I Never Planned on Mandy


by Tabitha

Chapter 3

After Brian's attitude following his first real date with Kyle, Louise was rather taken aback to not only find him looking through her closet two days later, but to see that he had lain three outfits on her bed and was critically evaluating a fourth.

`What are you doing?' she asked, vaguely aware of the lack of sparkling wit in the rather inane question.

`I'm choosing an outfit for tonight,' her brother replied looking around at her. `Kyle is taking me to the Exhibition Center.' He added, `There's a production of Twelfth Night on by the local amateur dramatics society. I thought he might appreciate the irony.'

To be an older sister is to be a mass of contradictions. On one level, Louise loved her brother in the way that all siblings should; on the other, however, that love was tempered by having to live in close proximity to the rather annoying youth. Absence may make the heart grow fonder, but its opposite number sure as heck can make the heart grow fouler, particularly when it means you have to stand outside the bathroom for fifteen minutes waiting for them to finish flossing. Louise had felt a touch reprehensible for how she had behaved towards her younger brother (I, Louse, for you anagram fans). She had confided her sins to Andrew, the handsome young school counselor who listened to the students' darkest secrets and would one day go on to earn a fortune from pornographic fiction and blackmail.

He had expressed surprise that she could be the type to act in such a despicable manner, though he did attribute it to perhaps being the influence of Michelle, who was most certainly the type. Louise had been ready for more conflict with her brother, more attempts by him to bury Mandy in the trashcan of the past. What she was not ready for, however, was to see him standing by her bed trying to decide between a black velour catsuit and a lilac and blue checked skirt which he had matched with a blue top that had the words `Shopping Princess' spelt out across the front in diamante.

Discarding the latter, but gently laying the former to one side, Brian cast his eyes over the other two outfits on the bed. The first of these was an incredibly short slip dress in a deep purple; if he was planning to wear it, then he would have to pay especial attention to his choice of panties, as everyone he met would have at least a fifty percent chance of seeing them as the hem swished in even the most gentle of breezes.

The final outfit was a dress with a full skirt and puffed sleeves in a rather garish floral print on a bright yellow background. This latter piece of apparel made Louise realize that Brian had really searched through her clothing, as it had spent the two years since she purchased it in a heap at the back of the closet, common sense making her recognize how truly awful it was, but embarrassment making her unwilling to return it to the store. The only thing more incredible to Louise's eyes than her brother willingly cross-dressing was the idea that he might chose to do so in such a gown. Displaying a level of taste that his older sister had lacked at the time of purchase, Brian tossed the yellow gown aside, followed, after a quick comparison with the catsuit, by the short shift dress.

Brian held his selected outfit up in front of him. `Do you think it's me?' he asked. A slack-jawed nod came in confirmation. `I'll need your help getting ready.' he continued briskly. `Kyle will be picking me up at 7:35, so I'll need to be ready by 7:20 at the latest. Also I will need you to ensure that mom and dad are distracted, so that they don't notice how I look or how I am dressed.'

After a murmured `ok', Brian left his sister's room, some underwear in his hand and the catsuit over his arm. Brian felt ecstatic. So far he had been at the mercy of developments, its unwilling pawn at each new step. However, he had looked at the issue coolly and rationally and mapped out his plans. He had not seen Kyle on Friday, the day after the date, but this morning had telephoned the older youth and, using his Mandy voice chatted to his would be boyfriend for twenty minutes, finishing off the call with details about the play that night, and how he wanted to go and see it. After the play he would suggest a bite to eat at the nearby fast-food restaurant. Assuming a period of twenty-five minutes from ordering to completion of the meal, then he would be able to look at the time and insist that he had to rush home in case his parents called to make sure that he and Louise were home in time for their curfew.

At most, all he would have to endure would be a short kiss and cuddle, nothing worse. For his longer term plans, Brian intended for Mandy to date Kyle for two more weeks. An outing to the local zoo, another movie date, a trip to the mall together and dinner at a local restaurant would encompass the entire itinerary that he had planned for them. At the end of the restaurant meal (where Mandy would look a little tearful and introspect), he would explain to the older youth that it was not working out, and that after much soul searching he had realized that he was not attracted to males, and though Kyle was a wonderful man, and would always hold a special place in his affections, their relationship would not have a future. They would part as friends, everyone would feel sorry for Kyle, but he would move on, Mandy would be no more, and Brian could return to his carefully laid out plans for the future without an ugly scandal to spoil everything.

