The Masked Man

How long had she been here? Days? Weeks? She had no idea. It was dark in the room she was in, and she heard no sounds from outside. The walls around her were gray and made of stone, much like the dungeon of a castle. She imagined that Canterlot Castle's dungeon probably looked a lot like this. As far as she had known, she had never been there.

Unless she were there now?

She looked up with as much energy as she could muster and surveyed her surroundings, taking in her situation. She had been completely stripped of her clothes as well as her dignity, her large DDD cup breasts and vaginal areas exposed for all to see. She stood in the middle of the room, her wrists shackled above her and her ankles chained to the floor, forcing her legs to be spread out and causing her to lean forward a bit. Her long, full purple hair rested on her back as well as her shoulders, still looking elegant if not as well kept, and while her white horn hadn't been chiseled off thank god, she did have an inhibitor ring placed on it, preventing her from using any of her spells.

Not like she could anyway. Magi like herself could only use magic to release themselves if they knew a spell for it. Twilight could have broken these locks easily. She was someone you needed to use an inhibitor ring on if you wanted her tied down or lock her up. Hell, even that might not have been enough, as she had ascended and became an angel like Celestia, Luna, and Cadance.

But alas, she wasn't an angel, nor was she Twilight. This inhibitor ring on her was just a means of accentuating how helpless she really was.

“Well, look who finally woke up,” her captor said walking in. She had no idea who he was. He wore a mask over his face at all times, only his mouth showing. Rarity did know one thing about him. He had blond hair a white horn, and was built like a champion. Lean, but not overly muscular, sort of like Twilight's brother, Shining Armor. There was something about him that felt familiar, but she couldn't put her finger on it.

What she was focused on right now was the fact that he, much like herself at this moment, was naked save for the mask concealing his identity. And if the size of his erect cock was anything to go by, his intentions were anything but pure at the moment.

“You fainted from the last pounding I gave you,” he said, “I thought I had killed you for a second,” he grabbed her cheeks with one hand, “Good toys are hard to come by.”

Before she would have spat in his face, but she had lost the will. She didn't know how long she had been in here, but she did know that it was long enough for anyone to give up on searching for her. Even if that wasn't the case, her captor had let her know that she was basically in the middle of nowhere. No one was going to find her even if they were looking.

Her captor let her face go wand walked off behind her. He moved a few things around that she couldn't see, and picked up two clamps tied together by a chain.

Oh no. They were going to play that game.

Her captor walked in front of her and smirked, “You're strong willed, I like that,” he said, “But every time we do this the time you last gets smaller and smaller. I wonder how long you can hold out this time.”

He grabbed her left breast and squeezed it. She hated herself so much for this, but it was so arousing the way his hand cupped her breast. The fact that she couldn't stop him only made the way she felt even stronger.

“You like that, don't you?” he asked her softly yet arrogantly. He didn't care for the answer, nor did she plan on giving him one. Not just out of principal, but because she didn't know what answer felt right anymore. Saying “yes” would be admitting that she had become his slut, but saying “no” would be a damn lie.

His other hand made his way to her crotch, and he began gently fingering her. She took a deep, shuddering breath. This felt good, she didn't want to lie, but he was still her captor. He had taken away her freedom as well as her dignity.

Ohh… but his touch feels so divine…

He brought her in close, and kissed her both passionately yet gently. Despite herself, she soon found herself returning the kiss. She remembered what this man was, and it killed her inside to know what she was doing, but she couldn't help herself. It felt…

No! This was what he wanted! She wasn't going to fall for that!

She pulled away suddenly and turned her head, scowling both at him and herself. He laughed, of course.

“Now there's the feisty bitch I remember,” he said, “Trying to remind yourself that you hate me, right? How's that working for you.”

“Fuck you...” she said, her voice a little horse from both lack of speaking and all the screaming she had done.

“In time, my pet,” he said, “But now we move onto the next phase of the game. Since you clearly don't want that side of me, perhaps you want THIS!”

He grabbed her hair roughly, pulling her neck back. This was the real man behind the mask. Ruthless, rough, sadistic.

