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Day One

Sam watched the jagged Miami skyline melt into the horizon as the cruise ship chased the sun towards the Bahamas. He pondered his reasons for agreeing to a seven day single’s cruise as he looked out over the sea, entranced by the seagulls hypnotic soaring.

Sam was a chiseled, hansom man with an insatiable lust for beautiful, athletic women.  He had perfected an efficient process of seduction that produced perfect results and no unwanted byproducts.  At first, he was in search of love, but he had quickly grown addicted to the fruit of his labor.   He was in love with the lustful hunt and capture, his slain prey were merely trophies to be forgotten upon the next challenge.

The ship’s foghorn sounded, reviving Sam from his trance.  He looked around the decks of the vessel, scouting for potential targets.  The cruise ship was populated by a perfect one-to-one ratio of men and women, but few women were doing much to peak Sam’s interest.  Sam decided to find a bar; his process of seduction often involved inebriation.

As Sam searched the decks of the ship, he spotted a ravishing red head with the tight body of a female gymnast entering a cozy pub.  Sam immediately knew that she would be his mark for the night.  Sam followed the gorgeous girl into the quaint pub and sat next to the woman at the bar.

“What’re ya havin’?’ said the bar tender.  

“A vodka martini, please,” requested Sam.

After receiving the drink from the bartender, Sam turned to the woman and introduced himself.  “Hi, my name is Sam, and, uh, may I say that you look particularly ravishing tonight,” said Sam as a large group of people entered the lounge, slightly drowning out Sam’s speech.  Sam rarely stuttered and found it odd that he had stuttered then.

“I’m sorry, did you say Samantha?” the woman questioned as the volume in the room returned to a normal level.

“Funny ... no, I said ‘Sam’ and I was commenting on your beautiful dress,” retorted Sam.

“This old thing?  I had to blow the dust off it when I pulled it out of the closet; but thanks, I’m Dominique,” said the woman as she turned away from Sam, attempting to play hard to get.

Sam craved a challenge and he knew this conquest was worth the effort.  He began his seduction process, starting with complimentary small talk, lots of eye contact, and plenty of smiling.   The red haired woman was resistant at first, but finally gave in. She was entranced in Sam’s bright eyes and brilliant smile and Sam could see it in her vibrant green eyes.  The girl was shy at first, but slowly opened up with the help of a few stiff drinks.

After ordering two more drinks at the bar, Sam asked Dominique if she’d care to gaze at the stars over the moonlit sea with him on the upper deck of the ship.  Dominique quickly accepted the invite.  Sam knew he had her, hook, line, and sinker.  

While observing the incredible, unhampered view of the night sky, Sam continued to seduce the woman, finally leading to the initial kiss.  Sam could tell she was committed to more than just a simple kiss as he leaned over and whispered into her ear, “Why don’t we take this somewhere more private?”

Dominique lead Sam back to her suite where the kissing quickly turned into foreplay, growing more rough by the minute.  The once shy red head had transformed into a sexually crazed animal, aggressively throwing Sam down onto the bed as she took control.  As they progressed, Sam started to realize that he had underestimated the crimson haired vixen.  Activities under the sheets grew violent and brutal as Sam finally made the decision to abort, his pleads for the woman to relax unheard.  

“What’s wrong, lover?” said Dominique as she paused.

Sam found his moment of escape and crafted a lie to distract the crimson haired savage on top of him as he bolted from the bed.  He grabbed a short black silk woman’s robe from the bathroom door as he evacuated the room.  

“No more red heads,” he thought to himself while putting on the robe, which barely managed to cover his waist.  He ran from the suite, attempting to maintain stealth, seeking refuge in the shadows.  The guests on the ship were strangely un-phased by the hansom man dressed in a women’s silk robe with red lipstick all over his body silently tip-toeing around the halls of the vessel.

Day Two

Sam had spent most of the day relaxing, trying to clear his head of the events that occurred the previous night, feeling ashamed that he wasn’t up to the challenge.  As the sun began to set, Sam had freed his mind and prepared for round two.  He found a quiet, sedate lounge with a jazz pianist serenading in the patrons.  He sat at the bar, ready to pounce on the first bombshell he laid eyes on.

“What’ll it be, sir?” said the tuxedo clad bartender.

“A whiskey manhattan please,” replied Sam.

The bartender procured bottles of rye whiskey, sweet vermouth, and bitters while Sam surveyed the lounge, looking for his first victim.  He placed the cocktail in front of Sam.  “That’ll be nine dollars sir.  Would you like me to bill it to your room?”

“Yes, please.  Thank you,” said Sam as he sampled the beverage.  Out of the corner of his eye, he saw a woman with definite potential enter the room.  

A dark haired vixen slowly walked towards the bar.  As she passed under the light, her green eyes eerily glowed, flanked by long, jet black hair.  Her pale white skin contrasted sharply with her pouty red lips.  A narrow waist, taught hips, and perky breasts were tightly wrapped in a slinky red dress which exposed ample amounts of cleavage and ended just below her firm buttocks, highlighting her luscious thighs.  Her long, thin legs led to red stiletto heels which tapped ever closer to Sam’s position, finally leading her behind the bar.

“Looks like my shift is over,” said the bartender.  “Lucy will take care of you from here.  Good luck and enjoy your stay.”

“She sure will,” said Sam as he confirmed his mark.  Sam quietly sipped his drink, waiting for the perfect opportunity to seduce the gorgeous woman.  “This manhattan was expertly constructed,” thought Sam as he neared the end.  He looked forward to sampling the new bartender’s rendering of the drink.