If Brian had been the sort to whistle, he would have whistled a happy tune as he worked through his carefully laid out plans in his head, but he was not, and so he put on a Mozart CD instead. It had not been easy for Brian to select a bra for that evening. The catsuit was sleeveless, in a halter neck style that left a small slit of flesh exposed just beneath the throat and wrapped around the neck to close with a small Velcro strip at the back. The back of the cat suit was also cut low, so that the top of the material lay just beneath his shoulder blades. A normal bra's straps would have been exposed quite obviously on each shoulder, so Brian had had to rummage through Louise's underwear drawer until he found a bra without any straps which he was later to learn was called up a push up bra. The back of this would lie only just below the back of the catsuit, but fortunately it was also black, so any unintended appearance of the undergarment should not be too obvious.

The panties he chose had to be changed twice (that is to say the selection had to change twice (he was not that excited about the coming date). The first pair he had selected fitted him quite fully, but, as Louise pointed out once he was dressed, the panties' line was very noticeable along his buttocks. The next pair he chose were similarly obvious as he walked with them on. When Louise showed him the scarlet thong panties he immediately rejected the idea. His natural distaste at anyone being able to detect his undergarments finally won through, however, and he agreed to try the minimalist garment when he was sure that a pair of pantyhose over the top would hold his genitals in place inside the skimpy red material.

Finally dressed, with a golden chain belt around his waist and a pair of strapped sandals on his feet, Brian looked across at Mandy in the mirror, his sister looking over his shoulder.

`How do I look?' he asked, a smile playing on his lips.

`Unbelievable.' exclaimed his sister. There was a drawn out pause, in which Brian noticed his sister looking at his reflection, then across at the wall, then down. Softly she said, `Look Brian. I know I acted unfair in getting you into this. You tried to blackmail me and I went and got my own back and then some."

But Brian turned and put a finger to his sister's lips. `It's ok, Louise,' he smiled, `We all do some nasty things in our time. If this Mandy thing works out, then it was to the good; if not, then as long as we can draw a veil over it, who has been hurt.' He gave her a warm smile, which she returned in kind. `Now go and distract mom and dad so that I can slip out.' Distracting Mr and Mrs Green was not exactly difficult. Their mother was busy on the telephone to her sister on the West Coast, arranging a suitable date for a visit. Their father was in front of the television set, watching a prerecorded baseball game, his mobile phone to his ear as he left messages on the voicemail of various colleagues and contacts who had left him voicemails earlier in the day. Both parents waved vague goodbyes to their son as he descended the stairs and told them that he was going over to a chess club friend's house, though their mother did add to make sure he was back by 10:45 pm and that Aunt Abbie sent her love. Neither noticed that the trouser legs that extended from their son's coat flared out in a boot cut style, and were made of velour, not that his face was made up and that the bag under his arm was just the right size to hold a wig and purse.

Louise watched her brother go out on his second date with a tingle in her stomach. Though she had teased him about sexual involvement with his `boyfriend' and had even left him to Kyle's tender mercies on that first night (though fortunately they had turned out to be tender) she felt apprehensive. With a start she realized that she had been worrying that Mandy might go too far without protection. My brother will not go and get himself pregnant she told herself. Amazed that she could allow herself to get so detached from reality, she looked at both of her parents, realized it was probably hereditary and shuddered. She had been planning on going over to see Michelle that night, but elected to stay in and study instead. Stashing his coat in the garden shed, Brian pulled on the wig and checked that it was straight in the small mirror he carried in his purse. It was a pleasant evening and his exposed shoulders and back did not feel cold. He waited just out of sight of the street, mentally patting himself on the back. Guilt had overtaken his sister. If he played it correctly, then he would not have to worry about her ever revealing Mandy's existence.

