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I always knew my wife was attracted to younger guys, I just didn't realize quite how much until we started trying to sell our old car, which had been doing nothing but taking up space at our place for months.
My wife, D, is 43, with a great body that she exercises regularly maintain -- she's experienced the normal ravages of age but, because we never had k**s during our 19 years of marriage, her body looks much younger than her years. Sure, there are a few more wrinkles around her wide brown eyes than there were when we married, and a little bit of a belly, but that's really about the only difference, except for the shimmering auburn streaks in her shoulder length brown hair, applied once a month or so to hide the specks of gray that started to appear here and there. I never complained, frankly, because my wife always looked so damn good.
It was a Saturday, my short day at work, and I saw the three of them instantly as I pulled into the drive, standing around our second hand car, D, a man who looked to be in his mid-50s and a teenage-looking guy, obviously father and son. My wife introduced me to Dave, the dad, and Jason, his 19-year-old son. D disappeared back into the house as we started talking about the car. I could see Jason's eyes following my wife's ass as she headed inside but thought nothing at all about it. Most men reacted exactly the same when encountering D's luscious backside. Jason's dad explained that they were looking at a couple of other possibilities and might be back that afternoon. I wished them well and watched as they walked to their car, Jason continually glancing over his shoulder at our house. He was lean and lanky, with a thick wad of unruly blond hair and sparkling, mischevious blue eyes.
As soon as we got inside D loaded me up with errands, ignoring my attempts to start a conversation about how the young man was eyeing her ass as she was walking away. "Don't be ridiculous Dan, I'm old enough to be his mother," she said, launching right into the long list of errands and accompanying instructions. I wasn't at all surprised but was still disappointed, because I'd been trying for months to talk to D about the possibility of trying another man for sex while I watched and, hopefully, joined in. Our sex life had been sadly stale for a couple of years and I knew exactly why.
My penis is about 8 inches and fairly thick and, though it had once seemed adequate, it no longer rose to its former glory. I had begun to have trouble maintaining an erection long enough to properly please my wife. It was becoming obvious to me that my wife simply wasn't enjoying our sex the way she once had. In fact, it had reached the point where D seemed to get much more pleasure from my oral attentions than from actually making love. I was completely at a loss when it came to improving things. Another man was the best suggestion I could come up with.
Resigned to my fate I started off on what was easily two hours worth of errands, at least thankful for the solitude that would allow me to fantasize about D and some better looking, better hung man. In my daydreams it was always some big, burly, studly type seducing her into total submission and I let my imagination run wild as I spent the next hour dropping things off and picking things up -- until I reached the post office and realized I'd forgotten the envelopes I was to drop off. A few minutes later I was pulling back into my driveway, my fantasy fading away as I hopped out of the car and walked briskly to the front door.
Once inside I heard the sound of the TV in the den but nothing else. I knew I'd left the envelopes on the kitchen table and was halfway down the hall when a strange sound caused me to stop for a moment, something like soft laughter only it wasn't coming from the television set, it was coming from the kitchen. I remained still for a second, straining my ears, when I heard it again. It was definitely D, but it sounded somehow different as she giggled, girlish almost. "You shouldn't say such things to a married woman," she said, her tone still odd sounding to me. "In fact, you're too young to use such language at all, Jason."
My heart started thudding so hard that I felt for a second it might jump out of my chest. It was the k** who'd been looking at my car! I inched forward slowly, careful not to disturb whatever might be happening, my dick already hardening in my pants. "It's the fuckin' truth, you're the hottest damn thing I've seen all summer," he answered.
That drew another oddly girlish giggle from D. "Here," I heard her say. "Let me get you that iced tea I promised you."
The kitchen fell silent just a moment before I made it to the door. I peeked inside, instantly shocked and aroused by the scene I saw. D had changed outfits, now clad in a mid-length cotton skirt and loose white t-shirt. She was standing with one hand holding the refrigerator door ajar. Jason was right behind her, his hands on her hips, his mouth on her neck, kissing gently and murmuring to her. "Such a sexy fuckin' ass," he moaned as his hands reached down to cup and caress D's smooth ass cheeks, clearly outlined by the clingy cotton skirt, then sliding his hands around her waist as he started grinding his growing cock against her firm, round butt.
D stood still for a second, hand gripping the handle of the fridge, her eyes closed as Jason's hands slid up her body to cover her tits, palming them, thumbs rubbing over the outlines of her stiff nipples. "Oh god," she sighed as he fondled her tits gently, closing the refrigerator door and leaning back into him, eyes still closed. D let the back of her head rest on his shoulder, tilting it slightly to give him easier access to her sensitive neck as he continued to plant soft, wet nibbling kisses all along the tender flesh, her hands starting to caress his forearms as he continued to fondle and tease her tits. With a soft moan D arched her back slightly, pressing her full, firm ass back into his crotch, Jason groaning in response.
Suddenly D gasped, her eyes opening wide, turning her face to the side, looking at him. "Oh shit Jason it really does feel huge," she whispered, her hands leaving his arms and reaching back for his hips, pulling his bulge even tighter into the warm, yielding crevice of her asscheeks. Jason's only response was to lean farther over her shoulder and begin nuzzling her mouth with his own, sucking softly at her lips, his hands sliding underneath her t-shirt and bra to begin feeling and fondling her bare tits.
Jason sucked and teased D's lips wetly for several long moments, his hands moving around beneath her shirt as she wiggled her ass slowly, obviously lost in the feel of his hardness against her full, womanly butt cheeks. With a snap, I saw the tension of her bra relax, and knew he had unfastened it. With a soft groan my wife parted her lips and found Jason's tongue with her own, the two of them licking and lapping at each other lewdly until she sucked it fully into her mouth with a quiet whimper.
Jason stretched my wife’s shirt and bra up over her soft, brown boobs and left them there as he tongue-fucked my wife's mouth deeply, fully, D kissing him back with a passion I found both shocking and wildly arousing, as if she was the teenager instead of him, slurping and sucking at his talented tongue as she moaned and groaned into his open, demanding mouth.
