And When I Return Ch. 05

This type of talk stroked his humiliation fantasies and he responded as if in a trance, "Yes ma'am."

Twenty minutes later he stood in front of the mirror staring at himself, feeling damned silly. The dress was black with white lacy trims and frills all about and a light flouncy crinoline which pushed the skirt out at a 45 degree angle. It had corset-like lacing at the back which pulled his waist tight to the corset when he tied it off in a bow. The zipper up the back to the base of his neck was difficult to manipulate and had an odd small hasp near the neck. He fixed the white bonnet on his head and adjusted the small white frilly apron that hung from a white cloth belt which was tied in a bow at the back. His black seamed nylon hose were held up by garters extending from a garter belt which fit tightly over his panties. Although the heels on the shoes were supposed to be moderate in height they proved to be higher than his own, and they had rather outlandish ankle straps with odd hasps of apparent useless nature other than for the strange adornment.

He shook his head in disbelief. Again, he wondered what he had gotten himself into. He tried to take a deep breath of courage and resignation before leaving for the kitchen, but failed miserably within the corset. For the first time he noticed that his male clothes had been removed from the room. In fact, even his own female clothes that he had brought had also been removed.

He sighed to calm his nerves and left the room, his legs wobbly, and his arms swinging in a rather manly way. But he did not know that. Not yet.

Anna entered the kitchen to oos and ahs, and they fussed about him like hens. He felt Diane touch his collar behind his neck and heard a "click". Wondering what had just happened, he put his hand back to feel while Diane was adjusting the straps of his shoes. A lock hung from the hasp and it held the top of the zipper. The dress was not coming off by his hand unless it was cut off. Feeling deliciously trapped and "forced" he looked down where Diane also locked his high heels onto his feet.

Anna said, "Kind of neat...the locks. But you know I could just rip the dress or cut the straps of the shoes, so maybe it's more silly than neat."

Diane smirked and said, "Ask yourself where the psychological locks are. Think about that. You're locked in and they'll hold you forever if I choose. Now sit down and have a coffee.

Soon, you'll be serving us coffee when we ask you to. Do you cook?"

"I'm afraid not. Well, I can make a decent omelet or pancakes."

"Okay, you're in charge of breakfast then. Your schedule will be to have breakfast ready for us at 7:30 every morning. We'll place our orders every evening. You'll have to get up quite early, probably 5:00, so you can have your enema, shower, put your plug in, do your makeup and get dressed in your maid's outfit." She paused and added, "Anna you look ridiculous. Put your knees together. A lady sits with her knees and feet together."

"Yes ma'am." He found it to be quite an effort to do so, as those were muscles that he was unaccustomed to using on a prolonged basis. Within minutes, his knees were spread again and Diane got up abruptly to call Fiona who had left for other duties. When she entered the kitchen Diane said, "Darling, get the wide exercise theraband and bring it here please. It seems that Anna is all looks and no substance."

Moments later Diane was pulling the stretchy latex exercise band up over Anna's legs, eventually smoothing it over his thighs just above the knee.

"You'll wear this for as long as it takes to get you used to your knees touching. You not only sit with your knees together, but you stand that way as well. Understood?"

"Yes ma'am," he said. Indeed, his knees did now hug each other, and by freak of feeling natural, he crossed his ankles and put his legs slightly to the side, a uniquely feminine pose. Diane smiled.

"Good. Now, where was I? Oh yes, in the morning when it is cool, after you've done the dishes, you're to check the garden to make sure it's ready for any garden party I might have, either planned or spontaneous, if someone drops in. You'll be expected to serve guests whatever they might require at those times. You look shocked."

"Ma'am, I feel silly. How can I serve people? I'll be a nervous wreck. Please, not that."

"Nonsense! Most of the people that visit me are in the scene, or at least familiar with the fact that I train men to be women. It creates enjoyment for everyone. In the summer, I have Wednesday and Saturday afternoon munches in the garden or the dungeon depending on mood or weather. Other than serving guests you might also be required to be an object of special attention in the dungeon, a tool, if you will, a toy to play with."

"Dungeon? Where's the dungeon?"

"That's the barn without windows out back. We'll introduce it to you later, maybe let you hang around for awhile."

