21 November

Sir's Diary
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Appropriate attire for a lady continued...
Monday, August 11, 2008

It seems a few of you found the beginning of this sorry tale moderately  entertaining.  Frankly I am appalled by seeing moral standards as low as my own...   Well, don't say I didn't warn you! 

Emily starts to moan with pleasure which both angers me and disappoints me further. While one hand continues to rub her pussy, I raise the other and give another sharp, hard, stinging SMACK and say, “This is a punishment young lady and for that display you will receive 10 more!”

SMACK! SMACK! SMACK! SMACK! SMACK! SMACK! SMACK! SMACK! SMACK! SMACK!

Tears fill her eyes and run down her cheeks yet she refuses to cry in my presence. Her bum is bright red and obviously stinging like crazy but she is reluctant to show me she is both hating it and enjoying it simultaneously. Once again I reach between her legs; her knickers are soaked through and I begin to rub up and down her wet slit again, stroking her hot, sore bottom at the same time.

“Ok, you may stand up now Emily,” I say. She stands up and reaches down to pull up her inadequately tiny knickers. “I didn’t tell you to do that Emily!" I say immediately, "I don't know that you've learnt your lesson yet...”

She stands in front of my desk having taken her punishment, not knowing what else is to follow. The red stripes on her backside show exactly where each stroke landed its stinging blow. My hand is stroking each cheek gently, feeling the warm glow emanating near each reddened mark. She clenches and releases her buttocks in time with each stroke, gently pushing into my hand.

“Are you going to be a good girl now, Emily?” I ask. Her head nods slightly and she mumbles “Mmmmm” compliantly. I can see a few tears still running down her cheek.

My hand continues to caress her backside, my thumb sliding down your crack, pushing deeper in between the fleshy buttocks. My fingers softly touch the top of her thighs, stroking the plump flesh before moving searchingly towards the heat of her pussy. She twitches as they make contact with the sensitive area and moans with pleasure as they move up towards the hot, wet hole, exploring every fold and crevice, sliding just inside then out and down the groove towards your clit.

Her musky scent fills the air and arouses me more and more. She squeals and thrusts herself hard against my hand as my fingers pinch and rub her clit, which stiffens defiantly.

“Emily, what am I going to do with you?” I ask severely.

The juice from her pussy is all over my hand and running down the inside of her soft thighs, leaving increasingly large darker areas where the offending diminutive knickers hungrily absorb it. I slide my fingers up and down from the stiff little clit, across her sloppy wet pussy, right up her crack then down again, repeatedly until the whole long groove is slippery wet. She pushes herself into my hand in rhythm with the long strokes, moaning appreciatively with the volume increasing slightly with each repetition.

Suddenly I push my index finger into her hot, slippery pussy, which makes a slurp noise as it pushes deep inside. She squeals with delight and her legs involuntarily spread wide and she thrusts herself back towards the invasive digit. As she becomes accustomed to its back-and-forth motion, I add my second finger which stretches the wet hole open a little more. Her legs are spread wide and she thrusts and bucks onto my hand.

Her head turns to look pleadingly towards me and my thumb starts to stroke the wet rosebud above her pussy. Her big eyes widen further and her pumping becomes more desperate as the tip of my thumb starts to push inside...





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