He took one of the clamps hooking in on her left nipple. She winced in pain as it bit down, and then hissed as the other clamp bit into her right nipple. The pain was so much, she could barely stand it. No, she wasn't going to scream. Not yet at least. He wanted to hear her scream. He wanted her to cry. He wanted her to beg him to stop.

She wasn't going to do that. She was not going to give him the satisfaction.

“You know, this is my favorite part of our game,” he said walking behind her and picking something else up, “I sometimes wonder which part you like the best. Is it the first part, or is it when I do THIS!”

She heard a crack behind her, and immediately felt a sharp pain on her back. She grunted in pain, but that was it. She wouldn't cry. She wouldn't scream. Not this time.

“I heard that your family finally called off the search,” he said, “They're presuming you dead. How does it feel to know that they ABANDONED you?” he whipped her again, making her grunt louder, “To know that it's official. You're my plaything now. My BITCH!” he whipped her, “My SLUT!” again, “For the REST of YOUR LIFE!”

Each crack of his whip, combined with the constant biting on her nipples, was pushing her closer and closer to the breaking point. That crack in her will that was getting bigger the longer he did this to her.

“Not even your friends cared enough to continue the search,” he emphasized his point with another crack of his whip, “What were their names? PINKIE PIE?!"

crack

"RAINBOW DASH?!"

crack

"APPLEJACK?!"

crack

"FLUTTERSHY?!"

crack

"Oh, and let's not forget PRINCESS!"

crack

"TWILIGHT!"

crack

"SPARKLE!”

crack

Each syllable was emphasized with that accursed whip, and by now she couldn't hold in her tears. The pain, both physically and emotionally was becoming too much to bear. She wanted this to end. She needed this to end.

You can end this. He's a reasonable master. Just beg him to stop, and he will.

NO! You're not going to let him break you! You are the Element of Generosity, the mightiest element of them all! You are strong! You can fight this and him!

Stop deluding yourself. You're wrists are chained to the ceiling, and your feet are chained to the floor. There's only one way he's going to stop. You have the power to end this.

No… No…! NO!!!

As the battle in her head continued, her captor continued to whip her. The pain on her back was too much. The pain on her breasts was too much. On impulse, she screamed.

“STOP!!!! PLEASE STOP!!!! NO MORE!!!!” when the whipping stopped, she broke down and cried, “No more...”

Immediately, her captor walked over to her and removed the clamps on her nipples. His horn glowed, and a warm feeling came over her back, healing her of all wounds. He always did this after they were done.

“Don't cry, my pet,” he said embracing her, “Was that too much? We don't have to play that game anymore if you don't want. All you have to do is become my pet once and for all, and it ends.”

“You'll… never hurt me again…?” Rarity asked, knowing exactly what she was doing, but suddenly not caring. Something died inside of her at that moment, and in its place something else was born.

“I promise,” he said killing her neck, “From now on, as long as you're a good pet, we'll do more of this.”

His hands caressed her hips, and she felt his still erect cock rubbing her slit from behind.

“Why don't you tell me what you want?” he whispered into her ear, letting one hand grope her right breast, and the other hand lightly finger her, his thumb lightly rubbing her clit.

What did she want? She felt like there was something she wanted before, but right now all she could think about was the tender way he touched her. She took a deep breath as he gripped her breast hard and ran a finger in her upper inner wall at the same time. Fuck she was getting so wet right now.

“Well?” he asked again, “What do you want?”

He kissed her neck, gently and lovingly. She knew what she wanted. Oddly, as she decided, something within her faltered, and for a split second she felt great sadness.

“Take me...” she begged, “Take me now...”

Her master smirked, and pulled her back a bit. He then placed his cock inside of her pussy, and began thrusting hard from behind. It felt so good that she damn near came from that.

As he thrust into her, he kissed and licked her neck, eventually turning her head to his and claiming her mouth with his. This time she returned the gesture with fervor, not hesitating for a second. They kissed all while he continued to thrust. It was only a few minutes before both of them came hard.

“Will you love me?” her master asked after a second.

