The Live-in Landlord Pt. 01

As I was gently rubbing her ass, Michelle calmly turned around, presenting the front of her body to me. I repeated the process, this time carefully drying her smooth legs, and climbing towards her shaved pussy. She widened her stance slightly to let me get closer. This was torture, I felt ready to explode. I tried to keep slightly bent to avoid my very modest bulge from showing, as I moved up to dry her generous breasts. As I was gently drying them, trying not to make them bounce too much, I suddenly felt an intense rush of pleasure as Michelles hand slid over my crotch.

"Looks like someone is enjoying themselves a bit too much!" she smiled.

At that point, I couldn't hold myself back any more, that gentle touch, even though it was just a slight feel across my joggers made me lose control. I couldn't keep my face straight, and I felt myself cum.

"Uh oh, far too much." Michelle laughed, clearly seeing my reaction.

"I'll need to be more careful in the future. Here, we can't have you in those messy clothes, hop in that bath and clean yourself up. Then it's time for your morning lesson."

Embarrassed and ashamed, knowing this only increased her power over me, I could only reply "Yes Miss."

I undressed once Michelle had left, realising I had not only made a mess in the panties, but it overflowed to stain the joggers and the bottom of the vest. I took them off, and stepped into her bath water. I cleaned myself, wrapped myself in the only remaining towel in the bathroom, the one I had used to dry her.

As I was about to leave, Michelle knocked on the door and before I could answer peered in.

"Here." She handed me the pink panties and vest from my bedroom. I was about to ask for the remaining pair of plain panties I had of Michelle's, but felt too ashamed. After what had happened, it was understandable she didn't want me to wear them.

"Thank you Miss." I replied.

Back on my own, I pulled the pink panties on, the lace trim on the waist feeling admittedly comfortable, even if the small pink bow was unnecessary. I then pulled the pink vest on, again, enjoying the feel of the lace trim on my upper chest.

I looked at myself in the mirror. The panties fit well, and owing to my small package, you could barely notice anything out of the ordinary. I enjoyed how the back of the panties hugged my butt, and the vest hung close to me, looking better on me than the plain black one I had been wearing previously.

Feeling slightly better about the situation, I headed out to my morning lesson.

***

I walked out of the bathroom and entered the lounge. Michelle was already dressed in the clothes which I had earlier prepared for her, looking stunning in the well-fitted pencil skirt and cleavage-showing blouse. She had moved the coffee table, leaving an empty space in front of the sofa and armchair. In the middle of that empty space was a couple of pink notebooks, some fluffy pink pens, and a pack of stickers which seemed to mainly consist of love hearts.

Michelle turned to look at me,"Wow, you look good. Take a seat on the floor."

I couldn't help but let out a small smile at her compliment. Hoping she wouldn't remind me of what had just happened in the bathroom. I took a seat cross-legged in the middle of the floor. Michelle sat on the armchair in front of me, crossing her legs, peering down at me.

"Right. Well done this morning, much better. You'll get the hang of this very soon. Don't worry about your little accident."

I blushed.

"I'll start with the good news, I think I have found a job for you."

Wow. She worked quick. Maybe I would be out of all this quicker than I thought.

"It's working in my maintenance office, we need a new secretary. The problem is, we really want a woman for the role, it just works better. The women in the office prefer the girly chat, the customers are used to a nice attractive woman speaking to them, it just works better."

I listened carefully, wondering where she was going with this.

"So, that's why I have scheduled these lessons for you. We can make you into the perfect secretary!"

"Uh..."

"Shh. I've looked for other options, and there just aren't any. Besides, you look good in your little pink clothes, you won't have a problem. Once you start earning more money, you'll get more of a say, okay?"

I was speechless. I didn't expect this. Okay, maybe this morning had been better than I expected, maybe I was starting to like the feel of these lacy panties, maybe I did like being controlled by Michelle but... this was another level. It was one thing when it was just Michelle, but being out in public, I couldn't... But, I didn't have a choice, at least not now.

"Yes Miss."

"Good, okay, well there's lots for you to learn before we can have you out there."

***

The lesson consisted of details of women's clothes sizes, types, and styles. I carefully wrote down in my notebook, pink fluffy pen wagging as I did, long lists and notes of different styles of bra, panties, dresses, skirts. I learned how band and cup sizes worked for bras, and how they were measured.

At the end of the lesson, I proceeded to make lunch for Michelle, and realised how hungry I was whilst doing so. After all the excitement throughout the morning, I didn't get to use my break for breakfast. After I served Michelle her chicken sandwich, I asked if I was allowed some food.

