St. Clair Ladies Circle: Leonard Pt. 2
Keywords: Circle:, Pt., Ladies, St., 2, Leonard, Clair,
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*POSTCARDS FROM THE ESTATE:
THE ST. CLAIR LADIES CIRCLE—MY DATE WITH LEONARD*
"[Author's Note: "The St. Clair Ladies' Circle: My Date With Leonard "is the full title of this submission. The title in Literotica meets its requirements, which do not permit long titles. This is the sequel to "The St. Clair Ladies' Circle: Leonard. "The submissions are not necessarily chronological, as back stories are sometimes needed to introduce characters not directly within the storyline. In response to some of the comments on my other submissions, I must caution the reader to remember this is a work of fiction! These people do not exist. "THE ESTATE "is not a real place, nor is the town in which the St. Clairs live!]"
"Yes, Leonard, seven will be fine."
"Hot date?" my wife asked as I put the phone down.
I looked at her with a combination of expectation and fear, needing her approval, acceptance, and assistance. "I guess so. Leonard has invited me out to dinner again. He's picking me up at seven."
I didn't need to say more. It had been a week since our dinner with Leonard. We both knew that tonight I was going on a date with a man with the full knowledge that he wanted to fuck me. I looked at Naomi pleadingly.
"Would you like me to help you get ready?" she asked.
"Oh please!" I shouted.
She stood and led the way to our bedroom. "Go shower while I figure out what you should wear."
I showered thoroughly, even taking time to douche. Half an hour later, I emerged from the bathroom to see what my wife had prepared. Instead of my standard long-line bra she had a merrywidow with garter straps, which was less restrictive than the bra. To fit into this, Naomi produced a set of C-cup faux breasts.
I looked at her in shock. "How long have you had these?"
"Marlena called Wednesday, saying they were ready. You were out of the office, so I picked them up." Naomi said, placing the forms against me to get an idea of their fit. Marlena Schwartzmann owned "Lily Marlene's," a dress shop—and more—that catered to us special ladies. "Maybe you ought to put the merrywidow on."
I stood and put it on, Naomi fastening it from the back. She then put the breast forms into the cups and adjusted them until she was satisfied. Next she pulled back the top and put adhesive along the top portion of both forms, pressing them against my skin.
"Just let them set for a few minutes, then we can glue the rest of them on. Here, put your stockings on."
The stockings, as well as the rest of the lingerie were peach in color. I sat on the bed again, rolled the stockings up my shaved legs, attaching them to the garters. Naomi had me stand again, undid the top part of the merrywidow and rolled it down to my waist. She then lifted the bottom of each breast form, applied more adhesive, then pressed it down in place. She then handed me my panties. They were specially made for special ladies like me, with padded buttocks and hips, and a special pouch and control panel to present a feminine front, sort of combination gaff and girdle, courtesy of "Lily Marlene's "designing. I slipped them on.
Merrywidow, breast forms, stockings and panties on, Naomi next presented me with a slip. It completely covered the merrywidow and ended about three inches below the knee. "Go put on your face," she commanded. As I did so, she laid out a dress I had never seen before. It was a sleeveless, V-neck, empire-waisted dress with the bottom flaring, reaching to mid-calf, peach, in rayon,. She held it up and I stepped into it. As she zipped up the back, I looked at myself in the mirror, amazed that even I could not tell I was biologically male. I looked like a stylish thirtysomething woman dressed for a romantic evening.
Next came my shoes, a pair of 3-1/2" three tone pumps: peach on the inside, flesh-tone on the outside, with a tan toe. Naomi finished my look with a simple one-strand pearl necklace, matching earrings and bracelet. My clutch purse matched the shoes. Just as she finished the doorbell rang. We exited the bedroom together.
Naomi opened the door while I stood in the living room. Leonard was wide-eyed with lust when he saw me.
"Wow!" He quickly covered the distance between us, put his arms around me and kissed me. By now I was getting used to being kissed by a man; well at least this man. I put my hand to his chest as I returned the kiss. Breaking the kiss, Leonard ushered us out without ever speaking to Naomi. I doubt if he even saw her.
On the ride to the restaurant, Leonard could not stop telling me how beautiful I looked. I tried to change the topic of conversation several times, but it wasn't until we were seated in the restaurant did he realize his gushing and fawning might seem inappropriate. The restaurant he'd chosen was "Cévennes", one of the more expensive restaurants in the town. We began discussing some of our mutual clients, nearly all members of THE ESTATE, and their personal quirks, much as we had when he took Naomi and me to dinner.
