I was lost in my thoughts as I looked myself over in the mirror. "Buttons done up, shirt tucked in, face cleaned... tie looks straight."
To the casual observer I looked as if I was ready to meet a client, or give a lecture, or even possibly walk into a job interview. If they were to think that, they would be wrong, I was preparing for something more special than all that, something much more intimate.
Jillian was a very new friend I had made; we had already had sex once before we decided to try something kinky. I gave her some very vague details about what to wear, and nothing about the scenario.
I knocked on the bedroom door, stepped back and waited. Moments later she answered the door; looking both excited and confused, a most pleasant combination.
"Hello..." She said, unsure of what to say next.
I stared at her with wide eyes, she looked amazing! She braided her short dirty blonde hair into two pigtails, and wore a white t-shirt, with a red and black skirt. For foot wear, she had on black high heels.
I took a deep breath, to steady myself for what was to come next. My pants felt very tight in that brief moment, my penis had gone from soft to hard.
"Jillian," I started to say, as I stepped into her room, and motioned to her bed. "Please have a seat."
I had a stern look on my face as she sat down, and looked up at me.
"Is something wrong..." She guessed aloud.
"Your marks in my class aren't... uh... up as high as I'd like." I replied, still in character.
"Oh!" She exclaimed as she finally figured out what our scenario was.
"Oh what?" I asked, as I crossed my arms trying to look sterner.
She giggled, and when she saw that I wasn't giggling, she quickly sobered up, and replied, "Oh... what can I do to bring my mark up?"
I placed my hand on her shoulder, and looked down at her. "There are many methods you can grow in my class, and get a nice firm score."
I could see that she was going to burst out laughing again, but this time, she covered her mouth.
If a neighbour were outside her window listening, they would be convinced that we were discussing some serious school work. She however lived in a very rural area, with nothing but forest surrounding the house.
Jillian had controlled her laughs, and raised a hand slightly, and spoke. "I have a question."
"You don't need to raise your hand to speak, you're in my office." I said as I waved my hand to show her bedroom off as my work space.
"What can I do to... to quickly jerk my mark from a fail to a pass." She seemed more than able to spin the innuendo's, I was proud.
"You can study more?" I asked, and she frowned.
"You can get a tutor?" I suggested, and she shook her head stubbornly.
"What if were to tutor you?" I asked.
She nodded emphatically in agreeance.
"Excellent, now where did you want to start?" I asked.
"Um, I don't know?" She replied, the giggles moments away from returning.
"Hmmmm." I hummed in an official way. "How about division or fractions?"
A sour look appeared on her face.
"How about square roots?" I inquired.
"I want to know what the square root of sixty-nine is?" She said, her face lit up with excitement.
"I wouldn't be much of a tutor if I just gave you the answer." I said, as I began to rub her shoulder. "But I can certainly point you in the right direction."
It was glaringly obvious how aroused I was; my erection pushed so hard against my pants that I looked like I had pitched a tent. She put a hand on my leg, and began moving it upwards.
"I'm very willing to take direction!" She exclaimed.
"That's good to hear, I hate for you to fail because you weren't willing to do anything and everything possible to pass." I said as I moved my hand to the back of her head.
"I'm willing to do anything to get a hard A, even if it I have to make you hard." She said as she put her mouth on my pants where the head of my penis was.
"Ugh." I moaned. I no longer had any more puns to use to drag out our role-play. It was now time to play.
She did something that I've only experienced at strip clubs in America; she placed her teeth on my pants, and bit gently on the outline of my penis. Normally teeth near my manhood makes me extremely nervous, today however I was taking deep breaths to prevent a sudden soiling in my pants.
With my hand still on the back of her head, I held her in place for a few moments longer than she had planned. I wanted her to know who the headmaster of this school really was.
She gasped for breath when I let her move her head back. She didn't curse, or swing at me for trying to control her, she instead undid my belt and zipper, and when my manhood felt fresh air, she submerged it into her wet mouth.
I'm not the sort of man who will face-fuck a woman, but it didn't stop me from holding her pigtails while she tended to my manhood. As her head bobbed back and forth, she stroked with one hand, and cupped my testicles with the other.
