I’d arrived at my girlfriend Sonya’s parents’ house around one that Saturday afternoon, parking alongside the mountainous drifts left by the snow plow. With Christmas just around the corner we’d planned a small get together with friends for some holiday cheer. Little did I know, however, that Sonya’s younger sister, Amber, was going to make it a day to remember, and then some. Looking back on it I really don’t know whether it was fate, or random, blind luck.
After greetings and salutations I’d gone downstairs for a little sneak-a-toke and to grab an orange soda. I was loading a bowl when my cell buzzed. It was Amber texting me. I’d recognized her number from the few times she’d called looking for Sonya. I stared at the digital readout in disbelief. “Hi. I read your email. Game for XL backdoor fun if you are? The bigger the better. Very horny for it. NOW.”
While stepping into the bathroom to hit the can I puzzled over her unbelievable offer. Before I’d gone downstairs she’d been in the living room watching TV with everyone else, including her boyfriend. Was she fucking with me, I wondered? Must be. Bewildered, I collected my thoughts as best I could while relieving my burdened bladder.
Even though there was about a four year split between us Amber and I had always gotten along well if she were around when I’d come over to see Sonya. She was something of a wild flower who wasn’t afraid to speak her mind freely. From what I knew of her she was a slightly eccentric girl who in high school ran with an artistic clique of misfits. I had a vague recollection of her having gone through a “goth” phase a few years back, dying her shoulder length, dirty blonde hair jet black, and applying heavy ghoul eyeliner around her baby blues. She’d since outgrown that, though, and now attended community college part time, and worked a Wage Slave cashier gig at the local mega-Hellmart. Pretty standard for Nowhere, U.S.A.
Her slender figure had filled out nicely over the past several months that I’d been seeing Sonya. Given her request for anal sex I suddenly flashed on how good her little butt had looked in a bikini last summer when she was at the Fouth of July beach grill out playing frisbee with Sonya and I and some of her friends. She had that petite type of figure some girls do that although slender still affords a well formed, sweet, heart shaped ass.
I’d surmised from her text that she’d apparently read the recent email exchange between Sonya and I where we expressed our dissatisfaction with one another. Things hadn’t been so great between Sonya and I. It was one of those relationships that on the surface sort of ended up being a bit more than what it actually was. Sex wise we were on opposite wavelengths. There were other problems too, but the sex was especially disappointing. There was something very specific I wanted that Sonya wanted no part of.
You see, even though I’m endowed with an incredible cock size that can be both a blessing and a curse, depending, I used to know this girl, Madison, who loved taking it up her butt. Was abso-fucking-lutely crazy about it. Madison and I were very inexperienced when we’d met several years ago at summer camp where she was a junior water skiing instructor. Intelligent and sensitive, long reddish-brown hair, hazel eyes, full lips, hefty jugs, pert ass, well toned legs, deep tan. The summer sun brought out a small swath of cute freckles along the sides of her nose. Yeah, you could say I was really into Madison back in those days. Very much so.
While making out one night after sneaking away from our group sitting around the campfire, we had anal sex for the first time out in the woods. She was going down on me, slurping loudly as she tried her best to suck as much of my big cock as she could. She was the first girl I’d been with who not only swallowed, but was quite enthusiastic about doing so. I was getting close to flooding her mouth when she suddenly stopped and announced, “I want to try something else, okay?”
By the lunar light I watched as she slid her skin tight cut-offs down, reached behind and smeared something slick into her butt, turned, bent over, grabbing a medium sized tree branch to steady herself, and guided my giant sized dick to her asshole, lubricated with what I later discovered had been a small packet of restaurant butter she’d hastily scrounged up sometime earlier. I wasn’t able to last very long that first time. After only a few minutes of pumping my monster into her soft, tight ass, I lost it. Bigtime. She tried to make the most of it, though, pushing back, forcing more of my big dick into her butthole as it spewed its load into her canal. Not exactly a fantastic maiden voyage, but for Madison, it had been true butt love at first insertion.
Nearly every time we fooled around from that point on she took me straight into her ass. Although her pussy felt wonderful too she didn’t really seem to have a lot of interest in having me there. The times we had vaginal sex only that summer I could probably count on one hand. Some girls just have an ulterior anal agenda and seek the right guy who allows them to unleash it. That’s the sort of relationship Madison and I had.
That very next day she’d wanted round two. She had stayed behind, choosing not to go out on the lake boating with her friends, and instead knocked on my screen door in the early morning sunshine and invited me to her cabin for another session of what she jokingly referred to as Log Jamming. She was stunning standing there in her sandals and orange bikini, the sun bringing out her long brown hair’s natural red strains.
She didn’t beat around the bush, and in no time at all had me out of my cut offs, and was belly down on her bed, orange bikini bottom slid down to the tops of her thighs with me straddling her, sitting on my knees. With my hands palms down I spread her gluteal cleft with my thumbs, working the fat head of my heavy dong in and out of her tiny anus with the aid of tropical sun tanning lotion. Devo’s The Day My Baby Gave Me A Surprize was playing on her stereo.
Her taut buns were amazing, appearing a stark white compared to the rich tan of her legs and back. Each time I attempted to thrust myself deeper into her backdoor those creamy white cheeks would relent, buckling inward around my huge shaft. Madison admitted she’d never had the backdoor urge until meeting me, specifically because my cock is so extraordinarily large. It really brought out the primal beastie in her, as is usually the case with girls who crave seriously intense butt love from an extra large cock. It’s that whole wrong-is-right thing, yet taken a step further.
I loved the feeling of my huge rod being engulfed by her hungry anus. The unbelievable sight of watching myself disappear into, then reappear again from the tiny hole between her smooth, white buns. I wasn’t a virgin then, but certainly didn’t have much experience with girls, and had never even imagined that any girl would want it that way with something so large. It was incredibly tight. I was something of a loner, a country boy hoodlum-hippie, and at that time was unaware that some girls craved anal sex. That said, I soon discovered that not many wanted it with a guy who is equipped with what I have. Conversely, it was precisely its inordinate size that fueled Madison’s desire to have it stuffed deeply into her tight butt.
Straddling the backs of her thighs I’d wedged about half of my huge crank into her ass as she writhed in pleasure. “Do you really like it like this, Madison?” I asked her, trying to shove my giant dick deeper into her already engorged butthole.