HIs drink exhausted, Sam looked up to find Lucy leaned over, her elbows resting on the bar as she supported her head in the palms of her hands. She lightly bit the corner of her lower lip while making sure to reveal her cleavage.  Sam stared like a dear caught in headlights.

Lucy lifted Sam’s chin with her curled index figure, pulling his gaze from her breasts to her enchanting green eyes.  “What’ll it be, honey?” she asked.

Embarrassed, Sam stuttered, finally ordering the same drink.  Lucy began the routine of making the whiskey manhattan.  While mixing the ingredients, she looked up towards Sam.  “Any luck?” she asked.

“What?” questioned Sam.

“Have you found anyone yet.  It’s a singles cruise, after all.”

“Not yet, but the night’s still young,” replied Sam.  “Though, I’ve got a someone in mind.”

Lucy placed the drink in front of Sam.  “Well, that’s a start.  Is she here in this lounge?”

“Yes she is,” said Sam.

“I wonder who the lucky lady is?  Do you care to share?” questioned Lucy.

“Actually, she’s right in front me,” replied Sam.

Lucy giggled.  “Funny, hon, but I’m not on the market.  Even if I were, you wouldn’t be able to handle me.”

“Is that a challenge?” asked Sam.  

“Nope, just a statement of fact.”  Lucy crossed her arms, propping up her bosom.  “But maybe I can help you.”

“I think I’ll be fine on my own,” replied Sam.

“Nonsense, it’ll be fun.  There’s plenty of ladies in here that I’m sure would love to get to know you,” said Lucy.  “For instance, from the moment I walked in, I noticed Jennifer over there has had eyes on you.”  Lucy nodded towards the end of the bar.

Sam followed the bearing to find a brown eyed brunette perched upon a bar stool, staring back at him.  She quickly looked away, attempting to hide her affectionate gaze.  Voluptuous didn’t begin to describe her figure.  Her long brown hair glimmered in the light and flowed gracefully, ending just above the small of her back.  Her arms were crossed in front her, propping up her abundant cleavage. Her skinny waist gave way to sensuously wide hips and a round, plump butt while her thick thighs were crossed, showing off the coke bottle curves of her figure.

“Eh, she’s not really my type,” said Sam.  

“Not you’re type?  She’s incredibly gorgeous!” exclaimed Lucy.

“I’m on this boat to find women.  If I were after a whale, I would have boarded a different kind of boat,” mumbled Sam.

“She’s certainly well endowed, but she’s far from ‘fat,’” responded Lucy.  “Well, to each his own.”  Lucy stepped away to help the other patrons.

Sam continued to sip his drink, occasionally scanning the lounge for a woman worthy of his standards.  He laid eyes on a few potential targets, but hadn’t found the knockout he was looking for.  Sam savored the last drops of his second drink, looking up to find Lucy standing in front of him with her arms crossed, her waist thrusted to one side.

“Another?” she asked in a slightly perturbed tone.

“Yes, please,” responded Sam.

“Being that I’m feeling generous tonight, I’ll make you a deal.  If you can find a woman you are genuinely interested in getting to know in the next two hours, I’ll settle your bar tab.”

“And if I don’t?” questioned Sam.

“If you don’t, you simply pay for your bar tab.”

“So it’s either or a win or a draw, that’s not so bad,” said Sam.

“And hers,” said Lucy as she nodded towards Jennifer, still lonely perched on her bar stool.

Confident in his abilities, Sam looked towards Lucy.  “You’ve got a deal.”

Lucy turned to serve the other customers.  Sam watched her toned bum sway in the tight red dress as she walked down the bar isle. “Clock’s tickin’ honey, you better get started.”

At that moment, the pianist changed the pace of the music and the room seemed to come alive.  The women seemed more attractive and eager.  Sam quietly chuckled, “that bartender has no idea what she’s in for, this is going to be like shooting fish in a barrel.”

Over the next two hours, Sam flirted with multiple women, returning to the bar after each unexpected rejection and ordering an additional drink.  

After consuming his eighth drink of the night, Sam was feeling the effects of the booze.  The two hours had expired, the bet had been lost.  He decided to quietly and discretely leave the lounge for his room, knowing that his tab would be billed to his suite.  Lucy noticed his shameful walk as he tried to slip away.

“Not so fast, Sam,” she said.  “We’ve got a deal to settle.”   Sam walked towards the bar with his head down.  “It’s time to pay up.”

Lucy walked over to Jennifer.  “What are you having, hon?” she asked.  Jennifer responded with her drink order, a vodka martini.  Lucy prepared the drink and presented it to the woman.  

“What do I owe you,” asked Jennifer.  

“Don’t worry, your drink and your tab is compliments of the gentleman seated to your left, a few seats down,” said Lucy.

Jennifer looked towards Sam, blushing while she gave a cute wave.  Sam returned an insincere smile.  For a moment, Sam was caught off guard by Jennifer’s beautiful face and seductive eyes.  She would be perfect if she wasn’t so “thick” he thought.

“Would you like me to leave you two alone?” asked Lucy.

“No, that won’t be necessary.  I’m going to call it a night,” said Sam, feeling woozy as the alcohol began to kick in.

Lucy poured another drink for Sam.  “That’s no fun, why don’t you stay for just one more drink, on me,” she said as she giggled.

“Fine, but this is the last drink,” Sam replied.

Lucy softly giggled as she set the drink down in front of Sam.  She was holding something back, struggling to hold it in as she chuckled with delight.

