There is one thing you need to understand before I tell you any more: I am not a violent person. I don’t quest to dominate other people. I don’t take pleasure from hurting others. I have never been in a fight in my life. In fact, the closest I ever came to being in a fight came as the result of trying to stop a classmate from picking on a younger kid when I was in the sixth grade. If you can appreciate that, I have story to tell you.
It happened very late at night the Saturday before classes began for my junior year at college. I had been out drinking with friends earlier and was sound asleep in my bed, minding my own business, when the craziness began.
I awoke to find myself in the middle of an earthquake (an uncommon occurrence in that part of the Midwest). I opened my eyes to see my roommate, Bill, standing over me shaking me violently.
“Whathefuck?!” I blurted out.
“It’s for you,” he snapped as he tossed the cordless phone into my chest, and then stomped out of my bedroom. Bleary eyed I propped myself up on my elbow and looked at my alarm clock. It read 1:45.
“Hello?” I mumbled.
The low, trying-hard-to-be-sultry voice was unmistakable. Karen. I shook my head in a futile attempt to clear the cobwebs.
“Hello,” I said in the best standoffish tone I could muster given that I was still half asleep.
“Do you want to come over?” she said.
“What?!” I exclaimed and pushed the button to hang up the phone before she had a chance to respond. I dropped it on the floor next to my bed and immediately went back to sleep.
Some time later I was shaken awake for a second time by Bill, who was looking royally pissed now.
“Answer the fucking phone!” he barked
The receiver was sitting on the floor where I dropped it, ringing. I am an extremely heavy sleeper; I never heard the phone ring the first time and I hadn’t heard it this time either, until now. It seemed like an hour or more had passed since we first went through this routine, but my clock defiantly stated it was now 1:57.
“And make sure she doesn’t call back again!” Bill said as he slammed my bedroom door.
I stared at the door for a second. Then I answered the phone.
“Why don’t you just come over?” she said, skipping any salutations.
I tend to be pretty incoherent when I first wake up under the best of circumstances. In fact, Bill once called me “the most useless person in the world for the first fifteen minutes of the morning.” So I was working with a handicap here.
“And why would I want to do that?” I said.
“Because I’ll make it worth your while.”
“Yeah,” she replied, trying hard, and mostly succeeding, at sounding throaty and seductive. “I’m touching myself right now, getting ready for that big cock of yours.”
An image of her crept into my mind: she was sprawled out naked on her bed, her eyes were closed, her blonde hair fell down around her one hand as it held the phone to her ear, her other arm reached down past her plump breasts, across her taught midriff, down to where her fingers were massaging her nether regions. I felt my cock swelling and right then I knew I would be going over to her place. I was furious with her, and not inclined to go running into the night in answer to her booty call just on principle, but I also hadn’t been laid in six weeks and Karen had a pussy that could launch a thousand ships.
“I want you to bend me over and pound me until I can’t see straight.”
I didn’t say anything. I didn’t want to give in, but I knew I would. The little man had his needs and he would insist.
“I’ve been missing you Baby,” she said.
“Not enough for you to bother to call me.”
“I’m sorry Baby. I’ll make it up to you. How about I give you head first? You love it when I swallow your cum.”
“I’ll be there in fifteen minutes,” I said.
“I’ll be waiting.”
I had met Karen at a party the previous spring. I spotted her from across the room and she immediately commanded my attention. She had these huge eyes, almost unnaturally huge, like a Disney character. She had a heart shaped face, a beautiful smile and, of course, that blonde hair. Her nose was just a little too—something. Big? Round? I’m not sure, but it served to keep her from being too pretty. If it had been just a little less whatever, she would have been stunning, and I probably wouldn’t have had the nerve to talk to her.
She was sitting at a table playing a drinking game with a group. I watched for a little while until the girl sitting across from her got up to go to the bathroom. I swooped into the opening and never looked back. I flirted with her across the table and before I knew it we had quit the game and she was leading me out onto the balcony. It was then that I first got a glimpse of her body.
