Let The Festivities Begin!

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Three Challenges...
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My thanks to LaughingDad for editing my words. It was his first attempt here on the site and he did a wonderful job. Thank you again Sir.

The voice at the other end of the phone brought a smile to my face. Very few knew my secret, it wasn't something that came up in polite conversation. Luckily one of those who did know favored a facet of the scene which drew me in like a moth to a flame. As I answered the phone, I heard Lisa say, "Hey, I think I might have something that you would find of interest. Mind if I come over tonight and discuss it with you?"

I was always happy to see Lisa. She was a curvaceous blonde, with sparkling blue eyes who embraced life to the fullest. She came in the door, a wide smile on her face as she took my hand, leading me to the couch where we sat down.

"Mistress Candy asked me about you today." I couldn't help it, my eyes opening wide as she laughed saying, "She's thinking about throwing a party next weekend and wants some specialized toys for her guests. She asked me if I might know anyone and your name happened to come up."

Lisa's Mistress was very well known amongst the darker side of BDSM. Her parties were the story of legend but she had never shown any interest in someone like me to my knowledge. I tried to keep my voice level as I asked, "May I ask what you spoke of Lisa?"

I could see the look in her eyes, the mischievousness, as she toyed with me saying, "I'm not sure my Mistress would like me divulging our conversations with a slave such as yourself, hun. I'm not sure that would be in good form." The look on my face must have resembled a puppy who had been swatted with a rolled up newspaper and she couldn't help but laugh when she said, "I told her you're a CD, a submissive sissy maid who enjoys her role very much."

I couldn't help it, I felt myself blushing like a schoolgirl as she grinned, my eyes instinctively lowering. I almost jumped out of my seat when the phone rang for a second time that night. Lisa looked at me innocently saying, "Now, I wonder who that could be?" My eyes must have grown as round as saucers. I was frozen to the spot knowing she was up to something. She shook her head, getting up and answered it. "Samuels residence, who may I say is calling?"

It was like watching a light switch being turned on, her eyes immediately cast downward, her voice turning softer saying "Yes Mistress, he, I mean she is here", as she handed me the phone and I picked it up like it might possibly bite me.

"Hello?" My voice actually quivering when I heard an unfamiliar voice on the other end begin to speak.

"I believe you know to whom you are speaking gurl, so I suggest that you not only mind your manners but remember your place." It didn't sound like a reply was necessary as she continued, "I will be holding a get together of quite a few people who will be joining me for an evening of, shall we say, debauchery a week from tonight. The girl who is there with you now told me of you, and on her word I am inviting you to come and serve as a maid for that evening. If what she has told me about you is found to be untrue, the circumstances shall prove to be costly not only to you to, but to her as well. Do I make myself clear?"

I tried to speak, I truly did but the words wouldn't pass my lips. "The proper response is either Yes Miss or Yes M'lady. You do not wear my collar as that little slut sitting next to you does. You do not have the right to call me Mistress...yet." With that the phone went dead and I turned to Lisa, a look of horror tinged with fear in my eyes.

As funny as it sounds, I put my head between my legs, finding it very difficult to breath. I felt a cold compress on my neck. Lisa was standing over me, her voice no longer as playful as before. "What did she say to you?"

I managed to gain my composure and repeated the conversation. Lisa's smile turned into a nervous frown as she said, "That means if you fail I fail and we both will be..." the answer hanging in the air when I finally found my voice.

"Perhaps it would be best if I were to call her, to thank her for the opportunity and say that I'm not able to attend?"

"No! You do that and not only will you never have a chance like this again, I'll find myself down in the catacombs." She paused, her face turning pale. "I went there once, I never want to go there again." Lisa was visibly shaking, my mind running wild with the thought of what she had once experienced.

She looked at me, her voice a bit urgent as she said, "Do you trust me?" I must have looked confused as she repeated "Do you trust me Jonathan to do what I think is best for you?" I nodded and watched as she picked up the phone, dialing a number before walking into the next room. I could only hear a muted conversation and wondered what precisely was taking place.

