Shemales On Vacation free porn video

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Shemales on Vacation or Fun in the Sun, When Boys Will Be Girls! by Mistress Tawny Suede ****** Chapter One - Cum Fly With Me! Teri Nolan and Brenda Vink giggled to each other as they whispered excitedly between them. It was hard to pay attention to the movie showing at the front of the cabin on their long flight across country to California. Their minds were on their sorority roommate, Dallas Green, who had just a few minutes earlier gone back to one of the washrooms at the back of the plane. The girls had noticed the handsome steward slip into the same washroom compartment as Dallas only a minute later and were wondering what kind of reaction he would have when Dallas revealed her little secret to him! Dallas wasn't saying anything at the moment since she was avidly slurping her tongue around the steward's stiff cock as her mouth bobbed up and down his slick shaft. Though fully twenty years old, Dallas was a short girl -- barely 4'6". But what she lacked in height she made up for in looks. She had a slim figure with flaring hips and very large breasts for her size -- breasts which currently flopped out of her blouse. She was kneeling on the floor of the compartment, eagerly sucking the steward's dick as he sat on the closed toilet seat while at the same time squeezing and mauling her sensitive nipples, working herself into a feverish state. Dallas' face was attractive as well -- big green sorrowful eyes, large red lips, delicate earlobes and short blonde hair cut in a page boy bob. Dallas loved sucking dick, particularly long ones -- and it hadn't taken long to notice the hardon that had swelled in the steward's pants when he had chatted to her while serving drinks in the cabin. As the steward grasped Dallas nipples and titillated them, Dallas used one hand to push his six inch rod up against his belly as her tongue lashed across his scrotal sac. Dallas briefly sucked on each of his balls before returning her attention to his dickhead -- her hand twisted his raging hardon as her teeth grated across the sensitive underside of his glans. Dallas' other hand, slid between her own thighs, gliding over herself, exciting herself. She felt the wetness dripping from herself -- she was eager -- she was ready to fuck! Dallas stood up and turned around, leaning over the small sink and counter. Her left hand held tightly to the front of her groin, Dallas raised the back of her skirt to expose her smooth rounded ass cheeks. The steward was surprised to see that the blonde sex kitten wore no panties (she had removed them while still in her seat). "Fuck me," purred Dallas, "fuck me up the ass!" The steward smiled broadly. Very few women were experienced enough to know the true pleasure of being sodomized and the few women whom he had fucked anally had had to be primed with a full night of liquor first. If this bitch wanted it up the poop chute -- terrific! His pants around his ankles, he stood behind her and pressed the tip of his hard cock against her anus. His dick was well lubricated with her saliva and Dallas had long practised relaxing her anal muscle so the steward's glans plopped into her ass with little difficulty. He pressed forward and his entire six inches slid smoothly and deliciously up her anal shaft. The steward slowly pumped his hot meat stick deep into her ass and then back out so that only the bare tip remained embedded in her hot canal. He then thrust his shaft back into her, marvelling at her tightness -- much better than almost any pussy he had ever fucked! Dallas was in heaven, she loved the feel of a long hard cock slowly gliding up and down her poop chute, loving caressing her prostate, sending chills along her spine. But she was still attentive enough to guide the steward's probing hand to her hot eager nipples when he tried to instead reach around to her pussy, to stroke and caress it. Clutching one of Dallas large breasts in each hand, thumbing her nipples rapidly, the steward started to plough his cock along her love channel much more vigorously. His cum boiled in his balls, eager for release deep into the blonde vixen's bowels. Sensing that this was the best moment, Dallas reached down and undid her skirt at the side and lifted it off so that she was now naked from the waist down. Her left had moved away from her groin and what it hid and she bucked back eagerly into the steward, working in tandem with him, driving his cock further down her anal shaft than it had yet reached, sending ecstasy through her body. Releasing one of her tits so that it slapped madly against Dallas body as he fucked her, the steward reached down to stroke Dallas' clitty, to help her reach her orgasm. But instead of a furred pussy, his fingers encountered a rigid cock, as thick and as long as his own. "What the fuck!?" exclaimed the steward, suddenly pausing in his fucking, with just the tip of his cock in the short blonde's ass. "What is this!?" "What's the matter, honey? Never felt another cock before?" replied Dallas. "Fuck me, sugar! I want to cum!" So saying, she thrust her ass back, sending the steward's slick cock sliding back up the full length of her ass. "But I don't... how can... I mean, I don't understand." The steward just stood there, neither fucking her nor taking his cock out of her tight ass. "Shit," said Dallas, "I'll have to do this myself!" She pushed her ass backwards roughly, causing the steward to stumble against the toilet compartment and sit down heavily, his cock slipping out of Dallas' ass. Giving him no time to argue, Dallas straddled his cock, one foot on the floor and the other up beside the toilet seat. Steadying the steward's cock with one hand, she squatted down and slipped his still hard rod back into her anus. The earlier fucking had stretched her ass mouth wide so she easily slipped him back in. Dallas raised and lowered herself on the stiff member. Using her own weight and practically dropping herself on the hard dork she managed to thrust the steward's meaty dick deeper than it had yet travelled. As she fucked herself up and down the shaft, her own heavy ball sac slapped itself against the steward's balls. She had to steady herself with both hands against the walls of the narrow compartment and so her large boobs flapped freely against her heaving chest until the steward awakened from his shock. He couldn't believe it -- this beautiful bitch had a fucking cock! And bigger than his! But what the hell -- she had a sweet ass, he thought as he grasped her mighty boobs and began to pump his cock up into her as she in turn sank down on him. Dallas squeezed her ass muscles along the full length of the steward's dick. "Oh JEEEZZZUS! That's fucking fantastic! Oh... oh... I'm... I'm CUMMINGGGG!" cried the steward as his thick man scum erupted from the head of his cock, washing across Dallas' bowels. Dallas remained seated on the cock, but continued to squeezed her ass muscles, milking the organ of all