The Live-in Landlord Pt. 03

I awoke on Monday morning, frustrated that our period was heading into a fifth day. I had become used to wearing maxi pads 24/7, and was more used to the process of removing my overnight pad, showering, and pulling on my period panties with a new pad in the morning. I was happy to get back into a routine, preparing Michelle's breakfast and clothes for the day.

As I returned to my weekday make-up routine, I noticed more changes in my body. Firstly, my hair was getting longer, I could now put it into short pigtails, which Michelle instructed me to do. I struggled with the pink hair bobbles, but eventually worked my hair into pigtails. Also, my breasts were now starting to overflow slightly from my B-cup bras. I hadn't got any C-cup bras yet, I would have to tell Michelle. I wore a navy blue t-shirt bra that day to match with my period panties, and I felt a strong push down on my chest, the tops of my breasts being forced out of the modest cups. My panties had always fit well over my small clit, but I had found it shrinking even more recently, barely visible and my testicles completely flat and receded into my body. A deep part of my brain told me to be worried about this, but the overriding feeling was one of being pleased at how well my panties fit me.

Once finished with my hair and make-up, I pulled my selected dress on over my simple period lingerie. It was a high waisted yellow plaid dress, with ruffles around the collar and shoulders, flowing wide over my hips and thighs, ending above the knees. There was a lot of space underneath, feeling good despite my large maxi pad in my panties, and the shoulder ruffles covered my bra straps. I proceeded to wake Michelle up.

I towelled Michelle dry, still switching my panties to her used panties out of habit, rather than for any risk of a mess any more. She spoke to me, not looking at me. "I read your letter last night, and you're right, we will try you out with some tampons today." I looked up from towelling Michelle's legs, staring up, her face semi-obscured by her prominent breasts.

"Thank you Miss." I replied, unsure what was in store for me. I didn't expect a chance when I wrote the letter. Maybe I would have a tampon in my panties instead, that might be less noticeable than a large maxi pad.

Once I had finished drying Michelle, she walked naked, her plump ass jiggling as she did, over to the bedroom. She opened a drawer, and pulled out a small pink plastic item. Rounded and thin at one end, but quickly becoming bulbous, before thinning again with a flat disk at the end. A butt plug. "This will be your tampon." Michelle said. I blushed slightly, not realising this was a possibility. The plug was clearly fairly small, but I still couldn't see how I could keep that in my ass all day.

"Thank you Miss, but I can still wear the pads." I offered.

"No, no, you wrote a lovely letter, and I always said that I will listen to your suggestions if you are polite and write them down to me." Michelle replied. I could see this was futile, and like many things now, quickly accepted my fate. "Now bend over and show me your pussy, I can help you for your first time." Michelle said, and I did what I was told.

I pulled my dress up over my hips and leaned forward, my butt presented to Michelle. She pulled her used panties down my legs, and told me to hold them, I took the red briefs with a lace frill scrunched into my hands and leaned over again. Michelle applied lube to the plug and then gently onto my pussy, it felt cold and I winced slightly at the feeling. I then felt the head of the plug pushing into my pussy, it felt like it had nowhere to go quite quickly, I felt the pressure push against me, and then more force applied from Michelle. With the next push of force, the plug slid into me, I felt strange, filled, tight. Michelle patted the flat end of the plug, now snug to my butt. Through this new sensation I found my face against the floor, buried into the panties I was holding, the pat from Michelle told me to get up. Standing, the sensation felt even stranger, I could feel the small head of the plug inside me, I felt filled as I moved, constantly aware of it in place.

"Go put your panties back on, and then we are heading off." Michelle told me. I walked through to pull my panties on, feeling an intense sensation with every movement. I started to get more used to the feeling, but then as I sat down to put on my black kitten heels I felt the plug push even deeper into me. I half winced, but also at the same time, found myself relishing the feeling.

***

I grew more used to the plug as the day wore on, but it was always in my mind. How could I ignore that feeling deep inside me?

I tried to hide my eyes moving into the back of my head each time I sat down, especially from Emily. She was particularly friendly and chatty that morning, and we had a good time talking whilst the office stayed quiet for the morning. She was wearing her white shirt and black pencil skirt today, and I just had to admire the outfit as she clicked past in her heels.