With that, Fiona started to giggle and Diane smiled. "Would you like that?" she asked.

"Sure," he said tentatively, "I think. Ma'am. Depends on what you mean by "hanging around" I guess."

Diane laughed, "Yes, that's true. Well, you'll learn lots of things out there believe me. Now to continue, in the afternoon, you'll do laundry, housecleaning and other general chores on a request basis. You're going to get tired, but it's part of the process as you start to think differently. By the way, your maid's dress and your high heels will always be locked on. There may be additional bondage and discipline as required or desired by me. I like to have fun with my slaves. Sit up Anna, don't slouch. Slouching will make the corset journey a painful one."

Diane seemed excited and disjointed but she continued her rapid-fire speech about Anna's duties and obligations, finishing by saying, "And our observance of you will be relentless. Your sitting has already been corrected, but your walking, arm movement, and mannerisms are atrocious, very man-like. At first what we teach you is going to seem very unnatural, and you're going to be stiff, not graceful like a woman, but we'll get there. But here's the thing: you're always going to be in high heels, corseted and with a fake penis in your vagina, so your psyche will change quickly. Those things will become unnoticed. You won't even notice the physical changes in your movement. Oh, and one more thing, we're putting all of your training on video so you can use it later."

Anna shook his head and said, "No, I can't allow that. Sorry."

"Really?" Diane asked, "Well I have to apologize to you then, because we WILL make videos. I'm so sorry, but we will or you can leave."

"No way. How do I know if you'll use the video against me some time?"

"Well, firstly, you have my word, and secondly, you have my word. If you don't trust me, then this is not going to work. Frankly I'm getting impatient with you. How do you think I run a place like this anyway? By exposing people to ridicule? Think! You have five minutes while I go into the garden."

Anna thought casually whether Diane always went into the garden dressed in dominatrix gear like this, but there were more important things to think about right now. Before Diane reached the back door, Anna yelled, "Wait! You're right. I'm sorry. You can do the videos, but can you at least conceal my face?"

"No."

"I have no say in anything, do I?"

"No."

This was the point that Diane really wanted to make here, and it was abundantly clear who was the mistress and who was the slave. Anna stood up and walked towards Diane, acutely aware of the theraband restriction to the size of his strides, and bowed his head slightly, saying, "I'm sorry. I'll do anything you want ma'am."

Smiling, Diane said, "Good. That business is out of the way. Get me a coffee, milk, no sugar. And for God's sake walk with smaller steps, heel to toe, heel to toe, and keep your elbows in more close to your waist. Don't walk like a Neanderthal. And fix your lipstick after drinking coffee."

Anna realized he had really pissed her off. It was not a great start and he intended to make it up to her, but he wondered if it was already too late. Would she punish him tonight?

He hoped so. He had been an ungrateful and bad girl.

The Rules of Engagement had been clearly established. Evidently, Anna was not allowed to question or disagree with anything that Diane proposed or did to him or for him. And he decided that he would go along with that. After all, what could be worse and more terrifying than having all his body hair removed, his eyebrows feminized, and then having to explain that to Jenna in two short weeks? Yes, the Rubicon had indeed been crossed. So he might as well enjoy being a tourist.

That first afternoon was spent learning where the dishes went, where the vacuum cleaner was, the ironing board, all the trappings of a mundane job as a house maid. In fact he was even set to work right away dusting and cleaning. The sexual aspect of it seemed to have been removed from him with these orders. He simply felt silly traipsing around the house dressed like this, his knees held close together by the theraband wrap, and he sincerely wanted to remove the ridiculous dress and the high heels, especially the high heels, as they began to make his calves ache. However, when he had such thoughts, it always came back to the fact that both the shoes and the dress were locked on. Yes, he could physically get around that with tools, but psychologically he could not. Then the eroticism turned on and he swelled with joy and endorphins, until the calf pain brought him back to reality again. And so it went, in hopeless circles of pain, humiliation and erotic ecstasy.

Just before supper, Diane dismissed him from his cleaning and unlocked his dress and shoes so he could dress for supper and the evening. Before leaving him to choose his clothing, she told him to turn around.

She said, "It's time for your first corset adjustment."