They kept their mouths clamped tightly together as Jason turned D in his arms until she was facing him, her arms going around his neck, grinding her body against him wantonly, her bare tits pressing into his t-shirt clad chest. His hands slid slowly down over the curve of her ass, gripping and groping forcefully before working the back of her skirt up over the lovely slopes of her ass cheeks. My wife wasn't wearing panties – another big shock for me – and I marveled at the sight of his strong young hands squeezing and stroking her firm, shapely bare ass. They both were groaning softly, the sound muffled by their lewd liplock. D tilted her head from side to side as she suckled hotly at his mouth, eagerly devouring his passionate kiss, anxious to keep feasting on the tongue he was feeding into her hungry mouth.
The jarring ring D’s cell phone caused us all to jump, ending the pair's erotic embrace abruptly as I scrambled back from the door. The phone went unanswered, ringing and ringing, the interruption apparently cooling my wife's passions. "No, no Jason, we can't, we've got to stop," she whispered as the phone continued to ring.
"C'mon baby, you know you want this," he replied as the ringing finally stopped.
When I looked back in the very first thing I noticed was the bulge in his jeans. It was enormous, a massive lump that was still swelling and growing. It obviously had D's attention too. She was standing with her ass and tits still exposed, the curve of her bottom almost touching the kitchen table, her eyes fixed on Jason's crotch, her gaze never moving as she continued her very un-convincing protest. "We can't Jason, I can't," she said, her brown eyes looking almost glazed as she stared at the growing bulge in the teen's jeans. "I couldn't, I just couldn't. I'm old enough to be your mother."
Jason smiled as he started moving so slowly across the kitchen floor toward her, D backing up until the edge of the tabletop was pressing into her ass. "That's perfect, just what I'm looking for, a mommy, I want you to be my mommy," he said softly as he advanced toward D. She finally looked from his crotch up to his face as he approached, an expression I'd never seen before suddenly lighting her gorgeous face, a look of pure, unbridled lust, her eyes glowing wildly, her tongue darting around her suddenly parted lips. "Be my mom D, be my slutty mommy," he said, his voice low and firm, "Be a bad mommy for your nasty boy."
I couldn't believe the way she reacted. Only about a foot separated them by then and when he uttered those obscene words D literally threw herself at him, her mouth chasing after his like she was starving for his tongue, mashing her body to him and lifting her legs like she was trying to climb up his body, her arms going back around his neck, rising up on her tiptoes as she tried vainly to press her pussy against the massive mound still swelling in his jeans.
Jason sealed his mouth tightly back to hers as he grasped her silky ass cheeks in both hands, squeezing and stroking, using it to guide her backward to the kitchen table again. Once there he pulled D's t-shirt and bra the rest of the way off. My wife’s hands trembled as she removed her young lover’s shirt, moving quickly, anxious to bare his lean, hard torso. As soon as she dropped the shirt my wife began running her hands all over his smooth, hairless chest and tightly muscled tummy while smearing wet, frantic kisses all over his face and neck, a soft, constant moan coming from her lips.
D's skirt had ridden up in the front, just barely concealing her pussy from my closely watching eyes. Her continual moan ended in a sharp gasp as Jason's hand disappeared beneath her disheveled skirt, her eyes widening and then slowly narrowing until they were squeezed shut, her arms back around his neck, spreading her legs wider to give him easier access to her obviously overheating cunt. "So wet," he moaned as he started sucking and kissing her neck passionately, D immediately tilting her head to make it easier for him. "Your pussy is so fuckin' wet."
"Oh Jason, oh god honey," D groaned, one hand on the back of his head, toying sensuously with his thick brown hair, as he sucked and kissed her tender neck. Jason continued to cup and caress her cunt beneath her skirt as his other hand sought the waistband. When he began to fumble with it, D quickly reached down with her free hand and pushed the skirt down over her hips, letting the flowing fabric fall into a puddle around her bare feet.
At last I had a clear view of Jason's hand pleasing my wife's hot pussy, her closely cropped pubic hair glistening with the dampness of her adulterous arousal. My cock started throbbing so hard I finally had to free it from my slacks as I watched the teenagers' strong fingers gliding slickly up and down her puffy pussy lips and stroking over her pink, swollen clit. D groaned deep in her throat as he skillfully ran his fingers up and down the inner groove of her moist crevice, teasing but never entering her dripping pussy. D shifted and wiggled her hips to heighten the pleasure of his touch, spreading her legs even wider as the two fell into another torrid, tongue-filled kiss, her little hands caressing his smooth, handsome young face, their muffled moans growing more intense.
When their long, lewd tongue kiss finally ended D was panting like she'd just run a marathon, her bare breasts heaving against his chest, her eyes sparkling as she stared into his face with a worshipful gaze, her arms still around his neck. "Oh shit honey," she moaned as Jason slowly brought his wet fingers to his lips, staring straight into her eyes as he licked and sucked them loudly, nastily. "Oh shit honey," she repeated, a shudder running through her naked body.
"Mmmmm, mommy's got a tasty pussy, so fuckin' sweet," Jason whispered, swiping a damp digit over D's trembling lower lip. With a groan my wife suddenly grabbed his wrist in both hands and jerked the gooey finger into her mouth, sucking greedily as Jason murmured obscene encouragements. "Yeah, that’s a good mommy, clean all your pussy juice off those fingers, suck 'em clean mommy, swallow all that sweet pussy juice down," he said. D kept groaning as she slurped on his fingers until Jason jerked them abruptly out of her mouth with a loud, lewd popping sound.
"Oh god you really are nasty," D moaned.
"Yeah, I'm mommy's nasty big-dicked boy," Jason answered as his mouth began kissing down D's bare shoulder over the slope of her breast.
The fingers of both my wife hands were again brushing through the dark hair on the back of Jason's head as he slurped a nipple into his mouth, sucking deeply, D's eyes drooping shut again as she surrendered to the sensations of his hot young mouth pleasuring her full, womanly tits. "Oh god yeah," she whispered. "Oh Jason honey, suck it, suck on mama's titty baby."
Her words sent Jason into a frenzy, the room filling with loud, lewd sucking and smacking sounds as his mouth worked feverishly over every inch of my wife's smooth, soft breast. I could clearly see his saliva glistening on the slopes of her tits, along with little, pink love bites starting to form here and there. After a couple of moments he started concentrating on her fat, brown nipples, alternating back and forth, tugging and gently twisting at one hard bud with his fingers while sucking the other deeply, roughly, stretching the nipple into his mouth as his tongue washed wetly over it. With a deep, sexy groan D released his head and cupped her tits, hefting them with both hands, offering them to his hungry young mouth, making his oral assault easier. "Oh shit yeah, oh Jason suck 'em," D whimpered. "Do it honey, suck on mama's titties, yeah, suck mama you nasty boy."