of its delicious fuck juices. Dallas slowly fisted her own hard dick, eager to cum, but satisfied for the moment to let the steward glow in his own orgasm. She turned her head and the steward kissed her passionately, his tongue probing deep into her mouth. She sucked his tongue hungrily. Spent, the steward collapsed backwards, and Dallas too fell back against him. His half wilted dick still embedded in Dallas' ass, the steward ran his fingers teasingly across the large nipples of her breasts, causing them to rise to full rigidity. Dallas shivered and again kissed him. "What the hell are you, anyway?" he asked her. "You don't look like any transvestite I've ever seen!" "Transvestite? Is that what you take me for? Honey, I ain't no boy in a dress. Does this feel like a flat chest? Do these feel like rubber?" she said as she took both his hands and rubbed them across her titties. "Hell, I'm a normal healthy girl - I've just got a little something extra! You can call me a SHEMALE if you have to give me a name!" And so saying, reached down and languidly jerked on her cock which was still fully erect. Faster and faster she jerked on her cock. The steward looked in the mirror on the back of the washroom door and the vision there excited him tremendously. He saw himself with his cock jammed up the ass of a delicious young blonde tramp, her heavy tits heaving on her chest as she jerked off her large thick cock. The steward cupped and mauled Dallas' tits, squeezing and pinching the nipples as she frigged her cock harder and faster. Her manicured bright red nailed fingers flew along the length of her dick. Her hips bucked upwards, eager for her cum to fly. The steward's cock slowly rose again, filling her anal canal. Dallas' tongue flew across her lips as she panted in lust. It was coming, her orgasm, her blast, was building deep in her. And suddenly, indeed, her cock erupted sending a stream of jism fountaining across the washroom compartment to land, splat, right on the reflection of her gaping mouth. Dallas jerked and squeezed and fisted her cock, milking all of her shemale jism from her cock. Satisfied, she rested, but only for a moment. The steward heaved upwards, spilling her to her feet. He bent her over the counter and once again fucked her deep in the ass, his efforts made even easier by the lubrication of the jism from his previous ejaculation. In only a minute his cock erupted again. A minute later, his clothes straightened, he gave Dallas a quick peck on the cheek and somewhat ashamedly exited the washroom, to return to his duties. Dallas took a while longer to clean herself up and then returned to her seat where she recounted the whole episode to Teri and Brenda. Interlude Teri slowly rubbed the taut nipple of her tit as she listened to Dallas' blow by blow description of her sexcapade. How she wished she could be as bold as Dallas was -- just picking up any man when the urge hit her. How she wished she could be rubbing her cock instead of her tender nips, but it was held tight between her thighs by her cock harness -- after all, an unseemly bulge wouldn't have made the proper fashion statement with her tight black leather mini skirt. Dallas was wearing a loose skirt and so didn't have such a problem today. Yes, Teri was also a shemale, as was Brenda. Two years ago Terry Nolan would have never dreamed that within six months his sister Stacy would have put him into a situation where he would welcome being transformed into a near-girl, a SHEMALE. Gone was all of his former life. Now he lived at the Tau Iota Tau sorority house at Eastbrook College, his tuition and all living expenses fully paid for so long as he continued to take his hormones and undergo the operations that had been necessary to transform him into the beautiful creature that he now was. And he had had plenty of company. Almost all of the girls living at the sorority were actually shemales, living and being transformed at the expense of an elite club of rich men who lived out their secret fantasies a few times a year with their young charges, but otherwise left them to their own playful sex games so long as they didn't reveal themselves for what they were. Brenda and Dallas were Teri's roommates at the sorority house; Teri a sophomore at the college, Brenda a junior and Dallas a senior. At the end of the school year, Dallas would have a decision to make -- to remain a shemale or to have the final operation and become a full female, at least to all outward appearances. For the first while, Teri had rebelled against her transformation. But then she had welcomed it, finding that she had all the benefits of being a beautiful female and yet still having the stiff hard cock she had always possessed, and with plenty of sorority sisters willing to play sex games with her. It was now Thanksgiving break at the College and Brenda had invited Teri and Dallas to fly home with her to Santa Barbara and spend the holiday with her family. Teri had already met Brenda's father, Dr. Vink. He was one of the club's plastic surgeons, and a member himself. Though Teri's breasts had grown quite large from the hormone treatments, Teri had wanted still larger boobs and so Dr. Vink had performed the breast augmentation surgery. He had also performed minor cosmetic work on her face -- enlarging the upper lip, sculpting the nose, raising the cheek bones. In only a year and a half of treatment, Teri had become the most beautiful shemale that the sorority had ever produced. She was in top demand at the club's sex gatherings. Dallas, who had visited the Vinks several times in California as Brenda's guest, had also been physically enhanced by Dr. Vink. But strangely, Brenda herself had never had any surgery of any kind; her transformation so far had been totally the result of the hormones she had been taking for over three years now. Oh, well, thought Teri. She was looking forward to a fun week in the sun! Chapter Two - Feeling is Believing! A half hour later, Teri noticed the steward in animated conversation with a pretty dark haired stewardess at the front of the cabin. During the next fifteen minutes the stewardess, who's name tag said her name was Maria, walked past the girls' row several times and each time she stared at Dallas. Again, Teri noticed her talking to the steward, this time shaking her head as if in disbelief. Braving her own fear, Teri got up from her seat. As she scrunched past Dallas, the shorter girl grinned broadly at her and said "Go for it!" Teri walked slowly down the aisle towards the front of the cabin. As she did, every man's eyes were upon her. She was a knockout. Teri was not an especially tall girl either, standing just 5'2" flat but today she was wearing three inch heels which accented her long, shapely legs over which she wore black stockings, the very tips of which occasionally peaked out beneath her short black leather mini skirt. A bright green tube top barely covered her ample chest, the taut nipples of her 40D breasts quite evident. Her narrow