The Biggest Challenge

"You realize you're getting lucky tonight, don't you?" I moaned into his ear.

John tongued my neck, giving in to his temptation, and said back, "Baby, I thought I was lucky the moment I saw you."

I wanted to explode with laughter at that cheesy line he just dropped, but I held my composure. I thought it was adorable anyway, and took it as a compliment that he was that stupidly smitten with me.

John's large rough hands slid up my bare thighs to feel my bulbous round ass. He squeezed tightly, indulging himself in the plentiful flesh he felt there. His stubbled face was against my chest as he kissed and licked at the area between the drapes of my halter dress. The ruggedness of the skin on his face sent chills through my body as he explored the sides of my sensitive tits with his lips. I tossed my head to the side, resting it in the soft dark hair on the top of his head. From the corner of my eye I could see the cab driver's eyes in the rearview mirror as he watched us, or more particularly, watched me.

I became aware of how fast everything had just happened. Anna was right. I was never this wild as a younger girl. It might have been the reason I was now so Flirty and sex hungry all the time. A small part of me felt embarrassed for myself, grinding a guy that I had I just met half naked in the backseat of a cab, with the driver watching greedily in the mirror. The old me would be shocked to see something like this.

But that was the old me. I was a hunter now and I was damn good at it. I had never felt more alive. I loved the attention I was getting, and I loved finding new attractive people and fucking them silly in some strange place. It made me feel so young and free, if not dirty and sexy. I thought once to surprise them both by pulling John's dick from his pants and putting it in me right there, but I decided against it. It wasn't that far to his apartment, and besides, I wanted to see this supposedly enormous cock for myself. Thinking about it made me ache down below all over again.

Instead, my eyes met the driver's in the mirror from over my shoulder. I gave him a smile and licked my teeth provocatively. Then, reaching behind me, I slid a finger down between my cheeks under the string of my panties. I rubbed at my asshole with one finger slowly and winked at him. His eyes shot away nervously and I gave a thrilled little giggle.

The cab came to a stop shortly after, and the driver muttered something about arriving. I quickly crawled off of John and out of the cab and fixed my skirt. He paid the fare, and five minutes and five floors later, he was leading me through the door to his apartment.

I was then standing in a rather spacious and well furnished living room. In the center was a sectional black couch opposite a very big and elaborate entertainment center on the other side of the room. A flatscreen was enclosed within it, and in every glass case I could see a plethora of DVDS and video games.

Looking past the living room, I could spot the door to the hall beside the small kitchen and bar, which was covered up with beer bottles and dishes. Typical. Other than that and the walls being decorated with an assortment of sports paraphernalia, John and his brother's apartment was actually cute, neat, and clean.

"So this is it," John said rather awkwardly. "Hope it doesn't scare you away."

John stood nervously in front of his couch, clearly unsure if he should stand or sit. I hid my amusement well and walked slowly to him, pretending to examine the room. I removed my wrist pouch, tossing it on a small coffee table in the middle of the room.

"Trust me," I told him, "I've done far worse than this place."

"Y-yeah? Like where?" He stammered. His confidence from earlier was apparently absent. Maybe his cock wasn't as monstrous as Felicia let on. I shoved him roughly to sit on his couch and answered him.

"Like, a bathroom stall."

I could practically see the hairs on his arms standing.

"Ooh," he said with a smirk. "You really know what you're doing then, huh?"

I then reached under my skirt and pulled my thong panties to my ankles.

"You have no idea," I purred. I stepped out of the panties and climbed atop him on the couch, straddling John again like in the cab. I took the panties and stretched them, draping them around his thick neck like a necklace. I then took his firm jaw delicately in my hand and turned his lips to mine. My slick cherry flavored lips pressed into his. The stubble on John's cheek brushed against my soft skin, and my face flushed with excitement. There was something I loved about the feel of John's unshaven face. It felt rugged and manly, a contrast to my delicate cheeks.

John fell back against the cushions of the couch, bringing me with him. My back arched, which pushed my breasts against his firm chest. John again groped greedily at my plump ass with his big rough hands, his other hand sliding firmly up my slender back. My lips found their way to his waiting mouth, and our tongues began to gently explore each other. John was actually a pretty good kisser, though I could feel his bottom lip tremble with excitement or possibly nervousness.

