Pegged With a View

We arrived at our favorite seaside hotel to be greeted by the lovely news that our reservation had been upgraded to an upper-floor suite with a private balcony overlooking the ocean. We gleefully unpacked our bags, and as I began putting away our various personal items in various shelves and drawers, you suddenly smiled with a mischievous glee: “I have an idea for some special fun, but you’ll have to follow my instructions.”

Suspecting your naughty intentions, I of course agreed to whatever outrageous desires you might have in mind. “You can start by stripping off all your clothes and taking a thorough shower and shave, while I make a few preparations,” you stated in that voice that could brook no dissent. I immediately complied, removed my clothes, folding them up carefully in a pile on the easy chair and jumped in the shower, glad to feel the cool freshness of the water after our long trip and the sweat and grime of shlepping our stuff into and out of various conveyances, entrances, exits, and passageways.

I stepped back out only to see that my clothes had disappeared, and you were on the bed toying with various objects whose purpose I could not yet discern. “Come over here,” you said, “and stand next to me while I explain what is going to happen. You won’t need your clothes anymore while we’re here, and so I’ve locked them away.”

But you needn’t be completely naked, so close your eyes and hold your arms behind your head while I deck you out just for me.” I do as you say and try to hold steady as I feel you tie something (strings? ribbons? strips of leather? I can’t really tell) tightly around my testicles, around the base of my cock, and around my scrotum. “There, don’t you look pretty,” you exclaim, “but we’re not done yet,” as you buckle a leather, studded collar around my neck, and attach a snug blindfold over my eyes. “You can open your eyes now,” you whisper with a sardonic giggle.

“You can put your arms down too, but turn around and lean over, my sexy, slutty boy.” Carefully moving so I don’t fall over, I follow your instructions, till I feel your hand glide over my ass, inserting a progasm vibrator in me which you then switch on, high enough that I feel its invasive motion but low enough that I won’t be coming anytime soon. I know you’re adjusting a remote as I feel the strength and the rhythm of the vibrator vary. “Oooh, I know you love this baby. Now turn around and kneel down in front of me. Worship me now, my little whore boy, and show me how much you adore and love my pussy.”

Not waiting for me to respond, I hear the click of a leash to my collar as you reel me in closer to you. As I feel your thighs, I kiss and lick them lovingly, lasciviously, and with unbridled abandon. I slowly move closer to the apex where they meet, a movement you encourage with little tugs on the leash, your moans of pleasure, and dirty talk. Your excitement builds as you draw me in closer to your juicy love nest. I breathe in your lusty aromas as I lick your outer lips, then your inner ones.

I feel your hand on the back of my head as I’m fully embraced by your powerful, muscular loins, my tongue reaching all the way into your dark cavern as I struggle to breathe with my nose pressed into you. A slight respite in your grip allows me to slide my tongue out and over your fleshy ridges all the way up to your hardened clit, which I suck on before redescending to your vaginal opening and then back up again, repeating this over and over again as I feel and hear your pleasure mount, and then mount again.

Like an entranced lustful Sisyphus, I climb and climb again your little mount. In my ecstatic haze reinforced by the pulsating plug in my ass and the subsequent hardening of my cock, I grasp why it is called the mons veneris, and I strive to be its ever tireless and resourceful mountaineer. Suddenly, your hips tighten around my head, drawing me in and holding me there as I feel your thunderous quivering shake us both, only dimly hearing your muffled cry of orgasmic ecstasy as my ears are closely covered between the tight wedge embrace of your thighs.

You release your grip just as suddenly and I kiss your sex with gentle appreciation all the way down to your little dewy anus, to which I lovingly press my lips, making out with you there like a lusty teenager eager for an alternatively depraved version of French kissing. You signal a pause as you roll your hips over and away. “Thank you lovie, just a little break here, but we are not over yet, not by a long shot.” I lean into you and rest as best I can despite the throbbing in my ass and an incessantly hardening cock.

We lie there a while, and then you begin moving around, as if in excited anticipation. I hear you rummaging through stuff, until suddenly you pull off my blindfold. I am blinded by the brightness of the room in the late afternoon sun, but eventually I see you checking out what looks like an assortment of dildoes. “Hmmm, which one of these would you like best, sweetie?”

I remain dumfounded, perplexed, and can only stare without saying a word. “Don’t be bashful,” you taunt, “help me pick out your favorite.” “I don’t know, I can’t tell,” I stutter in response and utter embarrassment (no pun intended, I think). “Well, I guess you don’t know what this is about yet do you, baby, or maybe you are just pretending to be innocent. But I know what you really want. I can tell by the way you love wearing that progasm vibrator up your ass.

