She Slipped, Fell and Cock Landed in her Ass

Not many would want a good girl like her to ruin her streak of straight A's. She was as smart as they come, but even cuter to boot.

That is why among my pep talks and congratulations, I longed for that academic blunder. We both knew what it would meant. Her first B meant she had to be punished. With anal.

It was the last physical conquest; the one she had the most trepidation and therefore, resistance.

I remember her many firsts.

The first time she touched a penis was like moving a mountain. All the persuasion just to move her hand in two directions. Up and down. But eventually she did.

Her first blowjob I imagine was like the first of many other girls her age. Her shy demeanor taking over, making her first blowjob more like a suckling of the tip, the contorted expression on her face when she was first surprised with the salty bitter taste of the white gooey reward.

Penetrating that almost bald pussy was divine, her natural body reactions betraying her. Her entire cunt spasmed upon entry from the cock so large it could barely fit her small frame, creating an even tighter clasp that made her wail.

But with even that, she learned her lessons like a good girl. She could tickle her throat and straddle the rod balls deep with the largest of cocks..

...with exception of her asshole.

It was with great glee that I discovered that a conveniently tardy essay and few missing pages from her textbook sabotaged her literature class. I did what most did, a light scolding for not reaching expectations followed by the optimistic pick-me-up so that her eagerness to excel would rebound.

However, she knew the repercussions.

Without further adieu, my belt buckle was undone and 11 inches of erect and eager flesh was ready. There was procrastination on her part, but this assignment had to be completed one way or another.

She made a single request to the exposed instructor before her. Could she do it herself at her own learning speed?

Sure, why not. All of her previous thresholds were broken through slowly and steadily.

And so I sat down, lounging back and ready to enjoy her extra credit.

Her fingers trembled as they slipped between the elastic of her skirt and underpants, clumsily disrobed as if the um*****th time she disrobed before me was the first once more.

Naked below the waist, she turned around and shifted backward, her tiny but pale rump hovering over its destination. With a shy hand, she reaches back as to hold the towering veiny shaft in place before she squat into place.

The bulging head makes contact with the crevice between her asscheeks. It stops. Either unable to squeeze into the tight orafice or halting due to her hesitation. She rises, then descends with the same effect. The very tip pressed against the wrinkles of its barrier inside. Then away again.

This was not good enough. I let her know this.

Finally, she pushes through. Barely. The head of my cock finally disappearing between the crack. As an anal virgin, that was her limit as she rocked to and fro rather than up and down, enough to hold the foreign invader into her rear but not enough to take in any more.

This was not the girl I have trained. I let her know my expectations.

With an exasperated sign of disbelief, she tried to gather herself to try harder.

She shifts back just a bit further.

Then slips...

What serendipity that gravity takes over. Her tiny petite frame comes crashing down, every last inch rams up. Every last inch, lodged deep inside her asshole. She couldn't have caushed a faster or harder penetration.

Sweet moans turned into coarse grunts, my smart bookworm on top of me rendered retarded.

Her rectum betrays her once more, squeezing hard as to purge the violent invader. It doesn't work. It only pleases the cock until it begins to pulse.

I didn't last long. I couldn't. Huge volumes of spunk flies out. With firm hands, I dig my fingers deep into her waist until they bruise her white skin, making sure they hold her in place, her ass pressed firmly against my waist with hard cock anally shoved up all the way.

When the last splurt of cum drips out slowly like a leak, I allow her to rise. Sliding the cock out hurts just as much as shoving it in, even as the inner walls of her ass sloppily lathers white spunk along its length as if it were sandwich spread.

Her first examination could not have gone any better. As she retreats, limping tenderly to her quarters, still-naked below the waist, I couldn't help but to hope for more bad grades and slippery floors in the future.