Sometimes You Get Lucky

by Jackie Simms

   

Jack and I had been together for only a short period of time, but it felt like we had been together forever. Something had happened on the ride back home from the party. Suddenly, we were no longer just companions. The intensity of our feelings surprised us both. Jack pulled his hand away and I leaned back. A momentary look of fear flickered in his eyes, as I am sure it did in mine. Then, at the same moment, we both came to the same conclusion. This was right!

Less than a minute had passed since he had caressed my neck and we never stopped gazing into each others eyes. In that brief moment what I saw in Jack's eyes went from warmth, to fear, to love and then unbridled passion.

I tentatively reached out and took hold of his hand. We intertwined our fingers and felt the electricity once again. Jack drew me to him and softly brushed his lips against mine. I let out a soft moan as the need rocked me to my core. More insistently, Jack kissed me. It took my breath away. I melted into his arms, knowing I was where I should be and where I always belonged.

The car came to a stop as the driver waited for the gate to open. We were home at last. Jack put his arm around me as we walked up the steps and into the house. Mary was waiting to take our coats with a silly grin on her face. Both Jack and I gave her puzzled looks, until she blurted out "I am so glad you two finally figured it out". At first Jack and I didn't have a clue what she was talking about, but Mary made an obvious show of looking at our joined hands and realization donned on us. Mary had seen the inevitability of the budding relationship before we had.

Jack reluctantly let go of my hand as Mary led me up to my suite to get out of my gown. This time, instead of a nightgown, she handed me a sheer lace negligee with a gossamer gown topping it. Even with both on, little was left to the imagination, but I must admit, I did look sexy. Mary shooed me out of the room and down the hall to Jack's suite. I gently knocked on the door. Jack opened it and ushered me in. He was wearing silk pajamas and a velvet smoking jacket. The look in his eyes told me that Mary had chosen well. He gathered me into his arms and gave me a long slow kiss. He was very gentle and patient. I had never been with a man before,and Jack knew this. He took everything slowly, though I could tell it was almost killing him. We stopped short of making love that night but did spend many hours exploring each others bodies. By the time I got back to my bed, it was almost morning. I fell asleep instantly, dreaming of making love to Jack. When I awoke, the aching need was almost more than I could take. I needed to consummate our relationship, but wasn't sure how to broach that subject just yet.

It was mid morning by the time I finally crawled out of bed. I don't know how she did it, but Mary was there before my feet hit the floor. She drew me a bath and discussed what I would like to wear. I had a number of errands to run that day, so we decided on a gray pinstripe pencil skirt and a dusty rose cashmere sweater set (about as casual an outfit as I ever wore). I went downstairs to the breakfast room where Jack was sitting reading the paper and having a cup of coffee. He jumped up and came over as soon as I entered the room. He looked nervous. I gave him a big hug and kiss. I could feel the tension evaporate as he realized that the previous night had meant as much to me as it did to him.

We had breakfast together, though mine was much smaller than his. I was determined to lose all the weight I needed to make him proud.

Jack left for the office and I got started with my day's errands. My first task was to contact the doctor about getting hormones. I wanted to be a feminine as possible for Jack. The doctor agreed to see me at 2 that afternoon ( I loved this doctor). Next, I made an appointment at one of Jack's salons to get my hair and nails done. On a whim, I called Jack to see if he wanted to meet for a late lunch. He thought it was a great idea, so we made a date for 3 o'clock at a local bistro.

I informed our driver that I would need him to take me to the spa at 11:30, then went and freshened up before leaving. It was still quite cold out, so I chose my long sable coat and a pair of elbow length kidd gloves. Promptly at 11:30, the driver opened the door to collect me. I grabbed my purse and headed out.

The spa was a feminine oasis. They completely pampered me. While my hair was drying, I was given a complete manicure and pedicure as well as a facial. After my hair was brushed out, my nails were painted and a make-up artist performed her magic. By the time I left, I looked like a model!

The doctor's appointment went pretty much as I had expected. He wanted to discuss all the pitfalls of hormones as well as the changes I would experience. I had done extensive research on hormones over the years, so nothing he told me came as a surprise. He wrote me the necessary prescriptions and gave me some initial injections before sending me on my way with a parting comment on how truly beautiful I looked. It made me feel like a million bucks to have someone other than Jack tell me that.