When she returned, she was pacing, her eyes deep in thought. I went into the kitchen to open a bottle of wine. As I began to pour two glasses I heard a knock on the door and heard Lisa calling out she would get it. Lisa's question still on my mind I went to see who it was. To my surprise a dark haired beauty walked in, hand in hand with my blonde friend. "Jessica this is Jonathan, my friend I spoke to you about on the phone."

I held my hand out to the green eyed woman but she simply stood there, looking me over, her eyes taking me in as my hand slowly fell. I couldn't help it, my eyes did the same. With that she walked over, moving in close, her mouth directly next to my ear, her breath warm and I shivered as she said, "I am a switch. Do you know what that means?" I nodded. "You are a sissy, correct?"

I looked at Lisa, knowing she had to have told my secret. Jessica took me by the throat, squeezing hard, getting my attention, her voice cold and strong. "When a better asks you a question you will answer, now answer me boy."

She let go of my throat, my voice choking, sputtering forth, "Yes Miss."

With that I got a smile, Jessica lifting my chin saying softly, "That's what you need to do when a dominant asks you a question. You answer quickly, you speak succinctly and most importantly, you speak with respect."

"Yes Miss." I turned with shaking hands offering the two wine glasses to each of the ladies. Jessica smiling at Lisa, shaking her head slowly.

"We have a lot of work to do." Jessica handed her glass to Lisa, motioning toward the living room as the blonde obeyed immediately and without a word spoken. Then, the stranger in my home once again turned her attention to me.

"Lisa would not have called me if this were just a game. From what I've heard you've been simply playing to this point at being what you desire to be. This is real. You have to show me you know what you are doing, why you are doing it, what the consequences are."

I felt my face flush with anger but she simply ignored me saying, "You have a choice. You can do one of three things. You can refuse the offer you've been given and in doing so doom yourself and poor Lisa will suffer dearly if you do so. Secondly you can present yourself as you currently are, fail miserably and once again Lisa will suffer though I'm sure you will feel Madame Candy's wrath as well."

With that she moved in close, standing directly in front of me, her eyes staring deeply into mine as I stood with fists clenched. "Or third, you can accept the fact that Lisa here obviously cares about you and wants you to succeed. She knows that I'm the one person who, given only one weeks time, can turn you into that which is required for the party and", she paused, lowering her voice, "what you desire, most of all."

I closed my eyes, my body shaking. "It's okay to be who you are Jonathan", she whispered, "the shame is in not being true to yourself. I can help you but you have to ask, you have to want this. Not Lisa, not me, you...have to want this."

Sighing, I opened my eyes, looking at the dark haired woman whose face was kind, not judgmental, simply accepting. I fought to keep my voice straight, "Will you help me Jessica, please?"

The smile on her face lit up the room as she said in a mock stern voice, "That's Mistress Jessica to you sissy", as I lowered my eyes. She broke out in laughter and I couldn't help but smile. She took my hand in hers, pulling me into the living room where Lisa was waiting.

"Okay, as I said, we have a lot of work ahead of us. Now you need to show Lisa and I what you have." I must have blushed a bright shade of red because she said "No Jonathan, what you have to wear." I ran up the stairs, once again their laughter following me and I wondered what I had gotten myself into.

It was a week later that I found myself in a car with the two women, sandwiched between them like a prisoner on the way to his, I guess I should say "her" execution. Both of them were dressed beautifully, though scantily as their Mistress had demanded of them. As for me, I was dressed as I normally did, a bit confused but neither girl was willing to discuss the matter, having said it was out of their hands.

We arrived early. Mistress Candy had issued a command that all of her slaves must pass muster by appearing before her. As we got out of the car, I garnered a few curious looks, dressed in a simple shirt and slacks, certainly out of style based on the others I saw. I felt Jessica take my left hand, Lisa my right pulling me up the stairs. Lisa whispered in my ear, "Take a deep breath Jonathan. Relax and remember your lessons. Jessica has trained you well, you'll be fine."

I wish I had her confidence. I certainly didn't feel like I would be fine, disaster seemed to be right around the corner as we stepped into the main entryway. Before us was a long staircase. At the top, looking down upon us was the grand lady herself. Once we were all in our place, she began descending towards us we all fell to our knees. It took every amount of courage I had not to get up and run. Instead, I remembered what I had been told. Their Mistress stopped before us her eyes on me as I made sure my eyes were cast downward. " Stand up, boy!"

