Cinderella's "Ugly" Step-Sisters

Over dinner, Drusilla didn't pig out as much as Anastasia, but she still ate more than her fair share. And Prince Phillip still found it alluring to watch.

When he suggested she accompany him to the balcony, she shook her head. "How about you show me the castle?" she suggested. "The West Wing looks quiet, and the tower there looks so pretty."

Phillip obliged, and so they walked across the castle, chatting. Drusilla didn't talk as much as Anastasia, but she did seem a little sharper, even through the Elfweed haze. And he couldn't help but notice her much more haughty attitude - she would avoid turning her gaze towards the help as they walked past, and whenever they were near, she would adopt a much more "proper" gait.

When Phillip and Dusilla were alone, though, she was anything but proper. She kept rubbing up against him as they walked, and whenever they stopped, she would press her giant ass up against him. By the time they got to the West Wing Tower, Phillip was flustered. This girl was clearly coming on to him, and like Anastasia, Drusilla couldn't be further from his type. And yet, he couldn't help but notice the growing bulge in his trousers.

"Well, this is the tower," the Prince told her. "It's a long ways up, so I'm not sure you-"

He was interrupted as he noticed what Drusilla was doing: she was untying the laces holding up her dress, and before Phillip could react, the dress lightly flopped onto the floor. Beneath it, she was wearing the skimpiest, most scandalous undergarments Phillip could have imagined. Her tits were held up, barely, by a thin, sheer material with some kind of underwire. Her entire bulging, soft stomach was exposed, and beneath her belly, her crotch was covered only by the tiniest piece of sheer cloth, held onto her hips by the thinnest string - and as she turned around to show him the back, he could see that, well, there WAS no back. Instead, the strings continued, met up, and were then swallowed into the crack of her unfashionably huge ass.

Drusilla finished her rotation. "Like what you see?" she asked, in a low voice. "Let's go up the tower." And with that, she sauntered down the hall, swaying her hips from side to side, putting every movement of her massive butt, hips and thighs on display.

Phillip watched with a mix of confusion and awe. He felt like he should feel disgust, too, but in the back of his mind all he could remember was the incredibly hot sex he had just had with the equally fat Anastasia. Before Drusilla got too far away, he hurried after her.

As she began ascending the spiral staircase to the top of the tower, Phillip followed close behind, his eyes transfixed on the big, wobbling butt in front of him. The further they went up, the more Drusilla would sway her hips from side to side, or wiggle her ass slightly, or bend over in front of him. All Phillip could think of was that brief taste he had gotten of Anastasia's ass, and how much more he had wanted.

Eventually, they had to leave the staircase to enter the top floor of the tower, in order to access the very top. As they entered a large room, they heard a gasp - on one side of the room, a servant holding a broom was looking towards them, clearly in shock at Drusilla's (lack of) outfit.

Phillip wondered how he was going to explain this - but before he could, Drusilla stomped across the room and slapped the servant directly in the face. "You DARE look at your superiors?" she spoke towards the servant, in a commanding voice. "You try to rise above your station and rest your slovenly gaze on noble blood?" She slapped the servant again. "And when you do, you DARE to GASP at them? One must hope the gasp was purely at the shock of even being in the same room as those better than you. Was that it? Was that what caused that dumbstruck expression!?"

The servant merely sobbed and wailed, never having been treated like this before. Drusilla threw her to the ground, her almost naked body jiggling with the motion. "Say it. Say that's why you gasped."

"I- I gasped because," the servant choked out between sobs, trying to appease this new abuser, "b-because I was shocked to be in the same room- the same room as my superiors."

"Good, at least you understand. Finish cleaning the room, and then leave the castle. You're fired. Isn't that right, Your Highness?" Drusilla asked, turning towards the Prince.

The Prince stammered a response, "Uh- yes. You're... fired." Truth be told, he had no idea why he had agreed to that. But then, he had no idea why he was the hardest he'd ever been.

As they climbed the final stairs to the top of the tower, they emerged out into the cool summer evening air. The view from up here was even more stunning than the balcony, but Phillip couldn't keep his eyes off of Drusilla. For the first time, he really took in her looks, and, similarly to Anastasia, he realized just how perfect her features really were.