waist gave way to solid hips lending her an exquisite 40D-26-36 figure. Her long straight blonde hair reached just below her shoulders. Two large hooped earrings, hung from her delicate ear lobes, two extra holes pierced in each ear currently held open by studs. Her face was exquisite -- any model would die for her pert nose and high cheekbones, her perfect blue eyes and long lashes, her just right lips. And through long practice, her makeup was impeccable -- the right amount of mascara, eye liner, eye shadow, blush and lipstick. At the front of the cabin she approached Maria and asked her for a couple of aspirin. The stewardess was nervous as she fumbled in a drawer for the pills. "I couldn't help noticing how you were staring at my friend, Dallas," Teri said to her. "She... she's quite pretty." "So are a lot of other women on this plane. Why her in particular?" "Joey... the steward... he, he told me something about her... your friend I mean..," stammered the pretty dark haired girl, ?I couldn?t believe him. I mean... I don?t believe him," The stewardess lowered her head and blushed. As Maria handed her the aspirin, Teri grasped ahold of the stewardess? hand and tenderly caressed it. ?Maybe you should be more trusting!? ?You, you mean she really has a...?? Maria couldn?t say the word. ?Uh-huh!? ?And... and you?? ?Dallas hasn?t got anything that I haven?t got,? said Teri as her hand patted the front of her skirt above the groin. Teri?s tongue flicked across her lips, wetting them. ?Would you like to see,? invited Teri as she opened the door to a washroom compartment. ?I... I don?t know. I really shouldn?t!? ?Come on, it?ll be fun!? said Teri as she pulled the Italian descended girl in after her. Teri immediately locked the door and then turned to face the nervous stewardess. Teri kissed Maria tenderly on the lips, but Maria pulled back. ?I?ve... I?ve never kissed a girl before.? ?You?ve missed out on a lot of fun, then!? Teri pulled Maria?s body to hers, their tits mashing together as she kissed the stewardess more aggressively. Maria quickly responded, her lips parting, allowing Teri?s tongue to slide into her mouth, sucking on it hungrily. Maria?s own tongue fought back and lanced into Teri?s mouth, tasting the blonde shemale?s oral juices. Maria was panting as Teri pushed her back. Teri drew down the top of her tubetop, exposing her firm proud breasts. They were large but not sagging -- bullets thrusting outward from her body. Her aureole were about the size of dollar coins and were set just atop the end her breasts. Her nipples were already a quarter inch erect -- as they always were. One of the reasons Teri was always sexually aroused was because, when Dr. Vink had last enlarged her boobs, he had shot a small amount of silicone in each nipple, so that they would never lay perfectly flat -- no matter what Teri wore across her breasts they were always teased and tormented by the material, keeping her in a constant, low-key state of arousal! ?Oh, you have beautiful breasts,? cried Maria. ?Would you like to suck on them?,? Teri asked teasingly as her fingers gently toyed with her own nipples? ?I?ve never... yes, oh yes!? Maria eagerly wrapped her lips around Teri?s left aureola. She sucked avidly, her tongue rasping across the nipple, then her tongue lightly biting at it. Maria knew how she liked her own tits sucked, and applied that knowledge well. Maria turned her attention to Teri?s right titter, though one hand toyed with the saliva slicked nipple she had just abandoned. Her other hand ground against her own cunnie, through her skirt. Meanwhile, Teri was busy unbuttoning first Maria?s uniform vest and then her blouse. Maria was surprised at how large Teri?s nipples grew. She drew back in surprise, her fingers continuing to caress the blonde?s nipples. She stared at Teri?s nipples which were at least three- quarters of an inch long. ?I have never seen such long nipples! They are wonderful!? Maria?s bra fastened in back, so rather than fumble with the catch, Teri simply grasped it and pulled it down hard. Maria?s breasts flopped out of their holder. Teri grasped each breast and pulled them firmly outward so that the still fastened bra and its straps now forced the dark haired girl?s breasts to thrust forward in a confined space. Maria?s breast were quite different from Teri?s. They were smaller and less firm -- they would have sagged if not supported by the sling of the bra. But most noticeably she had what Teri called ?apple? nipples -- large pinkish aureola as large as small saucers which covered the entire rounded ends of her boobs and small almost minuscule nipples. Teri flicked her nails across Maria?s hardening nipples, eliciting a deep moan from the stewardess. Teri drew Maria to her and once again kissed her passionately, this time their bared breasts sliding across each other, their nipples fighting each other. But now was the time for Maria?s treat. Teri undid her leather skirt and drew it off, exposing her long legs, sheathed in black stockings supported by a black garter belt around her waist. Maria was puzzled to find that Teri?s panties were smooth and tight fitting to her groin -- no room for the promised penis! Teri undid her panties by the special snaps on the side so that she could draw them off while leaving her sexy stockings in place. It was then that Maria noticed the special strap that was tied around Teri?s waist. Teri undid the string and then opened her thighs and from between her ass cheeks, drew forward her cock which had been imprisoned there. She undid the loop of the cockstrap from around the head of her penis and tossed the strap on the counter. Maria gazed upon this vision before her -- a gorgeous blonde woman with a thick limp cock and large balls! And how much more perfect she would be when that cock was erect! Maria fell to her knees, unmindful of getting her skirt dirty and heedless of her heaving tits poking out from her blouse. She reached up to grasp Teri?s cock, but Teri brushed her hand away. ?Wha-? ?Tell me what you want -- say the words!? ?Oh, I want to suck your cock -- I want it in my mouth! Then I want you to fuck me!? Maria?s eyes were wide with desire. Teri held her limp cock in one hand and wagged it in front of Maria?s face. Finally she held it close to Maria?s mouth and the Italian girl?s tongue licked out and touched the dickhead. Teri was ready. Maria eagerly sucked the full length of Teri?s cock into her mouth. As she ministered to the shemale?s cock, it grew larger until Maria had a full eight inches to contend with. Teri had to admit that Maria was an expert cocksucker. Not once did Maria touch Teri?s cock with her hands, rather she controlled the dick totally with her mouth, her tongue and her teeth, bobbing her head up and down vigorously on the stiff member. Maria attacked Teri?s large balls, sucking first one and then the other fully into her mouth and chewing tenderly. Teri moaned. It was while she had one large cream filled egg in her mouth