My bosses administrative assistant

OOC: Sorry for the delay...had some RL issues.

IC: Carol lay back on my desk. I gradually insert a finger... into her wet vagina.

The scent of her pussy fills my nostrils...intoxicating...exciting...beautiful...

I lower my face, touching her moist lips with my tongue. Sliding slowly toward her clit...teasing...tasting...licking...

My finger enters deeper, probing her womb. Her breathing...soft and wanting, quickens...

I hear a gentle moan. She needs this as badly as I do.

My tongue finds its mark...slowly...barely touching her skin...I tease her nub...circling...circling...circling

And then I begin to allow her this new sensation. My tongue presses against her blood-filled clitoris. Lapping at it's sensative surface...
 
OOC: It's cool. Hey, RL - it happens!

IC:
I lay there, feeling his mouth and tongue probing, licking, demanding a response. My breath comes in shallow gasps, as though if I take deep breath this will all disappear.

As Jason moves his mouth towards my clit, my hips begin to move involuntarily. Upwards towards his tongue, searching, seeking, wanting. I move my hands down my body, and gently run my fingers through his hair as I close my eyes concentrating on the intense feelings between my thighs.

As his tongue finds that most intimate pearl of pleasure, I gasp. Nothing I've ever experienced before feels like this. The feeling of a wet, soft, yet firm tongue circling and licking, lips at once gentle and demanding beginning to suck....all working together to elicit intense feelings never before known.

I hear a voice crying out in pleasure, and suddenly realize it is my own. As I cry out Jason's name, moaning as any common whore, I find myself wanting to give my body over to this totally wonderful experience. My hips begin to move frantically upwards, while at the same time my hands begin to press down on Jason's head, pulling him to me. His fingers are probing deep inside of me, and I am overcome by feelings of desire.

"Yes, Jason, oh yes! Yes! Don't stop! Suck and fuck me just like a whore, Jason....oh, please!"

Even as the words leave me mouth, I wonder at their origin. But, yes, I mean them. I want this man to take me, make me his own - if only for this one day, this one day of intense pleasure as I have never known.

Suddenly, I feel the welling up inside of that great wave of pleasure, and as my body tenses for a moment, I am pushed over the edge and into the realm of the most intense orgasm.....
 
I am shocked by Carol's words. The innocent middle-aged woman that I have known is gone.

I feel her orgasm begin...

Pushing her knees up and wide, I drive my tongue deeply into her wet pussy.. Entering and withdrawing, I begin fucking her with my tongue...my fingers find her clitoris and stroke it...

The squishing sound of my wet tongue fucking her wet hole is amazing...

She begins to buck wildly, her spasms gripping her...her hands grasp her legs behind her knees, holding herself wide open for my intense intrusion...

My left hand reaches down...touching her anus...a finger pushes forward parting her tight opening...sliding inside...

She screams out as my finger slips into her tight butthole...

She is completely out of control...
 
The things that Jason is doing to my body are absolutely amazing. I have not felt like a sexy, desirable woman for so long, and now this man - young enough to be my son - is bringing back to me all those things I'd thought I'd lost.

As I lift my legs wide for him and feel him enter my ass, I feel as though I have complete abandon - I feel as though I am his total and complete slut. And the feel causes my heart to race and my mind to spin dizzily.

His mouth on my sex, his finger in my ass, I can no longer hold back. My orgasm strikes my body like a hard force, shaking and quivering, hips bucking wildly. I toss my head back and forth, moans, cries, and screams coming forth as I feel the flame of my lower body almost consume me.

As the orgasm begins to ebb, and my mind slowly comes back to earth, the force of what has occurred hits me. I slowly lower my legs, as I lift Jason's face away from my sex. Looking into his eyes, I can see the lust blazing there - the desire still burning.

"Jason, God, I can believe what you have just done to me. That was the most incredible orgasm I've ever had. Thank you. But you know, this - all of this - is really not appropriate. Maybe I should have stopped you before, I don't know -"

Before I can finish my words, Jason has moved his body over mine, his lips seeking mine, and my doubts fading as I taste the juices of my pussy on his lips and tongue.
 