With a growl Jason grabbed D by the hips and hefted her ass onto the very edge of the kitchen table. My wife leaned forward slightly, moaning as her mouth made contact with his lean, hard chest, kissing and sucking loudly at his hairless skin. At the same time Jason dropped his hand back down to her pussy, his fingers gently fondling up and down her soaking slit as D's thighs spread wide for him, gasping and whimpering each time his fingertip brushed over her pink, swollen clit, arching her hips to try and prolong his pleasure-giving touch.
D groaned lewdly again as Jason dropped to his knees, pulling her tanned, toned legs over his bare shoulders as he slowly sc****d his tongue up and down the inner groove of her cunt. I saw my wife's fingers whiten as she gripped the edge of the table with both hands, her eyes sparkling wildly as she looked down at his handsome young face between her legs, his talented teenage tongue taking long, lewd licks from her dripping pussy up to her twitching clit. "Oh god-oh yeah, lick-lick it honey, oh god Jason, don't stop baby, so good, lick it, lick mama's pussy Jason, oh fuck yeah, love mama's pussy good baby."
With another soft growl arising from deep in his throat Jason clamped his mouth around my wife's swollen clit, sucking it deep. I could clearly see his cheeks hollowing as he slurped on her hot, throbbing bud, her fingers tightening on the edge of the table, her head dropping limply back as her smooth legs tightened over his shoulders. "Oh fuck yeah," she hissed. "S-suck me, suck mama honey oh god don't stop."
D's words faded into a filthy sounding series of gasps, groan and gurgles as she collapsed back on the table, thrusting her hips, humping her sizzling hot pussy against his tightly sucking mouth. Lewd smacking and slurping sounds overpowered the light thumps of her palms smacking the table, making it wobble wildly. She started bucking upward desperately, her legs pulling on his shoulders for leverage as he leaned over the table, feasting furiously on her slippery clit. D's round, sexy ass was lifting completely off the tabletop as she humped upward, feeding her nubbin into the sizzling suction of his mouth. The table was bouncing and sliding on its legs as she started to scream with ecstasy.
My beautiful wife’s long, throaty shout echoed through our empty house as her body stiffened for a long moment. The force of her orgasm was so strong she seemed to lose her voice, her mouth still frozen wide open as silence fell over the place until finally, with a deep groan, she collapsed heavily down on the table, its legs again wobbling dangerously. Jason had released her clit and then spent the next couple of minutes softly lapping into her open, drooling pussy lips, D moaned contentedly, her eyes closed, a smile on her lovely face. She lay still for only a few seconds, it seemed, before her hips began gyrating gently, responding to the tender touch of his tongue.
But even though she was moving only slightly the table was shaking far too much, causing D's eyes to pop open. I ducked away, forced to release my dick, which I'd been stroking slowly through the whole thing. While I stood there with my back pressed to the wall I could hear my wife's ass squeaking on the tabletop as she slid off of it. I heard the sound of Jason's jeans unzipping, then my wife’s gasp of surprise. "Oh my god it's so damn big," D moaned just as I started edging back to the doorway again.
I silently agreed with D as I peeked around the door again. The teenager's long, hard prick would have put almost any grown man to shame. It was easily 10 inches long and looked nearly as thick as my wife's wrist. She sank to her knees, admiring the big, fat veins pulsing up and down the powerful looking shaft. He was circumcised, and the bare head was so thick and shiny with his precum it looked like some kind of ripe, exotic fruit. D smiled like a c***d as she grasped the massive stalk in both hands and began stroking it slowly. Even with both hands around it, his glistening dickhead and about five inches of shaft were uncovered.
My hand returned to my own, more modest member as I watched my wife lean forward and slowly begin to lick and kiss the slick, sensitive surface of his purple throbbing cockhead. Slowly jacking on his monster-size shaft with both her hands my wife simply moaned, "Mmmmyeahhhhhh," She formed her lips into an 'O' and slid them over the fat, shiny head, sucking greedily, her cheeks fluttering, her hands speeding slightly as they kept on working his fat, long shaft.
Jason had one hand in D's hair, holding it back out of her face so he could watch her bobbing back and forth on that huge, hard fuckstick. She couldn't get but a couple of inches past his head due to his size but she sucked feverishly, her lips sliding back and forth on his vein-covered shaft. "Fuck yeah, suck it," Jason groaned. "Suck that big dick D, suck it good, get it big and hard, yeah, that's it, suck it D, suck it D."
With a soft pop my wife pulled the gigantic cockhead out of her mouth and looked up into Jason's lust contorted face. His shaft glistened with rivulets of her saliva. She carefully used both hands to massage it into every huge, throbbing inch of him, her hands gliding smoothly along his entire length. "Jason, don't stop calling me mommy, please honey?" she asked in her softest, sexiest voice, her hands continuing to slide up and down the amazing length of his thick, throbbing cock. "Let me keep pretending to be your mommy and I'll do anything you want Jason. Anything. I swear it. Anything, anytime, anyplace. I'll be a total slut for you honey, if you'll just let me be your mommy."
"Anything, huh?" Jason asked.
"Anything honey," D said, looking up into his face with a sexy smile as she slowly swiped her tongue over his broad, blunt cockhead. "As long as you play along with me, let me be your pretend mommy."
Now it was Jason's turn to smile, an almost evil glint in his eyes as he stared down at my naked, kneeling wife, her beautiful face expectant as she looked up at him, her hands lovingly fondling his huge, horse-size cock. "Hmmmm," Jason said, appearing to think it over, though I had a feeling his decision was already made. "I might get greedy and want mommy all to myself," he cautioned, pushing D's steadily stroking hands off his dick and rubbing the wide, wet head slowly up and down the side of her face.
"Oh fuck yeah," D groaned lewdly, craning her neck to prolong the contact of his long, fat fuck organ against her exquisitely made-up face, one hand on his thigh for balance as the other slid between her legs, teasing her clit with her fingers. "Yeah, that's what I want honey, mama just wants her big-dicked boy."
Jason's smile was gone, his look now one of total lust as he stared down at D, moving his big rod to the other side of her face, my wife responding like a love-starved kitten, tilting her head and rubbing her cheek slowly along the vein-covered shaft. He then remained still for a long moment, holding his cock at the base, letting D caress her cheek against his huge sex tool, the two of them staring wordlessly into each other's eyes as she rubbed her face on his oversized shaft. "I want you all to myself until I go back to school next month, Mommy," Jason said, his voice soft but edged by a new firmness. "I don't want you fuckin' anybody but me, not even your own husb-um, uh, not even Daddy, got it?"