Bill used to make up haikus about girls he saw. The one he did for Karen went like this: The girl is so thick, her eyes can be distracting, but don’t miss her ass. She was of average height and as Bill’s poetry implied she had nice full boobs (C-cup, I peeked at her bra one time) and sweet, round booty. We stood outside talking for a while. Then we were making out. Then we were back at her apartment and I was entering her in the missionary position.
That’s how it went for us. We hit the ground running and just kept on like that. I don’t know that we were really anywhere near being in love, but I do know we were hot for each other.
Karen told me I was only the second guy she’d ever slept with (her long time high school boyfriend being the other), and she never gave me any reason to doubt that despite the fact that she was the horniest girl I’ve ever known. She winced in pain the first time I entered her, but later she insisted she get on top and ride me because I wasn’t giving it to her hard enough. I quickly learned to do better. Karen’s best friend, Lisa, confirmed independently that I was only Karen’s second. “Karen don’t fuck,” she said when she was explaining to me how shocked she was that Karen had slept with me that first night. The thing was, with me at least, Karen did fuck; she fucked a lot.
“I don’t know what you do to me,” she said to me one time after we had just done it for the second time and she wanted it again before my breathing had returned to normal.
Not only did she fuck, but she sucked dick like a porn star. She gave me blowjobs I still fantasize about to this day. We used to have sex every single day except for when she had her period, and when she was on the rag she would suck me off every night. For a while there, I thought I had found the perfect woman.
Looking back now I realize that we didn’t have a lot in common, but we were both busy with school and when we were together we spent so much time having sex it wasn’t an issue for us. We saw each other exclusively for the rest of that semester and planned to keep it that way over the summer even though I would be staying on campus and she would be going home, 150 miles away. That arrangement went fine—for a while. I went up to visit her a couple times and she came down to stay with me over two weekends in that first month.
I was working full time that summer, but without anything else going on I had a lot of free time on my hands so I decided to train for my first triathlon. As part of this I logged a lot of hours at the university’s pool. I worked at night, so I would sleep in until ten or eleven o’clock and then head over to the pool. Since I was there at roughly the same time most every day, that meant I would see mostly the same staff there every day as well. One staff person of particular note was a lifeguard named Marie.
Marie was in her lifeguard chair every single day of the summer as far as I could tell, and some days when I didn’t feel like working out it was only was the thought of seeing her that got me there. She was tall and lean with curly, light brown hair that had streaks of blonde in it. She always wore a hot pink one-piece swimsuit and big Wayfarer sunglasses. Her figure would have been perfect except her breasts were disproportionately large. (I know; some flaw.) She used to smile at me from her perch, and I went over and made idle chit chat with her a couple times, but that was all.
Then one night Bill and I were out having a few beers at our favorite bar and Marie walked in with some friends of hers. She recognized me, and invited us to join them. Well, suffice to say it became clear that Marie was interested in me, but being the standup (read naïve) guy I was I told her I was flattered but I was already involved with someone. Bill wanted to kill me, both on the principle that I was not pursuing Marie in faithfulness to my relationship with Karen, which he felt was of questionable worth, and because he had his eye on one of Marie’s friends who, according to him, shut him down right after I did so to Marie.
Bill didn’t let me forget that for a while, but life went on and I continued to follow my routine though I noticed that Marie seemed to smile at me less after our encounter at the bar. That was the situation late in the summer when one Friday, I decided to surprise Karen and drive up to visit her. She’d missed her last trip to campus (her dad said the car needed new tires) and as a result I hadn’t seen her in three weeks. As the two and a half hours in the car passed I proceeded to grow hornier and hornier at the thought of taking her somewhere secluded and laying into that tight pussy of hers.