Of course, Rachel asked me to stay with her at lunch, and as soon as Emily left for her walk I stood up and automatically headed to the bathroom in the back as Rachel stood aside for me to lead. Rachel was wearing black trousers as usual, and today a light pink blouse covering her large breasts.

Once the door was closed, Rachel instructed me to bend over as I had for Michelle that morning. Any fight had gone from me, and I immediately followed her instructions. I felt her hands grasp for the flat end of the plug, work their way underneath, and slide it out. I winced, and was left with a strange sense of emptiness as the plug left my pussy. I held still, panties around my kitten heels, bent over with my hands resting on the sink.

"Turn around." Rachel got my attention. I stood up, panties still around my ankles, and faced Rachel. She held out the plug to me, right at my eye line, "Give it a little clean.". I looked a little bemused, and made to reach for the plug, ready to run under the tap. "No, with your mouth." Rachel told me. I did as I was told, taking the plug into my mouth, and sucking on it twice, I could still taste the residual lube left on. "Good girl." Rachel said, as she pulled the plug out of my mouth after several sucks, motioning me to turn back around as she added more lube to the plug. I bent over, once again pulling my dress above my hips and presenting my empty pussy to Rachel.

This time the plug slid in more easily, the space was ready and waiting, it felt like I was inviting it back in. Rachel slapped the end to ensure it fitted snuggly, and then gave my growing butt a jiggle, telling me to pull my panties back up. My ass continued to jiggle until I pulled my panties on, clearly growing in size, and the back of my panties were struggling to contain it. I smoothed my dress back into place, and returned to the office for my lunchtime shake and pills.

***

Michelle was later picking me up than usual that evening. Emily as usual left at 5pm on the dot, chatting about some of the fun things she did at the weekend to me, a date, brunch with friends, it sounded fun. It hit 5:15 and Michelle still hadn't arrived, though Rachel was still in the office. I kept my head down, and responded to a few final emails.

A few minutes later, Rachel called me over, and walked towards the bathroom.

"I think Michelle will be here soon," I said to Rachel, "I can change at home."

"I know, I know," Rachel said hurriedly, "you can help me with something after I have been helping you." I followed Rachel into the bathroom, wondering what was in store for me.

I stepped inside the small bathroom, and Rachel closed the door behind me. I stood rooted to the spot, ready to be told what to do. Rachel moved over to the toilet, pulled her trousers down, then her large black panties, and sat down. I was taken aback, and found myself trying to look elsewhere. "Come and kneel down here." I was told my Rachel, I moved in front of Rachel and kneeled between her legs, my eyes level with her crotch, completely unlike Michelle's and covered in hair. She began to pee, and I sat knelt down watching.

After what felt like a long time, the sound of urination stopped, and I was told to help Rachel dry. I grabbed a wad of tissue paper from the wall, and reached forward to pat dry Rachel's dripping pussy. I had to twist my arm to carefully reach into the space available around her crotch, and felt the tissues dampen as I dried and then dropped them into the toilet. The whole time, Rachel looked down at my with a small smile. I used one final wad of tissues, to which Rachel asked, "All done? Give it a little kiss to prove it." I leaned in, and gave a gentle kiss as deep down as I could in Rachel's crotch, feeling the rough pubic hair rub against my forehead and over my closed eyes as I did. Once satisfied, Rachel pulled her panties and trousers back up, I stood to the side with my head hung, following Rachel as she left the bathroom.

As we entered the main office, Michelle was waiting by the desk.

"Sorry Michelle," Rachel started, "Charlotte just can't get enough of helping me in the bathroom, she's so curious."

"Is that true Charlotte?" Michelle asked performatively, with a smile on her face.

I looked at both Michelle and Rachel, looking towards me smiling, "Yes." I replied simply.

"Oh well, I didn't know just how much you liked helping Rachel, i'm sure we can have you help her out more frequently!" Michelle said enthusiastically. "You'd like that wouldn't you?"

"Yes Miss." I responded, worried about what that would entail.

"Come over here" Michelle beckoned, and I obediently walked to her, standing between the two women. Michelle grabbed me by the hips and pulled up the hem of my dress, feeling for my plug through my panties and tapping it. "Good girl," as she rested her hand on my butt, my face turning red at being handled like this in front of Rachel, "and my, you really are getting quite the bubble butt aren't you?" firmly grabbing my right ass cheek and jiggling it. At that point Rachel also moved over and jiggled the over cheek, I stood still looking forward as I felt my butt vigorously shaking.

