53
Handwashing Jennifer's lingerie seemed to take forever, but I didn't want to rush. That was the thing about taking on tasks for my Mistress or her friends -- it truly meant a lot to me to do a good job. I was proud of how their house looked now that I'd finished cleaning, and I wanted that feeling to continue with this, even if the results might be more subtle.
Once every piece was washed, rinsed and set out to dry, I returned to the living room for further instructions. The three of them seemed engaged in a rather intense conversation, but stopped speaking as I approached.
"The laundry is done, Miss Jennifer," I said, as all eyes turned to me.
"Very good, Dolly," Jane answered on behalf of them all. "We were thinking of dinner, but there isn't really enough in the house to cook with. We've decided to order in, but you can still set the table for us."
"Yes, Mistress," I said, and turned to get to work.
They hadn't said what kind of food they had ordered, so I tried to anticipate anything and set the table generically but completely. Hopefully, I set myself a place setting as well. It wasn't long at all before the doorbell rang.
"Get that, will you," Master called out to me. "It's already paid for."
I could feel the instinctive terror rising in me as soon as he said those words. I had gotten almost used to being dressed and presented like this in front of the three of them, but having to face someone normal had me burning with humiliation.
"Yes, Master," I managed to reply.
I made my way to the door and looked through the peephole. The delivery driver was waiting there, bag in hand. I wanted to wait to see if he'd drop it off and leave, but I knew what Master expected of me. I took a deep breath and opened the door.
He noticed the motion and began lifting his arm to hand me the bag before even looking up, but when he did, he started and twitched visibly, so much so that I was worried he'd drop the food. I watched his reaction in what felt like slow motion. His eyes went to my chest first, not able to tell at first that the breasts were fake, or not caring. Then they noticed the uniform and the stockings and short skirt. It wasn't until his eyes finally made it up to my face, or perhaps when I thanked him with a near-whisper that he saw and realized the truth about me. I closed the door, blushing in shame as the shock and confusion spread across his face.
My heart was pounding as I carried the food to the table and began unpacking it. I could see and hear the tree of them giggling at me, having observed at least some of the interaction at the door. It seemed to bring them so much joy to tease me, tormenting me with exposure. There was no complaint or comment about me taking my seat with them which was a relief, as I was hungry, but was also frankly a bit of a surprise. I was quiet as I ate, adhering to the policy of not speaking until spoken to.
"Imagine, Dolly," Master said out of a quiet moment, "if you were dressed and looking feminine enough that someone like our delivery man out there couldn't even see the truth about you. He'd just be staring at your body and thinking about fucking you."
"I don't know that I could really fool anyone up close, Master," I said.
"Not today, no," he said. "But if you wanted to -- or perhaps more accurately, if your Mistress wanted you to, you could get there."
I couldn't help but look over at Jane, as he turned to direct his words to her.
"What do you think, Jane? It's not really that hard anymore, with hormones and diet and patience to really help someone like your Dolly to really make a change in themselves."
"That sounds so extreme," she answered, looking at him instead of me.
"I think it used to be, but not anymore. Perhaps things like surgery are, but most of those options are end-game moves, not places to start."
"What are you planning over there?" Jennifer teased.
"I'm not planning anything," Master laughed. "It's not my place to. Dolly belongs to Jane, and quite completely. I'm not the one who dressed Dolly up as a sissy maid today. I'm just saying, in case Jane isn't aware, that there are plenty of ways to take Dolly even farther down that path, should she want to."
"To really change the way she looks?" Jane asked.
"Yes, the way she looks, but I suppose deeper than that. Hormones, for example, would certainly start to reshape her over time, but would also affect her sex drive. Replacing the testosterone in her body with estrogen."
"People would notice that," Jane said. "If he started looking different."
"Yes, they would," Master said. "At a certain point the changes would definitely be noticed, and there would be questions to answer. Thresholds like that can be good stepping stones."
"What do you mean?" Jane asked.
"Think of it like when you moved past just fantasizing about fucking a man at work," Jennifer answered, "Once you actually got over the idea that it was impossible or forbidden and actuall did it, look how a whole new world opened up for you."
"And having David become more Dolly, even if people noticed..."
"Right. Yes, people would notice. Yes, he'd have to address it at work, or maybe even change jobs, but ask yourself what kind of doors would that open for you both," Jennifer continued, her smile widening.
"I can't quite see his current office really welcoming our Dolly, especially if she's dressing like this," Jane laughed.
I blushed and laughed along, but I felt the nature of it so internally. I tried to imagine walking into that place, even with a relatively conservative outfit on. If I had breasts like these, they'd be impossible to hide. I could imagine the men's eyes on me, following every motion and jiggle, and that was if they were just looking at me as a woman. If they knew who I used to be, their expressions would surely be different -- I'd see judgement, curiosity, disgust and amusement.