Carol's protestations fall on deaf ears. There is noway she is going to get up from this desk until I'm ready to let her up.

My mouth presses firmly against hers, my tongue finding it's way past her soft lips...

My hand reaches down and lifts her left leg up...spreading her wide for my rock hard cock...

My other hand positions my penis to the entrance of her vagina...

Leaning forward, I feel her wetness against the head of my manhood...

I remove my mouth from hers... breaking off the kiss...

Staring directly into her eyes, I speak.... "Tell me what you want Carol...."

I slide my cock along her outer pussy lips...slowly slipping up and down between her wet labia...

"No one will ever find out about this..... but it's your choice..."
 
I feel Jason spread my legs wide, and the sense of vulnerability is remarkably sensual. As he rubs his erection over my cunt, I can feel how wet I am, how hard he is, how long it has been since I've had sex that was free and animalistic at the same time.

"Tell me what you want Carol...."

Oh, God, what do I want? I look into his eyes - eyes filled with lust and want. And I realize that mine must be reflecting back to him what his are telling me.

"I want you, Jason. I want your cock buried deep into my pussy - as far as it will go. I want you to fuck me with an abandon you and I have never known before. Please, Jason.... please!"

As I utter the last words, I feel him shove his cock fully into me. Sinking his manhood deep into my yielding pussy, boring into me as though he would try to reach my very soul.

I wrap my legs around his waist, pulling his body to me. His hands on the desk on either side of me, I watch his face contort with pleasure, and my own heart races. I run my hands along his body as I feel my hips beginning to move against his. Yes, I want this - possibly more than I've ever wanted anything else before.

"Yes, Jason, fuck me! Oh, fuck me hard and fast!"

I look up and see him smiling down at me. I notice his movements slow.

"Oh, no, not so fast, Carol. I want you to remember this day for a long time."
 
Hearing Carol's words excites me...

I slide my cock deep inside the older woman. Her warmth envelops my thick pole, wrapping it in a smooth moist sleeve.

Her eyes burn with lust...her hips thrust forward want to be fucked like a wild animal...needing to feel my cock pounding deeply into her...

I slow down, smiling and saying ..."Oh, no, not so fast, Carol. I want you to remember this day for a long time."

As I settle into a nice slow steady rhythm, I notice her phone extension light up...a vague sound, barely audible confirms that her line is ringing...

Suddenly, a twised thought shoots through my mind...

Carol sees the light blinking...looks back at my sneaky smile...

I has to be her husband...

She shakes her head, as I reach out...pressing the button...putting us on speaker phone...

I hear the phone line come to life...and nod at her...moving my cock slower...into her and then out...into her and then out...

I wait for her to say 'Hello"...
 
As I see the light that indicates my phone is ringing, I freeze! It can only be Joe calling me here at this time. When Jason looks over at the phone and then back to me, I beg him with my eyes not to do wha he is thinking of.

Instead he puts the speaker on, and looks to me -

Hearing the phone line come to life, I swallow hard, hoping that the speaker won't pick up the sound of Jason moving against me. My face burns crimson as I realize I will be talking to my husband - while a man half our age is slowly sliding his cock in and out of me.

"H-h-hello?" I say hesitantly.

"Hi, Carol? You OK? You sound a little strange."

"N-no, I'm just f-f-fine, Joe. What do you want?" Jason starts to fuck me harder, almost as though the sound of my husband's voice is turning him on even more.

"Am I on the speaker? You in your boss' office? Why?"

I look frantically at Jason, who is smiling a wicked grin at me. As if for emphasis, his fingers dig into my hips and he rams his cock into me just a little bit harder. Controlling the urge to moan...

"Ah, yes, J-j-joe, I am. H-h-have some filing to do."

As the impact hits me that I'm allowing another man fuck me while my husband is talking to me, I begin to struggle lightly. Jason bends over, placing his hand over my mouth and whispering in my ear...

"You wanted this, Carol. I didn't force you. Remember that. And I think your husband just said something."

With that Jason increased his speed, fucking my pussy with abandon.