I withdrew from the kiss with a small pull at his lip with my teeth and sat up in his lap. I leveled the sexiest but most innocent gaze at him, my hand reaching to pull aside the drape of my halter dress to slowly expose my right breast. It hung tight and natural from my smooth pale chest. I took it in one of my slender hands and gently squeezed it while I licked the fingers of my other hand. With my eyes still locked on John's, I brought my wet fingers to my tiny pink nipple and rubbed the delicate tip slowly. I let out a slightly exaggerated moan, watching with joy as John squirmed a bit beneath me.

At last it was too much for him. One of his long arms slipped around my bare back and pulled me to him roughly. My bare tit smashed into his face, his lips sucking immediately at my hardened sensitive nipple. I clutched his head tight to my chest and tossed back my head, basking in the attention John was showing my breast. I let out several little squeals of pleasure and began to roll my hips into his lap, searching for that notoriously long shaft of his through his thin jeans. My bare shaven lips left a small bit of moisture across his pants and made the material slick.

I then felt a stirring from within his jeans. There it was. It pressed firmly against his pants, begging to be freed. I ran my hands down over John's broad back and through his short hair while he bared my second tit and put it into his mouth. I continued to tease at the bulge growing in his jeans with my grinding crotch. I could already feel that it was of notable size, though it didn't feel like the boa constrictor that Felicia had described. I had to know for sure.

I climbed from John's lap to stand and then bent over before him, placing another passionate kiss on his full lips. My hands were already busy unfastening his pants. I withdrew from him with an alluring gaze before kneeling to the floor in front of him. His big hands were already out to his sides to clutch the cushions of the couch in anticipation of what was to come. His breathing was a little labored as he watched me pull his zipper down. I first noticed that he didn't wear underwear of any sort, and with my first look at his crotch I could see he kept this area well groomed and neatly trimmed. I reached inside the flaps of his pants to find my prize. When my hand found John's dick and my fingers closed around it, I almost froze.

I pulled John's semi erect cock from his jeans and my jaw almost dropped in shock. This fucking thing was huge!

John's dick stood before my face, tall and thick. I had thought it would be a plentiful seven or eight inches, but now I could see that it was probably closer to ten. What was even more impressive was the sheer mass of his dick. My fingers at the base barely fit around it, and this thickness was maintained all the way to the tip. The head was enormous, almost appearing to my eyes as big as a doorknob. The large bulging vein through its center was well defined, tracing the entire length of John's huge rod.

To top it all, it was still growing. John's dick throbbed with his escalating excitement. I could literally watch it grow stronger and firmer in my tiny hand, the reddening helmet at its top actually growing rounder and more bulbous. I looked down to see that John's testicles were quite large themselves, hanging warm and loose between his big thighs. Absently, my other hand took a gentle hold of them, feeling their warmth and size in my palm.

I realized that I was staring. I shook myself from my daze, not wanting John to know how amazed I was. I had to get to work. I usually gave an excellent blow job, but I honestly had doubts as to whether or not I could work with this monster of a cock. I knew I had to try. If I didn't, it would be awkward now that I had gotten to my knees.

I gripped the huge meaty rod in my little hand, pointing it toward my lips. I gave John a sexy little look, trying my best to hold eye contact with him like I normally would. My eyes, however, were too greedy and returned to marvel at the pulsing member before them. I began to lick the head of John's dick, watching his pleased and relaxed expression. I could see his arm flex now as he tightened his grip on the sofa cushions. I took the plump head of his dick into my lips, flicking my tongue over the sensitive tip while I worked my small hand up and down his enormous shaft slowly.

Afetr a second of hesitation, I opened my mouth wide, much wider than I was used to, and forced my head down his cock. I had gone not even two or three inches before my mouth felt completely full of John's dick. My wide lips were tight around the engorged circumference of his shaft. My tongue had hardly any room at all to even move along the contours of the underside of this huge dick. The large head pressed hard into the back of my mouth, and I tried my best not to gag, something that I had never had to worry about before.