Perhaps you’d like something more energetic and invasive to really probe your sodomist desires. I know you know what they call “pegging,” or getting your ass fucked by woman wearing a strap-on dildo. That’s what happening next now, so think hard which one of these do you want penetrating your lovely behind.” I feel shocked and light-headed, not knowing how to respond to your raunchy initiative.

Bemused by my reaction, you decide to go ahead and pick what you think “will work best,” which also means not so much what I can reasonably accommodate but more importantly what will give you pleasure from the base of the dildo resting against your clit, enabling you to orgasm as you fuck me. I see you insert a long, thin one into the ring of a hip harness which you gird around your waist, positioning an outrageously obscene dildo protruding out from your pudenda as if your already hard, prominent clit had grown itself into a gigantic penis, which as you would shortly remind me, it would now be my pleasure to service.

Thinking ahead to the wildness and the buzz of scrambling our gender roles and their assumed power relations, the sheer nastiness and perversity of fucking my virgin ass, you smile and stroke the length of your fake member: “Come here!” you shout out. I come to you, still aroused and hotly bothered by the throbbing plug already in my ass and my tightly bound genitals. In a pique of romantic gentility, you kiss me on the lips and I kiss you back, our tongues playing into and around each other.

“Look at us,” you say, motioning me to look down to your massive cock whose sheer size overshadows my own not inconsiderate cock, hardened and enlarged by what I now see to be the web of straps and colorful ribbons that decorate my organs, a large pink bow around it all but also a gold chain wrapped around my scrotum and dangling a string of three dark pearls that match those you wear hanging from the necklace around your neck.

My embarrassment doubles with arousal and a desire to submit to your every whim, no matter how kinky and strange. We kiss again tenderly and take the time to savor each other’s mouth slowly, lasciviously, passionately. Suddenly, you break it off, and then with a jarring change of mood, spit deeply into my mouth with untoward intimacy.

“Ok sweets, time to get you ready. First, we need to crank up your sensitivity with a good spanking.” You sit down on the bed and motion me down over your knees, my cock entangled with yours, as you raise your hand to administer some sharp slaps to my ass, alternating between one cheek and the other, till they turn a rosy red and are hot to the touch. Then, you continue with a leather paddle, then crop and flogger to spread the odd mix or pain and pleasure to the rear of my legs and all the way up my back to my shoulders.

Throughout, you are the mistress of administering an overwhelming mind fuck as you switch unpredictably between being mean and being kind, alternating soothing caresses, gentle kisses, and sweet words with harsh blows, sharp pinches, scratches and the filthiest, most degrading language. I don’t know from one moment to the next whether I am your sweet, sweet boy or your dirty, slutty whore, whether I’m due for loving care or for more severe punishment. I swoon from the blows but surf high off the endorphin haze.

“Up now,” you say, pulling on the leash, “we’re going out onto the balcony,” as you attach a pair of nipple clips to my tits then pull a scratchy old sweater over my head “to protect your modesty, if you have any left, that is!” You, on the other hand, are gorgeously decked out with a broad colorful sunhat, the pearl necklace, an oversize button-down blouse that reaches just below your waist, and tall leather boots.

Fortunately, the Miramar balcony has a concrete barrier in front and concrete walls to the side, so only the top of our bodies will be visible, and then only to whomever may be way out on the beach or just off to sea. I thereby feel relieved to avoid total humiliation, even as I feel utterly exposed by being outside with the bright sun shining in front of me and the cool sea air touching and groping me like an impertinent stranger, violating all the parts of me that remain hidden from public view, namely, my nakedness under the scratchy sweater, whose rough fibers were also taking full advantage of my flesh in a thousand tiny pricks.

And any movement I make at all would further be met by the tug of the nipple clamps and the ever-probing vibrating plug shifting around inside my butt. You lead me out on the balcony to a high-top table with barstools. You sit on one of them and then beckon me down onto my knees below you, your wildly swinging phallic toy in my face. “Suck my cock, show me how to give the best blowjob and what a devoted cocksucker you really are. Hmmm, baby?”

Half-naked and outside, I nonetheless bring myself to kiss, then lick the length of your dildo cock, finally taking the head into my mouth and sucking it while a wave of wanton passion drives me to take more and more of it in me on the instroke, while coating it on the outstroke with a seemingly endless supply of saliva that keeps rising in me. I gag as I feel it hit the back of my mouth and then slide further into my throat.

You giggle with a devilish blend of empathy and sadism, egging me on as your little cocksucker, your real live “deep throat,” and other outrageous and salacious names, before you grab the back of head with both hands and pull me all the way down the shaft, impaling my throat as my nose nuzzles your pubic hair. Now, I feel your passion in your tight embrace, which you hold just a moment before I run out of breath, then release me, gasping and coughing, but feeling exhilarated by given you such unimagined pleasure.