“What’s so funny?” Sam questioned.

“Oh, nothing ... It’s just that you were so confident earlier in the evening, and now you look so sad and dejected.  Still, you’re clearly refusing to acknowledge the one girl in the room that would have helped you win the bet easily,” said Lucy with a sinful laugh.

“It’s a seven day cruise, I’ve still got five days left,” said Sam, regaining a bit of confidence, thanks to the alcohol.

“I’m still feeling generous, why don’t we bet on it?” asked Lucy.

“What’s the wager?” inquired Sam.

“If you can find a woman that you have a genuine interest in and she feels the same way about you - no one night stands, no eight hour flings - a true love interest, then I’ll fund your entire trip.  Drinks, food, lodging, I’ll pay for it all,” said Lucy.  

“And if I lose?” questioned Sam, now feeling quite drunk.

“Oh, nothing really.  Your trip is still free, I just get your soul,” said Lucy with ditzy, evil giggle.

Sam realized that this girl must be completely crazy.  He wasn’t a religious man nor did he believe in superstition.  He considered the wager and the effects he thought it would have on himself.  At the very worst, nothing would change.  He would still seduce women and he would still pay for his trip.  At the very best, he would be able to fool the vixen bartender into paying for his trip.  In Sam’s mind, there was no downside to the wager.

“You’re on,” said Sam.  

“Let’s seal the deal with a drink,” Lucy requested with another evil, ditzy giggle.  

They clinked glasses and drank to the wager.  Sam finished his drink and left the lounge to quietly sleep off his alcohol binge and ready himself for the next day.

Jennifer sighed while staring off into the moonlit sea, wondering when she’d finally meet the right person and find love.

“Don’t worry Jen, we’ll find someone for you soon,” said Lucy.

“Thanks Lucy, I'm feeling lucky this go-around,” replied Jennifer


Day Three

Sam woke in his suite, still feeling groggy from the previous night.  He remembered the wager he made, coming to the conclusion that the bartender was just another insane bimbo nutcase.  He stepped out onto the balcony for a breath of fresh air, taking in the incredible ocean view.  The sight of the sea helped to clear his mind as he regrouped.  Sam resorted to his original plan of seducing women for the joy of the chase and the thrill of the catch.  He showered and prepared himself in swim trunks and a white linen button up shirt.  After putting on flip-flops, he set out for breakfast and the pool.

Sam soaked in the sun while laying poolside, occasionally glancing at the plethora of beautiful women strutting about.  It was too early in the day for him to begin his hunt.  His seduction process was efficient and fast, starting too early meant too much emotional investment before the catch and too much blowback after the release.  For now, he would relax and conduct reconnaissance.  He glanced at his watch, plotting the time to begin his attack when he noticed his fingernails had grown and were in need of a trim, peculiar given that he had trimmed them just two days ago.  As he started to sweat in the sun’s radiant heat, he ran his fingers through his thick brown hair, noticing it was slightly longer than he remembered.  He chalked the odd feelings up to being in the sun too long and decided to head in for lunch.

After lunch, Sam returned to the pool, Lucy’s bet still on his mind.  He surveyed the available women and prioritized the order of his targets by ease of approach and attractiveness.  He spotted a fit, busty blonde seated at the bar and instantly knew she would be his first mark.

Sam rose from his lounge chair and began the walk around the pool to approach the buxom beauty.  Within his initial steps, Sam felt something was off.  He felt a warm tingling sensation in his groin, growing and spreading with each step.  A feeling of ecstasy enveloped his body as he began his final approach towards the woman.  His body had grown numb, tingling with bliss as the distance between him and the woman closed.  

Finally within reach of the girl, Sam placed his arm on the back of her chair and opened his mouth to greet her, but he couldn’t conjure any words.  Instead a frail squeak emanated from his vocal cords.  He tried again, but could only muster a slightly more audible, womanly sigh.

Confused, the woman looked at Sam.  “Can I help you?”

Sam tried once more, but could speak only in faint squeaks and feminine tones.  He quickly turned and retreated towards his suite. As he began the long walk to his room, the tingling feeling from his groin engulfed his body.  With each step, explosions of elation reverberated from his pelvis to his limbs.  Sam tried to increase his pace, but his body failed to cooperate.

Sam looked down to see the waist band of his shorts growing tighter, the fabric of the swim trunks showing strain.  He ran his hands down his silhouette to confirm his sight; his hips were widening at an alarming pace, the numbness in his body disguising the changes taking place beneath his shorts.  His pace slowed again as another wave of delight erupted from his pelvis and streaked through his legs, causing Sam to stumble against a wall and and use it as a guide.  His thighs enlarged with each subsequent step, beginning to rub together as he navigated the decks towards his room.  Sam’s swim trunks strained against the pressure of his wide hips and thickening thighs. The fabric tore as his butt filled out the shorts, plump and round, pushing the swimwear beyond capacity.  

Holding up his trunks, Sam finally found his suite, careening through the door and locking it behind him.  He stood in front of the full length mirror, astonished that his body had assumed such extreme feminine proportions.  A chilling wave of pleasure swept through his body, causing him to release his grip of the shorts.  His vision followed the descending swimwear to floor and then reverted upwards to trace the new curves of his body, his hands following the coke bottle shape before stopping at his pelvis, feeling the absence of his manhood.  Sam’s fingers probed the new feminine region, sending intense euphoric pulses up his spine.  His hands resumed their ascent until they reached his chest where they felt soft, flowing locks of blonde hair.  Looking back into the mirror, he failed to recognize the strange girl returning the gaze.  Sharp blue eyes over plump, luscious lips peered back at him.  He touched his soft cheeks, confirming his fear that the face was his.

