Beginnings - Day 3 – Preparation

by Carolyn

   

I slept quite late the next morning, spent from a night of sex with Suzy and generally basking in the memory of a quite fulfilling experience. When I finally stretched and stood up, I realized that it was Tuesday and I had one more day before my date with Harry.

Harry. Hmmm. Last night Suzy and I had spent hours making love woman to woman.

Of course, at times my manhood was welcomed but for the most part we just snuggled, nibbled and licked. I had such a wonderful evening with her. My outfit, sleeveless black dress with a wide patent belt and high strappy shoes, was certainly stunning. My new breast forms made it work even more. Certainly I was not a ravishing beauty but the more I stayed in my Carolyn role, the more convincing I had become.

I went into the bathroom and was surprised at how nicely my new hairdo had survived the night. Cindy had done a wonderful job. I jumped into the shower, smiling because shaving my legs was no longer a messy, daily task. When I was dry I used my lotion everywhere. Suzy had commented on how nicely I smelled and felt. I had to agree. My newly waxed body did feel quite ladylike and the lotion had such a pleasant scent.

I began dressing by putting on a new bra. I was still getting used to the breast forms and found that the support was far more comfortable than to have the girls out there naked. As I put on a pair of white lace panties, I wondered what to wear for the day. I wanted to be fully dressed to stay in character but since I didn't plan to go anywhere my choices were wide open.

Of course I put on my waist cincher. I knew I had to get used to it. I only tightened it as tightly as the night before.

I decided on a skirt and top. I had a silky red blouse, front buttons and a frilly ecru skirt. They seemed to go well together. I wore a nude slip underneath and put on the blouse. I left three buttons open to expose my cleavage. Naughty girl, I thought to myself.

Choosing nude pantyhose, no stockings today, I sat to put them on. Of all the pieces of women's clothing, shoes are my favorite but quite closely followed by pantyhose or stockings. I just adore the way the fabric feels on my shaven, now waxed, legs.

I stepping into my skirt and zipped it up the side. I decided to tuck in the blouse. There was no reason not to take advantage of my cinched waist.

Since I was going to be home I decided on a pair of comfortable shoes for the day. I went into my closed to pick out my 2 inch heeled brown pair and spotted the red shoes I hadn't worn yet. They had a 3 ˝ inch heel but were so adorable I just had to try them on.

They were simple pumps but the height really accentuated my legs and brought the skirt up to knee length. Since they matched my blouse so well I decided to wear them for awhile. I wanted to get accustomed to higher heels and figured walking in them as often as possible was the best approach.

I went to the mirror to check my look and was quite pleased. It did irritate me to notice I hadn't put on any jewelry. Why do I keep forgetting that?

I found a simple necklace that was long enough to loop around my neck twice. It was a combination of red beads and gold links. I had a matching bracelet which I wore as well. I also put on a faux ruby ring.

I was dying to put on some earrings but my studs had to stay in one more day.

I gave myself a spritz of perfume and went into the kitchen. What a disaster. Suzy and I had totally lost ourselves in kisses (and more!) after dinner and hadn't given the kitchen a second thought.

To my dismay I didn't have an apron. How could I attack the dishes and counters in my new blouse and skirt? Silly as it looked; I went into the bedroom and grabbed my robe. I had purchased it to wear in the evening or after my showers. It was just a plain red robe that was warm and more functional than stylish.

So there I was, all dolled up and hiding it behind a bathrobe! I smiled as I walked into the kitchen, heels clicking on the hard floor. After cleaning up, I made a pot of coffee and took of the robe. I was really enjoying the feel of my soft blouse and frilly skirt.

I made some coffee and peeled a banana. Eating a banana had never brought back memories before but I couldn't help but smile as I thought back to Saturday night with Harry.

I went out to get the paper and was settled in reading it when my doorbell rang. I went to the door hoping my lipstick was ok. It was the Fed X man with my new cell phone! He was very nice. I signed for it (as Carolyn!) and smiled at him as I closed the door. I don't think he guessed. It is a good thing he didn't ask for ID. I hadn't thought of that possibility!