Her face was round, like her sister's, but he cheeks were a little chubbier - they reminded him of a chipmunk, but in a cute way. Her lips were plump and round. Her eyes were large and probably very pretty, even without the heavy makeup caked on, and despite the fact that they were barely open, through her stoned haze. Her hair was cut in a similar bob to Anastasia's, but longer, down past her shoulders, with the same sort of bangs across her forehead. Rather than being dyed a solid color though, her hair followed a smooth transition from her natural brown locks, to a bleached blonde. Whereas Anastasia looked beautiful in the way a cake looks beautiful, Drusilla gave a much darker impression - like a rich, dark chocolate.

Drusilla could tell the effect she was having on Phillip. She sauntered over to the edge of the tower, and leaned against the parapet, spreading her legs and arching her back slightly, propping up her wide ass. She looked over her shoulder, and in a low voice, said, "Well, Your Highness, dig in."

Phillip's feet moved before his brain did, and before he realized it, he was kneeling behind Drusilla, his face mere inches from the fattest ass he'd ever seen. He reached up, his hands dwarfed by her asscheeks, and spread them. Inside, he could see her tight asshole, only barely blocked by the thin string of her undergarments. He also noticed a sort of darkened skin between the cheeks - he guess caused by the constant chafing of her enormous butt and thighs. It was the most beautiful sight he'd ever seen.

He pulled the string aside, and dove in. First, with a few tentative licks, just tasting her ass and probing around. Drusilla moaned over the parapet, and arched her back more. After a few more licks, Phillip grabbed her ass cheeks and pressed them around his face, savoring the feeling of being completely enveloped in her ass as he slobbered over her tight, pink hole.

Drusilla writhed in pleasure, and she knew she was where she was meant to be. High in the towers of the castle, overlooking her lowly subjects, as the ruler of the land ate her ass. This was the future her mother had been preparing her and Anastasia for, and it was coming true. She reached back, grabbed Phillip's head, and ground it into her ass, screaming with pleasure. She hoped the pathetic servant was still cleaning the room beneath them, hearing their obscene cries.

After a few more moments, she let go of Phillip's head - though he didn't move, still licking her ass with wild abandon, now trying to penetrate her with his tongue. She pushed him back slightly, and commanded, "It's time. Fuck me."

Reluctantly, the Prince left her ass and stood up. He unfastened his belt, and dropped his trousers, revealing his massive member. Drusilla moaned, "Oh, Ana wasn't lying."

Phillip was somewhat stunned to hear Anastasia had told her sister any details of last night, but he didn't think too hard about it. Right now, he needed to fuck Drusilla. He got behind her, and lined his dick up with her sopping wet pussy - before she pushed him back slightly. "No, not there. My ass," she told him.

Without thinking, Phillip rubbed her pussy, gathering the juices, and spread them across his cock. Then, he lined up with her spit-slick asshole, and started to push in. There was resistance at first, but as Drusilla pushed back, Phillip started making progress - the first inch, then the second, third, until finally he was balls deep in her ass.

This was entirely different from the sex he had had last night - whereas Anastasia was soft and pillowy and warm, there was a harder edge to Drusilla. Her asshole felt like a vice, gripping as hard as possible, trying to milk his rock hard dick.

Slowly, he pulled out, and then pushed back in. Drusilla moaned, a quiet, low "Fffffuuuuuckkkk...." as he did so, and then as he did again. Soon, he was picking up speed, until a few minutes later, when he was truly fucking her ass.

Anyone on the lower parapets could likely hear their moans, and the rhythmic SLAP SLAP SLAP of their bodies colliding. Prince Phillip could not fathom the image in front of him - the giant, wobbling ass that jiggling with each thrust, framed against the city below them. Fucking a skinny girl from behind had never been like this.

By this point, Drusilla had reached below herself, rubbing her chubby fingers against her clit. She loved being fucked in the ass, and she knew the power it had over men - especially men she had just met. And as she gazed at the city below, wave after wave of orgasm crashed over her.

As Drusilla's body spasmed in front of Phillip, he could feel her already tight asshole grip him tighter, and with a final thrust, he unloaded deep in her bowels. Staying inside her, he leaned forward, catching his breath. As he did so, he kissed up her soft neck, then to her ear, and as she turned her head, they passionately made out beneath the moonlight.