“Wooo…oh yeah, definitely. I don’t know why my friends told me it’s bad … this is so much better than the regular way!” she gushed, batting her eyes at me over her shoulder, bucking her hips back and upward, sucking more of my bloated meat into her butthole. A stray sunbeam shone through the window, its curtains blowing softly in the breeze, highlighting her pale cheeks, my huge dong protruding obscenely from between. When I’d pull out I noticed how her usually tiny anus was splayed wide open, spasming with sucking motions, gluttonously seeking further abuse from the massive cock pummelling its natural biological resistance into submission.
Encouraged by her unbridled enthusiasm I worked myself into push-up position and found that in doing so could better control how deeply and forcefully into her rectum I could thrust. Madison immediately sensed it too, urgently bringing her hands back to spread her cheeks.
“Oh yeah…put it all the way in. All of it,” she plead euphorically. Her bound tight sphincter conceded entirely, surrendering its natural capacity to resist as I forced my huge, glistening dong deeper into her ringlike hole with each stroke. Blissed out, she orgasmed from my abnormally wide girth maximizing the elastic resilience of her anus.
I rammed my giant cock in and out of her butt like that for a good fifteen minutes, each powerful stroke sending my dong more than a dozen inches deep into her rectum. My first go at it the previous night had certainly paled in comparison. Now, however, I was really onto and into something good, indeed.
Realizing I was close to orgasm, Madison signaled me to allow her to turn back over, pulling me forward to receive multiple, spewing eruptions of gooey sperm in her mouth as she sucked the head of my giant cock, then covered in a white, glossy sheen from the combination of suntan lotion and her rectal mucus.
I packed her butt regularly like that, and she loved having me cum everywhere; in her mouth, on her face, inside of her ass, on her tits. She was a firm believer that anal sex made me shoot larger loads, which she couldn’t get enough of. I was young, dumb, and full of cum, and Madison had both ingested and been adorned with quite a bit of mine that summer.
But as good things often come to an end we went back to our separate towns at summer’s close. It turned out she more or less already had a steady boyfriend who had likewise been away for the summer, and I was able to read the writing on the wall: Madison came from a well-to-do family, as where I did not. At camp that didn’t really matter so much. But once back in her real, day to day world, there’d be no explaining to those who ran in her social circles why she’d taken up with a long hair. Even though we saw each other a few times beyond that, being out of sight and out of mind, Madison and I went our separate ways. We learned a lot together that summer, and her love of buttfucking made a lasting impression on me. Ever since then I’ve wanted to find another girl who wants it backdoor with someone my size.
Contrary to popular belief it really isn’t difficult to find girls who enjoy anal sex. Far from it, actually. Some girls do, some don’t, while a rare, fractional percentage prefer having it with a monster sized cock. Finding one can be a tall order to fill as it boils down to a very particular psychological niche in just the right girl. They’re few and far between, but they’re definitely out there. I’d already experienced one, Madison. And now maybe Amber too was likewise one of those elusive few – they of the incredible, ever expanding gape. As it turned out she was the High Priestess of backdoor.
* * *
At present: I’d been wanting to have anal sex with Sonya, but after a few predictably half-hearted attempts she’d finally barred and locked her backdoor for good. She’d been determined from the outset to not enjoy it. It simply wasn’t a part of her psychological make up. Even if I’d only a fraction of what I do she still wouldn’t have been game for backdoor action. My extra large size made for solid sounding justification for her declination, so she used it. Oddly enough though, I’d caught Sonya bragging to her friends before about my size, yet she just really wasn’t all that sexually driven, for anal or otherwise. I suspected that some of her friends were aware of it too.
Amber’s text. My mind was reeling crazily as I imagined the possibilities. Oh, for want of a Magic Eight Ball! I wondered if she were serious, and if so, would it pay off, or only yield another no-go as it had with Sonya? What if her offer was merely a gag and she was only having fun leading me into a dead end instead of inviting me in through her out door as she had? Contrarily, however, it did seem quite unlikely that she’d do such a brazen thing with her boyfriend around.
Not wanting to get my hopes up, and uncertain if I should agree to cornhole her even if her offer was serious, I splashed some water on my face, trying to distance my mind’s eye image of her in her bikini last summer, her little ass bouncing along as she played frisbee, and made my way back upstairs.
She was cool, alright. Didn’t even acknowledge my presence when I walked back into their spacious living room where everyone was lounging, talking, and watching The Grinch. I found it difficult to avoid looking at her. She wasn’t the shy type. I knew that from the times I’d been around her. Yet she didn’t exactly strike me as a backdoor thrill seeker either. Her boyfriend was talking with a mutual friend while she sat there looking bored. It occurred to me that the two were as mismatched as Sonya and I.
She sat on the big, comfy love seat with her legs crossed, partially under a blanket, absentmindedly twirling a multi-colored, striped socked foot in the air. A moment later she rose and walked over to where a large bowl of popcorn was sitting on the floor. Making sure no one else was paying attention, she offered me a come hither grin, arching her small, shapely butt outward and reached down for a handful.
Great sweating Jesus, I thought! …perhaps her offer was serious after all. I tried to put on like nothing unusual had occurred and plopped down on the sofa, stifling a snicker that arose over the thought of walking over to her and giving her little butt a sharp swat.
After thirty or so torturous minutes of feigning interest in random chit chat, and with the little Who’s down in Whoville on the widescreen, a few others, including Amber’s boyfriend, Chris, took their leave for pizza at the bowling alley in a nearby town. I was listening to Amber tell Chris that she just wanted to hang out around the house instead of going when the sound of Sonya calling my name brought me back with a flinch.
“Mike? Hey. Come on, you. Wake up over there. You’re a million miles away today. If I ask real nice would you please run into town and grab some more chips and pop? We’re about out. If you hurry back you won’t miss Frosty!” She then returned her attention to her friends.
Fine by me, as I was all kinds of wired up on confusion and nervous energy, and more than happy to get out of that room and clear my thoughts. I’d just donned my old leather jacket and was picking over a tray of deli cold cuts in the kitchen when Amber walked out, timing it perfectly as no one else was around.
“Hi ya, Mike,” she said with a coy smile. Stopping at the crock pot on the counter she exclaimed, “mmm I love cocktail weenies.” Fishing one out she asked, “did you get my message about your big cocktail weenie?”
