Your heart is pounding wildly in your chest as the steady shuffling of Jenny’s winter boots finally comes to an end, the rough jostling of your body against her pant leg ceasing.  Wedged into the cold, dark rubber of her boot, your world for the past twenty minutes has consisted of nothing more than the vulnerability of being pinned by Jenny’s considerable calf against the squeaky rubber of the winter boot, the frigid temperature practically icing your skin, the damp, cave-like stench emanating from Jenny’s snow-soaked socks, and the occasional sound of a closing door or a honking horn.

                Without warning, you are spun roughly around inside the boot as Jenny’s leg begins shooting upward out of the boot as she takes it off.  You are slapped uncaringly against the side of the boot by the heel of her foot, garbed in a thick, insulated sock, before plopping down to the slippery base of the winter footwear.  Gathering your bearings and rubbing at your bruised shoulders wincingly, you peer upward to the mouth of the boot far above, and see Jenny’s proud face smirking victoriously down at you as she pulls her auburn bangs out of her eyes to see you better.

                “How’s the view from in there, shrimp?” she giggles.  “Like it down there?”

                Shivering from the cold, you clamber to your feet, clasping your arms around your sides for warmth.  “No,” you answer simply.

                Jenny pouts.  “Aww… that’s too bad.  Maybe a change of scenery would make it all better for you?”

                “Jenny, listen,” you call upward.  “I don’t think you fully get what’s going on here.  Carly is…”

                “Yeah, yeah, shut up,” she interrupts quickly with a giggling snort.  “She told me all about your little plan, don’t worry.  You probably couldn’t hear her because you were having a party between my tasty lil’ titties,” she smiles, running a hand provocatively across her chest.  “And I’m sure you couldn’t be bothered with anything while you were in there.  Could you?”

                “I’m serious, Jenny.  She has until tomorrow night, and then it’s curtains for her.  And the more you associate with us, the more risk you’re going to be in.  Hell, think about it: you turn me in to my parents, tell them what happened, and you’d not only be cleared of all this, you’d be a hero!  Geez, there’d probably be a reward, or a prize of some kind!”

                “HERO, huh?  Lil’ old me?  Sounds tempting, I gotta admit…” she wheedles.  Her sarcastic and overly glowing tone of voice suggests otherwise to you, though.

                “Jenny, I’m not kidding.  THINK about it!”

                “Oh, don’t worry, I’ve given things a lot of thoughts, little guy.  And here’s the deal… I don’t really give a shit about having your parents getting all goo-goo ga-ga on me about bringing you back.  Never really liked them.  I don’t need their praise.  And besides, I’ve got all the prize I could need, right here, right now.”

                “Jenny…”

                “That’s enough small talk, I think.  Why don’t you come on out and join me?” she grins devilishly, gripping the lip of the rubbery boot with the fingers of her right hand.  You are knocked cleanly to your feet as the boot flies upward into the air, swinging gently, before being tipped directly downward.  You gasp, trying to grab uselessly at the slick walls of the smelly, damp boot before sliding down like a tube slide and out the mouth of the boot.  Your fall is fleeting, though, and an instant later you find yourself bouncing lightly on the buoyant surface of a hotel room bed.

                Staggering to your feet, you stare upward as Jenny casually tosses the boot off to the side of the room, where it smacks the wall and flops over on its side on the carpet.  Then, curling her lips almost sensuously into a pleased grin, Jenny places both gargantuan hands on her hips, looming over you like a shadowy monument.  You stare straight ahead, realizing with stomach-rending fear that you are just about level with Jenny’s knees while standing on the bed like this.  Your eyes trace upward slowly along the seams of Jenny’s jeans, practically bulging with her larger-than-average feminine quads and shapely thighs, up along the flattened, waving flag of her white winter sweater concealing rock-hard abs and those rotund, hot air balloon-sized breasts that you were forcibly made a bit cozier with earlier this afternoon.  Finally, your eyes stop at her face, which is tilted down at an angle to observe you, her luscious brunette locks hanging untangled and flowing like a silky river down her shoulders.

                Her fingers drum impatiently along her hips, and opening her mouth, Jenny lets out a deep sigh before speaking up again.

                “You wanna know something funny, little guy?” giggles Jenny.

                You shrug, still trying to mentally process the overly immense visage of this goddess.

                “I knew we were going to end up here about thirty seconds after we were re-introduced,” she smiles.  “Well, I mean, I didn’t know Carly was going to give you to me.  I actually thought I’d have to come back at night and take you.  The important part is that I knew we’d get here, together, alone, finally.  I mean, really, wasn’t all that goody-two-shoes stuff we did this afternoon just a little bit… I don’t know, boring for you?”

