The First Date, By Gark

[Told from Rob’s point of view]


We tumbled across the grass in the dark, rolling around like wild animals, trying to gain the upper hand. Gwen was suddenly atop me, a big grin on her face as she moved her knees onto my shoulders for a pin. She was fumbling for my hands to keep me still, but I managed to use her momentary imbalance to topple her off me. Now I was on top of her, but her legs were locked around my waist. I grimaced as she applied pressure to my midriff. Despite the pain, I reached for her hands, managing to secure her arms above her head for a pin. I had no clue what the rules might be, as the wrestling had erupted so spontaneously. But she had tried to pin me, so I responded in kind.


I started to count her out, “one-thousand-one… one-thousand-two…”


That was all it took. Gwen expertly rolled me to the side and I was soon lying on the grass, once again grimacing between Gwen’s long legs. “C’mon Rob, do you give?” she taunted.


I wasn’t about to let a woman get the better of me… at least not on the first date. “No way… do your worst,” I said with as much bravado as I could muster.


Before I knew it, she had unlocked her legs, raised her topmost leg, and then pummeled my waist hard with it. I gasped loudly as the air emptied from my lungs.


“Sorry, Rob, but you did ask for it,” she chided.


I certainly had… and I’d have to watch my words from now on. But right now, I was concentrating only on getting free of her renewed leg scissors. I twisted my body around, finally managing to stand upon my knees in the grass. Gwen was on her back, her legs still spread-eagled around my waist, my body facing her as I knelt before her, still grimacing in pain from the pressure. My mind couldn’t help but notice the closeness of her crotch to my own, and my imagination was racing. Here we were, wrestling around in the grass, and I was thinking about making love! But right now, the two somehow seemed much the same.


With great difficulty, I put my mind back on the task at hand. I didn’t go for the pin this time, instead concentrating on freeing myself. I twisted to the side so that I could get at her legs. Unfortunately, Gwen now had the scissors back on my tummy and the pressure was nearly unbearable.


“C’mon Rob, you gonna give this time?” she again taunted.


I didn’t reply, instead concentrating on getting loose. I slipped my arms between her legs, attempting to pry them apart. It took some time, but I finally made some headway, unlocking her ankles first, then using my body for added leverage to power my way free. I quickly rolled clear, preparing to regroup for the next attack.


We circled each other warily. “You should give up now Rob, you don’t stand a chance,” she sniggered.


“You only got me in trouble by sneak-attacking,” I countered. “I had no idea you were gonna tackle me, then try to subdue me. But now that I’m ready, you won’t do so well.”


We continued to circle, sizing each other up. “I wouldn’t count on that,” she responded confidently.


But then a car pulled into the parking lot nearby and its lights played upon us. We were caught in the glare, suddenly in plain sight of the approaching car, or anyone else who happened to be around. The darkness of the night had kept our little battle pretty much a secret. But now, with people looking on, we could hardly continue… and I was surprised at being disappointed for it.


Gwen looked pissed, saying to me, “C’mon, let’s take this inside.”


“Sure Gwen,” I replied, hiding my delight. “I’m not done with you yet, either.”


“Whatever you say Rob… whatever you say,” she said, answering my challenge.


We stepped back onto the sidewalk and walked towards the front door of her apartment building as if nothing had happened. To my surprise, Gwen reached out to hold my hand as we strolled toward our renewed confrontation. Our fingers automatically interlocked in a tight handclasp, signifying what was to come. It felt odd… but nice.


As we walked along, I took a moment to recall what had already occurred earlier this evening. I’d seen Gwen around a few times, but this was my first date with her. She was the younger sister of my best friend’s girlfriend. Gwen & I had flirted some in the past, and had a few laughs at parties, so I was comfortable asking her out. But her sister had warned me that Gwen never dated the same guy twice. ‘Nothing ventured, nothing gained. Maybe I’ll be the first one to get two dates… maybe even more!’ had been my less than informed reply.


I had admired Gwen’s body from the get go, amazed that such large kazongas could be located on such a tall, thin female. They almost defied gravity with barely a whit of droop. They shimmied slowly as she walked, so I didn’t think it was padding. Her older sister was similarly endowed, so I figured Gwen’s boobs were the real thing… not silicone or whatever. Her hips were fairly narrow, but her butt cheeks were nicely rounded. I made a wild-ass-guess: 40DD-24-35! I was completely fascinated with her body!


Gwen’s face wasn’t particularly pretty, but her big, friendly smile more than made up for it. Her hair was auburn, short and wavy. She was about 5'10"… the same as me. I was skinny myself, maybe only 5 or 10 pounds heavier than her. But I now knew firsthand that in comparison to me, Gwen was definitely quicker and more wiry.


Gwen had accepted my invitation without hesitation, agreeing to accompany me to a late afternoon swimming pool party and barbeque. The host was one of the guys I played softball with several times a week. Most of those in attendance would be the ballplayers and their significant others. Gwen didn’t seem to mind, although she did make me promise to take her Salsa dancing afterwards. It was an even trade-off, and I enjoyed dancing, so I agreed readily.


But I wasn’t at all prepared for what happened at the party. I didn’t know whether Gwen would swim, or whatever, but I did have high hopes of seeing her in a skimpy bikini. But that sort of thing never happened to me… at least not ever before. I brought a swimsuit anyway, just in case.