"What is your name?"

I kept my voice calm, but spoke softly saying "My name is Jonathan, Miss."

I stood there, the seconds passing when I heard "Present yourself to me, boy."

This was my first real test. I kneeled as fluidly as I could, certainly not anywhere near the style or grace of the women who were on each side of me but I allowed my knees to slightly part, my hands palm down on my thighs, my back remaining straight and as always keeping my eyes to the ground.

I was rewarded with a single word, "Adequate." I remembered that I had been told by Jessica that any compliment from the lips of Mistress Candy was one to be treasured.

"Lisa, Jessica, rise, now." The women did so, still maintaining their submissive poses as she said, "Both of you, look at me." The two stunning creatures obeyed, keeping their gaze respectful as I knelt, listening. "Lisa, you told me that this individual has a desire, one that you assured me could be beneficial to my service this night. Do you understand the consequences of failure whether by you or by your charge?"

"Yes Mistress Candy, I do."

She nodded before turning her attention to the dark haired woman, "Jessica, I have heard you have been tutoring this boy in the ways of service. Are you aware of the possible ramifications if the service is found unacceptable? If my guests are displeased in anyway? Two will not suffer, the number will be three."

For Jessica, she had been brought into this challenge by her friend. By choosing to help us she had put herself into a very difficult situation, the literal rock and a hard place. But all I heard was, "Yes Mistress Candy, I am aware of all of that and I gladly welcome the challenge." My heart swelled and for the first time I felt confident. Both my friend and this relative stranger believed in me and I was beginning to believe in myself.

I didn't see it, the flash in the red haired woman's eyes and the smile that played on her lips as she stepped closer to Jessica, her eyes locked into hers. The woman who had worked so diligently with me didn't turn away, returning the stare as I heard the Mistress say, "One day that switch side of yours is going to come out at a very inappropriate time and you will pay dearly child." With that Jessica finally let her eyes slowly fall.

"Rise boy." I did so as the three of us stood before her when she began to speak. "You have two hours to make this happen. By instructing you that he was to be brought here precisely as you have done I have not made it easy for you. Now, you will go to the third guestroom on the right. I have left another set of instructions for my two slaves based on the information you have provided me with. Two hours from now we will see if you three will sing...or scream. You are dismissed." With that, she turned her back to us, walking away.

We stood still until she disappeared from view and then you would have thought there was a sale at Bloomindales as we scampered up the stairs, moving quickly toward our destination. When Jessica opened the door, all three of us saw the dozens of boxes and items on the bed, and a single envelope waiting to be opened. I stayed back, letting the two women move to open it. Holding it between them they began to read.

"I'm sure you know how much I enjoy a challenge, especially when it's two of my girls who are put to the test. If you've gotten this far I admire the faith you have in your student but I'm not going to make it easy for you. You will say nothing of this to him, not a word until you are finished and I come to the room. I have purchased everything you will need for him, you will find it all in the boxes and in the bath. I do not want a simple maid, I want a submissive sissy fetish maid, with appropriate makeup and I promise based on the clothing I have had made specifically for this event, your "gurl" will look the part. The clock...is ticking."

The two women looked at one another and it was like watching a finely trained pair of soldiers as Jessica said to Lisa, "I'll take the boxes, you take the bathroom. Jonathan, strip. Now!"

It was obvious the dominant had returned and I did as I was instructed, hearing Lisa call out, "Get your ass in here Jonathan, now!" I almost tripped over a pants leg, sprawling to the floor as I looked into the bathroom, the blonde holding up a pink bottle as I pulled my final bit of clothing off and she said, "Arms out, legs wide" and I obeyed as it all began.

It can only be described as a blur, being moved from one activity to the next. Both women shushing me every time I tried to ask a question. They simply shook their heads and put their fingers to their lips to show they only needed my silence. I finally accepted the inevitable. Strings were tugged, makeup applied, hair styled as the minutes passed, both women intent on their task. We all jumped when there was a knock on the door and a voice announced, "Mistress will be joining you in five minutes."

