The next day my alarm went off at 6AM. I took a long soak in the bath. I was half looking forward and half dreading today. I won't lie the thought of dressing as a traditional maid was appealing. The dress I wore before was more of a costume. The dress today was the real thing.
I used a pink towel to pat myself dry and got out my underwear. I chose a pair of white knickers covered with row upon row of lace frills. You couldn't see the silky material of the knickers were made of because of the frills. I held them up to the light. These were the most feminine items of clothing I had ever seen. I remembered that female tennis players used to wear things like this.
Why was I craving to wear them? Was it that it was OK because, in my head, I had no choice? That's what I have convinced myself of anyway. Still, part of me said, "Stop, you're a man. Men don't do this."
I sighed and stepped into the knickers. My knees trembled as I felt the lace tickle my freshly shaven legs. As I slid them up my legs, I had to fight to stay upright.
I found a black silk suspender belt with metal clips. I had only ever seen these in pictures. My wife never wore stockings. She never even liked tights. She had a pair she wore for weddings. I wrapped it around my waist and threaded the straps through the legs of my knickers. I found several pairs of 10 denier seamed stockings in a drawer.
I sat on the bed and slowly drew one up my right leg. Oh, my god. I had never felt anything like this in my life. The smooth nylon felt electric as it touched my bare leg. Why don't women like wearing stockings? This was wonderful. For a moment, I felt jealous that women could feel like this every day. Then remembered that I could experience that now.
The little voice in my head said, "But at what price?"
I had gone to sleep feeling conflicted. I reasoned, if I liked the idea of dressing and working like a woman, I should do everything possible that goes with it.
After my stockings were on and I managed to straighten the seams, I couldn't help running my hands up and down my legs. I had seen women absentmindedly doing this. Now I knew why. What must this feel like when someone did it to you?
Next came a white lacy bra that I stuffed with tights from the drawer. This dress had a three-layered cotton petticoat with it. The layers added volume, I guessed. Then the dress. It was black, knee-length, with long sleeves. The neckline and sleeves were finished with white lace. This was a real maid's uniform.
I sat down and did my makeup as best as I could. I thought I could pass. I was enjoying this. I was amazed at how fulfilling it was to transform myself into something pretty. Should a man feel like this? Probably not.
I saw a jewelry box on the dresser. I found a thin gold chain and some pearl earrings. Years ago, I had had my ears pierced, but the holes were still there. One ear bled a little, but the result was worth it.
I looked every inch a pretty maid. Then, to finish, I put on the lace cap that had two black ribbons streaming down the back. Perfect. I chose one-inch court shoes. I was confident that I could walk in those.
I went down to prepare Sir's breakfast. Even this was a new experience.. I was so distracted walking with my skirt and petticoat, brushing my shaved stocking-covered legs. How do women get anything done? Their clothes were so sensuous.
When I knocked on Sir's door, he was sitting up, waiting for me.
"Thank you, Sarah. I am glad to see you made an effort. I would hate to have to punish you."
Punish me? I thought. What does he mean?
I put the tray on the bed, and he started on the toast.
"Please wait until I dismiss you, Sarah."
I stood next to the bed with my hands together in front. I saw my reflection in the mirror. It looked like a scene from a 1920's movie.
I felt his hand brush my knee and slowly move up my nylon-covered thighs. Oh, this felt even better than when I did it to myself. I squirmed slightly. He continued to eat with his left hand while working on me with his right. He reached my exposed thigh and gently snapped the strap. It tickled to have the now sensitive flesh stroked. I struggled to keep still.
Then, as before, his hand brushed the front of my knickers. I started to stiffen, remembering last night. He lingered there for a moment and moved his hand to my backside. He rubbed his hands in a circular motion on my ass cheeks. The soft nylon felt so good. I wasn't used to being played with. I liked it.
"My, my. All lace and frills, dear. You do enjoy being a girl, don't you?"
I turned beetroot red. I suppose I did. But to admit it to another man felt wrong.
