Reset Password
Reset Link Sent
| Blogs > mstr_hole > My Blog |
It Could Happen
|
It Could Happen For many years, I've had a fantasy of meeting and bedding a sexy transwoman. This is a story that I wrote based on that fantasy. I didn't know a whole lot about transwomen at the time, so be merciful in your commentary. Otherwise, enjoy  .IT COULD HAPPEN By mstr_hole He might have been just another lonely traveling man at a bar. Early 40's. Light brown hair starting to go gray. Not bad shape for the age, with just a little paunch at the waist of his pleated wool slacks. He stood 6 feet tall in his bare feet, and probably weighed about 220 lbs. Indeed, he *was* lonely. He'd been on the road forever (seemingly) on one or another of a series of business trips. He was the company troubleshooter. It was a job he liked -- problem solving -- but the travel was starting to lose its charm. When he was at home, his wife was totally wrapped up in their two and had no time for him, other than to discuss family business or indulge in mindless chatter about her job or the house or the fact that their main vehicle had too many miles on it. Sex? Not very often, and when it did happen, it was the same thing over and over again. She didn't like to kiss, wanted him to go down on her and the fuck her. If she touched him at all it was only to "get him ready" for her pussy. Not the sort of thing a man fantasizes about. And, so, he prepared to do something that he'd never done before in his 23 year marriage. He prepared to approach another woman with the object in mind of taking her to his room upstairs and fucking her brains out. He was looking for a one-night-stand. A quick fix for his aching libido. Usually, he would have just resorted to one of the adult bookstores, selected a triple-X feature to "preview" for $7.00, and then quietly masturbated in the privacy of the little video cubicle, the evidence of his sexuality captured in the white handkerchief he always carried in his right rear pocket. Yes, he was now prepared, or so he thought, to cheat on his wife in the most literal sense. Mentally, he'd been cheating for years, of course. Emotionally too, he supposed, when he took the time to think about it. The Internet had given him many opportunities to develop emotional attachments to other women. More frustrating than fulfilling, however, they simply exposed his need even further. He had so many unfulfilled fantasies he couldn't count them. It was a frustrating existence. He'd even gone so far as to pick out his target. John was not much of a drinker, but when on the road he occasionally indulged in a glass of gin in the evening before retiring. He'd done so for two straight nights now, and had managed to strike up a conversation with a young good looking brunette who'd been there both nights -- unescorted. She was back -- he saw her walking down the hallway leading into the bar -- for the third night in a row, and that made his decision for him. He'd found their conversation stimulating the past two nights, and her sweet, husky, alto was music to his ears. This was it, then, the time to make his move. Fly with the eagles or crash and burn. Her name was Anne, or so she said. It didn't really matter. They hadn't gotten beyond first names anyway. He thought of the line from the Gordon Lightfoot song "Carefree Highway," '....her name was Anne and I'll be damned if I recall her face...' She was a tall brunette -- his favorite. She had a pretty face and it was clear that she paid careful attention to the details of makeup and hairstyle. Curves in all the right places, yet not so beautiful as to be completely intimidating. She gave the impression of someone comfortable with who she was. He liked that. Insecure women were a complete turnoff. Submissive women, now, that was another matter. But, this isn't a D/s story, so we'll leave that thought for another tale. He was about to motion to her, when she beat him to the punch, so to speak, by walking directly to him and taking the empty seat next to his. His stomach did one slow turn as he absorbed this fact. She had come to him, without being asked. "Hello Anne," he managed to get out, "buy you a drink?" "Hi John. Nice to see you here again, and yes, I'll have a vodka collins." Again, he was struck by the low, huskiness of her voice. Mellifluous -- like honey -- he thought. He could listen to her well modulated tones for hours. She could read her grocery list and he'd sit and listen, totally attentive. He placed her order. They fell into conversation, just as if they hadn't parted company last evening at 11. It wasn't often he discovered someone else with a passion for Stephen R. Donaldson, and they'd been talking about Donaldson's writings. He was thrilled to have a chance to talk about things he'd only been able to think about thus far. "Do you like to dance, John?" The