After shaking my now sizeable ass, Michelle allowed my dress to fall back down, held me by the hips and turned me around, so I now faced her. "Your boobs too, we're going to have to get your some new bras eh?"

"Yes Miss." I replied, as Rachel reached for my left breast and squeezed.

"You're going to have to keep an eye on her," Michelle spoke to Rachel, "she'll be running off with every man that comes in here." They both laughed, and continued to squeeze and prod by breasts as they spilled out of my bra. "Okay, let's get you home, get those boobs back in your bra missy," Michelle told me, "and don't worry, i'm sure Rachel will have some ideas of how you can help her, you can spend some time with her this weekend." I forced my breasts back into my bra, and followed Michelle out to the car.

***

I was overjoyed when our period ended on Tuesday. I couldn't wait to return to my usual lingerie, and found myself realising I could never go back to anything else. I felt such relief and confidence as I pulled on a white lace thong with a large pink ribbon on the front, and the matching bra which was also white lace and had a pink bow between the cups. My growing butt was much more suited to thongs, no longer feeling squeezed into (and spilling out of) panties with a fuller back. The bra was still a B-cup, with me needing to upgrade my selection, but as the lace bra was less full and more of a balcony bra, my breasts were propped up nicely creating sizeable cleavage without feeling squeezed.

Every part of the morning felt more comfortable, and I felt so much better being able to wear tighter fitting clothes as well to show off my increasingly curvy waistline. Today I pulled on a tight pink bodycon miniskirt, ending quite high on my thighs, with a white low-cut v-neck t-shirt hugging tightly against my body tucked into the skirt, and then a pink blazer over the top. I completed the look with open-toed pink heels and a small cream clutch bag.

I walked into work that morning with a bounce in my step, I was dressed better, and everything about the morning was more enjoyable. Michelle was back to her usual panties, which were more enjoyable to wear when drying her after her bath, and moving around, making her breakfast, ironing her clothes, everything was just easier.

The week continued mostly in the same way, getting much more used to working in the office, becoming friendly with some of the regular visitors, and feeling fulfilled. Yes, Rachel would sometimes make comments about me being excited for the weekend, teasing me as I didn't know what she had in store, but otherwise it was a pleasant week.

I managed to spend more time with Emily on lunch breaks now that I didn't need to be supervised by Rachel to change my pads or tampons. I looked forward to our lunches every day, and we would spend the whole time chatting and giggling. She often asked me about my outfits, which made me feel even better about myself, with me returning the compliments to Emily. One day later in the week Emily was wearing a gorgeous red blouse and a long flowing black skirt which showed stunning red heels underneath, the heels had a large strap around the ankles, and I was so impressed with how she looked, I gushed over the outfit to her as we walked towards her favourite sandwich store.

One new topic the two of us talked about was one of the men who regularly came into the office. Kurt came into the office 2-3 times a week, as he was an estate agent who worked with Michelle a lot. He was always wearing a well fitted suit, and had short dark hair and well kept facial hair, on the border between stubble and a beard. He was probably 10 years older than me, but he was always very friendly and chatty with me whenever he came in the office. I assumed that's just the type of person he was, but Emily tried to convince me it was something more.

"He's totally in to you," Emily said on our walk, "you should ask him out!" I found myself blushing slightly, not knowing what to think. The thought had never really crossed my mind before, I was interested in women wasn't I? I still relished being close to Michelle, towelling her curves and getting to see her body, but was that all I could ever hope for now? I had a clit and a pussy now, I suppose I needed to find new ways for finding pleasure. But still, the idea of dating a man just seemed so alien to me.

"Haha, i'm sure he isn't interested." I tried to brush it off.

Emily stopped as we walked, "Are you kidding?! I'm so jealous of your body, I wish I had tits like yours!" she said, pushing me gently. "But seriously, he is super into you, it's obvious."

I blushed a little more and we carried on walking, thankfully moving the topic on, but I couldn't help but dwell on the subject and wonder about what was happening.