The wide smile with which he greeted Kyle a few minutes later was not due entirely to the anticipation of another date with the older youth. Kyle had borrowed Phil's red convertible. The top had a couple of rips in its cream material, but the evening was warm, and they left it down. As they drove along, the wind in their hair (Brian checking every couple of minutes to make sure that his wig wouldn't decide it liked being in the wind and blow away), they chatted about various things, from school to the play they were going to see, from television programs to a big football game that the school's team had against a local rival in a few weeks time; nothing of earth-shattering importance or deep philosophical meaning, just ideal chatter. By the time they reached the Exhibition Center where Twelfth Night was being performed, Brian had grown relaxed enough in his role to pay attention to his date's prattle about the approaching game and, with a wide fake yawn, say `Bored now!'

`Hey,' retorted Kyle in mock hurt, `It might not mean much to you, but the Mason City Jaypigeons are a tough team, and our main local rivals. They've got several players who will be trying out for the state team next year.'

Brian pretended to be interest in his fingernails (painted in a metallic dark blue). `A load of big sweaty men throwing themselves at each other. Why should that interest me?'

Kyle laughed loudly, and, bringing the car to a halt in a parking space, pulled Brian in close, kissing him wetly on the cheek and making the younger youth squeal. `Sorry, I forgot. You prefer chess.'

Brian pulled away, trying to look annoyed, but finding himself grinning too much to really pull it off. `Chess makes you use your head for thinking, rather than just as a battering ram.'

Kyle arched his eyebrows, then putting on a serious face, nodded sagely, `I see. So tell me, do you think I could give up football, learn chess and go pro at it?' he asked without levity.

Brian started to reply, to explain how intricate chess was, but paused almost as the respond formed on his lips. He looked at the serious face for a few seconds, then shoved Kyle roughly, but not unkindly, on the arm.

`Get out of here,' he chided the kidder as a smirk burst across his face. The air rang with their laughter for at least a minute though it felt longer, causing a few weary glances their way from the other patrons of the evening's show as they passed by. Fear and apprehension, decided Brian, are the result of a lack of knowledge and planning. The two teenagers were sat watching the machinations of fate and Sir Toby cast Malvolio into incarceration, apparently the victim of some madness. Whilst he had always enjoyed Shakespeare, Brian found his attention waning somewhat when the story moved away from Viola, towards the antics of the Lady Olivia's household. Perhaps, he thought to himself, I can identify more with the girl pretending to be a boy than I would normally. Nestled up against Kyle, his left arm crossing in front of his body and resting on the older boy's leg, he thought about how easy this evening was going.

When they had first sat down in their seats, Brian had felt less at ease than he cared to let his date know. His own remark about sweaty football players in the carpark, and the way he seemed to be relaxing into the role of Mandy (where most of the feminine behaviors were automatic, and the voice was becoming second nature to him) made him seriously wonder for a moment if he was gay or secretly wished to be a woman. These thoughts had made him less talkative as they waited for the play to commence and had distracted him from almost the entire first act. Brian had been carefully planning his choice of hobbies, after-school activities and acquaintances for several years.

He knew what he wanted to be, had studied the ideal scholastic background to achieve it, and had worked and planned hard to make sure that he succeeded in firstly gaining admittance to Princeton, and then into a top merchant bank. Brian had envisioned just about all of his future up to the age of thirty-five; in none of it was he either dressed as a woman or romantically involved with another male. Whilst no doubt homosexuals exist in merchant banking, he doubted they made it very far up the hierarchy, their kind tended to end up in West Coast discotheques rather than East Coast financial institutes.

The troubled youth found his fears mellowing as the second act got under way. He was not, he realized, either turning gay or into a woman. Looking back over the recent events he realized that he had felt most at ease in the entwine roles of Mandy and Kyle's girlfriend when he had had some control over events. Distress had occurred when he was alone in the room with the older youth, not knowing his intentions, or semi- naked in an alleyway. Now, he realized, that he had planned out the entire relationship to its close he could afford to relax. Providing that nothing came along to disrupt his plans, Mandy would soon cease to be, and Brian would be free to get on with his future. This happy thought in his head, Brian was able to turn his attention back to the play. As they left the production, Brian suggested a trip to the local branch of ______ (hey, if big business wants me to do product placement, they had better start waving checkbooks under my nose). Kyle agreed and they crossed the road to the neon-lit fast food restaurant. After a few minutes in a queue, followed by a selection of a number three meal for Brian and a number four meal for Kyle, itself followed by a query as to whether they wanted to supersize either of the meals (itself followed by a polite no from Kyle), they were able to pay for and collect their food and, finding a secluded table in the corner, sat down to eat.