"Ah yes, you can eat salads alongside me if you want to join me, but I have made up some shakes for you. It's important for the next few weeks to take care of that body of yours, it's going to be important for your job." She reached into the fridge and pulled out one of several flasks, filled with a beige-coloured thick liquid.

"Three of these a day, plus one of these pills at lunch." she handed me the flask, and a small orange pill.

"What is it?" I asked.

"They will be great for your body, just give you some extra curves."

Whilst reluctant, I realised if I was going to be out in public, I needed to look as good as possible. I swallowed down the pill, and drank down the shake, which wasn't too bad. Just as I finished, I felt a firm slap on my butt from Michelle, "you've already got a good head start!" I blushed, then cleared up her plate.

***

Following lunch, Michelle brought out her laptop and told me that we would be filling out my wardrobe. "Your lovely vest and panties are cute, but we need you to look the part if you're going to be my secretary. Time to see what you learned this morning." It had been less than 24 hours since I first pulled on some panties, but I found myself feeling a flutter of excitement. I tried to crush it down, telling myself this was just something I had to do, and maybe partly a chance to get close to Michelle.

We browsed through websites starting with lingerie. When the first site came up, I tried to point towards some plain black panties, similar in style to those which Michelle had loaned me yesterday. "No, no, we might not see them, but lingerie creates a state of mind too, you need far more sexy panties than that."

I tried to show small signs of discomfort at that, but also, I couldn't help but secretly feel a thrill that I would be wearing something like the red lace panties I laid out for Michelle that morning.

She selected around 10 panties of varying styles for me, some thongs, some Brazilian style, some lace briefs. Also, matching bras were selected for some of the panties, along with some push-up bras. Before moving on to other clothes, she also selected some stockings, garters and some nightwear.

Before I knew it, over an hour had passed selecting all sorts of skirts, dresses, blouses and tops. I was a little paralysed by the choice, and just nodded along with Michelle's suggestions. Whilst I felt a thrill of the idea of wearing these for Michelle, I pushed down the fear I had of potentially wearing these in public. I didn't want to think of that.

"Well, that should fill out that wardrobe of yours." Michelle told me as she finally closed the laptop.

"Thank you Miss." I felt bashful.

"We will add the cost to your debt, but a few weeks and you will have paid off those." I completely forgot about paying for this. It wasn't my idea but... I suppose I had to be grateful for the loan. After the embarrassment that morning, I couldn't exactly argue.

***

[A handwritten letter]

Dear Miss Michelle,

Thank you for selecting my new wardrobe, I am extremely grateful for you being so kind and generous in loaning me the money to purchase this.

I am also so thankful for you teaching me the importance of limiting my spending, and for helping me find a job. I will try my hardest, and I will not let you down.

I apologise for my accident this morning. I hope I can still continue to serve you.

Also, I wonder if it might be possible for me to have access to my phone or laptop? I hope I have shown with my good behaviour I can be trusted.

Love from,

Charlie

[A selection of love heart stickers were placed around the page]

***

I woke up the following morning, with a similar schedule. I was exhausted the previous evening, so managed to stick to my early bed time. I wore the light blue vest and panties combination, and started the morning as I did the previous day, only today the cleaning chore was the kitchen, rather than the bathroom.

I again prepared breakfast for Michelle, and grew hopeful she would ask me to run her a bath again. I woke her with her breakfast and coffee on a tray, and she sat up, this morning in a sheer red babydoll, I couldn't help but stare. Lucky for me, after accepting her breakfast, she asked me to run a bath.

As with the previous day, Michelle took off her babydoll in front of me, and I already felt a very small bulge start to show in my normally well-fitted panties. I didn't have the jogging bottoms to hide it this morning, and I tried to position my legs slightly to hide it.

"Are we going to have a repeat of yesterday? Such a cute little clit" Michelle laughed, giving my panties a light tap. I was suddenly fully erect again, though still concealed in the panties.

"Is that it? You'll make such a perfect girl. I don't know why you didn't realise on your own." I felt embarrassed. I was becoming used to Michelle's dominance over me, but I think part of me hoped she would allow me to get closer to her.

"Yes Miss" I replied, eyes down.

"Okay, we don't want to mess up your panties like yesterday. Take them off, and you can wear my clothes from last night, you will be washing them anyway." I was taken aback, but followed her orders immediately. I pulled the red thong over my legs, feeling the warmth of Michelle still lingering as the well worn panties tightly ran between my legs and ass. I pulled over the babydoll, and allowed the light sheer material to flow around me.