I drove down her street, but there were no parking spots available near her house so and cruised past. As I went by I saw Karen sitting on the front porch swing with someone. I didn’t get a good look, so I didn’t think too much of it as I circled her block. On my return trip I settled on a spot three doors down and across the street from Karen’s. From there I could see onto her porch and I couldn’t believe my eyes: the person with her on the swing was her old boyfriend, Brad. I recognized him from a framed picture Karen kept on her dresser—it was of her and a whole group of her friends the day after their senior prom, and amongst the merry bunch was Mr. Brad.
I didn’t know what to do so I just sat there watching them. For a while they looked innocent enough, but then they started kissing. I was flabbergasted. My hands gripped the steering wheel so hard my knuckles were white and they were throbbing by the time I let go. Then Brad’s hand crept up to Karen’s tits and hers found its way onto Brad’s crotch.
I saw red. A moment later they went inside the house and Brad grabbed Karen’s ass as they crossed the threshold. I yelled and punched the roof of my car repeatedly. I don’t know how long I sat there fuming, but eventually I started my car, threw it in gear and got the hell out of there.
I walked out of my apartment, not believing I what I was doing. Five minutes earlier I was in bed asleep, and now I was walking out into the night at the beckoning of the girl whom I had caught cheating on me over the summer. I pulled my shirt on as I went, with a rock hard dick straining against my shorts. I could feel a spot of pre-cum on my underwear already. The little man needed his fix.
I needed condoms so I headed over to the all night pharmacy on the way to Karen’s. When I arrived at the proper aisle I found it pretty well picked clean. It seemed I was not the only one getting some (or hoping to) this weekend. They didn’t have any lubricated condoms left which is what I always use (I’d had a bad experience with the non-lubed kind once in high school and never wanted to relive it) so I grabbed a box of the non-lubed kind and a tube of KY jelly. Then I was off to Karen’s.
I knocked softly on the door, and it opened immediately. There she stood wearing a sheer black babydoll negligee with matching panties. There was a small bow between the bra cups and a slit in the fabric below it so a thin strip of skin was exposed from the bow to where it ended just below her crotch. She was very tan (for her) and even in my irate state of mind I had to admit she looked awesome. Her hair was bleached very light from untold hours spent in the sun and her body looked firmer and thinner than when last I saw her (Note: that might have been due to the lingerie and/or the fact that I was registering a “10” on the horny meter at the time).
“Come on in,” she said.
I walked in toting my little parcel, not knowing what I was going to do. I was livid with her, but I was definitely going to fuck her before I got into any of that. At the very least some angry sex was in order.
I looked around as the door closed behind me. The apartment was silent. The living room to my left and the dining room and kitchen to my right were strewn with empty bottles and other evidence of some earlier function, but there was no sign of her roommates or anyone else. The air still held hints of incense that had long since burned.
My cock was hard already and Karen reached out and felt it.
“Ooh,” she said.
Without another word she dropped to her knees and unbuttoned my shorts. She pulled them down forcefully along with my briefs and took my swollen member in her mouth. Karen understood that when it came to blowjobs less was definitely more. Sure, if it’s just for foreplay by all means, switch it up, do a little kissing, lick it like a lollipop, whatever. But if you want to get a guy to where he wants to go, it’s much better to put your head down (pun intended) and get after it. She worked my rod in and out of her mouth, quickly but not rushed, while stroking my shaft with one hand in tandem. I held her hair back and watched her work: it was beautiful. As I mentioned before, it had been a long time since I last saw any action and it didn’t take long for my orgasm to build.
“I’m going to come,” I said.
This was a courtesy I always extended to any woman kind enough to take me to this point. I felt my semen flowing up the underside of my cock and I couldn’t even entertain the idea of holding it back. I moaned loudly as I burst forth; again and again my perinial muscles contracted, pumping my overfull load into her waiting mouth. She sucked my cock greedily taking it deeper and deeper as I came. When I was finished she wrapped her lips tightly around my shaft and pulled her head back slowly, extracting every drop of cum from my dick. She licked her lips as she looked up at me and smiled.
“Good?” she said.
“Yeah,” I replied between heavy breaths.
She stood up, rubbing her tits against me as she did.
“Good,” she said taking my balls in her hand. “C’mon.”
