It was a sunny warm Friday in June and the start of a wonderful weekend at the jersey shore. Newlyweds Mike & Maria were on their way to a well know beachfront resort. Maria was a beautiful woman, born and raised in Italy, standing about 5’7″ tall and a perfect figure on her twenty-two-year-old body. Her long auburn hair blew in the breeze as Mike motored Maria’s new Mercedes 450 SL southward down the coast. Mike was about an inch taller than Maria with a swimmers build and brown hair that he wore on the long side.

They had met their freshman year in college at a mixer at Maria’s sorority house, Alpha Zeta Gamma. It was love at first site and the two were inseparable after that. Maria was a Business major with a minor in restaurant management and planned on going into her family’s restaurant business. She was the lively one, the life of the party, always outgoing and quite willing to ignore established norms. On the other hand, Mike was quiet, reserved and somewhat on the shy side. He was content to immerse himself in his analytical and computational studies.

The pair were married shortly after graduation and Maria took a job in the management of her father’s restaurants and Mike began work as a consultant doing mostly computer programming work. Maria’s parents had given the newlyweds a beautiful three bedroom cottage in the quaint seashore town of Deal as a wedding present. It had been in the family for years but was rarely used and as a result needed some updates and modernization. The first task was to have the century-old oak hardwood floors sanded and refinished. This would necessarily require them to leave the house for the weekend and the couple decided to check out the newly re-opened Empress Resort a few towns down the coast.

The Empress was built in the 1920s and was a beautiful art deco structure that flourished up until the 1960s and as with a lot of Jersey shore resort, landmarks fell on hard times with the advent of casino gambling in Atlantic City. In the late 60s, the hotel was abandoned and the city of Asbury Park took ownership on property tax delinquency foreclosure. In the early 80s two brothers, Mark and Keith Roberts arranged to have the property transferred to them from the city with the promise of getting the resort back on the tax rolls within 18 months. They spent several million dollars restoring the landmark to its original grandeur and opulence hoping that their business plan of catering to a different, non-casino motivated clientele would make them a success.

When the newlyweds pulled up to the resort valet shortly after noon it immediately reminded them of the beautiful resorts in South Beach that they had spent many spring breaks and vacations in. They immediately knew that they loved the place and would most likely spend more than this weekend at the resort.

The front desk clerk informed the two that the suite was not yet ready and invited them to enjoy some complimentary cocktails in the Paradise Club section of the resort. Clearly, this impressed them and further convinced them of the restored class and style of the newly reopened resort. From the lobby to the bar they walked down a corridor one side of which was glass from which they could see a large private in-ground pool. There were about a dozen people in the pool area a few in the pool and others in lounge chairs and two at an outdoor bar. Sitting together were two women sunning topless. This was not shocking or out of the ordinary as they were used to topless beaches from their vacations to South Beach and for that matter, the men in thongs were not unusual for the same reason. Both of them thought that this was a very hip resort and looked forward to their stay.

While sipping mimosas in the bar, a man approached the couple and introduced himself as Keith Roberts one of the two brothers that owned the resort, he was quite proud of the work the brothers had done to restore the landmark resort and spared no detail in recounting the particulars of the restoration. After several rounds of cocktails for the couple and an earful of Embassy lore, a resort host approached the couple and informed them that their suite was ready and that their bags were already sent up and handed Mike the access card for the suite. They thanked Mr. Roberts for his hospitality and his wonderful work he and his brother have accomplished. In the elevator up to the eleventh floor, Mike commented on how very nice, friendly and articulate Keith Roberts had been.

Maria turned to him and being that it was only the two of them in the elevator Maria felt free to state matter-of-factly “you are quite aware he is 100% gay!”

Mike questions how his wife could possibly arrive at such a seemingly absurd conclusion about the man they had just spent the forty-five minutes with.

Maria explained that she just knew and stated: “mark my words, I’ve worked as a bartender for my father long enough to know gay when I see it, he is gay and before the weekend is over you will know it too!”

The suite was luxurious, there was a large outer room with full bar, small kitchen, large screen flat TV, bathroom, and a large open balcony overlooking the boardwalk and beach with the blue Atlantic beyond that. It was breathtaking. The bedroom was amazing, private bath, mini bar, flat screen, a separate balcony again overlooking the Atlantic. The bed appeared to be bigger than a California king, it was enormous. Above the bed was a ceiling mirror the same size of the bed and behind the headboard was another full-length mirror. “WOW” was all either could say. They were in awe of the splendor of the suite.

All Mike could say half joking was “wonder what the honeymoon suite looks like?”