At first I was unsure why, but looking at her It suddenly occurred to me that, aesthetically, her mouth was similar to her ass in that, although on the smallish side, both were quite full and lush.
Stilted, I stood there trying to read her, unsure of how to respond to this bewitching, big, blue eyed babe offering to sacrifice her tender derriere to my monstrous hog. “Yeah, I did. Didn’t know what to make of it. Still don’t.”
“Mmm-hmm,” she finished chewing. “Care if I tag along with you into town …I mean, if you want me to?” I could sense her hopeful anticipation. She’d played her hand and the cards were on the table.
I stammered a bit, trying to imagine her, maybe all of one-hundred and ten lbs wet, attempting to take my mammoth rod in her backdoor. You could say I had my doubts. “Sure. Yeah. If you, um, really want to. It’ll be good to have some company.”
She flashed a relieved smile and said, “hang on a sec,” and disappeared down the hall, stopping at the closet to grab her coat, and then slipped into the bathroom, shutting the door. At that moment I somehow knew that for good or bad it was definitely going to happen. I was going to tap Sonya’s little sister’s tight, young ass with my monster cock. Merry Christmas to me, indeed.
When she finally trotted back out she waved a small jar of Vaseline at me with a knowing wink, quickly slipping it into her coat pocket as she strolled past me to the door leading out to the garage.
“If you don’t have any KY we can get some while we’re in town,” I offered, noting what she’d indicated she intended to use for butt lube. Most experienced backdoor girls seem to prefer KY as it’s water soluble. Although up to that point, the girl I’d had the most anal sex with, Madison, was prone to use any damn thing that was handy. She used to get off on coming up with unusual forms of butt lube.
“Nah. This is so much thicker so it lasts longer and grips better if it’s big,” she said, directing her attention toward my crotch. “Or really big, as I’m hoping it is in this case. Was Sonya exaggerating?”
“Not in the least,” I replied. As she noticed me observing the Mistletoe hanging above the door she smiled and wiggled her ass a bit. “Ready?” She was beaming like a kid on her way to a toy store. Damn good question, I thought. Was I ready?
Deciding it was likely now or never to take advantage of this rare opportunity, I decided to just go with it. What the hell, things were going nowhere with Sonya, and if this crazy little chick was determined enough to take it this far, she may just be the real deal. And man, oh man, did she have a little caboose that just begged to be hammered. As we walked out into the cold garage I couldn’t take my eyes off of her gorgeous little rump moving within her green corduroy pants.
“Must be my lucky day, huh?” I’d more so said aloud to myself than to her, noticing I could see my breath. She stopped, turned and walked up to me. Reaching out she wrapped my arms around her so that my hands rested on her ass. She arched up on tip-toes to kiss me and then coaxed me back around to the far side of the parked SUV in furthest part of the garage. Squatting down she undid my jeans, reached in and pulled out my meaty-beaty-big-and-bouncy. At once her eyes widened, her mouth indicating a sense of the dumbfounded. Her small hand was barely able to wrap completely around it as she gripped it like a footlong sub sandwich.
Clearing her throat and lowering her voice as to not signal our presence to anyone inside, she emphatically exclaimed in hushed tones; “Your lucky day? No, this is definitely my lucky day! Oh my god I can’t believe I’m going to get all of this up my butt!” She gave my heavy slab o’ meat a lengthwise lap with her warm tongue. My pulse was fucking racing as my already semi continued growing like an enormous wad of dough.
“Well you can call it a gift, buttercup.” At the very least I thought I’d get a blowjob outta the deal, figuring there was simply no way she’d be capable of taking my huge, vein laden beast into her petite hinder. Still and all though, it would be fun trying. “Umm, we better get going.” I told her. “Otherwise if you keep that up you’re liable to get a very messy surprise. That thing’s loaded, ya know. Very.”
“And what makes you so sure I don’t want a messy surprise? I’m counting on it.” Her eyes suddenly widened again as she looked up at me. I envisioned a cartoonish light bulb materializing over her head. “Before we go though I want you to just please put it in me a little first. Will ya? Cause I really want you to.” She was marveling over my enormous erection, looking up at me, pumping the meaty shaft. The humor had dissipated from her voice and now wavered with lustful anticipation.
“Right here?! Are you sure? What if someone walks out?”
Amber was daring, determined, and above all else, was on a backdoor mission. She stood, turned, undid her corduroy pants, and slid them and the light blue undies she was wearing down just enough that her adorable, rounded tushy literally popped out as she bent forward over the seat of a riding lawnmower.
She turned her head back over her shoulder to face me. “How’s that for a little stocking stuffer?” she asked with a mischievous twinkle in her eyes as she bit her lower lip and shook her bare fanny at me, underscoring the invitation.
Trance-like I approached what she offered and spread my legs apart, lowering my stance to better align what I had with where she intended it to go. The overhead lights of the cold garage illuminated the softly curved protrusion of her sweet cheeks replete with goosebumps. Breathing heavily in anticipation she oscillated her cold little bubble butt to and fro against my huge, swollen cock. It looked as though it would be an impossible fit. The average girl would have ran screaming. That Amber so desperately wanted her tiny holiest of holies plundered with it precisely because of it’s enormous size, and without any noted apprehension, made me hotter than hell.
“Come on, please put it in,” she implored zealously with bated breath.
There’s something exquisitely perverse about girls who love being assfucked. Steadying my giant ram-rod with my left hand around its base and slightly pulling her left cheek aside with my right to expose her eager, pink pucker, I noticed she’d already applied some of the Vaseline beforehand as her hairless, pinky nail-sized winker was already slick. Amber had been counting on this happening all along, to be sure.
“Through Saturn’s yawning hail and into the eye,” I mused. Placing the tip of my giant dick up to her anus I pushed inward as she steadied herself against the mower. Initially there was only unyielding resistance as the fat mushroom rigorously tested its elasticity. And then with a bit more applied pressure, a loud, wriggled snapping of her lubricated sphincter muscle contorting, my cock’s enormous head slowly crammed through the tight passage and into her hot rectum. The behemoth insertion caused her goose-bumped little cheeks to buckle inward.