"What was that, Joe?" I almost cry out.

"Damn, Carol, you sure something's not wrong? You sound strange."

"I'm OK Joe," I barely make out, "I'm just a ways away from the phone and have to yell slightly."

"Yeah? Well, ok. Hey, just wanted to tell you no to worry about dinner tonight. I'll pick something up for us, K? What time you think you'll be done?"

My eyes flashed at Jason, who smiled and shook his head.

"I -I-I'm not really sure, Joe. I can call you right before I leave?"

"Yeah, that sounds great. You sure you're OK, Carol?"

I could feel an orgasm building deep inside of me as I try to stay calm.

"I'm f-f-fine, honey, honestly. I'll call you later."

"Ok, bye, hon."

Jason was now pumping into my with abandon.

"Y-y-yes. Bye, Joe."

Just as I thought I would make it, Jason switched off he phone and grabbed my legs spread them wide. As he continued to pump into me, my body shook with the intensity of the orgasm. Waves of pleasure shoot through nmy body - fueled further by the fact that my husband's voice still rings in my ears - as another man's cock is fucking my pussy.....
 
Watching Carol struggle to remain in control is amazingly exciting...

Her husbands voice echoes in my small office. Her look of horror...
my cock fucking her needy pussy...her voice trembling, trying to sound normal...my cock fucking harder...

She struggles, but to no avail...

Finally, the conversation ends. My voyeuristic side is pleased...

I grab her legs...spreading them wide...driving into her...

She wants to yell at me...scold me...punish me...but she can't.

Her orgasm strikes quickly...maybe she enjoyed the scene too..

I pound my thick meat deep inside the older woman. Her moans of pleasure encouraging me that this is just what she needs....wants...

I study her face...eyes closed (what is she seeing ?)..mouth contorted with pleasure...small whimpers fill the room, increasing in volume and frequency...

My cock slides out...hands pressing her kness farther back...

Now pressing against her small anus...pushing...probing...God is she tight...

She struggles...

I press harder, feeling my head starting to part her small hole...

Is it her first time ???

I grasp her arms..her orgasm ripping through her small body..
 
As the conversation with Joe ends, Jason begins pumping into me harder and harder. I keep hearing Joe's voice fill the room, even as I feel Jason's body between my thighs.

How would Joe respond seeing his wife being fucked like a common whore on the desk of some man she barely knew? Would he be turned on? His cock stiffening, watching another man rip through his wife's body? Would he stand there watching, stroking his erection, screaming words of encouragment? Or would he move to my mouth, filling it with his cock as he watched Jason's meat filling my cunt.

As these thoughts play out through my head, I close my eyes and whimper slightly. I feel so incredibly sexy and guilty at the same time, yet I don't want Jason to stop. Just then, with the thought of this young and handsome man fucking my cunt and my husband's cock ramming into my mouth, I feel my orgasm building once more, taking over my body and washing over me in waves. Bucking slightly I tighten my thighs against Jason, grabbing at the edge of his desk for bearing.

As my body sinks slowly back to earth, I realize my thoughts and slight guilt takes hold. It is then that I realize that Jason has pulled his cock from my cunt and is now pressing against my tiniest hole.

Oh no! Not that! I've never.....NO!

I begin to struggle, to try to move away, but Jason has a firm grip on my legs. Opening my eyes, I look at Jason with what must seem like terror...

"Jason, no, not that! I've never done that, Jason! It will hurt too much....please, Jason!"

He smiles at me as I feel his hands grip my legs tighter. With a grunt he thrusts forward as a scream escapes my lips -
 
Carol begs me not to continue. I ignore her pleas, grasping the back of her knees and pushing her legs wider.

My cock makes slow progress...I press harder, trying to slip inside...her tight hole begins to part, allowing my thick cock to burrow in...

My cockhead inches itself forward, finally popping through her tight opening...

"Arrgh !!" she screams, as my hard penis invades her virgin ass.

I lean forward forcing more of myself inside. Her tight hole squeezes my thick cock, but I continue to make headway...

"Just relax Carol," I instruct, spreading her legs wider and allowing me a better angle of attack...