They both laughed and collapsed onto the bed. Lying there on the bed the two relaxed and were enjoying the midday buzz from the mimosas Maria mused out loud “I wonder if they will let me sunbathe and swim nude?” Neither of them was strangers to public nudity. In their freshman year, Maria had coerced Mike to go with her to Gunnison Beach a nude beach on the northern tip of Sandy Hook a part of the Gateway National Recreation Area. Initially hesitant but with Maria’s subtle powers of persuasion they went. Mike actually immediately enjoyed the nude beach mostly because he enjoyed the fact that his then girlfriend drew the attention of both men and women at the beach and Maria had no problem flaunting herself. This turned Mike on immensely and after several visits, it became routine that Maria would flirt at the beach with both sexes. They played a game called “cock watching” as men walked by they would both discuss the pros and cons of men’s cocks it was quite a turn on for both of them to openly discuss others cocks on the beach. This eventually led to rating cocks and the game included the rule that if the cock was rated at over a seven then the cock was doable. The game developed into Mike having to rate other women’s pussies and whether they were doable and then further developed into Mike asking Maria to rate a woman’s pussy and if she would make love to her. Manipulated by Maria, Mike had to rate men’s cocks and if above seven it meant he would have sex with the guy. Mike enjoyed the game because it was only a game, however; Maria was not so sure that somewhere down the road it would remain a game. The sexual tension would build up inside of them all day long and when they left the beach they could not wait to get back to their apartment and literally for lack of a better term “fuck like rabbits.” This eventually expanded to pillow talk between them about certain persons at the beach she had flirted with and cocks and pussies they had rated. In the throes of passion, they would tell each other wild stories of straight, lesbian and gay sex with strangers from the beach. It had all been pillow talk but it made for wild and intense sex and a seed had been planted.

Just the mere thought of his beautiful wife nude in public again began to make his cock stir. The only sound possible from him was “Hummmmmm.” He turned on his side and faced his wife and moved his hand deftly between his wife’s legs and quickly was massaging her pussy. He knew the effect this was having on his bride as she immediately began to move her hips in response. Mike needed no more encouragement than that, he expertly unbuttoned and in zipped his wife’s shorts and slipped his hand inside inching toward her pussy. She was gyrating more deliberately now, he was pleasantly surprised at how wet her smooth hairless pussy was already. Maria had unbuttoned her blouse and was massaging and pinching at her now completely erect nipples.

“Go down on me baby! Go down on me now” were the cries from Maria.

Mike jumped from the bed and instantly removed her shorts and soaking thong somehow managing to strip himself too. His head took the usual position between his wife’s legs and began the ritual of going down on his wife. Mike took great pride in his ability to give his wife oral pleasure, he enjoyed seeing his wife thrust her pussy back and forth, up and down on his extended tongue. Most times he did not even care whether he reached orgasm or not when his wife got this excited that was all he could focus on.

In no time Maria was in a soaking wet pussy frenzy, her hips and pussy were now moving so fast and in all directions that all Mike could do was extend his tongue and let his wife masturbate herself on his face. Mike’s cock was fully erect grinding between his body and the bed sheets. He had to really try to not cum right then and there.

In an instant Maria screamed “Fuck Me, I need cock now! Fuck me!”

She roughly and deliberately flipped Mike on his back and within an instant her gushing wet pussy was impaled on Mike’s rock hard cock. Immediately Mike’s hands went to grab her breasts and pinch her completely erect nipples. The two were facing each other, Maria on top and in complete control of her husband. Her hips and pussy were working like a machine on overdrive. This was not the passionate love making Mike was expecting this was raw fucking, animalistic out of control fucking!

“Fuck me” was all that Maria could scream while driving her hips and cunt harder and deeper onto Mike’s throbbing cock. She was sweating from every pore moving her pussy faster than Mike had ever felt. His orgasm was building. There was no end to the machine like thrusts of Maria’s hips and pussy. Again the cry from Maria “Fuck Me, Fuck Me, Fuck me now or I will find a cock that can!”

That was too much; he could not stop his cock from exploding into his wife. Maria was somehow able to time her pussy thrusts with Mike ejaculations. She was milking every ounce of cum out of every squirt from her husband. Her pussy was filled to the point of overflowing with Mike’s hot cum.

When the bucking and gyrating finally subsided Maria just propped herself up with her arms against Mike’s chest and a satisfied smirk on her face. In time Mike’s cock soften and dropped out of Maria’s drenched pussy, with that she began to inch her body up over mike’s chest until her glistening pussy was directly above Mike’s mouth.