and Teri?s erection draped across her nose and left eye that Maria realized that Teri was perfectly clean shaven. There wasn?t a pubic hair anywhere on Teri?s cock or balls. As she returned to sucking the cock, she did notice that Teri had a small patch of very short pubic hairs above her cock, perfectly trimmed into the shape of a heart. This woman was wild. But Maria was ready for more. She fisted the shemale?s cock as from her kneeling position she looked upwards, past those magnificent tits, straight into Teri?s eyes and said ?Fuck me, oh please fuck me -- I need it so bad!? Teri lifted Maria up so that her ass rested on the counter by the sink - - Teri knelt on the floor in front of her. Maria rested her feet on Teri?s shoulder as Teri tossed the hem of the stewardess? skirt over her knees, into her lap, exposing her crotch area to Teri?s view. ?Oh shit -- pantyhose! Good damn I hate these things! Don?t you know enough not to wear these things if you?re looking for a quick fuck!? ?I?m sorry. I hadn?t really expected...? ?Never mind -- I?ll take care of these!? The front of the pantyhose oozed pussy juices that had leaked copiously from Maria as she had sucked Teri?s rampaging dick. Teri pressed her lips to the crotch of the pantyhose, partly to lick up these delicious juices but also to apply her own saliva, to wet them even further and therefore to weaken the fabric. Maria fingered her own nipples as Teri?s worked on the pantyhose. When Teri had the nylon material good and wet, she pried at the material with her long hard fingernails, and finally bit at it with her teeth. Suddenly it ripped and she was able to grasp the edges and tear it back, exposing Maria?s ripe plump pussy. Teri gasped at the sight of it. Teri had heard that some Italian women had such cunts, but had never seen such a sight before! Maria?s cunt lips were big and meaty -- extremely fleshy -- both her inner and outer lips. The cunt and surrounding pubic area were covered in dense black bush -- thick coarse pubic hairs. As Teri watched, Maria?s aroused pussy pulsated, the lips opening and closing, revealing their inner pinkness, beads of pussy juice pooling in the entrance. And at the top, protruding from its little cover was Maria?s thick clitty, fully an inch long -- bigger than any that Teri had seen before. Teri dove her face into Maria?s pussy, eagerly slurping up the pool of juices therein. She munched savagely on Maria?s hairy cunt lips, sending sparks of pain along Maria?s pubic bone. Maria lifted one heavy breast to her lips, attacking her own nipple with her teeth, something that Teri could never do -- her tits were much too firm! The blonde sex vixen spread the dark haired girl?s outer cunt lips wide with tight clenched fingers and attacked the inner pussy lips, also sending her long tongue deep into Maria?s fuck hole. Then she turned her attention to Maria?s long clitoris, sucking on it avidly and at one point biting it so hard that Maria was afraid she?d lose it. Maria orgasmed as Teri sucked deeply on her clitty while driving two long fingers furiously in and out of her soppy cunnie. Barely giving Maria time to recover from her first cum, Teri stood upright, and fisting her cock, lay it across Maria?s cunt lips, but not so that it would penetrate her. Teri slowly fucked her cock along the length of Maria?s meaty cunt lips , teasing and tantalizing both of them. When Maria had her breath back, Teri did the deed -- she fed the entire length of her cock, through the black haired girl?s portal and deep into her cunt. Maria wrapped her legs around Teri, drawing her ever deeper with each thrust of the shemale?s hips. Teri in turn held onto Maria?s breasts while her own bounced joyously in time to her vigorous fucking of the Italian trollop. Teri?s ball sacs grew bigger as the cum boiled in them, ready to ejaculate. Teri?s torrid pace of fucking increased -- her cock pistoned furiously in an out of Maria?s cunnie. ?Pinch my nipples. Squeezed them. Tear them off of me!? commanded Teri. Maria did as she was told, mauling the three-quarter inch tubes of dark flesh that she found so fascinating. Driven wild by the sensations running through her breasts, Teri came! She buried her cock deep inside the stewardess? pussy as her scalding scum cream shot from her piss hole. Multiple orgasms ripped through Maria as her insides were filled with the creamy jism. Finally, Teri?s cock began to wilt and she drew back from Maria?s hot cunnie. Teri grasped her dick and wiped it against Maria?s thighs to clean off the mingled fuck juices. Maria lay back on the counter, content in her afterglow, as Teri began putting her clothes back on. When she was almost completely dressed, Maria was still lying there, one hand rolling around a nipple, the other frigging her clitty -- obviously she still wanted more! Suddenly the door to the washroom opened. A redheaded stewardess, using her special key, poked her head in. ?Maria, are you all right? You?ve been in here so long and we are about to land... oh, I?m sorry,? she blushed, ?I didn?t realize that you had company!? The redhead caught a glimpse of Teri?s magnificent tits just before Teri drew the green tubetop back up and over to cover them. Teri excused herself and pushed past the stewardess. Only then did the redhead pay attention to Maria, lying on the counter, her tits hanging out, her legs splayed wide, her pantyhose torn and her cunt leaking juices onto the floor. ?Oh, Maria, I never knew you liked girls! If you?d told me, we could have been having so much fun!? The redhead knelt between Maria?s thighs and eagerly licked up the pussy juices. Chasing a trail of scum, she pushed Maria further backwards so that she could lick up the juices that had slickened Maria?s asshole. Returning to Maria?s cunnie, the redhead was puzzled to find herself slurping delicious musky man jism as well. How did that get there? As Teri closed the door behind her she caught a last glimpse of Maria jamming the redhead?s face hard against her hairy cunt and heard her moaning ?Eat me, Heidi. Eat my fucking cunt!? The remaining few minutes of the trip passed uneventfully. As the girls left the plane, Joey the steward stopped Dallas, whispered a few words in her ear and left a slip of paper in her hand. Maria stopped Teri, kissed her tenderly on the cheek and put something in her hand too. ?What?s that?? Brenda asked Dallas as they hurried to the baggage carousel. ?His phone number. He wants me to call him in Los Angeles," said Dallas as she tore up the paper and tossed it in a waste bin. ?He?s got to be kidding!? ?And that?s the stewardess? number?? ?Yeah, but she?s based in Philadelphia," said Teri as she opened her purse. ?You?re going to keep it and call her sometime?? ?Maybe -- who knows. After all it may be worth my while!? Teri opened the note to show Brenda and Dallas the hundred dollar bill that had been folded inside. The girls all laughed as they walked through the terminal arm-in-arm to pick up their rental car. FIN