Sam, still in disbelief, returned his feminine hands to his pelvic region, probing further to confirm the transformation was real.  Sam felt a building orgasmic pressure in his groin, finally erupting throughout his body, more powerful than anything he had felt before. His back arched while his new voice box emitted a primal call of ecstasy.  His nipples enlarged as two mounds of flesh ballooned from his chest, pulsing with bliss as they slowly became large, heavy breasts.  The fleshy orbs continued to grow, stressing the fabric of his shirt until the buttons gave way, violently popping one by one.  His curves made a final thrust outwards while heavenly chills surged through his body as he stumbled backwards, struggling to support the alien heft of his full, healthy bosom.  

Sam caught a final glimpse of his voluptuous hips, round butt, and bountiful bust in the mirror before fainting into the soft, pillowy bed; the sight of his female body had overwhelmed his male mind.

A coma like sleep consumed Sam’s being, lasting the remainder of the day and through the night.


Day Four

Radiant rays of sunlight pierced through the linen curtains of Sam’s room, a welcoming revival from the coma-like sleep.  Sam’s vision was met with the vivid green glow of a beautiful woman’s eyes, just inches way.  Sam committed to the idea that the past day was a surrealistic nightmare, accepting unknown success in the black haired, red bikini clad trophy girl laying within the bed.

Sam edged closer, drawing an arm to grasp the woman’s breast while kissing the gorgeous bombshell.  Lucy returned the favor as she grasped Sam’s sumptuous buttocks.  Sam’s pelvis grew warm with with arousal, Sam’s chest pulsating with pleasure.  Sam’s nipples became hard and erect as Lucy’s hand progressed upward to fondle them.  

Sam felt a foreign lust as blissful elations pulsed through Sam’s groin and chest, bewildering in sense.  Sam’s body felt alien and the feelings of arousal were exotic and unfamiliar.  Sam suddenly sprung back from the embrace of the vixen within the bed, realizing the sexual feelings were female in origin.

“Mornin’ Sam!” exclaimed Lucy.  “Or should I say, ‘Samantha?’”

Sam peered into Lucy’s green eyes, a peculiar feeling of déjà vu infecting her mind.  Immediately, Sam recollected the failed conquest with Dominique on the first night of the cruise.  The realization that Lucy and Dominique were in fact the same woman sent chills down Sam’s spine.

Sam grasped her breasts as she leapt from the bed.  She stumbled, attempting to acclimate to her new center of balance.  

“So you finally figured it out?  I told you that you couldn’t handle me,” teased Lucy with a sinister smile.

“What did you do to me?” Sam shouted, startled by her female voice.

“I made you beautiful,” said Lucy with a sinful giggle.

Sam caught a glimpse of her silhouette in the mirror, noticing her protruding breasts and prodigious ass.  She turned to step closer to the mirror, examining her full, curvaceous female body.  

“You turned me into a fat chick?” Sam blatantly questioned.

“Fat?  Few people would describe your figure as obese.  Womanly, voluptuous, and curvy are all terms that come to mind,” remarked Lucy.  “Gorgeous is what I’d say.  By any description, you’re far from ‘fat.’”

“You turned me into a heifer!” declared Sam as she poked and prodded the curves of her new body.

“If that’s the way you want to see it, go ahead, I can arrange that” sarcastically retorted Lucy.  “I’m simply making sure that you won’t cheat on our little bet.  You were blessed with handsomeness and swagger, yet you’ve exploited your looks and looked down on others less fortunate.  It’s about time you learned some humility.  I think your new state will be quite humbling.”

“Humility?  We had a bet!” shouted Sam in her new voice.

“We still have a bet, and you’ve got just four days left,” remarked Lucy.

“I never signed a contract! You can’t do this!” exclaimed Sam, accepting that she truly had encountered the Devil.

“So you figured it out,” replied Lucy.  “I’m the devil, Beelzebub, the beast, Satan herself,” said Lucy with an evil laugh.  “Most call me Lucifer, but I prefer Lucy,” she said with a wink.  “And you sold your soul quite cheap, I might add.”

“You’ve got no proof, turn me back!” exclaimed Sam.

“Sam, I’m the antichrist.  Do you really think I’m that naive?”  Lucy conjured up an iPad, playing a video recording of Sam’s night in the lounge.  “Look, here you are agreeing to the bet.  Here’s you toasting to the wager.  Look how cute you look sipping your whiskey manhattan, oblivious of what’s to come!” said Lucy with an evil giggle.  “Contrary to what you might think, the Devil’s enterprises aren’t stuck in medieval times.  We’re on the forefront of technology these days.  This iPad?  The first level of hell had these things years ago and those were just hand-me-downs from the second level guys!  Jobs made a deal with me back in the 70’s.”

“You’ve cheated!  How can I possibly get any action as a fat chick?” questioned Sam.

“Voluptuous dear, remember?  You’re body is exquisite.  Scientifically, you’re one fine piece of ass!” replied Lucy.  “And the bet isn’t for you to get some tail, we made a deal for you to find love,” she remarked.

“Bullshit, you couldn’t have made me any fatter!” exclaimed Sam, before realizing who he was talking to.

“Oh, really?  Perhaps you’d like to see more of my work?” replied the Devil.