She ran her hand along the bottom of my balls and cock as she turned and led me back to her bedroom. From this vantage point I saw her panties were actually a g-string, and her meaty ass cheeks rocked back and forth with each step she took. I hastily pulled up my shorts and followed her.
“That was quite a load you had for me just then,” she said as I entered her bedroom.
“Yeah, well it’s been a while, hasn’t it?”
“I’m sorry about that Baby,” she said while offering no explanation. “But I’m going to make you forget all about that tonight.”
The room was sparsely finished. There was a desk, a dresser and a double bed. Karen was a little obsessive compulsive and it seemed everything was in the exact same place it had been the last time I had been here. She led me to her desk chair, and then pulled my shorts down again, removing them this time along with my underwear. She took my semi-hard cock in her mouth and slurped it in all the way to the hilt before withdrawing slowly, flicking her tongue back and forth on the underside as she did. I breathed in a sharp, trembly breath. She smiled and then she sat me down in the chair. It was a sturdy, metal-framed chair with a backrest but no armrests. We’d had sex in it many times before. She stepped back from me as I kicked off my shoes and pulled off my shirt.
"Oooh," she gasped upon seeing my fully naked body. "Damn! You've really been working out."
She lifted the front of her babydoll with one hand and began rubbing herself with the other; over her stomach, down one thigh, and then up the other before finally slipping beneath her silk panties. She closed her eyes and let out a little moan as her fingers curled in. She looked so much like the image I got in my head when we were on the phone I felt like I was having déjà vu. She began to slowly sway her hips side to side as she masturbated. I watched her intently and soon my cock was at full attention. When Karen noticed this she slipped her panties off and tossed them aside.
As I said she was quite tan and through the sheer curtain of her lingerie the area where she remained her natural ivory color beneath her bikini bottom was clearly visible, and at its center her pubic hair was waxed down to a Brazilian. My eyes were riveted to the thin strip of hair where previously there had been a fairly dense mound.
“Do you like my wax job?” she said.
“Yes,” I replied trying to sound calm.
She ran two fingers down the landing strip to her pussy. She parted her labia with them and pushed a third into her box, watching me watching her as she did so. She swayed her way over and straddled my thighs. I caught a whiff of her perfume and I was under her spell.
“I’ve been thinking about this moment a lot,” she said as she lowered herself onto me.
She closed her eyes, threw her head back and exhaled spasmodically as her heat enveloped my cock. She let herself down until she was sitting in my lap. Damn her pussy was tight! She began to rock back and forth, squeezing my cock with each oscillation. I pulled down on her negligee in an effort to free her tits and it tore in two in my hands as the Velcro closure that held it together gave way. I cupped her tits in my hands and squeezed them. They were wonderfully firm and I took one in my mouth, sucking the small, rigid nipple first, then drawing in the areola, and then as much of her boob as I could get in my mouth, licking all the while. Then I slowly expelled her fleshy mound until just her nipple remained in the clutches of my teeth. I repeated this action over and over again as she rode me. Karen put her hands on top of my head and bounced up and down on my cock rapidly.
Suddenly she threw her arms around my head and pulled it firmly to her chest. She let out something between a moan and a squeal and her hips shuddered in my lap as she came. She released my head from her death grip and looked down at me through wide eyes that were burning.
“I want you on top,” she said.
On my way to her apartment I had run through several scenarios of how I wanted this encounter to go, and I am ashamed to say that to this point it couldn’t have gone any further from the way I had wanted it to. She had called me, I had come running and now she was undeniably in charge. She had sucked me off, but that was just her way of disarming my anger and seizing the upper hand. Now she was calling the shots and I couldn’t help myself. I wanted her badly and she was giving herself to me. True, she was using me as her sex toy, but that didn’t mean I wasn’t enjoying it. The rest of the night probably would have continued on in this manner if not for what happened next.
