St. Clair Ladies Circle: Beginnings
Keywords: Clair, Beginnings, Circle:, Ladies, St.,
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*I Become A Woman*
" (Author's Note: "I Become A Woman" is the true name of this chapter. Since Literotica's protocols do not permit long titles, I shortened the title used by Literotica."
*
My name is Valerie. Well, my en femme name is Valerie. For the past two years I've lived as a woman—dressed as woman, presented myself to the world as one, think like one. This started nearly three years ago. My wife and I belong to an exclusive sex club known as THE ESTATE. We use our membership for me to indulge in my fetish for crossdressing. My wife did not approve of this fetish, but went along with it, especially if I restricted it to our visits to THE ESTATE. As I became more accomplished at make-up, deportment, and fashion we began indulging in more and more of the activities at THE ESTATE for couples like us. Naomi and I were befriended by Helga and Marvin ("en femme "Thelma) St. Clair. Helga had devised an elaborate ritual for Thelma's defloration, and some dozen others had since gone through it and were members of a special clique at THE ESTATE. Inevitably, the time came for me to complete my role as a woman—to lost my anal virginity to a man!
The man chosen to perform this rite was
This was an elaborate bridal shower with all the transvestite husbands that William had deflowered, dressed as bridesmaids, and their wives dressed as matrons of honor. Each bridesmaid told her own experience with William, each ending with the revelation they had never been able to perform with women as a man again. At this point, Helga, the dean of the matrons, informed me that I didn't have to go through with this, citing THE ESTATE's rules against rape. Although we no longer were on THE ESTATE's premises, the St. Clairs abided by most of its rules even off-premises. Helga then informed Naomi that none of the bridesmaids who had been deflowered by William had ever been a husband again in the biblical way, and that she should consider this before we went any further.
Both Naomi and I were apprehensive. We knew most of the bridesmaids were living their lives away from THE ESTATE as women. We thought this was just their personal choices. Now we were informed that the experience with William was so traumatic that they had been "womanized:" turned into sissies so thoroughly that they never could function as men sexually, or even at work or socially. For most of them, they were so financially comfortable it took very little to change their lifestyle to accommodate their changed status. For the others, some continued the masquerade of being men, while others made the adjustment to female jobs, or being female in their former lines of work, although at different firms and usually in different cities, or even states. THE ESTATE's connections and membership, not just the clique of William-womanized sissies, made this adjustment quite easy.
"In for a dime, in for a dollar" I thought. Naomi agreed, reading my mind. The shower then proceeded to the unwrapping of gifts. There were the usual boudoir gifts: baby doll nighties, thongs, sleeping gowns of various lengths and colors, lingerie, oils and gels. But it was Helga and her spouse's gift I found most ominous: five paid sessions with a marriage counselor!
"We like you and Naomi," she explained. "We would hate to see your marriage break up. And that has happened to most of William's turnouts. What you see here," she turned and waved her hand at the assemblage, "are those who have adjusted to their situation. Of course, there is always the chance that you will be the first to survive and continue to function manfully."
Naomi and I looked at each other, the anxiety showing on each of our faces. We nodded to each other, this also signaling acceptance to the group. With some fanfare, William was introduced, brought in through the hallway leading to the bedroom. I could see why he was chosen. Tall, well-built, very handsome, he was every woman's—and sissy's—dream. He was wearing dark pants, a starched white shirt, a cravat, and a smoking jacket. He strode into the room, a cross between a smirk and a sneer on his face. All the bridesmaids looked at him, then away, nearly all blushing. Only a look from Helga and two or three of the other matrons brought the smirking sneer into a leering smile. William was still an employee of THE ESTATE, while the rest of us were members and guest. Even away from THE ESTATE, rank and place must be respected!
Helga assumed responsibility for the rite at this point, like the chief witch of a coven. Given that there were thirteen of us present, this somehow fit.
"Valerie, this is William, your husband for this night. William, this is Valerie, who you will make a woman this night. Valerie, William, show your acceptance of this nuptial by kissing."
This was the substitute for the marriage ceremony. I was not sure what to do. I had never kissed a man before, although I had kissed Naomi when she dressed as a man for various occasions. William was not uncertain at all. He stepped forward and took me in his arms like I was a rag doll and lifted me bodily into him as he took my upper lip between his and sucked. Before I knew what was happening his tongue was inside my mouth, one of his hands was pressing my back between the shoulder blades and the other was on my ass, pushing me into him.
