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story by Wendy, tw123443@yahoo.com
Halloween New Orleans – Prelude
When I returned home, I wrote a very thankful email to Lizzy saying thanking her and Mistress Andrea for a wonderful weekend. I said I was thrilled to be able to be a gurl in an exciting environment with two great people. I fully enjoyed participating in the parade in nothing but lingerie. Lizzy replied with a similar email expressing their enjoyment in meeting me and the good time we all had.
As I did enjoy the weekend, it had fulfilled many of my cd femme fantasies. I wondered if I should continue with them, afraid I would cross the line and lose my `normal' lifestyle. I thought I would put them to rest for a while.
I did have to remove traces of the lipstick and nail polish the morning I left. Lizzy and Andrea were very supportive, but did say I looked sexy with both on me. For being smooth, I discretely wore long sleeved shirts and pants until the hair started to grow back,
I did not think much of it at the time, when my wife said she would be in Europe for a month starting in mid-October, returning mid-November. She is involved in software where projects are not local and can be long lasting. I did remember that Mistress Andrea had invited me back to NO for Halloween. I could imagine what goes on that day.
I then forgot about it until one day a couple weeks later I received an email from mstyles@mstyles.com with the subject being Halloween. I opened it and read it:
Wendy:
"I am glad to have met you during the Underwear Parade in NO. You are one sexy creature. Lizzy and Andrea said that they invited you to visit again for Halloween. That is good because I expect you to come. You will stay at my house this time, as we are having a Halloween party and you need to be involved for the whole experience. Don't worry; you will be seeing a lot of Andrea and Lizzy when you are here. Before coming you will need to do a few things. Remember disobedience is not accepted and will be severely punished.
First, you are to obtain some heels and practice walking in them. I expect you to be fully comfortable in them by the time you arrive. Next your boobs are too small. The falsies were nice, but I prefer the real thing. When I am fucking you with my strapon, I want to see your boobs bounce and giggle. Buy a breast pump, and use daily. I want you to send me a picture of your boobs every when I tell you, so I can see your progress. Also, do not cut your hair either. You did look femme in your wig, but I want your hair styled my way. I have included a few videos from your last visit. I am sure you will enjoy.
I expect to receive an email from you by tomorrow with pics showing your starter boobs and hair. You will have ordered the boob pump by then as well."
Mistress Melissa
I was floored, not knowing what to think. I quickly clicked on the attachments. The first was of the four of us walking in the parade. It was quite apparent that one could recognize me in spite of the wig and make-up. The video also had a link to a Youtube address. Oh my, hopefully no one that I knew would watch. The next was me and Lizzy sucking each other. To finish, the third was my facial expression when Mistress Andrea using her strap on in me, I did not know what to think. I wasn't aware of being recorded in such compromising positions. I am sure Melissa put them up to it; undoubtedly, she was subtlety blackmailing me. I did not want to find out if that was her intent.
I went online and found some boob pumps, especial designed for men. They were transparent boob cups with a pressure pump. One attached the cups over the boob area with an adhesive cream, and then pumped them to the desired level. I placed my order. Finding heels would be easy as I would visit a shoe warehouse and select a pair and purchase with men shoes as cover, not that it mattered, I snapped a side view of my chest, and included it as an attachment to an email to Mistress Melissa. I told her that I looked forward to visiting her for Halloween, and that I had ordered a boob pump, would be purchasing heel this week, and said I attached side view pic of my boobs.
I also sent Lizzy an email explaining what Mistress Melissa sent. I told her that I had no choice but to obey Melissa's demands and look forward to get see her (Lizzy) again. She replied with a note that I best obey her and would love to see me again at Halloween. She said that Mistress Andrea owned a beauty salon and that's where and why she wanted to do my hair. She noted that Mistress Andrea had lent her to Mistress Melissa before and learned the hard way that it is a good idea to obey her, but that she was an awesome sexually lady, and she really pleased her with awesome orgasms. Lizzy said that Mistress Melissa is a frequent client at the beauty salon, and that where she met her.
A few days later, I sent Lizzy an email asking how she got involved in her current lifestyle, and what were her experiences with Mistress Melissa like.
About a week later, Lizzy replied.
Wendy:
"My journey to my present condition has been quite an experience. This has been something that I never would have imagined years ago, growing up. Throughout high school and college, I was a rather normal male, at I thought so. I had no attraction to other men, and dated females regularly. In college as time progressed, I realized I was dating females not so much that I was attracted to them, but that I wanted to become like them. I am not sure how these feelings developed, but they were real to me. I did visit a psychiatrist who explained to me that each individual is not 100% male or female but has a percentage of each. My feelings he concluded were quite normal.
After college, I obtained a position as a journalist with a New Orleans newspaper with which I really enjoyed and prospered. I dated a few women, but nothing special. I did join a gym, and began to appreciate the male body. Occasionally, a guy would approach me, but I wasn't ready. The newspaper began to transition to a digital format, and the staff was encouraged to work remotely. This was awesome for me. At first, I stayed naked, but the female urge in me started to grow, and I ordered and started to wear a bra and panties while working. I began to fantasize that I was a female. And, going to the gym, got me interested in cock. I wasn't sure where I was going sexually, until I met Mistress Andrea.
