Authors: Jacqueline Winlock
Transfixed, I watched him intently as he grasped his large cock in his right hand and slowly began to stroke himself. I had viewed plenty of porn on my own, but it was incomparably hot to see him pleasure himself like this. He returned my gaze under heavy-lidded eyes and I could feel that familiar warm ache in my belly as his jaw tightened in pleasure.
I squirmed a little and tried to quiet my quickening breathing, but was distracted by his smooth, efficient strokes. As his own breathing grew more ragged, I could feel myself getting slick, and I tried to squeeze my thighs together to ease the hunger.
“You’re so fucking sexy, sweetheart,” he growled. “It’s torture having to keep myself from touching you.” The thick purple head of his cock grew darker with each stroke of his hand. Staring boldly at his cock, I licked my dry lips and smiled when he shuddered, his big, powerful body clearly aching for my touch.
“I want to feel you in my hand, Mr. Cochran,” I crooned. “Please, sir, may I touch your cock?” I crawled closer until I was kneeling between his hard thighs.
“God, sweetheart, do whatever you want,” he muttered. He let go of his shaft and placed his palms flat on the bed on either side of him. It made me feel comfortable to approach him and I appreciated that he was allowing me the freedom to explore his body.
I took in the gorgeous expanse of his upper torso and I ran my hands up and down his broad chest and taut stomach. It was fascinating feeling my fingers rake through his soft chest hair and down his pleasure trail. He shuddered and gritted his teeth as my fingers skimmed ever closer to his aching cock.
I delicately traced the length of his turgid cock with the tips of my fingers. I gasped at the heat radiating from his skin. He groaned and balled his hands into fists to keep from moving. Emboldened by his reaction, I let my fingers curl around his shaft, marveling at the contrast of the iron-hard rod encased in velvety hot skin. As I tentatively began mimicking his stroking, I was shocked to feel his cock thicken even more. I watched his face furtively through my lashes and his expression took my breath away. He was even more handsome while caught in his arousal; his cheekbones were sharper and his beautiful mouth tightened with lust.
He grunted when I gently cupped his heavy scrotum with my other hand, delighting in their sturdy heft. I felt so wanton, relishing my sexual power, and I knew that I was soaking through my panties. I spread my thighs so that I could lean closer to him and I wanted so desperately to ease that hungry ache between my legs.
My frenzied squirming did not go unnoticed. “Would you like me to touch your sweet little pussy? Is that what you’re trying to tell me, baby?” He leaned forward and slowly slid his warm hands up my quaking thighs. I whimpered and nodded jerkily, practically slumping over in relief.
He gently pulled my hands away, and quickly flipped me around so that we reversed our positions. I settled nervously against the soft pillows and watched him as he propped himself on his elbow beside me. “I’m just going to touch you like you were touching me, sweetheart,” he murmured. “You can stop me whenever you want.” He stroked my belly reassuringly and I moaned in compliance.
“Yes, Mr. Cochran,” I said, arching to get more of his touch.
He grabbed my hips and pulled me down so that I lay flat on my back. “You’ll be more comfortable this way, sweetheart. Let me take off your blouse.” He deftly unbuttoned my top and opened me back up to his gaze. I shivered when the cold air hit my skin. “I’ll warm you back up, baby.”
I cried out when he started nuzzling my neck, teasing my flesh. He kissed and nipped at my collarbone and slowly made his way down to my cleavage. I arched against his hot seeking lips, and I whimpered as he licked at the tops of my breasts. Clutching his dark head closer to my breasts, I gasped when I felt his fingers dip under my lacy bra to caress the delicate skin beneath. I fumbled at the front clasp of my bra, desperate to finally feel his unencumbered touch. With a low chuckle, he expertly flicked the stubborn clasp with two fingers and bared my swollen breasts. I moaned when I finally felt the heat of his strong hands as he lovingly fondled my sensitive breasts and rolled my taut nipples between his clever fingers. I couldn’t get enough of his touch and I ran my hands up and down his muscular back as he kissed and sucked on my aching tits.