I couldn’t have been more wrong... or right? Gwen excused herself shortly after arriving, saying she wanted to swim. I changed quickly, and waited at poolside. I couldn’t believe my eyes when Gwen appeared wearing next to nothing. My mouth dropped, and maybe I even started drooling… I was completely thunderstruck! Gwen strolled past me, my mouth still agape, speechless. She smiled slyly, well aware of her effect upon me and the other guys. And the women just stared daggers at her.


Gwen’s bikini, at least what there was of it, was neon yellow in color. Her boobs bulged ponderously from the top, nearly spilling out completely. The bikini bottom covered her crotch in front, but not one whit of her beautiful ass. My eyes were glued to her form as she dove gracefully into the pool, causing barely a ripple. Gwen was obviously an athletic & well-coordinated female. When she surfaced. I could see Gwen pulling her top back up, and I nearly caught sight of her bare boobs… but no such luck.


I dove in immediately, but not nearly as smoothly as Gwen and swam over nearby. As I approached, Gwen splashed me hard in the face and saying, “Calm down Rover!”


I splashed her back hard in return, and the two of us were soon fighting a major water battle, pretty well foreshadowing the rest of our evening. After a few minutes, I glanced towards the poolside, not surprised to find all of the guys watching very intently, but not daring to join us, with their significant others just a few feet distant.


We stopped after dunking each other several times, finally climbing out of the pool. I threw a towel at Gwen and she caught it easily. She made a big show of drying herself off, bending over at extreme angles to reach every part of her body. Then she plopped down in a lounger nearby to get some sun. I toweled off, too, and then joined her on an adjacent lounger.


After a while, Gwen must have gotten bored, the men having drifted away towards the food and beer. Gwen took advantage to show me some of her tricks. “Hey, watch this,” she chuckled eagerly. “I bet you’ve never seen anyone that can do this!”


I figured I was in for some simple stunt as Gwen lay back on the now fully reclined lounger. But I was absolutely stunned when Gwen lifted one leg straight overhead, grabbed her ankle with her hand, and then steered it to the backside of her neck. I couldn’t believe she could bend her body that way! But then she lifted her other leg, grabbed hold of it at the ankle and placed it behind her neck as well! I was completely flabbergasted, staring at Gwen’s contorted body, both ankles locked behind her neck. I was speechless at the sight!!


My eyes went straight to her barely covered crotch, my mind completely transfixed. The party had grown very quiet, as Gwen had caught the eye of every male there - and the glare of every female, too!


“So, what do you think…” she asked coyly, interrupting my stupor.


“Uuuhhh,” was all I could say.


“You know… have you ever seen anyone do this before?” she asked again, feigning complete innocence.


“Uuuhhh… nnnnoooo… I haven’t. That’s pretty amazing,” was the best I could manage.


One of the guys walked up for a better look, nudging me in the side, snickering quietly, “You lucky sucker… imagine the possibilities…”


I paid him no mind, instead watching Gwen extricate herself from the contortion. But I had been imagining the possibilities, and definitely thinking I might get lucky tonight. Gwen settled back down at this point, no doubt catching the acid glares of the other women present.


The hostess came over with a couple of plates of food, no doubt wanting to keep us busy and hurry us on our way. We ate quickly under the intense stares and glares of everyone there.


“Hey Gwen,” I began. “I think maybe we should split this party before we’re lynched by the other women.”


“Whatever for?” she replied coyly. “I have no idea what you mean.”


But she got up, nevertheless, and sauntered past the men towards the house. I made my apologies as I went by, saying, “We really have to go,” so that we could leave immediately after changing to our street clothes. The host replied, “I understand completely… glad you could come…” and then under his breath, “You lucky son of a gun… I can only imagine…”


I didn’t know what to say, so I just smiled and headed for the bathroom to change. Gwen was waiting outside the door as I came back out, “Ready for some dancing?” she asked.


“You bet,” I told her, my mind still on devious thoughts, oblivious to most everything else.


It was a warm night as we strolled out to the car. Gwen punched me playfully in the arm, saying, “You were staring, weren’t you? You know, when my legs were…”


“Naw, not really. Just admiring your flexibility,” I lied, rather poorly.


“Yeah right,” she smiled slyly, not believing a word. “And for your information, I’m double jointed!” she added forcefully, giving me a sudden, hard butt-check with her hips.


I flew off the sidewalk, but quickly recovered my footing. I gave her a major butt-check in return, and she flew off the sidewalk in the other direction.


She gave me a sly, knowing smile, as if I had passed some sort of test, before returning to the sidewalk. I didn’t know what it meant at the time, but I wish I had. She tried to punch my arm again, but I blocked her attempt.


“This could get interesting,” she chuckled as we reached the car. We drove off without any further incident, and I was perplexed at what I’d gotten myself into. Just what the heck was going through that devious mind of hers???


We went to a local club and ordered a few drinks. Gwen liked wine while I preferred to stick with beer. When we danced, it was really something different. It was more like “tackle Salsa” than anything else. We seemed to careen into each other, instead of making the smooth moves and transitions I was used to. But I found that I really enjoyed Gwen’s style of dance, especially when our bodies smashed into each other often. Her huge breasts careened across my chest often, and I enjoyed the contact immensely. I was hot for this woman - especially the raw physicality of her!!


But finally, we’d had enough ‘tackle Salsa’ and were ready for whatever was next. We decided to head back to her apartment ‘for drinks.’ I was pretty sure I knew what that meant… but who could tell with Gwen?


Anyway, as we arrived back at the apartment complex, Gwen directed me to park the car off to the far side of the parking lot, and as I later realized, a fairly secluded area. As we walked down the sidewalk towards her apartment building, Gwen had started the butt-check routine again, and after giving each other several choice ones, Gwen had suddenly tackled me into the grass, with major wrestling ensuing, etc.