I suddenly felt embarrassed. Matched with this giant thing, I felt like a virgin trying to suck a guy's cock for the first time in my life. I bobbed my head awkwardly on the first three or four inches of this massive dick, unable to look into John's eyes with any sort of composure. I wiggled my tongue the best I could under the shaft, attempting to stimulate the more sensitive skin underneath. As I did, it only loosened my throat, and again his pulsing head almost triggered a violent gag from me.

My mouth badly needed a rest, so I brought my head up slow, relieved when John's thick dick slid from my lips. He must have been enjoying all of this, though, because I felt his body release tension as he let out a long sigh of pleasure. I kept working, now mopping the length of his meat with my tongue. There was so much of it to cover. I kissed and bit gently at his girth, then dropped down to show his huge balls some attention. I took one of the warm fleshy orbs into my mouth and whirled it around with my tongue. I sucked at the skin of his sack, trying to use every technique I knew to excite him.

I licked my way back to the top of John's throbbing long dick, opened my mouth again, and took him inside. His hand found its way into my hair behind my head, pushing slightly and encouraging me further down his huge erection. He wanted more.

I knew I had to try to deepthroat him. This usually wasn't a problem at all, and by now any other guy would be in my throat nearing climax, with me teasing him and not letting him cum. Though I was nervous that I would gag and be embarrassed by this giant rod, I decided I wanted John in my throat. I relaxed my jaw and my tongue as much as I could and began to sink further down onto his robust shaft.

As John's rock hard cock slid into my throat, it felt like I was trying to swallow a meaty soda can. It didn't go easily. I shook my head slightly from side to side, wiggling more of his shaft into my throat. His hand pushed my head down as well, and I felt somewhat claustrophobic now. Desperate not to disappoint John, or myself for that matter, I pressed further. My nails dug into John's pants and tears began to well up in my eyes. I tried to stay relaxed, breathing steadily through my nose. As my face came close to his pelvis, I felt like I was swallowing a rattlesnake whole. I held his dick in the depths of my throat as long as I possibly could.

When I couldn't take anymore, I retreated as quickly as I could up the long length of John's cock. Doing so felt akin to rising from deep water, wondering when I would finally find the surface. My head came off of the top of John's dick and I gasped for air and leaned away. A thick string of white saliva hung from my bottom lip to the bulbous head of his cock. The enormous erection itself was glossed with a thick coat of spit from my throat. I worked my small hand up and down John's entire dick, trying to catch my breath and relax my mouth while I had a chance. John was now moaning, his breath coming in gasps and his hand running through my hair.

"My god that's fucking hot," I heard John say.

I felt a little better now that I knew that John was enjoying this. The saliva from John's dick drooped from my lips to fall on my bare chest. Trying to act like his own little pornstar, I rubbed the fluid over my breasts. I felt nasty as I did, but it made me feel drunk with lust, having no limit on what I would do with this guy, who was practically a stranger.

Taking a breath, I guided his bulging rod into my mouth again. I was beginning to get the hang of this, easing John's long cock down into my throat again. Now I was able to slide it back and forth inside me. I could feel him pulsing in my throat, his engorged head pressing firmly inside of me.

John's strong hands gripped a wad of my thin blonde hair, and I could feel him fighting against the urge to pull my head up. I ran my free hand up under his shirt to grope at his meaty midsection, and then down again to play with his balls softly. I smiled inwardly as I felt his long legs adjust repeatedly and his hips wiggle and twitch. Things were going as I wanted them now.

Just when I had developed a good rythym, John pulled my head up by my hair. The desperate mannered in which he had jerked me off of him moistened my bare peach a bit, for I loved a bit of rough action. John guided me to the couch, tossing me on my back. My hair fanned out around my head and my breasts bobbled free.

Before I could react, John had his pants off and his huge erection was nodding stiff from his body. As his tall form lumbered over me, I felt that intense ache between my legs, a feral craving that made my lips blossom and flush with blood. I smiled and bit my lip as I marveled at the hardware that hung from John's hip.