                Ordinarily, you’d be hard-pressed to find being jammed between a couple of firm, bulging breasts, being sucked on between someone’s cheeks, being probed over every inch of your body by a set of curious fingers, being slipped into several different pairs of winter socks, and being sneezed, coughed, and breathed on from every angle imaginable as “boring,” but considering the fact that you’re now in the solo clutches of Jenny, a girl with one of the most aggressively twisted and unabashedly creative minds you’ve yet come across, you have a very bad feeling that in relativity to whatever’s coming, these past activities were, indeed, “boring.”

                “No,” you lie as calmly as possible as your knees begin to quiver with apprehension.

                “Really?  I mean, from what Carly says about you two, you go through the same kind of stuff all the freaking time.  It’s really not starting to get even the teensiest bit stale for you?”

                Once again, you find it hard to imagine anything Carly does to you, regardless of repetition, ever being counted as anything more than horrifying and mind-numbing shock and humiliation rather than yawn-inducing routine.

                “No,” you state again, quieter this time.

                “It’s just… so hard to BELIEVE… seriously, how has Carly never, ever thought to…”

                “What?” you croak dryly, afraid to hear the answer.

                Jenny smirks coyly.  “Getting eager, are we?  All good things come to those who wait, little boy.  And hey, maybe I’ll tell you what it was I had in mind, on one condition.”

                “Jesus…” you whisper absent-mindedly to yourself.

                “You’re gonna need to do a little groveling.  A little sucking up.  A little pampering.  A little…” she coos, thinking it over.  “…a little ASS-kissing.”

                A steady stream of your piss begins trickling down onto the hotel’s dusty old bedspread as your fears get the better of you.

                “Don’t tell me you haven’t thought about it at all, with all that time we spent together today.  I mean, c’mon, I’m pretty sure if I was lesbo, I’d be turned on by my OWN ass!” she jokes, slapping a palm hard against her tight butt cheeks with an ear-splitting crack that makes you flinch from the volume.  “So don’t try to tell me that itsy bitsy brain of yours hasn’t already gone to work, not even a little bit.  Seriously, little guy… do you like what you see?” she whispers, turning around and leaving you to stare upward at the colossal, toned twin hills of her denim-clad cheeks.

                Objectively, you can admit to yourself that in any other situation of life, providing you weren’t less than three inches tall and instead were sitting on this bed at normal size, the sight before you would be enough to make you think you had accidentally stepped into some immaculately conceived wet dream involving Jenny’s angelically formed butt.  As it happens, though, with the shadow of Jenny’s taut ass bearing down over you, close enough that if she chose to sit down right at this moment you’d be squashed into a paste beneath the hefty weight of those two muscular cheeks, all you can do is grasp weakly at your knees in a failed attempt to get them to stop shaking in horror.

                Getting no reply from you, Jenny turns back around and begins lowering a hand toward you.  Still frozen in place, you are powerless to resist as her fingers, even longer and tougher than Carly’s, wrap possessively around your sides and lift you into the air, palming you easily in her grip.  Jenny questioningly raises an amused eyebrow at you as you are brought to a half just in front of her nose.

                “Don’t worry, you little jerk.  I’m gonna give you a break later on.  But you’re going to have to work for it.  Now get ready to pucker up,” she grins, fumbling with the button on her jeans and allowing them to slip down to the ground, leaving her only in a thin pink thong.  Flopping down on her stomach onto the bed and still gripping you in front of her face with one hand, her other descends down to her waistline and begins tugging.  You can’t see what’s going on, but from the jostling motions and the triumphant, anticipatory insolence smeared over Jenny’s admittedly gorgeous and tremendous face, you have a sinking feeling that she’s about to be missing a rather vital piece of undergarment.

                Your suspicions are confirmed as Jenny brings her hand up, waving the thong giddily over her head before tossing it onto the floor at the base of the bed.  Winking and making an obnoxious clicking noise with her tongue against the roof of her mouth, Jenny raises you up and gently sets you down on top of her head in a silky nest of her hair.

                “You’ve got a double date with my cheeks, little guy.  Don’t keep them waiting, or they might get… impatient,” she chuckles, resting her head on top of her hands and waiting.  “You’ve got thirty seconds to get down there before things have to get messier.”

