9 comments/ 165580 views/ 73 favorites Babysitter Revisited By: johnnieblue44 Having just recently celebrated my forty-eighth birthday, I wasn't used to having a comely young woman about half my age appear to be checking me out as I stood at the counter of Panera Bread, waiting for my lunch order. Granted, it may have been my imagination or wishful thinking on my part. However, as I shifted my body around to face her, it seemed she was not only checking me out, but perhaps also checking out my, um, package, which was involuntarily rising as the impure thoughts rattled through my head. I had been doing alright in my rejuvenated sex life since the divorce a few years ago, but half my age? I hadn't crossed that plateau yet. Still, there was something vaguely familiar about the tall, lean young woman with the short chestnut hair and deep brown bedroom eyes that were indeed running up and down in a visual scan of my torso. As I grabbed my tray, my stiffening prick twitched in gratitude of the attention. She had to notice it. Didn't she? "Mister McCall, is that you?" The twenty-something woman stood, revealing a hard, athletic body and long, looong legs that came up and made quite an ass out of her. Figuratively speaking, of course. I unconsciously walked towards her as if in a trance, lunch suddenly forgotten. C'mere, boy. She threw her arms open wide, and squealed a schoolgirl squeal. Restrained, yet animated enough to get me harder. I plopped the tray down on her table. "I KNEW that was you!" She leaned into me, pressing her chest into mine, causing an accelerated missile launch sequence within my suit pants. She smelled like orchids and strawberries and she gave me a big hug. I glanced around nervously for the hidden cameras, sure that I was being 'punked'. That didn't stop me from sniffing her neck and hair, though, while I leaned my pelvis into hers. If this was only gonna last a minute, I was gonna enjoy that minute to the hilt. She leaned back, her pretty face aglow. All other people in the store, not to mention the planet, had instantly disappeared. She put her hands on her hips, clad in tight denim jeans met at the waist by an olive-colored turtleneck ribbed sweater. Was that a nipple or two poking through the cotton? Yep, me thinks so. Wow! But..who the fu.......? "Allison," she said. No help. She scrunched her nose in dismay, but only for a nanosecond. "Allison Mattern? Your old babysitter? For Lindsay and Thomas, your kids. God, what has it been, ten years? You look great!" I look great? Me? I thought to myself, Allison, have you looked at yourself in the mirror lately? Now, you my dear, you look mah-velous. This was all in my head, and it dawned upon me that I still hadn't said anything except perhaps a grunt or two. I figured I better snap to it lest she leave my domain as quickly as she had entered it. "Allison! Oh my gosh. What a surprise. Boy, have YOU grown up." She smiled a winning smile, flashing big, bright, perfect front teeth, Sheryl Crow-type teeth. Chipmunky in a sexy way, a slight overbite, good for gently scraping over a dick. Oh, the way my mind works. She leaned in and hugged me again, this time holding it for a few seconds longer than necessary, especially in a public place. Not that I was complaining. It's not every day you get a hottie scrunching privates with you at the local lunch joint. I did the math quickly. Allison baby-sat my two kids when they were about nine and ten. Ally, as we called her, was about sixteen or seventeen then, a junior in high school. She was a long, tall piece of water, not yet filled out, a gangly, awkward teenager. Cute back then, sure, no doubt. But not the stunner she was now. I surmised she was about twenty-seven now, give or take a year. Amazing the way kids grow these days. We sat and talked over the next half hour, catching up, making small talk. All the while I was trying to swivel and squirm and discourage my hard-on from distracting me beneath the table. Unsuccessfully. Because of the threat of raising the table in a penile levitation magic trick of sorts, I did most of the questioning. Allison had graduated from Temple, her basketball career ended by an ACL injury. She then fully focused her attention on her academics, received a masters degree in civil engineering from Lehigh, one of the best engineering schools in the country, and was currently working for an architectural firm. This was one smart cookie, bright and beautiful. And something else, as I was about to learn, when she turned the questions on me. "So, um, if you don't mind me asking, I'm guessing you're no longer with Mrs. McCall?" I blinked, and for the first time my erection took a brief sabbatical. "Why, yes, that's true. We finalized our divorce a few years ago, once the kids were about to leave for college." I was curious that her intuition was correct. "Um, how did you know that?" She smirked, and touched my ring finger. "You used to wear your ring and almost flaunt it, at least in my opinion. I was so jealous." Her mere touch resurrected the arousal. "Jealous? Why?" Allison leaned forward, her body language betraying her. I'm usually unlike most males, I have to be totally convinced by a woman's less-than-subtle cues that she is interested. She licked her lips, tossed her hair from her forehead, and moved closer to me. The seductress trifecta. She was interested, despite my disbelief. What she said next only augmented my desire for this young woman, no longer awkward, no longer a geek. "I used to have the biggest crush on you, Mr. McCall. In fact, you gave me my first orgasm." A thin slice of turkey sandwich caught in my throat as I absorbed this tidbit. She took inventory of my reaction and giggled in a low guttural tone. "Well, you didn't know it, of course. But I used to leave after my sitter duties, go home, and masturbate, thinking of you." I reached for my iced tea, to unclog the bread, to save me from choking. She continued, her voice low, deep. "In fact, one time, just to be naughty, I went up to your bed once the kids were asleep, and I took your wife's hair brush, and I had the most amazing orgasm, right on your bed, frigging myself into ecstasy. I got so turned on knowing that you would come home with your wife and be completely unaware that my teenage virgin cum was all over your sheets." Now even an ice cube lodged in my esophagus. Allison, a teenage virgin no longer, went on. "That same week, I gave my boyfriend at the time my first blow job. I had absolutely no idea what I was doing, but I was so enthusiastic." Our eyes met. She rubbed her neck softly. "Because I was fantasizing it was you. In my mind, I wanted it to be you that I was sucking off, Mr. McCall." I was stroking the straw of my drink now, not realizing it, not fully consuming what I was hearing. The best I could come back with was a schoolboy-like inquiry. "Um, how about now, Allison? You must have a boyfriend...." I let the words trail off, leaving it as an assumption rather than an inquisition. She twirled a finger around her tight locks, one strand falling down on the right side of her face, partially covering her smoky brown eye. She raised that same eyebrow, and shook her head. "No, I don't want to be tied down." She laughed at her own double-entendre, intentional or not. "Not in that way, at least." She stopped again, knowing full well the effect that she was having upon my middle-aged libido. "I like to be free to, well.......experiment. I'm still learning, still exploring." Pre-cum squirted from my slit. My cock tightened with each syllable. " And sometimes with other women. I like to have explore. Have fun. How about you, Mr. McCall, do you like to explore...and have fun?" I glanced at my watch as a defense mechanism. Shit! One forty-five. I had a conference call at two. I had to move fast, I was not going to miss this golden, once-in-a-lifetime quirk of fate. Filled with the confidence that Allison's brazenness had provided me, I dropped my own gauntlet. "First of all, Miss Mattern, my name is John, not Mr. McCall any more, got it?" She demurely nodded her head, happy to let me, the supposedly mature older man, take back a semblance of control. She appeared anxious to see where I would take her obvious offer to proceed further. "Good," I said, acknowledging her understanding. "Second, yes, I like to have fun, a