Dungeons & Desires

I wasn't well known for much in my building. Perhaps just being a quiet, respectful, and shy young man who kept to himself. I didn't have much friends either. At least, not in person. The quiet hours I spent playing MMORPGs with my guild kept me sane. That and the constant walks I went on whenever the monotony of remote work set in. I paid my rent in full on time, I volunteered at the soup kitchen downtown, and I was a patron of the small private library nine blocks from my building.

Yet, I needed an excuse to get my sorry ass uptown. To an appointment I had hastily made with a woman I barely knew. All because some asshole had found out my secret.

I had spent the last six years of my life cultivating a female online persona. I had trained my voice, I had fixed my mannerisms, and my way of speech. I had become a girl known as Celeste who was showered in praise, adoration, and most importantly gifts. I had received subscriptions, free pizzas, online currency, all for a few photoshopped photos or a quick chat. I made overly sexual avatars who clung to the arms of gigantic manly men as a meek and demure trophy girlfriend.

I was on top of my game when the message came to my door last week.

"I know what you are." That was all it took. Five words to shake me to my very core. Just five little utterances to break me down. I had feared for this. A jilted victim of my own illusions? A jealous observer? What would they do? I could kiss my subscriptions goodbye if my secret came out. But they didn't want blood. Nor retribution.

They just wanted to talk. They told me of a place they thought could help me understand myself better.

The Red Chalice. A dungeon located uptown.

I was used to delving dungeons. I was accustomed to the dank musty air that clung to ancient masonry. Affiliated with the cobwebs that were sewn down each dark passageway. Associated with the many, many, many creatures that called those ruins home. The swing of the sword, the nocking of arrows, and the songs of battle. These were all things I was intimate with. That and the rainbow of glittering colors that rained from each slain foe. Each sparkle another step towards one more grand adventure.

This dungeon however did not evoke brashness and courage as those tombs had done. This one, heralded by a simple wooden door, brought fear into my heart.

With shaking hands, I pressed the intercom button and shivered in the evening air. I had done all my preparations, I was rested, I was fed, and I was alert. Yet, I couldn't shake the pangs of trepidation in my soul. I could not stop teeth from chattering or my knees from shaking. Fear was the mind-killer. But I was not meek or shy. I was confident that whatever lied beyond this door was far beyond my-

"Business or pleasure?" A sultry voice answered me finally. I had recognized her voice from the phone and yet now even closer did it seem more compelling. My heart leapt from my chest as I squeezed out an answer.

"P-P-Pleasure." I stuttered. Silence greeted my response and I had found myself even more nervous than before. Was this the first trial? A test of courage to weed out the unfaithful? A loud buzzing sound brought news of my success as I heard the door unlock. Gone were my cobwebs, my ancient stonework, and my dark corridors. Instead, I found myself greeted by a large entryway bathed in crimson light. It was decorated carefully in an almost regal manner from carefully upholstered chairs, couches, and delicate pillows. Dozens of candles burned brightly atop rows of ancient profane books. My gaze found its way to their spines as a tingle traveled down my own.

"Gynocracy, Venus in Furs, The Whippingham Papers, The Sins of the Cities of the Plain." I read aloud quietly to myself and the room. None of the titles had any meaning to me. But their own leather-clad exteriors had drawn my eyes to them. None of them had the familiarities to the scrolls I was used to finding.

It was hard to breathe in the ruby room. I felt an unknown chill waft across my body as if I was meant to be doing something important. I swallowed the urge to flee back to my home. To abandon my quest when she emerged from behind a wall of curtains.

Curled crimson locks that washed down her back, pale creamy skin that barely hid behind her black robe, wide wonderfully curved hips, long stocking-clad legs in impossibly high stiletto heels, and a wicked countenance as she gazed upon me. Her beauty robbed me of thought so all that I managed squeak out was

"Hello, I'm- "

"Late." She answered in a low cruel tone. She flicked a tuft of hair off her shoulder and on to her back. I gulped as I checked my watch.

"I-I-I," I sputtered as I struggled to assert myself. I cleared my throat loudly. "I'm five minutes early."

"When I had asked for ten." She responded resting a perfectly manicured hand on her hip.