The look in her eyes begins to change slightly...the fear I had clearly seen, moments ago begins to fade...

As I feed more and more of my long thick cock into her, her screams of pain begin to turn into moans...could they be moans of pleasure ?
 
As his erection enters my ass, I cannot help but scream - the pain - - nothing has ever felt like this before! I try to scramble back from him, to relieve the searing pain he is inflicting, but Jason holds me fast. I cry out, pleading to stop, but my cries are ignored.

"Just relax Carol"

I look at him through the pain - relax?? How?? And yet, his voice is not filled with antagonism - I feel he means me no harm. I start to will my body to relax, to try to think beyond the pain, to open up to the exploration.

Slowly, it seems as though my body begins to grow accustomed to his length and thickness. Feeling him slide in and out, I can feel the tightness, the fullness that he is causing within me. As I concentrate on these things, I find the pain starts to disappear and is replaced with - what?

The stirrings of pleasure - yes, they are there. Small, yet intense, and building. As he continues to thrust into this tiniest of openings, I feel the fullness, and start to relish it. I start moving with his thrusts, willing him to go deeper, faster. My screams of pain turn to moans of pleasure and slowly to murmurs of pleading.

"Jason, please, oh yes, Jason. Oh, I never knew having my ass fucked could feel this good! Don't stop, Jason, no, don't stop. Faster, please, faster - FASTER!! Harder, Jason, HARDER! YES!"

I hear my voice as a common whore begging for her sexual "fix" and I don't care. I want this man, want him to spill his seed deep in my ass. I want to feel what it would be like to feel his cum running from my ass, soaking my thighs.

I grab the edge of the desk for leverage, and begin to frantically meet his thrusts. With each thrust I implore him even more...

"Fuck....me....Jason.....yes.....in.....my.....ass.....now....yeeesssss!!!"
 
Holding her tightly, I penetrate Carol completely. Her moaning becomes louder...her struggle against this new sensation ceases and she begins to show signs of enjoying it...

I withdraw and then thrust back into her...my balls slap against her ass cheeks. Again...and again...and again...each thrust a little harder each interval a little shorter...

I revel in the thought of taking her up the ass for the first time. This woman, so much older, so much more experienced learning something from me... Inside I feel a deep sense of accomplishment wondering what other limits I may push her beyond...

I stare at my older lover...her face contorted in pleasure...her legs raised up to almost ear level...my cock pistoning into her tight ass...

Our eyes meet. I see something new in her beautiful eyes. Was it a look of gratitude ? A "thank you" for taking her to this new place ?

Her voice startles me. She screams...not in pain...but in overwhelming pleasure: "Jason, please, oh yes, Jason. Oh, I never knew having my ass fucked could feel this good! Don't stop, Jason, no, don't stop. Faster, please, faster - FASTER!! Harder, Jason, HARDER! YES!"


I imagine her husband....at home, puttering around...never suspecting that his wife was on her back with a strange man's cock up her ass...

Now I think of her children...what would they think if they could see their sweet conservative mother begging to be fucked harder...harder....harder...

The images excite me tremendously...causing me to slam myself into her with a vengeance...

She responds positively: "Fuck....me....Jason.....yes.....in.....my.....ass.....now....yeeesssss!!!"

I can't help but look forward to some of the other things I'd like to introduce her to...
 
It seems with my words that Jason begins to piston faster and harder - and the more he does so, the more accustomed I become and the more pleasure I find in having my tight ass stretched around his thick cock.

At the intense please, I arch my back, throwing my head back, enjoying the sensation. However, my clit is aching to be touched, rubbed, caressed. Moving my hands over my legs and caressing Jason's body at the same time, I slowly move my hands down to my ass. There, with my hands, I can feel Jason's thickness pounding into my ass, feel the ring of muscles giving with each thrust, and my heart starts to race.