lot of fun." Her eyes blazed into mine, her lips curling almost into a sneer, a young lioness trying to impress the alpha male. "You'd be surprised the fun things I can teach you, young lady." She licked her lips. She was all in. "Third, I have to get back to my office soon. But you are going to be my date for our company Christmas party tomorrow night, so that I will leave a lasting impression on my envious colleagues and their spouses, with you on my arm. Eye candy." She leaned back from the table, listening intently. Her heel began to rub up my ankle and onto my calf. The nipples of her smallish tits poked through the fabric of her sweater visibly. "You will tell me where you live, I'll pick you up at eight, and you'll be dressed in something that no babysitter would EVER wear." She shuddered quietly, the tables officially turned. I went on. "And by the end of the evening, you'll no longer have a need to harbor any jealously and we'll discover how much experimental fun we can have together." I stood to leave, and recoiled when she tried to get up herself. I didn't know if she wanted to hug me, kiss me, or suck my dick right then and there. But I knew if I stayed another minute that I was going to miss my call. Besides, I sensed she wanted to fuck, now, a quickie, fulfilling a fantasy of her own. But I wanted something more, and quite honestly, I wanted to make her wait. I slid a business card into her palm. "My personal e-mail is on the back. Send me your address, and while you're at it, tell me how you used to masturbate when you were in high school. Because tomorrow, I'm going to watch you act out your narrative." Allison nearly swooned, and I purposely let my rock-hard cock swipe against her body, still seated, before I departed. "And then, former babysitter, I'm going to do things to that fabulous young body that will bring a new definition for what you consider 'experimental'. Always leave 'em wet, I snickered to myself. Always leave 'em wet. When I arrived home that evening, I opened my personal e-mail, something that I never do at work, since one never knows what the IT police might be watching. In this case, it was a good thing I waited. The e-mail that I was looking for was from an address that I didn't recognize, but I had a pretty good idea when I saw the caption, "A Picture is Worth a Thousand Words", with an attachment. I opened the attachment, with the resurgent bulge in my pants indicating that my southern equator was as eager as my northern to examine the contents. The image formed, tantalizingly slowly, frame by frame, on my laptop. I hit 'full screen' just before it blipped into life. The photo was time stamped at five-oh-nine that afternoon, or about three hours since my impromptu meeting with Allison. The camera was positioned on the floor, apparently, as my all-grown-up former babysitter was lying on a sofa, the same olive turtleneck pulled up to her neck, showing her pert breasts, with distended nipples that looked like they were the size of my pinkie finger to the first knuckle. She was naked from the waist down, her impossibly long, tapered legs spread lewdly, one on top of the sofa back, the other on the floor, and she was on her side at a forty-five degree angle from the lens. One hand held a bullet vibrator which was imbedded several inches into her anus. The other had two fingers pulling apart a bright pink swollen pussy with her middle finger stuffed deep inside her slit. Her luscious thighs were coated with a gleam of milky moisture. Written below the photo was a succinct electronic salutation: "Here's to experimental fun. And fun experimentation. Love, your no-longer-jealous babysitter." Her address in Berwyn, a tony suburb about twenty minutes away from my house, was included. I was right on time knocking on her townhouse door the next night as I tightened the knot on my necktie, my Lexus parked in her driveway, my dick as stiff as the brisk December wind. The door swung open and for a second, I could only see perhaps a dozen or so candles scattered throughout the living room. Allison was behind the door, so at first, I could only see an impeccably manicured set of fingers gripping the door. But I could already smell her. Orchids and strawberries. Strawberries and orchids. And, maybe....? The slightest hint of womanly arousal on those lovely finger tips as I took one into my mouth before I even saw her. She emerged as I swirled my tongue across three digits, licking her painted nails one-by-one, sucking on the same middle finger that was buried in her cunt in the photographic tribute she had sent to me twenty-four hours before. Her short hair was loosely spiked up with gel on her cropped temples, while the locks in the middle cascaded down onto her forehead. Somehow, it looked sophisticatedly slutty, appropriate for the formal cocktail party that we were headed to, but with the hint of provocation of what would ensue post-party. She stepped out from behind the door as I still orally massaged her fingers. Her eyes were half-shut and she moaned almost inaudibly. I didn't realize it at first, but her other hand had hiked up the gray sequined hemline of her skin-tight dress, and was hidden from view, wiggling under her dress. The masturbation show had already started. The charcoal dress ended just above her knee. It had a slit up the right side that went almost to mid-thigh, showcasing her lean yet muscular calves, and she wore a light choker necklace and three-inch satin pumps. Again, navigating the always tenuous tightrope between tasteful and promiscuous. It had a midnight blue border on the sleeves, which contrasted the hues splendidly. A perfect outfit for a winter formal, certain to send my male colleagues into a drooling frenzy, and their spouses or significant others into the sad realization that they would not be the hottest woman at the bash. Allison made sure of that. She reached around me, shutting the door, and essentially pinned me against it. Her strength surprised me. Her sinewy biceps rippled as she used one arm to push me backward, and the other arm was still busy, connected to her fingers, three of which were diddling her cunt. I knew this because my own hand was now beneath her dress. I joined her in finger-fucking teamwork, not surprised in the least that my path was not blocked by any undergarments. She brought her mouth to mine and her tongue danced into my mouth, slippery, hot, talented. How did she put it while self-describing her first blow job technique yesterday? Ah, yes, that's it. Enthusiastic. She was most certainly orally enthusiastic. And the early returns indicated that she was also quite orally gifted as well. Our tongues fought with the same zeal with which our respective fingers scrimmaged in her sopping young cunt. She withdrew my fingers by grabbing my wrist. "Patience," she said simply. She took my hand and led me into the living room, as I stared from behind at the tight ass sashaying beneath her dress. The young ass that I was determined to have later this tonight. She pushed me down gently into a plush armchair across from the couch. Gazing into my eyes intently, she lowered the straps pf the dress from her shoulder and brought it to her navel. Though small in the chest, her nearly chocolate areolas were disproportionately large, with those same rubbery nipples that I had ogled in the e-mail. They had to be at least an inch long, just begging to be pulled and sucked. "Take your cock out, Mr. McCall," Allison said huskily, pinching her nubs between a thumb and index finger of each hand. 