Braced against the mower she pushed back, inviting the super-sized violation, making an exasperated sound that hissed a long, drawn out “yesss!” She was smiling with her eyes closed, slowly nodding her head up and down. My giant dong appeared even freakishly larger than usual with its head jammed into her butt crack. Not wanting things to go too far with everyone else so close by, I dislodged the bulbous cockhead from her creamy little hole.
“No! Don’t take it out yet! Please …put it back in … but deeper this time. Make it make that sound again,” she added sheepishly, looking back at me with a bashful grin. “Come on. I love how it feels. Do it.” Her breathing was noticeably labored as she reached back to spread her cheeks, hoping to get more of my huge cock stuffed into her hole.
Tough to argue with that, I thought, as I took aim and shoved the swollen head back into her anus with a little extra english on it. Once, twice, and a third for good measure. Her legs trembled uncontrollably. It was crystal clear at that point that Amber was indeed the real deal. Each withdrawal prior to jamming the fat head back into her anus was greated most enthusiastically. The thing was, though, her tiny asshole wanted much more than what it could handle without a great deal of prior-to stretching. And while it was obvious she was horny enough for a massive buttfucking to forego such preparation, I somehow managed to stave off the urge to drive more of it into her and pummel her right there on the spot. I tell ya, when I had awoke that morning, if someone had told me that later that afternoon I’d be cornholing Sonya’s little sister in her parents garage I’d have thought them absolutely bonkers.
“All good things to those who wait.” I teased, and pulled out.
Quivering, she sighed and righted herself. Bringing her cords back up she turned and kissed me again. “Whoo…okay. You’re right. Let’s get going. We’ll go into town first, then I know where we can stop on the way back so we can continue this.” Deeply mired under the spell of her backdoor lust her hand insistently sought the large bulge in my crotch. “This is gonna be so good. I want every inch of this up my butt, k?”
As we waited for the garage door to finish rising in order to make our exit she snuggled in close, bringing my hand back around and down to her ass again, under her corduroys and undies, guiding my middle finger to her anus and pushed the tip in, so that the insertion lifted her by the ass upward and towards me. With a full tilt erection in my jeans I awkwardly made my way to the car. Amber fell backward into the snow drifts I’d parked next to, and as I rushed over to lend her a hand, she jokingly remarked that her ass was freezing and that I’d have to warm it up for her. Once inside the frigid car our breath looked like dense pot smoke exhalations, yet I felt like I was on fire. I knew she did too.
“You’ve had this all planned out, haven’t you?” My voice shaky from the combination of the cold temperature and over-amped sexual energy. When she responded she sounded just like I felt. There was that unmistakable vibe of surreality in the air. I broke out my pipe, fired up the bowl, took a big hit, and passed it to Amber, who did likewise.
“Well, yeah, for a few weeks now,” she continued. “It was the email. I knew you’d be coming over today. I really didn’t mean to, you know, snoop, but she had left that screen up with her account open when she got up to use the bathroom, and, well, I just couldn’t help sneaking a peek. Sorry.” She glanced over at me from the passenger side. “I’m glad I did now though. I was trying to figure out a way to sneak you up to my room, but I know this place a few miles from here where we can park. To be honest, I don’t care where it happens, just as long as it does.”
“Okay …yeah, don’t worry, it will. But what about that guy who was with you earlier, Chris. Isn’t that your boyfriend or something? Where does he stand in this?”
“Yeah. Well, what about Sonya?” she fired back. “Look, we both want something, the same thing. I know you aren’t getting any ass from Sonya. And I’m not getting it from Chris because, well, I’ve only been seeing him a little while and it just hasn’t happened and I don’t expect it to. We don’t really have much in common, and the few times I’ve hinted at it to feel him out on the subject he doesn’t seem very interested.”
Her eyes fell to my lap, leering at the large bulge that extended down my inner thigh. She was shivering. “And he doesn’t have anything even remotely close to what you do.” She wet her lips, clouds of mist streamed from her mouth.
I fired up the Torino’s engine. The radio had been on, and Fox On The Run, by The Sweet, suddenly filled the car: “I…. don’t wanna know your name. Cause you don’t look the same. The way you did before.”
“So lemmie get this straight. The only reason you want to do this with me is because you figured out from that email that I have what I have?”
She was eye-balling me, nodding in agreement. Goddamn she was hot. Just as it had been with Madison, to look at her you’d never suspect she was the type who was so hot to play the backfield exclusively. Then again, as I’d learned, it’s impossible to determine a backdoor girl by appearances only. Shifting into gear we fishtailed away.
“Why, you are a saucy little Santa’s helper, aren’t you?”
“Yes. Yes, exactly. That’s most definitely a reindeer game I’m interested in playing.”
“What game is that? Bury the Yule Log?”
“You got it,” she excitedly added with a big grin. “Bury it my backyard. When I read what Sonya wrote about you I knew I had to give it a shot.” She paused, then added, “actually I can’t believe I’m doing this.”
“That makes two of us. Suppose we’re experiencing a shared hallucination?”
Figuring we had the next twenty-odd minutes to kill driving into town I decided to get a better fix on what made lil’ anal Amber tick. “So when did you discover your backdoor had such a robust appetite?”
“Are you asking me when I lost my anal virginity, or how I figured out that bigger is better?” she laughed. “I’ll bet you’d never believe that I’m a virgin, would you? Well, technically I am. I used to tell myself that I wanted to save that part of my sex life for when I fell in love and that that was the real reason I did anal instead of doing it the regular way. But that wasn’t true. I used to worry about what some of my friends thought about it, but I don’t really care anymore. I admit I used the saving my virginity thing as an excuse just to do what I actually prefer. What can I say? …I’m a freak. I love anal. At least I don’t have to constantly worry about birth control or getting preggers. Some of my friends have so many problems with that stuff.”
Her reply had caught me off guard. This chick was all about getting buttslammed in a big way. My thoughts flashed on Madison. “Well good for you. It’s cool you can admit it. I’ve known a few girls like that. Some Catholic girls, too. But, it’s like you say, since they’re concerned about their reputations they use that whole sappy, virginity and marriage thing as an excuse to indulge in what they want, and where they really want it, in the first place. Denial can be a very powerful thing. Plus, ya know, people will always be prejudice one way or the other.”
