Chapter 5: Secretarial Sex Slave

Joe's Story - Part 2

I felt terribly guilty for what I'd done... not only because I'd cheated on Val but also because I thought I'd taken unfair advantage of my innocent secretary. Or was she? Right then she was lying limply under me like she was unconscious except that she was sort of sobbing and her cunt gave an occasional squeezing twitch on my deflating cock.

"Joe... hanh... Joe... hanh... you know you were first, don't you? I... hanh... never did it... hanh... before." Irene blubbered as tears streamed down her flushed cheeks.

"Does it matter to you, Irene," I asked in a soft voice for, as I thought about how she'd fucked me, I decided that I was definitely not the first inside that hairy, juicy twat. "And I don't see any blood," I added although I knew that the absence of a cherry wasn't conclusive evidence of non-virginity.

"Hanh... but you are... you're the first... hanh... and it does matter... hanh... Joe... Hanh... It matters a lot," my secretary sobbed and I was enjoying her sobs in a way she'd never have dreamed of. Each time her firm body shook with a sobbing spasm her cuntsheath gave my cock a delightful, little massage and she was getting me hard again before I even softened. "I... hanh... it was on a bicycle... hanh... that's how I... hanh... how I lost... hanh... you know..."

Did the bicycle teach her how to move, too? I wanted to ask that but didn't. I was sure that she'd had more than a bicycle seat fucking her hairy pussy and I must admit I was a bit disappointed that I hadn't been her first and that she wasn't the 'nice girl' she pretended to be. And the fact that I'd felt guilty about fucking her was beginning to add anger to my emotional load.

I rolled off of her limp body and the sight of her naked body lying there with her long, shapely legs still splayed sent the blood rushing back to my cum-numbed prick...

"You believe me, don't you? I want you to respect me, Joe... I know I should have stopped you... but you're too big... too strong."

Was she trying to pretend I'd forced her? "Damn, Irene, you're a great fuck," I said roughly as I slipped my hand down to her bushy quim and found her clitoris with my index finger. "I want more of you, baby," I said crudely and as I felt a responsive tic of her hips I added, "And you do too, don't you?"

"But... hanh... but Joe? It's wrong. You're married... she's my friend... what if you made me pregnant?" She was gazing at my semi-erect tool and I could see an expression in her eyes that might have been awe or fear or some other undefined emotion but, whatever it was, it added to my arousal.

"She cheats on me, Irene. I know she does," I lied. "You'll be OK... I've had a vasectomy," I lied again. I flexed my cock and made it jump slightly and Irene flinched.

"I know but... hanh... I know she cheats... but... but," and she began to blubber. That added to her desirability. Maybe she was truly distraught at her inability to resist my advances. How far could I push her?

"You're not... like... you didn't... Val told me... you could still get me pregnant," Irene blubbered wetly and I stopped her words with my mouth on hers. I was kind of enjoying her submissive compliance and then I raised my lips from her tear-wet face.

"It will be safe this time, darling," I said in a deceptively soft tone. "There's a way. I want you on your knees and we'll... you know... we'll do it that way."

While I fingered her sloppy, cum-greased pussy I slid my other hand under her and wormed it between the moons of her ass. As I dipped my middle finger toward her anus, found it and she arched her hips upward to escape this new invasion. The excess juices from our copulation had lubricated the tight puckered anal ring, and I probed experimentally for a moment. Then I thrust forward with my middle finger, hard, feeling the rubbery opening yield slightly; suddenly, the nether ring gave way completely, and my finger slid in up to the first knuckle in the tight elasticity of her hot anal passage. Irene leapt her body upward at the sudden, lancing pain of my digital entrance. And then she was screaming at me, saying, "Aaaannnngggghhhh, it hurts, it hurts!"

Ignoring her protest I thrust again, sinking my finger to the second knuckle and then, despite her cries, I felt Irene suddenly begin to screw her buttocks back down on my worming finger until it was sunk to the palm of my hand. I waggled it inside her fleshy passage, eliciting more cries of pain and passion from her.

"You mean... no... Oh God no, Joe. You can't! I won't!"

"You will, Irene. You know you will. The idea turns you on, doesn't it? You want me to fuck you in the ass."

"Does Val let you?" She sounded really young and timid.

"Of course she does, Irene. Everyone does this."

Irene lay motionless, waiting, her eyes tightly closed to hold back the tears and I felt her naked ass-cheeks clenching in fear against my hand as she awaited the lewdest and most obscene ravishment she would ever be subjected to in her life.

I trembled in anticipation, finally pulling my finger out of her tight asshole and rolling her limp frame over so that she lay face down, her lush, naked buttocks standing high and ready for riding. Propping myself up on my elbow I gazed hungrily down the length of my secretary's prone body, my attention focused as on the forbidden dark crack of her defensively clenched ass-cheeks. My hand moved hesitantly to her thighs just below the clefts of her buttocks, and I began to stroke softly up between them, running my middle finger up the already lewdly moistened slit of her cunt to spread the flowing cuntal juices back over the forbidden little nether hole.