"Oh. I was recommended-"

"Stop." She interrupted. "Follow me and remove your shoes. They look filthy." She turned and began to strut away flinging open the wall as she did. I paused. Did I really want this? To follow a strange woman even further in? My heart was pounding as I stooped down to untie my laces. I took a glance at the dark sneakers I called my own. Fragments of the city's walkways clung to the soles, the laces were frayed and worn, and they were somehow even dirtier than I had remembered.

With shoes in hand and mismatched white socks on the wooden floor I began to follow her command. As I parted through the red curtains I felt a certain weight lift from me. There was no turning back. I was now committed to whatever this was. She was waiting for me on the other side with arms crossed. She seemed annoyed at my every motion.

"Strip." She was fond of one-word commands. I balked at that one.

"Hold on. Can we slow down?" I begged. She nodded as she motioned to another chair nearby.

"If we must. Give me your shoes." I happily handed her my sneakers as she placed them aside in a nearby closet. This room was just a narrow hallow flanked by shelves of things in plastic containers. A small table was in the center of the room where I sat.

"My name is Clarence. I'm new to all this."

"I can tell." She laughed. "You may refer to me as your Goddess. Go ahead and ask your questions, I'm more than happy to answer them." I nodded as she spoke. Her cruel demeanor had been a front for an honestly sweet woman. While she didn't drop the façade entirely I could see the way her eyes lit up at the idea of helping me.

"Who are you, Goddess?" I asked making sure to use her preferred nomenclature. I was a guest in her house for a lack of better word. The least I could do is be polite.

"I am whoever you need me to be." She purred leaning closer. "An authoritarian teacher, a comforting mother figure, or the cruel girl from next door."

"Okay." I gulped. "What if I don't know who I need you to be?"

"Oh, you sweet innocent boy. I already knew what you needed when you first walked in. How about we find out together?" I could feel my cock beginning to betray me at the dulcet sound of her voice.

"Uh, sure." She smiled as she stroked my cheek lovingly. Her soft hands made sparks arc down my spine as I surrendered myself to her.

"Strip for your Goddess. I want to see you as you truly are." I fumbled with my shirt, socks, and pants as she watched with glee. I was not the strongest looking man, but I was not weak. I had kept myself busy with exercise in between calls. While it was nothing impressive, it definitely showed. I let my hands rest at my sides as I placed my crumpled clothes on the table. She laughed at my display in a teasing manner than made all of my hairs stand on end.

"All the way, Clarence." She smiled. I felt my cheeks burn as I turned away from her.

"You mean?" I almost whispered. She nodded as she let her eyes soak in my almost nude form. Blushing like a maiden, I began to slowly slide my underwear down my legs before standing completely nude in front of the Goddess. It seemed to please her as she beckoned me even further inside.

"Very good." She called as I followed her deeper into her lair. "When we first spoke, you had mentioned your other persona." The cold air bit at my nude form as I struggled to keep my discomfort from being noticed.

"Yes, but I fail to see what that has to do with anything here."

"How familiar are you with the word 'sissy'?" She mused. Her words brought back schoolyard threats from gym teachers and classmates aplenty. A challenge to my masculinity. For being a coward, a weakling, or withdrawn.

"Not very."

"That is good. I specialize in the creation of them." There was a vanity table further in that had been blocked by the bins. Makeup, lotions, and perfumes all in a radiant array of shades. A white cushioned chair with a heart shaped back was already pulled out and waiting for me. Curiously, there were straps and buckles on the two front legs as well as the back.

"Sit." She commanded in her cruel tone.

"Are you going to tie me up?" I asked gazing at the bondage chair. I had no desire to be a doll for her. But I certainly had even less to being tied up during it.

"If that is what you desire." She answered rummaged through a pink translucent bin of brightly colored lingerie.

"Is this what others come to you for?" I balked at the prospect of it. She stopped her search to look back at me. Her glittering eyes forced my cheeks to burn even hotter.

"This is what you came to me for."

"I don't think so."

"You aren't here to think. Act!" She practically roared. I flinched away from her voice. I couldn't help but feel afraid as I took another step. Then excited as I took another even closer. The sweet flowery smell of perfume wafted from the vanity. Slowly I sank my nude form into the chair. I was hesitant yet at the same time completely filled to the brim with curiosity. I picked up a tube of lipstick in my fingers and turned it over. The hot pink sticker read Backstage Bambi. Goddess smiled at that as she ran her hands down my shoulders and purred in my ears.