I waited patiently for Michelle to finish bathing, ready for the moment I had been waiting for all morning, ready to grab the towel and gently caress her body. As I waited, clearly enjoying her control and my impatience, Michelle told me of her plans for the next two weeks, "You will need an intensive two-week teaching course before you can start working for me, and we have so much to learn. Your body will start changing, but we also need to teach you how to fully shave your body, wear make-up, wear your new clothes, paint your nails, so much to do...". I wanted to worry about what was in store for me, but all I could think of was the anticipation of drying her dripping body.

Finally, Michelle stood and allowed me to dry her. Without the panic and uncertainty of the previous day, I tried to enjoy the experience as much as possible. Carefully trying to feel as much as I could through the towel, especially over her jiggling ass and breasts. My clit remained hard, but still small enough to be contained within the red thong I was wearing. I enjoyed every second, and wanted it to last forever, but eventually I heard "That's enough" from above, Michelle signalling that it was over.

***

That daily ritual kept me going through all my training. I learned so much, from exactly how to shave my legs, to applying mascara. Through all of the lessons, I had those morning baths at the front of my mind, always waiting for the next day. Every day, wearing Michelle's still-warm and fragrant nightwear, and drying her down. I could tell she knew just how much I looked forward to it, and the power it granted her over me, but I couldn't help but be transfixed.

My clothes arrived throughout that first week, and formed part of the training. I migrated from only wearing the panties and vests around the house to trying all of my different types of outfits. Michelle nailed the sizing for everything, and even though some of the panties were tight, I think that's how they were supposed to be. It took some time to get used to wearing thongs and butt-hugging lace panties every day, but I can't say I didn't enjoy it.

I wore miniskirts showing off my shiny smooth legs, open-toed heels, showing off my freshly painted toes, and tightly fitting tops showing off my now small mounds budding on my chest. This was the most difficult change at all, and without the allure of Michelle, I think I would have just ran - but I was in so deep, and running would mean missing those incredible morning baths. The pills and shakes that I was taking daily had started to change my body, my nipples grew more sensitive by the day, and I could feel my breasts growing, along with extra curves around my butt.

Michelle was clearly proud of my increasingly feminine shape, and the pills she gave me also helped with my voice training, sounding more and more feminine by the day. However, one side effect that worried me even more than my modest A-cup breasts, was the effect on my clit. Michelle had encouraged me to start calling my dick a 'clit', and that name only seemed more appropriate as time passed. As I have already told you, I was incredibly small from before this whole saga started, but the pills somehow shrank me further. Not only that, but my ability to grow when excited also waned, with even the small strain in the panties during bath time being eliminated now. I was stilly incredibly attracted and obsessed by Michelle, and I was definitely aroused when drying her, but my clit didn't react very much.

However, all that aside, I was proud how far I had come over the two weeks. The praise from Michelle for my dedication and obedience also helped. I was now adept at applying my own make-up (which I now did every morning before she woke), maintaining a hairless body, making sure my clothes fit well, speaking in a feminine voice and maintaining my wig whilst my hair grew long.

The training not only focused on my body, and what I wore, but also my knowledge. I needed to fit in as a woman in her office, and Michelle informed me that included certain training too. My homework included reading magazines that Michelle provided, as well as being allowed to watch some reality shows. I was well caught up on various celebrity gossip, it was the only hobby I was really allowed to have, as I only had the shows Michelle allowed me to watch, my magazines, and a few romance novels.

I did write a letter to Michelle, asking if I could have my laptop or phone, and thankfully Michelle permitted me some access due to good behaviour. I was upset at first when it wasn't my existing phone, but Michelle provided me with a new phone in a pink glittery case. I was allowed access at some points throughout the day, and always had to give it back to Michelle for safe keeping, especially after my bed time. She also placed heavy restrictions on the phone, allowing only a few selected apps and functions. The only person I could call or text at first was Michelle, and I didn't have access to a web browser. The apps I could download were a handful of celebrity gossip apps, some fashion games, some make-up games and apps and a game which I was embarrassingly loving called 'Cheerleader Champion'.

The shocking change in me from only a couple of weeks prior was huge, I struggled to believe how it had happened. Yes, the debt and need for this had forced me into the situation, but what kept me going was Michelle. I wanted to please her, I wanted her to praise me, and most of all, I wanted to dry her off every morning.