But now we were headed inside the building to her apartment, ‘taking it inside,’ as Gwen had said. We continued to butt-check each other playfully as we went down the first floor hallway toward her apartment, tussling some, too. Gwen finally opened the door and we stepped inside. She set the lock behind us, signifying the finality of what was to come.


Gwen lived alone in a small, one-bedroom apartment. When I’d picked her up earlier, I thought something seemed odd about the place, but I couldn’t quite place it. But as we again stepped into the living room area, eyeing each other warily, I finally figured it out. There were no lamps, television, or other breakables anywhere around! Gwen had planned everything tonight in order to get to this point! She’d wanted to wrestle all along, and had contrived everything! The wrestling in the grass had been the final test… but I didn’t care. All I wanted to do was wrestle Gwen to the floor … and then who knew what?


“I don’t like to wrestle in jeans,” she stated matter-of-factly, undoing the buckle and zipper of her jeans before letting them fall to her ankles. “I don’t like blouses, either,” she continued, pulling the clingy thing off over her head.


Gwen tossed her stuff to the side, facing me wearing only a huge, lacy pink bra and matching mini-thong panties. I was speechless and motionless, just staring at the magnificent body standing menacingly in front of me. I couldn’t believe the size of her boobs! My earlier guess still seemed right - they were at least 40DD! And, somehow I knew, even though her mammoth boobs were well secured within her brassiere, that they were as firm as grapefruits… and just as large!


“Well…” she said, tapping her bare foot impatiently to the carpeted floor, trying to regain my attention.


I finally got the message, unbuckling my belt, dropping my pants to the floor and then kicking them off to the side. I was glad for wearing my mini-briefs, figuring they showed off my manhood pretty well. However, my rod was already rigid and poking out from under the elastic of the waistband a few inches. Gwen smiled slyly at the sight, and I figured that tonight would indeed be my lucky night!


Then I pulled my knit shirt off over my head to match Gwen’s state of undress. I should have known better! Gwen tackled me while the shirt obstructed my view! We went flying across the floor finally colliding with the back of the living room couch. My shirt was fully off now, so at least I could see to fight back, but I was in a bad spot. Gwen had forced my body halfway over the back of the couch. My head was upside down against the seat cushion and my back was leaning against the backrest with my feet dangling upwards, over and behind the couch. Gwen was still behind the couch, off to the side of my legs, so I couldn’t get her in a scissors. She was leaning over, holding my shoulders and arms down, keeping me upside-down & preventing my escape. Gwen grinned mischievously, obviously very pleased with my current state of helplessness.


I wriggled around, finally managing to maneuver my legs onto the couch and gain some semblance of stability from which to work. I wrapped my arm around Gwen’s neck and pulled her to my chest. Her feet were still on the floor behind the couch, but not for long as I hauled her waist over, as well. Gwen’s feet dangled askew behind the couch, as I now had the control.


I was grinning from ear-to-ear, as Gwen struggled to free herself. My legs slid off the couch so that my knees were on the floor. I dragged Gwen further with me. Her head was now driven into the seat of the couch and her legs were still splayed over the back cushion. I released my hold of her neck, swung around to face her & the couch, and clamped my arms around her chest for an upside-down reverse bearhug. My arms locked around her midway between her waist and chest. I had wanted to grab right onto her boobs, but our position just didn’t allow it.


I squeezed hard and was rewarded with a grunt and grimace from Gwen. She was pretty tough, though, not complaining one whit about her predicament. In fact, whenever I caught a glimpse of her face, I could see her grinning gleefully.


I thought she might have to give up, but I hadn’t factored in her very limber and flexible body. Gwen lifted her legs off the back cushion so they were straight overhead in a complete upside down position. Then she slowly arched her back, lowering her body slowly behind me. I don’t know how she did it, but her feet now rested on my behind as I kneeled in front of the couch, still holding her chest in a upside-down reverse bearhug. The pressure on my arms, neck and back were intense, and I couldn’t understand how Gwen could even make her body bend in such a maneuver, let alone endure it!


Suddenly the pressure was too much to bear and I had to let go. Gwen squirted free, landing on her feet. Luckily, the hold had taken something out of her, as she stood still gathering her wits and breath nearby as I rose to my feet.


“That was interesting,” she sputtered breathlessly. “I can’t ever remember being in a position like that one! It was exhilarating!”


I couldn’t believe it. In Gwen’s mind, I had just done a very good thing! She really liked wrestling, especially being in a precarious position! “Yeah, me too… just trying to turn the tables on you,” I offered.


“Yes, that you did… that you did,” she replied as she crouched down a bit, preparing to continue our battle.


I crouched down, too, and we circled, feinted, searching for a weakness. I mused at my happy predicament, tricked into wrestling a half-naked, beautiful female. Sure, I’d been set up. But so what, I figured. I was having a hell of a time. I considered her moves up to this point - the sneaky tactics seemed to be Gwen’s trademark, and I’d have to be wary.


With a quickness I’d been unaware of, Gwen nimbly swept forward, grabbing my left leg and lifting it to her waist. She had total control of my leg, propping it against her pelvis on the right side of her hip and securing it there with her right arm. All I could do is hop on my right foot as Gwen maneuvered me around the room, trying to topple me backwards to the floor. My arms flailed around trying to maintain balance as I realized she was backing me towards the couch. As I went down backwards into the cushions, my right hand inadvertently grabbed hold of her brassiere, connecting to the strap area between her boobs. Up to this point, I’d not realized that it was a ‘front loading’ style, so I was completely unprepared as her bra came unhitched, spilling her two huge orbs out from their confinement. Gwen jumped atop me, straddling me at the waist as I sat upon the couch.