After a few minutes of tugging and pulling, she tied it off and ran a measuring tape around his new developing waist. "Ha, that's perfect," she exclaimed, "Twenty-nine inches as I had hoped! That's one inch today. And that's outside the corset; inside at your skin, it's probably twenty-eight and a half. Can you breathe all right?"

He experimented a bit and found that he could, but the breaths had to be short, and more from the chest, actually all from the chest, as the abdomen was sealed and constricted without mercy.

"Yes ma'am," he said.

"Okay, that's a great start Anna. I'm pleased with you. Now get dressed and come to supper. We'll just have some wine and food and get to know each other better okay? No real plans for tonight."

Anna smiled. For some reason, it made him feel warm that Diane approved of him. His life had been built upon either real or perceived rejection of his fantasies and Diane's approval gave him a hot, blushing, and beautiful moment. He wanted to please her.

His psyche was slightly confused now that he had been unlocked from his day-duty clothing. Freedom to wear what he wanted was an unfamiliar sensation. He smiled as he realized that was not entirely the case; his male clothing was removed from him, so that just left the multitude of dresses, skirts, blouses and shoes in the closet. And he saw on the bureau an addition of ear-rings, bracelets, and necklaces to accent whatever clothing he chose. He had no idea what to do.

He walked through the closet brushing his hands across the assortment of clothing. His underarms were slightly damp from the humidity of mid summer, so he chose a silky feeling rose colored blouse which had puffy short sleeves and a low cut front to show off his new-found cleavage. Although he had been cross dressing for many years, he suddenly realized he had no idea what a woman should wear or how to match outfits. It was an interesting experience. Taking the easy route, he chose a small thigh length black skirt which flared outward, thinking it would suggest feminine hips. Looking into the mirror, he was startled to see that the illusion seemed to work.

He left his garter belt on but decided that he needed light taupe stockings rather than the black maid's variety he had worn all day. There were about six pairs of shoes, and he chose the ones with the shortest heel, about three inches, a type of open-toe sandal. For jewelry he tried a set of dangly gold earrings, fine gold necklace, and a set of bangles for his right wrist.

So far, as he looked in the mirror, all looked well, but he didn't feel right. Instinctively he put his underarm to his nose and understood why. He smelled like a man. He took off his blouse quickly before it also smelled, and washed before applying a female underarm antiperspirant and dabbing some perfume on his wrist and neck. Instantly he felt different, as if the scents contained hormones that created femininity.

There was nothing left but for the makeup and here he was even more unsure of himself. Yes, he had paid attention when Fiona was transforming him, but it was a lot to learn. He decided that it would have to be enough to simply reapply his mascara and lipstick.

With his blouse back on, he went through a silly dilemma of tucking it in or leaving it out. What to do? He tucked it in and noticed that he appeared to have a waist, a feminine waist, so he went with that, but he really hadn't a clue.

Taking as deep a breath as possible in the corset, he left his room for the kitchen, walking the hardwood hallway in an audible clicking from the high heels. It was a blessing not to have the theraband wrap around his lower thigh. Two heads poked around the corner from the kitchen and each smiled. Fiona and Diane went out to meet him and Diane started immediately, "Oh, Anna, you look beautiful! Well done dear! Short steps though, remember? And keep your elbows closer to your new waist. No, don't flare your hands out like that. That's a sure indication of forced and exaggerated femininity. Relax and let your femininity make your body flow."

It was like a golf instructor to Anna: too many details to think about, and then the instructor would say just relax and swing at the ball. Yeah, right. But he tried.

Diane watched him approach and realized she had a star pupil. He listened. He understood. He adjusted. He became Anna.

"Wonderful! The day has been a productive one. How do the heels feel?"

"Pretty good, I guess, ma'am. Still a bit wobbly but taking smaller steps certainly helps," he said, pleased at her response to him.

"Well," Diane stated flatly, "I think this calls for a small celebration. Here's a glass of wine. Jason, meet Anna. Anna, say goodbye to Jason."

They clinked glasses and instead of going back to the kitchen, Diane led them all to the living room, which had a continuation of the stunning cherry hardwood floors but with the addition of numerous throw rugs. The room was larger than Anna had thought possible based on his perceptions of the dimensions of the house, but there it was, spread out with sliding glass doors facing the park-like back yard. Plush leather furniture in a pale rose-grey color was scattered about tastefully, and various tables with vases of flowers all seemed to invite the guests toward the grand stone fireplace.