"Good evening, Monsieur Hopkins. It is so nice to have you visit us again. And what will you and the lady be having?"
The waiter did not indicate anything special in the way he said "lady". He nodded in my direction when he said it, but otherwise his attention was on his tip: Leonard Hopkins.
"Why don't we start with "soupe froide aux herbes? "We'll decide the rest of meal later."
"Excellent, Monsieur Hopkins," the waiter said unctuously. Bowing, he left the table. I noticed that he had not written anything down. I watched him as he reached the waiters' station, where he punched everything into a screen.
"The only thing French about this place are the prices," I noted to Leonard.
Leonard looked at the waiters' station. "Oh, not really. The cooks really are from France, and learned their craft there. The owners insist that the waiters be called that and not 'servers.' And there are no female waiters. If this was a regular town, this place would have a dozen discrimination suits to fight every week. Most of the attitudes are Gallic, but France is a large country, and there is probably more conflict in the kitchen here than in the U.N. But the food is five-star. I'm surprised that you and Naomi have never eaten here."
"This place is a little beyond our budget," I informed him.
"I don't think that'll be a problem after tonight." The waiter arrived and I let Leonard order for both of us, not really understanding what he meant by what he said.
After the waiter left, Leonard continued. "Most of the non-members of this town have no idea what THE ESTATE is. Some of them know of THE ESTATE, and think it's some exclusive club that they would like to join, for business reasons, not knowing its sexual nature. Others are completely in the dark."
"Are there any non-members who know all about it?" I asked.
"Only one that I know of," he replied. I waited for the revelation. "Ted Hanratty."
"Hanratty!" I said, startled.
Theodore Hanratty owned 22nd Century Imports, one of our biggest clients. We represented several different lines of his products, but shared his business with several other manufacturer's reps. He represented a sizeable amount of our business, while we were just one of many reps to him. Or so we thought.
"Yeah. In fact, it was Ted who informed me about you." Again I waited for the other shoe to drop. "Ted has a thing for ladies like you the same as me. Only I'm open about it, he's not. He's had his eyes on you ever since you moved here. Couldn't be sure whether you were a woman or a special lady, until he saw you having lunch with Thelma one Saturday, Karen and Antoinette the next. As you know, Ted's a very smart man. He put two and two together. You're part of the St. Clair circle," he said matter-of-factly.
"What do you mean by that?" I asked.
"The St. Clairs and their group are known to be married couples in their thirties and forties in which the husband is a crossdresser who can readily pass as a woman."
"So just by being with the St. Clairs tells everyone at THE ESTATE that I'm a crossdresser?"
"More or less. The only question is which is the wife and which is the husband. Also that you've been fucked by William."
I thought about this. Every one at THE ESTATE, that means every one of our clients, and Hanratty among the non-members, knows I'm a man living as a woman whose been fucked by the biggest dick at THE ESTATE. Finally, I asked. "You said he informed you about me?"
Leonard looked sheepish for the first time that night. "Well, like I said, Ted and I have the same weakness. He's also a client of Caldwell's. He's been with some of the ladies of the St. Clair circle, as I have. One day we were at the same bar after hours and he asked me if I'd tried out the new lady."
I sat back, taken aback. "So, I'm just another conquest?"
Leonard looked at me, "Valerie, we all know what we are and why we're here. You are a very attractive lady. I like ladies like you. I don't consider it a conquest, just a new experience. For both of us."
I began to have second thoughts. It must have showed on my face.
"Valerie, I don't know exactly how you see yourself. Some ... CDs," Leonard seemed uncomfortable with the word, "see themselves as women, period. Some see themselves as men in dresses, period. Some see themselves as gay, others deny that they are gay. And some see themselves as expressing their feminine side, while not denying their masculinity. And there are all other types, too. I'm gay. I'm a man who has sex with other men. My only bent is that the man must be dressed as a passable female. Ted has the same bend, only he denies that he's gay or bisexual or that there is anything homosexual in his having sex with another man, because in his mind, and the mind of his lovers, they're women. I have no illusions as to what you are. You make a very beautiful woman, and I want to make love to that woman."
Leonard was nothing if not bold and direct. Dinner came and as we ate I was thinking what he expected me to do to him this evening.
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Keywords: Circle:, Pt., Ladies, St., 2, Leonard, Clair,