I was astounded! Jeez what a rack!! Jeez what a beautiful rack!!! I was speechless. My tongue must have hung out as I stared, dumbfounded upon her two huge melons. They hung down only slightly, showing surprising firmness for their size. Her pink, erect nipples seemed to stare back at me as I stared at them. Gwen seemed not to mind, pausing a moment to let me recover my senses while she straddled me there.


She didn’t seem too surprised, motioning at the detached bra. “Gawd… this always happens! What’s the point of wearing a bra in a fight if it doesn’t stay on,” she grumbled, wriggling around & securing her position atop me on the couch. Gwen straddled me at the waist in a sort of lap dance and I couldn’t help but paw at her breasts as she tried to subdue me. Gwen seemed content to just sit upon me for the moment, slipping her arms fully out of the brassiere, but not letting go of it just yet.


“Oh… a breast man. Hopefully I’ll be able to accommodate you,” she grinned. Before I knew it, that huge brassiere was wrapped around my neck. I was glad she didn’t use it to cut off my air supply. I assumed that was too much, even for her. Instead, Gwen used the bra as a way to control me, using one hand to yank the bra (and my head) around, and the other hand to keep one of my hands occupied.


Her huge breasts loomed large in front of me as Gwen manhandled my neck back and forth, legs still straddling my waist. In between the gyrations upon my neck & head, my gaze fixated upon her chest. I couldn’t believe the way Gwen’s massive orbs seemed so alluring, yet menacing at the same time. And, I could tell by their natural shape that there had been no augmentation. Her breasts were 100% real, somehow combining firmness with sheer size.


Despite the pain in my neck and head, I couldn’t ever remember having so much fun! Gwen’s huge breasts bobbed slowly back and forth in front of me, smacking me squarely in the face from time to time. But she hadn’t yet tried to smother me, instead relying on the brassiere to maintain control.


As much as I enjoyed it, I decided to change tactics. I gave up on defense (trying to free my neck from the brassiere), and went on the offensive. I reached around Gwen and locked my arms around her back for a bearhug, this time face-to-face. Her huge orbs pressed against my face, but I managed to turn my head to the side so I could still breath as I increased the pressure of the bearhug. Gwen grunted loudly once again, yanking hard upon my neck with the brassiere in retaliation. And so it went, me squeezing the heck out of Gwen’s chest, and Gwen yanking harshly at my neck with her brassiere. Something had to give!


I leaned forward abruptly, and with great effort, stood straight up! Gwen hadn’t expected anything of the kind, but managed to wrap her legs around my waist as I stood. Now we were locked in battle as I stood upright supporting my weight as well as Gwen’s. My arms squeezed upon Gwen’s chest in a bearhug, and Gwen’s legs retaliated by squeezing upon my waist. I couldn’t believe how she had locked her legs around me… so limber and compliant… kind of like her legs and myself becoming combined pieces of one large pretzel.


Gwen still held the brassiere around my neck and used it to some effect, in a way ‘steering’ as we careened around the living room, locked in a solid embrace. Between supporting her weight, the pressure of the scissors around my waist, and the brassiere around my neck, the hold wore on me heavily. I couldn’t keep it up much longer, as Gwen was well aware.


I managed to finesse my way down to the floor on my knees. Her legs came off from around me as Gwen tried to force me to my back. I struggled back against her, trying to bowl her over as well. Gwen had to release hold of the bra in order to push against my shoulders with her arms - Gawd… what a relief!


I was kneeling, while Gwen was standing upright trying to tumble me over. She definitely had the leverage, and I knew I was on the losing end of this one. I decided to go with the fall as Gwen bowled me over. We landed with such momentum that even though she had landed on top, we somersaulted over, wrapped up together with me eventually landing on top.


Gwen looked stunned, but then quickly recovered, grinning wickedly from below me. “Nice move grasshopper. I’ve never been in a maneuver like that one, either.”


I guess I felt proud of myself… Gwen complimenting me and all. “I still have to beat you though…” I replied tactfully.


“Yes, there is that,” she agreed defiantly.


As I held her there beneath me, I had a mighty good view of her two massive orbs, splayed out, and pancaked below me. Her huge, pink nipples were erect, seeming to stare right back at me, not intimidated in the least at their position beneath me. Gwen’s legs came up suddenly, going for the scissors lock once again. I saw it coming and countered by grabbing each of her legs with an arm, preventing them from locking around me. Then I raised myself to a kneeling position and lifted her legs, gradually forcing them over her head, her back still held to the floor. Soon, Gwen was doubled over, lying on her back for the most part, but with her feet well above her head. Her body was incredibly supple, easily contorting into a position that would have had anyone else grimacing in pain. Instead, Gwen was smiling… as if she knew something I didn’t.


I pressed my attack further and soon Gwen’s toes were touching the carpeting above her head. She was squashed flat with her legs bent over severely at the waist, with me lying upon them applying pressure. Then in one deft maneuver, I managed to slip my legs outside of hers. I was now sitting on Gwen’s legs at about the knee position, my feet resting on the floor, her toes still touching the carpeting above her head & her back still held to the floor. As I flexed my knees, the pressure on her body increased, and then decreased. I repeated the gesture & could see a mixture of both pleasure and pain in Gwen’s face, but either way, it was always a smile. Her neck was bent to the side, probably to ease the pressure.