“You know what mama wants right baby?” Maria repeated several times and at the same time slightly wiggling her hips causing a few drops of hot cum to drip onto Mike’s lips, Mike was no stranger to cleaning his cum from his wife’s pussy, he rather enjoyed it but there was something different here. In the past, she would be on her back and he would be between her legs but now this time there was a change. Maria was in complete control it was clear Mike had no say on how this creampie eating session was going to play out. Her hands were grasping the headboard and she lowered her dripping cunt onto her helpless husband’s face. The slow methodical assault of Mike’s mouth didn’t last long. The same animalistic thrust and gyrations were quickly overpowering his mouth. The cum just kept flowing out of her pussy and he was having a difficult time getting it from his mouth and down his throat. She was now literally fucking his face with her pussy. It did not matter at all whether he could breathe or swallow his cum fast enough. She was approaching another massive orgasm.

While screaming “Eat me, eat me, eat me you bitch” she took long powerful face slamming pussy thrusts.

Her pussy exploded like a volcano her whole body was shaking uncontrollably and again Mike struggled to keep up with the amount of pussy juice dumping from the pussy plastered on his face. It took a couple of minutes for her pussy to stop dumping cum juices into her husband’s mouth but after she caught her breath and dragged her pussy across his mouth to clean the last remnants of her orgasm she hopped up and off him and headed to the bathroom.

She told him “I’m going to take a shower and then we can head to the pool for some sun and a swim and oh, by the way, do not jerk off while I’m showering I’m going to want more cock later.” The bathroom door shut.

Listening to the shower run and his wife gently sing he lay there and wondered what had just happened. He was certainly not new to cleaning his cum from Maria’s pussy or kinky animalistic sex or bringing his wife to orgasm orally but yet somehow this was different when he thought on this he realized that there had been a complete power exchange. He had not been in control at all. He reasoned that this was not a bad thing, in fact, the occasional role reversal could be quite exciting. Yes, this could be good but the other thing she had twice called him a bitch, what was that all about? How did this fit into the role reversal game? What did it mean was he to be her bitch in these reversal fuck sessions? His musings were interrupted by his wife, now out of the shower and instructing him to stop daydreaming hurry up and shower so they could get to the pool for some sun and more cocktails.

Maria was dressed in a stunning white thong and a top that left nothing to the imagination. It didn’t matter much though the top would be off as soon as they sat at the pool. Once out of the shower Mike grabbed a pair of board shorts from his suitcase and started to pull them up.

Maria exclaimed “Oh no no no you are not wearing them down to the pool. This place is very chic and you can’t embarrass me with that getup. Put on one of your thongs and let’s go she commanded.”

He protested that he did not pack a thong. The answer was quick “Then here wear one of my thongs.” Now Mike absolutely refused claiming he could not fit everything into a woman’s thong. The mistake had been made and Maria capitalized on it. “Fine, you can’t fit your cock into a thong then here take these.” It was the bottom of a bikini set. It was a bright pink metallic bottom with string ties on the sides. “You’ll fit everything into this wear a t-shirt over it if you’re that big of a baby!” “All the guys there are in thongs and bikinis no one will notice at all now come on let’s go. It’s not like you haven’t worn my panties before” she stated.

He was defeated there was no arguing with her. He reasoned it would not be that bad a long shirt would cover it so it will be fine. So he donned the pink bikini bottoms with the cute string side ties. “See you look very cute, there not that bad your cock fits and no one will notice.” Maria stated.

He grabbed an oversized button down shirt and flip flops. The oversized shirt barely covered the pink bikini and certainly wouldn’t when he sat or lay down. Maria just shook her head laughed and suggested that he try to get rid of the growing hard-on inside the pretty bikini bottoms before they got to the pool.

The couple made it to the pool area and Mike quickly grabbed two lounge chairs, spread their towels and they laid down. Maria had been right all the men were either in thongs or skimpy bikinis and the women were all topless so he felt somewhat at ease. Maria begged him to go in the pool with her but Mike was not ready to peel off the oversized shirt just yet.

“Fine” Maria chortled “well then order us two cocktails I’ll be out shortly.” With that she removed her top and dove into the pool. A pool boy in tight white tennis shirt and matching top soon arrived and took his order.

Maria immediately became the center of attention from all the women in the pool and one man in particular. They were talking and laughing and in general just having a good time. He was older than Maria and was handsome and well built. Something stirred inside Mike but he could not place his finger on just what it was. He was not jealous of his wife’s new male friend nor did he feel threatened. He had seen his wife be very friendly with other men before after all that’s part of the way of doing business in the family restaurants. He convinced himself that the feelings he was having were feeling of pride in his wife. She could turn heads and make friends, especially male friends, almost anywhere. She was his wife and it was the others that were jealous of him for being attached to such a beautiful woman.