She dismounted me and made her way to her bed, where she got on her hands and knees, sticking her ass up in invitation. As I stood to join her my eye happened to catch the photo on her dresser. There, looking out from amongst the group was Brad’s smiling face. Keeping her warm for me, are ya? he seemed to say.
Immediately a chill ran through my body and once again I saw red. I looked at Karen, blinked, and then looked at the picture and then back to her.
“Come on Baby, I’m burning for you. Come fuck my pussy.”
I didn’t know what I was going to do. Then I had an idea; an awful idea. I had a wonderful, awful idea. (Apologies to Dr. Seuss)
“Do you still have that rope?” I said.
During our fling the previous year Karen had acquired several lengths of rope with which we tied each other up on a couple of occasions. I wasn’t that into it but she had been in a big way, especially when she tied me up. That was not going to happen on this night however.
She looked back at me over her shoulder with a mischievous smile.
“Yeah, it’s in the closet.”
She sprang down off the bed and her boobs bounced perkily. Quick as a flash she produced four lengths of soft, white rope. She handed them to me, and I felt my cock grow harder at the transfer of control.
“How do you want to do it?” she asked.
“Over the side of the bed.”
She raised and lowered her eyebrows rapidly and grinned at me.
I pulled her bed away from the wall and tied the end of two of the ropes to the bed frame on that side. I laid the rope across the bed sideways, and then shoved the bed back against the wall. She dutifully bent over the side of the bed and extended her arms up toward the wall. I looped one rope around each of her wrists several times and tied them firmly. Just for good measure I took a third rope and bound her wrists together. This arrangement wouldn’t be uncomfortable for her (if she didn’t pull on it too hard, that is) but there was no way in hell she was getting out of it herself. I saw her making note of how seriously I was tying her but she said nothing.
I took up my position directly behind her and surveyed the kingdom now under my control. Her legs were straight and spread apart so that her feet were flat on the floor as her torso laid across the bed. My eyes traversed the length of her smooth legs, up her firm calves, along her hamstrings, up to where her bald pussy lips pouted out between her thighs. I walked over to her and placed my hands on the pale skin of her ass. I rubbed each cheek and then squeezed.
“How do you want it?” I said.
“Hard,” she replied.
I smiled at this. She had no idea what was coming.
I brought my right hand down on her right cheek with a loud clap.
“Ooh!” she exclaimed.
I looked at the pink silhouette of my hand where it had landed on her fair skin and my cock grew harder.
“You were bad to me this summer Karen. And now you have to make amends.”
She tried to look back at me but couldn’t turn enough to see me.
“I know I was, and I’m sorry,” she said. “I said I’d make it up to you.”
“And you will,” I said and I brought my hand down on her other cheek.
“Ooh!” she cried out again, but there was uncertainty in her voice this time.
I slapped her ass again and again, slowly and methodically, alternating cheeks as I did. She kind of squeaked with each strike, but didn’t yell out again. Her ass was growing red now and I took a break from spanking her, sliding my hands over the tender skin. I spread her ass cheeks apart revealing her pussy and her pink, puckered ass hole. I grinned and nodded to myself.
I moved in and guided my cock into her pussy. She moaned as I slowly slid it in all the way until my pelvis pressed against her ass: her beautiful ass. I pulled on her hips, pressing my cock as deep into her as I could. I put my hands on her ass again and ran my hands up her back with my index fingers following the valley between her back muscles. Her skin was so smooth, so lovely. I caressed her all the way up her back up to her neck. Then I took her hair in my hands and pulled her head back.
“You want it hard?” I said.
I withdrew my cock until only the head was inside of her, then I plowed into her as hard as I could. She shrieked. I pulled out slowly and then drove into her again. Not satisfied with the force I was generating I let go of her hair and grabbed her by the hips as I pulled out and then slammed into her again. That was better. Gradually I picked up the pace but I made sure not to go so fast that I let up on how hard I was nailing her.