"This is a beautiful room," Anna said in wonder.

"Yes, we like it. And you'll be interested to note that it's the only room in the house that's bondage-free: no iron attachment points, nothing like that. It's a safe haven."

"Considering my preferences, I'm not sure I like that," Anna said, grinning.

"Ha, well said," Diane laughed, "But you'll get more than your fill over the next fourteen days."

Diane and Anna sat down on the sofa facing the back yard to the west. The sun was beginning to betray amounts of dust in the air within the room. There was silence except for the hiss of the air conditioner, and the room smelled of a mix of flowers and leather. All that and the wine were intoxicating and Anna relaxed even in the silence while they stared tentatively at each other.

"Put your knees together," Diane said abruptly, "And cross your ankles like this while turning your knees to the side. That's it. Very good. Now stay that way."

Again, Anna felt pleased by her pleasure. He took a large drink of wine.

"Smaller sips," corrected Diane, "And put your hands on your lap when you aren't using them."

Anna was getting mildly irritated, but he did as he was told.

Then the silence actually did become awkward. Fiona refilled their glasses. Anna sipped often. Diane watched.

After a few moments Diane asked, "Will you have arrived in Los Angeles by now?"

Initially confused by that abrupt change in direction, suddenly Anna became Jason and he stiffened, "Oh my God! Yes, that's right. I have to phone Jenna. Hey, where's my cell phone?"

"Fiona, bring Anna her cell phone, will you please? It's best you phone and lie to your wife before you have too many drinks." She stared at Anna in a disapproving way.

Fiona gave him the phone and Jason said, "Would you excuse us please?" to Diane.

Diane simply responded with, "No, you stay and I stay. I want to hear your lies. It'll help me in my punishments for you later in your stay."

"I see. Okay. Ma'am." He sulked slightly.

A few moments later, "Jen, I'm here. What a trip! Lost one of my bags for Christ's sake!"

There was a pause of a few moments while Jenna responded.

"Yeah, I miss you too. Love you baby," he said. Diane rolled her eyes.

Small talk proceeded, but Jenna seemed different somehow. She was smooth, confident. Then out of the blue she asked in a slutty voice, "What are you wearing?" and she laughed. Before he could or even wanted to answer, she added, "I've been to Victoria's Secret today and I now have some secrets. Ask me what I'm wearing?"

Obediently he asked, "Okay, so what are you wearing?"

"It's a secret. What are you wearing?" she asked again with mischief.

"I just got in. What do you think I'm wearing?" he asked, his face turning red even under all the makeup.

"Yeah, okay sweetie, whatever..."

Jason held the phone away from his face looking at it strangely and then the conversation trended toward more mundane things like weather and problems with the in-ground irrigation system. Finally after a few minutes and a few moments of awkward silence born of betrayal and guilty love, Jason said, "Well honey, have to go and get something to eat. I'm starved. Been a long day."

"Yeah, I suppose I have to let you go. Make sure you get out of those clothes before you go to supper."

"What?" he asked guiltily.

"Never mind. I'm sure it's been a long day. Longer one tomorrow I'll bet. Enjoy the course. Love you babe."

"Jenna?" he said tentatively, "I, I'm not really...I can't..." He wanted to tell her. He wanted to bring it all out but he ended with, "I love you too babe. Talk to you tomorrow. Bye."

He put the phone down and gave it back to Diane's outstretched hand. "You're a good liar," she said.

Out of the blue, Diane added, "I'd like to kiss you. You're so beautiful."

"What? Me? You'd like to kiss me? Why?" he asked stupidly, still feeling guilty about Jenna.

With a sultry look and voice she said, "Because I like lipstick on lipstick, breast on breast. Stand up Anna."

He stood up self-consciously as she approached. She was now respectably dressed in a skirt and blouse in styles not too different from his and she pulled him to her touching his lips gently with hers. Their breasts squished between them as she pulled him even closer, flattening his mouth and opening hers. Their lips slipped with the lipstick and hands stroked across respective corseted waists. Some time of indiscernible duration passed while he forgot his guilt.

Pulling away, she said, "Very nice. You're very sensitive. I like that in a woman."