Under Her Thumb - Sex Stories

Under Her Thumb

... across my erect penis. A sharp pain shoots through my bones as my burning dick sways left and right. The second blow is against my balls and I cry in pain. ‘Scream all you want, nobody is going to hear you.’ Ms. Pennington whips my genitals until my dick has shrunk to a shriveled knob of glowing red skin and my balls have swollen to twice their normal size. ‘That’s for not obeying me when I told you to take notes. Now turn around.’ I turn my face to the wall. I can hear the cane swoosh as it slices the air just before cutting into the flesh of my ass cheeks. I can hardly suppress a scream. Ms. Pennington works my ass for over five minutes. I press my lips against my upturned arm to muffle out the sound of the air exploding from my lungs with every lash. She is panting when she finally steps back. ‘And that’s for the whipping I had to take for you.’ I wonder how much of this I really have to take. It is true I like my job and I need the money badly as I am deep in debt. But I feel the whole thing is getting out of hand and I am not sure how long I will be able to handle the strain. Behind me, Ms. Pennington is rummaging through the metal box again. I turn my head as far as I can to sneak a peek. Ms. Pennington is fastening a huge strap-on around her waist, over the trousers of her suit. She spits on it and distributes the saliva over the length of the shaft, then comes walking back to me. There is a smirk on her face when she notices me watching her. ‘And this is my ...

... commission. Bend over.’ Hesitantly, I bend over as far as my strapped arms allow me. I have no doubt about what is coming now. I have seen strap-ons on the internet and I have seen how they are used. I tried it once on myself with a Coke bottle out of sheer curiosity, but abandoned cowardly soon after I got painfully past my sphincter and the bottle started to fill up with a sudden rush of diarrhea. Ms. Pennington is standing right behind me. She knocks her knees against the inside of mine which makes me suddenly lose my stance and sag further down. Before I can straighten my knees again, I feel the thick knob of the strap-on sliding in between my spread buttocks and pressing against my asshole. Ms. Pennington grabs my waist with both hands and without restraint pushes forward. My rectum is penetrated by the first three inches of the rubber phallus while a sharp pain shoots through my guts. The air is knocked out of my lungs and I have to concentrate to get my breathing going again. Ms. Pennington withdraws slightly but only to gain momentum for the second shove, which drives the rubber up my ass to the hilt. My legs buckle under me and for a while I am hanging from my arms which remain shackled to the window above me. My body rocks back and forth as Ms. Pennington fucks my ass with a vengeance. With each forward thrust, the air is forced from my chest. I can feel the tip of the strap-on kindling unknown nerves deep inside my body. My asshole soon dilates which makes the shaft slide ...