“Yes,” she panted.

“Very good, pet,” her master said pulling out, “I'll move you to my bedroom in a bit. I need to get things ready for you.”

“Thank you...” she said softly. She didn't know if he had smiled or anything. All she knew was that he walked out of the room and closed the cell. As she took in what happened, a feeling of both joy and shame came over her. She was finally out of this cell, now to be moved into her master's bedroom.

But she'd never leave this place. She'd never see her friends or her little sister ever again. She was truly, utterly, helpless.

When Rarity woke up, it was morning. No longer was she in a dark cell with her master, nor was she in his bedroom collared to his bed post.

She was in her own room, with a bit of a mess to clean too.

“Ugh...” Rarity fussed looking at her bedsheets, “The same damn dream every night.”

She didn't really know when the dreams started. Sometime last year, she supposed? Definitely after the Grand Galloping Gala. Growing up she, like many magi, had a fondness for books. The stories she was always drawn to though were the ones with a princess being held captive by a dangerous villain. She loved reading the princess' side, as she begged and pleaded with her captor to release her.

Yet oddly, once the hero came to her rescue, she always lost interest.

In her mid teens, while practicing her craft of sewing, she had a bit of an accident that revealed a certain part of herself. She didn't know how she ended up wrapped up in yarn, but it probably had something to do with Opal, who was still a kitten at the time. Either way, it revealed to Rarity why she loved stories of Princesses being captured, and why she was always disappointed when the hero came to her rescue.

She had a kidnapping fetish.

“Oh well,” she sighed, “This isn't going to clean itself, now is it? No point in thinking about things that can't be changed.”

Still, as she got out of bed and pulled her covers off, she couldn't take her mind off of the dream. To most people, it was a nightmare, but not to Rarity. That was probably her favorite dream, and it always seemed to move forward in steady progression. She remembered the dream where she was captured to begin with, she remembered when her captor whipped her for the first time, and she remembered every time they fucked.

The man in her dreams never made love to her. It was always rough, and violent. Yet Rarity loved every second of it. Maybe not in the dream, but it was a role. She was an actress in her dreams, and the role she played was one she loved playing every night.

She just wished she knew exactly who it was in her dreams. It was the same man every-

“Morning Rarity!”

“AHH!!!” Rarity screamed, her ten year old sister Sweetie Belle looking at her confused. She must have just gotten up herself, as she was still wearing her pink nightgown (custom made by Rarity) which flattered her growing figure perfectly. Rarity could tell that Sweetie Belle was going to grow up to be quite the bombshell when she got older.

Shame Rarity forgot that Sweetie Belle was staying over for the week…

“You okay?” Sweetie Bell asked.

“Oh yes, darling, I'm fine,” Rarity said playing it off, “Why wouldn't I be?”

“Because you just screamed,” Sweetie Belle said slowly.

“Oh, you just startled me, is all,” Rarity said.

“And why are you washing your sheets?” Sweetie Belle asked, “Didn't you just wash them yesterday?”

Yes, and if this keeps up I'm going to end up washing them tomorrow…

“Well, I… sort of spilled something… on my bed last night… and it made quite the mess,” Rarity said, choosing her words carefully. She was not ready to have that talk with her sister.

Rarity? Why do you always wake up with weird stains on your bed?

Well Sweetie Belle, your older sister is horny as fuck and keeps having intense dreams that make her cum in her sleep.

“Oh, okay,” Sweetie Belle said, “If you want, I can take those and put them in-”

“NO!!!” Rarity screamed, scaring the hell out of Sweetie Belle, “Um… I mean… I'll take care of it. Why don't you make breakfast while I put these in the washer?” Rarity laughed enthusiastically before rushing off to the washroom, leaving an obviously confused Sweetie Belle in the hall alone.

After stuffing her bed sheets in the washer and starting it up, she sat down on the dryer and sighed to herself. The problem with having such an odd fetish is that finding a partner was really hard to come by. She had dated many times before, and those dates usually ended in one of two ways.

1: They learned about her weird fetish and ran off.