It must have been the hot sun he thought but his bloody mary had already gone to his head so rather than let Maria’s go to waste as it seemed she was not coming out of the pool anytime soon he started on his second. The sun was excessively hot out on the pool deck and probably the alcohol induced courage brought Mike to remove the oversize shirt and lay back on his lounge chair. So there he was in all his girly glory stretched on his lounge chair in his wife’s pink bikini bathing suit bottom. If you looked at him from the waist down you swear it was the body of a girl.

Mike was startled to hear “Hi honey, glad to see you took off the shirt.” Maria was standing there with her new friend beside her. He sat up immediately and was quite embarrassed. “This is Mark honey, Keith’s older brother.” she introduced. Mike saw the man close up for the first time, his body features were much more defined than he thought. One thing stood out immediately to Mike and that was unless this man was semi hard under his bathing suit it was clear he had a huge cock. Mike wasn’t sure why that was the first thing he noticed or why he had stared directly at his crotch for just longer than he should have.

“Here honey come sit at the big boy table with us” Maria requested “I got you a fresh drink; I switched you from the bloody marys to a pink squirrel to match my bikini bottoms you are wearing.” This was clearly embarrassing to Mike; he could not understand why his wife was treating him this way. He was starting to feel small and very insecure and very ashamed of himself for being out in public in his wife’s bikini bottoms and especially in front of what was clearly a man’s man who would never be caught dead in woman’s clothing. He also sensed that Mark knew this about him and was enjoying his suffering.

He rose to join them at the table but was stopped by his wife. “Honey please turn like a model so we can see how really good you look in my bottoms” Maria directed. Mike hesitated and began to protest but Maria cut him off “come on don’t be a baby you walked through the whole lobby with those pretty pink bottoms on and it’s not like you haven’t worn my things in public before.”

This was now getting very embarrassing for Mike. Yes, he had worn Maria’s panties and stockings before but that was under his work clothes and not on display for the entire world to see and now she had told a complete stranger about something that was very intimate and personal to them. He could not understand why his wife was acting this way. Maria could see that he was still hesitating so she grabbed his hand a slowly twirled him around like a ballerina. “See was that so hard and you look amazing in those bottoms, nice tight buns, great legs beautiful shape,” Maria said with such an intonation that it was both a compliment and a statement of disgust at the same time. “Doesn’t he Mark?” Maria chided.

“Well, Maria your husband is lucky he is one of that kind of men where woman’s clothes look just as good on him as the women they were made for” Mark replied with a smirk on his face. “I’m sure with the top on he would look just like a teenage girl from the neck down” he continued “and you must know how sexy women feel in soft satiny things.” “Oh he knows, believe me, Mark judging by the instant hardon he got when he first put them on, we actually had to wait several minutes before we could leave our suite” Maria laughed as she patted Marks’ arm.

Mike was really embarrassed now how could his wife have embarrassed and humiliated him like this. Maria could sense it and decided to ease up for the moment on her husband.

“Oh come on now honey we are just teasing you. Come sit down and have your drink with us” she instructed. For his part, Mike was all too eager to sit down and avoid being the center of attention for everyone in the pool area.

After several minutes of small talk, Maria could see that her husband was still extremely uneasy about sitting at the table in his bright metallic pink girl’s bottom next to a man that quite literally any woman would want. Maria began “Mike honey we meant only the kindest of compliments, you really do look sexy in those bottoms really! Guy or girl, you look great! I really mean it! Look at all the other guys here at the pool in thongs and bikinis and you really do look hotter than any of them! Right Mark?” Mark nodded in agreement and said” I think I have a way we can settle this. Tonight is the Queen of Paradise contest.”

“What’s that” Maria questioned excitedly.

“Every year we have a drag contest when men dress as women and the most beautiful one is given the title Queen of Paradise,” Mark explained.

“Oh that would be perfect for Mike don’t you think Mark?” Maria exclaimed.

Mark replied “I would not suggest it if I did not think he could win.”

“No way, there is no way on God’s green earth that I am gonna dress up like a woman for a contest NO WAY!” Mike protested.

“Oh come on honey what’s the harm.” Maria said, “And after all, you did it for our sorority party in college and that was fun.”

Mike replied “That was done as a joke,”

Mark interrupted “Oh this is no joke Mike there is a $5000.00 dollar prize for the winner among other benefits.”

“That settles it, Mike, we are winning that prize! Don’t look at it as an embarrassment look at it as your opportunity to prove that you are clever enough to win $5000.00” Maria declared. Mike was still shaking his head in disapproval.

