Scott's Dominant Fantasy (10 page)

"Well, don't just stand there, slave, strip down.” April demanded.

I hastened to pull off my jeans, polo shirt and sneakers and socks, but I hesitated when I came to the pair of pink panties I was wearing.

"Take those off too. I have something much better for a sissy slut like you. By the time my Master gets home, you're going to be quite a sexy bitch.” April fairly cooed the words seemingly very pleased with the idea.

As I took off my panties, I tried to be calm about the prospects of meeting Paulo after this transformation. On the one hand, I did feel he had my interests at heart in a way and he didn't seem to be a cruel man, but there was simply a huge increase in anxiety attached to the idea of appearing as a woman for a boldly dominant man like Paulo. What would he think and what would he do?

April went to her bed where she picked up a pair of light blue tights and I quickly realized they were indeed the same pair she had worn earlier that week in the office. She brought the tights to me and presented them to me. “Of course I noticed how much you liked these before and I thought why not give them to my girlie man.” She smiled as she handed them to me.

I was not only surprised I was turned on. The thought of wearing this beautiful color and perhaps looking as lovely as April did in them made me crazy excited. “Thank you, Lady April, thank you very much."

"Go ahead, your legs look nicely shaved so put them on. With your chastity on we won't have to worry about you getting hard so there'll be no ugly erections to ruin your nice feminine lines.” April watched patiently as I rolled up the tights and slowly slipped them up my smooth legs.

Oh my god. They do look good on me. Almost like . . .
I was running my hands up and down the sheer fabric covering my legs feeling like mine were so much like female legs when April interrupted my reverence.

"I should tell you that Paulo made a contribution to your tights. Look closely at the crotch."

I examined the area and found it was stained.

"I took the liberty of wearing them when he fucked me. I begged him to cum on the crotch just for you. He thought it was a wonderfully degrading idea since you won't be able to shoot your own seed on your nylon. It was like he christened them for you.” April began to giggle, but it turned into a long raucous laugh.

I was flushed with humiliation, but it was after all what I wanted. I began to realize part of this process was to have my manhood ripped away from me in a humiliating fashion. I guess if I was really a man I would have been angry, perhaps uncontrollably so, but that wasn't the case. A real man would fight this tooth and nail and have to be restrained every step of the way, but I had agreed and gone gently to my fate. What's more I was turned on by April's words and actions to humiliate me and she wasn't finished.

"I mean think about it. Shouldn't a sissy slut smell like real man spunk?” April was clearly amused, but this additional comment made me think of a looming possibility, one I'd ignored up to now, the prospect of having sex with men.

Was I ready for that? I truly didn't know, but it was the direction I was headed. With my sexuality in a murky state of uncertainty, I still realized I'd never felt gay or sensed an attraction to another man, but if I became a woman what would happen? This was clearly a bridge I would have to cross one day, but it seemed a mystery to me now.

April finally seemed to have had enough of humiliating me and she looked down at my legs in the tights. “You do look good in them. I think you're going to be a sexy bitch slave . . . just like me.” April seemed to savor this compliment as much as I did before she reached back down to the bed and grabbed the matching lacy, light-blue bra. “Go ahead and put this on and then we'll fill it."

I must have looked at the bra like it was the Holy Grail, something devoutly desired but impracticable because I didn't have April's 36D breasts to fill it out. “But . . . how will I?"

"Don't worry, we'll stuff you, just like a teenaged girl who wants to look bigger than she is for her first boyfriend. Maybe later you'll grow a nice pair of tits. Wouldn't that be nice?” She reached for a box of cheap facial tissue and handed it to me.

For me, this was an exciting step in my anticipated transformation. As a guy, it was easy to understand that if I could replicate a female bust line I was one step closer to being able to appear as a woman in public. In the past this idea had terrified me, but with the recent letting loose of my submissive female side, I was beginning to anticipate the possibilities of living and working as a female.