question took him by surprise, coming almost out of the blue. The truth was, he hated dancing, as his wife would attest, and he didn't really want to admit this to Anne, but he also didn't want to lie about it either. "Anne, to be perfectly honest, it's never been one of my favorite things. But, with a partner like you? Well, that's another story," he said, smiling. "Let's say that I'm open to suggestion." Anne tilted her head to one side, considering his response for a moment. Then, decisively, she took his arm and led him out of the hotel and down the street. The August air was thick with humidity, the temperature still in the high 70's though it was near dark. Their literary conversation continued as they walked, arm - in - arm down the street. He felt the swell of her breasts against his arm and he responded as only a male can, hoping his dark trousers would camouflage his arousal. He could scarcely make his mind work enough to carry his end of the conversation. They walked about 2 or 3 blocks -- John wasn't paying too much attention -- and then he could hear loud music coming from a doorway. "Hi Anne," said the man at the door, waving them through, "Welcome back to the club." "Thanks Bob. This is John -- a friend of mine." The big bouncer looked John over, and then smiled. "Any friend of Anne's is welcome here. Have fun, ." Inside, they were quickly swallowed by the noise and smoke. The music throbbed with the thumping modern urban beat. "I hope you're not expecting me to be John Travolta or anything, Anne...I'm not a very good dancer." "Don't worry about it. No one's looking at us -- they're all too self absorbed for that," she laughed, dragging him to the dance floor. He hadn't danced in years, but the rhythm took him, and Anne's green eyes held him entranced. He moved to the beat as if his limbs had no will but what she supplied. The tempo changed and she came into his arms without saying anything. John was confronted, as if for the first time, by the nearness of her...the pure, physical force that she wore like an aura surrounded him. Her perfume came to him as though he had never noticed it before. Only one drink, and he felt intoxicated. She was not bashful about the contact. She came to him fully, her body molding to his, her arms about his neck. He felt her breasts press against his chest, her belly pushing into him as they moved together. She was almost as tall as he (a curious thing, when they walked together, they were in perfect step -- their strides matching exactly), and was able to look pretty much directly into his eyes. He felt himself falling forward, though it was an illusion, and then their lips touched. He imagined that if a pleasurable sensation were possible from putting your finger in a live electrical outlet, this would be similar. The message carried by his lips quickly spread to his entire being. Her mouth opened under his and the connection deepened. No words of love, or even lust had been spoken. From their conversation, one might have assumed that nothing but their intellects had been stimulated. Far from it, as the grinding of their bodies now testified. Their libidinous sides were fully engaged in the fray, each committed to its logical conclusion. The question remaining to be decided was where the deed would take place. The music stopped for a moment while the DJ announced some silly contest or other. Anne and John held each other for just a moment or two more, neither wanting to lose the connection. John spoke, because he felt if he didn't, he'd just take Anne right there on the dance floor. "Thirsty?" "Yes, but not for anything they have here," she cooed into his neck, her mouth nuzzling him in a most alarmingly arousing fashion. His heart nearly stopped at the implications. His hands, which had been pleasuring themselves in her long, brown tresses, griped a double handful of hair and pulled her face away from his neck so he could look into her eyes again. He raised an eyebrow, questioningly. "Oh?" She smiled. "I believe there's a cliche for this," she said. He started to chuckle. "'Your place or mine,' is the phrase you're looking for," he said. "You, sir, are psychic." "Well, it's certain that I'm not in my right mind at the moment. Most of my thinking is being done well south of my brain." Anne laughed, her hand sneaking between them to grip his cock through the dark fabric of his slacks. "My, my...is that a baseball bat in your pants or are you just happy to see me?" He groaned at her twisting of the well worn old joke, and then they both broke into laughter. "Anne, we're a little conspicuous on the dance floor with no music playing. Let's decide what we're going to do...get a drink, or leave." "I vote for leaving," she said, still looking into his eyes with a sly smile. "Then, the question is where to, pretty lady?" "Your place. I