2: She tried having regular sex with them and felt unfulfilled.

Eventually she just gave up, deciding she'd rather be horny for the rest of her life than to keep having sex that left her feeling worse than when she started. That was a year ago, and she was beginning to feel it, badly.

She needed someone to fuck her, sooner rather than later.

After finishing breakfast and sending Sweetie Belle off to play with her friends Rarity got to work on her latest project. It was a wedding dress that she began working on in her spare time. She had just finished her latest paid commission, so she had time to work on it. She didn't even know who she was making it for. She damn sure wasn't making it for herself.

Not like she was getting married anytime soon.

The door opened, catching her attention, and her client walked in as animated as always.

“Rarity, Rarity! How are you doing girl?” Sapphire Shores asked walking in, of course wearing something absolutely crazy. This latest ensemble consisted of a blue sparkly leotard that showed her hefty bust line, a long white coat that was open and flowed behind her as she walked, white high heeled boots, and what looked like a crystal tiara on her head. She had begun wearing her really long and full blue hair down, and she was wearing rose red lipstick along with her blue eye shadow.

“Oh Sapphire, I wasn't expecting you so early,” Rarity said getting up to hug her best client and also one of her dearest friends.

“Early?! Girl, have you checked your clock in a while? I'm actually ten minutes late!” Sapphire Shores said looking at Rarity with a raised eyebrow.

“Oh?” Rarity asked looking around for her clock, “Huh… so you are… Anyway, I have your requested outfit right here.”

Sapphire Shores eyed Rarity as she walked off, but shrugged and followed her. When she saw the fancy sapphire blue gown on the display, her eyes lit up.

“Oh my God… Rarity this is beautiful!” Sapphire Shores said walking around it, “I LOVE IT!!!” she sang, her way of letting Rarity know how happy she was with it.

“Oh good,” Rarity said, “I was worried you wouldn't like it. As you requested, its a little more conservative than your usual attire, so I didn't know how much was… too much.”

“This is perfect,” Sapphire Shores said, “Goes perfectly with my mask too.”

“Oh that's right, this is for a masquerade, right?” Rarity asked.

“Yep,” Sapphire Shores said, “Some noble is having a birthday party, and I have to make an entrance.”

“Well, sounds like fun,” Rarity sat down on her couch pouting, “I hope you have a good time.”

Sapphire Shores shook her head looking at Rarity, “This won't do at all,” she said sitting down next to Rarity, “Come on girl, talk to me.”

“Its nothing you could help me with,” Rarity said, “Besides, I've been dealing with this for a year now.”

“That's a long time,” Sapphire Shores said, “Seriously, what's wrong? You're usually more up beat than this. I mean, I'm here, and I know I'm a bundle of joy. For you to not be laughing every five seconds at my antics.”

She cared so much. Sapphire Shores had publicly said that Rarity was her best friend, which said a lot as she had a lot of friends. She was seriously worried about her.

“Okay, I'll tell you,” Rarity sighed, “Remember that problem I've been having for a year?” Sapphire Shores nodded, “Well, the truth is, I haven't been… you know…”

It took a second, but when Sapphire Shores realized what Rarity was talking about, her eyes turned into saucers.

“You haven't gotten laid in a whole year?!” she asked dramatically.

“Well, no… I haven't,” Rarity admitted.

“Girl, why didn't you say something sooner?!” Sapphire Shores asked standing up and pulling out her phone, “I got connections. I can hook you up in a few seconds.”

“Oh no! Please don't!” Rarity said getting up and frantically reaching for the phone, “I don't want to go on another random date!”

Sapphire Shores turned to Rarity with a raised eyebrow, “You ain't pining for so called “Mr Right” are you?”

“Heavens no. I gave up hat dream after both Blueblood and Trenderhoof,” Rarity said as Sapphire Shores breathed out in relief, “I'm just tired of my dates either running away, or leaving me wanting more.”

“Run away from you?” Sapphire Shores asked, “It's not like you're a closet freak with a creepy fetish or anything,” she joked. Her smiled died instantly when she noticed that Rarity wasn't laughing, “Oh you are a closet freak with a creepy fetish...”