D nodded eagerly, her cheek brushing his big hard cock. "Mama's all yours honey. Daddy can’t have her. Mommy just wants her big, strong boy."
Jason pulled my wife to her feet and jerked her toward the doorway, forcing me once more to release my throbbing dick. I jerked open the hallway closet and scrambled inside, not even able to close the door completely behind me. Fortunately D's lust for this teenage stud left her unable to keep her hands to herself. Just as they stepped into the open doorway she turned and rubbed her nude, curvy body against him in lewd, open offering, sucking at his mouth greedily until it was again filled with his tongue, rubbing her soft, lovely tits over his smooth chest, Jason's hands going back to the globes of her ass cheeks, his fingers sinking into the soft, silky flesh.
They broke it off suddenly, both panting heavily, catching me off guard as they literally ran by me toward the living room. I knew I had to give them a few seconds, and crept slowly down the hallway after a moment, the familiar sucking and slurping sounds growing louder as I neared the doorway.
When I peeked into the room sure enough, D was once again on her knees, worshipping his magnificent hunk of manhood. Slobbering and sucking on it, she moaned and groaned gratefully around his broad bare dickhead. After only a moment, though, Jason made it clear he was ready to fuck my wife. He pulled her head off his cock and pointed to the sofa, clearly taking control. "Over there Mama," he ordered. "I'm about to make that pussy mine."
"Yeah honey make Mama's pussy yours," D moaned, literally leaping onto the couch and spreading her legs, Jason right behind her, his huge prick jutting out from his body powerfully.
D gasped as she reached between her widely spread thighs with both hands and guided his pulsing prick to her gooey hole. As soon as he felt her oozing entrance at the tip of his massive cock Jason pushed slowly into her soaked tightness. I started jacking my own dick rapidly as I watched the huge purple head pushing into my wife's pussy. I heard a sharp intake of breath as it popped into her, followed by the sharp cry as Jason eased half his big shaft into her. "Oh-oh fuck it's big," she wailed. "Oh god baby, oh my god."
Jason paused, letting D adjust to his immense size, holding his upper body propped on his forearms. From where I was I had a clear view of my wife's cunt, her lips stretched around his fat fuck-organ. Nearly half of its incredible length was still exposed, her clear, sticky wetness oozing out around his pole-like prick. After a few seconds my wife groaned deeply. She started wiggling her hips slowly from side to side while thrusting herself gently upward, managing to fuck a few more inches of her straining pussy onto his massive organ. "Oh fuck yeah," she moaned. "Do it baby, give it to me, fuck Mama's pussy deep."
Jason sank the rest of his rock-hard, oversize cock into my wife's soaking pussy in one smooth stroke. I could see her straining cunt lips wrapped around the broad base of his cock, their public hairs mingling. D was groaning in pleasure. "So deep-oh yeahhhh so fuckin' good," she moaned. Her words were slightly muffled as her mouth met his neck. He lowered himself onto her, kissing and sucking as she uttered obscene encouragement to her young lover. "That's so deep Jason, god you big-dicked stud, do it baby, fuck Mama's pussy good honey, take it, take Mama's pussy."
D's words were abruptly ended as the muscular teen started slamming his hips downward, launching right into a deep, hard stroke just as my wife had begged, drawing several inches of that thick, long prick out of her soggy, stretching cunt-sheath and then pounding it fully back into her, the powerful base of his cock smacking wetly into her oozing pussy as D squealed in pleasure. "Take it, take it son! Oh yeah, fuck it hard, take Mommy’s pussy over! Oh fuck, oh yeah, fuck it! Fuck Mama's pussy honey!"
Jason's muscled hips hammered harder and faster, D's legs clenching around his lower back, her hips and ass writhing and bucking as she met him thrust for thrust. They seemed to find the perfect rhythm, their bodies locked tightly together as they undulated, writhing gracefully together. Their open mouths sealed together in a hungry kiss. Their moans were muffled as their tongues dueled and the young man’s rampant cock plumbed the depths of my avid wife’s eager womb.
Jason gave a powerful thrust into my writhing, humping wife she pulled from the kiss. Her head suddenly began to roll wildly from side to side. D’s body stiffened as her young stud continued to drive his long meaty cock into her. "Oh fuck yeah! I'm cumming oh yeah oh shit – god yes!" D's screams rang through the house as she tightened her legs around Jason's lower back and thrust upward even more wildly, losing all abandon as she continued to wail out in orgasm. "Yeah oh fuck yeah cumming… Oh you… you nasty boy! Oh! Goddam do it! Fuck your Mama's pussy with your big beautiful cock. Fuck me, baby."
Jason went absolutely wild, battering her cunt brutally, the sounds of their bodies pounding and slapping overpowered only by the babbles and squeals of lewd, lustful pleasure coming from D. The young stud slammed into her pussy over and over, ramming and driving his massive shaft forcefully into her. My wife’s pussy lips were swollen and huge, clinging to his throbbing dick as it sawed in and out of her gushing hole, her juices squirting out with every thrust. My wife never seemed to stop orgasming throughout the relentless deep-fucking. She clung desperately to her young lover’s lean, muscular body with her arms and legs, sobbing as she sucked and kissed his neck. He fucked him back with incredible passion, her hips rolling and thrusting with wanton abandon. Her round, beautiful ass flexed rhythmically as she drove her soaking snatch onto his strong, hard cock. "Fuck! Fuck me, baby! Fuck Mama, Jason! Fuck Mama's pussy, baby! Oh god there! Oh fuck yeah! Oh I'm-I'm cummminggggg!"
As D's climactic scream rose, Jason stiffened and I knew he was blasting his young, potent sperm deep into my wife’s married pussy. I envisioned spurt after spurt of hot, thick cream coating every inch of her convulsing vagina. My wife ground her heaving body tightly against the young Adonis as he released his hot young load into her. Both of their bodies tensed with the intensity of their orgams and they groaned with sheer a****l satisfaction.
I erupted into my palm as the two of them sagged deeply down into the sofa cushions together, relaxing and cuddling. Without really thinking, I licked my modest load from my palm as I watched the two lovers bask in the afterglow of their incredible tryst.
It was the sexiest experience of my entire life. It was the fulfillment of every cuckold fantasy I'd ever had – at least visually. The whole mom/son thing puzzled me, but I had to admit, it really turned me on. I nearly lost it when they referred to me as dad and talked about Jason taking over my wife's pussy.
I slipped into the bathroom and managed to silently clean myself, my ears straining for more sounds from the living room. When I got a chance, I slipped out of the house and finished my errands. I got home about an hour later and never let on that I knew what had happened. For the rest of the summer, my wife always found deflected my attempts to have sex with her, though she eagerly encouraged me to eat her pussy. It was usually puffy, red and very, very wet.

