A Familiar's Fate Ch. 09

I showered the next morning, and made sure to make my skin smooth and clean-shaven. Upon re-entering my bedroom, there was a knock at the door. Unusual. Karen had never knocked before, never given me any privacy.

Yet there she was at the door. Fully dressed in another sharp looking business suit.

I gave her a puzzled look. "You knocked? You could have just walked in."

"Yes, I wanted to give you these." She handed me the pants I had worn yesterday.

"I wanted to put your mind at ease, in case you were wondering. I haven't changed the rules on you. You still have permission to wear pants to the office. You know, I would rather you always wear a skirt or a dress. Yet, I wanted to make it clear, last night's punishment was for you breaking the rules about pants in the home. And much as I would always like you in a dress, I'm not going to change the rules on you."

I smiled, "Thank you."

"As for the door, I want you to think of this as your room. In fact, I would like you to live here... with me... and, uhm, taking care of me, as you did last night."

I grinned, relishing the memory of licking and fingering her. Hearing her moan and cry out in orgasm.

She chuckled, seeing in my eyes what my mind had immediately gone to. "I don't just mean that. I also mean the dinner, and cleaning up in the kitchen. I want you to do more things like that. And yes, more of the... other stuff... as well." She gave me a wicked grin. "I want this to be your home, and I want this to be your room."

I looked around the room quickly, and then back to her. I was reminded of my initial sense of overwhelming femininity, a girl's room. Pink wallpaper, pink bedspread, the bright feminine clothing. She wanted this to be mine.

"I want you to be comfortable in here."

The double meaning was clear. It was a sanctuary, a place within her home, where I could always feel safe. And also, with the overwhelming femininity of the room, I should be comfortable as a real girly-girl.

"Wow." I paused, not really sure what to say. Of course, it was a dream come true to be with her, to actually live with her. This was all just happening so fast. It was hard to take in.

She gave me a reprieve, knowing I was so easily overwhelmed by her. "You don't have to answer right away. I just, well, I really like having you here." She kissed me on the cheek, and then proceed to walk downstairs.

I watched her walk down the hall, and disappear. Could I be dreaming that this gorgeous woman just asked me to move in with her? There was no time to think about it now. I had to get ready for the office.

The panties and hose had already become second nature. I found a cute pair, and put them on with not much thought. I wore the pants again, and then found a satin blouse. This time, it was most definitely a blouse, not a shirt. There were no buttons up the front, but rather a foil wrap-like blouse with a floral print. What the hell, it's not like I was fooling anyone with the lady's shirt.

I considered wearing the flats again, but I really wanted to impress the ladies at work by wearing heels. I looked in the closet and found that all the shoes were red or pink, or cream coloured. All matching the dresses and skirts. Oh well, same dilemma as yesterday. Once more, I considered just accepting it and wearing a dress or skirt, just as Karen wanted. Yet, for some reason, I felt the need to hold onto this one thing that at least implied masculinity. Lady's pants. I know there was no logic, but I just couldn't make that leap.

At least, I could wear the earrings and brush my hair back in a nice feminine style. I wandered downstairs, and found Karen having a bagel and her morning coffee.

She smiled when she saw me. "Oh, that blouse is lovely."

I beamed with delight. It was always nice to please her. "Thanks."

"Did you find everything you were looking for? We can bring over the clothes I gave you, and we can always buy other things. In fact, we should. You should have a full wardrobe."

My mind wandered to the near empty closet in my apartment, and my own desire to go shopping.

"I still think you should have a handbag for makeup, and whatnot."

I smiled again, imagining myself with a purse. "And shoes," I noted. "I like wearing heels, but there aren't any that match the pants."

She looked at me with surprised delight. "You'll wear heels to the office?"

I nodded. Her excitement made me nervous.

"Wait here a second. Help yourself to breakfast." She dashed upstairs before I could say anything.

I had the kettle on for tea, and a bagel for myself in the toaster, when she returned. In her hand were a pair of black open-toed shoes with what appeared to be a 3" heel. "You're the same size as me, so these should fit nicely."