Then as John lowered his large form over me, I grew suddenly nervous again. I had never been fucked by a dick his size. My mind raced as John planted a kiss firmly on my lips and my aching legs folded around him instinctively. A silent alarm was sounding in my brain, but my body was butter against his firm touch. My hands ran up his shirt and around his back to clutch his thick shoulders, clawing gently while his tongue found my neck. My toned legs hugged his bare manly thighs eagerly, but a cold fear hit my chest as John's massive manhood brushed my wet snatch.

John reach down between us, and I felt him take hold of his dick. He continued to kiss my neck as he did. I stared anxiously at the ceiling, my breath now a stuttering whisper. One of my hands pressed firmly on his back, and the other clutched his thick hunk of a neck. I felt the huge head of his dick press between my blossomed lips, prepared for entry.

John rose then to hover just above me, our eyes meeting. For a moment I was lost in his gaze as our sexes pressed gently together. I then felt pressure between my legs as his head pressed in, spreading my slit wide as it went. My breath escaped from my chest and my entire body tensed. I could feel about three inches of him slide in and open me, his thick cock working its way to my craving. John slid back a bit, then dove further into me.

By now, an average man would be bottomed out within me, but I couldn't feel John's hips press against me yet. His throbbing erection retreated slowly again before plunging ahead further. My eyes widened and a loud moan escaped my lips. My hand squeezed hard at the back of John's neck. I felt like I was being split open inside. My thighs tried to lock around his, attempting to block him from going deeper. However, as my pussy swallowed more of this enormous cock in its tight grip, my craving somehow grew and my legs relaxed.

I immediately regretted letting him deeper. As John shoved himself all the way inside me at once, a sharp twinge of pain shot up through my stomach from my cunt, leaving me with a tingling numb feeling in my lower belly. John's tongue was then inside my mouth, gently caressing my own as my tight body locked around him. I returned his kiss, enthralled by his every touch.

I felt the length of John's dick withdraw from deep inside of me, my tight pussy closing back in behind it. Immediately, his enormous cock dove back into me, spreading me open again and piercing my insides. I moaned into John's mouth, my ass tightening like a vice and my nails digging into his skin. John then repeatedly but slowly split me and sealed me, until his long dick was slick with my juices.

My body was in a confused uproar, my pussy grieving when his hips pulled back but shuddering in pain as he plunged back in. I again became a timid virgin beneath John's broad body. I couldn't move or grind my hips into his thrusts as I was accustomed to doing. All I could manage to do was lie back an take his monstrous dick inside of me. I absently wondered if Felicia had felt the same way.

John now drilled into me, his stubbled cheek rubbing mine. My hand clutched his neck still, and my thick legs had a death grip on his. I wrestled inwardly with my ecstasy and my pain as John grunted louder and louder. My nipples were now brushing against his shirt, stiff and sensitive from the cold tingle I felt throughout my entire body. My back arched on one particularly hard thrust of John's hips, and his long arm slipped around my back.

Before I knew what was happening, John was pulling me up and whirling on the couch. He dropped into a sitting position, whisking me onto his lap with his huge cock still inside of me. His broad chest was heaving and his brow was slick with sweat. I realized now as his onslaught had stopped that I was also sweating and hot. My hair must have been a mess on my head, and my dress stuck to my skin. My sweaty ass was suspended in the air behind me, my wet snatch seated about halfway down the length of John's cock.

My body was already weak from being fucked so hard. My legs almost trembled as I straddled John on the couch. Half of his dick was inside of me, and it already felt as though I had a full erection penetrating me.

I noticed he was sweating through his cotton shirt, so I reached down and pulled it up and over his head. He was now nude beneath me. His thick chest was covered with thin body hair, topping his pectorals like an eagle spreading its wings. I placed my hands on the firm hidden muscles of his chest, feeling the raw power that dwelled within. John's big hands palmed my plump ass cheeks like basketballs.

I knew it was my turn to ride, but I balked at the idea of sitting all the way down on John's giant throbbing cock. With some measure of care, I brought my perky breasts close to his face, raised my ass, and began to pop my pussy on his dick. I was taking about sixty percent of him into me, and still felt as though I was riding a baseball bat. John mouthed my breasts, moaning with pleasure beneath me. I cupped his head in my arms and kept moving, trying to throw every bit of skill I had onto his cock.