A/N: Of course all characters who are sexually active are 18 or older.
Chapter One: Introduction
'Amanda Taylor may very well be the sexiest woman I've ever fucked.'
This thought was quickly emphasized by the intense pleasure her sweet pussy gave me as she worked herself up and down my shaft.
I held on to her slender hips and watched her full breasts sway and bounce in time with her rhythm as she rode me cowboy style, my feet on the floor as I lay back on my bed.
The look on her face as she slowly lowered herself caused me to clench hard; the sheer eroticism of watching this gorgeous young woman give herself totally to the moment was quickly becoming more than I could bear. Without warning, the auburn haired beauty began slamming herself up and down upon my cock, a feral cry erupted, the noise filling the room. I didn't even understand at first that it was me.
...
Opening my eyes (and blinking a bit to clear the dizziness) I realized I had cum without even feeling it, well, coming. I dimly remember suddenly roaring out my climax while Amanda rocked my world.
The actual climax was so intense it had nearly caused me to black out. She had won this round, and I could see from her smug look that she thought she had worn me out, however I had a surprise for her.
Once I recovered.
"Amanda you..."
"Won?" she interrupted, her lust-darkened brown eyes full of mischief. Her soft voice was husky, she had a strange accent (Southern and North-Eastern US mixed? I couldn't tell) that sounded like pure sex to me the first time she introduced herself, was it only three days ago?
I laughed, I couldn't help myself, and her answering giggle was music to my ears. Her soft laughter also caused quakes and spasms in her pussy muscles - which were still wrapped tightly around my half-hard cock.
I could already feel myself responding yet I didn't want to ruin my chance at catching her unawares. And I still needed to catch my breath.
"You certainly came close, I'll admit you almost won." I answered with a wide grin.
We'd been going at it for almost an hour - having skipped out of training at lunch - and at the age of forty four I was being sorely tested to keep up with this hot twenty-something. Though I'd brought her to at least three orgasm's by my count, this was my second and I could feel the stirrings of readiness for one more go. It helped that she was sexy as hell.
Needing a way to distract her, I grabbed her marvelously tight little ass with both hands and pulled her off of my re-awakening cock, scooting her towards me along my stomach.
The resulting 'schmuck' sound from our soggy nether regions caused another giggle to erupt from my young lover and I quickly felt my stomach become coated in our juices. Damn did I love that giggle! I couldn't help but smile adoringly up at her.
Amanda leaned down and taunted my lips with her light pink nipples; her long dark hair fell in waves framing her smiling face and tickled mine. "What do you mean, 'almost'? You are down and out mister, I win!"
Her voice and lips both held a hint of a pout and yet her eyes told a much more playful story. Suddenly she sat upright and her face lit up with a dazzling smile as she announced, "And I know exactly what I want for my prize!"
I answered her triumphant grin with a lazy, hooded-eyed smile of my own, "hmm, well I may not be ready to surrender quite yet." I drawled out in a poor imitation of her hybrid-southern accent. As I spoke I brought my hands up from her hips to cup her wonderful round tits. I began to run my fingers over her nipples as I gently hefted their weight.
Amanda had hidden these beauties under her conservative dress style and loose tops, fooling even my practiced eye; I was pleasantly surprised at her full C cups.
Keeping my sweet young lover occupied while I gathered my strength was no hardship. If the soft coos she made as I pleasured her tits were not enough incentive, her lovely, youthful face was so expressive that I thought I'd blow my load the first time she came some time earlier this afternoon. Even now, with only her nipples being stimulated, Amanda had closed her eyes, thrusting her chest out for my attention. Her mouth opened slightly and she began to whimper and pant in the most erotic display I'd ever seen. Again.
I only just realized it was that same sexually expressively face that helped send me over the edge only moments ago.
"You better not be starting something you can't finish buster!" she half whined/half growled out as her dark eyes bored into mine.
I simply smiled back, enraptured with her expressions.
As if testing the waters, the slender young woman atop me lifted her tush and slid back. She settled down and began rubbing along my erection with her slippery pussy lips. Her dark brown eyes widened as she felt just how much I'd recovered.
Wow did I love that look, I think I finished hardening just from how hot she looked with her eyes wide and her lips slightly opened.