One article that I wrote for my paper started it all. I was interviewing local small business owner as to how they conduct business in New Orleans. My assignment was the owner of a beauty salon. She, Andrea, said that her clientele consisted of wealthy patrons from the Garden District and eccentric others. When the interview was over, she invited me to her place for dinner. I agreed. When I arrived, dinner was ready, and when done we sat in her living room. Surprisingly, she changed the topic from business to sex. She said she was a dom, lesbian female. I didn't know what to say. Then she said she thought I was a sissy. Then she said I could help me fulfill my female dreams. From that day forward, my transformation evolves. She had all my hair removed, as I am now smooth as any female. She selected appropriate woman's wardrobe for me. She brings me to her beauty salon for hair styling and manicures. She did have me move in her home. It is clear that I am her maid, sex slave, and servant, which I immensely enjoy as it enhances my femininity and get to wear female attire all day.
Mistress Melissa is a very domineering lady. She loves to control submissive gurls, and does her best to exploit their desires to be feminine. She and Mistress Andrea are good friends. Mistress Melissa uses Mistress Andrea's salon to meet gurls. When I met her, I could feel an attraction to her. She invited me to her place to spend an evening. She had me wear a skimpy bikini. I was her sex slave all night."
Lizzy
Right after Labor Day, Mistress Melissa sent me an email asking how my boobs were doing, my progress in walking in heels, and how much hair had grown. I had been using pumps daily. A small but noticeable growth was apparent. My hair was starting to grow, and I was getting good at walking in heels. I took a video and sent it to Mistress. She replied with a `good gurl' and told me to keep going.
A week later, I received another email from Mistress Melissa. She said a male friend of hers was visiting my city, and I was to meet him. She gave me the hotel name and day and time, and would send the room number on the day. I was to arrive with a black matching set of bra, panties, hose and garter with a wig and red lipstick. She also said to have my cunt ready. Fortunately, I do have a black outfit and was free the day mentioned, and wife was away.
The day of the engagement arrived, and I received an email with the room number and time. The hotel was nearby, large and busy, making it easy to enter without being noticed; I would carry my woman clothes in a nondescript bag. I entered the hotel, unnoticed, and went up to the room, and knocked on the door.
A man in a bathrobe opened the door, looked at me and asked if I was Wendy. He then invited me into his hotel room. It was a spacious suite type. He had me follow him into the bedroom. He took off the robe and sat naked on the side of the bed. He was well built and good looking cut cock, and shaved! He told me to take off my clothes and show him my naked body. Ha had me do a number of poses, and then said it was time for me to get into my lingerie.
I carefully, removed my black lingerie from my travel bag, and put my bra on first, then panties, garter, and hose. He loved it. He then said go to the bathroom and put on my lipstick. So sweet! When I returned he told me to kneel in front of his cock, which was starting to harden.
To start he told me to lick his cock and balls to get him hard. Then he had me hold the base of his cock with one hand, and put suck his head. He told me to bob, and keep my tongue underneath the head. I could sense him growing harder and harder. He then, using his hand, pushed his cock deep into my mouth and throat. He forcefully, pulled and pushed me in and out. I thought he was going to cum, but abruptly, pulled out and told me to get on all fours on the bed.
I quickly scampered up on the bed, and positioned myself as ordered. He pulled my panties down. Then I felt a cool gel being inserted and rubbed into my cunt. What a turn on! Unexpectedly, he smacked my ass with his hand, hard. I jerked forward. He said get ready to be a real woman. I cringed as I could feel his cock slowly enter me. Then I started to glow. I could feel his stiff cock enter my cunt. He slowly pushed it in, slightly removing, and then further pushed in until he filled me. Then he rhythmically he fucked me; I was in ecstasy.
Now, I know what it feels like to be a woman being fucked. He then told me to squeeze his cock with my pussy, what a wonderful experience it is. He then started to pump my clitty hard , fast, and deep. He said he wanted me to cum when he did. Now gurl he yelled! We then both spurted our cum, he inside me, me in his hand. We lay there for a while, basking in the joys of an orgasm.
He then got up and said it was time for me to leave. When I was standing he came over, kissed me, and stuffed $100 bill down my bra, and smiled. Oh my, I thought, I was whored out. He told me to get dressed, but keep my lingerie on underneath my clothes. As I walked out, I left a note with my phone number, and sweetly said to him that you don't have to pay next time.
In the elevator, I realized that I still had the lipstick on. I closed my lips. When I got off, I hurriedly ran to a restroom and cleaned it off. When I got home, I went to bed still wearing the lingerie enjoying the glow of sex associated with it. The feeling of cum still inside my pussy was wonderful.
The next day, I sent an email to Lizzy where I described my sexual encounter as well as that the encounter was arranged by Mistress Melissa, and that I was whored out. I said the sex made me feel like a full woman but did not feel good about being sold for sexual pleasures. She replied with a quick note saying I should get `used to it' as well as that the purpose of being a gurl is to get fucked. She added that she and Mistress Andrea were looking forward to my visit, and reminded me not to bother bringing any clothes.
Halloween was now only three weeks away. I made my plane reservations, and was ready to go. As Mistress Melissa instructed, I was comfortable walking in heels, my hair was relatively long, and my boobs were expanding!