There was a lot of room to fill in April's bra so I stuffed and stuffed until she stopped me. “That's good, it's full enough. Anymore and you'll have tissue sticking out the sides which is not a good look. Now it's time to make you beautiful, Scott.” She took my hand and led me to the makeup table. As I walked, I got the first minor sensation of what it was like to have large breasts jutting out of your chest. No doubt what I felt was minor, as my mostly facial tissue breasts were not as heavy and sensitive as April's real tits, but it still was a heady feeling for me.

When I sat down at the makeup table, I stared at my male face. For the first time in my life I saw it as disappointing to me and I wanted to leave my birth gender far behind.

April stood beside me and explained what was about to happen. “We aren't going to do anything too elaborate this time, but I'm glad you shaved well before you came. Five o'clock shadow is not pretty and it's not easy to cover with makeup. All I'm going to do is apply a little base, then some mascara, eyeliner, and some shadow to match your sexy undies. Then I'll give you some killer, ultra-sexy, slutty red lips.” April giggled as she opened one of the larger jars and dabbed a cosmetic puff into it.

"Just stay still and watch as Scott disappears.” April advised as she began.

Willingly I obeyed and I was transfixed as April worked and my man face seemed to disappear as she said. Slowly but wonderfully, April sculpted me a new face, one which was more feminine than I'd ever dreamed possible.

"Tell me, slave, what are you feeling? Does this excite you?” April broke away from her delicate work for a moment to ask me this.

"Yes, My Lady, very much. It's amazing.” I paused there, trying to sort out some of the other feelings I had, before I continued. “I'm not sure, but think I'm beginning to understand how my chastity benefits me too. It denies me fulfillment of course, but that means my arousal just builds until every sensation is almost electric. Before, when I masturbated a lot, I never built up my arousal to this level where everything seems so sexually charged and I'm horny all the time. It's hard to explain and it doesn't make sense in a way, but wanting climax for a long time may be better than having it anytime you want.” I stopped, having said all I needed to say, but the look in April's face in the mirror seemed to indicate she was impressed.

"Interesting, and it seems to fall in line with what Paulo told me to expect. Oh, and don't worry about the built up sexual energy you have, you'll find a use for it.” She giggled seemed both pleased and enigmatic about how she might understand my future better than I did.

I was willing to let it go at that, but April wasn't done. “Do you have any fantasies concerning sex as a woman? I don't mean servicing me. I mean with men. Have you thought about that?” April began patiently tracing out lines to better define my eyes and I was amazed how she seemed to think this question was matter-of-fact like I would want men someday soon.

However my anxiety went deep and created a mental confusion. Right now we were changing my appearance to look female, but I would still be biologically male and it would certainly be hard to cover that up if I were with another man. The whole concept was too outrageous and frightening for me to contemplate now and I froze, my mouth seemingly disconnected from my brain.

"Ah, just as Paulo said. You can't yet face the idea.” April's tone wasn't angry, perhaps just a tad disappointed, but then she added. “This too will change."

Confused and a bit frightened, I said nothing and concentrated on what April was doing to my face. There would, I supposed, be time to consider this deeper question in the future.

"Relax, slave. Nothing will be forced on you. Paulo promised you that, but he assures me you will come to recognize what you want on your own.” April giggled and went on with her work.

Suddenly I felt like a fool after her reassurance. As I looked into the mirror at my beautifully feminine but rather glum face, I thought why not be more open because she's trying to help me find myself. Why can't I help her?

"So . . . what he's saying is I'll eventually want to have sex with men, even if I'm still biologically a man?” I understood what the idea entailed, to be penetrated either orally or anally or perhaps both, but I didn't see how I would come to desire it.

"Yes, he told me up until now your desires have centered upon your satisfaction by cross-dressing and jerking off when you get horny, but now this avenue will be cut off by your chastity. At the same time you'll experience new feelings when you begin to be seen as a woman and live like a women and that coupled with your desire will make you explore new avenues to satisfaction. One of those will be to serve me, but you'll find others, or so he says. He seems quite sure as if it's a natural process.” It seemed clear April must have discussed this at length with Paulo as she seemed well prepared to answer this question.