“You wanna give?” I asked, feeling confident of my position.


“Not right yet,” she countered, suddenly whipping her neck around the opposite direction and splaying her legs out even farther, completing a maneuver that landed Gwen on her belly face down on the carpeted floor. Taken completely by surprise, I fell down upon her, landing square between Gwen’s legs. Before I knew it, she had her legs wrapped around my neck in another scissors hold. There seemed to be a pattern here - Gwen liked to use scissors holds!


I had gone from offense back to defense. Gwen rolled over freely with me in tow. I had no choice but to follow her every whim. Gwen was in complete control. I was completely captivated by the sight of her breasts bouncing around as we struggled. All I could do was try to pry her legs apart, but that wasn’t easy.


“Ready to submit?” she asked.


“Uuuuhhhh. No way,” I grunted.


Gwen continued to torture me between her legs for some time, perhaps sensing victory. But finally, I fought my way free and we flew apart, Gwen landing flat on her back. She was slow to move, so I took quick advantage, diving at her from behind. I landed atop Gwen chest-to-chest, facing opposite from her. I marveled at the resounding pressure her breasts exerted against me. Gawd she was firm and huge!


So, despite being chest-to-chest, Gwen’s legs were extended in one direction and mine were extended in the opposite direction. Her shoulders were held to the floor by the weight of my body. As she struggled to get free, I managed to wrap my arms behind her once more for an upside-down, lying down bearhug. I guess with a chest like hers, the bearhug had become my signature hold.


In this position, my face naturally came into contact with her massive breasts. As I squeezed the dickens out of her with my arms, my mouth came upon her left nipple. I couldn’t help but nibble and suck upon it as I squeezed her chest to me. I was enjoying myself immensely, switching from one breast to the other, nibbling away at her nipples, squeezing her chest as hard as I could. I figured she’d have to submit sometime soon, as her grunting and grimacing had reached a near fever pitch.


As I switched breasts with my mouth, Gwen abruptly wrapped her arms around my back in return. I was still on top, but she had timed her maneuver just right so my head was positioned midway in her cleavage. Suddenly my air supply was cut off! So, strangling with a brassiere was apparently off limits, but she had no problem with smothering me with her breasts!


I flailed around trying to get free, but Gwen held fast. My arms came loose from around her, now trying to pry her chest away from my face. Once in a while, I managed to catch a breath, but Gwen was clearly taking over the match. We rolled back and forth for a time as I tried to escape, but soon I was the one on the bottom and Gwen was lying face-to-face above me, our legs plied out in opposite directions, arms wrapped around my torso.


Her massive orbs had me down and there was no escape! I was completely winded. All I could do was give up. I rapped my arm against the floor twice, signaling my defeat.


Gwen lifted her massive breasts briefly, asking, “Wanna submit now?”


“Uuuuhhh. Yeah. I give.”


“Okay,” she replied cheerfully, completely oblivious to the major battle we’d just been through. Gwen’s demeanor was more like that of one friend to another… maybe sharing a beer or something. “You were really good… definitely the best match I’ve ever had!!”


She rolled off of me, allowing me to catch my breath. I lay there a moment, watching her chest heave up and down as she inhaled/exhaled deeply from the exertion, her huge breasts seeming to grow. Finally, I replied, “Yeah, you were the best wrestler I’ve ever been against!”


“So, have you wrestled much?” she asked.


“Not really. And definitely not like this… But there have been a few women over the years… mostly just horsing around, though. How about you?” I asked, already knowing the answer.


“Well… I’m sure you’ve realized by now that I planned this all along. I’m kind of a wrestling freak… but only with guys… looking for that ultimate opponent…”

 

Gawd, could she mean me?? Naw, it couldn’t be… but still… “And?” I asked.


“The jury’s still out,” she answered. “But maybe…” she added after a few seconds.


“You know, I almost had you a number of times, Gwen. C’mon… fess up. I almost beat you a few times, didn’t I?” I asked her somewhat defensively.


“Yeah, you did, Rob. No guy has ever come that close to beating me. And, I’ve never before done what I’m about to do now…” She stared at me, with a look somewhere between a shit eating grin and lust, before continuing, “Wanna try for two out of three?”


Jeez… Gwen wanted to go at it some more. I was already pooped… but she had to be, too. And, I told myself, I had more endurance and could outlast her in a prolonged match, or at least I thought I could. I desperately wanted this woman… more accurately… I desperately wanted to wrestle this woman! “All right. You’re on!!!”


“Yes!!!” she yelped. “Right on!!!”


I considered my circumstances. I definitely wanted to go on with the match. But how was I going to hold out against those two huge orbs. I assumed Gwen would be able to smother me anytime she wanted, seemingly at will. But the answer was forthcoming as Gwen continued, “But it’ll cost you…”


“Whadya mean?” I asked.


“Your underpants. You have to ante up those cute little underpants… you know, the ones that barely contain your enormous pole.”


So, Gwen had a weakness, too. Mine was large breasts, while hers was large, rigid male ‘poles’. “Fine with me,” I replied, shinnying out of my undies as we lay there on the floor, careful to keep one eye on her in case of another sneak attack. Gwen watched my every move, her eyes glued to my rigid rod, the thought of any attack apparently forgotten. And then her hand was upon me, stroking at the tip of my penis.


“Oops!” she replied. “Couldn’t help myself. Just had to cop a grope. After all, you’ve been groping my boobs plenty.”