have a roommate." "OK, that's settled. One more thing. I've made no secret of my marriage. This is all right with you?" Her expression turned serious for just a moment. "John. I'm a big girl. I'm not asking for any long term commitment. But, I want you. And, I'm accustomed to getting what I want." John leaned into her once again and kissed her -- quickly this time -- to seal their agreement. "Let's go then." They walked quickly to the door, the dimness hiding the fact that John sported an enormous bulge in his slacks, and once more braved the humidity outside. Their long, measured, strides quickly brought them to his hotel. In the elevator, they made out like a couple of teens, each second fanning the flames of their passion higher and higher. His hands sought her ass, so perfect, so firm, so touchable, and pulled her body tightly to his. He molded the flesh of those two pliant, yet taut, globes, enjoying the sound of her soft moans as she sounded her pleasure into his mouth. An old couple got on at the 2nd floor and the two lovers ignored them. Rather than be scandalized by this behavior, the two seniors smiled, knowingly, and let them be. John and Anne got off two floors later and the old man smiled and winked, as if to say "go get her ." Anne blushed deeply and John just laughed. The old lady giggled, sweetly, as the elevator doors whooshed shut behind the aroused couple. John was surprisingly calm as he got the key-card from his pocket and opened the door to his room. Once inside, he took Anne into his arms again and crushed her to his body, his mouth claiming hers in a kiss filled with a level of passion he hadn't felt in years. He could hardly breathe, his need was so strong. And yet, he did not follow his first instinct, which was to rip Anne's clothing from her body and fuck her until she screamed. He wanted this to be special. For her part, Anne responded to his kisses vigorously, pressing her body against him as they staggered across the room toward the bed. Somehow, she aneuvered him so that he fell onto the bed and she landed on top. She straddled his waist, her hands at the buttons of his dress shirt. His were on his tie -- quickly discarded. She had him unbuttoned in a trice and his shirt and undershirt quickly added themselves to the growing pile on the floor. He reached up to undo the buttons on the front of her dress, but she stopped him. "Let me do you first, John. I promise you won't regret anything that happens tonight, O.K.?" "O.K., Anne, I trust you." She leaned down and kissed him, letting her fingers touch his face, his neck, his chest. Her lips followed her fingers and he shivered as he felt that hot, wet, touch, in a seemingly random process, cover his entire torso. His hips were moving of their own volition, a clear advertisement, if one were needed, of his monumental lust. From time to time Anne returned to his mouth and they kissed. Long, deep, wet, kisses with lots of tongue and moaning. The sounds of their lovemaking filled the room. Little gasps of pleasure; heavy breathing; the occasional rustle of movement as she changed positions above him. Gradually, Anne worked her way down his body until she was able to begin removing his lower garments. With his help, slacks, shoes, socks, and (finally) underwear joined the debris on the floor next to the bed. "Mmmmmmmmmmmm....what do we have here," she murmured, taking his hard cock in her hands and licking her lips hungrily, "it looks good enough to eat!" Anne bent down and gently kissed the tip of his rampant prick, her tongue flicking out and wiping away the large, clear, drop of seminal fluid which had emerged. "But, first, I think I'll give you a little show." Anne walked to the radio and turned it on to a station playing some cool jazz. Then, she backed away from the bed and began to sway to the music. John lay there, mesmerized by the tall brunette. One by one the buttons of her dress were opened, exposing the lovely, sexy, lingerie underneath. Lacy and lavender things were revealed as the dress fell to the floor, quickly followed by the short slip. Moving to the music in just a bra and panties, Anne was the sexiest thing he had seen in years. Easily the sexiest woman he'd been with since his were born. Anne reached behind her and undid the clasp of her bra. Her hands held the cups to her tits and she turned away from him, giving him a great view of her bottom -- the purple panties she wore were thongs, of a sort, exposing her delightful backside to his view, yet hiding the treasure between her legs. She tossed her bra away, and then, her hands covering her tits, turned to face John, laying on the bed, stroking his cock as he stared at her. Slowly, Anne spread her fingers, revealing more and more breast flesh until she suddenly dropped her arms to her sides and arched her back, thrusting her breasts forward