get distracted, otherwise… There was no time left to think about it, because the demon was only an arms length away.

“S-stay away!” He screamed, scrambling further backwards until his back was to the wall, just next to the windowsill.

As he noticed the curtains fluttering in the wind, Stein realized that the window was open and began formulating his plan of escape.

“What’s the big deal?” The succubus asked, her seductive voice now carrying a tone of annoyance. “Hurry up and give big sis a kiss already, or we’re gonna be late!”

The words fell on deaf ears as Stein crawled to the window and hoisted himself up before looking outside. Thank goodness! He thought, We’re on the ground floor.

“That’s not going to help you...” The woman warned, but after the warning she did nothing to stop Stein as he climbed out the open window. “Well, at least we won’t be late anymore.”

“A succubus that’s afraid of kissing…” The demon woman mused, as she followed Stein through the window. “The master’s going to be furious.”

Stein had never been a particularly agile person, so it came as quite the surprise when he was able to practically fly out of the window.

No, he was flying. The ground drifted by beneath him in a rush- it was some sort of trimmed garden with white stone paths lined with flowers and artificial ponds. It was like being on the grounds of a mansion.

Stein looked back then, and gasped at the sight. Mansion was not the right word, it was a castle. He had just leapt out of a castle window and was flying over its sprawling garden… and the naked demon woman was following him. She was waving her hands like crazy as if Stein was going to go back to her-

At once the sensation of flight came to an abrupt, cold, and wet stop. The nighttime air was replaced by a freezing splash as Stein crashed into one of the previously serene ponds.

The water where he landed wasn’t all that deep, he sat up on his knees and coughed, brushing away his surprisingly long hair. Stein suppressed a groan as the demon woman landed easily alongside the pond, she had simply drifted through the air as if it was the easiest thing in the world. She crouched down, making no effort to keep her legs together, and tutted, “Now now, this isn’t the kind of wet that you’re supposed to get.”

The cold water certainly did a lot to help clear Stein’s head, he wasn’t so flustered by her nudity anymore- even if she was being so brazen about it- so he was able to ask, “What’s going on?”

The woman rolled her eyes, although Stein still wasn’t quite able to maintain eye contact. He was only human after all… or he had been. Instead of answering his question the demon woman stepped ankle deep into the water and promptly grabbed ahold of Stein’s hair. Stein cried out in surprise and pain as he was yanked to his feet paraded, naked and pulled by the hair, out of the pond and down one of the garden paths.

The entire affair awakened an odd sense- some sort of warmth- and it emerged from… from his tail. Again, maybe with a bit more desperation this time, Stein pleaded, “Please tell me what’s going on.”

“We’re going to go and see the big boss.”

“The big boss?” Stein asked, but the demon refused to elaborate further as she dragged him towards a nearby gazebo surrounded by a wide variety of flowers and other strange plants he had never seen before.

“Master, we have arrived.” The demon said, releasing her grip on Stein’s hair.

As if in reply, there was a sudden intense tingling sensation in Stein’s head, followed by static buzzing in his mind, like a radio’s static being played against his ears.

W-what the hell!? Stein wondered, snapping his head in the direction he perceived the feeling from. There, in the center of the gazebo was a marble pedestal with… Was that a glowing rainbow bowling ball?

Stein continued to stare at the glowing orb for a few more seconds as the static got louder and louder until there was a pop in his mind and the noise went away as suddenly as it had started.

“Sorry Master, I think this one’s a little slow.” The demon behind him said, before grabbing him once more by the hair and dragging him in front of the orb. “She tends to freeze up from time to time.”

“The big boss is a bowling ball?” Stein asked.

The woman ignored him, instead crossing her arms, nodding a few times, and speaking to the bowling ball, “Yeah, I don’t know, she doesn’t even like being touched.”

All the while the bowling ball just sat there. Then the woman raised her arms in a frustrated gesture, “Yes, I know she’s supposed to be a succubus, touching is sort of our thing. You’re the big boss though, you’re the one who made all the creatures here, shouldn’t you be able to fix her?”

Stein looked back up at the orb- now within arms reach- as he wondered what was going on for the umpteenth time since waking up in this world. The other girl insisted on calling the thing Master, but no matter how he looked at it, it was just a pretty bowling ball.

With that, something clicked in his head. What if she’s just as confused about all this as I am? He thought, suddenly viewing the situation in a new light. That would explain why she’s talking to a bowling ball…

Stein resolved himself then and there. He’d help this confused girl, and together they would figure out what was going on. “It’s just a bowling ball,” He said, inserting his two fingers and thumb into the holes on the ball, before attempting to lift it from the pedestal. Oof, this thing’s really heavy!

“Hey, what are you doing?” The naked demon woman screamed.

There was actual terror in her voice, and it was so surprising that Stein let go of the bowling ball with a yelp.

It fell to the ground and shattered into a few hundred pieces. “Oops.”

An entire twisted symphony of piercing wails filled the air, so loud it was as if the voices were piercing Stein’s own mind. Like voices were being let loose in to his very skull. Those sounds faded after a moment, leaving only a faint ringing in his ears. He asked, “What was that?”

The demon woman cried out, “That was the dungeon master- he’s the one keeping us all alive you-”

Stein stared in horror as the succubus in front of him started to shine brightly with every color of the rainbow and then she… Exploded. Figuratively. Wait, no, literally definitely literally. It was as if a firework had gone off in his face.

Then a multitude more explosions sounded from the castle, followed by the castle itself starting to shine brighter and brighter until it was brighter than the sun. Oh shiiii- Stein didn’t get to complete that thought, because a massive shockwave blasted him off his feet so fast his mind couldn’t keep up. Nor could his consciousness, apparently.

Stein’s body ragdolled away at a velocity that would probably kill or at least severely injure any human, landing right back into the pond he had fallen into earlier, except this time he landed almost smack dab in the middle and sank deeper and deeper as the sounds of the firework display above him faded out until it was no louder than making popcorn.

But he didn’t stop there, he sank even deeper yet, until he was surrounded by nothing but darkness. All of the ponds inhabitants turned belly-up around him before exploding like everything- and everyone- else. Finally, long after the last explosion sounded, Stein hit the sandy bottom of the pond causing some obnoxious blinking words to appear in his mind and wake him from his daze.

You have reached the exit to InsertNameHere (Cleared).

Exit Dungeon? Yes/No

With a drowsy sort of consciousness Stein reached out to the strange words, and maybe he did it physically, or maybe just in his head, but either way he gave a good, solid, push to the word, “Yes”