                You waste no time in sliding down the soft slope of Jenny’s hair and onto her shoulder blades.  Clambering up, you trek quickly across the cushy, woolen surface of her white sweater until you finally cross the threshold of her hips, and find yourself face to face with none other than the towering, tight naked butt of Jenny, the two creamy, firm hills of smoothness only interrupted by the sloped valley of the dark doom contained within the curve of her loping crack.

                “Pick one, Jack.  Whichever one you like better,” Jenny snorts girlishly, her skin vibrating beneath your feet as she chortles.

                Shrugging dejectedly, you begin the uncomfortable slight incline up Jenny’s right cheek.  Her skin is cold beneath your feet from the walk out in the winter, but still jiggles slightly with each of your miniscule footfalls.  Each time you take a step and you feel the slightest of bulbous indents into Jenny’s skin, you feel as if you’re climbing on a rounded moonwalk.  Finally, at the peak, you come to a stop, observing the sight before you.  Your skin crawls to stare at the narrow crack dividing the two pale, fleshy hills of muscle and skin.  You can hardly fathom the suicidal horror of accidentally slipping inside that dark crevice.

                “Counting down here, little guy.  I reach five, and you’ll be spending the whole night making up for it.  Now… one… two… three…” orders your unconventional babysitter, dragging the numbers out dramatically.

                Trembling at the vague notion of whatever this paragon of feminine insanity has in mind for a night of “make-up,” you drop to your knees, placing your hands gingerly on the tender flesh of Jenny’s right butt cheek.  Your arms begin shaking harder.  You’ve certainly been violated before in your life; dozens upon dozens of times, in fact, by your own sister no less, but this is different.  This is on another plane of existence in terms of impossible molestation.

                “Four…” drawls Jenny in a higher pitched voice.  “Last chance.  If I don’t feel your lips on my ass by the time I’m done talking to you…” she warns, her words drifting off into nothing, but you’re already convinced, and with a humiliated shiver, close your eyes and pucker against the cold, soft skin, offering a passionate peck to your little sister’s best friend’s godlike butt.

                “Harder.  It barely feels like a raindrop fell on me.  C’mon, put your heart into it.  I know you’ve been thinking about it, so why hold back?  This is your chance, you little perv.”

                Not really knowing how to interpret Jenny’s mixed messages, you try to quell your still-quivering arms and press your face back down against Jenny’s soft skin, wanting to vomit from sheer terror and disgust at yourself.  As you continue puckering your lips wetly against Jenny’s mountainous ass cheek, laying down kiss after kiss with all the enthusiasm you can muster in order to satisfy the young woman’s apparently insatiable demands for fantastical servitude, all you can do is let your mind wander as a defense mechanism to keep yourself from collapsing in vile horror.

                The good thoughts are what you have to focus on.  There aren’t many, but they’re there, and you have to force yourself to think about them as hard as you can right now to avoid emotional collapse at this particular moment.  Frantically, you search your memories for things to put emphasis on.  Getting a good grade at school.  Shooting hoops with your friends.  Watching a movie you like.  Hugging your parents.  The feeling of safety you had when you were in the loving, warm palm of your cousin Sophie, the only person you’ve met in the last five years who hasn’t treated you like a two-and-a-half inch tall gimp.

                “That’s enough, you horny little worm.  God, I can totally see what Carly’s been talking about.  You say you don’t want it, and then you go and do something like THAT.  Jesus, I mean… what even are you, little guy?  Definitely not a person anymore, that’s for sure.  Jesus…”

                You want to break down and cry.

                “Okay, that really is enough now,” continues Jenny calmly, brushing over her prior statements as if they were nothing.  “…on that side.  Don’t want anyone getting jealous now, do we?” she giggles, and suddenly she’s reaching back with her right hand.  All you can do is cower meekly on your knees, still perched in the center of her right cheek.  Her palm descends quickly, pressing down and pancaking you against her ass firmly.  You sputter for air as you are practically molded into the vast plain of malleable flesh and kept down by the coffin of Jenny’s sadistic fingers.  Then, after a moment of simply stroking along your stomach and rubbing you from side to side against her cheek a few token times as if massaging herself, Jenny’s fingers begin sweeping you off to the left, closer to her left cheek.

                Horrified as you feel the sudden decline, you battle uselessly against the low ceiling of Jenny’s fingers as you slip into the precarious position directly on top of the college freshman’s crack, the rising curve of each cheek flanking you from each shadowy side.  Gently, Jenny’s fingers remove themselves before pinching at the skin of her cheeks and probing around at the firm flesh.  Confused at first, you watch as she digs her nails at her own skin, trying to pull her cheeks further apart a few half millimeters, and suddenly it all makes sense.