I set up my phone and put my voice message on it: "Hello. This is Carolyn. I am so sorry to have missed your call. Please leave your number and I'll call you as soon as I have a minute!"

I called Harry – I wanted him to be my first call. Voice mail again! That man never picked up his phone. Typical male. I left him my number and asked him to call when he had time, telling him I just wanted to hear his voice.

Just then the doorbell rang again! I quickly went to the door and it was the florist delivery man again! He seemed rather happy to see me and handed me another flower box.

"You are a popular lady, Carolyn," he said with a smile.

"Why thank you. You can deliver here any day you wish. I just love flowers."

We both smiled at each other as I closed the door. I opened the box and there were a dozen dark red roses. The note read: "Darling Carolyn. If you are worth one rose from Harry you certainly are worth 12 from me. I just loved our night. Love, Suzy."

Wow. What a thoughtful woman. As I arranged my flowers I decided to call her to see if she could have lunch. It turned out she was busy but suggested a cocktail at 6:00. That sounded wonderful to me. Suddenly I had a plan to go out.

I read the paper and sipped my coffee. Then I went on the internet to see what else I could learn about passing as a woman. There are tapes and DVDs available that purport to teach men how to act like women. I decided against investing in those. I did look at some cross-dressing sites and was quite impressed with some of the "girl's" pictures.

I was a little envious. While most of them appeared to be women, some were strikingly gorgeous. That would never be me. Then again, if Harry and Suzy liked me as I am, who cares? I was comfortable that few if any people I had come into contact with had assumed I was a woman. I realized how much I enjoyed being Carolyn.

I began to think seriously about how I would respond to Harry's job offer. While I was having a total blast as Carolyn I wasn't sure this would last. I was a high maintenance girl. I knew I'd be spending a lot of time in the salon and a lot of money shopping.

I began to understand why women shop so much while men just do it when it is absolutely necessary.

There are just so many things for us to buy! Who doesn't need a new pair of heels or another bracelet? I laughed at myself.

I focused back on Harry's offer. I realized I was seriously considering accepting! I thought I'd better really think this through. After spending 3 full days as Carolyn, I had to admit I was very happy in the role. However, it is one thing to spend a few days as a woman and commit to living as one full time. The more I thought about it, the more I realized that I had more thinking to do.

I decided I would seek counsel from Suzy during our cocktail hour tonight. Suddenly it dawned on me to think about what would happen if I just dropped the whole Carolyn project and went back to being a guy. The thought of that nearly sealed the deal. I knew there was no way I would be happy. Perhaps I should change my motto to "in for a penny in for a million pounds"!

I began to play some "what if" scenarios. First, were I to do this, how much of a wardrobe would I need? Certainly I wouldn't want to wear the same few outfits to work week after week. I would need more underwear as well, not to mention scarves, shoes and coats for different weather conditions. I would need gloves and perhaps a hat or two. Certainly if it were raining I wouldn't want my hair to get wet. I only had one purse – is one enough?

I determined to talk with Suzy about the clothing issue. How many different outfits does a woman have in her closet, and how many shoes etc?

The day had flown by and it was nearly 4:00. I decided to shave once more before going to meet Suzy. Who knew how long I would be out? I took off my blouse and put on my robe. I removed my makeup and shaved closely. After moisturizing my face I put makeup on carefully. I decided on the smoky eyes again. They certainly were a hit last night.

I put the red blouse back on. I was happy with my outfit and felt it would blend nicely with the other women just getting off from work.

I put on my coat, grabbed my pursed and headed out. I knew I'd be a bit early but I was getting antsy just sitting around. I arrived at the bar we had picked at about 5:15. I took a seat at the bar and ordered a cosmopolitan. That seemed to be a lady's drink so I thought I would try one. Soon I was nearly surrounded by women. Apparently this was a popular location. One woman asked me if I would move down one spot so she and her friend could sit together.

Of course I was happy to do so. She was so appreciative. She introduced herself and her friend and I reciprocated. We chatted for about 20 minutes until Suzy got there. I excused myself and joined my friend.