My two hand maidens used every second of it, not even allowing me a glance of myself,, there was no time. Soon we heard the sound of heels approaching and both women grabbed me by the hand, pulling me to my feet as I balanced precariously on the heels of the shoes Madame Candy had purchased. The ones I had practiced in were nothing like what adorned my feet now. Both Jessica and Lisa barely got to their knees in time, their project standing between them as the door opened. All three of us held our breaths.

I felt her presence and inhaled her scent. "What is your name gurl?"

Keeping in mind how Jessica had taught me, my voice softened as I replied, "My name is Gabrielle Miss."

A second or two passing, "Look at me Gabrielle."

I slowly lifted my gaze as I saw what I swore was a woman trying to suppress a smile as she said, "Have you seen yourself in the mirror gurl?

"No Miss, I was instructed that honor of bestowing that gift was allowed only by you."

"As it should be. Close your eyes Gabrielle." She took me by the shoulders, walking slowly. I took careful steps, the stiletto's on my feet locked on, insuring they would not come off until the time was appropriate. She led me across the room to the mirror, her hands still on my shoulders when she said, "You may open your eyes gurl."

I did so and for a brief moment I thought I was looking at a picture, not into a mirror. The woman whose reflection I saw had an hourglass waist, courtesy of the heavily boned corset I wore. The maids outfit had been specially made, patent leather and lace, the skirt, petticoat and ruffled panties all easily seen. The stockings allowed quite an expanse of smooth, white alabaster skin to show above them. Black lace fingerless gloves, a matching lace choker with the single initial C on it. I was not collared but marked for at least this night.

My makeup for my eyes had been done in smoky, almost gothic like colors of grey, black and purple and my lips were colored a matching purple, outlined in black. I saw the sparkle in the woman's eyes as she stood behind me, her hands roaming over the material as I blushed. She laughed saying, "Delightful, you are delightful little one."

"Lisa, Jessica come to me." Both girls rose, moving quickly as I heard her say, "For you there are three challenges you have to meet for my approval. You have successfully passed the first one. I would never have known this...this..." her head shaking in amazement when I saw the look in Jessica's eyes and I took a deep breath.

My voice soft, almost a whisper, "Miss, may I please have permission to speak?" It was a calculated move, one we had discussed but I felt it was appropriate and luckily I received a nod as I tried to turn as elegantly as I could, moving smoothly to kneel before her, presenting myself before speaking again.

"I wish to express my thanks to you for all of the wonderful gifts you have bestowed upon me this evening. You have honored me by allowing me this chance. I pray in turn, I honor you this night, in my actions, in my words and in my service." At this point as I bent forward and placed a gentle kiss on each of her heels, making sure not to leave a smudge.

For a moment there was nothing but silence and I feared my actions had been a breach of protocol but instead I heard her laughter ring out, as she turned to my two companions saying, "You two are just full of surprises." They both smiled as well, though keeping their eyes lowered as she took her leave, her parting words, "To the kitchen with this wench, her second challenge awaits her there."

After she left, I felt both hands reach down, helping me to my feet. I must have surprised them both when I pulled them in close, my voice visibly trembling as I said, "I thanked her but in reality, I was thanking you, both of you. Please, please know that." I was rewarded with hugs as well, Lisa with her brilliant smile and Jessica looking like she was the proud mother of the prom queen.

It was Jessica who spoke saying, "You did beautifully Gabrielle, you handled yourself with grace and presence, I could not have been prouder of you." I must have blushed again as Lisa giggled and Jessica just rolled her eyes before saying, "Just remember, Mistress is well known for her "challenges" and we've only completed the first one. We still have two chances remaining. Let's see what's in the kitchen."

With that we moved to the door at the back of the room, a lift taking us down to the kitchen. What we saw surprised us all. Everyone in the room was male, all with their skins glistening, oiled down, bowties and nothing else. All of them were servers and it dawned on me that I was the only maid.

One of the men walked up saying, "You must be Gabrielle" as he bowed, presenting me with an envelope with the single initial G on it. I shyly smiled at him as I opened up the envelope, two blue pills inside, a single envelope saying, "You will take these without question and you will await the sound of the bell. At that time you will enter the hall alone and bring me the glass that I will use to propose a toast to start the festivities."

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