Was I trying to hurt her? Maybe, but she’d asked for it hard. I was slamming into her at a good tempo now, and we were both moaning and groaning a lot. Each thrust evicted a slapping sound as my pelvis collided with her ass. Rather than taming the beast, fucking her like this made me even more enraged. She was the hottest, sexiest, kinkiest girl I’d ever been with; the best lay of my life and she had taken that away from me. I couldn’t continue to see her after what she did. Not only that, but I had passed on the opportunity to hook up with Marie for this bitch and she paid me back by blowing me off and fucking her old boyfriend behind my back.
“Oh god, your balls slapping my clit!” she cried out.
This was a very unfortunate thing for her to say at that juncture, for her anyway. It brought to my attention that she was enjoying herself and as far as I was concerned the time for that was over. I looked over at the picture on her dresser for inspiration and then turned my focus back to Karen. I lifted my hand and then brought it down hard on her ass, as I continued to fuck her. It caught her flush and the clap was louder this time. My hand stung. I began to mutter unintelligible things to her under my breath. Things like “lying cheating bitch,” and “fucking whore.” I pounded her pussy with extreme prejudice and I slapped her ass repeatedly. All she could do was lie there and take it, letting out an involuntary groan every few thrusts.
Suddenly, I could feel my orgasm coming on. Without thinking I raised my hand one last time and brought it down as hard as I could.
Then my climax was imminent. Normally I would have come inside her, but I had other plans for this load. She was going to taste it along with her own juices. I jumped up on the bed to her side and positioned my cock next to her face, stroking it with my hand which was full of pins and needles as a result of that last smack.
“Open your mouth,” I said.
She looked up at me, anger blazing in her eyes. Her mouth remained shut.
“Open up!” I demanded, but it was already too late.
The first jet of my come spurted out across her face before either of us could do anything. It splattered on her eyebrow, across the bridge of her nose and fell across her cheek diagonally toward her shoulder. She closed her eyes and turned away as my second stream landed on the side of her face. The last few gushes ended up in her hair. This wasn’t what I had planned, but as the last bits of my cum dribbled onto her bedspread I felt it had worked out pretty well.
I was kneeling next to her panting, my cock still in my hand, when she looked up at me and said, “Alright, untie me.” Her forehead was beaded with sweat and she was holding her one eye closed because my semen was now dripping into it.
I reached down and with one finger scooped my seed from her eye. Then I brought it to her mouth. She held her lips tightly closed, so I slapped her ass with my other hand. She grimaced and suppressed a little yelp; then she reluctantly opened her mouth. I stuck my finger in and she dutifully sucked it clean. She then looked at me with something that looked a lot like rage.
“Untie me Brian.”
Without a word I climbed down off the bed and, positioned her desk chair directly behind her and sat down. Amongst all the red on her ass I could see the clear outline of my hand, darker than the rest with four welted lines in the center of the fingers. This was where my parting blow had landed. My hand still stung from that impact, and I imagined her ass must have too. I started to run my fingers along the red skin but Karen began to squirm around.
“Get off,” she said.
“I’ll do whatever I like missy.”
Now she began to really flail around, and I slid the chair back. She continued until she had managed to flip herself over. She worked her way up so that her whole body was on the bed which afforded her a little slack in the ropes. She struggled against them but quickly realized that the effort was in vain.
“What the fuck do you think you’re doing?” she said looking over at me.
“I’m just sitting here admiring your body. You really look great--I didn’t have a chance to tell you that before.”
“You know what I mean. Untie me!”
“Oh, I don’t think so.”
She glared at me in disbelief. A good amount of my cum still clung to her face.
“I said untie me Brian!”
“In case you hadn’t noticed, you’re no longer calling the shots here Sugar.”
“So, what? You’re going to leave me here tied to my bed?”
“Oh no. We have a ways to go before you’ve made up for what you did.”
“What the fuck? I don’t call you for a few weeks and you go Jeffrey Dahmer on me?!”
Then it occurred to me that she still thought I didn’t know about her little summer fling, and that just made me angrier. I reached over and took her by the ankles. She started to say something, but I flipped her over onto her stomach and back over the side of the bed before she could get it out.