and displaying them for his inspection. They were marvelous. Full, yet not too large, capped with red nipples that were clearly in a high state of arousal, judging by how far out they protruded from the flesh behind them. Anne ran her hands up her flanks, bringing them up under those twin globes, cupping them, offering them to John. John moved to the edge of the bed and reached out to pull Anne to him, bringing her breasts directly in line with his face. Opening his mouth, he took the offered fruit and devoured it with his lips and tongue. Anne gasped as his oral assault proceeded, moaning deep in her throat as her hard nipples were sucked and licked, her breasts squeezed and caressed. "Yessss....John.....suck my titties....bite them a little.........OW!! you have sharp little teeth ... do that again....OW! Yesssss!!! oh god....feels soooooo good...." John spent a long time loving Anne's breasts -- they were shining with a coat of his saliva and the nipples were now bright red and almost impossibly swollen...in the morning, she would notice little bite marks all over them. But, when he began kissing his way down her belly, she stepped back, out of his arms. "Wait." He wore a puzzled look on his face for a moment, but that disappeared as Anne dropped to her knees in front of him and took hold of his dripping cock. She looked up at him. "I told you that what I wanted to drink wasn't available in the bar, and I meant it. Get ready, baby...I'm going to drain you," she said with a wicked smile. He groaned as he felt her tongue swipe the head of his cock. "Ever had a woman swallow your cock to the balls?" "No," he gasped, feeling her tongue at him again -- hot, wet, teasing. "Well, then, let me be the first." Anne lathered his cock with her tongue, bathing it in a coat of spit, making it all slippery for her mouth and throat. Engulfing the head with her warm, moist, mouth she arched her neck to align her throat and then moved forward taking inch after inch until every inch of his dick was consumed and her lips were pressing into the bare skin at the base. She smiled around his member, noting that he kept both cock and balls perfectly clean shaven -- a rare thing for a man -- and enjoyed the sensation of his hairless condition. She stayed down on him for several seconds, letting her tongue and throat massage him. John almost came at this point, so surprised was he at the sensation, but he managed to retain control. Anne pulled back and then set up a steady rhythm with her mouth and throat, holding his cock fully enveloped at the end of each down stroke, her tongue slipping out to lick at his balls, reminding him that she had swallowed him whole, then sliding back until only the head remained inside, her tireless tongue licking and flicking his most sensitive flesh. John managed to hold out for five minutes of this most sensual torture, but Anne's oral expertise won the day and he was forced to give in to the rising tide of lust building in his balls. "Oh, god, Anne...get ready baby...I'm gonna cum," was all the warning she needed, as she plunged her face to his crotch one more time and began an even more vigorous swallowing action in her throat. As John went over the edge, she felt the pulse all the way up his cock shaft followed shortly by the first hot spurt of semen shooting directly down her gullet. She pulled back at that point, gripping his cock in her hands and jerking it, holding the spurting head in her mouth, tasting his salty effusion, savoring its texture and flavor, moaning in pleasure as she accepted the tribute for her efforts. A powerful orgasm was the only reward she sought from any man she blew. Anne had a taste for jizz and this fountain was in good supply. John thought his orgasm would never end. He'd never been treated like this. He finally had to pull her head from his cock, the tip becoming so sensitive that the pleasure turned into a delicious sort of pain. He pulled Anne up into his arms and kissed her spermy lips, licking the traces of his spunk from her mouth, tasting his own cum on her tongue and not caring. John's mouth wandered about Anne's face, down her neck, to the tops of her breasts, his hands going to her thong-clad ass and squeezing the tight flesh they found there. He had his mouth filled with her tits once more and she was moaning in delight when he gripped the elastic at the top of her panties and pulled them quickly down to her knees. Anne shrieked and jerked away from him, turning so that her lovely ass was in his face. John thought he'd tickled her or something and grabbed for her waist to pull her back to him, intent on covering her ass with kisses, when he noticed that she was sobbing. "Anne, darling, what's wrong?" "J-j-john. I-I-I-I haven't been completely honest with you," Anne sobbed. "Oh? What do you mean?" "There's something I should have