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Hello LadyBoy

How many of you get off to fucking ladyboys? Well, if you know what I’m talking about, then you know precisely the kind of sexy people I’m referring to. But for those whose brains are melting at the term of ladyboys, let’s keep it simple for them. A ladyboy is an Asian transsexual. But then again, if you didn’t know that, you probably are not into this kind of porn in the first place!On the other hand, if you are or are curious, allow me to invite you to Hello Ladyboy. This series has been a...

Premium Shemale Porn Sites
1 year ago
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When I was a busboy

This happened many years ago. I got a job working as a busboy.This was a very classy restaurant and I was almost getting used to talking to customers. Some customers were kind of snippy, but some were also very nice. This story is about what happened on a week night. The place was kind of busy but not slammed like it would be on a Friday or Saturday.I had just watered the tables (poured water into empty or mostly empty glasses). I had had left, after watering a table with an older couple...

3 years ago
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Tyrones Crossdressing White Pussyboy

Submissive whiteboi becomes a sissy faggot pussyboy for his nigger master.It was to be a night of romance. My Nigger lover, Tyrone, gruntedas he pulled his glistening cock from my aching, cum filled asscunt. Hehad just shot a massive load of man slop into my steamy, grippingentrails. Our lovemaking had been a brutal affair, as it always is, which is just the way I like it. I am a subjugated fuck slave, nothing but a sissy faggot sperm receptacle for my dominant nigger lover.Tyrone is the envy...

2 years ago
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The Making of a Houseboy

Hilde patted the edges of her mouth with the linen napkin. Looking to her husband, he smiled and placed his cutlery in a perfect line on his empty plate.“Very good, you have certainly passed this aspect of the interview with flying colours.”Graciously, I nodded my head, “You are welcome, I like cooking, even more so for other people.”Noticing their wine glasses were a quarter full, I scuttled around the table to charge them. I topped up their water glasses too.“Would you like the cheese board...

Bisexual
2 years ago
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The Houseboy

If I had been told on my sixteenth birthday, that I would end up working as a houseboy, I would’ve advised the forecaster of that statement to sign up for some psychological evaluation. That, however, is exactly what happened by the time I had turned seventeen-years-old.To fully explain how this came about, I am afraid that I now have to embark on a two-part history lesson:Firstly, after my mother had left my dad and me when I was eight-years-old, my father continued to be employed as a foreman...

Gay Male
4 years ago
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The Quest for the Black QipaoChapter 2 Harry The Houseboy

Harry’s life as a Phyllis’s houseboy had turned out to be better than the situation of many of his contemporaries. A sponsored male in New Order Britain wasn’t under the sort of constant surveillance, harassment, and suspicion of subversion that un-sponsored males had to put up with. And besides, Phyllis had turned out to be a reasonable sponsor. The dream at school had been to be picked out as some girl’s life-partner but, realistically, that didn’t happen to more than a handful of men....

3 years ago
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Denise Femboy

Brief story summary: Mummy feminises son Denis(e) from birth. She, Denise, was born with a penis but in spite of that, she has always been a little girl like her two slightly older sisters. Mummy was/is a great believer in Strict/Extreme Corporal Punishment in Disciplining her c***dren and does so on a regular basis with the help of her pharmacist friend Mrs Nugent. All punishments however are lovingly although not sparingly applied and are implemented solely for the c***dren’s own good. That...

2 years ago
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Denise Femboy

Brief story summary: Mummy feminises son Denis(e) from birth. She, Denise, was born with a penis but in spite of that, she has always been a little girl like her two slightly older sisters. Mummy was/is a great believer in Strict/Extreme Corporal Punishment in Disciplining her c***dren and does so on a regular basis with the help of her pharmacist friend Mrs Nugent. All punishments however are lovingly although not sparingly applied and are implemented solely for the c***dren’s own good. That...

2 years ago
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My Paperboy

The Paperboy Isn't a Boy Anymore It was 10:00 A.M. when I looked out the door to make sure my tiny back yard was empty and there was no one in the alley behind my house. All clear. I popped out the door onto the back porch. I was naked, carrying an armload of potted plants to put on the porch railing. I often spend time around the house naked. I like it that way. Going in and out doors sometimes giving a free peek is part of the fun. Tires screeched and a horn blew three times in the alley....

3 years ago
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American Ladyboy

American Ladyboy By Cassandra Morgan No matter where in the world you are, no matter languages are being spoken around you, calculus is boring, it seems they teach the subject so people will know how to torture spies. And so, half a globe away, Benjy Hawkins sat in his math class with his head resting on his arms, which were folded over his desk. The teacher droned on, his lilting accent punctuating his speech. The subject, and the speech, was more than Benjy could bear on a...

3 years ago
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Pussyboy

Pussyboy, Part 1By Greg Stone Part 1Greg peered over the menu to check out the young waiter working the lunch tables. He'd wanted to avoid the noise of the business lunch crowd on a Friday, so he was at this trendy little place filled mostly with students. The menu didn't interest him, but the fair-haired young man breezing between the tables did.He looked about twenty, with a small build and rather effeminate mannerisms. The highly styled hair and close-fitting clothes suggested a...

4 years ago
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Husband Wife and Schoolboys

THE HUSBAND, THE WIFE AND THE SCHOOLBOYSPart OneLet me explain. My name is Justin. I am a healthylooking 40-year-old married guy and in quite good shape. Not film star shape but I can still pull acompliment or two. I was lucky to marry an extremelypretty, little women called Carrie. She is still 30and we have been married for 10 years so you haveprobably guessed that she was 20 when we married. Iwas lucky, O.K? She has certainly stayed in shape andher slim body pert little upturned breasts and...