"There is just one last thing before we start. During our session, you may grow uncomfortable, scared, or nervous. I will not break the scene from now on and if you feel we should stop say 'Red light'. I will immediately cease anything I was doing, and we will end our session. If you feel you are getting uncomfortable but want to continue 'yellow light' then if you are fine, 'green light.' Is that easy to understand?" I nodded at the rules placing the tube back gingerly on the center of the vanity.

"Are we acting?" I asked her. Her words conjured images of a play. Of scenes and acts. Was this just a show to put on? Or was there something more lurking behind the curtains?

"Only acting on our baser desires. The dark little voices that you keep locked away in the highest tower of your ego. You are my beautiful princess and I am your knight-in-shining armor here to rescue you from your self-inflicted prison."

"Alright." I shrugged at her monologue. Her words and flowery prose intrigued me almost as much as my nude reflection in the mirror. Why was I here?

The Goddess of the Red Chalice grinned maliciously as she ran a hand over my face turning her attention the vanity before us.

"What a good sissy you've been." She slowly picked up a compact of powder and began to brush it lightly across my face. "Completely smooth from head-to-toe. Just the way you should be." I stared at my reflections as my imperfections slowly began to fade with the fine powder.

"I don't like body hair." I offered my explanation, but she just as quickly laughed it off.

"Good girl." I watched with awe at her work. She held me steady with one hand and transformed me with the other.

I had taken makeup for granted my entire life. I had watched my mother apply it in the bathroom mirror precision and purpose ever since I was a child. We kept all our suits, dresses, and nice clothes in one closet in the master bedroom. A swipe of red lipstick, a dusting of blush, and wave her mascara wand made her look a bit more appropriate for the evening. She never cared how effortless she made it look. Nor did I for that matter.

But my Goddess created beauty from nothingness. I had no such femininity when I had walked in and yet the aesthetic ritual of her design had cast a glamour I could never comprehend. My own image had simply ceased to be.

She looked at my awe with amusement and pride as she picked up the lipstick tube I was just holding. I had nothing to say. Nothing to add. I felt as if any words I could offer would ruin the magical aura that this vanity had cast. She swiped a bit of the product on to a brush and began to carefully paint my lips a shade of bright pink.

I had never worn lipstick before. Never tried. Never attempted. But this one sat so lightly on my lips that I felt as if I had nothing on at all. It was slightly creamy in application and filled my heart with a fulfillment I had never known I had so rightfully desire. I could feel myself hard as steel as she smiled at my reflection before moving away.

"Clarence is an ill-fitting name for this beauty. How do you feel about Claire?" She asked as she held up a pair of lacy pink panties above my head.

"I..." Was all I could offer her. My head felt light and I could feel my curiosity beginning to part into something much more primal.

"Perfect. Put these on and follow me." The panties were soft, silky, and caressed my smooth skin as I slowly slipped them on. I shuddered in pleasure as I brought them closer to my now adamantine sex. I ran my hands slowly over my smooth thighs.

Goddess was quick to react as she slapped a pair of cuffs on one wrist and then in a wrenching movement cuffed the other behind my back.

"Bad girl!" She admonished my actions with a quick jerk of the cuffs that brought me standing to my feet. "Who said you could touch yourself?"

"I didn't know." She scoffed at my answer.

"Well then I will teach you." She placed a hand of my shoulder as she led me through the next pair of crimson curtains and into the main chamber of this temple of sin.

The room was lit with candles aplenty but gone were the tomes and paintings. Instead, a much more macabre décor was set before me. Chains draped from almost every conceivable object. From the four-poster bed tucked into the left-hand corner to the large cage on the top right. Delicate displays held instruments of torture from whips to rods and paddles. There was furniture that felt like it was designed to inflict pain or to hold me down.

I could not help but to show my fear as I gulped, and my legs began to quiver with each step forward. My Goddess did not speak a word yet from behind my back I could feel her excitement growing with each step. Even if each step made me feel more of a prisoner than a client. Eventually, I had reached our destination. The bed the color of shadow. It was not made for slumber as apparent from the bonds that lay on each leg. I gulped with fear as I had come to the realization that there was no more room to run.