'I've been waiting to see it for ten years." I got up and took off my suit jacket slowly, folding it over the arm of the chair. I liked this game that we were about to play. You show me yours and I'll show you mine. I liked it a lot. Ally stood by the edge of the couch, her blazing eyes locked on my lap as I unbuckled my belt and tugged at the zipper of my pants. I motioned for her to reach her own zipper on the side of her dress. "You first," I dared, teasingly. With a wiggle or two of her slender hips, her dress fell to the carpet. I held my breath to stifle a gasp as I surveyed the beautiful womanly form in front of me. Her stomach was perfectly flat, like an ironing board, tapering into a "V" at her pelvis, and cascading down into a valley of closely cropped chestnut pubes. The shiny trimmed hairs served as a visual welcome mat. Her vulva was already puffy from the fingering, and her outer labia were pushing outward, exposing bright pink vaginal flesh within. "Jesus, Allison," I whispered, truly in awe. "What a sensationally beautiful woman you've become." It wasn't exactly the most eloquent thing to say, I realize. I'm sure that she hadn't become this sensational beauty overnight, but what the hell, I hadn't seen her from seventeen to twenty-seven. What I saw before my eyes now was perhaps the best body I'd ever seen. Men who insist that women have to be big-breasted to be sexy are quite sectarian. Allison seemed to dismiss the compliment, ignoring the fact that she was naked in front of me. Her mind was one-track at this point. "Your cock, John," she demanded. "I need to see your cock." I let the pants drop to my ankles and stepped out of my shoes. Her eyes never left my crotch as my manhood popped into view when I removed my boxer briefs. It pointed straight to the ceiling in salute, all seven-plus inches harder than should be anatomically possible for a forty-eight year-old cock. "Ooooh, fuck," she hissed through her ivory teeth, almost a whistle. "I knew you'd be hung." She spread her legs and began to rub the top of her mound with her palm, one finger dipping into her warm abyss. "C'mere." I walked towards her, stopping about five feet away. I could clearly smell her nectars even from that semi-safe distance. We looked intently at each other's crotches for a short time while we entertained ourselves as well as our one-person audience. I stepped closer, my cock nearly grazing her cheek now. "Lay down," I said softly. She complied and lay prone on the couch, two fingers now buried in her quim. I reached down and took her by the shoulders and spun her until her head was over the edge of the couch. I made one stride forward so that my swollen balls dangled directly over her face. Essentially, she was now peering right up my ass hole. Her tongue snaked out and she lapped at my testicles while her free hand reached up to cup my sac. In reciprocation, I bent at the waist to accommodate her grasp, and this position also allowed me access to her elongated, rubbery nipples. My touch alone initiated the electrical spark in her body. Her flat tummy rippled and her thighs tightened and a low, guttural groan escaped from somewhere deep in her nether region. The former babysitter's hips bucked and heaved animatedly off of the couch, lost in the throes of a powerful orgasm now, as she furiously fingered her young cunt and I pulled her nipples roughly perhaps three inches off of her skin. "Unggh.....uhhhhh.....aaoooaahhhhh....fffffuckkkkk........" Her sounds alone would have been enough to induce my own orgasm, but when she wrapped her long fingers around my dick in a vice-like grip, I could withstand no more sensory overload. Whippets of hot semen shot from my slit and lathered her breasts and collarbone and stomach in strings of milky-white cum. The proverbial protein bath, good for the skin. Babysitter Revisited Ch. 02 A continuation of Babysitter Revisited. You are cordially encouraged to read the inaugural chapter before embarking on this journey. You will be glad you did. * It didn't take long for Allison and I to devise our plan for the following evening. She asked a few questions about the older executive, and Ally's intuitions were spot-on. Despite being physically exhausted, the plan was a splendid one, a deliciously sexy and devious plot. One might even say, experimental and fun, especially when it came to Julie's anticipated surrender. As we began to doze off in tandem, my last waking thought on one of the most erotic evenings (and mornings) of my life was just how dominant could enigmatic Allison be to the aggressive alpha female Ms. Meenan? Would Julie really relinquish control to Allison's charms? Ally seemed supremely confident. "Just follow my lead, lover, I haven't failed at this yet." It would be the worth the price of admission, that was for sure. Only I was going to be a participant, not just a spectator. That's what made the plan even more brilliant, from my selfish perspective. Allison's pretty head cradled against my chest. She was breathing heavily, snoring gently. It was the cutest snore I ever heard. I soon joined her in blissful slumber. We slept until almost noon, hardly moving, except for Allison to roll over so that we were in a spooning position, my flaccid cock head comfortably nestled between the cheeks of her sublime buttocks. Somehow, even that was a perfect fit. I was awake for about fifteen minutes, just watching her, admiring her youthful beauty, afraid to move for fear of rousing her. I was content just basking in the glow of our new-found chemistry, and being grateful for my good fortune that I had chosen Panera Bread on Thursday for lunch. That was working out well for me. Her eyes gradually flickered open, adjusting to the sunlight coming through the blinds, like a tiny bird's seeing the world for the first time. She yawned, smiled, stretched, groaned, and kissed me on the forehead tenderly. "Good morning, lover," she said cheerily. "I'm going to brush my teeth. I want you to kiss me like I've always wanted to be kissed." I looked at the most perfect rear end on the planet wiggle into the bathroom, my incorrigible cock stirring in wondrous appreciation. My former-sitter-turned-torrid-lover returned, smelling orally pepperminty, or peppermintally oral, and peeked underneath the covers to see the south rising again. She looked pleased to see her present. She leaned down to kiss just the tip of my dick. "Go brush yours," Ally ordered sternly. Then she figured she should clarify. "Your teeth, that is. I'll clean the other parts." I came back into the bedroom, my mouth freshly foamy, my morning wood more than ready to be polished by my sexy new girlfriend. I had already categorized Allison that way in my mind. I just had a feeling, and not just a wishful one. The look of affection in her eyes as she lay naked on the covers, almost absent-mindedly rubbing her mound, told me that she, too, harbored thoughts that this was more than a one-or-two-nighter. "I think I'm already in love with your cock, John. It's beautiful, a true man's cock." Naturally, this had the desired effect on my nether region. It stiffened perceptibly as I climbed into bed and kissed the lovely woman twenty-plus years my junior with a deep passion. "I KNOW I'm in love with your body, young lady. And your mind. You're exciting, vibrant, and very fucking naughty." She kissed me back with more than equal fervor, apparently thanking me for the sincere intellectual compliments, my words evoking an animated reaction within her. Her huge nipples seemed to harden like a video tape in fast-forward motion. Always tell a woman you love her mind, I thought, it works its magic every time. Allison and I kissed passionately for several long minutes, like two knowing, familiar lovers, kisses of erotic foreplay. Our tongues danced each other's, alternating between slow dancing and hot, writhing, wild rumbas. We groaned into each other's mouths, our encouraging grunts echoing within our respective throats. Our hands roamed up and down, exploring our partner's torso, the soft touching accentuating the lovemaking that was pending. Ally climbed on top of me, her long, lithe, nubile body straddling me, sitting directly on my thighs, pushing my legs slightly apart. Slowly, she took my engorged cock in her neatly manicured palms and began to stroke me gently, her smoky brown eyes riveted on ground zero, my twitching crotch. Her left hand held steady on my hard shaft down by the testicles, almost holding me in place, assuring that I wouldn't and couldn't escape her grasp. Not that I was going anywhere. She spit a stream of saliva on her right hand and began to masturbate me in a corkscrew motion, accelerating her pace, moving from leisurely to vigorously, feeling my girth grow in response to her manual enthusiasm. Her firm release on my shaft lifted and she began to cup my heavy balls, filling with the seed that would soon coat her, somewhere. She maneuvered her fabulous body so that my cock tip was sliding across the entrance to her pussy, which was blossoming open like a flower waiting to be pollinated by a honey bee, the beauty of natural selection at work. Her fingers eased their way beneath my balls to the base of my pubic bone, that ultra-sensitive spot that far too few women seem to recognize, at least from my perspective. The fact that this young, sophisticated vixen instinctively knew where to garnish her attention gained her major bonus points. I would have to reciprocate, and I would in time. But not right now. Allison gazed down on me, her eyes glazed, half-closed slits of lust, her fingers expertly massaging me into titanium steel. "Order me to suck your big cock," she said huskily. Hey, for a dom, I could take orders with the best of them. I acquiesced immediately. There was no need to ask (tell?) me twice. "Take me in your mouth, you beautiful cocksucker." It seemed appropriate at the time, perhaps it lacked somewhat for tact, but what the hell........ She snaked her way down my stomach, placing light kisses on my nipples, chest, and along the hairs from my navel leading to the promised land. She purred and licked while staring me in the eyes, lifting my dick flat against my tummy, reaching to the belly button. "Mmmmm, it will be my great honor, sir, to bring pleasure to this glorious piece of manhood." Gotta hand it to her, she really knew how to flatter an older guy, this Allison. Her head began to spin and gyrate wildly, up and down, back and forth, her short hair tossing like a boat's sail in a stiff breeze, pumping my thickening dick with urgency. I placed my hands on the back of her skull and she sucked me down deep, her nose now tickling against my curly pubic hairs. Deep throat, were there no ends to this incredible woman's wonders? Just when I thought I could take no more, she tucked her head back and released me from the back of her throat with a gasp. The gasp was matched by my own. Her eyes were swelling with tears, she struggled to catch her breath. She looked up at me and asked, almost bashfully, "Like that, Mister McCall? Is that how you wanted your babysitter to suck your big dick?" She took me again to my very length, licking my shaft with her tongue at the same time, how does she do that? My hands gripped her temples tighter, more to balance myself than anything. My legs swung over her shoulders as she continued her ambitious frontal assault on my cock. I was more than ready to explode inside of her talented mouth. And then.......... She pulled my legs from her back and leaned up with one hand, searching for one of the pillows scrunched against the headboard. She found one she apparently liked, and with the other hand, she cupped my ass from underneath and guided my hips up into the air. Allison propped the pillow beneath my butt, which was now raised slightly enough to give her unfettered access to my balls. And beyond. Without taking her eyes from me nor her hands from my shaft, she took my right ball sac fully between her lips and started to suck on it eagerly, humming while doing so. I watched intently as she played a solo game of 'hide the testicle'. I liked this game a lot. Enough to groan with delight when she switched and repeated the action on my left ball. Equal opportunity nut sucking, what a concept, talented with either ball. As the basketball player once said, "I'd give my right arm to be ambidextrous." I applauded her impressive display by grabbing my own dick and gently whapping it on her forehead. It made the sound of polite golf claps. She showed her appreciation by rubbing her palm over that same super-sensitive place, the man's g-spot, the area between balls and anus. The elusive perineum. Her mouth joined her palm and together the pair made sweet music with my organs. She was a maestro, determined to bring me to a thunderous, roaring climax. I literally trembled from pleasure, she made oral love to me as if weaned in a textbook. "Cocksucking for Smarties." I wanked my own dick, trying to hold back the volcanic ash of hot cum threatening to spurt, when I felt her hot, wet tongue begin to rim my asshole. I whimpered as my ass rose off the pillow in an involuntary reflexive response. Allison's tongue next darted into my secret tunnel. She began to tongue-fuck my ass hole. My head spun. She rubbed my pubic bone, causing my dick to wave like a flagpole in a breeze. Her other hand somehow found its way up to my shaft once again, taking its temperature, rubbing its length, calculating when I was going to blow. Which was, as I announced to her.... "...Unngh, now, Ally, now...." The last thing I saw before the bright lights flashed inside of my eyelids was Allison's model-pretty face rising to catch the first hot shot of seed. It splashed against her cheek like a bursting cum-filled water balloon, splattering all over, followed by one load after the other after the other. The most powerful orgasm of my forty-eight years rifled through my being. She smiled up at me, face coated in a mask of milky semen, dribbling off of her chin. One lonely stream dangled perilously off of one impossibly erect nipple. She looked down to see what I found so mesmerizing, saw the cum on her nub, and wiped it off with her pinky finger and brought it to her mouth. I collapsed on the bed and groaned in thoroughly sated ecstasy, my chest heaving, my legs quivering like jelly. I gazed up in awe at my smiling young Aphrodite, goddess of oral. "Fuck, amazing, Ally. Christ, you can't kill me yet, we have a hot night tonight, remember?" "Oh, yes, I almost forgot. Well, then, you'll just have to do me now, I suppose," she smirked, rolling over on her belly. Her pale ass cheeks stared back at me. Between them, her winking asshole peeked out at me like a camera lens. Ass Cam. If I hadn't known better, I could have mistaken her buttocks for two taut bongo drums, waiting to be playfully smacked. I resisted the urge to go Hawaii-Five-O on her ass, and instead began to massage her toes, deciding I'd start from the tippy toes and work my way up to the really good stuff. After all, we had plenty of time, and I wanted to play my with new instrument. "Mmmmm, that feels good. I love to have my toes massaged. And I love your touch. A great daily double," she purred contentedly. While making her way up to her sinewy calves, I decided to ask her a question. Inquring minds wanted to know. "So, young lady, have you ever had a foursome before?" I sort of winced while asking it, not sure if I truly wanted to know, anticipating a litany of carnal experiences. Instead, she barely moved, just moving her head enough from being buried in the pillow to respond. "Nope, believe or not, I haven't. Mainly because I was afraid I would scare off whoever I was with at the time, thinking they might view me as an insatiable freak or something. But with you, I feel very comfortable, very safe, like I won't be judged." She glanced over her shoulder to see my reaction. I smiled down at her, trying not to look too paternal. I touched the back of her knees, making her shiver slightly. Goose bumps rose up on her athletic thighs. Her words led me to conclude that we were indeed leading towards something more intimate, a relationship where we could truly be ourselves. At least, I hoped so. God, how I hoped so. Allison had already become my fountain of youth. Age is just a number, right, I reasoned. After all, when she's forty, I'll only be.....gulp. I went back to a safer subject, enjoying being the provider of the sensuous massage as much as she was reveling in being the recipient. "How about a threesome then?" I asked. "Have you dabbled?" I listened as she recited the memory, never once opening her eyes. "Ah, yes, a MMF." My cock now joined me in listening intently. It damned near cupped its own head to my ear to make sure it didn't miss a word. "As I recall, a casual lover, his friend, and I were sitting around enjoying cocktails in grad school when the conversation turned to sexual experiences. We all discussed and agreed that we had never had a threesome, MMW, so we moved our conversation to the boudoir and began to explore each others bodies, sharing kisses and caresses, building in urgency as both men undressed me, revealing slowly and softly, with some hesitation, my breasts." My dick and I said nothing, which was penis-talk for, "Please go on." She did, her voice barely audible. "I recall a mouth for each mound. My own hands reached down to firmly grasp one free swinging cock