Small horns grew from Lucy’s forehead while a thin red pointed tail grew out from above her bum.  She raised her arm and pointed her index finger towards Sam.  A faint glow emanated from her white tipped finger nail and surged toward’s Sam’s body.

Sam’s hips flared out as her ass grew to giant proportions.  Her breasts grew larger, obliterating her shirt as the remaining buttons exploded outwards.  Sam’s thighs ballooned, her arms thickened, and her stomach lost tone and began to acquire more fat.  Her body orgasmically pulsed with elation, driving her wild as she stood vulnerably naked, afraid to move.

“Stop it!” Sam sensuously shrieked.  She faltered under her new, heavier weight.  Sam’s breasts and bum wobbled as she tried to regain her balance.

“You’ve had enough?” questioned Lucy.  “Perhaps you’re right, that may be a bit excessive for your first day as a woman,” admitted Lucy as she began to repeal the changes.  “Would you like me to leave the tits and ass?”

“No!  Just turn me back to the way I was!” pleaded Sam.

“You got it, hun!” remarked Lucy, as she withdrew the changes to Sam’s body, returning them to the voluptuous state Sam had woken up in.

Sam stood staring at her naked body, probing sensuously at her bare breasts and stout rump.  “How do you expect me leave the room like this, I’m too fat for the clothes that I brought with me,” said Sam.

“Sam, I’m the Dark Lord, I’ve got a few tricks up my sleeve,” replied Lucy.  She turned towards Sam’s open suitcase and snapped her fingers.  Sam’s suitcase burst open with lingerie, panties, bras, swimwear, and other women’s attire.  Lucy turned towards Sam and snapped her fingers once more.  

A dark bra and matching panties formed around Sam’s new feminine features.  Sam felt the panties coddle her womanhood as the bra elevated her breasts, sculpting them perfectly.

“Now, take the cellphone in your left hand, point it towards the mirror, and snap a picture of yourself,” instructed Lucy, conjuring the phone into Sam’s chubby fingers.  “I want to you remember this moment.  And don’t forget to smile, you’ve got a wonderful smile, honey.”

Sam had no choice but to comply, arguing with the Devil could only end poorly.  She raised the cellphone and posed for the embarrassing photo, holding back tears and forming an insincere smile as she recorded the picture.

“I’ll see you in three days, sweetie.  Good luck!” said the devil, her horns and tail retracting into her body as she strutted towards the door.  Sam watched her luscious butt sway in the skimpy bikini before she exited the room, closing the door behind her.  Sam’s mind had retained male traits causing her female body to surge with lustful attraction as she savored the sight of Lucy’s incredible figure.

With Lucy gone, Sam retreated to the bed in tears, sitting on the edge as she began to explore her body.  She grasped the cups of her bra, lifting her breasts and experimenting with their heft.  Her hands then traced her hips and met over her pelvis, descending beneath the fabric of her panties.  Sam felt a conflicting torment, disgusted in the state of her body and aroused due to the surging female hormones within.  She rolled over on the bed, feeling the weight of her breasts and bum shift with the motions of her body, her hands tracing the curvature of her bulbous, round bottom.  Sam succumbed to her new, raging hormones, probing every curve and nuance of her feminine body until she grew exhausted and succumbed to a fathomless slumber.

Hours later, Sam woke to the gentle spatter of rain while thunder rolled in the distance, flashes of lightning occasionally penetrating the confines of the dark room.  Sam welcomed the dreary weather; reason enough to stay in for the night.  Sam was still far from coming to terms with her new female body.

Sitting upright in her bed, Sam looked down at her curvy form, her long blond locks of hair falling upon her bosom.  She prodded at her chest, welcoming the site of her perfect tits before realizing they accompanied her abundantly curvy body.  She stood up to survey her plump ass, feeling disgusted in its size and curvature as she twirled in front of the full length mirror.  “I could do so much with this body if only I were thinner,” she thought.

Sam felt an intense hunger brew within her stomach, remembering she hadn’t eaten all day. Room service would be her savior for the night.  Sam considered the wager before ordering: she could win the bet and return to her male self or she could lose the bet, the Devil taking possession of her soul as she resumed her male form.  Sam felt she had nothing to lose in ordering the heavy, savory meal she craved.  

Sam rifled through the wardrobe Lucy had created as she waited for her meal to arrive.  After sifting through lingerie, swimwear, and provocative underwear, Sam found a pair of white shorts and a loose linen blouse.  She put them on over her dark panties and bra, failing to consider that they would show through the thin fabric of her attire.  

After feasting on her room service order, Sam laid back in her bed, turning on the television to flip through the channels.  She grew frustrated as her breast obstructed her view of the screen, pawing at the twin annoyances.  Sam’s stimulations of her breasts caused her rampant female hormones to surge through her body, her nipples anxiously pressing against the thick fabric of her bra as her womanhood grew warm.  Sam decided to take advantage of the moment, purchasing an erotic selection from the pay-per-view channels on the television as she explored her undiscovered female body. Sam experimented with her new body for hours until slowly falling asleep to the rhythmic pitter-patter of the night rain and rumbling thunder.

Day Five

Bright rays of sunlight penetrated Sam’s room, waking her from a long, deep sleep.  Sam strained as she sat up in her bed, the weight of her breasts fighting her ascent.  She pulled the sheets from her lower body, uncovering the curvy reminder of the Devil’s work.  

