She went on her phone to summon Scarlett.
"Scarlett, could you come in here. I need you to show Andrew his office and to get him organized."
I followed Scarlett to my office which was behind the red door next to Lady Charlotte's suite. My office was a simple design, practical yet rather unusual. I glanced around. I noticed a nice desk, a comfortable chair, extensive computer equipment, file cabinets, a wooden wardrobe, a dresser, mirrors, a leather sofa, a treadmill, and a private bathroom with a shower. There were no windows in my office, and there was an additional door that I assumed led to Lady Charlotte's office.
"Andrew, I have set your itinerary for the day," explained Scarlett.
I had two hours to shop at the Nike store on Michigan Ave and to have lunch. I was directed to put all my purchases on Demand Enterprises' account. I learned later that Nike was one of our clients.
At 2:00 pm, I had appointment with Geoffery, Lady Charlotte's tailor. At 3:00 pm, I was scheduled to meet with Emily, Lady Charlotte's personal trainer.
The rest of the day was to be spent reviewing client files. At 5:00 pm, I was to meet with Lady Charlotte and Scarlett.
After shopping and lunch, I went to Geoffery's shop. Though I soon realized that we were different as to sexual preference, I quickly felt that we hit it off quite well. As he measured me, he spoke dearly about Lady Charlotte. His adoration was obvious. He glowed as he spoke of her and told me how much he loved making her business clothes. Geoffery was the type of tailor that most CEO's dreamed about, but could never afford. He carried the finest fabrics. His elegant shop was a place where one would never dream of discussing cost. He treated me as an exclusive object, as a decoration to be adorned for Lady Charlotte's pleasure.
I was a little late for my meeting with Emily, Lady Charlotte's personal trainer. Her business was located in the John Hancock Building, ten floors down from Demand Enterprises. Emily was a young brunette around 5'7" tall. She appeared to be about 115 pounds of sculpted athletic perfection. She had a well endowed chest and a smile and perky personality that would light up any room. Emily had a lovely juice bar in her facility. As we chatted over juice, she enthusiastically told me that she was very excited to be working with me. She said she would get my body to the exacting standards that Lady Charlotte desired. As she explained my work out schedule, I noticed a small tattoo on her shoulder. It was a small red heart with the letters L.C. inked on the heart. She handed me my schedule, placed a sporty slap on my butt, and I was off. It was time to finally look into the business aspects of Demand Enterprise and Advertising Consultants.
When I entered my office, I noticed that client files were placed neatly on my desk. As I reviewed the client reports, I was surprised by the depth and diversity of our client list. Twenty of Standard and Poors five hundred were our clients. Also, I soon realized that I already had personal business dealings with about ten percent of our clients. The last file in the stack was earmarked with a personal note from Lady Charlotte.
"Andrew your first assignment will be to finalize all preparations for Brian Jones and Associates. I will hand over a detailed folder at our five o'clock meeting. Also. I heard that you can make a good vodka martini."
At exactly 5:00 pm, I entered Lady Charlotte's office. She was relaxing on a red leather sofa that overlooked downtown Chicago. On a floor pillow, next to her nylon covered legs was Scarlett. Lady Charlotte had replaced her business suit with a ruby red silk robe. Her red Christian Louboutin heels dangled seductively. Scarlett's head rested on her black nylon thigh. She gently combed Scarlett's red hair with her delicate fingers. The colors of red and black, Lady Charlotte and Scarlett, filled the space. Underneath my slacks, I could feel my enlarged penis pressing against my red and black pantie. The painting before my eyes was a mixture of sophisticated and formal black with the passion of reds, the powerful Domme and the devoted submissive. It was a masterpiece, and I realized that I was in the presence of a true Master.
There was a well stocked bar to her left.
"Hello Andrew! Please make me a dry Kettle One Martini, shaken not stirred. I like mine dirty. My dear pet Scarlett would like a Cosmopolitan. There are frosted glasses in the refrigerator underneath the back bar. Don't you just love this city?"
"Yes Ma'am, I do love Chicago," I obediently replied.
I was not sure if I listed all my previous jobs when I applied, but bar tending had helped me get my MBA. Bar tending not only provided some needed cash but also an endless supply of co-eds. As I prepared their cocktails, I couldn't help but feel the sensual tension of the room. I could sense Scarlett's desire to serve. I could sense Scarlett's wet pussy. I could feel my increasing passion, and my desire to share their moment.
I placed their drinks on a silver tray and quietly approached their intimate space. I instinctively knelt before them and held out the tray. Without recognizing my presence, they took their cocktails. They clinked their glasses. They toasted with their eyes. They shared their moment. Finally, Lady Charlotte spoke.
"I might just have to keep you on, my dear boy. Anyone who can make a martini this good is bound to make rapid advancements in Demand Enterprise. What do you think Scarlett? How is your COCK-tail?"
Scarlett smiled and replied, "Well I guess I still haven't really had his real COCK-tail, but the night is still young."
Lady Charlotte sipped her drink and continued to talk. I kneeled before my Superior. I listened.
"I met with Geoffery and selected some delightful fabrics for your new suits. He simply loved you. Your suits will be ready on Friday. Also, Scarlett dropped off the rest of yours pants for altering. They will be ready on Thursday. Scarlett said that you have a lovely pink pinstriped shirt and a nice pink silk tie. I sent her out to Victoria's Secret and she bought you a lovely pink garter belt, a sheer pink panty, and white lace top stockings. The lingerie she choose should look nice with your pink shirt and tie. Sadly, you will have to wear the same suit tomorrow. Soon things will change. Beginning next week, you will receive a nightly e-mail detailing which suit, shirt, and tie you will wear the next day. Of course, that will be coordinated with lingerie. Woops, I almost forgot! Tomorrow, Scarlett will take you lingerie shopping."
They placed their glasses on the silver tray that I still obediently held. It was then that I noticed that attached to Scarlett's tight necklace was a fine silver three foot chain, and I realized that Scarlett was Lady Charlotte's collared property.