He kissed his way down my soft belly and dipped his tongue into my navel, making me giggle and squirm. His warm hands slid under my skirt to caress my thighs and I moaned in answer. He felt so good kneading at my flesh, and I bucked my hips uncontrollably. I cried out in shock when I felt his fingers playing with the inner seam of my panties. He traced the cotton band up and around my pelvis and I whimpered my need for more of his touch.
Time seemed to stand still as I concentrated all of my attention on those fingers delving under my panties. I knew the cotton was soaked from all of his ministrations and I sucked in my breath when he finally tugged the fabric aside and I felt the heat of his hand on my pussy.
“Oh, god!” I gasped. I held myself still and shut my eyes to focus on the sensations running through my body. His long fingers gently stroked my wet pussy lips, letting me get accustomed to the feel of his touch, before he delved a little deeper. He lightly grazed my aroused little clit and I cried out from the pleasurable shock.
With a grunt, he firmly pulled off my panties and skirt, and spread my thighs open to his hot, hungry gaze. I blushed and tried to close my legs, but he shook his head and gently wedged his shoulders between my stiffened thighs. “Trust me, baby,” he murmured, kissing my lower belly. “You’re exquisite. Let me taste your lovely little pussy, sweetheart.”
As soon as he started playfully nibbling on my inner thighs, I could feel my nervousness melt away and I relaxed into the pillows. His fingers resumed their gentle ministrations again and I moaned as he expertly played with my wet pussy. I closed my eyes and surrendered to his masterful touch. He blew lightly on my soft pink folds and I whimpered at the sensations. I arched off the bed and screamed when his hot tongue lapped at my sensitive flesh in long, voluptuous strokes. He darted his tongue deeper into my pussy and devoured me as if I was a decadent gourmet dinner. I couldn’t have quieted my panting cries even if I had bothered to try. He carefully worked in a long, searching finger deeper into me and I could feel my tight passage almost sucking him in further. He added another thick finger and I almost came up off the bed, the teasing friction on my inner lips driving me crazy. Craning my neck, I watched his dark head as he worked his magic on my almost painfully aroused flesh. I couldn’t believe that I was lying there naked, except for my flipped up skirt, staring at Jake Cochran as he filled my virginal pussy with his hot tongue and thick fingers. Despite reading hundreds of erotica stories, they never could have possibly prepared me for this moment.
Writhing beneath him, I shoved my fingers through his thick dark hair and ground myself against his artful mouth. I could feel him smiling and I tugged harder on his hair, desperate to finally come. He gently pinched at my pouting pink lips and hungrily licked up and down my slit, forcing me to take the exquisite sensations. Without any warning, he shoved my thighs further apart, until I was laid bare and vulnerable to his devouring mouth. Fastening his mouth onto my clit, he sucked at the hard little nub until I sobbed his name like a litany. I clawed at his shoulders as bursts of pleasure erupted throughout my body, and I screamed as the tumultuous waves of my orgasm finally crashed over me, my hips undulating wildly and my thighs shaking from the intensity.
He patiently held his tongue against my pulsing mound until I gradually come down from my high. His fingers swirled soothingly inside me as the rhythmic clenching of my inner muscles finally relaxed. I slumped back against the bed, and sighed. As my ragged breathing slowed, I let my heavy eyelids drop, and I focused on the lovely aftermath of my climax. I felt him roll onto his side, and I could feel his gaze on me as he stroked my soft belly.
“How was your first lesson plan, sweetheart?” I could hear the grin in his voice, and I opened my eyes, shyly returning his smile.
Giddy with excitement, I still couldn’t help the heat rushing to my cheeks in embarrassment, knowing that he had watched me enjoy my first orgasm with a partner in bed. I peeked at him from beneath my lashes, and said, “It…it makes me wonder why I waited so damn long to finally share my body with someone. It was nothing like I’ve ever experienced before.” I paused, finally meeting his gaze. “Thank you, Mr. Cochran.”
Before he could respond, I twined my fingers through his thick hair, devouring his firm lips with a grateful, eager fervor. He groaned in answer and pulled me closer so that I lay sprawled on top of him. His erection prodded my hip, and I snaked my hand down his torso to pump his shaft. His entire body stiffened in reaction, and he growled deep in his throat.