I shook myself from my reverie and was frustrated to hear my voice crack a bit as I taunted my beautiful partner, "Maybe one more ride?"
Ready or not, she was on to me, so I brought my left hand down to give her tight ass a playful swat, eliciting another of her wonderful giggles. With my right hand I reached up to play with the soft lips of her generous mouth, pleased with her response as she hungrily sucked on my long index finger.
I couldn't help but take the opportunity to lean up and suckle first one breast and then the other.
As soon as she had my finger nice and wet, I leaned forward quickly, sending Amanda falling backwards, her arms flailing for a moment as I unbalanced my rider.
I hooked my calves on the end of the bed for leverage and declared, "You haven't won yet!" I added my right hand under her fantastic ass as she grabbed hold of my shoulders for support.
Amanda wrapped her arms around my neck and stared me down with a mock glare. She seemed breathless from my sudden move and I couldn't help but be taken aback by her beauty as her breathing settled down. Our eyes locked and her brown eyes searched my blues.
I wasn't ready for that look so I quickly leaned in to kiss her already kiss-swollen lips. She responded as she had to everything else, with a fervor that made my toes curl.
Finally I broke the kiss and my heart just about burst at the look upon her face: her blushing cheeks and bashful smile made me want to kiss her all day long ; she quickly looked down and rested her forehead against mine.
'Damn', I thought, 'this woman is getting way too intense, and she's really getting to me'. The uncomfortable silence stretched on for a moment, then two and I started to wonder what I was going to do to put us back on track. Then again, she had never stopped moving her wet puss on my now-hard member. 'Duh', I scolded myself, 'get going!'
"Did you want to give up then?" I asked as innocently as I could, even as she continued to grind her cunt lips along my shaft; her shoulders relaxed and she gave me another of her soft gigles that turned into a brilliant smile.
Quickly Amanda began to make little "humm's" and "ohhh's" in time with her rocking motions. She leaned back and ground herself along my length, thrusting her fabulous breasts in my face she gave me her answer in a breathy, whispered demand: "Fuck me."
God this woman was HOT!
She probably thought I was going to have her ride me while I sat there at the edge of the bed, but that was where my surprise came in.
Before my lover had a chance to settle onto my cock, she discovered why I wanted my finger wet. I pressed my spit lubed finger knuckle-deep into her tight little asshole even as I plunged my now recovered cock straight into her drenched pussy.
Once again her eyes widened and now it was time for me to show this sweet young thing that I was a man of my word.
Moving forward so just my ass was on the edge of the bed, I began thrusting my hips upwards; still using my calves for leverage against the bed.
Amanda's long throaty groan of approval made me smile wickedly, she had no idea what she was in for.
"What's that look for?" she moaned out as she moved further onto my lap, seating my cock fully into her tight pussy with another long moan that sent a shiver of lust through my whole body.
It took a second or two for the effect of her moan to lapse enough that I realized she was staring at me, expecting an answer. Oops, busted.
"You'll" *thrust*, "see", *thrust*, was my only response. I set the pace hard and fast from there.
Amanda's long legs had now wrapped around my middle, and she could only hold on as I began forcing her up and down, controlling her body with my hands on her pert bottom, one finger just slipping into her tight little ass.
As I rocked our bodies upwards, I pulled her ass down, sending her sliding down onto my shaft. Then I lifted Amanda's lithe body along my length as I fell back to the edge of the mattress.
Immediately I slammed her back onto my cock as my body was rebounding from the bed.
My beautiful auburn conquest held on tightly to my shoulders as I began to pummel her grasping slippery pussy; the smells and noises of our energetic sex filled the bedroom.
Her moans, grunts and sighs should be recorded - it was erotic ambrosia for the ears.
Just as she was beginning to get used to the pace, I began to slide my long finger deep into her virgin ass (she had revealed that little secret in our talks the night before over drinks).
The 'oof' she made as I filled her back door made me grin devilishly again. My finger met little resistance, being coated in our juices and catching her off guard.
Amanda's weak protest of "naughty", grunted out between moans, gave me permission to keep going.