in my right, and another very hard cock restrained within jeans, begging to be free, stroking one cock, skin against skin, and running my fingernails tantalizingly teasing the cock restrained. Releasing my grasp on both and running my hands up my body to find two hungry mouths still licking and sucking my tits. I inserted two fingers in my sopping cunt and withdrew to cradle two chins in my hands, easing my finger into their mouths to let them taste me." I noticed her hand had disappeared beneath her body now, and she began to squirm. Playing with herself. Lost in the memory. I pushed her legs apart slightly with my knees, my hands working her thighs now. Allison went on, her voice husky, an octave deeper than I had ever heard it. "At my request, both men lay back on the bed as I enjoyed rubbing my body along theirs. Straddling one lover without allowing penetration, I made a fucking motion as my hands worked feverishly to relieve my other lover of his jeans. As is my pleasure, my mouth found his cock as my pussy grew ever wetter and juices flowed freely on the cock which now had full attention from my snatch." It was as if she were telling a fairy tale now, but it was obviously so very vivid, so real. "Hands everywhere, reaching, grasping, stroking and finding my cunt. One lover pulled my hips upward and in one full swift thrust, aaah, my pussy was as full of cock as it had ever been. I continued my oral libations, reluctant to give leave of the delicious hard cock in my throat. Everyone was moaning as one and sweat provided ample lubrication for skin-on-skin delight. I was spit-roasted now, one cock pounding my cunt, one in my throat." I stuffed the pillow under her tummy, raising her sweet ass in the air, making damn sure nothing was clogging my ears. I hung, if you'll pardon the expression, on every word. She went on, verbally climaxing, so to speak. Her words ran together in one long run-on sentence, heating the room with each syllable, her breaths now were in small staccato rasps. "Talking and fucking and sucking I heard the voice behind me describe the sensation of his "about-to-cum" experience, pushing his cock deeper inside me while my vaginal muscles feverishly stroked his rod and my clit pulsed while he pounded me relentlessly and I sucked on the other throbbing member in my mouth, my screams broke the air as cum erupted on my ass and my face simultaneously, driving me quickly to my own intense orgasms as both men then focused their fingers to my wildly swollen cunt, penetrating me digitally, making me cum, and cum and cum again....." Not surprisingly, Allison came hard just then. Loudly. A screaming, writhing, deja vu orgasm. I took the occasion to bury my face between her ass cheeks and pussy, which was streaming like a self-induced waterfall. I parted her legs and flicked my tongue gentled over her still leaking pussy. She sighed and let the passion of the moment over take her. My tongue first slid up and down her sopping slit, careful not to enter. I then grazed her hard clit, flicking it back and forth, and then placed my entire mouth on top of the tasty pearl. As Ally's tiny nub began to swell, I pressed my hand against her buns. Her hips rose up towards my hand and mouth, lifting herself onto all fours, straining for more. I sucked and licked her clit hungrily now, pulling on it, savoring the sweet taste. Her body wass taut with desire. She reached back and spread her asscheeks apart with one hand, courteously providing me even more access to her wet pussy and beautiful light brown sphincter. I slipped a finger into her asshole and simply held it there, buried into the first knuckle. I could feel her anal muscles clenching it, gripping it tight, and sucking it in. I moved my finger in ... and out ... in ... and out (slowly) all the while licking and sucking the ever-blossoming slit of her cunt. Her nub was incredibly swollen and erect, jumping each time my tongue circled it. I next inserted two fingers into her anal cavity now. Pumping in and out. Her head was thrown back, eyes rolled back, back arched. I became bold, inserting three fingers. She moaned out loud, seemingly not caring that the entire community could probably hear her cries, declarations of one orgasm after the other. My long tongue continued to lick and suck her clit. The three fingers were fucking her beautiful crinkly asshole faster now. I slid my tongue down her slit and into her rear hole, replacing my fingers. Ally gasped as my tongue explores her anal channel. Her hips began to rise up and down, bucking like a bronco on my face. My thumb caressed her clit roughly with my tongue now diving deep in her anus, fucking her like a little penis. I could feel her tight backside gripping and squeezing my tongue. Her muscles contracted with every lick, every tongue fuck. I grabbed her hips with my hands and orally searched ... searched for that love spot, the one that would send her into orbit. Intuitively, her hips moved and with the movement, it served to guide my tongue deeper into her musky-flavored anus. My fingers in her humid cunt finally grazed her g-spot. She muffled a scream by literally biting the pillow, her teeth biting down on the cotton like a puppy with a chew toy, whipping her head around like a puppet. She was propped up on one hand now, her other hand wass caressing her breast, pinching and pulling her nipple while I fingered her red-hot cunt and ate her asshole. She tried to hold back from collapsing in a puddle of her cum, the juices running down her muscular thighs, not wanting me to finish yet. Little did she know I was far from done with my afternoon appetizer of cunt and ass, kind of a surf and turf thingy. (Kind of.) My tongue continued to delve even further into her tight hole. Exploring, driving her closer to going completely over the edge. I grazed her g-spot with my finger once again, this time staying there, flicking back and forth. She pushed her anus further against my face, into my mouth. Her body tensed rigidly. Babysitter Revisited Ch. 02 For a second, she became motionless, save for the rumbling in her cunt and the trembling in her rippled belly. I lowered my finger away from her g-spot and down into the bottom valley of her vaginal wall, and there it was.....I could touch my own tongue through the thin membrane wall separating her anal and vaginal cavities. I could feel both her pussy and ass throbbing, pulsating, together. I knew she needed release and sensed her fear of hurting something. I knew what was coming before she did, most likely. So I encouraged her. I lifted my lips from her bung hole and whispering, told her, "Squirt, baby, it won't hurt you, the doctor won't yell." She was so hot. Her body was on fire. Her pussy was gaping for release. She continued to ride my tongue deep in her ass. I licked and sucked her hole, my head buried between her cheeks, my nose in her cunt. My fingers were stroking her clit. Once again I found her g-spot, only this time, I extracted my mouth and inserted a thick, wet middle finger into her ass, plunging into my palm. That was it, the point of no return. She shrieked, "Oh my Gawd. John, I'm gonna squirt. Ffffffuuuuuuccccckkkk, aaaaahhhhhh, ooooooohhhh" I calmly instructed her, "Squirt all over me, Babysitter, soak me." My finger fucked her ass while my tongue went back and fucked her pussy. She exploded ... cum squirting out all over my tongue and face. I lapped her juices, drinking in her sweetness. She couldn't stop cumming ... her juices kept flowing. I didn't stop licking. My tongue sweeping her insides. She was unconscious with passion -- another orgasm overcame her. The sky was exploding, opening up, swallowing her in. This was so good, to bring this woman to what I knew had to be the most powerful sensation of her young life. She collapsed on my face, and passed out for almost twenty minutes. I held her with me, pausing only to get a hand towel to wipe her juices off our bodies, and to get her the biggest glass of water I could find. I knew she badly required hydration, I'm surprised she had any liquid left in her entire body. She stirred slowly, as if coming out of an anesthetic coma. She smiled up at me lovingly, saying only, "Um, I need a nap, could you hold me?" We cuddled together, my new girlfriend and me. Before falling into that deep afternoon nap, she mustered