Never Have I Ever

by Clearwing, August

  “Loosen up, pet,” Noah said with a sideways smile, “It’s just me here.”

  My hands slinked to the button below my breasts. I tried to relax a little more. He was right, it was just us.

  The button popped open. I teased the satin fabric over my shoulders and allowed my bra-clad breasts out of the shirt. As the remaining three buttons were undone I leaned back on the coffee table with my legs spread a tad wider.

  Once the blouse was free, I shrugged one sleeve over my shoulder and stood up to my full height. My hips swayed like a bell in slow motion. I turned to face away from Noah, all the while gliding my hands up the back of my legs and under my skirt where I drew my fingers beneath the sides of my panties. The fabric slid together in a thin line to mimic a thong between my cheeks for his viewing pleasure.

  I turned to the side so he could watch as I unzipped my skirt. I toyed with it a moment by slipping it down my hips, then stopped to completely unzip it. I bent at my waist. My ass was in the air as I guided the skirt to my feet. After I stepped out of it, I hooked it around my high heel and let it drop off the table in front of him.

  The blouse was the next to go. I held it around my arms like a shawl, barely hiding anything while I took a moment to undress Noah with my eyes. My fingers flirted with my bra straps beneath it until I pulled my arms away from my torso enough to let the shirt float down. I took it between two fingers and held it out at arm’s length to watch it flutter to the floor.

  I ran both hands up my thighs, between my legs to the heat of my sex hiding behind the thin fabric of my panties. I pulled the panties away from my flesh, hooking my thumbs beneath the elastic and scooting it down my hips slightly before I abandoned them in favor of the flat of my stomach. The alligator clip was pulled from my hair. I shook the ringlets free and they fell around my shoulders, only just barely obscuring the top of my breasts. When I moved for the clasp on the back of my bra, I leaned forward towards Noah. They spilled from the C-cups, though my curtain of hair still hung in front of them, shadowing the globes of flesh from his sight. I rocked my shoulders back in slow circles before the bra was eased off of them.

  Again, I bent at my waist so that my ass faced him and unbuckled the straps on my shoes, wriggling it a little while shifting my weight to remove them. Only when my panties were the last article of clothing on me did I pivot and sit down on the coffee table. I lifted my hips to slide them off, arching my back in a show of flair as they were pulled down my legs to rest on my ankle. I leaned back and supported myself with my hands on the edge of the table, then gave Noah my most winning and sexy smile as I offered out my panties on the end of my foot.

  Noah leaned forward, hooked his finger around them and lifted them from my foot. “Well, I do want to touch you now, my filthy little slut.” He caressed my calf with his other hand and kissed my ankle. “But I’m not yet convinced that I want to fuck you again.”

  Oh, he lied so well. But I saw the desire in his eyes. He never stopped wanting to fuck me. He pulled me across the coffee table by my leg and pointed to the carpet in front of him. I took my cue to kneel at his feet. Without missing a beat, he unclasped his belt and freed his engorged cock from his pants. My eyes lit up like a kid on Christmas morning.

  He stroked himself a few times, watching my face and knowing the answer to the question, “What do good whores like?”

  I flicked my gaze up to him. “Good whores like cock, Sir.”

  “That’s right. Beg for it.”

  My attention flitted between his cock and his face. I could hardly believe how racy and dirty my voice became, “Please, Sir, may your greedy slut service your cock?”

  “Mmm, yes she may.”

  His hot shaft was pressed against my slightly parted lips. A single dewy droplet of pre-come developed on the swollen head. My tongue flicked across the head of his cock to taste it. I inhaled deeply; not the scent of his cologne, but the aroma of all that encompassed the very essence of his maleness. I gazed up into his eyes and felt his body stiffen as I kissed the tip of his cock. I flashed him a coy smile before enveloping the head between my moist, waiting lips. My tongue swirled around the top of the shaft, teasing him in my worship of his thick manhood.