Sam’s mind was distraught, wondering how she was going to win Lucy’s bet.  Sam stood and observed her body in the mirror, grasping her breasts as she surveyed her caricature hips.  She turned ninety degrees as her hands found her prodigious bum, grabbing and prodding at its vastness.  Sam decided to take a shower to clear her mind and formulate a plan.

Her first shower as a woman was provocative and invigorating, Sam found a soothing calm in the steam as her hands massaged her body clean.  Stepping out of the shower, Sam peered into the mirror, admiring her brilliant blue eyes and beautiful face.  As she dried her hair, she wondered how to best to make use of her day.

Sam rifled through her suitcase, looking for clothes to hide her curves.  She first pulled out white boy short panties and a white push-up bra.  A cold chill ran up her spine as she pulled cool panties up to her waist, her hips stretching the fabric.  She clasped the bra over her abdomen and twisted it around her torso.

“There’s no way I can rely on my appearance to attract someone,” she thought as she fed her arms through the bra streps and filled the cups of the bra with her breasts.  She adjusted the bra cups and straps around her bosom, the bra giving her a healthy amount of cleavage.  “Who would want a body like this?” she thought.

She found an airy, thigh length yellow skirt and a white deep v-neck t-shirt.  She stepped into the skirt, pulling it over her bum and hips.  “Still, fat chicks get guys fairly often, they must have some kind of secret,” she thought.  Sam pulled the t-shirt over her head, letting her sublime blond hair drape down her back as she adjusted the v neck of the shirt to show a modest amount of cleavage.  The white shirt hung tightly against her figure, accentuating her bosom and waist.  “Maybe I can learn something by watching them,” she posited.

Sam left the suite to begin her day of reconnaissance, her hips and bum articulating beneath skirt.  Sam felt her breasts jiggle with each step, her ass slightly wobbling with each stride as she made her way to the public decks of the ship.

Sam spent the remainder of the day sulking about the ship as she observed any voluptuous, thick woman she could find.  She eavesdropped onto conversations and watched as the women enjoyed themselves, their minds happy in thought and content with their bodies.  

Under the moonlit sky, Sam returned to her room feeling defeated, dejected, and alone.  She hadn’t learned anything in her day of gathering intel.  A few men had made catcalls and some pinched her ass or brushed across her breasts as she walked by, making her feel uncomfortable and embarrassed, but she hadn’t ascertained any information as to how to attract a mate.  She was perfectly oblivious to her beauty and utterly unaware or her inner self.

Sam stripped from her clothing and undergarments, descended into her bed, and softly sobbed herself to sleep.


Day Six

The late afternoon sun was beating down on the cruise ship, the paired passengers fluttering about the decks in happiness.  Sam sat at a poolside bar, lonely sipping a gin and tonic as her head hung low over her exposed bosom.  She reached into the pocket of her white linen pants and withdrew her mobile phone, calculating the time left to the deciding moment of her bet with Lucy.  Eighteen hours left.

Since waking up, Sam had panicked, afraid of what Lucy had in store for her if Sam lost the bet.  Sam decided to attack from all fronts, having put on a white bikini under her nearly see-through white linen pants and white button-up blouse, left unbuttoned from her bust line up to put her cleavage on display.  

Sam had found the playing field sparse, most of the singles on the cruise having found love interests already.  Sam had sacrificed her male inherited preferences for a female mate, trying to give herself the best chance to win the Devil’s bet.  She had approached many men in the morning hours, but was met with only disappointment.  Many of the men said they were taken, but most were turned off by Sam’s aggressive approach, taking her for a common whore or slut.  

Having finished her drink, Sam meandered back to the pool.  She removed her pants and blouse, leaving only her white bikini to grace her beautiful curves.  Hoping to attract attention, she mounted the high diving board and performed a perfect swan dive. A few couples clapped, but she had failed to attract the attention of a single man.  She left the pool for the hot tub, her bum playfully swaying as her breasts bounced with each step.  Her stay in the warm waters was unproductive, joined only by affectionate couples.

The sun set in dramatic fashion, filling the sky with red and orange hues, eventually fading to blues and purples as moon rose to illuminate the sea, the stars conquering the sky.

Sam stepped out from a quaint pub, her head hung low with dejection as her blond hair flanked her exposed bosom.  With each tedious step, she approached the stern of the ship, her breasts and butt wobbling under the thin fabric of her linen pants and blouse.  She looked over the stainless steel railing and began to sob, admitting defeat and ready to place her fate in the Devil’s hands.

“Oh, honey, what’s wrong?” said a female voice.

Sam felt the soft touch of a woman’s hand grace the small of her back as she turned her head to meet her visitor.  Sam’s eyes instinctively fell upon the woman’s abundant cleavage before drawing towards the woman’s soft, dark eyes.  

“Are you OK?” questioned the woman.  The woman’s brown eyes were incredibly beautiful in the pale moon light.  The woman’s curvy waste and bulbous breasts were exploited by her seductive green evening dress, her thick thighs exposed over stiletto heels.  

“I’m all right,” weeped Sam.

The woman could tell the girl was far from all right.  “Come on, sweetie, tell me what’s wrong.”

Sam was broken, her failed conquests of the day plaguing her mind.  Her emotions took over as she opened up to the woman.  “It’s been six days and I still haven’t found anyone,” she sobbed into the shoulder of the woman’s dress.  “I’m fat and nobody wants me,” she added.

“Oh, honey, you’re positively gorgeous!  How could you possibly call yourself fat?” the woman remarked.  “This is my third tour on this cruise and I still haven’t found the right person,” said the woman in a soothing tone.  “Don’t worry, at this very moment, the right person is searching for you,” she said.