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It was our first proper vacation in years. I breathed a sigh of relief as I gazed out our suite window towards the calm ocean waters of the gulf. After seven years of marriage and a limited amount of time off it felt the****utic to finally have a week away all to ourselves. We had selected Naples because it was quiet, and peaceful, and a drastic change of scenery from the drab winter we had just suffered through in Ohio. I turned and looked towards the bed, where my wife rested in slumber....

3 years ago
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Once In A Lifetime Vacation

Introduction: Husband and wife go on a Florida vacation leasing a beach house for the entire Month. Their twelve year old daughter is to join them for the last two weeks. This totally fictional story is written by a complete novice from his infertile mind! I make up stories for my own entertainment! If I were a professional writer, Id have a lot more money in the bank! Stan-Husband Debra-Wife Cassie-Daughter, Seventeen yrs. Todd-White stranger David-Black stranger This story is told from the...

4 years ago
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A Kinky Vacation

After 3 years without a vacation for ourselves, my wife and I were finally able to book a cruise in the Caribbean for an entire week. It was to be a much needed break from a stressful job and the full time 24/7 commitment of being parents. I was also hoping that it would be an opportunity to spice things up a bit. Our sex life wasn't bad, but the commitments of work and family rarely left us with the time and energy to play. Even then, we had gotten into a rut of doing pretty much the same...

4 years ago
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Sexy Cuckold Vacation

After 3 years without a vacation for ourselves, my wife and I were finally able to book a cruise in the Caribbean for an entire week. It was to be a much needed break from a stressful job and the full time 24/7 commitment of being parents. I was also hoping that it would be an opportunity to spice things up a bit. Our sex life wasn't bad, but the commitments of work and family rarely left us with the time and energy to play. Even then, we had gotten into a rut of doing pretty much the same...

4 years ago
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Charlottes Vacation

Here we are, the middle of Summer. The peak of blazing hot weather. The sun cooking people who dared to step outside into Mother Nature's oven. People walking the streets with uneven tans, some wearing sunglasses too big for their faces, people splashing around in pools in their backyards, unattractive men jogging in short shorts hidden behind their huge hairy bellies. It was a perfect summer day, and also the day before the vacation of a lifetime.It was a Friday night and I was packing my bags...

Supernatural
3 years ago
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Once In A Lifetime Vacation

Stan-Husband Debra-Wife Cassie-Daughter, Seventeen yrs. Todd-White stranger David-Black stranger This story is told from the view of the wife, Debra. Once In A Lifetime Vacation My husband, Stan and I were on the Florida coast for a long rest and well deserved vacation. We both have been working hard and in a welcome turn of fate, we both had slack time at work and could get vacation at the same time so we could take off together for the first time in years. We took a month’s...

2 years ago
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Accepting My Cuckold Role On A Houseboat Vacation

It was a culture shock moving to Boise, Idaho to attend Boise State University, after being born and raised in a small town in Nebraska, but that’s where I wanted to go to pursue my education for a career in the high-tech industry. I was in the top of my class in high school and studied hard to handle my double majors in electrical engineering and computer engineering.My name is Matt, and I became good friends with Ken and Dave, two boys from small towns in Idaho, since we began college at the...

Cuckold
3 years ago
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What I Did on my Vacation

Chapter 1 Day One I AM ON VACATION I AM ON VACATION I AM ON VACATION!!! This one thought cycles through my head as I pack my overnight bag with only the essentials for the next ten days. Toiletries, brush, makeup, minimal clothing - didn't need much on the beach. No man to impress. No kids to tell me how dorky I look. Only four hours to go. Drive an hour to the airport from my podunk little town in this frigid northern climate then board a plane for sunny Florida. I even got a direct...

2 years ago
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Shemales The Martini affair Part 3 finale

I could not stop thrusting back with my ass on her face as her tongue went crazy over my anal clit and tight bud. But I could not take it for long as I fell to the floor turning around to face her on my back. As if knowing what I had in my mind, she looked into my eyes and slowly took my cock throat deep in her mouth. Just as she did that I pulled her ankles and she knew what I wanted.So very gently she moved her hips towards me and came over me with her glistening throbbing precum weeping cock...