told you before we got to this point, but I was having such a good time and I guess I just got lost in the fantasy. Now, I'm afraid you'll hate me." "Nonsense, Anne, why would I hate you?" Anne turned around to face John, tears running down her face. "Look. You'll see." John's jaw dropped. He stared at the place between Anne's legs where her pussy was supposed to be. Instead, there was a cock. Small and thin, but hard. With a dainty set of balls. All totally shaved. It'd obviously been tucked back into her crotch all night long. He said nothing, but dropped off the edge of the bed onto his knees and reached for the transwoman's cock, pulling her to him and slipping the erect organ into his wide open mouth, while simultaneously pushing her back on her back on the bed. He began seeking to return the pleasure she had brought him only a few minutes ago. "Oh, god, John, you're incredible," Anne moaned, her body still shaking from her weeping. She spread her legs wide to give him more room, and he responded by rubbing the flesh just under her balls while his inexperienced but enthusiastic mouth and tongue worked on the rest. Having been taught at an early age never to speak with his mouth full, John did not respond to her compliment, but smiled around the shaft in his face. He had done something like this once in his life, but that had been years ago when he was a young . For all practical purposes then, this was something brand new. But, he was a quick study, and Anne's reactions guided him. Anne’s “clit” for that was how he thougt of it at this point, fit nicely in his mouth, and he found himself enjoying the sensations, particularly when he noted Anne's reactions to his ministrations. His hand gripped the base of her shaft and he was jacking her off while sucking as much of her swollen dick into his mouth as he could manage. Eventually, he removed his hand and forced his head to the base, Anne's erection just barely poking over the edge into John's throat and causing him to gag slightly. This did not deter him, however, and he kept at it, eventually getting used to the feelings and overcoming his reflexes. "Oh, baby, just like that," Anne moaned, cupping her tits and pinching the erect nipples. John's admiration for the skill of the transsexual fellatrix grew by leaps and bounds as he ministered to her erect member. His jaws quickly began to ache, and he wondered to himself how those who regularly performed this act were able to manage. But, he kept on, alternately jerking the shaft with his strong right hand with swallowing everything he could manage, sucking and licking everything his lips and tongue could reach. He pulled her legs up and pushed them back, spreading them, opening the transwoman's entire crotch to his mouth. He licked her from the tip of her cock as far back as he could reach, even spending a few minutes teasing and poking at her ass hole with his tongue another first for John, but something he'd always wanted to try. Anne was fastidiously clean back there, and so he lingered, treating her ass like a pussy, and pretending that cock bobbing against his head was a giant clitoris. From Anne's reactions, he'd gotten it right. Anne's hips bucked up off the bed in a regular rhythm and her moans and sighs were music to John's ears. After a few minutes, though, she pulled his head up and off of her erection. "Enough, baby. I need to be fucked," she said in that low voice that seemed to reach down into his very soul. John was amazed to find that, in spite of having his balls drained just minutes ago, he was already erect and ready for action. He almost laughed. "How do you want it, baby?" Anne said nothing, but lifted her long, graceful, legs up and back, grabbing her ankles and pulling her knees to her chest, exposing her crease completely, the small brown star shaped hole at its base glistening with the saliva that he had deposited there with his tongue. "In my purse," Anne gasped, "KY for your cock. Hurry!" Harry grabbed Anne's purse and quickly found the small tube of lube. Moments later, his erection was covered in a shiny layer of slick jell. "Ready, baby?" "Mmmmmmm....yessssss...stick it in, John...fuck me with your big, thick cock." John knelt on the bed and guided his cock toward the small opening at the base of Anne's crotch, rubbing the tip around in the layer of spit, pressing forward gently, seeking entrance into this secret chamber of her lust. Anne, experienced in these things, bore down with her internal muscles and her anal sphincter opened under John's assault like a flower, admitting the large, mushroom shaped head without much pressure at all, but then snapping shut just behind it placing an exquisite band of pressure around the shaft. John captured the twin globes of Anne's ass in his hands and pulled her onto him, slowly burying his entire length into her