I retrieved the jelly from the bag and then took up my place behind her again. She was struggling to get back onto the bed, but I easily pulled her back down. My cock was growing rigid and I slid it into her pussy. She let out a grunt but it was more resigned than aroused. I squeezed some lube onto my fingers and brought it to her asshole while I held her butt cheeks apart with the other hand. I spread it around her rosette and then pushed my thumb inside.
“What are you doing!” she cried out, alarmed panic in her voice.
“I’m getting you ready,” I said.
“I’m going to fuck you in the ass.”
“Like hell you are.”
I rotated my thumb, spreading the lube all around. She tried to move, but my cock was still inside of her and sprawled out as she was she had no leverage.
“Stop it!” she cried. “I can’t believe you’d even ask me to do that after what you just did.”
“Well, you’d better believe it Sugar, because I’m not asking,” I said as I applied more lube to her butt hole.
“What the hell’s gotten into you?!” she said.
“I know what you were doing when we weren’t together this summer Karen.”
“What are you talking about?”
I pulled out of her and flipped her back onto her back. I could feel my eyes bulging.
“Don’t lie to me,” I hollered at her, “I saw you with him!”
I must have looked deranged because her face was full of fear now as she looked up at me.
“We were just— He was having a hard time and I was just being nice to him. Nothing happened.”
“I saw you kissing him,” I said through clenched teeth. “You had your hands on his dick.”
I could feel my temples throbbing as I stared at her. Her eyes grew wide at the realization that she was caught. Then all at once her demeanor changed.
“I’m sorry,” she said weakly.
“I don’t believe you are. But you’re going to be,” I said.
I slathered some lube onto my cock; it was so hard it felt like a cylinder of marble. I pulled her toward me so her ass was hanging just off the bed, then I lifted her legs by her ankles, spread them wide, and pushed her knees back until they were by her shoulders. In this posture her rosebud was totally exposed. It glistened with lube and her juices which were running down from her vulva.
“I’ve never done this before,” she said.
“Not even with good old Brad?”
“Brad wouldn’t ass fuck in a million years. He doesn’t like hardly anything but the missionary position.”
Mine all mine, I thought.
I placed the tip of my cock against her ass and thrust into her, but it wouldn’t yield. After a few seconds I repositioned myself and tried again. She furrowed her eyebrows and breathed in and out rapidly as I continued to drive my rod against her without progress. Then without warning, and all at once my cock plunged several inches into her ass. She closed her eyes tight and clenched her teeth together.
“Oh… GOD!” she exclaimed.
The tightness was unreal. It felt like she had both of her hands wrapped around my cock, squeezing hard. I froze from a mixture of shock and the divine pressure on my manhood. A few moments later her ass relaxed some and I pulled back to start fucking her, but before I knew what happened my dick had been jettisoned, squeezed out by her asshole’s resistance to the stretching my cock was imposing upon it. Karen sighed and relaxed. Until I positioned myself to make my re-entry, that is. When she felt my cock against her ass again she looked up at me, those huge eyes full of dread for what was to come.
I rammed into her again. Her eyes opened wide and her mouth fixed in an “O” shaped expression of surprise and pain as my cock slid into her. She let out a long wailing moan as I slid my shaft steadily in until it was buried to the hilt. My own mouth was agape and my eyes were wide. This moment was way beyond when I lost my virginity or anything else I’d ever done for that matter. The feeling was incredible, like the smoothest, tightest pussy in the world, but different. I held onto the undersides of her knees as I fucked her ass in long, slow strokes, and she moaned and moaned. I became lost in the exquisite friction between my cock and her ass. I felt like I was drunk or high or both, and all the while there was that intense sensation in my steely cock. I maintained that smooth pace, savoring this forbidden fruit. Her head rocked back and forth and her tits swayed up and down as her body absorbed each of my thrusts.
“Oh yeah,” I said. “Take it! Take it up the ass Karen!”