I gulped. I had said I wanted to wear heels, but that was easily said when I didn't think it was a possibility. Yet here they were. I had no doubt they would fit. And they were beautiful. Just the thought of sliding my nylon-covered feet into them sent a shiver of excitement through me.

I took them, and stared at them for a moment. She sat down at the table observing me, and finishing her coffee. The kettle blew, breaking me out of my trance.

I poured my tea, buttered my bagel, and sat down at the table across from her. The shoes on the floor beside me.

She continued to watch me without saying a word. Clearly, she wanted me to wear the heels, but she didn't want to push me too far, too soon. She wanted me to choose to wear heels at the office.

Her silent anticipation worked. I felt the adrenaline rush I had whenever I selected something feminine to wear. I put on the shoes. Then I returned to drinking my tea, and eating my bagel, as if this was just part of my morning routine.

The smile from her told me everything. And soon we were off, with Karen driving us into the office.

* * *

Joanne saw us in the parking lot coming in. She gave a rather odd knowing smile.

I still don't think she truly believed that I was dating Karen. Yet when she noticed the shoes, she was overjoyed.

"Wow, those are cute. And the top..." her thumb and index touched in the symbol of perfection.

I blushed, and looked at Karen. She was smiling at me with pride. Her piece of arm candy, me, was coming along just fine.

As we made it into the office, and Joanne went to her desk, Karen remarked with a slight laugh. "Well that takes care of showing you off to the office ladies."

I gave her a bemused look.

She only chuckled. "We all know Joanne is the office gossip. You'll be the headline today."

I blushed, still not used to this kind of attention. Yet, she wasn't wrong.

"Not to worry. I think you'll be getting a favourable review."

I nodded. My lady friends all seemed to like me being feminized. "I just hope she doesn't forget to mention who I was with." I desperately wanted to dispel this belief that I was gay.

"Oh I wouldn't worry. Office romance is every bit as juicy as what you are wearing."

I nodded. I knew this to be true from the many times I had joined the ladies gossiping, being one of them.

Karen laughed slightly. "The irony is Joanne being the biggest gossip, considering most of the stories could be about her."

I gave another bemused look.

"I know Joanne is your friend, so I'm not trying to disparage her. Truthfully, I don't care. I kind of like her actually. But she is also known for sleeping around."

I gave a reluctant nod. Once again, she wasn't wrong.

"I'll have to think of some errant that requires you to walk to the administrative area. They should all see you in your heels, and your pretty top."

I blushed. Part of me wanted to show off. The other part wanted to hide under the desk.

* * *

As the morning progressed, I got into my work, and just felt more comfortable. Even the strange glances I received from guys passing my desk didn't bother me anymore.

Karen did find that errant for me in the admin area. It was an obvious pretense, requesting access to a set of files. A quick call or email would have sufficed. Yet, I accepted it for what it was. She wanted to show me off.

Thankfully, my pantyhose kept my little penis snug, because I started to get excited as I walked into that department. The heels made my hips sway, and I strode in with a false confidence that became real as they smiled and complimented me. Even Mrs. Simmons said that I looked nice, when I met her in the hall.

And when lunch time rolled around, I was in for some good natured teasing. The gist, what romantic plans did I have for this weekend. For years, there was nothing for me to discuss, so there was now a natural curiosity. I took it all in as good natured banter. Blushing as they remarked on how pretty I was looking. It was fun to truly feel appreciated and one of them. And as for the weekend, I had my own expectations of adventure. Yet, I didn't dare say I would be wearing a dress, and makeup.

At the end of the day, Karen and I drove to her home together. There was never any question of me going anywhere else.

It was hard to believe that ir was only a week ago that I had first come here. Yet now, it felt like home.

When we got home, I immediately went to my room, changed into a dress, and did my makeup. There was no need for her to say anything.

Karen also changed into some shorts, a t-shirt, and robe. Very comfortable, but it also showed off her legs which I certainly appreciated.

It was still early. We had taken off from work on time for a change. Mind you, there was more to do tomorrow.

Karen was stretched out on the sofa listening to jazz.

"... just to drive out these mean old Harlem Blues..." The sultry voice sang out.

"Feeling blue?" I asked.

Karen smiled at me, not having noticed me enter the room. "Nope. Not when you are here."