“Mmm hmm,” she sounded, nodding in knowing agreement. “It’s like you’re not supposed to talk about it or admit it if you prefer anal, let alone with guy’s who are, ya know, really big. Very non-PC. A few years ago before I was sexually active I watched a lot of anal porn online and would fantasize about it all the time. It looked so hot that I couldn’t wait to try it, even more so than the regular way. So I finally worked up the courage to ask my boyfriend to do it to me, and sure enough, I loved it. But the thing is, out the three different guys I’ve done it with, the ones who are bigger do it better. I just get a lot more out of it when the guy’s big. And you know it’s not always easy to find guys like that to go out with, especially around here,” she was looking out the window at the wintery countryside.
I’d really hit the proverbial jackpot with this hot little number. Had some type of bizarre, prophetic planetary alignment taken place unbeknownst to me in order to bring about this most unusual turn of events, I wondered?
“I learned a lot about anal from my friend, Marla. She’s really cool. She was doing it before me and was able to answer a lot of the questions I had when I started having it. She’s gonna be super jealous when I tell her about you and what you’re packing.” Realizing her unintended double entendre she stopped and looked at me, repeating the word with a humorously questioning inflection; “packing?”
“Haha. Yeah, I get it.” This nutty, new little friend-o of mine had a wicked sense of humor. “What I’m packing down here,” I asked her, gripping the distinct swell in my jeans, “or packing what you’re sitting on?”
“Both!” She was enjoying the playful banter and reached across to massage my aching bulge. I guess I wasn’t expecting such openness and sincerity from her even though I knew how sharp and unusual she was from the times we’d talked before. She was at that point in her life of trying to find her own way and get what she wanted, and good golly, Ms Molly, did I intend to deliver. “Don’t worry, Amber, I’ll gladly provide you with a Christmas stocking stuffer you won’t soon forget.”
“You better. Are you trying to tell me I’m not gonna shit right for a week?” she snickered. “You know, like that line in that dirty Santa Claus movie that’s on the comedy channel all the time around the holidays?” I knew the one.
“Guess I should consider myself lucky that you and Sonya went into such detail in your emails, otherwise I’d never have known just how big you are and what it is you like.” She stopped in thought before finishing. “Maybe I’m not an expert on relationships, but I don’t think you and Sonya are really working out. Chris and I aren’t either. Had it been otherwise I might not have made my move. I mean, I’m not that much of a butt slut.”
“Really? You sure?” I asked, giving her a sarcastic, slantwise glance. “And whose tight ass was that that my crank was wedged into back there in the garage?”
“Well, yeah. Okay, maybe I am,” she giggled. “Speaking of that, let’s get that big ass-cock of yours out. I wanna suck it,” and she reached across again just below the steering wheel and grabbed my bulge. “Ass-cock?” I asked her.
She laughed, “Yeah. I got that one from my friend Marla. It’s what a girl calls a guy’s dick if she sucks it after it’s been in her butt. Ass to mouth is another porno term for it. You ever have a girl wanna suck your ass-cock, Mike?”
Memories flooded in. “Yeah, this girl I was with a long time ago, Madison. You might remember her from that email you read. She did that all the time when we did it backdoor, which was about all we ever did. She used to refer to anal sex as Log Jamming.”
Amber suddenly let out a snort as she chortled, “Log jamming?! Oh, that’s awesome! I’m gonna start using that one. Wait til I tell Marla.”
“Madison insisted on it since I cum in greater volume after giving backdoor. And I guess cause it’s just so primal and nasty. It’s always a rush seeing girls horny to do things that goes against gender propaganda.”
“No doubt. I can see that,” she replied. “Now let’s stop talking about this and get down to doing it.” As we approached a long stretch of snow covered road on the left, Amber motioned for me to turn. It occurred to me that we weren’t likely to make it into town anytime soon. Our backdoor detour was inevitable. I pulled over into a secluded, heavily wooded cul-de-sac about a mile off the main road, parked, and pushed the seat back.
Luckily the inside of the 74′ Torino was plenty roomy, and as Amber lie stomach down with her knees bent, her feet nearly brushing against the headliner, she freed my throbbing hard on. Experiencing some difficulties trying to wrap her mouth around my ass-cock, she overcompensated by licking and slobbering over it enthusiastically while unfastening and scooching her green cords down just enough that, just as it had in the garage, her cold, little rump seemed to pop right out. My right hand went to massaging her slick hiney hole, slowly driving my middle finger in and out.
Hesitantly she added, “ya know, don’t take this the wrong way, but you, auh, you don’t need to be so nice with me, k? I can tell you are, and that’s good, cause if I were really scared of you, or of what you might do to me, I certainly wouldn’t have put myself in this position …” she trailed off figuring out how to word what I already knew she was driving at.
Knowing what she meant I chided her sarcastically, “so this is where you wanted to come to fool around?” motioning around at the desolate snowscape. “This is where you wanted to bring your sister’s boyfriend so he could assfuck you with his big dick? You are a dirty, little butt slut, aren’t you, Amber?” I drove my middle finger as deep into her bunghole as it would go. She moaned, nodding, realizing her message had been received loud and clear. “Yes, I am. Oh, I can’t wait to get all of you way up in my ass.” I could feel her hot breath on my prick.
“Are you sure it’s all gonna fit? Because to be honest, Amber, I really don’t think that’s gonna happen …or, to put it another way, there isn’t going to be any nice, to use your word, way to make that happen.”
She responded with garbled, yummy sounds. “Mmmm, uh-huh. It’ll be a perfect fit, baby. If not, I’m putting my trust in you to make it all fit. Okay?”
I told her to climb up and bend over the back of the car seat so that her ass was face level with me. Amber had never had her little asshole licked. It turns out that Amber liked that. A lot. Her ass tasted so sweet. Bootylicious. I wanted to eat her pussy too, but after explaining herself a while ago I was unsure if that was off limits.
Before returning to lying on her stomach she fished the Vaseline from her coat pocket, uncapped it and smeared a small glob of it into her anus. The first application she had applied before we left her parents house had waned, especially since I rimmed her. It was obvious she wanted her O ring well loosened in order to increase her chances of taking all of my giant cock up her petite butt. As I prepared her hole I couldn’t help but wonder about her previous anal experiences, and suggested she tell me about the sluttiest backdoor encounter she’d ever had. Before today, that is.
