A Professional Confession

This is a true story that I wrote not long after living this encounter. I have masturbated to this memory, and the others I made with James, many times since our affair. The thought that you, my dear reader, may masturbate as you read it, completes what is a very intimate circle...

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I do not think that anyone would be able to tell just by glancing at me that I was the type of girl that had an affair with a married man. And not just any man, at that; I had entertained an affair with my married boss.

I never claimed to be innocent but two years ago if someone had told me that I would be down on my knees upon the cold office tile with my mouth stuffed full of managerial cock, I certainly would have scoffed, shook my head, and said “no not me.” I thought that I had clear boundaries between the people in my life: potential people I could sleep with and people with a big red “no trespassing” sign. There is certainly something corrupt about sexual engagement with a married man. I have to admit that it was undoubtedly my most thrilling sexual encounter ever. The forbidden fruit has a delicious flavour and this serves as proper analogy because God, did he taste sweet spilling down my throat.

James was much older than me; some twenty years in fact. He kept himself in amazing shape and carried himself with confidence. He was a man who knew exactly who he was and I found his maturity alluring, his ability to control a room and deliver orders with tact and authority.

I had even entertained a number of masturbation fantasies about him but like I said; I considered him off limits and I never actually thought I would get the opportunity to initiate something with him, never mind have him willing and myself brave enough to go through with it.

Then I was promoted to a higher position with many benefits, one of the benefits being alone time spent with James in his office at the end of the shift. There was always a lot of paperwork to go over but James was never one for silence and from the start we spent our time together happily chatting and laughing. To my pleasant surprise, eventually, our laughter and light chatter turned into eager flirtations.

From the start James would make mention of his wife. Although their marriage seemed functional and for all intents and purposes happy, there was clearly some things missing. Intimacy and closeness for instance, and excitement. He confided in me about his previous affairs, and his belief his wife was also sleeping with others. Yet their relationship continued unabated, seemingly respectful of each others private dalliances.

Soon our flirtations got to the point where I could barely contain the attraction for James inside myself. I would walk by him, or he would bend over to reach something, and I would have to lightly brush the side of my body against him just to feel the electric heat that passed between us. All those layers of clothing between his body and mine and yet the feel of him was always so hot when I brushed against him.

It still shocks me and brings a flush all over my body when I think back to that first night when it happened between us. We had just finished an especially large stack of paperwork for the evening, it had been a busy day and we were both exhausted. I blame it on the exhaustion, because without it I believe we both would have held onto our sensible restraints.

I was bending over to file our completed paperwork. I was used to the feel of James’s eyes upon my body, admiring and checking me; it always turned me, leaving me a wet mess between my legs. But that evening I had heard a nearly silent sound come from his mouth, like a little gasp. He tried to cover it with a cough but I had already turned around to meet his eyes. The world seemed to stand still and I leaned against the filing cabinet. I could feel my heart pounding in my throat like it was trapped and suddenly I was not feeling so exhausted. I was feeling overcome with lust. The words tumbled out of my mouth, I had not even planned them, “James...I have to confess, I am very attracted to you.”

I cannot even remember the reaction upon his face. All I can remember is the image of him rising from his chair and walking over to me. His arms raised inches away from his body and his fingers stretched wide open. He seemed to be walking in slow motion and I was frozen on the spot. My breath caught deep inside my throat and the sensation of a growing flush spread across my face. I could also feel the familiar sensation of moisture dampening between my thighs.

He stopped just inches in front of me and murmured, “I am very attracted to you as well.” Without another word, without another acknowledgement, we both leaned forwards and welcomed the first brush of lips. This was one of the softest kisses I had ever received and as the shock of the moment wore off I pressed myself closer against his warm body and his arms slid around my hips, eagerly groping before perching down to my ass. Our kiss was intensified by the low moans each of us was making deep within our throat and as his tongue slid into my mouth, everything on my body tightened. My nipples were pressing against the thin material of my blouse. Every inch of my body was begging for his touch. I broke away from the kiss. I was suddenly dizzy and woozy with lust. I ran my hands up and down his chest, unbuttoning his business shirt, and he mirrored my motions and began to unbutton my own shirt.