I knelt down on the floor next to her. She brushed my cheek, and smiled. Her eyes wandering over me, seeing the contours of the dress.

"This is nice." I gestured to the speakers.

"Yes, it's an old favourite that my mom listens to. Soundtrack of Mo' Better Blues."

I simply nodded, not being familiar with the movie or the artist.

"Shall I start dinner? Or can I get you anything?" it was understood that this was now my duty.

She pointed to her glass of wine on the side table. "Not yet, thank you." She continued to stare at me, and gently stroke me like a pet. It was oddly relaxing.

Then she decided to be serious. "Have you thought about what we spoke about this morning, or, well, what I proposed?"

I understand why she modified her question. She hadn't really given me the opportunity to speak until now. It was necessary for me to pause and reflect.

It was only yesterday that I was so honoured and happy to get a key to her place. Indeed, she didn't even know me a few weeks ago, or so it appeared. I of course knew her, at least from afar, from the moment she started working at our company months ago. This was all so surreal, and I expected to wake up from this wet dream at any moment.

"Karen, I love you. I would do anything for you. I just worry that I'm not really your type. Joanne said that she saw you with big, blue-collar types. You yourself talked about dating a guy who was 6 foot 8, with a huge cock. You know real manly men."

I looked down at myself, kneeling on the floor, and wearing a dress. "That's not me."

She only nodded, acknowledging the obvious truth.

"Well, if you like big, strong, masculine guys, why do you want me?"

She paused, pondering the question.

I wondered for a moment if I had made a mistake. Didn't I just make the case for her to dump me. Maybe I should have just kept my mouth shut. 'Yes Karen, I want to live with you, to be with you.' And then just enjoy it, while it lasted.

Yet there was still something nagging at me from something Joanne said. "Just don't let her break your heart."

A lonely little virgin like me. What hope did I have, if a goddess like Karen were to dump me? I don't know if I could recover.

Finally, Karen spoke. "It's true that I have never been with anyone like you. And I'm not going to deny that I enjoy sex with big strong guys. Yet, I told the truth, when I said that I don't let men stay overnight. That big guy I slept with a few weeks ago, I don't remember his name. We went to a hotel. He was probably married. We had our fun, and that was it."

"But with you, it's different. I like being with you. I care about you. I guess I just feel free to be myself with you. Most guys are so overbearing."

"Because I do as you tell me," I observed.

"Exactly." Karen seemed relieved that I understood, being uncertain if she understood it herself. "I am so tired of guys trying to be in control. So, when you simply did as you were told, it was a huge relief. And I thought you were kind of cute. You kind of remind me of a girl I experimented with in college."

I looked at her shocked. I'm still a guy in one respect. The thought of Karen making out with another woman was a huge turn on. "And now, you want me to be the other girl."

"Yeah, it's not exactly like that. I don't have any desire to sleep with another woman, and I never have since that girl in college. But when I saw you kneeling at my feet and looking up at me with those beautiful hazel eyes, I just knew that I wanted to feminize you. And I can't describe it exactly. However, the more feminine you dress, the more submissive you become. Then I want to dominate you more. This leads me to feminizing you more, which keeps the spiral going."

"Was the girl in college submissive as well?" For a moment, I needed the attention to be off me. Her craving to dominate me was leaving me overwhelmed.

"It wasn't really like that. I certainly took the initiative, and she liked licking me. And she was good at it." She paused, as if coming to a realization. "That is maybe one of the things that reminds me of her when I am with you. You both lick and caress me with passion. It's more than a pretense to something else, more than just foreplay. You're not trying to have sex with me, to fuck me."

"I..." I stuttered, wondering if I should say anything, and dare express something against her wishes. "I do want to have sex with you."

She patted my cheek affectionately. "I know you do sweetie, but you never will. I've told you that, and you keep coming back. So, you may say that you want to have sex. And I'm sure part of you does feel that way. Yet, I think deep down, you know you are meant to be a virgin. You know your little penis doesn't belong inside a woman."

It is at this point in the story that the man picks Karen up, carries her upstairs to her bedroom, and makes passionate love. Sweeping her off her feet with his raw masculine energy, his animal magnetism. Yet there is no real man in this story. There is only me, and I remain kneeling at her feet, looking pretty in my dress, makeup and heels.