Irene's body jerked with a soft spasm as she felt my finger move across the sensitive membrane, coming into sudden obscene contact with the tightly contracted little circle. In spite of her shock and fear, her body responded spontaneously with a little undulating quiver, and a soft noise that could have been mistaken for a mewl of pleasure issued from deep in her throat. Then a wilder shudder passed through her body as she felt the pressure increase.

She raised her head, staring straight ahead at the wall as she felt my finger slip right down into the little hole that I'd prepared so well. It burrowed slowly forward into her rectum in spite of all her attempts to clench her buttocks and contract her anus in resistance. It sank inward to the first knuckle, and then continued the lewd intrusion until it was buried all the way up in her helpless rectal flesh. But she wasn't fighting me even though she was still blubbering.

I heard a soft moan that might have been pain from her lips, I flicked my thumb down into the moistly splayed flesh of her cunt, the striking contrast of sensations silencing her protest. Then her buttocks resumed their sensuous undulation as I began to stroke up and down her tingling cunt-lips with my thumb, at the same time probing deep in her rectum with my middle finger.

As the pain-pleasure sensations increased, I saw fresh tears rush to her eyes, but at the same time she was unable to stop the soft gyrations of her hips squirming up and down in a lewdly hunching motion on the bed. Yes! She was going to be a great assfuck, too. She'd give me a wonderful ride no matter how debased she might feel.

Irene gasped in an unwilled protest as I began to withdraw my finger. The tight rubbery walls of her inner rectal flesh seemed to cling to my finger protestingly and my cock throbbed with anticipation as I imagined how that hot channel would squeeze it when I was in her. Her body jerked from the sharp pop as my finger left her completely, then lurched forward as I rolled back on top of her and my finger was suddenly replaced by the blood-filled tip of my cock, prodding right up against the tightness of her helpless anal entrance.

She felt good under me. Her ass was marvelous... large, firm twin hemispheres that cushioned my belly as I lay on her and then I came up on my knees and pulled her ass up with me.

"Haven't you had it this way before, Irene? Hasn't one of your lovers initiated you there?" She didn't reply, not with words anyway. Her bent over frame shook with more sobs as I paused to enjoy the sight. Her dark-haired head was resting on the carpet in the crook of her arm as she stared at the wall beside us. Her back rose smoothly at an angle from the floor and her hips flared out broadly from her waist. I placed my hands on the fleshy firmness of her buttocks and spread them apart to reveal the target of my next lewd assault. The tiny, puckered anus had a finger-sized, dark bullseye, the orifice still open from the finger-fucking I'd given her. My balls felt again as heavy as before, recharged by the lascivious sight of my secretary's defenseless ass.

Hot Damn! She hadn't been a virgin... not her cunt, anyway, but I was now pretty sure that I'd be the first to get into her asshole and that added to my obscene pleasure.

"Aaaaaaannnngggghhhhh" Irene moaned thrashing her head from side to side as I lunged ruthlessly forward, my cock-head pressing right against the tightly resisting little rectal opening and beginning to worm itself slowly down inside. New tears to rushed to the young woman's eyes as she shivered and trembled beneath me and I thrilled to the sensations as my cock surged hungrily into her tight-fitting rectum.

She was sobbing as she collapsed before my onslaught, her buttocks still jerking in involuntary spasm but I had her hopelessly impaled now. Her body was pinned down to the carpet beneath us and she'd taken my surging rod of flesh to the hilt between her reluctantly upthrust ass-cheeks. But I wasn't done.

I reached over and grabbed the small, hard cushion from the sofa and worked it underneath her hips. I'd done this with Val and knew it was effective as I guided the firm cushion directly under Irene's mons so that it would press against her clitoris. With the stage set, I began to drive smoothly into the rubbery tight rectal flesh and her helpless moans of protest gradually began to change, becoming finally mewls of forbidden pleasure as I began to fuck even harder.

She was beginning to move now of her own volition, grinding her pelvis down on the titillating cushion, fucking it with undulating motions that complemented my ass-filling strokes.

"God, you're tight, Irene" I gasped, grunting and groaning and laboring above her. "I'm not gonna be able to take much more. You're wearing the skin right off my cock." In a sudden movement I slipped my hand in between Irene's belly and the cushion, thrusting my finger up between her thighs to stroke in swift little movements right over the hotly pulsing bud of her clitoris, further increasing the confusing contrast of sensation for the younger woman. Irene sobbed softly, and then moaned even louder, suddenly rocking her buttocks back and pulling her knees up beneath her body, lifting me into the standard "dog fashion" position. The shift in position better exposed her rectum so I could thrust my cock even deeper into the sensitive tightness, and at the same time made it easier for me to reach her clitoris and the pulsating slit of her moistened cunt.

I grunted even more excitedly from my secretary's welcome response, increasing the length of my ass-piercing lunges until I was giving her a series of mighty thrusts deep into her still wildly contracting anus. At the same time, I shoved my middle finger deep into the quivering softness of her cunt and increased the friction of my thumb's rapid stroking over her little twitching clitoral bud.

I could feel the cum begin to well up in my aching balls and I knew it wouldn't be long now until I lost all control. But my secretary was really beginning to respond and I was determined to hold off as long as I possibly could. If I got her off this way I was sure she'd be mine for whatever I wanted. I wriggled my hips and pushed her lush asscheeks wider apart so I could gain maximum entry.