"Bend over." Her firm voice barked in my ears. A shiver fell down my spine as I slowly and clumsily bent over on to the bed. Her soft hand moved to caress my bare bottom as I recoiled and shuddered at her touch. There came a thunderous smack and suddenly my left cheek was on fire. I screamed in agony as another blow fell upon the right. The air burned as I clenched my fists tight behind my back as her assault continued. I struggled to shout my own command to her. My vision became blurry, my head heavy and hot and I wondered when it would end.

"You do not touch yourself without my permission. You cum when I tell you to cum. You rub your little clit when I tell you and not before. Do you understand me?"
"Yellow light!" I shouted as loud as I could. The blows stop raining upon my poor backside as she returned to caress my side.

"Not a fan of being spanked Claire? No matter. I have other plans for that cute little ass of yours." She laughed. "Don't move." With that I felt her leave my presence once more. I wiped the smudged makeup from my face sniffling from my own outburst. I would most certainly struggle to sit down later tonight. Any aspirations I had as Celeste had surely been dashed by the Goddess' cruelty.

"Goddess?" I called out to her as I heard her move about in the shadows. My anxiety was beginning to strangle me. I had my way out so perfectly perched on the tip of my tongue. Just two words and I could escape this crucible of pain and sorrow to return back to my apartment.

Yet as the pain surged through me I couldn't help but feel well...

Alive.

That this pain reminded me of who I was. Perhaps Clarence didn't like being spanked. But maybe Claire did. The anxiety abated with the realization. I was not Clarence Burke right now. I was someone new and different. Claire had no dead-end job to report to, no scams to run, only this moment between the Goddess and her. Claire was my blank-slate.

I felt my cheeks being spread apart and nearly leapt as something cold and wet teased the exit. Goddess laughed in my ear as whatever was touching ran small little circles around it.

"I'm going to enter you. Push out like you are going to the bathroom and take slow deep breaths."

"Green light." I nodded. I could feel my heart pulse as whatever it was slowly worked its way inside of me. It was an odd sensation. One that I rightfully could not describe in the heat of the moment. I just accepted her wholly as she slowly sank further into me.

"Good girl!" She smiled giving me a soft pat on the head as she drew out and then slowly sank back in. My legs quivered as I bit my lip.

"What a tight little cunt my sissy has. Have you never fingered yourself before?"

"N-No, Goddess." I answered, my breath growing shaky as I began to sweat. I felt her withdraw and then slowly press another finger against the entrance as it too was steadily entered. She returned to her slow and methodical motion. I began to feel full. Not from hunger but a sort of fullness that pushed the walls of my bowels apart as another soul explored the darkest reaches of my being. My cock had begun to steadily leak pre-cum as she slowly fucked me with her digits. I moaned with each thrust surprising even myself at how much I enjoyed it. I panted, bit my lower lip, and squeezed my eyes shut as I melted into her sweet rhythm.

I had never known pleasure in this form. I had never known that it could taste so sweet, that it could feel so hot, and that it could totally envelop oneself into a higher state of being. But Claire had always known. She knew nothing but the pleasure that had so frequently escaped me. The reasoning finally opened my eyes to the true truth behind Celeste. She did not exist for fame, fortune, or deviousness. She existed as herald of the Goddess. That she could be much more than an arranged group of pixels on a screen. That Clarence could be more than a recluse.
That I could be greater than any of my shared personas by simply being true to myself. Her passion and his bravery. Her charm and his wit. They were all mine and had always been.

The fullness faded for a moment before something much thicker took its place. I gasped, and my toes curled as I felt it press against me until there was a...

Pop. I could feel it slowly sinking into me, every ridge, every vein. But I did not dream of stopping her. She released a small quiet moan. I opened my eyes just in time to see her blush from over my shoulder. I could feel her pressed up against me tightly. It hurt. The pain filling me was much more than before. But it felt sweet. In a way that made me blush and burn with ecstasy. I felt her grab hold of my hips with both her hands and I barely had enough time to question as she slid out before slowly sinking back in.