My first thoughts were not pleasant. The idea of sucking another man's cock or being taken anally didn't immediately appeal to me and I felt strongly that wouldn't change, but I kept the thought to myself. I knew this was a long road I was on and truthfully how could anything be seen as certain?

April whispered in my ear. “Don't dwell on it now, just let things happen as they do. Trust me."

Her plea for my trust still resonated with me. “I don't really understand how all this can happen, My Lady, but I do trust you . . . and I think I trust your Master."

April kissed my neck. “Thank you, Scott. I won't disappoint you.” She paused and picked up a tube of lipstick before continuing. “Perhaps it's time we discussed the new rules which will apply after today's session. From now on when you are in the presence of either Paulo or I, no matter whether we are here, at the office, or out in public, you will no longer be treated as a man named Scott. Your new name will be Stacy and we will not hesitate to address you and treat you as if you are a woman. Now as far as your little penis goes, it's no longer to be referred to as a male organ. It will be your clit which actually makes it bigger than normal rather than smaller. In our office, I'm going to apply this policy most of the time including in the presence of some other female employees I've chosen. Do you understand and agree to this?” April's tone made it clear she was totally serious and I already knew she'd told certain women at the office that I was her slave.

"Yes, Lady April, I understand and agree, but may I ask a question.” April nodded and I pressed forth. “How long until I . . . I mean will I eventually be dressed as . . .” For some reason the thought was hard to put into words.

"As a woman in our office? Yes, I hope sooner rather than later, but I want to check with the main office on company policy with regards to employees transitioning between genders. Do you think you're ready to be seen as a woman in public, Stacy?” April's voice sounded hopeful that I would be accepting of this important change.

I concentrated my gaze on the strange, very feminine face staring back at me from the mirror as April applied the red lipstick. As she had me smack my lips to spread the lipstick, I realized how deeply I was into this and that there was no going back only forward. “Yes, My Lady, I think I am ready."

"I think your face is lovely. What do you think?” April smiled as she admired her work.

I continued to look at the stranger for what seemed like a long time, trying to believe it was me. In my stunned state, I failed to answer and April became impatient with me.

"Well, speak up.” She slapped my back just above my butt to urge me to respond.

"Well, My Lady, I don't think I see Scott anymore . . . I think I see Stacy.” It was true. I felt like I was looking at a feminine half of myself let loose.

"I couldn't have said it better myself.” April observed.

Two hours had passed and April and I were both waiting in her front room for Paulo to arrive. There was a high level of nervous tension in the room for this would be the first time the three of us would be together during a session. With Paulo as April's Master and April as my dominant, who knows what might happen.

Still dressed in the semen-stained blue tights and matching, tissue-stuffed bra, I now sported a wig of long, auburn hair cascading down my shoulders. When April had placed the wig on me she'd told me it was definitely temporary as she did not see me as a brunette, but rather as a blue-eyed bimbo blonde. The thought struck me as highly erotic as I'd always fantasized about blondes and the idea of becoming my own fantasy seemed irresistible.

In addition to the wig, I wore some things I was less excited about. My wrists were handcuffed behind my back, and my bottom hole had been filled to the point of mild discomfort with what April described as a beginning-sized butt plug which now stuck out of my rear end. She has lubed me well and opened me with her fingers, but still it was painful when my rectal ring was stretched to accept the invader. Once inside me, it didn't feel beginning-sized, but when I complained April merely laughed and said. “No pain, no gain. Don't worry, you'll stretch and then you'll begin to crave being filled.” I had a hard time accepting that idea, but perhaps it would prove true.

April was now naked, transformed into Paulo's slave. As she stripped off her clothes in the bedroom she had explained to me how Paulo had given her permission to wear clothes during the part of the session where we were alone together, but she must be naked to greet her Master.

She had also explained to me about how she'd made other sacrifices to be my dominant, such as not being gagged during the time the three of us interacted so she could communicate with me when necessary. She said she loved being gagged, but her Master had promised new delights to her after I was dismissed for the evening. She insinuated she might be caned and it was my first inkling of how deeply masochistic April was.