When she came back into the room the transformation was incredible. From a half -naked girl looking like a high priced escort, she became the prim and proper high school English teacher. Simple blouse and jumper, all ready to lead her charges into the next lesson.
I told her to sit and down, cross her legs like lady, and fold her hands on her lap. She followed my instructions to a tee, but looked at me like I lost my mind. We had just went down a new road for us, and now she as sitting and looking like a school teacher.
I looked at her and asked, "So -- how was your day?"
She looked at me a bit crossly and said, 'You know about my day." It seemed the look thinking I had lost my mind was changing to being annoyed at the whole thing, so I moved quickly to get back into the game we were playing.
"No, I mean, tell me about the day. Okay, let me ask a few questions. How did you feel when you put on those new clothes?"
"Really sexy, I never had garters on before. They actually made my legs look good!"
"Did you look at yourself in the mirror?"
"Yes. "
"What did you see?"
"I saw a very sexy woman, who was going to be very bad today. I looked and saw this prim teacher looking like she was going to get fucked"
Well, that was unexpected, I didn't think she would think that. I pressed on.
"Did you look at yourself after you put the teacher outfit on?
"Yes"
"What did you think then?
"I can't say it."
"Say it!"
"I thought, here's a teacher on top, but a whore underneath. It's the good girl covering up the bad girl."
I pressed on. "And how was school?"
She answered a quick fine.
"Really. Did you do what I paid you to do?" I needed to remind her she was on the clock, and her actions were bought and paid for.
"Yes I did. I went to the teacher's lounge and removed those panties. I put them in my purse, and then I sat down on the pot and jerked off. I came within seconds. I had to hold my mouth so no one heard me scream, it was that loud."
"And then?"
"And then I took the money you left and put it in my pocket. After all, you did pay for it."
Now she was saying it, She was getting paid for sex acts. She was playing along, and all day she was into this idea someone was paying for her to be the bad girl.
"Do you think your collegues thought something was different about you?
"Maybe. One of the women noticed the stockings. She said she had a pair like that from Victoria's Secret and asked me if mine were those. I said no, similar but no, just fancy pantyhose. She walked way but I knew she knew I was wearing garters underneath the jumper."
"So -- how did all that make you feel today?"
"That the bad girl pulled one over them. I hid behind the veneer of a High School English teacher, and underneath there was a someone who dressed like a slut and needed to be fucked by anyone who had the money!"
Another unexpected feeling!. If she wasn't into before, she was real into it now. She was even further into this than I thought she would be, so it was time to turn up the heat, and enter into real sex for money part.
"Ready to make so some money?, I said.
"She replied, "That's why I'm here? Her response wasn't rehearsed; it was natural. She was into this -- almost too much, and I kept playing.
"Here's another twenty. Go over to the stereo. It's set up with a special song" As she went to grab the twenty, I said, "And strip for me" She stopped. I had asked her in the past to play stripper for me, but never would; she would get embarrassed and say she couldn't do that.
I looked and said no striptease, no money, and pulled back the twenty. She went over, pushed the button, and came back and grabbed the twenty. Another inhibition gone.
The song came and she looked at me and said. "Really?"
It was Madonna's Like A Virgin. I said, "First times need a first time song."
And so she began to dance and strip.
She started with the buttons on the jumper. One by one they came off, then sliding the body of it to the floor. You could see the tops of the stockings below the blue shirt bottom. She turned around and shook her ass, with most of it hanging out with those thong panties on. What I was watching was amazing. She was in her prim teacher outfit, what she wore everyday, and piece by piece she was transforming into the bad girl. With every button that come undone, the school teacher went away, and the bad girl came out.
She was almost done unbuttoning the shirt and she started to sway and shimmy back and forth. Then she grabbed a chair, turned it around and started writhing up and down. I never knew she knew stripper moves, but she learned them somewhere. She stood up, the shirt came off and then she grabbed her tits and squeezed them for all they were worth. She moved the chair and got on her hands and knees and crawled to me. She swung her head and then leaned back,, and then removed her bra to show those great firm tits. She pinched her nipples, pulled them, and tried to lick one, but couldn't get it all up there.
As she began writhing on the floor, she said, "Getting your twenty dollars worth?"
I threw a twenty at her and yelled let's see some more! -- just like if we were at an amateur night at a strip club. She turned around, and slowly untied the string on the panties, and pulled them off and rubbed them up and down her very wet pussy.
She walked over to me and gave me the panties and said "Here's a souvenir!" This was unbelievable -- she was so into this I wondered if I had created a monster. Maybe she would go do this at an amateur night somewhere.
She turned and walked away, giving me a great view of her ass and pussy from behind. She turned to face me, and had one hand on her tits and one hand grinding her pussy. She was making herself cum right there on the floor in front of her customer. She kept on grinding until the song stopped.
"I have another twenty for you if you're willing."
She hadn't cum yet so she was flush and just nodded yes. She didn't even know what I was going to have her do -- just that she would do it.
I went to the kitchen and grabbed an empty bottle of wine. I said, "Twenty bucks if you fuck this!" She didn't hesitate, she grabbed the bottle, laid on her back, and shoved it in. She started to hump it up and down, moving her hips straining to get the bottle in her now expanding twat.
She shoved the bottle in almost to the main label. I didn't now her pussy stretched that far. It a few grinds and shoves in the bottle and then she started cumming almost immediately. Her hips clenched as her pussy closed around the bottle. She was writhing on the floor with this bottle up her hole, and I dropped another twenty from the sky, landing on her chest as she came. She now had money thrown at her for doing sex acts!
I looked down at her with money on her body. "Best forty I've ever spent!" She laid on the floor with her eyes closed. I looked at the shy English teacher now. Panting, laying on the floor, the way she used to hide her true inner self -- a teacher's clothes -- strewn by the wayside. There was no veneer now. She was a real bad girl. And me standing above, ready to see if she wanted to go further.
I picked her up and brought her to the chair and sat her down. She sat there, and unlike before, didn't cross her legs like a lady, she was spread wide, her cunt gaping from the bottle just removed. She dressed like a teacher earlier in the day but now she was a paid for whore -- just like I said earlier in the day -- and now legs spread wide open waiting for her next assignment.
She looked exhausted. She had come at least four times during the day, and the pent up anticipation of what was coming must have taken a lot out of her. Still, I wanted to see if we could continue.
"So -- how much did the little sex worker make today?" I kept up that line of talk.