Day 5
After what happened in Ms Marshall's detention yesterday, the only thing I could think of all day was what she would make me do next. It was the end of the week, Friday afternoon at last. While everyone else was going to race home when the bell rang, I only had one destination.
Knock knock.
"Come in." I entered the room. Ms Marshall was standing by table. It was cleared of all the books and papers. Sat at the end were two boxes -- one of tissues and one of disposable latex gloves from the science labs. She was wearing a navy blue business jacket that was already unbuttoned to show some cleavage. Yesterday's boots had been replaced by heeled shoes.
"Pants down. Boxers down. Sit up on the table." My heart skipped a beat of panic. She seemed very serious and I had no idea what she had in store.
"Quickly. I don't have all day." I complied, lowered my boxers to my ankles and shuffled towards her in a very undignified way. I was already hard from the excitement of the fact whatever she had in store, it would involve me cumming. I sat on the end of the table. She looked at me with disdain.
"I gave you a task for yesterday. Did you manage it?" She had told me not to masturbate. I had failed. Nevertheless, I nodded and figured she would never know for sure.
"I hope that's the truth. Now, move forward and lie down on the desk. Face upwards." I slid down the desk and lay on it, facing upwards as if awaiting a doctor's examination. The table surface was quite cold against my bare legs. I put my hands by my sides.
"Have you ever had a woman touch your cock?" I couldn't quite believe me ears. I shook my head. My entire sexual history up until detention on Monday was a lifetime of jerking off.
"Well, let's have a little feel around here." She slowly pulled out a glove from the box and pulled it over her hand tight with a snap. This was so slow and deliberate it had to be designed to turn me on. It worked. She then pulled out the second glove and repeated the ritual. My penis was like an iron rod watching this. My heart was about to burst through my chest.
"Have you ever jerked off with a rubber glove?" She asked with a wicked grin. I had been stealing gloves from the science labs for this very purpose for years. Filling them with various substances from chocolate pudding to whipped cream to see what it would feel like. But I couldn't admit that to Ms Marshall. I shook my head.
"Well, this is going to tingle a little." She grabbed my penis with her right hand. The shock of the sensation made me sit up and gasp. It was a much harder grip than I would use myself, probably similar to the grip of holding a tennis racket. She let go again.
"Lie back down." I lay back again. My penis was throbbing with anticipation.
"Tuck your hands under your ass. If they come back out, or you sit up, we stop and detention was over." I nodded and done as she said. There was no way I was going to blow this chance.
"Now, we'll start again. This time with a little action." She gripped me again, and pulled me up and down three or four times at a slow pace. The grip was hard enough that her hand wasn't actually sliding up and down me, she was pulling my whole cock up and down with her hand. I gasped with the sensation -- no matter how elaborate a masturbation set-up you can have with props and everything, it doesn't compare to actually being stimulated by a woman like this.