3 years ago
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Shemales in Barcelona

due to my job, I had the opportunity to travel a lot. Once I had to travel to Barcelona and the complexity of the meetings required that I had to stay there for about 2 weeks for consultations with customers. After long working hours, normally we went for a nice dinner (nothing better than begin the evening with tapas and wine or sidra, concluding with a excellent dinner and a nice Rioja wine (or a white Albarino, one of the best kept secrets from Spain)After I was left in the hotel I searched...

3 years ago
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Shemales better than males

It is 10:00 a.m. When she gets to my place. She shuts the door, locks it, and well, we attack each other. Oh god her kisses are so sweet….caressing the soft smooth flesh against mine, nipples hardening, hot breath wisping across my breast. She pushes me back into the bedroom and across the bed. She grabs the lotion and starts massaging my legs, going up and down my inner thighs just slightly touching my clit. She, then, leans over and starts kissing and licking my thighs and groin area. I feel...

Lesbian
4 years ago
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Winter Vacation

There are eight of us. There is my wife Lauren and three of her sorority sisters and me (I’m Al) and three of my fraternity brothers. We all graduated within a year of each other and we all got married within a couple of years after college. We have been fast friends ever since. Every winter we all go on vacation together. We have been to exotic islands, rented houses large enough for all of us on some of the best beaches we can find but this year we had decided to do a winter vacation in a...

2 years ago
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Susan is tricked into taking a 8220swinger8221 vacation

“James and Susan Hullett. That’s H.u.l.l.e.t.t” I said to the pretty red head behind the ticket counter. “Here you are sir. Here is your boarding pass and seat assignment,” she said as she passed me my tickets and smiled. She looked to be about 22 or 23 and I couldn’t help noticing she had either very perky breast or a great push up bra. They were standing hard and proud. She noticed I was looking and her hand instinctively went to her cleavage and...

2 years ago
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It Happened on Vacation

Chapter 1. While in the car on the way to the mountains for our family vacation my thoughts drifted to what I would be missing for the next week, namely my girlfriend or in other words doing without sex for the next 9 days. When your in your teens you know how it is having to cope with the urges so you masturbate a lot and when you do finally have sex all you think about is the next time. Here is the problem: My parents rented a couple of small camping cabins, they stay in one and I will be...

4 years ago
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My Wife8217s Friend Radhika And Our Vacation

Did I ever tell you that I and my wife have a unique relationship. ? In fact that was what brought us together. We met as working adults and became friends and soon there was no subject we did not discuss or argue about. She was an air hostess and keen to pursue her career, see the world. She also said that her job meant being away from home, having temptations like a normal human being but said that she had never met a man who would accept that. She said that while a man never thought twice...

2 years ago
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Dream Vacation

This story draws on a conversation 'driving home from the Cartwrights' I sketched several years ago, forgot, partly used in "Coupled," then forgot again. I'm embarrassed to see I used some of it here too. With a different POV and leading elsewhere, but still, if a few lines of dialogue early in this story seem a little familiar, that's why. That's not why, as some observe, my other stories also somewhat resemble each other. The reason for that is, I like them that way. ...

3 years ago
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My Florida Vacation

MY FLORIDA VACATION What a bore. This job sucks. For a long time, it has made me depressed and frustrated. Sales were down all over and cutbacks in travel to meet old customers and generate new ones were limited. I was bored and angry, aware that there was no possible improvement in sight... My commissions were almost non-existent. I'd like to open up an artery or something. Business is soooo bad, but even when business is good, the job and the boss suck. I brought a lot of this job...

2 years ago
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Girls Getaway Vacation

Girls Getaway Vacation Friday. I climbed out of the shower and toweled off. "See any stray hairs I might have missed?" I asked. Geena looked over my naked body and then ran her fingers down my chest to my waist. "Looks god to me. Aren't you glad we had you shave all that hair off?" "Absolutely," I agreed. I looked her over, she was putting on makeup standing there in just a bra and panties. "I also like that you are wearing sexier underwear." I traced along the lace front of...

3 years ago
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Our Jamaican Vacation

Disclaimer* The following story is a work of fiction. It has strong sexual content and some of the material may be offensive to some. I hope those that do read it and enjoy it will comment or contact me if you would like to offer any feedback. All the photos except the first two shown at the end are not ours, and are only offered as visual aids to add to the story’s experience. I hope you enjoy! JAMAICAN PLEASURE - My wife and I have always loved to travel. We like to explore...

2 years ago
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Summer Vacation

Chapter 1: First Day My wife really wasn't a prude, I would call her extremely conservative. She was a beautiful woman when we married and she has not lost her beauty. Our marriage of fifteen years has been a good one; I have no complaints, other than Mary being conservative. When I say conservative I mean it and every sense possible, grocery shopping, automobile purchases, necessities for the house and our clothing. Its true, our savings account is much fatter under her guidance where it...

3 years ago
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An activity that wasnt planned on our vacation

I hadn't looked forward to a vacation like this in a long time. Yes, I'd gone on vacations with my wife and kids. Yes, I'd had a pretty good time. Yes, I'd been lucky enough to go different places around the country. But this was different.I was excited because I was going to a vacation spot I'd been to a number of times, staying in a cabin in the mountains. Being outside in the beautiful weather in Tennesse. And most importantly, being in the mountains. It was one of my favorite places in the...

Teen
3 years ago
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Shelbys Dirty Vacation

“You’re such a whore, Shelby! But that’s still fucking hot…” Chelsie said as I briefly mentioned one particular aspect of my vacation to the Cayman Islands. “How were they? Big? Muscular? Come on, Shelby, details!” “Geez, let’s not be too demanding here. It was just sex on the beach with three incredibly hot guys! After all, I was on vacation…” I just stared at Chelsie, hoping she wouldn’t judge me for spilling the contents of my wild and dirty vacation. “Oh, please do tell! And you couldn’t...