  “Yes,” he hissed out. His cock twitched with my advances. I watched the lust in his eyes simmering. “That’s it, pet. Suck it well, take your time. Convince me to fuck you.”

  If only Anya could see her prudish friend now, being anything and everything except a prude for Noah. I gathered the saliva in my mouth on the flat of my tongue and dragged it along the vein on the underside of his shaft, preparing my throat to open a little more as I took his length further in. I bobbed my head up and down at a painstakingly slow pace so that I might engross myself in the silky texture of the skin there.

  A wordless, guttural groan of pleasure rolled from within him. I could have sworn I felt him stop his hips in a slight quiver from bucking up and forcing his way deeper. After several slow climbs up and down his length, the whole of his cock had been worked into my mouth. It pressed against the back of my throat with plenty of lubricant from my saliva. I held my position there for a long beat, closing my mouth and swallowing down the excess. Once again my tongue gracefully danced around his girth before I sealed my lips to take the air away. My pace altered into an even, steady rhythm. I moved my hands to his hips and pulled my nails against the black fabric of his pants from either direction, across the tops of his thighs until my fingers found the base of his cock and I was caressing the two pliable testicles there.

  He shivered with delight and brushed one hand through my hair and down my neck where he wrapped his fingers in soft control. “You’re such a pleasing little cocksucker. Maybe I will have you again tonight after all.”

  I replied with a moan against him and pulled his shaft from my lips for the briefest of moments to catch my breath. A beat went by. I thought about the best ways to drive him wild. And then it hit me. I bent into him and took each testicle into my mouth. I licked and sucked at them while my hand stroked the length of his cock. To all at once tease and continue my dedicated worship, I licked up one side of his cock. Then the other. I snaked my tongue from his testicles all the way up the length of the base before returning the object of my devotion to the warmth of my mouth. My strokes sped up ever so slightly.

  Noah’s desire to take the control of how I administered my pleasure to him began to get the better of him. He rocked against my wanton, salivating mouth with soft, drawn out grunts and groans. I felt him tense a little more so tightened my hand around the base of his cock while I continued to massage the skin of his balls. All air was expelled from my mouth, my lips clamped down like a vice with the appearance of his imminent release. That he was ready to explode so soon didn’t take me by surprise. He’d gone just as long without release as I had. In fact I was surprised he lasted as long as he did. I kept stride with his thrusts, coaxing and milking the delectable taste of his seed from him with fervor.

  His fingers constricted around the base of my neck at my collarbone, clamping down a little tighter now while he shoved deep into my eager throat. Shot after shot of semen pumped its way into my mouth and I swallowed down the thick ropes of it in large, full gulps.

  “Oh yes,” he panted. “Good fucking Lord, pet.”

  I cleaned the mixture of cum and saliva from his softening member, then released it from my lips with a short series of kisses which made it almost twitch back to life. I licked my lips and looked up at him. His hazel eyes were slightly glazed, making them even brighter in the soft glow of the lights in my living room.

  “Climb up here,” he said. “Straddle me.”

  Without a word I moved from my kneeling position on the floor and into his lap on the sofa, a leg on either side of his hips. The lips of my sex swept against his semi-hard cock and it sent a shudder through me. He touched my hips and let one hand settle on my ass.

  He reached up to tuck a small wayward bunch of hair behind my ear and asked, “W
ould you like me to fuck you, sweetness?”

  “Yes, Sir, very badly.” The sorrowful tone in my voice over his disappointment in me still remained.

  “Do you think you deserve to be fucked?”

  A girl could hope.

  “Probably not, Sir.”

  An open-handed slap graced my left ass cheek. He squeezed the flesh there hard. “And why not, whore?”

  I squeaked, “Because I disobeyed you.”

  “Exactly. Due to your selfishness, the only way you will earn the right to come again tonight is when I take that tight little virgin ass of yours.”