all the strength she could and leaned up on one elbow. She wiped her matted hair off of her forehead. "You know that threesome story I told you?" I simply nodded. Oh, yes, I remembered. "Well, I had only one regret about that, do you know what it was?" This time, I shook my head. No, but I was curious. "I always wondered what it would have felt like to have one cock in my pussy and the other in my ass. To be DP'd." She looked up at me with those smoky, sexy brown eyes which could seduce any person on earth, regardless of gender. "After tonight, I don't want to regret not knowing what that feels like, OK? And I want you in my ass." She fell into a deep sleep. Yep, I was in love, it was official now. And our 'date' with Julie and Jorge was only six hours away. Babysitter Revisited Hey, I'm sure it was even good for HER skin. She lay there silently for a few seconds, coming down from the joy ride of mutual masturbation, and finally looked up at me and smiled through half-opened eyelids. "Experimental and fun, eh? Wasn't that the theme for tonight?" I nodded down at her, my softening dick still dripping onto her small, firm tits. She stood up and began to rub my semen into the pores of her skin, twisting her nipples into even further contorted erect nubs, and easing some of the residue of my load into her mouth. That sight alone nearly resurrected my cock right then and there. "Whew," she gasped, tossing her head back in delight. "Well, I've never done THAT before, have you?" I tried to act nonplussed, bending down to pull up my now badly wrinkled suit pants. I glanced at my watch. "Oh, sure, dozens of times, especially with old babysitters." She looked at me blankly for a minute, and then realized I was mocking myself and the situation, trying to ease whatever embarrassment we may harbor from that lewd combination of exhibitionism and voyeurism. She laughed uproariously, causing the muscles in her abdomen to ripple in the same manner as it had when she was cumming. It was incredibly sexy, I'd never seen a woman's belly do that while laughing. I couldn't wait to see her sneeze. "Well," I asked, trying to sound paternally grumpy. "Are you going to just stand there covered in my cum, or are you going to get dressed for our party? We're already fashionably late because of you, young lady." She bent and picked up her dress, giving me a birds-eye view of the tightest little bod I'd ever had the pleasure jerking off to, and sauntered towards the bathroom to, um, freshen up. "You ARE fun," she said over her shoulder. She winked at me before disappearing behind the door. "For an old guy, that is." **************** Our ride to the party was chock-full of stimulating banter. As if I needed more stimulation at this point with a red-hot and experimental twenty-seven year-old sitting in my passenger seat, sinewy legs spread just far enough to draw her dress up to her uppermost thighs. Allison led us off. "So, what do I tell your co-workers when they want to know how did you end up fucking the babysitter?" I pondered this for a moment. "Well," I started slowly. "Let's see. We can either tell them we met on a babysitter dating site, or......" I paused for emphasis. ".....We don't have to mention the babysitting thing at all. We can just tell then we've known each other for a VERY long time." "That would be the truth, wouldn't it?" "Yes, it would be. Besides, last I checked we hadn't fucked yet." "Ah, so we haven't, technically. But the Vegas bookies like your chances later tonight. You're my fantasy crush, remember?" "Oh. Yeah. Gee, I almost forgot. I'm not used to being an object of fantasy." She leaned over and rubbed high on my leg, at the approximate place her dress stopped on her own leg. "Well, get used to it. With a cock like that, you're McCall McDreamy." I smiled. I think I fell in love at that moment. So, I got bold. "Speaking of fantasies, do you think Vegas likes the chances of me fucking that dreamy ass of yours tonight, too?" She rubbed her chin in contemplation. "Hmmmm, it's VERY big, I dunno." She then reached up to grab my cock head in my pants, pleased that it was already stirring again. "But, what the heck," she said, paraphrasing Johnnie Cochran. "If it fits, I must submit." I smiled wider. More in love now. "So, you're submissive? Inquiring minds want to know." She peered at me intently through the pale light of the dashboard. "With men, I seem to be, yes, for some reason." She was in self-analysis mode now, and I was all ears. "For instance, yesterday, when you didn't ask, you TOLD me that I was going to be your date tonight? I nearly came right there. And then, when you TOLD me how to dress. Well, that led to that photo I sent to your e-mail. I love confident men, nothing turns me on more." She stroked my cock vigorously now, temporarily making me lose my sense of direction. I almost missed the turn onto the back road where the party was being held. That's why God made GPS devices, to provide a back-up plan for men hopelessly lost due to mobile hand jobs and blow jobs. She continued. "Now, with women, that's completely different. I take charge, I'm the dominant one. I love to pick women up, I love the challenge, and then watching them surrender, doing what I say, what I want." I was now officially head over heels in love with a bi. Not that there's anything wrong with that. I regressed to a schoolboy-like question. "So, you like women, too, huh?" Ally grinned with an evil overtone, curious to how I would take this revelation. "Oh, yes, we are lovely creatures. What's not to like?" I looked at Allison's Olympic-caliber legs and reluctantly had to pull her hands off my cock, or we weren't gonna make this gig. "YOU are a lovely creature. What's not to like indeed, Allison? What's not to like?" Steering the Lexus with my free hand, we glided into the driveway of the house owned by Julie Meenan, senior vice-president of marketing and hostess of the bash tonight. And, rumor had it, an unabashed lover of all things young and sexy, and not concerned with whether they were male or female. If they were hot, Julie wanted to fuck them. She was an equal-opportunity chaser of both twenty-something cock or pussy. I had an intuition that Julie Meenan would take a liking to my party date this evening. Julie was the poster child for those who have fucked their way to the top. She was also rattle-snake mean. For some reason, Julie thought the fact that she was tall, lean, blonde and beautiful was sufficient reason to treat anyone who wasn't a CEO or attractive and under-thirty as speed bumps in her career path. She took perverse pleasure at rolling over such minions at high speed. There was even an unofficial Christmas song in her honor that had made its way through the cubicles: "You're a Meenan, Mister Grinch." Just before we walked in the door to Mister Grinch's, er, Ms. Meenan's cozy residence, my fledgling love deepened, as measured by the rise in my pants. The words I heard were a pleasant distraction away from the thought of the hypocrisy of celebrating the holiday season at Julie's abode. My former babysitter, who of course had known me for a VERY long time, grabbed me by the arm, pulled me into her, nibbled on my earlobe gently, and whispered, "And by the way, don't ask if you can have my ass later on this evening. Just take it. They say babysitter ass is the tightest ass of all." *************** We survived the party swimmingly, Allison and myself. She was the consummate party guest. Polite, conversational, hanging on my arm with just the right mixture of affection and decorum. My male co-workers, of course, did drool over her ("Holy Christ, Johnnie boy, where did you find THAT?!?"), but even the women found her enchantingly charming, which is an exceedingly difficult double to pull off. Whenever she was asked about our relationship, Allison stuck to the practiced party line, "We've known each other for a VERY long time." The reply certainly left the masses to conjecture. I'm sure there would be many more questions on Monday morning, but for now, I just was intent on making our appearance and getting out of there, to have some....fun. Only the hostess brought the inquisition beyond surface level. Julie had brought her own eye candy, a twenty-something male Mediterranean model named Jorge, who looked like a cross between a younger Tom