I am only a few inches shorter than him, and with heels that made us equal in height. My build was about the same, although he had a much better developed upper body. I probably could have broken the clinch, but for some reason I submitted. Submitted! I just opened my mouth and let his tongue have its way. As he pressed his body into mine, I threw my arms around his neck and kissed him back. In the background I heard applause. William began grinding against me, letting me know the size of his member. For the first time that night I knew fear. If what I felt against my own pubic area was real, I was going to be split in two!
I released my hold on William letting my hands drift to his chest. I pushed gently, and he broke the kiss. I looked around at the others, shamefaced. Naomi looked at me with a mixture of shock and surprise. The other matrons smiled knowingly, as did the bridesmaids. I stepped back from William, and waited.
Helga came up and kissed me on the cheek. "I see we won't have some scared bride tonight." Naomi then came up and kissed me fully on the lips, further smearing my lipstick. She broke the kiss and smiled at me, giving me her blessing.
"Valerie," Helga began, pulling Naomi away. "You should show your husband how much you plan to enjoy this night. That smoking jacket looks awfully uncomfortable. Why don't you help him remove it?"
I unfastened the sash at his waist, then moved behind him to take the jacket off of him. One of the bridesmaids took it from me.
"Now, Valerie," Helga continued, "help William with his shirt and cravat."
I came around and faced William who had already undone the cravat. I unbuttoned his shirt, not really believing the red-lacquered fingers that was undoing a man's shirt belonged to me. When I reached his pants, I stopped.
"Go on, Valerie," Helga encouraged.
William stood there, his hands on his waist just above his pants tops. The smirk-sneer had returned, looking somewhat comical with my lipstick on his lips. I unfastened his belt and started to pull the shirttails from his pants.
"No, Valerie," Helga chuckled, "Don't pull his shirt out, pull his pants down!" The room tittered with laughter.
I unzipped his pants and pulled his pants down, dropping to my knees to finish the job. William wasn't wearing underwear, and as I pushed his pants down his legs revealed was the monster that was to deflower me. It hung down like the proverbial third leg! At this point, Naomi stepped up behind me, placing her hand on my shoulder.
"This is what you wanted, Valerie. To be a complete woman for this weekend. Well, this is your wedding night, and your husband stands before you. Do you remember what I did for you on our wedding night? Now you're the bride."
On our wedding night, Naomi had stripped me when we were in the bedroom, then, kneeling before me as I was before William, gave me a slow and loving blow job, in effect worshipping my cock. Of course, she had given me blow jobs before, and my cock was no stranger to her cunt. But it was the ultimate of submission the way she did it. And Naomi was not the submissive type!
I looked around the room, sensing expectation in the air. I looked up at William. His grin was back to the smirk-sneer. From my position, he looked large and ominous, standing over me. I looked back at his cock, when I felt a hand on my left shoulder, and its arm across the top of my shoulders.
"Just put the palm of your hand underneath the head, honey, and bring it to your mouth."
I did as instructed. As soon as I touched it, it jumped as if alive. The term "trouser snake" immediately came to mind. I slowly lifted my hand, bringing the head to my face. It looked angry, being all purplish with its one eye.
"Kiss it, Valerie," my wife instructed.
I did, leaving a large lipstick print along the top.
"Now stick out your tongue and run it along the outline of the lipstick print you just made."
Again I followed my wife's instruction.
"Now slide your tongue along the slit from top to bottom." I did so. "As you slide your tongue along the underside of the head, open your mouth and take as much of him inside as you can."
Again, I followed Naomi's instruction. William is big, nearly as big around as the proverbial soft drink can. I was only able to get about half the head in, when the room burst in applause. I then felt two strong hands—masculine hands—grip my head firmly. The cock in my mouth began to grow, pushing my jaws apart until they ache.
"Easy, William," I heard Helga say. "Remember, she's a virgin to cocksucking too."
I felt William back away. By now his cock was fully rigid and pointing straight from his crotch to my mouth.
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Keywords: Clair, Beginnings, Circle:, Ladies, St.,