marvelously tight backside. When his balls were firmly lodged against Anne's ass crease, he stopped, and held himself still, flexing his cock, using it's spongy head to massage the warm, dark, channel in which it was buried. Anne moaned as she felt the invasion of her tight rear opening. Her cock, the last vestige of a discarded manhood, was hard against her belly and it twitched with pleasure as the shaft occupying her rectum pushed against the prostate gland in the transwoman's groin. The tall brunette looked directly into her lover's eyes. "Fuck me. Fuck me hard. Make me really feel it." John put Anne's ankles over his shoulders and placed his hands on the bed on either side of her head. Slowly, he withdrew his cock until only the head was still captured by his lover's rectal muscle. Looking into Anne's lovely green eyes, he suddenly plunged the full length back into her in a single, swift, stroke. His thighs met hers with a loud slap. "GOD!!!!" Anne screamed, the air pushed out of her lungs in one large gasp. John pulled back, again, slowly. SLAP! Again and again John slammed into Anne's bottom, picking up speed as he continued, knowing that the first cum he'd experienced would enable him to last for a long time. Harder and harder he fucked her, until she was screaming at him in pleasure, crying out his name, begging him never to stop. Her hands alternated between stroking her stiff member and pinching her erect nipples, pulling them with a fierceness that almost frightened John. She seemed to be trying to yank them from her tits. Her hips met his stroke for stroke, slamming back into him as hard as he was into her. John's cock felt like it was in a velvet vise, the strong muscles which served to guard Anne's colon serving now to deliciously massage the length and breadth of John's steely invader. Age was a factor here, however, and John became tired after a while. He was nowhere near ready to give up his load though, and so he pulled out of Anne's ass with a "pop" and rolled over onto his back, pulling her after him. Initially, Anne gasped and moaned in protest as he removed his cock from her ass-pussy, but when he rolled onto his back, she smiled and maneuvered herself over him, reaching back to guide him back into her warm, tight, depths. She was squatting over his crotch now, her hairless cock jutting out from her groin, its appearance a bizarre contrast to the lovely, and entirely female, breasts which graced her chest. In this position, Anne's tits were available to John, and he took full advantage. His hands were everywhere on those magnificent tits. Anne's hands were busy stroking her cock and her ass bounced up and down, capturing and releasing his mighty shaft with swift, strong, strokes. Anne went to her knees over him, leaning forward, offering her tits to his mouth. John worshiped those twin mounds of flesh, his tongue, lips, and teeth attacking with a hunger that seemed impossible to ever satisfy. Anne's hair was around his face like a sable shroud, capturing her perfume, concentrating it at<b> intoxicating </font></b>levels. John thought he would die with the pleasure of it all, and would have been happy to do so to have his last moments on earth be filled with this bliss. Anne continued to moan and cry as she rocked herself over him, taking his shaft deeply into her colon and then pulling back, almost all the way before slamming back down onto his hips. For his part, John was meeting her strokes with all the force he could muster. Both were covered with sweat Anne's dripping down onto his chest and even his face. He licked what he could reach, savoring the salty flavor of her exertion. From the quickening of her breathing and the contractions he could feel in her musky depths, he knew Anne was close to some sort of climactic experience. John wondered, inexperienced with transwomen as he was if Anne would produce much, if any, ejaculate, but he suspected that she could experience all the other physiological effects of orgasm, not to mention the psychological and emotional ones. He grabbed Anne's hips and began to slam their bodies together with all of the strength he could muster, expending his last reserves of energy to drive his lovely companion over the edge. Suddenly, the tall brunette stiffened, her entire body rigid, her face caught in a rictus of pleasure, the smile on her rich, full lips a grimace, as she plunged back down onto John's cock one last time, seeking to pull his cock, balls, and entire body into herself if possible. "AAAAAAAAAIIIIIIIIIIIIIIIEEEEEEEEEEEEEEEEEEEEE!!!!!!!!!" John hoped the walls of the hotel were reasonably sound proofed, or the neighbors were going to think a murder was being committed. Anne screamed her orgasm and began to furiously plunge up and down on his cock. Her male reminder was twitching, offering further evidence of Anne's