Finally, his dick having softened enough, Phillip pulled out of her with a soft POP. He staggered back, and saw a slow stream of his cum leaking out of her fat ass. The thought of this image would have disgusted him just days prior, but now it was unbelievably sexy.

And he was caught completely off guard when Drusilla reached back, scooped the cum leaking out of her asshole into her hand, and popped it into her mouth, licking her fingers clean. Phillip had never seen something so filthy... and he wanted more.

---

Phillip and Drusilla never made it back to his bed chambers - instead, they found some blankets in the floor below, and slept beneath the stars. As the sun rose, Drusilla leaned over Phillip, and gave one final kiss. "I should get back to my mom and sister," she told him, and then gathered up her skimpy undergarments and descended down the tower.

Phillip stayed for a bit, watching the sky change from purples to oranges to the clear blue of a morning sky. He couldn't wrap his head around what was happening - he had started this whole ordeal looking for this cute, classically beautiful fair young maiden he remembered from the Ball. But instead, it led him to two fat whores, who had each given him the best sex of his life. And the whole castle knew it by this point.

He was still pretty sure neither of them was the girl from the Ball - he had been drunk, but he wasn't drunk enough to completely forget what these women looked like. But... he liked having them here. He tried to rationalize it as saving face after his very public quest to find his love, but truth be told... he had just enjoyed the last couple nights.

But even if he did want them here, he'd have to choose one of them to be his wife. It wasn't proper for the Prince - well, King at that point - to be cavorting around with a couple of fat whores. Who would he pick? He didn't even have the excuse of knowing who the glass slipper came from.

---

Far below the castle tower, Cinderella pushed through the underbrush of the surrounding forest. In her hand was the original glass slipper - she had found it in the garden after the Prince and his men had left with her step-family. She didn't understand why they had left it there or why the Prince had taken them with him, but surely it was some sort of vile trick on the part of her stepmother. It had taken the first day to figure out how to get onto the castle grounds without any guards noticing, and another day to scout the castle walls for any secret way in.

Now, she prepared to infiltrate the castle, and find the Prince, and reveal to him what had really happened. Then they could be together, at last! She attempted to shake off her grogginess - it was hard enough sleeping in the forest nearby, but last night, she was kept up by the strangest noises being picked up on the wind.

Still, she pressed forward. She reached an outer wall of the castle, one that was overgrown with vines and moss, which led up to a window. With all her might, Cinderella scaled the overgrown wall, clinging to vines and searching for every foothold in the stone wall. Finally, she reached the window, and pulled herself in. She silently padded around the castle, searching desperately for the Prince.

Finally, towards a great hall, she swore she could see his silhouette illuminated against the wall from an adjoining room. She rushed forward - straight into a giant wall of man. She bounced off of him, and looked up - she saw a swarthy man wearing the uniform of a Royal Guardsman, looking down at her. Quickly, she fished out the glass slipper from her bag. "Please, sir, I'm the girl the Prince was searching for! I'm the one from the night of the Ball! You have to-"

Suddenly, the glass slipper was snatched from her hand. Cinderella spun around, only to see her stepmother holding the shoe. "Please, mother," Cinderella pleaded, "You have to tell them-"

Cinderella was cut off as her stepmother tossed the shoe at the hard stone ground, and watched in slow motion as it shattered into countless pieces - shattering her dreams with them.

"Now, off to the dungeon with her," Lady Grey commanded. The large man, Captain Laurel, motioned to two guards who had entered the room during the commotion, and then grabbed Cinderella roughly by the arms.

Cinderella sobbed loudly as the guards dragged her lower into the castle.

---

Prince Phillip had heard something shatter from the other room, and went to investigate. Inside, he found Captain Laurel and Lady Grey, standing beside some shattered glass - and the wailing of some woman being pulled into the distance. "What happened here, Captain?"

Captain Laurel looked to Lady Grey, who subtly winked at him. "Nothing, Your Highness. Some crazed peasant girl snuck into the castle. She's being hauled off to the dungeons - and rest assured, I will investigate this and punish any guards on duty for such an embarrassing failure to protect the castle."

Prince Phillip looked towards the hallways, where he could still hear the girl sobbing as she was dragged beneath the castle. "Crazed peasant girl, eh? Well, begone with her, then."

---

Prince Phillip took a nice, well-needed bath. He soaked for what must have been an hour, in an attempt to clear his head, but as he dried off, he knew he hadn't figured anything out.