"Yes." I mutter.

What was I saying? Why was I going along with this relationship, when she was making it abundantly clear that she would never, NEVER have sex with me?

I could wait. Hell, I have been waiting all my life. Yet to be told in no uncertain terms, you will never have sex with this beautiful woman. Why was I holding out hope?

Oh yeah, because no other woman had ever seen me in a romantic partner way. They all thought I was gay. This was fate. I had been told this, but I refused to listen. I so desperately wanted to prove that I was a man, only to fall up short, both literally and figuratively.

"Does this mean you will move in with me?"

Will I move in, and live in a dress all the time? Will I submit to you, day and night, at the office and at home?

"Yes." I looked to the floor, knowing I was sealing my fate.

She leaned down and hugged me, catching me off guard. "Thank you sweetie. You make me so happy."

With the angle at which she bent over, her breasts pressed into my face. Oh goddess, I was lost. This woman overwhelmed me. I was lost in a sea of desire and love for Karen. Nothing else mattered.

She sat back, but was clearly not finished. She trailed her foot up and along my body until it rested directly before my mouth. I leaned forward and kissed it.

"I think that seals the agreement." Karen observed, prompting me to continue worshipping her foot, which I gladly did.

The shoe was removed, and I proceeded to lick and caress her foot. Kissing her heel, trailing my tongue slowly along the arch of her foot, quick licks, and sucking her toes. Every bit of it. It was her. It was beautiful. It deserved to be worshipped.

Slowly, I moved up her leg. Caressing and kissing her calf muscles. Stopping at the knee, to repeat with the other leg. And then her thighs.

She was in no hurry, she allowed me to kiss and glide my hands over those elegant legs.

I could hear her breaths becoming heavier. I could feel the heat from her skin, and the tensing of her muscles. She was clearly aroused.

And finally, I arrived at her venus mound. I kissed her through her shorts and panties. She moaned her approval, and promptly began pulling down her pants and panties together.

I helped to pull them off as they dropped to her feet. Then, with her legs once more spread wide, I lowered my head to her open cunt. Immediately flicking my tongue inside her moist lips, I elicited a gasp of pleasure. Deep, long licks, followed by short flicks of the tongue. She allowed me to slowly tease her with a few licks before her need took over. By grabbing my hair, she forced me to lick deeper. My mouth was fully engulfed within her pussy, tasting her sweet nectar. I struggled to maintain my breath through my nose, as it was pressed into her. The musky scent heightening my senses, exciting me. The arousal intensified my licking. I found her button, and pressed my tongue into it. She cried out in pleasure.

Then, before I could fully prepare, she clamped her legs around me, and screamed out in ecstasy. Only once the wave of her orgasm subsided was I able to pull my head back and catch my breath.

She was leaning back, breathing heavily as though she had just completed a marathon. Her eyes stared down at me, along with that enticing smile. Her hand loosely stroked my hair, and brushed along my face.

"That was wonderful," she pronounced between breaths. "That is why I want you here. I've never met a man who could do that for me."

I blushed. Only a sissy could lick her the way she wanted. I wanted, for all the world, to be with her, and this was my way in. She wanted a sissy, and I would be that sissy. And if that required licking her to orgasm regularly, then that was a job I gladly accepted.

She went upstairs to freshen up, and I did the same. And when I returned downstairs, I began preparing dinner. Karen simply relaxed, listening to her music and reading. It was oddly reassuring to fall into a pattern of domestic bliss with me as the wife.

We cuddled up after dinner, watching a romantic-comedy film. There was some light petting and kisses between us, but more than anything, there was just the loving feeling of being held.

When we went to bed, to our respective bedrooms, I gave her a hopeful look. My balls were aching for a release.

Yet once again she simply smiled and shook her head. "Not tonight sweetie. And no playing by yourself either." She waved a finger at me. "I want you ready and eager tomorrow."

And with that simple instruction, she entered her room and closed the door. It was simple for her to say, but harder for me to obey. I was struggling to sleep, being so filled with excitement.

Yet eventually a certain serenity took over. This was now my home.