Independent Women- Part 2

Independent Women- Part 2
by RogerGirl

  Jordan gave me a wad of cash and told me to get everything I would need to transform him into a woman.  I was shocked at having so much money at one time and a little unsure of what to get.  While I now order prosthetic breast forms and vaginas, hair remover, wigs, and acrylic nails quite regularly, at the time this was all new to me and I wasn't even sure where to begin searching for this kind of stuff.  I went to the phone book, since it was the early 90's and there were no smart phones yet, and found a store downtown that sold some of the items I would need.

  I went inside the store and nervously approached the owner.  In the years to come we would become close friends and she would supply me with many of the items for my studio.  Back then, however, I was feeling pretty embarrassed being in a store like that.

"Can I help you?" she said in a friendly voice.

"Yes," I said checking my list that I had made, "I work for a magazine and I need to get these items for my boss.  I'm not really sure what to look for.  He just handed me a bunch of money and told me to get the best, most realistic stuff I could find."

  She smiled and took me around the store.  We reached an aisle with prosthetic breasts and she took down a pair for me to touch.  While they weren't as well-made as the ones I use today, I was surprised at how real they looked and felt.  We went to some other shelves and she filled my basket with gaffes, acrylic nails, hair remover, and several other items.  I paid for the items and thanked her.  She gave me her card and told me to come back anytime.  

  After stopping at the store, I headed to the mall to buy some shoes, clothes, and underwear using the measurements I had taken of him.  After I was done I also got some extra makeup and nail polish and headed back to Jordan.  We unpacked everything I had bought and he asked me to help him remove his makeup so he could take a shower and remove his body hair.  As I helped him with the hair remover, I admit I was shocked at how eager he was to dress as a woman.  Up until then, I had assumed only gay men dressed like women, and Jordan certainly wasn't gay.  

  Once his body hair was gone, I used a moisturizer to make his skin soft.  After his shower, he got out and stood before me completely naked.  Despite his having a penis and the lack of breasts, he now looked very feminine.  I even found myself a little jealous that he had better legs than I did.  I handed him a towel and he dried off.  I took him back to the makeup station and began going through the items I had bought.  This was the tricky part.

  I took out the breast forms and the adhesive.  Carefully I followed the directions and attached them to his chest.  Instantly, he now had bigger breasts than I did.  I used some makeup to blend the edges and when I was satisfied I helped him put on the bra I had bought.  Next I had him stand up and put on the gaffe.  The gaffe was small and flesh colored and when he was all tucked he had a smooth front.  Over the gaffe he put on a pair of bikini panties that went with the bra.  Despite the lack of makeup, he looked like an attractive woman with a better figure than my own.  

  When he started to fondle his breasts, I snapped back to reality and realized it was the same old Jordan under there.  I sat him down and began to work on his nails.  When I applied the acrylics, his small hands instantly became much more feminine.  Once his nails were dry we returned to the makeup counter and I reapplied his makeup.  This time I spent a little extra time making sure everything was just right.  I styled his hair much as I had the first time, then helped him put on the skirt and blouse I had bought for him.  Finally I put a few pieces of jewelry on him, sprayed some perfume, and had him step into the heels I had bought.  

  I stood back to see my creation.  While his posture and voice were still manly, the person I saw before me was a beautiful woman.  I helped him over to the mirror and he tried out some sexy poses as he stared at his reflection.  Amazingly, he bore a striking resemblance to Cindy Crawford, despite the lack of her famous mole, who was one of the most popular models at the time.  Jordan also noticed the similarities.  While I would later have the guys I made over think of themselves as women and refer to them using female pronouns, at the time this was all new to me and we continued to refer to him as a guy.

"Wow, I look like Cindy Crawford," he said excitedly, "I think I know how to get the staff and models to come back."

"How?" I asked curiously.

"For the next issue," he responded, "I won't just be the model.  I will use this transformation to write a new feature on spending a day as a woman.  I think if I show the staff that I can really respect and understand women, they would consider coming back."

"That's actually a good idea," I said, "It's also the first good idea you've had since you've started here."

"I know," he said somewhat embarrassedly, "I'm going to drop all of the frat boy stuff and start doing the intellectual stuff my parents used to do.  If this works though, I think I may keep the "My Day as a Woman" as a regular feature.  Maybe it could even be expanded to include "My Day as a Man."  Will you help me be a woman for the day?"

"Of course," I answered happily.

  While I had been a woman my entire life, this was the first time I had to teach someone how to act like a woman.  Jordan wanted to see what it was like to be a strong woman, like the kind his parents featured in the magazine, not just a sex object.  I began by showing him how to walk in his heels.  If we were going to go out in public, he would need to look like he had been walking in heels for more than a day.  Once he began to get more comfortable, I helped him work on a feminine voice.  As I helped him work on acting and behaving like a woman, I found that I was enjoying this much more than dressing up models for photo shoots.  Jordan was an excellent student and was eager to learn everything I was teaching him.  

  Once I told him he was able to pass, he grabbed the purse I had packed for him and pulled me to the door.  We drove to a restaurant nearby and I was feeling more nervous than he was.  While he was his usual cocky self, I was afraid that we would get thrown out or that people would notice the woman I was with was really a man.  Surprisingly, he did very well and a few guys even checked him out.  I began to relax and treated him like one of my female friends.  Since his name was Jordan, we didn't have to find him a new name to use for the day.  

  I was amazed at how natural he seemed as we ate our lunch and how much more confident he seemed as a woman than I did.  I began to realize that if a man can be this comfortable out in a skirt and flirting with guys, I had no reason to be so shy and afraid of my own sexuality.  Up until then I had always dressed very conservatively and had shied away from good looking guys.  I knew I was pretty, but I found that I was more comfortable spending the night at home or burying myself in my work.  When my friends would invite me to go out, I would always decline and spend the night reading or watching TV.  Looking back on those days, I regret all of the fun I missed out on.

  When we finished our lunch, Jordan paid the bill and we went out to the car.  He began telling me how exciting that was and that we were going to the mall next.

"I want to thank you for today," he said, "I'm going to buy you something at the mall.  You're very attractive, but you dress like my grandmother."

"You're right," I said, "I realized today that I need to assert myself as a woman.  Watching you in there looking so sexy and confident, but still modestly dressed, I felt like I've been afraid to step out of my comfort zone.  If you could go out in public dressed as a woman, I could at the very least be a little more confident in my own femininity."

  We got to the mall and went inside a women's clothing store that I had passed by many times.  I had always been afraid to go in there because everything was so expensive, but today I was ready to try anything.  We began by searching for clothing that enhanced and showed off our feminine features, but were not so revealing that we looked like whores.  Jordan had an amazing eye for fashion since he grew up with a mother who was a former fashion model.  He found a simple black dress that ended a few inches above the knee for himself and a navy blue dress for me.  Having been short my entire life, and spending many years as a gymnast, our body types were much different.  I tried on the dress and found it showed off a little cleavage, but not so much that I felt like my breasts would fall out.  

  When it came time to pick out our swimsuits and lingerie, however, Jordan was much more daring and willing to pick out some items that were very sexy and revealing.  We found a few pairs of shoes, then he paid for everything and we went to the car.  We drove to his condo by the beach, which was much nicer than the tiny apartment I was living in at the time, and he told me to put on my new swimsuit.  I went to the bathroom and was shocked at how revealing it was.  Having worn only one-piece suits I wasn't used to showing that much skin in public.  Unlike before, I could tell Jordan was feeling a little nervous about wearing his swimsuit too.  We took each other by the hand and after summoning up our courage we went to the beach.