`Do you think the store's top executives ever eat at these sites?' asked Kyle. Brian made a small noise and looked at his date quizzically. `It's just that I see all the pictures behind the counter' continued Kyle, pulling apart a piece of processed chicken in a dry coating, `and I watch the adverts on the television, and then I eat here and the food looks totally different.'

Brian listened in silence to this, and was similarly quiet whilst his date dipped the chicken nugget in some barbeque sauce and ate it. `I often envision,' went on Kyle, `all of the company's top executives sitting around a large oak boardroom table and these top French chefs bringing in platters of burgers and chicken nuggets and other comestibles that have been carefully prepared from the finest cuts of meat for the top guys to try.

Then when the execs have all agreed how wonderful the food is, some mid-ranking manager goes out, orders a load of cheap slop and arranges for a vaguely similar item to be made in batches of half a million to ship out to the stores. And all the while the top bosses wonder why the meals their places produce have such a bad reputation.'

Brian chewed over and digested this monologue whilst similarly chewing over and digesting his burger. Lowering his food and wiping his hands on a paper napkin, he reached out his right hand and rested it gently on Kyle's left wrist. `I'm glad you shared that with me,' he said softly, `And it is good that you give such issues so much thought. But please, will you do something for me.'

`Certainly,' came back the reply, `What?'

`Well it is just that obviously this is an issue you have considered deeply, and honestly believe that a girlfriend might be interested in. So for the sake of our relationship, please start wearing a helmet when you play football. You're obviously turning your brain to mush at the moment.'

Brian tried to keep a straight face as he told Kyle this, but the smile started cracking through before the final sentence, and as Kyle laughed at himself, Brian found himself reduced to an almost hysterical bout of giggles. Finally when he calmed down, he felt his checks glowing a deep pink. Kyle stroked a hand through Brian's wig, his hand coming around to cup the face in his palm. `You're special,' he told tenderly Brian.

The younger youth gazed back at Kyle for a moment, before quickly looking down at his plate. Pulling back, so that his face left Kyle's hand, he busied himself drinking some of his strawberry milkshake. After another three minutes had elapsed, both had finished their meals, but no further words had been spoken. Kyle felt a touch embarrassed by his date's reaction to his caress, but the younger teenager would not make eye contact. They walked to the car in silence as well, Kyle's hand around Brian's waist, the strong fingers stroking up and down the close fitting velour material.

The drive back was similarly quiet, a few vague comments from Kyle eliciting even quieter, vague responses from his date. Finally, the older youth pulled into one of the residential side streets.

`Look,' he asked, irritated, `something is obviously wrong with me saying that I think you are special, so what is it?'

Brian was silent for a moment. `I don't know.' he began. `I guess part of me doesn't know where I want to go from here.'

For a moment more a hush descended over the vehicle, then Kyle reached over and pulling Brian's face gently towards him and he kissed him long and hard on the lips. At first Brian tried to resist, but then he gave in and returned the kiss with equal passion. When their lips parted and they moved their heads back, Brian's mind was working at breakneck speed.

Kyle's simple statement in the burger joint had thrown him; he had carefully planned out the end of the relationship but had overlooked one vital factor, that being Kyle's feelings. It was one thing to dispassionately decide to end the inconvenient masquerade as Mandy, but quite another to toy with another person's feelings. Kyle had always been nice towards Brian, even refraining from taking advantage of his intoxicated state that first night, it would have been wrong to not think of his feelings as well.

Kyle was similarly locked in conflict with a number of desires. First and foremost, Kyle was a hot-blooded teenage boy; here he was sat in a car with what looked like a hot young girl dressed in a sexy catsuit that hugged her hips and framed her breasts. Not only that, but the girl was in fact male, his preferred gender. On the other hand, Kyle was a decent individual who not only recognized that Brian might not be entirely at ease yet as Mandy, but also respected his date enough not to try and force him to do anything that he might not wish to do. It was something that Louise had said on that first night that broke the deadlock and directed his actions.