climactic cataclysm. His partner's bliss was triggering John’s own orgasmic urges, and he felt the stirring in his testicles signaling his own impending explosion. His hands continued to grip Anne's hips, slamming their bodies together as she continued to moan and gasp through a powerful climax. "Oh, baby...Anne...you're so hot and tight....oh god....I'm gonna cum too!" "Yes, John...come on....shoot my pussy hole full of your juice....fuck me! Fuck me! Blast me with your cum!" Anne worked her rectal muscles like a virtuoso, playing John's cock as though it were an instrument, pulling the seed up from his bloated balls (how he had anything left after the incredible blowjob she'd given him was beyond his comprehension), coaxing it forward into his shaft, demanding the jizm enema which she craved. "Cum, baby...cum for me now!" "AAAAAAARRRRRRRRRRRGGGGGGGGGHHHHHHHHHHHHH," John gasped as an almost painful orgasm to ripped through his mind and flesh. He felt his balls pump their load up his shaft to blast into the warm, slick, depths of Anne's rectum, bathing those sensitive tissues in his salty essence. Again and again his muscles contracted, sending another load forth into her dark passage. At last he was spent, and he pulled her body down on top of his, his mouth seeking Anne's, covering it with kisses. Their tongues battled each other, their breath loud as they gasped from pleasure and exertion. Anne pulled John's cock from her body and moved down the bed before he could stop her, taking his now shrunken and slimy member into her loving mouth she cleaned him of every trace of their love bout. At first he was shocked by this, and then he gave into the perversity of the entire situation and went with the flow of his good feelings as her warm mouth gently cleaned his well used manhood. Finally, their breathing back to something close to normal, the embraced again, basking in the warm afterglow of good sex. "Let's take a shower, lover," Anne suggested, pulling him up off the bed and leading him to the spacious bathroom. The pair took turns scrubbing away the residues of lovemaking, laughing together, playfully teasing various parts of each other's anatomies, enjoying the slick skin-to-skin contact. Then it was time for big fluffy towels, a quick swig of mouthwash, and then long, lingering kisses. In fairly short order they were snuggling together on the bed, tenderly touching, kissing, and nibbling. John broke the embrace for a moment and leaned up on his elbow, looking down into Anne's eyes, a fairly serious, yet warm, expression on his face. "I think you should know something about me, Anne." "Oh? And what surprises could you have that would top mine, baby," she replied, smiling up at him, her right forefinger tracing lines across his chest. "One of my oldest and deepest fantasies was to make love to someone just like you," John said, emphasizing his point with little kisses all over Anne's face. "You mean a T-girl?" "Yes. When you turned around after I got your panties off, my heart nearly stopped. Not so much in shock, as in absolute pleasure. I never dreamed that I would have really met the lady of my fantasies, but here you are, in my arms, real, warm, and vital." "Oh, John. I was so afraid that you would freak out on me or something. It's happened before. I got sort of carried away when we were dancing and just didn't want to stop things to explain. Then, it was too late." "You don't have to explain anything to me, Anne. Just stay with me. I don't have anywhere to go tomorrow, and I'd like to spend every moment possible with the girl of my dreams. And...I want my ass fucked too." Anne laughed. "I think we can arrange that." The tall brunette rolled out of John's embrace and reached over to the telephone. Quickly punching in a series of numbers, she called in an excuse for her job the next two days, then called her roommate to explain where she was. There was lots of giggling at that point, and John helped that along by beginning to memorize Anne's body with his lips and tongue, stopping for a lingering suck and lick at her "clitoris" which was soon standing up straight and hard. Moments later, Anne hung up the phone. "Now, what was that about wanting to get fucked?" John didn't say a word, he just reached for the tube of KY and covered Anne's former manhood with a coating of lube, then rolled over onto his belly, spreading his legs, reaching back, and separating the cheeks of his ass with both hands. "It's all yours baby. Fuck it good. And, take your time...we have all night, and I'm just getting started with the things I want us to do together." Anne positioned herself between John's legs and leaned forward, supporting herself with one hand while the other held the base of her glistening erection. Aiming carefully, she put the tip against his tight, virgin, sphincter and began to