“Yeah… Go ahead,” I sighed heavily. “I don’t mind at all…”


“Yeah, I bet you don’t!” she laughed. But to my immense disappointment, she didn’t keep at it very long before getting to her feet. “C’mon,” she said. “Time for round two.”


I’d have preferred to stay there lying on the floor and have her stroke my rod a while longer. But Gwen was in fight mode once more, and wouldn’t be denied. I got up, facing her as well. I felt a little odd, standing there naked, circling… feinting my movements… my rigid rod swaying back and forth like a cattail in the breeze. Gwen seemed captivated by the movement of my naked manhood, her gaze fixated upon it.


Gwen was nearly naked herself, wearing only pink, mini-thong panties. I had been so captivated by her mammoth breasts, that I’d taken no real notice of her very fine ass. As we tossed each other around before getting down to more serious wrestling, I got a much better look. The mini-thong was triangular in front, covering her pubic thatch fully. But in the rear, her ass hung out totally. Now, I’m not normally into asses, but Gwen’s was something special. It was so round… curving smoothly outward from her waist, melding uniformly with the top of her supple thighs. Her cheeks were nicely shaped… not too large, but not too flat, either. Maybe Gwen could convert me to an ass man. Who could tell?

 

But then there were her legs… long and supple… yet strong as a vise. I could get lost between them for infinity… I dreamt. But then I snapped back to reality as Gwen’s mammoth orbs smacked against my face and my head snapped around from the impact. I’d better shape up right here or it’d all be over.


I took the blow from her naked breasts in turn and spun fully around, bending slightly at the waist as I went, then lurched at her, somehow catching Gwen off guard. I wrapped my arms around her waist and tackled her just like a linebacker taking down a running back. Gwen flew backwards and onto the floor with me lying atop her, body to body. I worked quickly to secure my advantage, grabbing her hands in mine, holding them to the floor, but struggling to keep them in place. Gwen wasn’t that strong, but she was very quick, agile & limber, and much more experienced at wrestling. From a strength point of view, I had no problem holding her down. But from a skill point of view, how long could I keep her there?


Our arms were splayed out to each side, 90 degrees opposed to the alignment of our besieged forms. My chest was pressed against her huge breasts, firm, but pancaked nevertheless against me. I could feel her hard nipples pressing against mine. My face was in her face, and our breath was hot upon the other. Even though Gwen was grimacing with effort, I could see a satisfied grin upon her face, which I was grateful for.


Even though I didn’t know what might constitute a pin, I began to count her out. “One-thousand-one… one-thousand-two…” But that was all the farther I got for the time being, as Gwen twisted and raised a shoulder up from the floor. I could see that a pin would be impossible at this point, but maybe I could weaken her resolve by keeping her here a bit longer. Besides, it felt much too good to release her, at least not without a major effort on her part.


My legs were outside of hers, so at least she couldn’t get her legs around me in a scissors. But she twisted & turned those long legs back & forth so much and so hard that we rolled completely over. Now Gwen was on top of me and her hands were holding mine down at 90 degrees off to each side. It was a complete reversal, as Gwen now held me down, body to body, her breath hot upon my face as mine was upon hers. She had a big shit-eating grin on her face, and then said, “Gotcha that time, didn’t I?” Before I could reply, she started to count, “One-thousand-one… one-thousand-two…”


But there was one thing different about the reversal - my legs were still outside of her legs! I arched my back upwards momentarily lifting both of us from the floor, and then reversed tactics, lowering my back quickly & raising my legs to wrap around Gwen’s waist. I finally had Gwen in a scissors lock (instead of the other way around), and I wasted no time in applying a goodly amount of pressure. Gwen gasped loudly from her position above me. Her hands still held mine down, but I was in no danger of being pinned. The surprised look of pain/pleasure on her face was worth everything I’d been through to this point. I knew I finally had Gwen in trouble. I easily rolled her to the side, all the while maintaining the pressure upon her waist. Her huge breasts flopped around wildly as she desperately attempted to free herself from my leg scissors. My arms managed to get a hold of both of hers and the twisting & thrashing ended. Now there was just Gwen, gritting her teeth, grimacing in pain, resisting the intense pressure I put upon her waist as hard as I could.


We lay there on our sides, her huge breasts lolling towards the floor. Our eyes met, two fighters locked in combat, the veteran realizing she may have met her match. My eyes drifted to her breasts, while hers focused upon my rigid pole. Finally, a grin replaced the pained expression upon her face & I knew something was up!


Gwen wasn’t giving up just yet. She pulled her body close to mine until our chests came into forceful contact, no doubt remembering I was a breast-man. Then she started thrashing her chest against mine, dragging those hard, enlarged nipples across my chest. We rolled back over so that my back was again to the floor with Gwen on top, her waist still captured between my legs. The next move was a complete surprise! Gwen tucked her body into mine, her face precipitously close to my manhood, before shoving off the floor with her legs in a full somersault!


I was propelled along with her, rolling as one large entity, finally crashing to the floor and falling apart. We staggered to our feet, dazed & confused, but still knowing enough to try to get the other down as we both regained our senses. But in our current condition, all we managed to do was grab each other any old which-a-way with little sense or finesse to our moves, somehow still on our feet. We were twisted around each other like a giant pretzel… playing some sort of demented twister-type game. Whatever it was we were doing to each other, I was enjoying it immensely! For the first time, Gwen’s female scent wafted through the air to my nostrils, and I was glad she was “feeling it,” too.