“Ok, boy, showtime now,” you whisper as you urge me to turn around and clamber over to the balcony wall, resting my two hands on the parapet while my head looks over, swimmingly and in a sex-addled haze, down at the tiny people walking along the sidewalk below, then the cars racing in the street, the pathway across the street where groups of people saunter along in anticipation of a good time at the beach, utterly unaware of our indecorous behavior happening over their heads.

I glance over the hundred yards of so of flat sand, then the waves of water beating the shore, tiny figures of people sunning in the sand, tiny heads bobbing in the water. Further off, I notice some sailing boats, a carnivalesque pier to the left and the long curve of the Malibu coastline drifting off to the right. Can any of those folks see me, I wonder with trepidation, and if they can see me, will they figure out what is going on?

I feel my face blush to match the redness of my ass from the spanking you gave me, all of which makes me even more shamefully aware of the vibrating butt plug whirring away inside me and the web of stands wrapped around and tenaciously gripping my cock and balls. All these thoughts and sensations make my hardened cock feel even more uncomfortably stiff.

You rouse me from this state of distractions by your forceful positioning of me in preparation for this virgin fuck. I feel your boots sternly nudging my feet further apart. “Bend over some more, boyfriend. Lean your back and shoulders down and arch up your gorgeous butt. A little more, so I can see your slutty self and position my cock to deflower your whorish ass.” I feel your hands further manipulate me and move me to accommodate your wishes. Then, I feel a sudden tug as you pull the plug out of me. “This should have prepared you well, but let’s see.”

I hear the sound of what I assume is a latex glove stretching over your hand, then some cool lubricant being rubbed over my anus before you plunge first one finger, then two, then finally three fingers deep into my rectum, twisting them slowly and deftly to widen the passage and grease me up for the coming entrance of your giant silicon phallus. I’m really going to get fucked, right out here, outside, in plain daylight!

But first you decide to administer a few more slaps to my ass, less to heighten my sensation than to signal your absolute dominance over me. In the same spirit, you tug on the chain connecting the two nipple clamps and give a slight pull on the leash to my collar. “Such a sexy bitch you are! I want to hear high-pitched little girlie moans out of your mouth as I fuck you, like the little whore you are.” As you say these and even other nastier words, I feel pressure on my butthole as your cock slowly, relentlessly, inexorably intrudes into my rear sanctum, possessing me in my most private place, the one place left where the sun literally doesn’t shine.

I gasp at the mix of pain and delight as I push back to help accommodate you. You laugh again at this most indecorous display of my whorishness. “You love this, don’t you?” I have to admit I do and that gives you license to push even deeper in me and make me feel the widening girth of you cock stretching what you now call my “boy pussy.” You slap my ass again to encourage me and drag your long fingernails down my back, scratching the skin that hasn’t already been maliciously pricked by the roughness of the sweater.

Finally, you are all the way in me, as I feel your hips bumping up against me and your breasts tickling my back as you lean in closer. You hold me tight again in this perverse embrace, then slowly start retracting your cock till it is nearly all the way out, before thrusting it back in. As you move back and forth, you slowly pick up the pace until I feel your excitement at fucking me roughly. I hear your moans of impending orgasm, which compel me to take one hand off the wall and grab my cock since I too desperately need to come. You slap my hand away. “Not yet, boy, I’ll tell you when.”

You guide my hand back to the ledge, but then you reach forward and cover my mouth and nose with your hand, stifling my breathing just enough to excite me even more as I inhale through the intoxicating perfume of your palm and fingers. I start to jerk in a frenzy, nodding my head, swinging my hips and ass, which of course only heightens the sense of my penetration below. You come again, and again. And you keeping coming to your heart’s content, relentlessly fucking me for your pleasure, until with the sun going down, you finally reach a point of rapturous satisfaction and blissful fatigue.

Finally, your other hand reaches forward and starts stroking my cock, which is so far gone that it will not take much for me to explode. But in a last bit of devilishness, you stroke only a little. Stopping every time just short of my orgasm, edging me slowly but ever closer to an ecstasy I can no longer contain, until I come with a massive outburst of sperm, howls, exhalations and muscular contractions, which leave me in a state of complete and utter incognizance.

You impregnated me till I impregnated the ocean, my semen scattered everywhere as you kept fucking my ever-docile flesh through waves of orgasms upon orgasms. Only when you were fully sated, and I was thoroughly used did you pull your giant plastic cock out of my ass.

“C’mon baby, let’s go rest,” and you eased us back off the balcony into the room and onto the California king bed, where you lulled me to blissful sleep in your arms, despite my knowing full well you would be waking me at odd moments throughout the night to peg me again and again. Or to urge my kissing you and sucking your tits or wantonly, adoringly, loving your pussy or asshole with my tongue. Or perhaps at some point demanding too that I fuck your pussy with my cock to further and further orgasms as I keep urging myself to give you the endless pleasures that are also inevitably and forever ours together.