Mark suggested then he just tries, he had a Broadway makeup artist staying at the hotel for the weekend that he was sure would help. “Let her work on you for a little bit and if you don’t like the results then you don’t compete,” Mark said. “See honey, that’s how you can do it, just try and if we don’t like the results we don’t enter and it is $5000.00” Maria finished. Possibly it had been the unusually strong alcohol drinks that he had been consuming or the pleading in his wife’s eyes but reluctantly agreed with the caveat that if he did not think it looked good he would not enter. Maria agreed but added that since it was the three of them involved in the endeavor that the three would judge.

Mike started to protest when Mark interrupted with “Let me call Miss Stephanie now and get this transformation started.” Mark was off the phone shortly and stated Miss Stephanie was up for the challenge and staked her professional reputation on the fact that we will not be able to recognize you when she is finished. She is waiting for you upstairs in suite 1023 and no need to change into anything she has everything she needs. “But Maria what about you I don’t want to leave you alone.” Mike protested.

Mark jumped in with “OH, She is in good hands I will show her around the shops and boardwalk and possibly get a bite to eat after that.”

Maria smiled and put her arm around Mark and explained “See honey I am in very good hands. Now hurry along I am dying to see how you look all made up.”

Mike didn’t like the sound of that but got up from the table and headed towards the pool area exit and the elevators. The last thing he heard before leaving the pool was Mark order a bottle of Champagne for their table.

A few seconds after the knock the door to room 1023 swung open. Standing there in from of Mike was a beautiful brunet woman with perfect breasts, beautiful lips, tight fitting mini dress and a certain something he couldn’t quite place. “Well, well, well you must be Mike. Don’t just stand there come and let’s see what we have to work with.”

With that, Mike cautiously walked into the suite and glanced around. Miss Stephanie must have sensed his nervousness and took control of the situation. She instructed Mike to take off the shirt, which he immediately did and Miss Stephanie slowly walked around him as if inspecting a piece of art for purchase.

“I can do it!” she proclaimed “Absolutely! No one will recognize you.” “Come sit down” she directed Mike to a table near the balcony and went to the mini bar and took out a bottle of champagne. The two sat and sipped champagne as Miss Stephanie outlined the transformation process. After several glasses of the bubbly, Miss Stephanie stated it was time to begin. “First we must get rid of all the hair on your body” she stated and led him to the master suite bathroom. “Take off those pretty bikini bottoms” she directed as she reached for a bottle of Nair.

Michael was familiar with removing pubic hair as both he and Maria preferred the smooth look and feel of hair free genitalia however he had never fully removed all body hair.

The shower took about fifteen minutes. As soon as Michael stepped out of the shower he could feel the difference on his totally hairless body. It was strangely exquisite and somehow gave rise to a sexual twinge deep inside. He naturally had very little body hair but now the touch of the towel to his arms and legs excited him. “Was this what a female always felt?” he thought to himself. There was a pink silk cover up put out for him that he eagerly slipped on. The feel of silk against his now smooth body was an immediate turn on even though the wrap only reached his mid-thigh. Miss Stephanie entered the bathroom, stared at the now smooth and hairless body and said: “let’s have a look.”

She walked over to him and undid the front of the wrap. Michael’s embarrassment and excitement mixed with the new physical sensations he was feeling were impossible to conceal and his five-inch cock was now clearly semi erect. Miss Stephanie stepped behind him and reached under his wrap and ran her fingers from the back of his scrotum to his asshole.

“Good, very smooth, you must have done this before.” She smirked. She returned to the front of his body. His cock was now fully erect. Miss Stephanie now had a devilish grin on her face.

Mike’s face was beet red. “It’s very helpful that you have fine feminine body hair, it makes removal so much easier.” She explained. With that, she reached out and grabbed his erect penis with one hand and with the other began to feel for any hair around his balls, base of his penis and around the top of his penis. “Great!” she said. “Excellent job!” During the examination, she had been moving his erect penis from one side to the other as a doctor would during and examination. This was getting to be too much for the hairless silk clad man.

There was now pre-cum leaking from his cock. This fact did not go unnoticed by Miss Stephanie. She moved her thumb slowly back and forth over the head of the leaking cock while she cupped his balls in her free hand. Mike began to quiver a little bit helpless to control his leaking cock. Gently dropping to her knees Miss Stephanie aligned her mouth with the dripping cock. First there came a slow lick over the bulging cock head to clean the pre-cum.

“We’ll need to take care of this before we can continue” she stated matter-of-factly. She proceeded to gently kiss the head of the still leaking cock and then in one move she engulfed the entirety of his smooth cock. She was clearly an experienced cock sucker. The look of pure ecstasy on Mike’s face as she was able to swallow his entire cock and use her tongue to lick his balls at the same time was driving him to the point of no return. Mental guilt gave way to physical uncontrollability and He began to ejaculate what seemed to him to be endless ropes of cum down the gorgeous woman’s throat. It seemed like forever before Miss Stephanie slowly rose to her feet. With a devilish smile, she moved her lips to his. It was a long sensuous kiss that began with cum from Miss Stephanie’s mouth and tongue being forced into Mike’s mouth. This continued for several minutes until there was no more semen to go back and forth. As quickly as it began it was over.