Sam took solace in her words, looking up into the woman’s beautiful brown eyes.  Sam felt a tingling feeling grow within her chest as she embraced the woman’s generous curves in an emotional hug.

“Now, why don’t the two of us go grab a drink and enjoy the night,” requested the woman.

“OK ... by the way, my name is Sam ... antha ... Samantha,” stuttered Sam while wiping the tears from her eyes.

“Hi Samantha, nice to meet you.  My name is Jennifer.”

Jennifer grabbed Sam’s hand and lead her to a quiet secluded lounge, overlooking the moonlit sea.  Jennifer embarked in small talk with Sam, attempting to cheer her up as she dropped subliminal compliments to Sam’s beauty into her conversation.  Jennifer was finding Sam’s voluptuous curves irresistible, her beautiful blue eyes and luscious blond hair sublime.  

Sam found comfort in Jennifer’s eyes, her voice soothing and seductive.  Jennifer’s bubbly personality was positively refreshing after a week of stress and turmoil.  Jennifer had an encyclopedic knowledge of autos and gadgets that rivaled Sam’s own.  She was fantastically intelligent and wonderfully kind.

The two women relentlessly chatted over many drinks, their conversation slowly gaining lustful undertones and sexual overtones into the late hours of the evening.  Jennifer subtly hinted to her desires with light touches to Sam’s hands and thighs during their conversation.  Sam often flipped her hair to reveal her cleavage, lightly biting the corner of her lower lip while listening to Jennifer’s sensuous voice.

Their topic of conversation reached an end, the silent pause between the two women exhibiting incredible aural tension.

Jennifer leaned over and kissed Sam’s neck before whispering into Sam’s ear.  “Would you like to continue our conversation in my suite?” she asked.

Sam was enthralled in Jennifer’s personality, lost in her eyes, and lustfully aroused in her body.  She answered positively with a soft, sensuous kiss to Jennifer’s lips.  “Yes.”

Jennifer seductively lead Sam back to her suite, her hips slowly and sensuously swaying in her green dress.  Jennifer intensely kissed Sam as they arrived.  “Are you ready, honey?” she whispered into Sam’s ear.

The suite’s door closed and locked, sealing in the two women for a night of sexual passion and exploration.  


Day 7

The late morning sun beckoned at the curtains of Jennifer’s room.  Sam’s eyes opened to find Samantha’s head resting on Sam’s soft breast. Jennifer looked up, stunning Sam with her incredibly beautiful and large brown eyes.

“Mornin’ honey,” Jennifer softly whispered.  “Last night was amazing.”  The odd combination of Sam’s voluptuous female body and her peculiar male-like sexual tendencies strangely formed a lusty combination that had driven her wild.

“Last night was like nothing I’ve ever experience before,” replied Sam.  Sam’s exploration of Jennifer’s body had brought her to a revelation.  Jennifer’s curves were exquisite and she put them to work effectively, knowing exactly how to pleasure Sam and where to guide Sam’s hands around her sensuous body.

“I wish we could stay here forever,” said Jennifer.  “We’ll be getting off the boat in just two hours,” she said as she glanced at the clock on the wall.  “You know, I booked an ocean front villa on the island for the week.  Maybe you’d want to join me instead of flying home?” asked Jennifer.

Sam looked into Jennifer’s eyes as she considered the invite.  Jennifer apprehensively waited for Sam’s response, the silence was deafening.  Sam felt she had fulfilled the requirements of the devil’s wager.  She didn’t have to say yes.  Yet an an emotional urge pleaded from within her body to agree. “I’d love to,” she replied.  “I need to pack.  Text me the hotel address and I’ll meet you there,” she said.

Sam departed the bed, putting on her bikini and then her blouse and pants.  She kissed Jennifer one last time and began her walk of shame back to her suite.  Before opening her suite’s door, she paused to remember her night of passion with Jennifer, smiling as she placed her hand over her palpitating heart.

Sam opened the door and headed to bathroom to freshen up and wash the lipstick from her body.  Looking in the mirror, she caught a glimpse of someone walking within the room.  Sam left the bathroom to find Lucy sitting on the edge of her bed.

“Good morning Sam,” she said.  “It seems our little wager may end in your favor.”

“It certainly does.  So you’ll be keeping your word and paying for all of my expenses?” questioned Sam.

“I don’t go back on my word, Sam, your trip will be free,” said Lucy.

“Well, then, that wasn’t so hard.  When are you going to change me back?” asked Sam.

“Change you back?  That wasn’t part of the deal,” responded Lucy.  “Either your trip was free or I get your soul.  That was the wager.”

“This isn’t fair, I won the bet, now turn me back to the way I was!” demanded Sam.

“It seems you don’t understand.  Jennifer fell in love with Samantha, the beautiful, voluptuous, caring, and intelligent woman.  She was blown off by Sam the cold, cruel, womanizing man,” replied Lucy.  

“You tricked me!  This isn’t fare!” shouted Sam.

“Fair?  I gave you the chance of a life time!  A chance to start fresh.  Have you ever heard of the Devil being so generous?  You have a choice, Sam.  If you want your body back, you can meet me at the airport in an hour.  Jennifer will go on living her life, wondering why yet another potential lover deserted her.  Your soul will be mine to do with as I please,” said Lucy.  “Or, you can meet Jennifer and begin your life as a woman with her, your soul is yours to keep,” said Lucy with a devious smile.