  My blood ran cold and I swallowed audibly. I wasn’t sure if I was ready for that. The plug was one thing, but having him slam into me over and over the way he did with my pussy scared me stiff. There was little doubt in my mind that he saw the fear register in my face. I had the safe word, though. If it became too much I could always… but that was chickening out, wasn’t it? He had painted me into a corner where I was damned if I did and damned if I didn’t. Only one of those paths would actually satisfy him.

  “Do you want to come again tonight?”

  “If it pleases you, Sir.”

  “Making you come will always make me happy. But always on my terms. It appears you are learning that lesson well.”

  “Thank you, Sir.”

  “Undress me and show me just how much you want to please me.”

  It was a rather open-ended order. I took the opportunity to sink into him the same way he had done to me several times before. As I reached for the buttons on his shirt, I grazed my lips against his and kissed him with timid tenderness by way of apology. I paced myself so that I’d be able to maximize my exploration as well as his enjoyment. My kisses left his lips in favor of his chin, then along the faint scruff on his jaw line. Once I gradually made my way to his left ear, the buttons on his shirt were opened. Without taking my attention away from my kissing, I tugged gently on his shirt to free the bottom of it from his pants. My hands slipped between the red fabric of his shirt and the smooth skin of his toned chest.

  Noah leaned forward so I could skim my fingers across his shoulders and guide the fabric down his arms. My caress elicited a contented sigh from him. I responded by nuzzling his neck and nipping ever so slightly at his collarbone. He tasted like salty-sweet sweat.

  Blood-flow was returning to his manhood. Before my fingers even finished fishing for the unclasped belt around his waist his renewed erection throbbed against my damp sex. I wanted so much to feel him slip inside me for even just a moment.

  The belt came loose and slithered out of its loops. As I set it aside, Noah began to aid me in his disrobing by kicking off his shoes and tugging his black socks away from his feet with his toes. I was rather impressed he could do that, but I supposed the promise of being laid helps one become crafty in the matter of the awkward removal of clothing. I lifted my weight up off of him for long enough to pull his pants and boxers off his hips—that he wore boxers with a suit was fucking adorable to me for some reason—and reduced them to little more than a heap of cloth on the floor. Before they fell completely out of his reach, he pulled his wallet from his back pocket and cracked it open to retrieve a condom.

  I furrowed my brow in confusion. “That’s not really necessary is it, Sir?”

  “Oh you’ll thank me for it, sweetness. It will make for easier clean up and help in the lubrication department. Next time I won’t be using one, however.” He held it up between his index and middle finger. “This is your one free pass.”

  “Alright,” I said, trepidation clear in my tone. I took the packet from him and slid back a bit to stroke his cock in preparation.

  “For the record, this part was going to happen tonight anyway. I just wanted to do it a little differently. Either way, we’ll start slow. The last thing I want is for this to be a terrible experience for you. I will keep pushing you though. If at any time you can’t handle it then don’t be afraid to use your safe word. That’s why it exists.”

  “Yes, Sir.”

  “Good girl.”

  Noah’s hand slid between my legs. His fingers slinked past my clit to bathe in the moisture there. It felt so wonderful to be touched by him again that I nearly lost my balance. I had to prop one hand on his chest in order to not topple over. He gathered up what wetness he could and moved to massage the little rosebud of my anus. I tensed out of reflex.

  “You’re fine,” he assured me. He gave me a soft kiss. “Just relax.”

  No sooner did he say that then was a finger working its way into me, persuading the tight hole to open up. I tore the small packet and slipped the lubricated condom on him. When he lifted me by my hips I thought he was going to go straight for the goal, but instead his cock glided into my waiting cunt. I gasped out at the sudden yet welcome intrusion.

  “Go on, ride me. Get it nice and wet.”

  I rocked my hips against him, wanting more than anything to just be allowed to come with him inside me like this. His fingers probed at my ass while I bounced unhurriedly up and down on him. Each stroke felt like I was rising further into the heavens. My breasts danced across his chest as I moved. First one, then two of his fingers pulled me open. I mewled and squirmed above him like a bitch in heat.