2 years ago
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MY MAN AND I SHARE A LADYBOY

My man Roger and I have had sexual adventures that many people would be envious of: some incredulous of even. Around once a month I love having a second man to pleasure me and before I pleasure him while my man watches, and often he will pleasure my man: oral sex only – no intercourse is the rule. In the afterglow of a recent wonderful sex session (just the two of us) I remarked that of all the sexual combinations we had enjoyed I had never seen Roger suck another man’s cock. “Some of your...

3 years ago
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Crude experiences of a femboy

Aelvir was born into a normal family with a young brother and one older brother. Growing up, he began to notice his body wasn't growing quite like the other males. He steadily began to recognize that his arms, legs, hips, and even overall body curvature wasn't at all similar to much of the males he sees, especially even at school. He even noticed that the others even gave him odd looks whenever he was present and/or nearby. It wasn't till highschool that he noticed it even more. First, the...

Bisexual
1 year ago
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THE PAPERBOY

"Nick, Donny's here again. Pay the boy, now," ShirleyCummings said. Nick Cummings, 27, was a tall, strongly ruggedbusinessman. His wife was going away for the weekend to visither mother.The newspaper boy, Donny, came up the walkway with a bundleof papers in his hand."Hi, Mr. Cummings!" The boy said cheerily. Nick leaned outof the door and stared dreamily at the young man. Donny woretight 501 Levi's and no shirt. Nick watched as the boy bent overto pick up a coin he'd dropped.Nick's...

2 years ago
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the paperboy

"PAUL, BRYAN'S HERE AGAIN. PAY THE BOY, NOW," SHIRLEY NASH SAID. PAULNASH, 27, WAS A TALL, STRONGLY RUGGED BUSINESSMAN. HIS WIFE WAS GOING AWAYFOR THE WEEKEND TO VISIT HER MOTHER. THE NEWSPAPER BOY, BRYAN, CAME UP THE WALKWAY WITH A BUNDLE OF PAPERS INHIS HAND. "HI, MR. NASH!" THE BOY SAID CHEERILY. PAUL LEANED OUT OF THE DOOR AND STARED DREAMILY AT THE YOUNG MAN. BRYANWORE TIGHT 501 LEVI'S AND NO SHIRT. PAUL WATCHED AS THE BOY BENT OVER TOPICK UP A COIN HE'D DROPPED. PAUL'S HEART...

3 years ago
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Tipping The Paperboy

Have you ever wanted to just do something really naughty? Well, I have. My name is Tammy, and I was divorced about 4 months ago. My ex was a scum bag that had no idea of how to treat or please a woman, if you know what I mean. Oh sure, we all want the bad boy when we are dating, but ultimately, they make terrible husbands and lovers. We lasted a whopping 9 months before I caught the bastard cheating on me with a filthy little skank from the grocery store. Well, I say good riddance; she can have...

3 years ago
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Mistress Jessica and her Asian boytoy

Disclaimer: This story is purely fictional. I always welcome comments and suggestions so please feel free to email me – kace.lee at gmail dot com. Thanks!Lee was bored. He was a 14 year-old student at Osborne High, a large high school that catered for thousands of students, and in his freshman year. Like most Asians, he was a top student in most of his subjects, but also like most Asians, he sometimes found it hard to score with western girls. Not that there were many good-looking ones in this...

3 years ago
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Ladyboys Moving to Thailand and my first Ladyboy

After living in the Netherlands for 33 years I was ready for a big change. I had been toying withthe idea of moving to another country to get away from the stress of it all for a while.I had girlfriends in the Netherlands. Wives.I had one nighters and 2 nighters. I wasn't doing bad for myself.But, there was something missing on the girl side. I love variety. I think I've been withevery kind of girl I COULD be with in the Netherlands. I started thinking about other countries.Other girls. Other...

1 year ago
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The Newlyweds Chapter 1 Boyshorts

The Newlyweds Chapter 1: Boy's Shorts Ji-min, my new wife, wanted to be called Jasmin now that she arrived in America. We have known each other for for about three years. She served on several mission trips in Africa. And I served in the Peace Corps. Thinking myself too small and not aggressive enough for regular military service I thought it was a good choice. And it was. When we met she was fifteen and I was eighteeen. Over the years she and I exchanged love letters, text...

1 year ago
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Anne Marie kitten Slutwife for cowboys

My latest bit of “whoring” was so hot, that he asked me to write a story about it. Bear with me, as this is my first attempt at literature. Trust me; I suck cock much better than I write. This past weekend my two girlfriends and I decided that a “girl’s weekend” was in order. We planned a road-trip to go see a professional bull rider’s rodeo in the next state over from ours. I wish I could say that I wasn’t thinking about finding myself some hot stud of a cowboy to fuck and suck, but...

2 years ago
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Anne Marie kitten Slutwife for cowboys

Introduction: A more recent detailed account of Anne Marie being the slutwife that she is. This time, she wrote the story. My husband and I have been together for 17 years now and believe me, I consider myself to be the luckiest wife in the world. You see, we have what you might call an arrangement. He allows me to fuck pretty much whoever I want, whenever I want. I, in turn have to promise to tell him all the sordid details of my slutty encounters. My latest bit of whoring was so hot, that...

4 years ago
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BSC03 Naked Surprises at BSCChapter 3 Philippa Boyd

A very solidly busted student called Philippa Boyd was assigned to show Katrina and Angela around the College. Philippa’s breasts were big and bounced along very happily with every step and movement of her body. They looked just great as they swung along and bumped into each other. Philippa always got admiring looks and smiles from the male students and staff as she passed. Angela and Katrina were delighted and entranced at her bubbly and buoyant attitude to everything. “You know,” she said,...

1 year ago
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My bestfriend makes a damn good Tomboy

As a child, Tyler was always a quiet, sheltered person and rarely went outside unless he was hanging out with friends. It was mostly because he would have had to deal with the bullies. One day the bullies started to pick on him, which he stood up for himself, only to be beaten up by them. They were beating him so bad to the point he was almost dead, but then a rough girl came in and fought them off. That was the day he met Emily, his new friend, and they got along pretty well, not many...