She made no reply beyond the noises she issued in response to each thrust: sounds that were more whimper now than moan. At one point she looked up at me, her eyes pleading for mercy. She tried to say something but what came out sounded like, “Eeoh.” Seeing no reaction from me she laid her head back down. I continued my assault this way and I watched her face contort as I did. After a while I decided I wanted a change of pace, so I stopped thrusting. She looked up at me hopefully, my jizz still streaked across her face.
“Did you come?” she said.
I pulled out of her and smiled. Then I flipped her over onto her stomach and mounted her from behind. Her asshole was still dilated when I drove my length into it again, and she cried out into the bedspread as I did. Just like with vaginal sex, her ass was even tighter in this position.
“Oh fuck!” I yelled. “Your ass is so fucking tight!”
Now I really laid into her, driving home my full length, over and over. A pleasure fueled tremor rocked though my body and I felt like I was going to pass out.
“Oooh Fuck!” Holy fuck! I screamed.
My fingers sank into the flesh of her hips and I continued to fuck her ass harder and harder. I looked down and watched my shaft, slick with lube, as it slid in and out of her smooth hole.
“Oh God!” I cried. “Oh my God!”
Karen was grunting loudly with each thrust now and the sound of her sent me over the edge. I had a death grip on her hips and I fucked her even harder. When the moment of culmination came, I reared back and thrust into her with everything I had left.
“Yes!” I screamed as I exploded inside her inner depths. I stayed there with my full length up her ass and I bucked against her with each orgasmic contraction, trying to get my cock ever deeper into her dark recess. I stayed like that, clutched to her, all of the muscles of my body contracted in the effort of bearing my pelvis down against her ass long after my orgasm had subsided. Finally I relaxed, but I stayed inside of her until my cock went limp. She whimpered when I finally slipped out and collapsed to the floor. I sat, leaning against the bed, panting, exhausted and satiated.
After a couple minutes she said, “Now will you please untie me?”
It occurred to me that I still had a lot of options. I could have left her there, tied to her bed, naked, with my cum on her face and leaking from her ass. Her roommates would find her in the morning (which was just a couple hours away), if she didn’t call out to them sooner. Even if I didn’t do that, I could have gotten dressed and pretended to leave for a while, only to come back and release her in ten or fifteen minutes. I wasn’t interested in tormenting her like that though. I felt redeemed, and as I said in the beginning, that sort of thing is not my style. I did toy with the notion of fucking her again, but I wasn’t physically up to that either.
“How was it?” I asked as I untied her.
“It hurt,” she replied.
Upon being freed she immediately walked into the bathroom and washed her face. Then upon seeing the cum in her hair she started the shower. While she was in there I got dressed and headed home without saying goodnight.
Karen called me about a week later. Incredibly, she wanted to get back together. I told her I couldn’t do that because I couldn’t trust her after she had fooled around on me with Brad, but if she wanted to we could get together and have sex periodically. I honestly didn’t expect her to agree to that, but to my amazement, she did. It was cool for a while and the sex was great, but oddly enough this sex-only arrangement wasn’t the nirvana I (and every other guy in the world) thought it would be. It became clear that Karen wanted more than just sex and she tried to lure me into a relationship again on several occasions. How she thought she could trust me after I took such advantage of her was beyond me, but apparently she did. I didn’t want to date her again and after a while the effort of continually re-establishing the terms of our relationship got to be more trouble than the sex was worth. I know that sounds insane: a sex-only relationship with a really hot girl not worth the bother of reminding her that you weren’t dating? Even for me now reading that last sentence, it sounds really stupid. I guess it was just one of those “you had to be there things.”
Unbelievably, in a last stitch effort to hold on to me, Karen offered me anal sex on a couple of occasions, which I was more than happy to take her up on. It was hot; I mean really fucking hot. It kept me with her for a while longer, but eventually I met another girl and started dating her, thus ending the Karen chapter of my life. Unless, of course, you include the time I hooked up with her best friend Lisa. But that’s another story.
© WhatIf 2007
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