Nuzzling his ear, I whispered, “I think we should start my second lesson, sir. Teach me to make you feel as good as you just made me.” I sat back on my heels, watching his face as I languidly stroked his thickening cock. My slender hand looked even smaller against his turgid flesh.
“You’re an exemplary student already, sweetheart,” he murmured. He caressed my thighs as he watched me, his dark blue eyes glittering with lust. I felt so sexy and in tune with my body as I allowed myself the freedom to just focus on pleasing him. He had been so determined to satisfy my needs that it was only fair to reciprocate.
My curiosity stamped out any feelings of self-consciousness. My body felt hypersensitive knowing that he watched me as I devoted my attention to his aroused flesh. I was experimented with light touches, firm strokes, and teasing caresses on the velvety skin of his shaft, and the moistened slit at the tip. His skin radiated so much heat, and everything felt heavy with blood. I was fascinated by his body’s reaction to me. I forgot about his lofty position and my body issues; truthfully, I probably forgot my own name at that point. He reached down to gently guide my hands and I followed his lead. Once I mastered his preferences, his hands wandered back down to grip my thighs. His breathing grew more ragged, and his lean hips started thrusting in rhythm with my hands. With one hand caressing his scrotum, and the other pumping his thick shaft, I watched his face to take in the whole gorgeous view.
As his hips started jerking erratically, he threw his head back, and tightened his hold on my thighs, until I knew that his hands would leave their marks on my delicate skin. I didn’t care; in fact, I wanted to be branded by him. I wanted to have something secretive and lingering that would serve as a temporary reminder of our sexual play that night. He growled deep in his throat, and said, “God, you feel so fucking good, sweetheart.”
With a groan and final hard thrust, he came in thick ropes that erupted over my hands and onto my breasts and thighs. I continued to gently pump his shaft. He was lucky that I’ve read enough erotica to know that you’re supposed to avoid the overly sensitive tip after a good orgasm. He continued to slowly pump into my hands, until he finally slumped back against the bed. I let go of him and rocked back onto my heels, slightly bewildered. What was I supposed to do now that I was sitting here covered in his semen? Do I run off to the bathroom right away to wash up? Do I just wipe it on the sheets and snuggle with him?
As I was contemplating my sticky hands, I jerked up my head when I heard his rough chuckle. “Let me clean you off, little one,” he said, reaching over to his nightstand. He pulled out a handkerchief and started wiping me clean. I murmured my thanks and shyly glanced away. “I think it’s safe to say that you’ve passed your second lesson with the highest marks in the class.” He quickly tossed the soiled cloth into his laundry basket, and grabbed me before I even thought to squeak out a protest.
He curled me into him so that we lay spooned together, and covered us in his silky, warm sheets. I knew I should have immediately returned to my room to reestablish our professional boundaries, but it felt so good to just let my eyelids close, and snuggle back into his reassuring warmth.
Just five minutes
, I told myself.
Just wait until he falls asleep and you can sneak out.
I softly groaned when I heard my phone’s stupid notification beeps. I blindly swatted at it, but I couldn’t find the damn thing. Rolling to the side of the bed, I realized that I had kicked off my skirt in my sleep, and I reached down to dig into the pocket. Wincing, I peered down into the flashing screen, and saw that I had received an email from Mrs. Rowland. With panic tightening in the back of my throat, I quickly opened the message to see if it was anything urgent about Grandma.
“Hi, Lynn! Your grandma and I are having an early breakfast today, and she asked me to drop you a line to check in on you. We miss you, dear, and we hope that everything is going well with your gentleman client. Your grandma wants me to remind you to quit fiddling with your laptop at all hours of the night. She said that you’ll need to keep earlier hours since most seniors will prefer that, but I’m sure you’ve already worked it out by now. You’re a smart cookie. Take care, and we hope to see you soon on your next day off, dear!”
Oh, damn. I had been fiddling with something alright, but it sure as hell wasn’t my laptop. With one fell swoop of a joint email, I could picture Grandma’s finger wagging reproachfully at me, and I felt overwhelming shame. After all these years of having her admonishments drilled into my brain, I wished so desperately that I could flip a switch and instantly erase all of my ingrained inhibitions.