“Ok, with that out of the way we need to get started here baby doll. I’m going to turn you into a woman that even your wife won’t recognize!” Miss Stephanie declared.

Miss Stephanie put rollers in Michael’s hair and led him to a salon-style hair dryer. While his hair was drying she applied glue on nails to his fingers and painted them a very feminine glossy pink color. The thought went through Michael’s mind that this was the second time in as many hours that he had tasted and swallowed his own cum.

With hair dry and nails done Miss Stephanie was now ready to move onto makeup. Michael kept looking at his female nails. How feminine they looked and how different his hands felt. He knew how delightful he felt when his wife would run her nails over his face, his body and especially his cock. He daydreamed about what his hands would feel if they were caressing the body parts of another. What would it be like to be in his wife’s place to gently stroke her husband’s cock and balls? His cock began to twitch again and he forced his wandering mind back to earth.

It took about forty-five minutes for Miss Stephanie to complete the makeup including eyebrow tweezing, fake lashes, eye liner, and foundation and lip liner. She then switched to styling his hair. Since Michael wore his hair at a girl’s length she decided not to use a wig. Miss Stephanie decided on the Antonia look for him. It would require the buildup of weight on both sides of the face created by the graduation of curls and a long fringe covering the forehead. That took another twenty minutes. With face, hair and nails done it was time to move onto the lingerie. Clearly, for the title of “Queen of Paradise,” it must be the sissiest of all pink that there was. Pink thigh high stockings, lacy pink garter belt, lacy pink push up bra, pink stiletto heels, pink thong covering the gaff and a choker to cover the Adam’s apple completed the basic transformation. Michael had not been allowed to look in a mirror while any of this had been progressing and now it was time for him to seen the preliminary results.

Miss Stephanie took him by his manicured hand and led him to a full-length mirror in the master suite. “On three open your eyes and behold Michelle.” Miss Stephanie instructed.

When he opened his eyes he was amazed, shocked and excited all at once. He didn’t recognize himself let alone worrying about whether his wife would. He was in love with the woman he saw in the mirror! How pretty she was. How absolutely feminine a reflection looked back on him. He had to look very hard to see anything that resembled Michael.

“Well?” Miss Stephanie questioned. “Do you like yourself as Michelle?” came next from her.

It took several moments for him to respond but when he did he could only shake his head yes and say “it’s unbelievable I love it.” Miss Stephanie stood behind him and adjusted his bra straps and push up inserts. She fiddled with his garter belt stays for his thigh highs making him more feminine than ever. His cock tried to grow but now he felt the restraint of the gaff and was relieved that his hardon would not spoil the moment. “Walking in heels will be very important in this competition” she explained so we better get started on that. It took a few seconds for the words to break through Michael’s complete mesmerization with his newly found feminine self but he did try to walk. Thankfully, Miss Stephanie was there to steady him. “Now Michelle, a girl must put one foot in front of the other and move their leading hip at the same time.” Miss Stephanie explained. “We want to show off our asses as well as our beautiful legs.” She further explained. After fifteen minutes Michelle was able to navigate the room completely on her own and with the confidence and dignity of any runway model.

“Now before you put on your evening dress there is one other part of the competition we must practice for” Miss Michelle stated and added, “It could get messy while practicing so that’s why you should practice it in your lingerie.” Miss Stephanie matter of fact stated “this is the deepthroat and blowjob competition. Part one is who can deep throat a dildo the furthest down their throat and part two is who can make a dildo ejaculate the quickest.” Michelle had a look on his face that said: “no I’m not doing this.” Reading this look Miss Stephanie took Michelle back over to the mirror and stated in an authoritative but gentle voice “You are Michelle, not Michael. While Michael might not suck cock Michelle loves too. She wants to be the best girl she can. She wants to be crowned Queen. She wants to win five thousand dollars. Isn’t that right Michelle?” “Think of yourself as an actor playing a part it’s just that simple.” she emphasizes. Looking in the mirror Michael slowly came to see the difference between Michael and Michelle.

Miss Stephanie went through all the tips and tricks of how to deep throat a cock. It was explained that lubrication is key in both deep throat and blowjobs. Michelle practiced on her deep throat skills first. Getting used to the artificial cock pushing up against his gag reflex point took some getting used to. With a little bit of practice and patience, Michelle was soon deep throating the biggest of the dildos Miss Stephanie had. With deep throating mastered Michelle was eager to move on to blowjobs.