apply pressure. "Bear down, like you were taking a shit, baby," she instructed. John followed her advice, and suddenly felt the head of Anne's thin instrument slip between the two sides of the gate guarding his rectum. It hurt, but not much, and he was so excited by what was happening that he hardly noticed the discomfort as Anne slowly inserted more and more of her cock into his backside. Finally, he felt her warm belly flesh touch his ass and knew she had pushed in to the hilt. Anne lay out full length on John's back, pressing her tits into him, flexing her cock inside his ass, making him feel the invasion completely. Then, she moved her legs outside of his, forcing an even deeper intrusion, and increasing the tightness of an already tight opening. "Are you ready?" "Fuck me Anne. Please. I've wanted this for so long." Anne kissed the side of John's neck, and he turned his head, his lips seeking hers. The kiss was awkward, but passionate, and the two lovers shared their joy as the ancient dance began in earnest. The leggy brunette began slowly, building a rhythm and letting John get used to having something moving in and out of his colon. Her cock was just the right size for this sort of thing, and it wasn't long before she was moving quickly on top of him, her belly and thighs slapping against him on each stroke. John grunted and moaned constantly. The massage of his prostate was creating a huge wave of pleasure, and that translated into another major erection. He could not remember the last time he'd been able to get hard this many times in one evening. His mind was spinning as he felt his body undergoing an incredible amount of pleasure. He could feel Anne's hard nipples pressing into his back, rubbing against him. Her moans and squeals of joy spurred his own pleasure. John soon learned to use his internal muscles to grip Anne's dick the way she had done his a while before, and he sought to give her as much pleasure as possible. On and on the fucking went. Anne pulled John up to his hands and knees, then squatted down behind him, slamming her cock into his ass, driving him nearly mad with the intensity of the pleasure. Her hands reached around him and gripped his cock, stroking him with her strong fingers, coaxing yet another load up from his bloated ball sack. "Anne," John gasped, "I want to be on my back when we cum." "Mmmmmmmmmm...I like how you think, lover." Anne pulled her cock from his ass and he rolled over, pulling his legs up and back just as Anne had done before. Moments later, she was fully ensconced in his ass once more, but this time, he was able to pull her face down for a kiss, and play with her beautiful breasts. "Oh...my....Anne...it's soooooooo good, baby. I think I can cum without even having my cock touched! This is incredible...I've never....ohh...ohh... ohh...ohh....fuck me Anne...fuck me hard...." John moaned into Anne's ear. Anne was too far gone into her own pleasure by that time to pay much attention to John's moaning and groaning, and her quick, short, strokes demonstrated her own nearness to the "little death." John felt his cum boiling up from his balls, the urgency of his orgasm increasing with each stab of Anne's spear against his swollen prostate. He knew he was about to give up another load of semen, and the thought boggled his mind. Three times in the space of 3 hours? It was incredible. "Oh, baby...John...your ass is soooooo tight, baby....you make me feel sooooo good.... gonna cum, baby...gonna cum in your virgin ass...OH MY GOD!!! AAAAAAAIEEEEEE!" Anne screamed as she slammed her cock home one more time and held it there. The pulsing of her member in his ass was unmistakable. Its action against his internal plumbing was the last link in his own orgasmic chain and he began to spray his load all over both of their bellies. Their mouths met in a kiss of passion, both moaning their climaxes. Eventually, their breathing (and heart rates) slowed somewhat, and Anne's now shrunken dick slipped out of John's well used ass. The lovers embraced, not bothering to clean up the mess they had made. Kissing, whispering endearments, touching each other lovingly. They drifted off to sleep, only to wake up later and repeat the whole process over and over again. When John eventually flew back home, he did so a changed man. I'd like to report that he won the lottery, left his wife, and married Anne. But, that would be just too much deus ex machina for this author, so I won't do that. I will say, however, that John and Anne saw each other every time he visited her city, and each time they thoroughly enjoyed each others company. THE END Persons wishing to contact the author should leave a comment on the blog, or visit his story blog mstrholesstories.blogspot.com. His stories also appear at Literotica where his handle is “mstrhole.”  |
Become a member to create a blog