When his hands parted the cloth of my shirt and his eyes came upon my pale breasts hidden under the skimpy lace save for my hardened nipples which were nearly poking out, he let out a strangled sigh and dropped his face into my neck where he began to lick and nibble gently. I fell backwards with desire and had the cold filing cabinet behind me to keep me from falling while his fingers sought out my nipples. His large hands slid beneath the under wire of my bra and held and kneaded my breasts. Before I could barely even acknowledge it he had replaced his hands with his mouth and his tongue, licking and nibbling each nipple before delicately taking as much of my breast as possible into his mouth.

His mouth was full with my breast but that did not keep him from moaning my name as my hands slid down the front of his lean body and began to rub the erection that I could feel beneath his pants. Urged on by the strangled sound of my name and his tongue flicking from nipple to nipple, I began to undo his pants. My hands fumbled with the zipper. Straining beneath his pants, I could feel the thickness of his cock, begging to be released. In desperation, I finally yanked down both the pants and his underwear in one smooth motion.

I felt him gasp from deep within his throat but his mouth did not stop roaming over my breasts. I glanced down and savoured my first sight of his hard cock. James’s cock was all solid thickness and seemed to pulse with a life of its own. My breath caught in my throat as I tentatively reached my fingertips out to stroke the swollen head of his cock. His entire body twitched with pleasure as I curled my fingers and wrapped my hand around his erection, and only then did he pull away from my breasts with a quick shudder. I tilted his face up to meet my lips again and with my hand still wrapped around his thickness; I gave a quick tug causing him to moan into my mouth.

His tongue swirled around my mouth as I palmed the head of his cock, which was already slick with pre-cum. I had tried to imagine his cock many times in my mind before and even the most intense of my masturbation fantasies could not compare to the pleasure of holding his thick pulsing dick in real life.

Somehow we both worked each other free of the clothes we had started the day with. James’s hoisted me upon his desk and his large hands spread my thighs wide, his mouth broke away from our kiss and his eyes searched my face as if needing to make sure that I was ok with what we were doing. I nodded my head at him, reached out to wrap my hand around his cock again and begged him, “Please, please.” He pulled himself out of my hands, bent his face forwards and licked a quick line from my breasts down to my belly button.

I was moaning and losing myself in pleasure as he bent down lower and his tongue licked a wet slinky trail down towards my hairless mound, skipping past my clit and just barely grazing his teeth against my nether lips.

He had to spread my legs even further before rolling his tongue and slipping it into my opening. My legs automatically closed around his head. He kept his tongue locked inside me as my hips begin to buckle. He pulled his mouth away from me only to kiss and lick the edges of my thighs as I cried out in frustration. He slid a finger inside me and sucked one of my velvet lips into his mouth. My hips rocked upon his finger and only then did he lean up to flick his tongue across my clit. I lost it at that moment and was sure that I was about to cum. Sensing my impending orgasm, he pulled away. From those newly gained inches, he blew warm air across my clit as he began to finger fuck me.

He kept me tottering upon the edge of near orgasm for what seemed like eternity. Finally, I felt the suction of his mouth as he leaned over and touched his soft lips to my clit and then sucked the hardened nub into his mouth.

I felt his other hand pushing in between the folds of my bottom. With a finger he found my asshole, tickling it, teasing it, lightly stroking it back and forward. The sensitive nerve ending around my rosebud exploded in joy as, using my own juices mixed with his saliva leaking down, he forced first one finger, then two, into my little bum. The fullness over came me being double finger fucked in both of my holes was too much.

I lost all control of my body. My limbs thrashed, my thighs opened and closed against his head, and I screamed his name as the orgasm racked my body. Still he kept his mouth locked around my clit and his fingers inside of me. I came over and over again, shuddering from the muscle contractions, nearly willing them to stop because they bordered upon the threshold of pain and pleasure.

When I finally caught my breath again he leaned into me to kiss me and I tasted myself smeared over his lips and mouth. The limbs of my body felt heavy, weighted down. I had to slowly move my arms to gain use of them again. Very gently I ran my hands up his bare chest and lightly rubbed across his nipples. James let out a loud sigh and I thought to myself that I would never grow tired of remembering the pleasure released in his sigh. I leaned in against him and flicked my tongue across his nipples mimicking what he had done to mine earlier.