This was an entirely different set of skill she began to realize. Lubrication was important, yes, but Miss Stephanie explained that other skills such as tongue movement, hand stroking along with his newly acquired deep throating skills would all have to be used in unison to make the mechanical penis she would be using spew artificial cum down her throat. The rules state that she must swallow all of the cum when the penis beings to ejaculate. Michelle would be disqualified if she choked, gagged or spilled a drop of cum.

Luckily Miss Stephanie had a machine very similar to the one that would be used in the evening’s competition in her suite. Michelle was amazed when she saw what Miss Stephanie brought out. It actually looked like a portable glory hole. There was a board with a hole cut in it and what looked like a limp cock protruding through. Miss Stephanie explained that to bring this device to orgasm would take two steps.

First, she explained, was for him to get the cock hard. This was best accomplished by spitting, sucking and licking the phallus and balls while at the same time stroking. The machine would gauge all of these actions at once and if done properly the cock would gradually come to full erection. It was at this point step two came into play. Sucking was now most important and that needed to have deep throating mixed in. When the electronics sensed that correct sucking, stroking and lubrication had been present at the same time for a certain length of time the machine would trigger an orgasm without warning.

Miss Stephanie explained to him that when this happens you must have the cock all the way down your throat otherwise you will choke, gag or spill the cum. Miss Stephanie filled the machines cum chamber with a homemade recipe of egg whites, flour, and milk and salt that looked, felt and sort of tasted like real cum. Miss Stephanie demonstrated its use for Michelle. She watched as Miss Stephanie demonstrated the techniques for stage one and stage two exactly as she had just explained. It took Miss Stephanie about two and a half before Michelle saw her quickly stuff the entirety of the mechanical penis down her throat. Michelle could tell the machine was ejaculating and Miss Stephanie was swallowing cum as fast as she could. When the machine stopped pumping cum down her throat she slowly eased the cock out of her mouth. She looked up at Michelle and with a big smile said “Now that’s how you give a world class blowjob!” Michelle had been watching Miss Stephanie. He was amazed and deep down a little envious of how easily his tutor had worked the cock to the point of orgasm. The panty clad man was eager to test his skills and wanted very much to match or beat the time of the blowjob she had just witnessed.

Miss Stephanie reset the cock sensors and cum release mechanism as well as the stopwatch function. “Well Michelle are you ready to become a blowjob queen” Miss Stephanie said with a sinister smile. Michelle was mentally convincing himself that this was just a role he was playing. He really was not a sissy cock sucking faggot bitch boy. It was just a roll and once crowned Queen of Paradise and five thousand dollars in his pocket that would be the end of it.

As he approached the limp artificial cock dangling through the hole all of Miss Stephanie’s instructions and tips were racing through his head. He dropped to his knees, licked his lips and reached for the flaccid cock. It was now time to go into a full acting mode. If he were to win this he was going to be the best cock sucking slut he could be.

He wrapped his pink nails and hand around the base of the penis and gently started to kiss the bulbous head of the machine cock. It was so real so lifelike. It really was hard not think of this as a real life cock. Kisses turned to licks and his hand began to slowly stroke up and down the base of the lifeless cock. Michelle then moved to lick the cock just as one would lick a popsicle. To her amazement, the cock showed the slightest amount of stiffening. He was doing it he thought. This was great and only served to encourage more of the same licking kissing and stroking of the hardening cock in front of her.

More spit he thought, a harder grip and faster stroke maybe. He began to slap the cock against his mouth and cheek. This greatly increased the speed at which the cock was hardening. With a couple of quick deep throat moves the machine indicated that the cock was now at full erection and ready for stage two. Michelle was really into it now. He had brought the cock to full erection and if all continued as planned he would soon bring the machine cock to orgasm.

Now was deep throat and stroking time to finish the job off. Several things went through Michelle’s mind. Keep the cock lubricated. This he could do on each deep throat dive. Time the stroking to his backing out of the deep throat. Keep a keen sense of when the orgasm might begin and remember to then deep throat completely and let the cum shoot down his throat and not accumulate in his mouth.

He was now enjoying the challenge. He was into sucking this cock off to completion. He keeps repeating the same move suck deep be prepared for cum explosion and lubricate on the way down and stroke on the way up. He was in a frenzy now, the movement was automatic, the time was soon approaching he, though. On a down stroke of a deep throat move, he felt the slightest tightening of the base of the life like penis. This was it he thought. Now is the time. He took a deep breath and held his mouth and lips to the base of the cock and the head was down his throat past his gag point.