1 year ago
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The Wilmington Womans ClubChapter 7 Bernie Meets Eddie Boyle

It was a rainy Sunday; Bernie was just sitting around the off-campus apartment, watching The A-Team on NBC with George Peppard, and Chicago-born actor Mr. T. with two other girls, Frannie and Meg. Val was out on a date with Joe, and Bernie was more than a little jealous with the knowledge they were getting very serious about each other. Eventually, she got hungry, and got up to make herself and the others some spaghetti. As she stirred the sauce, she idly wondered if Eddie Boyle was going to...

3 years ago
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Lookingglass Ladyboy

I was taking a walk to stay--all right; I'll admit it--to get in shape, when I saw the "Going Out of Business" sign in the second-hand furniture store a block north of my condo. I wasn't in the market for anything, new or used, but I can't resist a bargain, and what was better for finding a bargain, I asked myself, than a store that was having a going- out-of-business sale? The store offered everything you could imagine, in every condition you could imagine--sofas, tables, chairs,...

2 years ago
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SoCalled Friend The Sissyboy

This story is a spin-off from my earlier story So-Called Friend. Using the first part of it I going to use a totally different story line. If you haven't read the first part of So-called Friend please do so. So-Called Friend: The Sissyboy By Jennifer Allison As my step-mom drove I tried to explain what had happened. All I got in return was. "I knew there was something about you Dean. Now I have the proof. Now shut up and stop whining. I don't want to hear another word...

2 years ago
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Space Cowboys

Author’s Note: From an idea by a friend on another site comes this story of role playing, X-men, funny stuff, and hamsters. It’s probably much funnier if you’ve ever played a role-playing game. I combined it with another story a role-player told me about a game where he had giant space hamsters, and his players got out of hand with them. This is the result. Disclaimer: I made up the game of Space Cowboys and the Fantastic Gaming House company. To my knowledge, there is no space game with Old...

2 years ago
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Frannies Femboy

Gay - cross dressing – femboy - feminization – blow jobs – anal sex – hand job – lingerieWhen I was finishing high school, I did a lot of different jobs to raise money. I mowed grass, worked part-time on a construction crew, and pumped gas, all to raise funds for college. I had been accepted to the college of my dreams on a partial wrestling scholarship, but my parents weren't going to be able to help with the other expenses. While I hoped to eventually turn the partial scholarship into a full...

2 years ago
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Femboy

I was about 16 when I started to take an interest in how I looked, until then I had been a school uniform or jeans and sweatshirt sort of boy. But as I approached my end of school exams, I noticed girls, not as sex objects like my friends did, but as clothes horses. They wore some amazing things away from school. And unlike my friends, I wanted to share in this joy of taking an interest in how I look. The first thing I did was to take better care of my hair, using my mother's shampoo,...

1 year ago
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The Paperboy

It was the Friday after Thanksgiving and my husband had to work and my son had gone for the weekend to stay with some friends, so I took the time to start putting up the Christmas decorations in our home. It was quite warm that day since we live in the South so all I had on was a white, button blouse and a pair of loose white gym shorts (the nylon silky kind) with no bra or panties. I was hanging garland around the fireplace when the front doorbell rang.I went to the window and peeked out to...

First Time
1 year ago
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Paperboy

I got out of bed at 6 AM to make my husband breakfast as usual. Quarter to seven he left for work and I had half an hour before I had to wake the children up for school. It was part of my daily routine. As usual I couldn't make any ruckus because that would wake the children up early and they wouldn't like that. Instead I just poured myself a cup of coffee as I do every morning. Still wearing the robe I went to get the morning paper exactly as usual. But this morning the paper wasn't...

3 years ago
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The Cuckoldress and the Boytoy

The following is a true story to the best of my and my wife's recollection. This is about my mature hotwife who went back to college and seduced her teenage lab partner. In most cuckold stories, the wives are gorgeous blondes with huge breasts and very cute or pretty faces. That is not the case here. Susan is the Consummate Plain Jane. She carries a few extra pounds from having c***dren. However, Susan is extremely sensual, passionate, and has the most sexually creative mind of anyone I've...

2 years ago
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Toyboy Boytoy

Toyboy Boytoy By Beverley Ann Miles I must have been heavily asleep. I finally awoke, as my mouth was forced open - and something plastic was being crammed in - and by that time, it was already too late to do anything about it! The little plastic circle had been inserted, covering my teeth and locking my mouth open. I couldn't figure out what it was. I lay on my side on the bed, already bound at knees and ankles, my wrists were secured behind my back. I was rolled face down...

3 years ago
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Green Beret Loves Asian Ladyboys

Demonde Scott woke up early most days.. He leaned over and kissed his girlfriend’s forehead. He threw on some basketball shorts, a tank top, and a pair of multicolored Nike Joyride Dual Run sneakers. The 5’11”; 200-pound man headed out of his small house on the compound where Westerners lived while working in the Kingdom. He stretched then launched into morning 2-mile run. The air felt thick on his skin. It was around 65% humidity at present, but the temp was good at a little over 80 °F.He...

1 year ago
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Playboy

Reddit Playboy, aka r/Playboy! I’m pretty sure you’ve all heard of the magazine Playboy. It’s one of the biggest names in the adult industry, and it has existed even before porn was a thing. This magazine was the best thing a teenager in the 90s could hope to get. Blockbuster and other video renting stores never let minors rent out XXX movies, so the only thing they could hope to get is a playboy magazine at the corner store from the shop owner who doesn’t give a shit about what these guys are...

Reddit NSFW List
1 year ago
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Prom night with Miss Boyd

I closed in on her woman parts. I could smell her. I had never smelt a woman before and the scent drove me wild. I started to kiss and lick at her entry point, fast and furiously. “Slowly at first Trent. Like a lovely flower that needs to open in the morning light. Slowly.” It was prom night. I was all excited because after tonight school would be over and I would never have to go back and see the bloody jock that always made my life a nightmare I had built up the courage to ask Silvia Jackson,...

First Time
1 year ago
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Bikers and Cowboys

I was having a quiet drink on a Saturday night in a favorite bar of mine. My table was at the rear of the main part of the bar. I say the main part because there is another part where you go through a special door to get to and not too many people know of it outside the regular patrons of the bar. In that special part is a low bar where a lot of business transactions are carried out. A guy I sort of knew came in with his wife and her sister. I knew that both women lived and slept with the guy,...