Group Sex
4 years ago
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Cuckold Adventure Vacation

Let me just say that I had never really had a threesome before all this happened. I also can't say that I thought about my wife, or my girlfriends before that with other men either. After what happened to us last year though, I don't really know...I had what you would call a totally normal relationship with my wife Jennifer. Boring name, I know, but not a boring girl. We had gotten married soon after I turned 24, and I was working on Wall Street. I was doing really well, and my wife was totally...

2 years ago
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Shellys Vacation

I was so bored. It seemed nothing was happening where I lived. During the summer it hadn’t been so bad with lots of boat activity on the lake. But, after that, nothing. It’s a dull life.  I was restless and knew I had to do something or I would scream and go mad. A light came on. I decided to take a vacation. I had no idea where I would go but I knew I had to get away from this dead zone. So I packed a suitcase and, the next morning, I told my room-mate I was going on a vacation. She asked...

Straight Sex
3 years ago
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A free Vacation

byjealouscuck©The first full night there, the men had the opportunity to fuck their wives. As with Dan, the guys had no idea that unless something out of the ordinary happened, they would not be fucking them for the duration of the vacation. Dan was definitely turned on watching Valerie dancing so closely with her dance partner. Obviously, she was equally aroused and ready to fuck. The other guests were there and watched the interaction of the white wives with the black men. Several of the...

4 years ago
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What a vacation

We always had a great sex life. We liked all kinds of sex. Toys, role playing, anal sex, the works.We even liked to fantasize of having sex with the same sex. My wife told me maybe this year on vacation we would be able to fulfill a fantasy or two. Boy I sure hoped so.We left late and drove late into the night. It was about midnight when we stopped at a rest area. No one was there when we stopped. We got out and used the restrooms. When we got back to the car Sue, my wife, reached over and...

3 years ago
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The Vacation

The Vacation**I and Nadiya and her husband have been talking for a little over a year. As well as exchanging emails and photos. We decided to go on vacation together and for them to come to the United States. We agreed to meet and rent a beach house just north of Bangor, Maine. They were so excited about their first trip to the states.**** When they arrived they went to retrieve the rental car. We met at one of the stores I researched and found so she can buy her some sexy clothes. I called...

4 years ago
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The Big Vacation

Straight out of high school, I went to work as a rodman for the state. The time? Set it as 1980. I had been working as an assistant surveyor for 24 years with never a day off for sick time or vacation. The legislature decided in their wisdom that accumulations of more than 4 months combined sick and vacation would be forfeit if the employee didn't start using the time before the beginning of the fiscal year 1981. Several of my peers had retired with 26 years and used their accumulated time to...

1 year ago
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What a vacation

We always had a great sex life. We liked all kinds of sex. Toys, role playing, anal sex, the works.We even liked to fantasize of having sex with the same sex. My wife told me maybe this year on vacation we would be able to fulfill a fantasy or two. Boy I sure hoped so. We left late and drove late into the night. It was about midnight when we stopped at a rest area. No one was there when we stopped. We got out and used the restrooms. When we got back to the car Sue, my wife, reached over and...

Bisexual
2 years ago
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Haileys Vacation

When Hailey Davidson was a 20-year-old college sophomore, her biggest worries were getting to class on time, knowing where the next party was, making sure she did her homework, styling her long, blonde hair, finding the right eye shadow for her blue eyes, and making time for her boyfriend, Alan Bryant. Alan was taller than the curvy and petite, 5’3” Hailey; standing 5’11”, with brown hair, brown eyes, muscular build. They had been dating a few months. Alan very much wanted to move forward in...

4 years ago
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looking back vacation

aThe internet opened up whole new worlds for people, myself included.My first pc was put together from spare parts collecting dust in a friend's garage, he brought it over to the house showed me how to put it together and loaded and aol trial disk. That's all it took. The worldwide web was now opened to me, including porn, of course. The biggest thrill was when I figured out how to get in gay/bi chat rooms and use instant messenger.Dating sites had my attention also. I loved being able to...

4 years ago
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My Wife Her Bull THEIR Vacation

If your read my last story, "Our First Night In The Cuckold Lifestyle", you were introduced to three characters. My wife, Liz, her bull, Darren, and myself. You can read up on all the details about us in that story. If you're still reading to this point I assume you're all caught up and ready for this story.This takes place last summer. "But honey you promised you were going to be able to get off work for our beach vacation next week?", my wife, Liz, asked me. I felt terrible--honestly I never...

4 years ago
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Colorado Vacation

Colorado VacationI grew up in a small town in Texas on the gulf coast and worked hard for everything I had to my name. Mom was widowed when I was s*******n and I stayed at home with her to help pay bills and take care of the forty acre property we lived on. I dated girls my age, but they were never what I wanted as I would go out to the over forty Country Western club and dance there. I was now twenty two years only, six foot tall and well muscled from hard work. I had saved up for several...

3 years ago
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Having A Swinging Adventure On Vacation

My husband and I are swingers. We've been married for the last twenty years. We weren’t always swingers, but after our children left to go to college, we became empty- nesters. We were looking for other ideas, and when we went on vacation, we met two very interesting people, who were living the swinging lifestyle.We really enjoy meeting people and having sex all together. It's very erotic to watch each other have sex, with somebody else. We both get very excited, when we're hooking up with...

Swingers
4 years ago
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The Way to Start a Vacation

It all started a few hours ago. Violet and I had just got off the plane and had walked into the terminal when the realization that we were on vacation sunk in. After reaching baggage claim and waiting what seemed like an hour or two for both of our bags, we walked out onto the sidewalk. Then another hour or two seemed to pass as we flagged down a cabbie and made it up to our rented flat for the next month or so. As we walked through the door on the top of the stairs, I finally sat down on the...