"Well, don't you look like a professional woman tonight Carolyn" she said with a smile.

"Why thank you Darling, you look rather nice yourself!"

"Suzy, the flowers are beautiful. You are so kind and thoughtful to have sent them. And yes, I did understand the message. I admit I had at least 12 times more fun with you than I did with Harry. Of course, Harry and I didn't make it to the bedroom so you had an unfair advantage."

She laughed and gripped my hand. "Carolyn, I've thought about you all day. I can't wait to be with you again."

"I feel the same way. Hopefully it will be soon!"

We sat there with our drinks and talked for about an hour. We decided we'd better eat something so we left and walked down the street to a nice restaurant. I told her I had so much to ask her.

As we ate our dinner I broached the topic of Harry's offer.

"Suzy I have so many questions but I must begin by saying I am leaning very strongly to accepting his offer. I asked myself today how I would feel just boxing Carolyn up and giving her to the Goodwill. There is no way I could do that. I love this! I am exhilarated almost every minute of the day."

"However, if I say yes, one concern I have is my wardrobe. I know we bought quite a bit the other day but is it enough? How many outfits do you have? How many shoes, purses, coats etc do you have?"

Suzy laughed out load. "Carolyn, you're sounding more like a woman every hour!"

She proceeded to calm my fears. She explained that one skirt can work with many tops and most tops can work with many skirts. While woman often have many pairs of shoes, they usually wear 5 or 6 pair most of the time. She told me that underwear is one thing not to scrimp on. Since she never wears the same ones twice without washing them, she advised that I purchase at least two weeks worth of panties, 5 slips (yes I insist on wearing slips nearly all the time) and 4 bras.

We talked for a long time about clothes and accessories. I was drinking it all in and starting to plan another visit to Felicia.

As darkness fell, Suzy asked me if I'd like to come to her place to a nightcap. She grinned and I knew there was more to this invitation than a cocktail. I agreed and we left together. I so wanted to take her hand but knew that might appear rather strange.

When we arrived at her house she took my coat and sat me in her living room.

"Would you like to stay a bit and watch a movie?"

I could think of no place I'd rather be at that time so I agreed. She went and got us each a glass of wine and sat down.

"Would you like a foot rub" I asked.

"I would but only if I can rub yours too"

We kicked off our heels and sat at the edges of the couch facing each other. I took one of her feet as she took one of mine. It felt so marvelous for both of us. We were quiet as we gently massaged each other.

"You know, I have a TV in my bedroom if you'd like to watch the movie in there."

"If you have a bed in your bedroom perhaps we can forgo the movie."

With that we stood up and kissed deeply. Oh I loved the feel of our lipstick lips nibbling together. We went into the bedroom knowing that we were about to relive last night's wonderful adventure. I couldn't wait – I know Suzy was so ready too!

She handed me a white satin short nightie. She had another that was a perfect match.

"I bought these today; one for each of us. I thought it would be fun to be dressed identically. When I look at you I'll be seeing me."

That was so romantic I could do nothing but kiss her deeply again. We put them on and climbed into bed. Our loving wasn't frantic or hurried. Slowly we kissed each other's bodies from head to toe and halfway back. I settled in at her mound and used my tongue as she had taught me. Her groans were my reward and I loved it.

We rolled over and lay side by side caressing and kissing. Slowly I entered her. She flipped on top just like the night before and we both came with cries of delight.

Afterwards we basked in the afterglow, just lying on our backs, hand in hand.

"I really love this, Suzy. I've never been more satisfied in my life."

"Carolyn, you simply cannot stop being a woman. I won't have it. I need this from you and want to be with you again…soon!"

"I'm not going to stop, my Darling. Tonight you helped me make up my mind. You'll be seeing Carolyn for a long time."

We slept shortly after that. I didn't have to leave and she didn't want me to go.

The last thing I remember is feeling her breath on my neck and thinking how glorious it will be to wake up to her next to me in the morning.

  

  

  

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