Bisexual
3 years ago
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Bellboy

When Mrs Estelle B. came into the lobby a month ago I wanted to pitch her myself. Stacked, classy, blonde with the pouty full lips I love. Course I didn't have a chance. No luggage except a purse, I caught the look from the manager, she paid with a credit card to a phoney gardening shop the Royale owned, so this wasn't her first time. Meant she had a buck lined up already, which she did. An hour after I showed her the room, a huge black buck picked up the key in the lobby. Couple hours after I...

2 years ago
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Bellboy

When Mrs Estelle B. came into the lobby a month ago I wanted to pitch her myself. Stacked, classy, blonde with the pouty full lips I love. Course I didn't have a chance. No luggage except a purse, I caught the look from the manager, she paid with a credit card to a phoney gardening shop the Royale owned, so this wasn't her first time. Meant she had a buck lined up already, which she did. An hour after I showed her the room, a huge black buck picked up the key in the lobby. Couple hours after I...

2 years ago
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Tomboy

"You're the new girl, huh?" The boy was bigger than me, and probably a year or two older. "What's your name?" "Ashley," I replied, sitting on my motorcycle and drinking a Mountain Dew. We were in the old suburbs. There wasn't much else around except the school, a couple churches maybe, and a Seven-Eleven, so that's where I'd gone. It sucks moving to a new city when you're sixteen, but it could be kind of fun too, depending on what you're looking for. "You look like a guy,"...

4 years ago
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Sexy Femina Ladyboy

OMG! I wore the most ADORABLE outfit to the arcade on Friday! Picture this: After bathing and powdering, I put on my little black silk shorty robe and a pair of poofy 2 inch heeled black slippers, and did my nails in a platinum shade. Then I did my hair and makeup. Doing the hair was easy as I simply chose a platinum blond bob. Then came my eyes and lips - a frosted pink lipstick. Then I put on my black string bikini. After some sexy posing in the full-length mirror, I put on my new outfit -...

3 years ago
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Used by a gorgeous ladyboy

(Yeah it's been a while but i'v been busy … doing the thing in real life with a new guy i met and there is not much need for xhamster at the moment :) . The story below is based on a true experience and i just changed a few details to spice it up a bit)This story is based on a true experience and happened a few years ago, on a great night out in Amsterdam. It was before i had sex with guys on a regular base and i entered a complete new and exciting world...During that period of my life i was...

3 years ago
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MY MAN AND I SHARE A LADYBOY

My man Roger and I have had sexual adventures that many people would be envious of: some incredulous of even. Around once a month I love having a second man to pleasure me and before I pleasure him while my man watches, and often he will pleasure my man: oral sex only – no intercourse is the rule. In the afterglow of a recent wonderful sex session (just the two of us) I remarked that of all the sexual combinations we had enjoyed I had never seen Roger suck another man’s cock. “Some of your...

4 years ago
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The Tomboy

This story is dedicated to my great friend BobbyLynn.I met Bobby when I was 18 and she was 9. I had just moved to Ohio from North Carolina. I was living with my older brother in his little two bedroom house. I had just graduated high school and was planning on going to the local Tech school to take auto mechanics. I already knew quite a bit about cars and spent most of my free time working on them. My brother, Todd owned his own auto shop and was letting me work for him doing what I did best. I...

First Time
1 year ago
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Schoolgirl and schoolboy

This story is a two part. We did it my way, then her way. Enjoy The first part is about how a schoolgirl fantasy, that I wanted to do with my girlfriend. The second part is how my girlfriend did the same kind of fantasy, but she had a twist of her own to do it. It all started, when we looking up costume on what to be for her Halloween company party. She wanted to be something sexy because everyone in her office think it's kind of boring, and she wants to change that. We were looking online and...

Straight
4 years ago
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Teaching the Tomboy

Based on the short story: SARA'S PUNISHMENT By Mr. Stefens The three buxom matrons marched Sara into the punishment room, one on either arm, the third trailing behind with a scowl on her face. "Get offa me!" Sara protested stridently as the two large women marched her toward the discipline horse. How delightful it was to encounter Sara again--and so soon. "Strap her down," I ordered with a sigh. While Sara twisted and struggled and mouthed indecipherable words at her tormentors, I sat...

1 year ago
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Tommie the Tomboy

After about ten minutes or so, I really lose track of time, Tommie is gasping. "Oh, Dave... Please... Whatever you're doing... Please... Don't stop... Make me... Oh, God... I'm close... Oh... Oh... I'm gonna..." As her vagina clamps down on my finger, I sucked her clitoris into my mouth and rolled it between my lips. She's gone completely silent, her back arched up off of the grass and all of her muscles are taut. Finally, she drops her back down in the grass and screams, "GOD!" so loud that it...

Mature
3 years ago
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Mama Papa und das Sissy Baby

Ich lebe noch immer mit meiner Stiefmutter in einem Haus. F?r mich war sie immer die Mama. Mama weckte mich und mein Bett war klatsch nass. Ich kann nicht sagen ob es daran lag das wir erst vor ein paar Monaten umgezogen sind oder an was auch immer aber es war mir mehr wie peinlich, denn ich war schon 22 Jahre alt. Mama zog das Bett ab. Am Abend setzten wir uns dann zusammen aufs Sofa. Sie sagte: Also ich finde wir m?ssen was ?ndern. Dann zeigte sie mir eine Windel und legte sie auf den T...

3 years ago
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Mama Bhanji Ki Bachapan Ki Masti

Hi mera nam suman hai mai mumbai me rahati hnu hum sirf 3 bahan hi hi hai mera koi bhai nahi hai mere pita jee mumbai me hi job karte hai meri hight 5.7 hai rang thoda sawala lekin sundarta me kami nahi haijaise lambe bal sina bahut bhara nahi hai to kam bhi nahi hai 32 ki size hai kamar 28 kali aankhe patale oth aadi mai baut dino se is site pe bahut sari kahaniya padhati aayi hnu maine socha kynu na apani bhi asali kahani post karu meri ma ko 3 bhai hai ek bada aur do chote mama log gaon me...

2 years ago
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Moms Joy Boy

Chapter 1 Meeting over lunch to discuss Aunt Elsa’s mind-boggling suspicion that her sister – their mother – was having it off with someone, the Black siblings watched their mom walk by their restaurant window table arm-in-arm with a guy. Not only was Janis outrageously making an exhibition of herself like that in the main street but the guy looked almost their age and to their horror the guy’s hand was cupped over one of their mother’s ass cheeks and her jeans were tighter than even Gina’s. ...

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