I was rocking my lover with each thrust, yet I wasn't making the progress I hoped for. Though my sweet lover was moaning and thrashing, even grunting 'yes' and 'oh please', I hadn't gotten her to cum yet. And I really Needed her to cum!
The angles needed to hold, lift and penetrate her were straining my arms and back, my legs were working overtime and I was starting to doubt my plan.
I lowered my lips to her collarbone, sucking and biting as I prepared for the next attack on my lovely, willing victim.
Gathering my strength, I stood with Amanda's long slender body clinging to mine.
I began lifting her, one hand holding her ass and the other pushing a finger to the hilt into her ass and then out again, all the while I gripped her tight little cheeks and manipulated her body on my cock.
My legs were starting to shake as I slowly leaned forward, then began withdrawing the crown of my cock in a search for her g-spot. Her weight was held mostly by her arms and legs wrapped tightly around me.
"You're crazy," she breathed out in a whimper, her lips grazing my ear as our cheeks pressed together.
I had no energy for a reply.
When I felt my cock-head gripped by her tight outer muscles I thrust straight into my beauty's deepest reaches with a lunge upwards; as my cock bottomed out I began grinding deep into her dripping cunt, mashing her clit with my pubic bone and churning her pussy with my cock.
Amanda began to wail, a long half scream/half moan that I felt reverberating through the clench of her puss and into my finger buried in her back door.
"Soooo Goooood," she drawled out in one long breath until I interrupted her with a series of rough, rutting thrusts.
Amanda's fingers began scrambling at my shoulders, leaving scratches even as she locked her arms around my neck again. The sting of her teeth as she bit down on my shoulder explained the sudden silence, yet I hadn't felt that tell-tale quake of her pussy on my cock.
With sweat streaming from my forehead I reached deep for another burst of energy, hoping to drive her hot body past anything she'd experienced before - just like I had promised. With a well timed swipe my middle finger was covered in the juices that gushed from her tight pussy, another well timed maneuver later and she was hosting two of my fingers up her tight back door.
Amanda's head whipped back as he began to howl and a fresh gush of her cream splatted my balls and ran down my legs as my cock was squeezed almost painfully. I quickly cut off her noisy response with a sloppy kiss and then turned around and lowered her onto the bed, her inner muscles spasming around my length even as her moans finally subsided; Amanda's head lolled to the side as if she were out cold.
My sated lover barely responded when I eased my fingers from her poor, abused and no-longer-virgin ass.
My cock was still hard in her throbbing pussy, I was actually astonished at myself at this point.
Taking a moment to grab (someone's) shirt from the bed, I wiped my forehead and tried to steady my breathing.
Then I saw Amanda's barely open eyes staring up at me. I slowly licked my fingers that had been up her ass, once again getting that sexy 'astonished' look on her gorgeous little face.
Amanda is an unusual combination physically, though the total package is easily cover-girl beautiful. She's tall for my tastes at 5'10", even though I'm 6' 3". Her small, youthful face makes her look almost too young to be legal. (I found out she's 27 and Hates to be called anything childish or treated as though she's not a capable adult.)
Despite her height she has a slender build that somehow holds both a sizable chest and that tight little ass on slender hips.
Amanda was girlishly cute in her conservative, concealing business attire which complimented her professional attitude, at least the first day of class. The naked beauty laying sprawled before me however was all woman - and she was my instructor in the computer course I was taking.
Right now my teacher was breathing like a marathon runner - so was I for that matter - and just as she began to try to speak I gave my last effort, pulling her legs up and pinning her wide-open; I literally began ramming my body into hers.
This position turned out to be much more difficult with such a tall woman, instead of wrapping my arms under and grabbing her by the shoulders as I was used to, I settled with grasping her slender hips.
"Come for me!" I demanded even as I thrust forward, holding her with a tight grip so I didn't push her onto the bed. I could feel myself tiring and I'd be damned if I wasn't going to win this bet; but it was more than that, I truly wanted this beautiful woman to be deliriously happy... with me.
I knew she had cum again, I could feel her cum all the way down to my knees, but I hadn't been able to make it a 'big one'. With Amanda grunting and crying out with each deep thrust, I dedicated my whole being to make my lover lose all control.