Eventually, Gwen made one of her signature contortionist-type moves and we flew apart. I landed in a sitting position on the edge of couch, my legs spread wide to stabilize my landing. Gwen landed on her ass on the floor just inches in front of me. As she spun around to face me on her knees, I saw my big chance and wrapped my legs around her neck, pulling her face into my crotch as I put her in a head scissors. I heard Gwen squeal in surprise as her face came full into contact with my manhood. Gwen thrashed around, even trying to stand up, but a quick squeeze to her neck stopped that idea, and she sank back to her knees on the floor in front of the couch where I was still sitting.


Gwen’s eyes bulged large as I pulled her face into my crotch. The grin seemed to be gone for the moment, and I realized Gwen was contemplating her defeat! She thrust herself at me, trying to break free by pushing forwards against me. But I held fast as our bodies sunk deeper into the couch. Gwen was now on her knees at one end of the couch. I was laying flat on my back towards the other end of the couch. My legs were still scissored hard around her neck and her face was still pressed hard against my manhood. Her face was turning red from the strain and I could see her resolve finally weaken as her body sank back down, a defeated look upon her.


Without any prompting, Gwen gasped raspily, “I submit.”


I released her immediately, not wishing to inflict further punishment, assuming she would roll away to recover. Instead, she flung herself atop me, her arms clutching my body eagerly, her lips upon mine in a fierce kiss. Gawd was she turned on!


“That was my first time!!” she said excitedly.


In my confusion, I had little idea what she meant, mumbling between ferocious kisses, “First time for what?”


“That was my first loss, you goof!” she squealed, the large grin again returning to her face.


I again noticed her female scent, heavy and pungent. “Uuuhhh… glad to oblige,” was all I could muster.


“Well, I should tell you that was the first time I offered anyone to go two out of three… and then you go and beat me!! Incredible!! I love it!!


I was dumbfounded. Just what was it she wanted? Was it a guy who was her equal… or a guy who could beat her? I had no idea and I wasn’t about to ask her for advice. I’d just do my best and see how things went. Gwen finally stopped her frenetic, passionate speech and got up off the couch, pulling me with her.


“I believe you owe me something,” I told her motioning towards her tiny thong panties. With hardly a thought, Gwen slipped her panties from her waist and let them fall to the floor, momentarily distracted as she began to kick them to the side. It was payback time and I flung myself at her, knocking Gwen hard into a high-backed plush chair. We hit hard enough that the chair toppled over backwards along with Gwen and myself. I was on top of her, both of us lying on the toppled chair, struggling for control. Her legs were high in the air resting against the chair cushion. Before I knew it, Gwen somersaulted the both of us forward away from the chair, now landing right on top of me… with her knees upon my shoulders no less!


Gwen grinned at me from above, as I marveled at my predicament, still uncertain how I’d gotten this way! Her pussy was precipitously close to my face and I knew it was payback time. She slid forward, pressing her ‘womanhood’ upon my face. I was so dazed and confused that I wasn’t sure whether this was a good thing or a bad thing. It was some of each, I came to realize in the ensuing minutes. At first I was smothered, and then I wasn’t, as Gwen expertly controlled me, pressing her pussy upon my face, and then releasing for a moment. After a few times, I managed to slip my arms loose and get my hands upon her ass, pushing her forward. But Gwen grabbed a hold of my hands as she fell forward, pulling my face once again into her crotch as we fell to the side. I was now the one in a head scissors… my face pressed hard against her womanhood.


“Two can play at this game” was all she said. My view was limited to a close-up of her pussy, but I somehow knew there was a shit-eating grin on her face. Her pungent female scent was almost overwhelming, and her moistness wetted my chin as I struggled to free myself. Finally, I felt her thighs slip ever so slightly, and then some more, and then finally my head was free!


I jumped on her prone body quickly before she could react, the nature of the hold she’d had on me know doubt slowing her down. I straddled her at the waist and then moved my torso further up her chest until my manhood rested in the cleavage between those two huge breasts. I held her arms down over her head and ‘threatened’ her face with my manhood. But this time, I realized, the big shit-eating grin was on my face!


As I settled back down upon her breasts, I realized how good they felt on my manhood as I slid back and forth upon those huge orbs several times. I groaned momentarily in pleasure, and that was all it took as I suddenly found Gwen’s legs hooked about my torso in a seeming impossible scissoring maneuver! But her leverage wasn’t complete and I was still atop her. As I quickly ascertained, this was a big mistake on her part. I grabbed her legs and forced them back over her head, this time taking care not to let her twist away as she had the time before. We were in some sore of perverted position, our bodies tangled together impossibly, but at least I was on top and Gwen was on bottom… sort of… I wasn’t quite sure, as her body seemed to be entwined all about mine.


Somehow, we suddenly came free of the maneuver and Gwen rolled me onto my side, her body slipping between my legs. Then she went to work on my male pole with her breasts as her arms held mine at bay. I gasped as her nipples raked hard against my rigid rod… talk about pain and pleasure!!!


I knew I had no chance this way and quickly threw myself off of her to the side. But Gwen was quick to follow, giving me no respite. I barely got to my knees when she barreled into me and we went tumbling across the floor. Soon we were rolling around the floor locked in each other’s embrace, legs entwined, ‘massaging’ the other’s crotch area as we went. One of my hand’s was clutched against one of hers, trying to leverage Gwen onto her back, while she was attempting the same of me. My other arm was wrapped around her back, holding her tight, determined not to let her free of our mutual clinch. Her arm held me fast in the exact same way. Our faces were only inches apart and our eyes met as we struggled in this erotic embrace. Her breasts heaved against my chest, and I don’t know which of us was more excited by it, as I saw the desire grow in her eyes.