As he finished getting into his eveningwear, he heard a knock at the door of his bed chambers. He was surprised - the servants knew not to bother him this late. He walked to the door, and pulled it open. On the other side was the Lady Grey, looking as prim and proper as ever. Though... given his last two nights, Phillip couldn't help but notice her bulging curves with more appreciation than he once had.

"Your Highness," Lady Grey started, in her sultry voice. "I can't help but notice you seemed... troubled today. I thought it would bring you great joy to finally find the girl from the Ball. Surely you know if it was Anastasia or Drusilla by now?"

Prince Phillip shook his head, as much at himself as at Lady Grey's question. He couldn't even tell if the question was honest, or if Lady Grey was just playing him. "Your two daughters are lovely. We had, ehm," he cleared his throat awkwardly, "I had two very lovely dates with them. Unfortunately, I'm no closer to knowing who was at the Ball. Do you have any insight..?"

Lady Grey moved forwards, into the room. Phillip let her come in, and closed the door. She turned towards him, after sizing up his bed chambers. "Well, whose company did you enjoy the most? If either one could be the girl you're looking for, clearly the one you had the most pleasant evening with would be the correct choice."

Phillip once again shook his head. "Truth be told, I'm not convinced either one of them is the girl I met at the Ball." He looked up suddenly at Lady Grey and stammered, trying to clarify. "Uh- n-not that I'm accusing them of lying or anything, it's just... well, your daughters are pretty far from... the type of woman I normally court. I think I would have remembered if I met them at the Ball."

Lady Grey nodded solemnly. "I see. So you don't think either of my daughters are beautiful?"

"No- I think they're very beautiful!" Phillip blurted out. "Now, I do, anyway. It just took me a bit to... realize it."

"So you don't like their company? You wouldn't find either one to be a pleasing bride?" Lady Grey continued questioning.

At that, Phillip suppressed a nervous chuckle. "No, I like their company very much," he said, tugging at his collar. "The last two nights were... amazing."

"So what's the problem then, Your Highness? If either one could be the girl from the Ball, and you find both beautiful and pleasant to be around, why do you seem so glum?" Lady Grey asked, concealing her own knowing expression.

Prince Phillip pondered the question, and gave an answer that deep down, he already knew. "I guess... I just don't know which one to pick. They're so similar, but so different, too."

"Oh you poor dear," Lady Grey said with poorly concealed mock sympathy. "Torn between two loves. If only... if only you could marry both! Think of it - you could have Anastasia and Drusilla at your side for the rest of your life, comforting you, helping you relax after a long day ruling the kingdom... pleasing you whenever you need it."

Prince Phillip blushed, not only at the last part, but at the suggestion in general. He gazed at his own feet, troubled by these thoughts. "Two wives? Two queens! It's not proper - it's just not done!" he said, almost more to himself than the Lady Grey.

"But why not? You're in charge. You can do whatever you want. Assert your dominance... let the kingdom know what you love. Show the world your three queens!" Lady Grey said, her voice rising to a dramatic, thundering call.

Prince Phillip couldn't deny the appeal... wait. Three queens!? He looked up, startled, and saw Lady Grey unbuttoning the blouse beneath her dress, and watched in surprised horror as the fat cleavage start to spill out. "Yes, my lord..." she repeated, "Three queens."

---

Deep in the dungeons, Cinderella cried quietly to herself. She could barely see anything - only a thin window at the top of the wall let in any moonlight. She'd been fed only scraps since the morning, and eaten almost nothing the two days prior.

She didn't know why things had turned out this way - she was only pursuing true love, just like her Fairy Godmother had told her to. And yet... here she was, cold and starving in a dark dungeon.

She laid her head on the rickety wooden bench they had provided as a bed. And tried to drift off to sleep.

Suddenly, light approached from down the hall. Footsteps came closer and - it was him! The Prince! He finally came for her!

"M'lady, Cinderella is it? I'm sorry - I've only just discovered your stepmother's dastardly plan. I'm here to rescue you and put a stop to all this madness!"

He produced a ring of large metal keys, and looked for the right one, before jamming it into the locked cell door. Suddenly, more light and footsteps approached from down the hall. The Prince stopped unlocking the cell, turned towards the hall, and drew his mighty saber.