The orgasm had cleared my head and the realisation of the context that I found myself within began to sink in. Here I was with my clothes torn off, completely naked and exposed to my manager of two years. Yes, this was a man that I had been fantasising about for two years but he was also married! Oh, but he had just finished licking my pussy and fingering my bum to the fiercest orgasm of my life! My mind felt floored and my head begun to spin. I had never had such a fantasy come true to life. I lifted my head up from his chest and glanced over his broad shoulders to catch a glimpse of his mature face. James was so sexy and I could not deny how much the context of our eroticism turned me on. I would probably never again have the opportunity to live out such a taboo fantasy and I made the decision that I had to feast upon what had already been started.

“I need to taste you,” I whispered. My eyes locked upon his mossy green eyes and I saw them sparkle with desire. I tore my eyes away and slowly lowered myself off from his desk and settled comfortably onto my knees before him. His cock was pressed hard against his stomach. I leaned over him to lick my tongue across the soft curve of his belly and let strands of my long hair tickle his erection. He moaned as I teasingly licked around his belly button. I let nothing but my tongue upon his skin and the strands of my hair touch his body. As I licked lower down his stomach I had to lean forwards and brace my hands against his hips to keep my balance. I licked down to where his pubic hair began and let my hands reach behind to give his ass a quick squeeze. I used that squeeze as leverage and pulled the length of his body forward so that his cock was pressed in between my breasts.

I wrapped my hand around the base of his cock and began to rub his erection against the curve of my breast. I traced his plump head up and down my breast and then pressed the tip of him against my hard nipples; one then the other. His breath came out in a strained shudder. I glanced up to see his head thrown back and his eyes closed.

I pulled away so that he was not pressed against me and I would have the room to take him into my mouth. Starting with just the tips of my fingers I traced along the underside of his length, his cock was so thick, so full of life. “I want your eyes on me,” my voice was hoarse and strained but he heard me and glanced down at me with his eyes dazed and lips half parted.

I leaned forwards and placed a kiss upon the tip of his cock that was already slick with his pre-cum. I turned on an angle so I could glance up at him and made sure his eyes were locked upon me. They were. I pursed my lips and began to slide my mouth down the length of him, stopping about halfway down. I held him in my mouth like that and started humming deep within my throat. His body shuddered and his hands reached out to grip my head.

I came up for a quick breath of air and his hands gently stroked my hair. After one quick glance up at him I looked back down, gripped his cock, and lowered my face again. This time I let my mouth slide back down his shaft with the goal of taking as much of him in as possible. I felt his length fill my entire mouth and start to slide down the back of my throat hitting my gag reflex. The muscles of my throat uncomfortably contracted but I willed the muscles of my throat to relax and I fought the urge to resist his length. I inhaled through my nose and relaxed to the point where his length and thickness comfortably filled my mouth and throat. I began to moan with his cock stuffed in my mouth and my nose nearly pressed against his base.

His hands pressed urgently upon my head and his hips began to thrust forward, fucking his cock in and out of my mouth. I raised my hands up and wrapped them around his hips and let my mouth move up and down with the movement of his thrusts, giving my mouth completely to him. Our rhythm gave into wet sloshing sounds and my saliva began to trickle out from around his cock. I fought the urge to gag and just when I thought that I would have to pull away and seek the comfort of air, his body lurched forward with a strangled moan and his seed spilled down the back of my throat.

He slid out of my mouth and I kept my hands wrapped around the hollow of his hips. I leaned my face against one of his thighs and licked my tongue out to clean the length of his softening cock. I gently grabbed his softness in one hand and guided him carefully against my lips and licked up the strands of cum glittering on his cock.

I pulled myself up from my knees and stood before him. “That was amazing,” he murmured and his arms wrapped around me in a warm embrace. We kissed softly this time. Explored the feel of each other’s lips pressed together and the taste of each other’s cum stained our exchange. Finally he pulled away and with a sigh glanced over at the clock. We were over an hour late and had not quite finished filing away the day’s paperwork.

We kissed once more and then pulled away to gather up our clothes. Slowly we began to dress ourselves and what first felt like awkward aftermath silence quickly evolved into our usual chatter and laughter, although now everything had a more intimate undertone. Before we left for the evening we exchanged soft kisses and promised to make a repeat of the evening.

Repeat we did for a span of eight months limited to the secrecy of after office hours. We had a hot and passionate affair until things ended after he was transferred to another office. To this day James is the most intense and exhilarating sexual encounter that I had known and I have no regrets for anything that we did together.