Cruise and Enrique Iglesias. His evening-long leers at Allison no doubt infuriated the older woman, not used to being upstaged on the attention meter by her date at her own party. Julie cornered me in the kitchen when she thought the coast was clear. Out of the corner of my eye, I saw that this gave Jorge the opportunity that he was seeking to chat up Allison, who did not seem disappointed to spend a few minutes with the dashing stud. Naturally, the usually detail-oriented Ms. Grinch did not miss this. It was the first time that Julie had actually addressed me in a personal conversation this year, and perhaps maybe ever. "She's lovely, John, what a surprise Where dId you find her, pray tell?" I took this to infer exactly what Julie meant to infer. Allison was a hired escort for the occasion. So, I played along. "Probably at the same place that you found young George Hamilton." I'd had a few drinks and was feeling a bit competitive. "How does a guy get a tan like that in Philly in mid-December anyway, Julie?" Julie ignored my remark, she was not about to get into a cat fight with a mangy dog like me. She, as always, had higher aspirations. "Jorge and I were discussing the possibility of having you and your lovely date come over tomorrow night.....?" She let the invitation dangle there, open-ended. This inference, like the other one, was even more clear. Just to make sure, she clarified. "We'd love to get to know Allison better. And you and I, John, well, we've never really spent some quality time together outside of the office. Now that I know what exquisite taste you have, maybe we should rectify that omission of mine." If nothing else, despite being one of the biggest cunts on earth, Julie was goal-oriented and usually got what she wanted, I'll have to give her that. I was non-committal. My dislike for Julie was profound, but that didn't stop me from wanting to fuck her eyeteeth out, if given the opportunity. "I'll discuss that with Ally and let you know if she's interested, Julie. And I thank you for being so gracious this evening, but if you'll excuse us, I'm going to find my date and we'll have to bid adieu." Julie was one of those bitches that knew about three words in forty different languages, to act as if she were internationally cultured, when in fact, she grew up in Northeast Philly. So my French goodbye was my way of mocking her. The tall blonde executive leaned over to kiss me on the cheek, purposely rubbing those perfectly augmented breasts of hers into my chest. "Jorge is right now proffering the very same invitation to Allison. Something tells me she'll have an interest. Ciao, John." We said our cordial 'goodnights' to the stragglers at the bash, with more than one envious male colleague making a side comment to the effect of "Have a good time tonight, buddy." I slipped Allison's coat around her shoulders. Before we could get to the car door, she spun around on her heels, and took my mouth deeply into hers. "I want you. Now. Get in." I wasn't sure if she was further aroused by whatever Jorge had said to her, but now was not the proper time to discuss it. Allison threw her coat in the back seat before I was even behind the driver's seat. We weren't even out of the driveway when she already had my pants down to the brake pedal and was stroking my dick even more vigorously that when we were pulling into the driveway. She replaced her hand with her luscious lips, knelt down in the plush seat next to me, and engulfed the head of my dick in her mouth. She held me in her mouth as she stroked my shaft with her hand and twirled her tongue around and around my dick. I felt myself getting slightly dizzy, feeling the effects of a few cocktails and a mind-numbing hummer from a woman almost half my age. I let out an audible moan to express my appreciation and encourage her masterful oral performance. Ally continued her magical job of sucking my dick as I luckily managed to gather support by grabbing the steering wheel as tightly as possible. I was on the verge of cumming when she suddenly stopped thrusting my shaft and slowly started taking more and more of my dick in her mouth. Somehow she managed to fully engulf all seven of my rock-hard inches. Words cannot do justice in describing how fucking incredible it feels to have your entire dick deep inside a horny young woman's mouth. She looked up at me with those sexy brown eyes and with her lips firmly planted on the base of my dick. She actually tried to smile and I nearly blew my load right there. Feeling the throbbing in her mouth, she obviously sensed I was close and began what I can only describe as bobbing her head up and down my entire shaft like a well-oiled machine. In a matter of seconds I grunted and blew my load. She didn't skip a beat, swallowing every hot drop of seed. I've had what I thought were many great blow jobs, but I've never known anyone who could suck a dick with the enthusiasm and skill of Allison Mattern. I was proud that I was the motivation for her very first blow job ten years ago, and even prouder to finally be the recipient. I'd wait another ten years for a repeat performance, if need be. But I wouldn't have to. Finally releasing my softening dick from her mouth after milking me dry and swallowing every drop, she leaned back on her knees and gave me the sexiest grin you could ever imagine. Regaining my strength and senses, I was determined to repay her for the immense pleasure she had just provided me. Without even realizing how we actually got there, we somehow were in the parking lot of Allison's complex. After briefly fumbling for her keys, I led Allison to the couch where we began passionately making out like school kids in the back seat of a car. Unlike some guys I don't care that I had just shot a boatload of cum in her mouth. We were getting really hot from kissing and truth be known I was enjoying our mutual tongue action as much as she was. I extracted her dress from her sublime body, but remained fully-clothed myself. I was relishing some CMNF action with this smoking-hot submissive. I laid her back on the couch and began working my way down, kissing her magnificent body. In her heightened state of arousal Allison was moaning louder and louder and my kissing of her neck actually gave her goose bumps down her arms and legs. I was tempted to get a little rougher but leaving a mark on her neck would have been juvenile, so I continued downward to her rock hard nipples and perky tits. Knowing almost intuitively what she liked and how she liked it, I wasted no time in unleashing an all-out assault on her fabulous nipples. Pinching and squeezing one while kissing, licking and biting the other. Her moans increased with each flick of my tongue and caress of my fingers. Continuing my assault on her wonderfully responsive tits, I moved one hand between her legs to test Lake Ally. I could not believe how wet she was. Her labia were engorged, her clit exposed and pussy juice was literally running down her thighs. I inserted my middle finger, massaged her clit with my thumb and seemingly instantaneously she arched her back and exploded in orgasm. Her pussy clamped on my finger but her wetness allowed me to work it in and out, prolonging her explosive orgasm as I continued sucking her tits. As she took some time to catch her breath, I maneuvered myself between her legs, kissing her lean yet muscular thighs and enjoying the sweet aroma of her still pulsating pussy. The first lick of her slit brought back her erotic moans. Seeing she had not completely calmed down from her first orgasm, I knew it wouldn't take much to send her back over the edge. At first I steered clear of her sensitive clit and focused on fucking her with my tongue. Based on her increasing moans she was obviously enjoying herself, but I was in high heaven myself as I could not get enough of her pussy which I must admit tasted better than I would have even imagined. With her breathing rapidly increasing as soon as I licked her clit, she placed her hands on the back of my head, tensed up, and came for the second time. Not as intense or as long as her first one but you would have never known that based on the volume of her moaning. Allison was a definite screamer and I loved it. After all, is there anything more erotic than the sounds of passion from a woman twenty-some-years your junior in