Sliding my hand around, I manage to get within easy reach of my clit. Stroking and rubbing, at first slowly and then with more speed, I feel my clit swelling, aching to be released. I begin to rub harder, pinching my clit occasionally. On an impulse, I reach down with 2 fingers and slide them easily into my wet cunt. From this point, I can feel Jason's cock pounding my ass right through the skin separating the 2 delicate openings. I leave my fingers there, just enjoying the sensation as my thumb pays special attention to my clit.

Slowly, with Jason's encouragment, I start to fuck my cunt, moving my fingers in and out in opposite time to Jason's thrust. The feeling of being filled completely is overwhelming, and my cries of pleasure fill the office. Then, moving my fingers against the feel of the cock sliding in and out of my ass, I hear Jason cry out in surprise - surprise at the additional feel of fingers rubbing his cock while he is fucking my ass.

He grabs my legs even more tightly as he rams his cock into my ass with a speed I'd never thought possible. The effect of my fingers massaging his cock as he pumps into me and the fingers on my clit are more than I can hold back. I toss my head back and forth as my orgasm begins to shake my body. I can feel my pussy clamp down on the fingers in my pussy, and I know that my ass must also be clamping down on Jason's cock. As wave after wave of pleasure overcomes my body, I lose all sense of where I am and what else is happening to me as I absorb the pleasure my body is receving.
 
My thrusts become quicker...more powerful...

I watch Carol's expressions as she enjoys her first anal experience. My cock takes her to new heights of pleasure... I wonder if she will offer herself to her husband this way or if I'll be the only recipient of the delights her tight ass has to offer...

Her fingers find her pussy and begin sliding into it's moist depths. I feel her stroking my thrusting prick through the membrane separating her two orifices...

This experience is better than anything I could ever have fantasized. I've just fucked a sexy mom...a conservative wife and mother... and now I'm driving my cock up her ass....and she's loving it !!!

I've watched her speak to her husband while I had her spread out on my desk...prick buried in her cunt...

God life is good !!!

I feel her begin to tense up...I can't believe that she is going to cum again, but the signs are all there....

Her ass tightens around my cock...squeezing...tighter and tighter...her fingers massaging me through the wall of her pussy...

I feel myself begin to reach my own peak...

"Oh yeah Carol, take my cock up your ass !! Yes !!! Yes !!! Yes !!!"
 
His words simply add to the heat I'm already feeling within my body as his cock fills me to the fullest. I feel my body tighten and then start to crest as if riding a wave, as the ultimate pleasure racks my body. As my orgasm takes hold of my body, I can feel my cunt walls spasming around my fingers, and I suspect the same thing is happening with my ass. As I cry out with ecstacy, I barely see Jason face smiling as his words keep telling me to lose control.

And lose control I do. It seems as though this is the ultimate orgasm - endless and intense. As one hand stays embedded in my pussy, the other grabs Jason's thigh, raking my nails over his skin at the intense feelings washing over me.

As I begin to feel my orgasm start to ebb from my body, Jason picks up his pace until he is truly ramming his cock deeper and harder into my ass. The feeling is incredible - completely full, tight, taking my breath away. Suddenly, I feel Jason take one final, deep thrust, as a groan escapes his lips. I can feel his cock spasming through my pussy wall and I know he is shooting his seed deep within me. The idea that my ass is filled with his cum is somehow so erotic to me that I realize that this will be an experience that will be repeated.

As Jason's orgasm concludes, I feel his body start to relax, and I smile up at him -
 
My orgasm grips me. I thrust forward...my cock erupting...thick cum spewing deep within Carols bowels.

"Oh Yeah !!" I scream, the intense pleasure ripping through my body.

Carol lies back, accepting my prick willingly ...her own orgasm taking her to new heights of pleasure. What could be going through her mind ? Just this morning, she was a loyal wife going to work to catch up on some outstanding work. Now she was experiencing something she probably never imagined possible.

As I slam my hard penis into her again, I study her carefully, knowing that she and I would be sharing many more intimate moments. We have so many things to experience together. So many sexual adventures to share.

My orgasm begins to subside and she smiles. I smile back, knowing that we have changed each other in a very profound way.

Leaning forward, I kiss her gently, on the cheek and whisper:

"You are fantastic. ..."
 
Back
Top