While she hadn't been exactly quiet in previous climaxes, I could tell I was on the right track with this position. Amanda began to moan and mumble, her head turning to face one way then the other, eyes clenched and her expression one of almost painful anticipation. I saw her arms tense, her knuckles were white as she held bunches of the bedspread in her grip.
"I want you to cum you sweet, sexy, gorgeous thing; God you are the hottest woman I've ever seen," I praised hoarsely. Then I switched to demands, my voice turning to an almost-growl. "I want you to scream for me, cum for me Amanda, pull my cum from my balls, milk me! Cum on my thick cock! Give it to me!" By this time I was almost as incoherent as my lover, however I knew for certain once her orgasm hit.
Her eyes were almost all pupil as they snapped open and locked on mine, her mouth opening in a ragged scream. Even the muscles in her neck tensed to rigid cords as her body rocked and she thrust her hips forward to force me as deep as possible. Her final grunt was practically feral, I was so turned on by this woman right now I almost blew my load - bet be damned.
It took all my concentration not to let her milk me for what was sure to be my last load of the afternoon; she was still babbling dreamily but I wanted to give her more. I know, at this point I was irrational, but all I could focus on was, well... more. I honestly don't think I could have stopped I was so turned on.
Steadying my balance with my hands on her outstretched knees, I lowered my own hips and began to slowly, steadily drag the ridge of my cock-head out of her; sawing in and out of her still-quivering, sloppy, bright pink puss as I searched for 'that spot' once again.
It was all I could do not to watch her lovely face for clues - I had learned my lesson! Her moans however were also weakening my resolve. I wondered once again if was there any way this woman didn't turn me on.
Taking a moment to gently moisten my fingers along her slit, I knew immediately when I had found my goal from the way she shuddered beneath me. I started methodically grinding my cock-head up and down and then around her small but oh-so-sensitive g-spot.
The moment she opened her mouth I brought my cum-soaked fingers across her clit in a quick strumming motion.
Her moan turned into a choked scream, but still it wasn't enough. Taking a chance I brought one hand up and roughly grabbed and twisted her left nipple. Amanda reacted by thrashing to the side - I had to quit or risk being bucked right off!
Thinking fast I first flicked and then slapped my gorgeous partner's little pink clit.
That did it, she came again on top of her ongoing orgasm and the squirt of her juices was proof - if my now sore dick getting nearly squeezed in half wasn't clue enough. Thankfully soreness wasn't the primary feeling coming from my loins as my balls released deep within her clutching folds.
Amanda continued to shudder as I finally emptied within her, I will admit it was all I could do to pump a few times and then subside while her trembling pussy muscles relieved me of what little semen I had left.
Even more impressive, to me at least: I didn't simply fall on top of my lover. Though the thought did travel through my tired body, instead I performed one last feat of strength, endurance and flat out luck as I pulled her slender frame to mine even as I rolled us onto our sides, bouncing onto the bed in exhaustion.
It would have been amazing... if our legs weren't sticking off the edge of the bed. But at least we both laughed about it as we struggled up the bed to lie fully on the tangled sheets, me practically dragging my lover along with me.
Amanda smiled as she peeked up at me with barely open eyes, whispered a weak "you win", then slowly snuggled in; she kissed my chest and fell asleep. I lay back and found that I was somehow wide awake. Exhausted, happier and more sated than I could ever remember, but wired. My thoughts wandered as my hands wandered around the woman in my arms. Avoiding anything approaching deep thoughts, I reviewed what had led to the last hour's epic sex.
...
It started the moment she walked into the company's training room. I was attracted to her in a way that still makes me a bit nervous - to be blunt I've avoided thinking about it. It's not just that I was immediately hard, it was the fact that I Stared at her.
Remember, I'm not a wide-eyed teen here, and by the way this was my business that she was standing in - I had contracted her firm to send her to teach myself and my IT staff about the new software we had purchased. To say that my behavior was inappropriate would be a serious understatement.
And yet.. I am the boss so I guess I didn't have anyone to point out my inpropriety. After flirting shamelessly with my instructor for the first two days of the course, the other three students had come down with the flu, which left she and I alone for the third day.
We continued to openly flirt with one another all morning. Finally I had told her that I could make her skip the whole afternoon if she let me take her to lunch.