***

On the Friday of that week Michelle selected for me a tight black dress with a bodice cut-out, this meant a high collar of the dress up to my neckline, but a generous cut-out at the top of the dress, showing off my cleavage. The arms of the dress were long-sleeved, and along with the area above the cut-out was a slightly see-through mesh material, with the rest of the dress being more standard body hugging black fabric. The dress ended midway on my thighs, and also had a short slit down the left leg, showing even more of my thighs, especially as I walked in the matching silver high heels. I felt the dress was perhaps a bit too much for work, but Michelle assured me it was not unusual, especially on a Friday. I made sure to wear a black lace thong with the dress, not wanting to risk my panties being visible, and then a push-up black bra, which my breasts were really starting to heave out of, but it worked very well with the cleavage window in the dress.

I felt amazing in the dress as I walked into work, but also conscious of not wanting to look too dressed up for a day in the office. I had my hair pulled into a high ponytail for the day, with the length growing all the time allowing me even more styles. Rachel was of course dressed as usual in her black trousers and a simple blouse, Emily was thankfully also dressed up, and later told me she was heading out for some drinks in the evening. She wore a white bodycon dress, also very short, and showing off her incredible long legs.

In the afternoon Kurt entered the office and I felt myself blushing, it was the first time I had seen him since my chat with Emily. He leaned up next to my desk as he walked in and starting making small talk as he usually did, but now with Emily's comments in my mind, I couldn't help but stutter over my words and worry about the messages I was sending out, I didn't even know what messages I wanted to send out!

"Are you going out somewhere nice tonight then?" Kurt asked me, glancing down at my dress, cleavage visible through the bodice cut-out and my thighs showing from my seat.

"No, nowhere tonight." I replied sheepishly.

"That's a shame," Kurt said, "you should be showing off that dress." I blushed deeper, not knowing how to respond. Looking up into his eyes as he glared down at me. "Maybe i'll have to take you out one time?" he said to break the silence. I blushed deeper, and despite my make-up there was no doubt he could see it. I didn't know how to respond, I almost instinctively tried to decline, but I felt a fizz of nervous excitement as he asked me, a bloom of confidence and anticipation of what would happen.

"I'd like that." I replied without thinking, looking up beyond Kurt's stubble into his deep green eyes. He smiled in return.

"I'll plan something for next week then." Kurt said, giving me a wink that made me fill with excitement before he turned and headed into the office to speak with Rachel. I sat at my desk, not quite sure what had happened, or how, but I knew I somehow felt good about it. My eyes refocused, and I saw Emily smiling and giving me a thumbs up from across the office, I couldn't help but excitedly smile back.

***

Michelle was late again that evening. Emily had left to meet some friends at a bar, leaving again myself and Rachel. I had my fingers crossed that Michelle would arrive before Rachel asked me to help her in the bathroom again.

"Okay, are you ready to leave?" Rachel called across the office.

"I'm not sure where Michelle is." I replied.

"Ah, I forgot to mention, you're coming home with me tonight. Michelle has a date so she suggested I could look after you tonight," she said with a smile, "don't worry, I have plenty of fun in store."

I accepted my new plans without question, but I was disappointed. Michelle didn't tell me about this, meaning I couldn't pack any clothes, but more than that, I was worried about Michelle being on a date. I suppose I knew I was a girl now, but I still help hopes I could continue to be close to her, what would this date bring?

I followed Rachel to her car, I sat in the passenger seat wondering what my night would bring.

***

Rachel parked up to her house and led me inside. It was a fairly large house, with numerous rooms, and a lot of furnishings and ornaments spread throughout the house, certainly the opposite of minimalist living. I followed carefully, keen to do what I was told to get through the evening as quickly and painlessly as possible.

"So, Michelle tells me you need some new bras, I can see you are busting out of them," Rachel began as she dumped her bag in the hallway, "so i'll take you shopping for some tomorrow. That means you can help me out tonight."

I tottered behind Rachel as she led me to the kitchen. "You can clean up in here, I do my aerobics once I get home, and then we can relax and enjoy the evening, okay?". I nodded my head in response, somewhat happy to be doing a usual role of cleaning. Rachel headed upstairs as I pulled out some cleaning materials and started scrubbing in my tight black dress. As I was scrubbing the floor, Rachel returned downstairs in 80's style aerobics gear, and disappeared into another room where I soon heard cheesy music and aerobic instructions blaring. I continued scrubbing and cleaning, hoping this would be the last of my work for the evening, and we would relax as Rachel promised if I did a good job.