It was already 2:45, so I had to rush to get to the restaurant on time to meet Jack. The driver dropped me off five minutes late (some would say "fashionably late"). Jack was waiting for me inside the door and we were escorted to a private corner booth we sat side by side with our legs touching, hand in hand. I wasn't particularly hungry, so I ordered a light salad and some tea. Jack had some pasta and a soda. We talked about our day and minor inconsequential things both of us just reveling in being together. We were basking in the glory of newly found love. All too soon, the meal was over and Jack had to get back to the office.

I decided to do some shopping. The bistro was attached to a shopping mall, so I gave Jack a parting kiss and exited the restaurant through the mall entrance. I had all the clothes I needed, but what I didn't have much of was jewelry. Since my ears were newly pierced, I had no earrings to speak of. So, I went hunting for jewelry stores. There were four of them in the mall and all had lovely collections. I bought 5 necklace and earring sets, each with different color stones (diamond, ruby, emerald, amethyst and lapis lazuli). I also bought some stand alone earrings. I love large hoops and chandelier styles, so I bought a number of sets. I also got some rings and bracelets. While walking between jewelry stores, I ran across Hermes. I wandered in and looked at some handbags. The salesman was very nice and explained all the features of each bag. Shopping at Hermes is a very different experience. Each bag is custom made to your specifications. The ones in the showroom are just samples of what you can get. He explained the process to me and spent about an hour getting the two bags I was ordering just right. It takes about 4 weeks for a bag to be delivered, no instant gratification here!

I looked at my watch and realized it was already almost 6 PM. I called the driver and met him at the mall entrance for the drive home. When I got there, about 6:30, Mary was in a panic. Jack and I were supposed to be going out that night at 7:30 and I hadn't started to get ready. Luckily, the spa visit meant I didn't need to have my make-up or hair done (quick touch up maybe, but nothing that would take a lot of time). So, it was just a matter of getting dressed. I would have to forgo the usual bath and opt for a quick sponge bath. Once Mary had me cleaned up to her satisfaction (she is a stickler for hygiene) she lead me into the dressing room. She wrapped a silk damask Victorian corset around me and started lacing. Given the lack of time, she was a little more brutal then usual, but, due to my dieting, she was able to get it closed with little difficulty. She fastened the garters to my stockings and strapped 4 inch Jimmy Choos on to my feet. They were incredibly comfortable. Next she dropped a full length slip over my head. It had a very full skirt with four layers of lace cascading down to my ankles. Next came the lavender gown. It had a jewel neckline with short poufy sleeves and a full multi-layered chiffon skirt. Some elbow length lace gloves finished the look.

It was now 7:25, so I had 5 minutes for Mary to touch up my make-up, brush my hair and for me to get downstairs. Good thing I was getting better at navigating in all this finery. I managed to be only a couple of minutes late. Jack was his ever patient self as he waited for me at the bottom of the stairs. Not wanting to mess up my make-up, he gave me a light kiss as Mary went to get our coats. I put on the cashmere, fur trimmed cape and accepted the clutch bag Mary handed me. Jack took my arm and led me out to the limo. Tonight we were going to a fashion house gala. A number of Jack's friends, who I had already met would be there, but there would also be hundreds of others, including the press. This would be the first time the public would find out about Jack and me. I was nervous as I had never been in the public eye before (not to mention the fact that I was still technically a man), but Jack was very comforting and kept his arm around me as we walked the red carpet.

The gala was amazing. There were tons of celebrities, politicians, business leaders and, of course, the fashion elite there. Jack introduced me as Simone, his girlfriend, which made me feel wonderful. The party went on until late in the night and by the time we left both of us were exhausted. On the limo drive home, Jack held me in his arms and I fell asleep. I felt so comfortable in his arms, I could have stayed there forever.

As we arrived at our door, Jack gave me a gentle kiss to wake me up and helped me into the house. From there Mary took over and got me ready for bed. I was too tired for anything but sleep, so she poured me into my bed.

In the morning, she helped me bathe and get prepared for the day. It was Saturday, so Jack would be home all day. I wanted to look especially nice for him. A curious chance had occurred. Up to now, all my dressing, make-up, hair, nails, etc. had all ben done to satisfy my needs and desires. Now, all I cared about was making Jack happy and looking the best I could for him. This change in motivation did not go unnoticed by Mary. She saw the added zeal with which I approached it. She redoubled her efforts and produced some amazing results. My make-up was perfect, not a hair out of place, my nails were perfectly shaped with an even coat of gleaming varnish. I wanted to be able to keep up with Jack today, so the corset I wore was a little less restrictive than my usual. Not that my waist was any larger, just the length was different. It was more of a waist cincher that left my hips free. This would allow me to walk and sit without affecting my silhouette. I chose a linen skirt with a hint of an old fashion bustle to it. It fell to just past my knees ending in pin-tucked pleats. I paired it with a silk blouse with ruffles down the front and at the wrists and covered this with an embroidered bolero jacket. A pair of French lace gloves finished off the look. After Mary gave me the once over to ensure everything was perfect, I walked downstairs to the breakfast room. Jack was already there (it takes so much less time for a man to get ready for the day). He came over and took me in his arms and gave me a long passionate kiss. My knees got weak. If it wasn't for his strong arms around me, I am sure I would have slumped to the floor. We sat down to a delicious breakfast. At least Jack said it was. I had my usual piece of toast and half a grapefruit. I was determined to lose my gut!