                You scream as half of your body slips down into Jenny’s crack, leaving only your upper torso and head above the surface, hugged by the cushy, enveloping power of each ass cheek.  The moist, musty environment thickly hugs your lower body and makes you even colder.  You shiver violently and uncontrollably, the tears flowing in embarrassment and fear.  You open your mouth again to begin yelling agonizingly at your tormentor, but this time no sound escapes your lips.  So great is your mixing fury and depression that all you can imagine is how desperately you want to attack Jenny, and yet there’s not a single thing you can do in any way to even come close to annoying her from this position, let alone affecting her totalitarian acts of unusual torture with pain.  You clench your fists, weeping bitterly and trembling.

                Tightening her cheeks together deliberately, you squeal in pain as Jenny’s legs swing out over the side of the bed as she stands back up.  So tight is her grip on you between her cheeks, with half your body wedged firmly into the horrifically damp and squishy entrance to her anus, you are completely unmoved as Jenny goes into a vertical position.  You stare down at the ground far below, watching the toned slope of Jenny’s calves flex as she stoops before standing back up fully.  You watch as she lifts up one foot and brings it out in front before stomping it back onto the carpet and following suit with the other leg.  Confused, you stare downward again and see the tight pink fabric of her thong working itself back up her legs, Jenny’s thumbs pinned underneath the strap and tugging.

                She’s putting her underwear back on.

                Yelling violently and fighting with all your might against the crushing embrace of Jenny’s ass, wiggling your legs around the wet environment of her dark butthole, banging your fists against the firm, vibrating surface of each taut, flush cheek, you find your efforts entirely fruitless as Jenny’s thong uncaringly finds its way over you.  The fabric instantly pins you back down slightly deeper into the apocalyptic crevasse of the nineteen-year-old’s juicy butt, making further attempts to fight the strength of her ass’s grasp on your helpless body even more useless.

                “JENNY!” you scream at the top of your lungs, tugging aimlessly at the fabric and struggling pathetically in the fleshy valley you are being slowly but surely wedged into.

                “Sup, little guy?  Enjoying the ride yet?” giggles Jenny loudly enough for you to hear.

                “LET ME OUT!  PLEASE!”

                “Oh, relax, all in good time, dickwad.  I told you I’d give you a break if you did some ass-kissing, didn’t I?”

                “God DAMN it, PLEASE!  STOP THIS!” you roar, your voice going hoarse.  “YOU CAN STOP ALL THIS INSANITY RIGHT NOW!  JUST HELP ME!  PLEASE!”

                “Let’s get this straight.  There’s no “you.”  There never really was a “you.”  There’s just me, this legendary ass of mine, and its new tenant.  I don’t really care if you like it or not, all I’m saying is, you might as well try to enjoy yourself, because you’re gonna be in there for the long haul.”

                “Holy FUCK, I’m a PERSON, JENNY, A PERSON!  HELP ME, GODDAMN IT!”

                At this, Jenny’s Olympian-sized palm slaps down against the thong on her ass with another loud smack, jostling you roughly and leaving a large bruise on your face.  You cry out in pain, unable to do anything to lessen the soreness as her cheeks vibrate effectively against your nude body.

                “Say another word and I’ll push you in.  ALL the way in.  Now, I’m going to turn out the light.  I’m going to go to bed.  And I’m going to sleep.  And you’re going to stay right where I put you, you stupid little twerp, or else there are going to be problems in the morning.  Got it?”

                Finally, allowing yourself to settle more loosely into the claustrophobic grip of Jenny’s toned cheeks and the dark, blanketing strip of pink thong cotton stretching over your entire field of view, you close your mouth.  You have nothing left to do but tremble.

                For a few more seconds you feel Jenny’s ass rumbling around you as she walks.  You hear the click of a lamp switch before feeling everything go horizontal as Jenny lays out flat on her stomach in bed, remaining motionless as she begins drifting off into a peaceful and entirely uninterrupted sleep.

                “Don’t feel bad, Jack,” whispers Jenny in a falsely reassuring voice.  “I won’t roll over on you.  And hey, I’ll even promise to get you out of there before I take a dump in the morning.  Just give me a pinch to remind me, okay?” she giggles quietly, yawning and silencing herself at long last.

                You remain awake all night crying to yourself as you remain jammed unabashedly into Jenny’s buttery, stale butt crack, wishing with some degree of seriousness that you had just jumped off the dresser to your doom back in Carly’s dorm room when you had the chance.