Thanks to Oldbroad76 for proofreading.
"Thanks, slut." John whispered with a heavy breath as he looked down at me on my knees.
"Thank you, Daddy." I replied before standing up.
The taste of his cum was still heavy on my tongue. Finally, I could start my day having swallowed his load.
"I'm going to be out for most of the day," John told me, "so I have some tasks for you to complete while I'm out."
"Anything Daddy." I replied automatically. Calling him Daddy was second nature to me now.
John walked to his bedroom and returned with an outfit in his hands. At first I couldn't figure out what it was, but when it did my heart sunk.
"You're going to clean the house in this," He told me and handed the outfit over. "Oh, and this."
The second item I recognised all too well. It was the butt plug which he controlled the vibrating for.
For a split moment I thought about complaining until I quickly realised that I didn't have a leg to stand on. I had agreed to do anything and everything he ordered. What bothered me more was how hard my cock was.
"Go on then, put it on." John told me as he crossed his massive arms and nodded at me.
With him staring I stripped out of my clothes until all I had on was the pink, leather choker around my neck.
The maid's outfit in my hands was harder to get on than I imagined. It was blatantly made for a woman, but the worse thing was that it actually fit me! I stepped into the middle of it, pulling the silky material up my legs, which felt amazing against my smooth skin.
There was a black, built in thong that disappeared between my ass cheeks and nuzzled against my smooth hole. The silk front caused a tingling sensation against my smooth and hard cock and balls.
My hands went into the tight, seductive sleeves, which John helped me put on, and then he zipped up the back.
"Now for these." John told me.
He knelt down in front of me with two black, silk, thigh high stockings.
He's dressing me like a girl,
I thought, and then my cock twitched again.
My right foot went into the stocking, which John pulled to midway up my thigh, and then he did the same with the left leg. After that there were two silk gloves that went up to my elbows.
When he was finished, I turned to the full length mirror and fuck... I looked like a hot girl! If I had longer hair anyway! The material was amazing against my skin, and my cock throbbed unbelievably.
"Now, bend over, spread your cheeks, and I'll put the plug in." John told me.
If there was any part of me that wanted to disagree, then it had gone when I saw myself in this women's lingerie. My body was bent over his sofa, and my silk covered hands reached behind and pulled my cheeks apart, where I remained as John moved behind me.
One of his fingers pulled the thong to one side, and with a little lube he filled my ass with the toy.
"Mmmmff." I moaned and bit my lip as my rim wrapped around the neck of the toy.
John stepped back, but I remained bent over and cheeks spread as the joy of having my ass filled made my body heat up.
"Okay, you get to work. I'll be back later." John told me with a light spank on my arse cheek.
When he left, I did start cleaning his apartment, which was harder than ever before due to the outfit and the toy inside me. For the first half hour every time I moved, my cock would leak onto the black thong, and my body would tingle.
On more than one occasion I thought I could cum just from having my cock rub against the silk thong.
I started by dusting every surface I could find, and when I'd bend over, the skirt from the maid's outfit would raise up, and my bare arse would be exposed.
It was nearly two hours into the cleaning when suddenly...
"Woooahh!" I shouted and jumped when the plug turned on, full blast, in my ass.
My body folded in half, and I fell to the floor as the battering vibrations made my entire body shake.
"Fuuuckking hell!" I moaned.
Although I wasn't rubbing my cock, the feeling of it against the silk as my asshole got pleasured was making me leak and twitch.
"Yes! Yes! Ooohh, fuuck me!" I moaned as my orgasm grew and grew and grew.
On the floor, in a maid's outfit, I was about to cum, but then the plug switched off.
"Fuck!" I shouted. I don't know how John did it, but he somehow knew that I was on the verge of filling this thong in my cum.
It took me nearly ten minutes to recover from that and to continue cleaning his apartment.
I moved onto hoovering the place, and again each movement made the toy move inside of me. The silk material of the thong was now soaked with my precum, and it coated my hard cock that refused to go down.
Halfway through the hoovering the plug started up again.
"Oooh god!" I moaned and gripped the handle of the vacuum to keep me on my feet.
Unlike last time, instead of going straight to full blast, the plug would slowly rise to its strongest level and then quickly shoot down again. Over and over it went from a light vibration to powerful, then again.
"Jesus! Fucking hell!" I kept moaning.
I attempted to keep hoovering, but the pleasure was too much. It felt like my ass was getting fucked by the plug, and I was helpless to do anything but enjoy it.
Then, I looked up at the full length mirror. I was amazed at what I saw. I was staring at myself, but it didn't feel like me. Dressed in women's lingerie, legs shaking, and mouth hung open as moans escaped my lips.
How have I gotten here?
I thought just as the vibrations hit full blast again.
"Ooooh yeeess!" I moaned.
This time, my legs did give in, and I fell to the floor yet again as I was sure my orgasm was going to hit me. But again, the vibrations stopped.
"Please!" I shouted as if he could hear me, but it remained off.
This happened four more times as I cleaned his apartment. Each time it was quicker for me to get to the brink of a mind-blowing orgasm, but each time the toy stopped just before I got that sweet release.
As I finished off my phone began to ring. When I saw it was John, I was praying that he'd be home soon to fuck me...
do I really want that? Oh god, am I turning gay?
"Hi Daddy." I answered. My plan was to be extra good, and then he might let me cum.
"Hey babe," John replied, "how's the cleaning going?"
"Good," I told him, "except for the occasional distraction."
John laughed when I said that, and his voice made my heart melt.
"I bet," He said. "Listen, someone is going to be there soon."
My heart sunk. Was someone going to see me dressed like this? Who was it? What did they want? I began to panic that John would be wanting me to have sex with another man. Ever since that time in the car with Mike, I'd managed to resist experimenting with another man, although the thought had always been there.
"W-who is it?" I nervously asked.
"Just a friend," John answered bluntly. "You'll do everything they tell you. Do not embarrass me. Got it?"