Then it came. The first gush of the artificial seamen exploded down his It seemed like the squirt would never end. He swallowed as fast as he could and managed to get it all down. He needed to breathe but didn’t know when the next squirt would start. He dares not open his mouth for fear of the next load starting and somehow escaping from his mouth. He quickly took a breath through his nose and was only able to get half a breath before the second ejaculation started. His mouth and lips were firmly up against the base of the machine penis and he was again swallowing as quickly as he could. Load number two was in his stomach and nothing spilled. He was struggling not to cough. He did notice that just like his ejaculations the first was the longest and most powerful and each subsequent squirt diminished in power and intensity. With this in mind, he believed the hardest part was over. And so it was, after the second explosion, he was able to time his breathing in-between the pumping loads. The rest was now easy. In total, there were five loads that were pumped down this throat, nothing spilled but one small gag reflex hat he was able to recover from. When the machine was done it started to go limp in his grasp. He knelt there for a minute or so to catch his breath.

“Well, well, well, either you are a natural born cock sucker Michelle or you deserve an academy award for that performance!” Miss Stephanie exclaimed. “Are we ready for the results?” she continued. Michelle, now having caught his breath, licked his lips and stood up slowly. He adjusted his stocking and garter and re-positioned his bra inserts and said: “yes let’s see the time.” Miss Stephanie slowly turned the stop watch around. The time revealed five minutes and twenty-three seconds. Michelle had a look of disappointment on his face. Although he had lost track of time while sucking the cock machine he did think he had brought the cock to orgasm in a lot less time.

Miss Stephanie sensed the first timer’s disappointment and tried to comfort him by stressing the positive. “This is a very very good time for a first attempt, I am very proud of you. You didn’t spill a drop. You should be very proud of yourself.” She comforted.

“What did I do wrong?” Michelle questioned.

“Oh, my sweet baby doll you did nothing wrong, nothing at all.” She offered. “Have you ever given a blowjob before?” she asked.

“No, of course not!” Michelle answered.

“Well, I assume you wife has given you a blow job. How long did it take her to make you come the first time?” Miss Stephanie queried.

“That’s not fair!” Michelle protested.

“Oh, why not?” came the tutor’s reply.

“Because I was so excited I came as soon as Maria’s lips touched my cock” he meekly replied.

Miss Stephanie howled with laughter. “Oh, my sweet Michelle, lovely you are.” Miss Stephanie replied. She tried to comfort Michelle by explaining that most girls have been giving boys blowjobs since they were twelve of thirteen years old. They have had years of practice and it becomes second nature for us. He was admonished not to judge himself too harshly at his first attempt at a blowjob.

“But how can I do better on this machine?” he pleaded.

She explained to him that he had done excellent on the second part of the blowjob and that it had only taken fifty-five seconds from the point he had the cock fully erect to the semen ejaculations began assaulting his throat. This she told him was an excellent time and needed a little improvement. In the first part that is getting the cock hard, you didn’t seem to have a game plan in place Miss Michelle suggested to him. All of the correct techniques were used but not always at the right time and not always in conjunction with other techniques she explained.

Miss Stephanie then suggested to him to try over and concentrate on getting the cock hard. “The more you practice that the better you time will be.” she stated. “let’s try this, let’s do this over again and instead of worrying about your time try and focus on the cock. Pretend it is a real cock and all you want to do is pleasure the man whose cock is in your mouth.” Miss Stephanie proposed. “Forget it is a machine, picture in your mind a delicious real man’s cock who you want to make explode in your mouth.” She continued.

With renewed confidence, Michelle reset the blowjob machine and checked that the cum reservoir was full. He reset the timer and set to the task of making the cock explode in his mouth in less than two and minutes. It took four more tries and about 45 minutes; but with simple coaching and encouragement from Miss Stephanie it was done! The timer read two minutes and twenty-two second when the erect cock started pumping the artificial cum down Michelle’s throat. The two girls hugged and high fived each other for a minute or two before Miss Stephanie excused herself and went into the bathroom. Miss Stephanie sent a two word text, “ten minutes.” She could still hear Michelle’s cries of jubilation as she quietly slipped out of mini dress and removed her panties. She stuck her head from the bathroom door and again congratulated him on his being such a quick study of the art of cock sucking. “But are you ready for a real test of your skills?” she asked.

Michelle thought to himself and concluded that he could handle any adjustments she could make to the machine. She could make it harder for the cock to get erect or adjust the timing for the cock to ejaculate him mused. He was confident that he could handle any changes or adjustments she could possible make. With a very confident voice he called Miss Stephanie, “Bring it on.”

THE END OF CHAPTER ONE