Rarity sighed dramatically, “Yes, and thank you for rubbing it in,” she said sitting back down.

“Come on, girlfriend, it can't be that bad,” Sapphire Shores sat back down wrapping an arm around Rarity, “I bet its normal compared to what I'm into.”

“Oh really? Do you fantasize about being locked up and chained in a dark room while your captor whips you and taunts you, reminding you that you're helpless and never going to escape? Or perhaps you want your master to tie you up, gag you, and lock you in a cage like an animal for the night.”

Sapphire Shores looked right at Rarity with a blank expression, blinking a few times before answering.

“Alright, seriously Rarity, you are making it real hard to keep lifting you up,” Sapphire Shores said, halfway joking.

“Can you see my problem?” Rarity asked, “I can't exactly tell anyone to do that stuff to me, but its what gets me off.”

“Yeah, that's quite a problem alright,” Sapphire Shores agreed. After a second she clapped her hands together, “Lucky for you, I'm amazing.”

Rarity looked at Sapphire Shores with a raised eyebrow, “I'm sorry, what now?”

“Girl, you're coming with me to the masquerade,” Sapphire Shores said with a smile. Rarity violently shook her head.

“Oh no. I'm not going to another one of those parties,” Rarity said, “You remember what I told you about the last party I went to, right?”

“Yeah, but that was the Grand Galloping Gala. That's always horrible,” Sapphire Shores said, Rarity nodding in agreement, “This is a masquerade, and they're always fun. Here, you can dress up, be whoever you want, act however you want, do whoever you want, and however you want...”

“My God Sapphire! This isn't one of those types of parties, is it?” Rarity asked.

“Masquerades are always that type of party, whether it says so on the sign or not,” Sapphire Shores explained, “You can't have this many people wearing disguises and expect people to not go a little crazy.”

“I just don't see how me going to this party will help me with my little issue,” Rarity said, “Besides, I wasn't invited.”

“It's open invitation,” Sapphire Shores said, “I hear the birthday boy is hoping someone special will come to his party, so he's letting everyone attend. I'm surprised you didn't hear about it. It's all over the news in Canterlot.”

“Well, after so many bad incidents in that place, I tend to avoid anything related to Canterlot unless it's related to the Princesses,” Rarity said turning her nose to the air.

“Fair enough,” Sapphire Shores said, “But who knows, maybe being someplace where no one knows who you are will excite you a little, cause that's what I think you need.”

“Yes, Sapphire Shores, I need excitement,” Rarity groaned, “I didn't get enough “excitement” last month fighting the bugbear with my friends.”

“Well, can you at least come for me?” Sapphire Shores asked, “I need to have someone to talk to until I find someone to screw me in the courtyard.”

“And just what am I supposed to do when you go do that, hm?”

“Find someone to screw you in the hallway?” Sapphire Shores asked. Rarity hit her arm.

“In case you forgot, I'm not a complete slut like you,” Rarity said.

“Hun, no one is a slut like me,” Sapphire Shores said with a sensual smile, “Shame too, the world would be a lot more fun with more people like me around.”

“I can think of some people who would differ with that opinion,” Rarity said rolling her eyes.

“So are you coming?” Sapphire Shores asked. Rarity sighed.

“I don't know…” she said.

“Please please please please!” Sapphire Shores begged, taking Rarity's hands earnestly.

“Fine! I'll come to the masquerade,” Rarity said.

“YES!” Sapphire Shores said hugging Rarity, “I promise you will not regret it.”

“I certainly hope not,” Rarity said. Truth was, she was mainly going for Sapphire Shores. They were a lot alike, and Rarity knew that if she was going to hate something like this, a free spirit like Sapphire Shores would die there unless she had company.

Still, she wasn't looking forward to this at all.

Author's Note

Alright, so tell me. How horrible was this? Did you cringe reading this, or did I somehow strike gold?

Also, if you somehow loved this, you can go here to my patreon and consider donating as little as a dollar. Doing this will help me finish the Death Star for my campaign for world domination.