She Slipped, Fell And Cock Landed In Her Ass free porn video

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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 umpteenth 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.

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Andee felt a little reluctant as she stared at the calendar hanging on her kitchen wall. Scribbled in among her children’s sports and music lessons were the pending dates of her fall travel schedule again. At one time, she loved the idea of jetting off for a few days every month to another distant location for business, easily slipping into her professional role as a career woman on the move; but this time around, she felt a little hesitant.Of course, a big part of her reluctance was a direct...

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4 years ago
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Andee Plays a New Version of Around the World

Andee felt a little reluctant as she stared at the calendar hanging on her kitchen wall. Scribbled in among her children’s sports and music lessons were the pending dates of her fall travel schedule again. At one time, she loved the idea of jetting off for a few days every month to another distant location for business, easily slipping into her professional role as a career woman on the move; but this time around, she felt a little hesitant.Of course, a big part of her reluctance was a direct...

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3 years ago
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The Gigolo Chronicles V Cherrie

Nearly twenty-seven years ago, a baby girl was born with a full head of flaming red hair. Her parents took one look at the color of that hair and decided the baby's name would be Cherrie. Originally her parents planned on calling her Amy since up to then, they had no idea she would be a redhead. Her mother was blonde and her father had dark hair. But her maternal grandmother was a redhead as was Cherrie's aunt. I met Cherrie about ten years ago and right from the very start, I found she had a...

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Andee Learns Just What Stays in Vegas

Andee carefully removed the letter from the envelope. She had just come home from work to find it placed on her pillow, plainly marked "Just For You." She knew it was from her husband, as he had departed on his business trip earlier that day. And, as he often did, he had some scheme cooked up to add a little excitement to her life. This time the plan was for her to travel to meet him at the end of his trip in Las Vegas. He was attending a trade show and managed to get an extra flight. What she...

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Fernanda Teenage Lust

I had just finished my first year of college and my mom and dad insisted that I go with them on a quick summer trip to visit one of mom’s old college buddies in Austin, Texas. Normally, I don’t mind such gatherings, but for some reason or another, Austin just didn’t appeal to me. I had been there many years before and didn’t find the city attractive. When we arrived, there were the customary hugs and greetings- since our family is Hispanic. (You have to love a culture that embraces hugging!) I...

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Andee Returns to Las Vegas

Andee settled in for another flight. Her new job had been taking her all over the place the past few months, but the light was almost at the end of the tunnel. This trip to Las Vegas would be the last for the year. The other bonus is that she only had to spend a couple days on her own, as her husband had managed to make some changes to his own plans and would meet her for a bit of an extended weekend. The last time they had been together in Sin City, things had been … interesting. It was a...

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Andee Returns to Las Vegas Chapter 2

Andee smiled as she read the text message on her phone. Before breakfast, she had sent a somewhat vague note to her friend from the night before about wanting to try Roulette again, wondering if he might interpret the suggested sexual undertones – especially after the enthusiastic round of sex from the night before. She thought for a moment, wondering just how acquainted she wanted to get with Connor. It seemed her “one-night stands” in her sexual adventure were more like weekend-long affairs,...

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3 years ago
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Andee Returns to Las Vegas

Andee settled in for another flight. Her new job had been taking her all over the place the past few months, but the light was almost at the end of the tunnel. This trip to Las Vegas would be the last for the year. The other bonus is that she only had to spend a couple days on her own, as her husband had managed to make some changes to his own plans and would meet her for a bit of an extended weekend. The last time they had been together in Sin City, things had been ... interesting. It was a...

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2 years ago
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Andee Returns to Las Vegas Chapter 3

Andee held her coffee in both hands as she sipped on it. Thecombination of her hangover, sexual exhaustion and lack of sleep, left her struggling to bring her mind around to some sort of clarity. Her hands were a little shaky as she stared blankly at the cup. “I’m not too sure about all the details,” she mumbled across the table at her smiling husband. He seemed to be enjoying the whole thing a bit too much and had been pressing her for some information about her encounter. She hadn’t yet...

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Andee Returns to Las Vegas Chapter 3

Andee held her coffee in both hands as she sipped on it. Thecombination of her hangover, sexual exhaustion and lack of sleep, left her struggling to bring her mind around to some sort of clarity. Her hands were a little shaky as she stared blankly at the cup. “I’m not too sure about all the details,” she mumbled across the table at her smiling husband. He seemed to be enjoying the whole thing a bit too much and had been pressing her for some information about her encounter. She hadn’t yet...

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4 years ago
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Andee Heats Up Houston Day 1

Andee edged her way through the crowd surrounding the luggage belt. She was happy to finally be off the plane after the three hour flight from Toronto, but still had some peculiar emotions about being in Houston. Ever since her encounter with Don back at the conference in Chicago she had been maintaining a casual connection with him, mostly on a professional level. When she received his invitation to come to Texas for a few days to explore first hand some of the research developments his...

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Becoming Brandee Chapter Eight

Becoming Brandee Chapter Eight: Sitting at my vanity I carefully outlined my lips. Then I pulled out a tube of china pink lipstick and coated them. My refection pleased me so much. Finally, I coated my pretty colored lips with two coats of shiny sticky lip gloss. I winked at Richard reflected in my mirror who was watching me get ready for work. I then stood up to face him in my freshly ironed cocktail waitress uniform. Today I would be wearing my pink uniform. I loved wearing...

2 years ago
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Andee Heats Up Houston Day 2

Andee woke to the sound of the shower running. Looking at the digital clock beside the bed she saw that it was just after 6:00 a.m. As she sat up in the bed, she was trying to shake out the cobwebs and jetlag in her head when the realization of what had gone on the night before became obvious. She was naked but couldn’t exactly remember at what point during the night her lingerie had come off. She rolled out of the bed, made her way to the closet and pulled on a t-shirt from her suitcase. She...

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