We were in a hold that neither could escape, nor wanted to. Gwen’s lips found mine for a moment, parting as she whispered, “Let’s break clean and finish this thing.”


“Uh huh,” I managed, not really wanting to break the hold. We soon parted, rising to our feet once again. We were both dopey from exhaustion and the overwhelming sexual energies being expended, managing only to stagger forward against each other in a standing clinch. Our bodies bumped and banged together as we struggled for position. Her breasts thumped against my chest, and my pole thumped against her crotch area. As erotic as this was, our only concern was in subduing the other.


Finally, Gwen’s ankle managed to slip behind my leg and I fell towards the floor. But I grabbed Gwen and dragged her down too, landing her on her back, legs spread wide. I dove at her, hoping to regain the upper hand. But to my chagrin, her legs sprung closed upon my neck and my face was again pressed hard against her pussy, and I was too weak to spread her legs back open and escape.


“Gotcha,” was all she said. I knew the match was as good as over, but I struggled on nevertheless. My face was against her pussy as she applied pressure with her thighs. I got my feet under me, managing to kneel in a crouched position with Gwen’s legs straight up in the air. Unfortunately, Gwen’s thighs held fast and I was little the better for it. Maybe I was even worse off as her hands found mine and held me fast from escape, pulling my face more firmly against her pussy. And then, she pulled my body even farther over as her legs contorted impossibly over her head, twisting ferociously.


I flew over her, forced around Gwen’s wildly twisting body, landing flat on my back. Somehow Gwen’s thighs were still locked around my neck as she lay upon me holding me down in a 69-type position. The weight of her torso held my shoulders down, as she lay full upon me. I saw her pussy closing rapidly upon my face, and I knew I was done for. Her waist held my shoulders down and I was too spent to try to mount an escape. I had no choice in the matter. My hands wrapped around her thighs, guiding her hot, wet pussy to my tongue.


“Do you give,” she asked simply.


“Yes Gwen, you win,” I replied with no misgivings. And with that, I went to work on her with my tongue, my only goal being her complete & total pleasure.


To my pleasant surprise, I soon felt her warm tongue on the tip of my male rod. I had lost the match, but it sure didn’t feel that way. It didn’t take long to finish her off, and to her credit, Gwen managed to keep stroking the tip of my rod with her thumb even as she convulsed and screamed in wild orgasm. And then it was my turn to scream and convulse uncontrollably in orgasm. We collapsed in each other’s arms, completely exhausted and totally spent. I don’t know how long we lay like that. It seemed like hours, but it was probably something much less.


Finally we began to speak softly, cuddling, soothing and caressing each other’s beleaguered bodies as we talked about our match. “I’ve never had such an exhilarating match! You did really well,” she chattered excitedly. “You almost won! Most guys don’t make it past wrestling in the grass… I’ve never had a guy make it to the second round … or lost my panties for that matter… or had sex afterwards, either. I mean… you actually won a round… heck, you almost won the match!”


I had no ego problem, losing to her like this. Sure, I’d rather have won, but who can complain about the wildest, craziest, most excitingly erotic event of my life! But my main concern was whether we could do this again some time. Would she want a second date? I kind of thought so, but who could tell, especially after what her sister had told me. I didn’t know what to say, so I fudged. “You weren’t so bad yourself,” I told her with my own shit-eating grin.


“I can see you’re going to need more convincing,” she teased.


My ego shot sky-high, let alone (somehow) my very spent male rod. “Anytime… anytime.”


“How about right now then,” she said, obviously teasing.


“I had something else in mind, if you’re interested,” I replied, suddenly feeling renewed.


“Oh, yeah… I noticed a certain organ rising once again, even after what seemed like total destruction. But I won this match, and it’s my prerogative to ‘have it my way’. You just stay put, flat on your back.”


I felt compelled to oblige as Gwen straddled my body, coupling easily atop my rigid male rod. This time it would be lovemaking… not fighting… and I relished the thought! Gwen moved easily upon me, finally laying her body close to mine so we could talk softly during the early stages. We kissed, fondled, and groped, Gwen finally moving to the topic foremost on her mind, all the while humping slowly, not wanting to rush things in the least.


“So, did you like it tonight?” she asked, no doubt feeling quite stupid. But how else could she get the information out of me that she seemed to want so desperately.


I was kind in my response, knowing she’d taken the first step… exposing her vulnerabilities. “Um hmm… more than anything I’ve ever experienced,” I told her.


We kissed long and hard before continuing, our combined rhythm building slowly.


“Maybe you’d like to try for 2 out of 3 matches then…” she asked, nearly trembling with anticipation.


I had to break the tension. I knew Gwen needed to do this again… wrestle hard, one on one… maybe finding a soul mate in the process, but I needed to lighten things up. “Sure, but not tonight. I’m kinda spent,” I told her, grinning.


Gwen laughed softly. “Yeah… I deserved that… but I had to know. Clearly, I meant some other time… like maybe next Saturday… We could spend the day at it…”


“You’re on,” I told her. “And watch out… I aim to win!”


And with that, Gwen’s lips were upon mine constantly, and our rhythm increased more rapidly, eventually reaching a full crescendo. Even as we convulsed together wrapped in each other’s arms, my mind was wandering… thinking about our next encounter… planning a strategy I hoped would help me defeat her. And, I didn’t doubt for a moment that her mind was plotting the same thing as well.


The End… for now