“Yeah, this is very butt sluttish of me, isn’t it?” She giggled. “Hmm, well, okay,” she stopped a moment, contemplating her response, and I wondered if I hadn’t broached a subject I perhaps shouldn’t have. Her reply indicated otherwise.
“Like I said, most of my experience has been with the few guys I’ve dated. But there was this one time when I was at this rowdy, out of town party. It was one of those that Roger Ellison has. You know who he is, right? Real jock and kegger crowd. Not exactly my speed, but that night my friend Amy and I ended up going to one. There was this frat guy, Jim, who was hitting on me. I wasn’t drunk, but tipsy enough to flirt with him even though I did have a boyfriend at the time. And the whole anal sex thing was fairly new to me at that point. I’d had it with two different guys, the one with the bigger dick being much better at it. And so I end up explaining myself to him, sort of like I did with you earlier, right. He was just a typical jock who just wanted to score with the freaky, up-the-butt nerdy chick. I had my whole goth thing going then, remember?”
I recalled her group of friends back then, all outfitted in black attire.
“He’d never been with a girl who would let him do anal because his dick was too big. At least that’s what he told me. So he kept trying to get me to go back into a bedroom with him, ya know, to do it with him since I said I liked it. I decided to tease him and so I told him the only way I would do it with him was if he wasn’t lying about the size of his cock, and that if he did have a really big one then I’d let him do me in the butt right there and then.”
“I figured it probably wouldn’t be all that big anyway, and I wasn’t going to go behind my boyfriend’s back just for a regular sized one. I really hadn’t gone there planning on cheating or anything. But honestly, when I made that stipulation to him I was secretly hoping he’d be able to call my bluff. Well, he wasn’t exaggerating. It was pretty big. Not even close to your size, but super thick, and pretty long. Certainly way bigger than my boyfriend’s, or any I’d seen up to that point. I felt that special tingle in my bottom, and he must have been able to read me cause I could tell he knew I really wanted it. So I took some Vaseline I found in their bathroom and went back to Roger’s sister’s bedroom with him, and it happened. That’s the only time I’ve done something real slutty. Other than today.” She arched her eyebrows at me while running the tip of her tongue around my cockhead, waiting to gauge my reaction.
I recalled my days of being a working musician playing the drums in underground metal bands. There was seemingly never any shortage of horny midwestern girls who went to bars and parties and did some of the craziest, sluttiest things imaginable. Sh*t that would put porn actresses to shame. “So, did you enjoy it?”
“I did, even though he was the opposite of the type of guy I usually go for. Maybe it was just the right timing cause normally I wouldn’t have anything to do with that kind of guy.” She paused momentarily to suck at my cock. “But he had such a nice big one. And he was real rough with it, too. Most guys who’ve never done a girl in the butt are always way too rough at first. That’s partly why I agreed to do it with him, because my boyfriend’s wasn’t very big, and he just didn’t know how to do me anally in the way I need to get off.”
“Really?” This tawdry confession of hers was making me even hotter than I already was. I continued massaging and probing her asshole with my fingers. Her hips rocked in motion with my hand. “When he put it in me, he did it all at once. Right up to his balls in one big push without stopping. He didn’t warm me up or anything like you’re doing….which, by the way, you’re doing a fantastic job with” and wiggled her ass under my hand.
“So he just plowed it all into you. Did it hurt?”
“Yeah, of course it hurt, but in that special, good way. I was wearing black jackboots, bent over the end of the bed with my black skirt pulled up. He was so excited he just pulled my thong aside, pushed it all in my butt and just started pounding me. I could have let him know he needed to take it easy at first and not ram so much of it in. But the truth is, once it was happening I really wanted it rough like that. Don’t get me wrong, slow and easy can be real nice too. But sometimes I needs me some hurts so good like that.” I took her cue and more forcefully worked her anus with my fingers.
The little butt slut had become so incredibly rapacious that her voice shook tremulously as she relayed the details of how she had cheated on her boyfriend for backdoor sex from a complete stranger specifically because he had a big dick. All this time I’d been with Sonya I’d never have guessed her little sister was the type. Because of cultural double standards many girls learned to keep their forbidden desires well hidden. When I asked her if she had orgasmed when the guy at the party had sodomized her, she looked up and slowly nodded her head yes with my huge cockhead up to her lips. “Yep. He buttfucked me good. I hate to admit it since he was just some stranger, and a frat jerk too, but it’s the best buttfucking I’ve ever had. It was the first time I did ass to mouth, too,” she said as she rubbed my big cock against the side of her face. “But I know you’re gonna change all of that and give it to me even bigger and better, right?”
I’d gotten a bit lost in her telling of the incident and sidestepped her question. “And whose idea was the ass to mouth?”
She grinned, rolling her eyes up at me. “You’re enjoying hearing about all this, aren’t you?” she asked, giggling. “It’s okay though. I like telling you. And I really like that,” she said, motioning over her shoulder as I inserted yet another finger into her anus. She bucked her small ass rhythmically back and up against my hand’s increasingly powerful rectal thrusts and slid her right hand down and under, rubbing her clitoris. In trying to finish her story she found it difficult to form the words.
“See… I… I always wanted, to go ass to mouth but was too embarrassed to just do it, or ask for it with my boyfriend. Or maybe he just didn’t know how to bring out that side of me. And since I knew I’d never see Jim again, I, I took advantage. He was so worked up over getting to nail my butt…” I withdrew my slick fingers and struck her tush once with a loud, sharp smack. She squirmed and let out a licentious squeal, smiled at me, then continued, “…that I knew he’d have a really huge load. And he did, too. When I knew he was starting to get close I told him I wanted him to cum in my mouth. He really buttfucked me hard after I told him that,” she said grinning, wriggling in delight with three of my fingers stretching her slick hole. “And I knew it totally blew his mind too. He’ll never find another girl who will come close to matching that,” and gave a self-satisfied, evil little chuckle.
“You are a mystifying, nasty little thing, aren’t you?” She made a horny uh-huh sound and took hold of my left hand, placing it atop of her head, indicating she wanted me to try forcing more of my cock into her mouth. I pressed down as she sucked and fought back phlegmy, wretching sounds, her slobber running down the length of my shaft, my fingers buried in her slick rectum.