the clutches of orgasm that you have just provided for her? I gazed down at her and began to undress while she recovered from the after-shocks. Just as I was positioning myself to fuck her, she startled me by pushing me off her. I sat up on the couch sort of dumbfounded as she walked to the bedroom door still butt-fucking naked, the best ass I've ever seen without a close rival. She didn't say a word until she opened the door and saw I wasn't behind her. "Well come on." "Where exactly are we going?" I asked inquisitively. "Just come on. It's my fantasy for the last ten years, remember? And in my dreams, it was always on my bed. So come on." Her bed was a four-post, a lover's bed, as I always called them. I don't know why, but the most passionate, intensely sexual ladies I've ever been with seemed to have a four-post bed. So this was apropos, because Ally was already far and away number one on my lover's list. With my face still smeared with her pussy juice, we started making out as passionately as before. I lifted her up and sat her on the edge of her bed which provided the perfect height. With her steamy cunt still incredibly wet, I easily slid my rock hard dick inside her. She wrapped her long legs around me and within moments we were fucking at a furious pace. Had it not been for my tongue being deep inside her mouth, her moans and groans would have been even louder than when I was eating her out. Of course, this just made me fuck her even harder. I love kising while fucking, it not only adds to the intimacy but also the intensity. Affection mixed with pure carnal, jungle lust. Not wanting to cum before getting into my favorite position and long-awaited promise, I managed to pull out, turn her around and re-enter her from behind. Without my tongue down her throat to muffle the sounds, Ally was moaning at a feverish pitch as I pounded her hot pussy. Taking a hold of her magnificent ass, I was in absolute heaven as my balls slapped her clit with each hard thrust. She knew what was coming, and turned over her shoulder to sneer at me, saying simply, "Take it." Her ass was duly taken. Though indescribably tight, the heat searing from her anal walls and literally burning my dick, we were both determined to copulate anally to put a fiiting epilogue to our fantasy come-to-life. I slow- sloooow fucked her ass for perhaps ten minutes, the mathematical experiment of quarter-inch by quarter-inch of dick into ass, feeling the gradual stretching of her anal cavity. I knew that she had to be in some discomfort, if not pain, and the second-to-last thing I wanted to do was to cause her any pain. The absolute last thing I wanted, though, was to NOT fuck her sensational asshole, so if this took all night, I was going to be patient. Eventually, patience and experience paid off as the soft audible 'pop' that emanated from her bung hole indicated that her stubborn anal muscle had finally permitted me entry. Her body relaxed discernibly and she lowered her head and gripped the bed sheets with both hands. She muttered to me with her head buried into the downy pillows in pure bliss, "Give it to me, Mister McCall. Take this little girl's pretty asshole. Fuck me." This, dear readers, was patently unfair. You try not to cum when hearing that. Her earlier blow job had not only felt sensational but was now coming in handy as it was allowing me to fuck her much longer than I would normally have been able. Even when she was cumming and her anal tunnel clamped down and squeezed my dick, I continued pounding her sweet rear end until we both were damn near exhausted. I reluctantly pulled out and decided to finish the show I was putting on when we first got started earlier tonight. With my dick glistening from both her vaginal and anal juices I stroked myself from head to base, giving her a chance to catch her breath. Babysitter Revisited "Damn, that's soooo fucking hot." Ally moaned, staring at my self stimulation. "Stroke that big dick, Mister McCall. Let me see you cum." "Why don't you come get a closer look?" I managed to gasp in between breaths. "With pleasure," she answered eagerly, moving her face to within to within target practice range. "Oh, fuck, Ally! Here it comes!" With her face just inches from my dick, she opened her mouth to provide an inviting target but I missed and shot a stream of cum across her nose just below her right eye. She started laughing when I missed again and shot the rest of my load on her pretty, flushed cheeks and chin. We must have dozed off, well, passed out is more like it, for a few minutes. I awoke to find her cum-covered face buried on my chest, drenched in sweat. That can't smell good, I thought, gently rousing her. She rustled slightly and purred contentedly, like a cat enjoying sunlight through the window. I kissed her forehead and whispered in her ear. "You may not believe this Ally, but tonight has been the best sex of my life." "Oh I believe you." She said confidently. "Experimental and fun, too." She giggled like a babysitter caught doing something naughty. "Well, young lady, don't we think highly of ourselves?" "Well what can I say, I like sex and I know how to fuck." "I can't argue with that." "Since we're being all true-confessional, I must admit that sex with you has been the best sex I've ever had, too, old man. That was.....amazing!" "Oh, I already knew that." "Well, well, well, now who's the one all full of himself." "I just wish we could have done this a long time ago." We somehow found the energy to stagger to the shower together, to clean up the residue of the hottest sex two could share. I tenderly scrubbed every orifice of Allison's splendid torso, gently cleansing her battered asshole with one of those scrunchy washcloths that women use, which resulted in yet another orgasm for Ally. (Who knew a scrunchy could be a sex toy? Well, probably a lot of women, but now the secret's out, boys.) We had found an impromptu sex toy without even trying, and this resulted in my miraculous penile revival. Even more wondrous was that after the shower, we found we couldn't quite find the need for much-needed slumber. I wanted to play 'hide my cock' again with Ally. So I instructed that she straddle me next, in a reverse-cowgirl position, so I could enjoy a different perspective, this time the smooth line of her back and her gorgeous ass. So while she rode me slowly, I continually eased my cock deep inside the depths of her nubile body, her neck whipping about in her throes of ecstasy. I constantly reached around and squeezed her gorgeous tits, the smallish yet proportioned breasts that seemed too good to be true, evoking seemingly one continous orgasm after another from Allison. It was several intense hours of fucking. At the very end, almost as a grand finale, she wrapped herself, serpentine, around me and those legs of hers held me firmly in place. I stood up and I felt my prick bang against her cervix while she bounced on me semi-standing up. We were certainly intent on giving each other the fucking of our respective lives, and we had mutually achieved just that. Finally, I knew I was done. It had been many years since I had been fucked raw, but Allison, my former babysitter, had succeeded in making fantasies come to life. She was prone on the bed, hand on her chin, staring at me lovingly. Or was that just my imagination, wishful thinking? It was nearing five a.m, yet even tousled, she was beautiful with the prettiest of faces. "You little wildcat, you drained my balls dry. May I call on you again -- maybe dinner?" I asked, feigning the perfect gentleman act. The young, experimental and most fun woman nodded, then said softly, "Why don't we take Julie and Jorge up on their invitation tomorrow night?" I almost choked again, just like I did at our meeting at Panera Bread. Allison's surprises and sexual candor had a way of doing that to me. Ally and I had never mentioned this all evening. I had nearly forgotten in the passion, and quite honestly, I wasn't even sure that Jorge had indeed propositioned Allison the way that Julie had propositioned me. Allison ran her finger over her still-erect nipples. "I wouldn't mind dominating that bitchy, arrogant ice queen, Julie." She looked at me almost sheepishly. "And I wouldn't mind having both you and Jorge at the same time. Shall we make it a date?" Yep, I was in love, all right.