“Make your choice.  And don’t try to run.  You humans look so pitiful when you flee.”  Lucy strutted out of the room, her breasts perkily bouncing as she swayed her hips with each stride.


Waves crashed against the fiberglass hull of the cigarette boat, its propellers motionless as the boat floated off the shore of a small island.  A beautiful black haired woman peered through a set of powerful binoculars, surveying the coastline.  Her gaze fell upon a pair of women laying on a private, wet beach, lustfully kissing each other’s bodies.  

Lucy smiled as she started the engines and applied full throttle.  The boat lunged out of the water and headed towards the sunset, crashing through the incoming surf.  “I've always hated flying,” she thought to herself.
A womanizer on a single's cruise makes a wager with a woman who will change his life forever.
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MugsyLady Featured By Owner Apr 19, 2015
Wow. Great read. The description of how Sam adjusted to being a woman and how she felt was amazing.
Demon57 Featured By Owner Apr 14, 2015  Hobbyist Photographer
Nicely done :meow:
CrueltyCrown Featured By Owner Apr 14, 2015
*lack of proofread intensifies* 
Mortquitamort Featured By Owner Mar 25, 2015  Hobbyist General Artist
This georgeous smexy gurl surely it worths a dinner dating.

And also something else.....   IYKWIM

TomBrans1 Featured By Owner Mar 23, 2015
Nice story - and I sincerely love it to become such a gorgeous, voluptuous woman as Samantha!!
OCMichael Featured By Owner Feb 26, 2015
The Model in the Picture is the living embodiment of the term: "Jaw - Dropping GORGEOUS"; I have little doubt that a Beauty like her is already spoken for... 
SweetCaroline751 Featured By Owner Jan 3, 2015  Hobbyist Writer
 Great story. Good ending and full of details.
greg123Abc Featured By Owner Dec 30, 2013
It was a good story. The ending was intresting with the devil tricking Sam, especially, since all Sam had to do was say no. Staying with Jennifer and being a woman wasn't part of the bet. Lucy couldn't inforce her threat.
EsquiruaSymouri Featured By Owner Nov 24, 2013
that's an awesome story, like always, it still amazes me how you manage to write such enthralling tg stories with out them being perverted  
harlDA Featured By Owner Sep 28, 2013
Great story, I've enjoyed it.
Dolbsha Featured By Owner Aug 20, 2013  Hobbyist Photographer
I can see what you like to work with, you love the curvy hourglass figure, and you like to use alcohol as a means to advance the story quite a bit. all of your stories have this lack of understanding on the part of the male, they get into their story without knowing it is coming, grated this is a good way to do things and it has worked well so far, but have you considered  having the male know it will happen and accept the changes, and focus on their fight to hold onto who they were even though they know it is futile, with this story you could stretch out the time that passes between changes. it could lead to an interesting story of the male hiding things and slowly coming to terms with their changes. 
Mrjguy15 Featured By Owner Jul 2, 2013
This is a good story, but I really don't like the ending. Mainly because of due to the fact that Sam couldve gotten his male body back and (even though loosing his soul) still couldve regained Jennifers love. He still loved jennifer anyway so all he had to do was just tell the truth; hopefully jennifer wouldve accepted it.I mean no disrespect but at least for once have a male character have a good ending in their male form.
TGF-019 Featured By Owner Apr 16, 2013
One of the better TG stories I have read. I'm really looking forward to more from you.
jadeghost Featured By Owner Mar 29, 2013
Really nice ending, and that was a SWEET deal he/she got. Great job on all of it.
Frank35 Featured By Owner Mar 27, 2013
Satan's a lot nicer than I'd have thought. I mean she's still doing the soul-taking thing, but she seems to have surprisingly good intentions, helping Jennifer out, and giving Sam a chance to become a better person. Hell, it seems Lucy doesn't even really want to win the bet, though Sam's soul would probably still be a nice prize... guess Lucy wins either way :la:.
DiscoAdam Featured By Owner Mar 28, 2013
You're assuming that Sam is content with being "stuck" in woman's body for the rest of her life.
Frank35 Featured By Owner Mar 28, 2013
Well, she's still surprisingly nice with Jennifer, anyway. And Lucy did seem to genuinely want Sam to better him/herself, and prefer not to take his immortal soul, and all. All things considered, she could've been less generous than she was :).
DiscoAdam Featured By Owner Mar 28, 2013
You may see it as bettering one's self, but if you take a moment to think about the actions of the two women (Sam[antha] and Jennifer), others may see it as Satan encouraging a different kind(s) of sin.
faust49234 Featured By Owner Mar 18, 2013
I didn't read the story but Oh My God...that woman has an absolutely PERFECT body! Just beautiful!
Forcedlactationlover Featured By Owner Nov 20, 2014  Hobbyist Writer
I read the story and liked it, but I, too, find that young lady at the header extremely easy on the eyes.
sarplant103 Featured By Owner Mar 18, 2013
very nice
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Tiffany-Windsong Featured By Owner Mar 18, 2013
:love: :blackrose:
GobboKilla Featured By Owner Mar 18, 2013  Hobbyist Traditional Artist
very, very nice
I really liked the development through the story.
You should make more stories like this~
darkdonny Featured By Owner Mar 18, 2013
Wonderful tale. I love a good devil story, and this is loverly.
RalphThebandit Featured By Owner Mar 18, 2013
Great story, I ready enjoyed it!
FluffyVulpine Featured By Owner Mar 18, 2013  Hobbyist Digital Artist
Nicely done, I loved it
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