“Ya know, I’m getting very hungry for one of those messy surprises you warned me about earlier.” She was stroking my shaft as she tempted, “if you feed it to me now you’ll be able to buttfuck me a lot longer afterward.” It was, in fact, an extraordinary idea, and one that I immediately decided to take her up on as she added, “I want you to get up on top of me so that your cock is right in my face, k?”
We maneuvered into position and she began pumping my meat towards her open mouth as her small hands trembled attempting to extract the huge load of sperm from my swollen cock. I was close to plastering her when she suddenly stopped, looked up at me and asked, “will you please just put it in me again first? I can’t wait to feel you inside me again.” She was doe-eyed, panting, my crank hanging in her face, wet with her saliva. “In my butt,” she was giggling at first, and then grew serious, “…all of it.”
Our big backdoor moment had arrived. “Hmm, I dunno, Santa’s little helper. Have you been naughty or nice?”
“Oh, very, very naughty,” she replied. So I arched myself up and afforded her room to flip over, offering me her soft, fleshy orb and its eager little bullseye within. “Put it all in. Don’t go easy on me,” she demanded, and gyrated her voracious little rump upward, her anus submissively seeking the dramatic expansion.
Without hesitation I jammed the jumbo mushroom head up to her anus and shoved once, met resistance, and then shoved again with far greater momentum, causing Amber’s sphincter, as it had done so earlier in the garage, to again sound a crinkling, elasticated scrunch as her little cheeks shimmied and buckled in upon the giant cockhead’s insertion, her rectal muscles expanding to accomodate it and the first few inches beyond wrenching into her bottom.
“Auuhhhyeaahh…” She wiggled her tushy ecstatically as I continued stuffing my huge cock further in between her cold, sticky little buns. Something occurred to me then and has since remained a favorite sexual sensation for me over the years; the differential between the coldness of her ass cheeks against the portion of my cock not inside of her, contrasting with the blazing heat of her rectum for the portion that was in. I guess it’s akin to when you receive a blow job while your girl has ice cubes in her mouth. Although given my size I’ve never experienced it from the top end of a girl’s digestive tract, only the bottom.
Amber continued bucking her hips back and up trying to get more of my dong stuffed in. “More,” she plead, pushing back and whimpering as a few more inches sank into her stretched out hole. “Yes. Come on, buttfuck me really hard.”
Bracing myself between the seat and the dashboard I heaved a mighty downward thrust, forcing a great deal more of my expansive girth into her, certainly up to that point, the most cock Amber had ever had jammed up her ass. Hovering there like that for a few minutes allowed her to push backward and up, slowly, taking my measure. I then pulled back out as she pushed back in a corresponding angle, aligning my cockhead with her gaped, spasming hole, thrusted back and upward again, taking nearly half of the giant cock deeply into her rectum with a glutinous squish. The windows had fogged over. “Don’t feed me your cum until you’ve gotten it all the way in,” she demanded in a strained whimper.
My dong looked absolutely gargantuan smashing in and out of her little rump like that, but at the time I was only able to wedge about three quarters of it into her. Despite Amber’s determination and insistance I really didn’t think it was all going to fit, when suddenly, exerting just the right leverage and force her wish was granted as I sunk the remainder of my behomoth crank balls-deep into her englutted butthole as she cried out hysterically in ecstatic pleasure and pain. It went on like that for some time; all the way into her rectum, then all the way out. She was mired in the throes of a G spot anal orgasm, completely filled with my cock, bucking her cheeks into my groin. She was a squirter, too, as we found out. I could feel the wetness of her vaginal juices that had soaked her pants and that area of the car seat. It had an intoxicating, dizzying effect. Amber was twitching, trembling, making ecstatic, primal sounds I’d never heard a girl make before – not even Madison, who likewise loved taking every inch of my meat up her butt. My huge, glossy dong now freely slid entirely in and out of Amber’s fucked-sloppy anus.
I knew she’d never before experienced an orgasm like this. She loudly exclaimed with a laugh, “I didn’t know it could be so good…I’ve never felt like that before! See, I told you it would be a perfect fit,” she declared with a noted air of impassioned achievement.
Thinking of the anal sex encounter at the party she had told me of earlier, I wondered if perhaps she felt let down that I’d not buttfucked her as ferociously as she’d hoped I would? So pulling myself from her entirely, revealing her massive, creamy gape within, I violently bludgeoned back into her void as hard as I could. I really went to town on her, heaving the entirety of my huge schlong in and out of her butthole with jackhammer like ferocity for what seemed like an eternity.
My intuition had been spot on, as Amber would later confess, in that she was indeed hoping for a much more intense buttfucking than what I’d delivered up to that point. She knew I had it in me, but figured I was holding back on her behalf, not realizing she really wanted me to be more forceful. As I throttled her rectum mercilessly she climaxed again, her right hand pressed flat against the passenger side window, the left gripping the seat tightly. Her ravenous butthole greedily devouring my giant cock, embracing its punishing strokes. Her face had taken on a distinctively gnarly tone as she looked back over her shoulder and up at me, emoting a rather crazed smile that signaled oooh yeah! I could sense myself peaking. “I’m not gonna be able to hold back anymore, Amber….”
“Yesss….you’re getting even bigger!” She yelped, relishing the sensation of her anus being stretched open even wider yet during that moment my cock maxed out its dimensions as it was about to spurt its ejaculate. And with that she moved, my glistening, mucus covered dong sliding from her subservient ass. She spun over with astonishing agility considering the confines of the car, and pumped my oozing cockhead toward her open mouth, lapping at the thick stream of pre-cum.
I damn near blacked out the climax was so intense. When I began to regain my senses Amber was making fawning, yummy sounds, manually working out the last stringy strains of jism from the lower part of my shaft, her mouth completely filled with gelatinous sperm. Viscous, snotty clumps had pooled up in her mouth while a few clung to her face in long, slimy ropes that ran down her neck. She rubbed the tip of the head along her lips as she worked at several big gulps to clear her mouth, smiled and said, “Now that’s how you’re supposed to buttfuck me, Michael.”
No one ever calls me Michael, I thought. I was so geared up over her that I hadn’t fallen limp at all, and was more than ready to pound her ass some more. The late afternoon sun beams blazed in through the windshield, and I decided it was time to take things outdoors. “See that big downed tree over there?” I asked, climbing off of her. Panting, she had restored herself to sitting position and clocked to where I was pointing. She appeared quite dazed and slightly out of her mind; her corduroy pants and panties still pulled down around her thighs, wet in the crotch from climax, hands and ass greasy from Vaseline and buttfucking, face and hair glazed with semen.