When she sensed that I was fully primed a ready to go, she halted, and spat on the head for good luck. Seconds later she lay on her back on the bed. I caught my first glimpse up her skirt, and saw that she wore no panties!
Her wordless invitation was so enticing that I couldn't resist any longer. I leapt onto the bed, and was welcomed with wetness that I had come to associate with her orgasms.
I was not content to pump away, and kiss her; I needed more... much more. I attacked the buttons of her shirt with a level of aggressive that would have made a rapist blush.
Once her shirt was opened, I was surprised to see that she didn't have a brassiere on; however in hindsight, she did forego panties, so my not the other? I attempted to latch onto a nipple, with little success; my hard pounding had made it impossible.
I was hypnotized by her breasts swaying in time with my movements, her pink nipples crinkled up very tightly, begging to be licked, and kissed.
To those who call missionary the boring position, I wish they could have seen us. Jillian had her legs wrapped around me, and gripped tightly to me with her hands. Like a duet dancing on a dance floor, we had a powerful grace about us.
Although we lacked music, the sounds of our bodies slapping together, our breathing, and our sexual grunts combined to create our own unique rhythm.
I could have stayed in that position right to the very end, but I have learned over the years that any man can make love to a woman, but it's the fellow who can make a brief encounter special that gets invited back.
I halted my erotic movements; staying inside her, and started making preparations. I grabbed a pillow, and tossed it on the floor by the bed.
"What's wrong?" She asked between breaths.
"How far are you willing to get that A?" I asked.
Surprisingly she stayed in character, and replied, "I would do anything!"
"That's what I was waiting to hear!" I replied as I pulled out, and encouraged her to move to the edge of the bed.
"This better be an A+!" She declared.
I moved her from the edge of the bed, on to the floor upside down. Her shoulders rested on the pillow, and she spidered out her hands to steady herself.
"Ah! I get it now!" She said looking up at me. "I'll be a smarter student with all the blood rushing to my brain!"
I didn't reply to her last statement, instead I parted her legs, and slid my manhood into her. I didn't hear her moan, but I could tell that she had cum.
I stood over her, facing in the same direction as I pumped downwards into her. She forgot all about moaning and screamed out at her gods, telling them in explicit detail how much she was enjoying herself.
I held her in position by placing my hands on her knees, and locking her body against mine. I continued to plunge into her, each movement stronger than the proceeding one. Her skirt had flipped down, and her well shaved vagina was clearly visible.
I looked down at her and wished I had set up one of our phones to record our fun, piledrivers are amazing positions, but I had yet to do it twice with a lady. Women love the orgasms from this position, but hate the awkwardness of it.
I could feel my impending doom welling up inside me. My testicles tickled, and it was time for me to release the pressure that had built up.
"Are you willing to do anything to get that A?" I asked.
"Anything!" She shouted back to me.
With those magic words, I lifted myself high enough to release my dark instrument of education. Once free I jerked it quickly with one hand, whilst with the other I held her firmly in position.
The first volley landed on the bottom of her chin, and slowly oozed around her neck, then her jaw, and finally along the side of her face and into her hair by her ear. She squealed in laughter as it touched her skin.
The second volley was better aimed, and splashed against her cheek, where it pooled where her eye and nose met. She was fast to close her eyes, allowing it to flow across her forehead, and into the part in her hair.
I continued jerked vigorously, but I didn't have the spunk like the first two shots. The remainder flew in dribs, and drabs, landing almost at random. I did get some more of my man-paint on her face, stomach, clothes, and even the underside of her left breast.
In the silence after I finished spraying her, all that could be heard was our mutual panting. I felt exhausted, and I imagine that she was as well.
Remembering that we should have recorded it all, I asked if I could take a photo with her phone. She replied with a weak 'yes'. I reached to her night stand, and snapped off a few photos. While I did this, I could see the flood of texts she was getting. It appeared that a friend of hers really wanted her attention.
"Someone is texting you." I said to her, while she was still upside down.