Group Sex
3 years ago
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Beach Vacation

I don't know how many of you have read about the skiing vacation I took lastlast winter. It was a rather boring until my boyfriend Dave and his friend Jimdecided to do some very kinky things to Jim's girlfriend Cathy and me, ofcourse. None of the individual activities were new to me, but the combinationof things did get me very excited. Cathy on the other hand was quite innocentof these kinky entertainments. The vacation turned out to include her firstassfuck, her first time naked in front of...

3 years ago
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The Vacation

IntroThis story is about a lustful encounter in one of the most peaceful countries in the world, Costa Rica. Known for its amazing tropical forests, gorgeous beaches, and beautiful women. A fantasy about your average male tourist and a beautiful young local lady. An unforgettable connection and the most amazing sexual adventure to experience... Enjoy!Summer is near, and the exhaustion from work and life is taking a beat out of me. Its early June of 2015 and I decided that I needed a vacation!...

3 years ago
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Beach vacation

I don't know how many of you have read about the skiing vacation I took last last winter. It was a rather boring until my boyfriend Dave and his friend Jim decided to do some very kinky things to Jim's girlfriend Cathy and me, of course. None of the individual activities were new to me, but the combination of things did get me very excited. Cathy on the other hand was quite innocent of these kinky entertainments. The vacation turned out to include her first assfuck, her first time naked in...

4 years ago
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The Vacation

I recently ended a relationship with my boyfriend. I have been feeling down and booked a vacation to cheer myself up. I am going to St. Lucia to an all inclusive resort. I cannot wait to go. The door bell is ringing, and transportation is here to take me to the airport. The driver puts my luggage in the trunk, and I sit in the backseat. I close my eyes, and take a nap on the way to the airport. When we arrive at the airport, I get checked in, and go through the necessary security checks. There...

Group Sex
3 years ago
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The Surprise Vacation

The Surprise Vacation by an unknown author and Tristmegistus 1. Chapter - Innocent Beginnings "Did you take your vitamin, dear?" Ellen called from the bathroom. I rubbed sleep from my eyes and picked up the pill bottle, rolling a bigtablet into my palm. "My horse pill? I'm doing it now." "Have you noticed any difference yet?" "Nah. Vitamins are pretty much all alike." She'd gone on a minor healthkick a month before, insisting that I needed to lose a little weight andtake better...

3 years ago
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Ritas vacation

There's a picture out there posted by the username : smithmp12 in his gallery titled Mom sexy pics, photo # 4 (or all of them for that matter). In fact that reminds me of a vacation I took once with my aunt Rita. That looks so much like her that I'm tempted to say it IS her, but I really know it is not. Go take a look b.o.y.s and g.i.r.l.s it is worth the detour.Rita is my dad's sister and when my mom died in a car crash she almost took over the mom duties - except for taking car of my dad, I...

4 years ago
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What I Did On My Summer Vacation

WHAT I DID ON MY SUMMER VACATION. BY JANICE My name is Ross, I am sixteen years old, and due to a bout with Scarlet Fever when I was young, I stand four feet eleven and a half inches tall and weigh in at just less than one hundred pounds. To add to my problems, my mother has a few brain cells missing and for some reason known only to her she has been dressing me as a little girl since I can remember. I liked wearing...

4 years ago
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Sexciting Goa Vacation

Hi friends, I am Bikash again to tell you another story. I have been writing for ISS for quite some time and thanks to your hundreds of mails and I am getting inspired to write more and more stories. If you find this story nice do please mail me at This happened a few days back on a vacation when I went on to visit the beach capital of India, Goa with my family. We were not alone as we were going there with a big group of known and unknown people, which included Lina. She was newly married and...

Incest
3 years ago
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Blacken Vacation

My two-week vacation had just begun alone in The Dominican Republic without my husband Carter. While I was happy to be on vacation, I couldn't really believe I was here without him.Our fight started when Carter came to me two days before we were to arrive in The Dominican. He nervously told me we would have to move our vacation because he needed to go on a business trip the same day we were to leave. The fight ended with me angrily telling him I was going without him.Here I was in my hotel...

2 years ago
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Island Vacation

Welcome to the next multi-chapter story! Like Mistaken Identity, you will find chapters alternating between two protagonists: Stanley and Delphina. Unlike MI, I won't do chapter 1A and 1B, instead I will simply tell Stanley's chapters in the odd numbered ones, and Delphina in the even numbered ones. Disclaimer: This story is my intellectual property, and should be treated as such, do not plagiarize, or post without permission. If it is not legal to view writings that are sexually...

3 years ago
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Family Vacation

It must have been an alignment of the sun, moon and stars otherwise I don't know how this could have happened. It was early July and as such it was time for our annual family vacation. My husband Bill had made the reservation for the beach house months ago and as it happened my daughter Elizabeth had found a new boyfriend towards the end of her sophomore year, a young man named Josh who was a junior at the same high school. By the time the summer finally arrived they were going steady and she...

2 years ago
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Vacation

Vacation! God how long has it been? This will be wonderful ... going to a romantic place with the man you love and - for a whole week - you don't have to cut up anyone else's meat ... no bedtime stories (unless you count the Penthouse Letters.) No hurt knees or feelings to soothe. Only you and Michael and your fantasies. You got lucky; the plane isn't crowded. You settle in - Michael by the window, you by the aisle and no one in between. The plane takes off and Michael lifts the armrests...

4 years ago
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The SmithChapter 16 Vacation

“Master?” asked an uneasy teen. “Yes?” “Rachel. I’m not sure I understand why she was included in my torment.” “It seems Rachel is similar to you in some aspects of behavior. Her grandmother wanted to send a message that got out of hand with Moria’s inclusion. “Rachel was really worried about her job.” “You can tell her that she has nothing to worry about. Moria never mixes business with pleasure. She will treat her as she always had. But will take note if something unexpected happens...

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