I grabbed my coat, hopped out into the snow, put it on, walked around to her side, opened the passenger door and extended my hand to help her out. I lifted her up so that I was carrying her, facing me, with her legs crossed around my lower back. I reached down grabbing my still erect dong and crammed it up into her anus. Our eyes never lost focus of the others the entire time.
Amber is rather slight so I was able to carry her toward the tree with my dong buried up her asshole. It never even occurred to me to worry about passer’s by out here in the country, although luckily there were none. She was kissing me, whispering “fuck me, fuck me.” With every bit of might I could muster I heaved her up and down, practically jumping in place and losing our balance in the snow as my gigantic rod hammered all the way up into and then back out of her butthole with slick sounds.
With her arms wrapped around my neck she reciprocated, lifting herself up and down, sucking me deeply in and out of her rectum. She came again, hard. Her body quaking in my arms. Squeezing her watering eyes tightly shut she rested her forehead against mine and then re-opened them again, staring back at me. It wasn’t until that moment with the setting sun glimmering on her face that I realized who she really was, the eyes being the window to the soul and all. She says that’s the moment we fell in love.
I set her on her back, downside-up in a snow drift, keeping her knees together due to her corduroy pants around her thighs, and lifted her legs way up and over so that her feet were close to her head. Amber reached up and spread her cheeks. Doing so in this position accentuated her now colossal gape. Her normally miniature anus now in a state of drastic deformation. To her delight I licked and mouthed her distressed butthole, lapping deeply into her pink nether region. I got back up and shoveled back into her balls deep. My giant dong bore into her as she made snow angel movements with her arms while being sodomized.
Deciding enough was enough, I pulled out of her ass and finally descended upon her Holy Land, burying my face in her warm, downy vaginal muff, bringing her to climax again by way of making love to her beautiful pussy with my mouth. As I flicked and tickled her clit with my tongue I could feel her delicious fluids freezing in my beard.
Upon finally reaching the tree with the very last of our reserves, she bent over the trunk. Her cheeks were now a most rosy shade of red due to the cold and snow. There was little resistance as I shoved my entire dong into her butt with one seamless motion. She had loosened enough that doing so, pumping all the way in and out like that, produced fart-like squishes as her anus sucked my huge tool. Her little ass swallowed me whole as she again begged for everything I could offer and got it in spades. The last rays of the day’s sun had nearly faded as I busted in and out of Amber’s ass, her panting squeals intertwined with the fleshy, smacking sounds of slamming into her cold little rump echoing throughout the evening air. At long last I flooded her rectum with semen as the sun descended.
* * *
We did somehow avoid being found out that day. By the time we’d returned a few hours later everyone was inebriated, downstairs shooting pool and playing video games. Amber and I were able to sneak in, stopping briefly in the kitchen for munchies and drink, and got her up to her room and into a hot, soapy bath without anyone being any the wiser. I made up a story for the others about my car getting stuck in the ditch and having to wait for someone to come along and help me dig out. As it was a common occurrence in our neck of the woods this time of year no one gave it a second thought. Sonya hadn’t even called me once while I’d been away, nevermind that I’d been out cornholing her little sister the entire time.
It had been a momentous occasion. Amber and I were falling in love. She was the most unique girl I’d ever met. Later that night I crept from the basement back up to the kitchen, and after checking to see that no one else was around, ventured upstairs to her bedroom. Curled up in front of a movie while lying in bed soothing her tushy she remarked – as she’d jokingly hinted at earlier – that she felt constipated, and that it was indeed likely she’d not be shitting right for about a week. For Amber it was an acceptable concession.
I’d returned to the kitchen to get her something to eat when, being the little devil she is, she took to coming down and mooning me from the landing on the stairs. She’d get my attention, then motion me over, and standing higher up than I would teasingly lift her nightshirt, slide her pink undies down and jauntily wag her heart shaped bottom at me. Presenting her fanny to me she playfully invited my tongue into her pink orifice, its previously bored out circumference by then returned to its normally delicate pucker.
I kidded her, issuing a dire warning that if she didn’t cease with the mooning she’d indeed be playing with fire.
She responded with a giggly, exaggerated, childlike pout, and as she started back up the stairs said, “promises, promises,” and then stopped briefly to tell me that it wasn’t fair because even as sore as her booty was she’d glady take another round of buttfucking up in her bed.
I gotta tell ya man, it was an offer that was most difficult to decline. I instead made my way back to the kitchen to check on the frozen pizza I’d put in the oven, but listened closely as she lingered for a awhile, just up and around the stairs’ bend, wondering if I were actually capable of resisting her suggestion. How I fought back the urge that night to fly up there and pound her butthole again is beyond me.
The next day she broke it off with Chris, as did I with Sonya, who in the long run wasn’t even all that upset that I had taken up with her oddball little sister. In fact I suspect she understood how it was we hit it off so well. By the following week Amber requested another marathonian session of backdoor love, only this time in the comfort of my house.
Maybe it was due to the odd circumstance of our initial pairing that Amber took to requesting impromptu backdoor insertions whenever we found ourselves in the most unlikely public places. We’d become inseparable love birds. Two misfit souls who’d found a perfect fit in one another. We’d be out tooling around, running errands or whatever, and usually with no intention of actually screwing, she’d quickly pull me aside, depending upon the locale, make sure no one was watching, slide her jeans down and, usually having lubed her hole beforehand, would have me shove my giant cock into her anus, if only for a moment or two. Once while picking her up from work that happened in a back service hallway of the Hellmart she worked at.
A few times it happened in the parking lot of the community college she attended, and on one of those special occasions when I knew she’d request it upon picking her up after class, I’d jerked myself up good while waiting for her so that when she asked me to put it in I let myself pop off, filling her rectum with jism, which, serving as lubricant, allowed me to force most of my monster into her bungus when she wasn’t expecting it. She made me keep my spent schlong in her butthole long enough to massage herself to orgasm.
Within a month she moved out of her parents house and in with me. You see, you only find that unique someone once in a lifetime, and when you do you don’t let her get away. You’d be a fool to. One year later we married, and my up-the-butt girl has been my happy little backdoor bride ever since.