"Err, no Sir. I just thought they were part of the uniform."
"Well, you are a girl now. One of the fairer sex, so it's OK. "
"Yes, Sir."
"Sarah, did you know this house once had three maids, a footman, and a butler?"
"No, Sir."
"Well, it did. There was a system of bells in the scullery to call each one. We don't have that now. I have a more modern solution. Open the drawer in my bedside cabinet. "
I did. I gasped as I looked inside. There was a butt plug. It was black around five inches long shaped like a penis. It narrowed and had a thick base. Next to it was a jar of vaseline. I could guess where this was going.
"Take it out, my dear."
My hands trembled as I did. As I held it, I felt it vibrate. Then I saw Sir holding a remote control.
"It has two speeds. When I use high speed, I expect you to drop what you are doing and attend to me immediately."
He pressed the remote again. The thing nearly vibrated out of my hand. This was so humiliating. I was to be radio-controlled. Like a toy. But part of me wanted to feel that inside me. Wanted to give up my manhood to this masterful man.
He got out of bed, I could see he had a hard on and I was worried. He saw my face and laughed.
"Don't worry. If I did what you are thinking, I'd probably hurt you. I'm just going to fit you with your plug. Bend over the bed. "
I thought about resisting, but what would he do? Punish me? He was a head higher than me, I doubt he would have any trouble.
I bent over the back of the bed. I could see myself in the mirror fitted on the large wardrobe. He flipped up my skirt and petticoats. I felt cool air on my exposed thighs. I felt my knickers being slowly pulled down. The lace tickled my cheeks as they went down. I felt so vulnerable. This must be how women feel before sex. I was exposed, but had to wait for him to do what he wanted.
I felt a cool, slippery finger smear the vaseline in and around my hole. Then he slipped it in. It went in surprisingly easy. It was as if I wanted it. Then I felt a second finger and grunted.
"It's ok Sarah, it will get easier each day. Then you will be ready for me."
I knew then he defiantly intended to fuck me. I had been thinking this would happen when I sucked him off. That would be a line once crossed I could never come back from. At least it wouldn't be today.
He pumped in and out for a few moments and I relaxed a bit more. It wasn't that unpleasant. I started to move back to meet his hand.
"Not now dear. Pleanty of time for that later. I think we will get along just fine. Here it comes."
I felt the head press against my sphincter and cried out. He kept pushing and I felt it force its way in. All five inches were pushed inside, then my sphincter closed around the narrow part at the base.
"All done. Now pull your knickers up girl. "
He wiped his hand on the napkin on the breakfast tray. It felt so strange to have something inside me.
"Lets try this out then." He said and pressed the button. The shock of the vibrating drove me to my knees.
He laughed and said.
"It works then. Well while you're down there...."
He sat on the bed and pulled his cock out. It was inches from my face.
"Get to work girl. This is one of your daily duties."
I licked the head and tried to think of myself as a wife doing her marital duty with her husband. I licked up and down the length and felt the vibrator go off again.
"That feels good, but I have a busy day and need a quicky. When you feel the vibrator on slow, you go slow. When it's fast I want you to suck me like a vacuum cleaner."
I bloody well was a remote control toy!
I felt the butt plug vibrate like there was no tomorrow, So I sucked and bobed my head up and down as quick as I could. I was squirming like mad. My own cock tenting out my knickers.
Then suddenly he exploded in my mouth. I swallowed like the night before. The vibrations stopped. That had only taken about two minutes. I must be getting better. Was that something to be proud of? Good cocksucker. I couldn't put that on a CV could I.
"Thank you, dear. That set me up for the day. Off you trot. Take the tray. I'll buzz you if I need anything. "
"Thank you Sir."
I took the tray to the kitchen, then went to my room. I brushed my teeth then got on the bed and "took care" of myself. The feel of my ruffled knickers, stockings and the intrusion in my backside meant I was done almost immediately.
I hated myself, but I imagined that it was Sir inside me.
More to come.