After breakfast, we took a stroll around the estate, holding hands. We stopped occasionally to kiss and hug and eventually made our way to a small bench in a secluded alcove at the back of the gardens. Jack sat down and pulled me onto his lap. He began kissing me with a renewed ardor. My heart was pounding so hard, I feared it would burst. I knew if we didn't stop soon, our first time would be on the gravel in front of the bench and I didn't want that. So, reluctantly, I pulled away and got up. Jack looked hurt, so I explained to him that I wanted our first time to be memorable and this was not the place. The smile that slowly blossomed on his face signaled his understanding of what I was saying. He got up and we started walking back to the house. I had to ask him to slow down a number of times as he was somewhat impatient.

By the time we had returned, he had calmed down a bit. We decided to have some lunch before pursuing things. I headed up stairs to get freshened up while he talked to the cook about some food.

When Mary saw me, she had a look of horror on her face. She said "What happened to you?" I didn't know what she was talking about until I looked in a mirror. My make-up was a mess and my hair was a jumble. I gave Mary a sheepish grin and told her about the events on the bench. She rolled her eyes and said "men! This love affair of yours is going to keep me hopping, I can see". I told her that it was likely going to be worse this afternoon, to which we both broke down giggling.

I won't bore you with the details of lunch, because, frankly, I don't remember it at all. Both Jack and I were so caught up in what was ahead of us that the meal seemed to happen with out our participation. We quickly finished and headed up to Jack's suite.

We spent the afternoon making love. He was a very gently lover, concerned about how I felt and making sure he was pleasing me. I did the same for him. By late afternoon, we were both spent. He mumbled something about a party we were supposed to go to at 6:30, to which I squealed and jumped out of bed. Jack looked at me like I had gone nuts and said "What's the problem?" I replied "That gives me only 2 hours to get ready. Mary will be beside herself!"

I quickly threw on my panties, skirt and blouse (the corset and hose had never come off), picked up my shoes and ran from the room, to the bemused shaking of Jack's head. As I left, I heard him mutter "Women!"

I ran into my suite, apologizing to Mary for being so late. She gave me a withering stare and commented that this was two days in a row that I had done this. I hung my head and said I would try and be more considerate in the future. She couldn't keep the grin off her face, though. "So, tell me all about your afternoon." she said as she started drawing my bath. I, of course, didn't go into details ( a lady never tells), but I did say that it was the most beautiful experience of my life. AS I slid into the warm bubble bath she had prepared, I told her how much I loved Jack and what a wonderful lover he was.

That night we were going to a fund raiser for the local symphony. It was a black tie affair, so I need to be decked out in a formal gown. I decided to be a bit more flashy then my usual and chose a gold lame bodice over a deep Burgundy skirt. It required my most severe corset, but it was well worth it. With Mary's efforts, my waist measured just 21 inches. The effects of the corset and the voluminous skirts below, my waist looked positively tiny. Of course, I could hardly breath and eating was virtually out of the question. The other affect of the corset was the amazing cleavage it produced. No one would be able to tell that I didn't really have breasts. Okay, I had been on hormones for a bit now, so I had small ones, but nothing to speak about. Anyway, when I looked down, the view was spectacular. Mary produced a necklace with a large dark ruby that nestled between my breasts. I added some chandelier earrings with numerous small rubies and diamonds. I put on opera length satin Burgundy gloves and slipped on the bracelets that went with the rest of the jewelry. Mary gave me a nod of approval and I headed down to the ever patient Jack. It was 6:45, I was late again. He didn't say a word, but I knew what he was thinking.

Mary wrapped a white sable stole around my shoulders and handed me a beaded clutch. Jack took my arm and we headed out to another evening on the town.

Though, to the outside world, it looked like Jack had a new trophy on his arm at all these parties (he had a reputation as a bit of a ladies man), the truth was he had fallen in love with his own creation and would become a devoted monogamous...

  

  

  

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