  “Are you ready?” Noah asked after a couple of minutes.

  Better sooner rather than later, I thought. “Yes, Sir.”

  He pulled out of me and positioned his cock against my anus. “Guide me in, pet. This will be one of only a handful of times I’ll ever allow you to take control.”

  I tried to prevent myself from shaking as the head of his cock pressed against me. I breathed out and pushed down on him, coaxing the tension through my upper body and into his shoulders as I dug my nails into his skin. It hurt. Of course it hurt. Foreign objects didn’t belong there. It was a fluctuating pain from dull to sharp in its own way. As I managed to find the miraculous wherewithal to open up enough and let the throbbing head pop in I began to breathe once more.

  While the look on Noah’s face was that of a man clearly enjoying himself, he said nothing until I gave him a worried look.

  “Doing great, sweetness; keep going.”

  I attempted any angle so as it might hurt less, though found no such thing. I inched my weight down, impaling myself on his shaft quarter inch by quarter inch. Goosebumps rippled across my body at the strange new sensations and my nipples hardened.

  Roughly half way down I was compelled to stop. My body went rigid. I leaned into him, my breathing shallow and through the pain, “It hurts, Sir. It really hurts. I can’t take it!”

  Noah grabbed my waist and held me fast as I started to rise up off him. “You can and you will. Remember who owns you, little slut. Remember that you are here to serve me. Every part of your body belongs to me, including this one.”

  Tears welled up in my eyes from the combination of pain and my burning desire to push past my fears if only to make him happy.

  “Almost there, my pet,” he encouraged. His hands ran up my sides to cup my breasts with a calming touch. “You can do this.”

  I nodded and breathed out a “Yes, Sir,” before straightening up and forcing myself, in one solid movement, as far down as I could in my current straddling position.

  “Good girl,” Noah said with pride, “Very good girl. You did it.”

  For a moment I just sat in the wash of pain and pleasure while I adjusted to the thickness of his shaft inside me. He pulled me a little closer so he could take the nipple of my right breast in his mouth while he kneaded the other in his hand. Even though my body wouldn’t obey me when I told it to relax, his contact made every tremor in me cease. The fullness I felt while his cock stretched my submissive body open rattled me just as it brought me to a new height. My pussy tightened, jealous for the lack of attention.

  Noah’s returning voice snapped me out of my daze. “Do you want to ride me or would you prefer I take over from here?”

  There was no way I was influ
encing my body to move now that I had slid all the way down onto his cock. “I want you to do it, Sir. Please. I don’t think I can.”

  “Hold onto me as tight as you can.”

  I locked my arms around his neck and shoulders. He held me to him, still embedded inside me, and stood up to change our position so I was lying on my back on the couch. When I got comfortable Noah pulled himself up to run his hands along the curves of my body. Without a word be began to move. I never thought that missionary would be a good position for anal. Everything I ever heard or read about it said the best way was on all fours. I was wrong in that assumption. It almost seemed to ease the tension in me; a psychological way of tricking my brain into thinking it was as natural as ordinary sex.

  Fire shot through my body as he started to pump in and out. He bent my right leg up so that it wasn’t dangling off the couch. His rhythm increased. The smell of sweat from the both of us hit the air. I grimaced at the pain of each forward thrust and sighed out with pleasure and relief every time he pulled back.

  “Jesus you’re so fucking tight,” he said between his slow, deep plunges. “How are you holding up, sweetness?”

  I was breathing hard, but it was a pain I could endure. “It still hurts, Sir, but it’s getting better.”

  “You’ll get used to it. Tell me if you need it slower or faster.”

  “You can go a little faster, Sir.”

  As if the words were sweet music to his ears, he bared down on me more. I sucked in a breath and my hands pressed against his stomach out of instinct to push him off. Oh God it hurt so wonderfully.

  “Move your hands, pet,” he said. I tried to, but my fingers instead dug further in. My body was not obeying me. He’d have none of it. “Move them or I tie them.”