According to Brian's older sister, Brian dearly wanted an intense encounter with another male, even going so far as to give his first blowjob; however, Brian felt apprehensive about embracing this desire and yearned for someone to dominate him. Taking Brian as closely as is possible in the front seat of a convertible, Kyle pulled their bodies together, kissing his date on the lips and on the neck, his right hand moving up and down Brian's back before alighting on the Velcro fastening at the collar. Pulling it open, he took hold of the front of the catsuit with his left hand and worked it down, so that it hung around the breast area before folding out along the metal belt at Brian's waist as Kyle's right hand went down and unzipped the back.

The breeze was fresh on Brian's torso and he felt his whole body stiffen in fear. Kyle was acting rougher than usual, and Brian knew that the older youth could easily overpower him. When Kyle's left hand started to run across his breastforms, then his stomach before descending into the ebony depths of the trouser part of the catsuit, Brian almost wet himself.

His own hands trapped against Kyle's body, Brian felt his date's fingers go under the pantyhose and play with the g-string of the thong before moving along to the top of the small triangle of material at the front. Two fingers explored under the satin undergarment and Brian felt the pressure as they pushed along his penis. Brian pulled away and pushed Kyle back so that the hand left his crotch.

They looked at each other for a moment, Kyle's brow creased in a small frown. `Unzip me.' he commanded Brian, pulling the younger teenager's right hand over his own crotch.

Scared of the look in his date's eyes, Brian complied. Guessing the next command, and not wishing to hear the hard edge in Kyle's voice again, he reached in and extracted the hardening penis from its bed. It would be a lie to say that Brian had never masturbated. In truth he had only done it a few times, feeling very guilty afterwards and also rather annoyed at the mess it created. Brian did not like mess. As his fingers moved up and down Kyle's shaft they trembled. He tried to concentrate on something else, tried submerging himself in the role of Mandy, but it was no good. Releasing the now very hard penis, he swung his body around, his hands coming up to his face as he buried it into the car door's lining, deep throaty sobs bursting out.

With the same momentum that Brian broke away, Kyle felt the spell break. He was angry, very angry at the way that his date seemed to go hot and cold on him. Brian needed to decide if he was going to be Mandy, or Brian or Shirley f---ing Temple. A hot temper clouded his vision but just as swiftly departed as he heard the crying from his date and looked over at the scared huddled form next to him.

Guilt and sorrow swept over Kyle and he pulled Brian to him, the latter at first resisting, but finally allowing himself to be pulled in close, Kyle hugging his date in close, his words a mixture of soothing sounds and apologies. Neither knew how long they sat like that, and it was only the flash of a car's headlights as it turned into the avenue that brought reality crashing back into their consciences. Kyle started helping Brian to pull up the catsuit, only stopping and leaving his date to continue unassisted when he noticed that his penis was still hanging limply out of his trousers, pre-cum hanging like thick strands of dew-covered cobwebs around the zipper. Embarrassed he pushed it back inside and closed the opening, wiping the stain with the back of his hand.

Brian was just resealing the Velcro strap when Kyle turned his attention back to him.

`I'm sorry,' said Kyle.

Brian looked down. `So am I.'

`It's just that your sister told me that you wanted to be dominated,' began Kyle, his words falling over each other, `She said that you were scared to be Mandy but that you wanted to go further and we were getting on so well and I don't know, I guess I just thought that. . '

Brian's finger on his lips silenced the apology. Kyle looked at the younger boy's face now streaked with makeup and felt the guilt well up inside him. He wanted to take Brian in his arms, and hug him and say he was sorry over and over again. But he knew Brian would not like that.

`My sister lied,' said Brian quietly, `I never wanted to be Mandy. Before that first night there never had been a Mandy.'

A hush fell back over the vehicle as Kyle took in this information in. Finally he said, `I need a coffee.' Their home town was not exactly a twenty-four hour metropolis, but they managed to find a small diner that was still open when they reached it just before midnight, Brian's curfew long forgotten. Brian had wiped the smeared eyeliner and eyeshadow from his face, and before they entered attempted to apply a fresh coating from the small compact in his purse. The results were not terrible, but he still went to a small table some way from the other patrons of the diner whilst Kyle went and ordered the two coffees.

For the next three quarters of an hour, Brian related the events that had brought Mandy into being and led to the pair of them becoming a couple. Kyle listened in silence, frowning angrily when he heard about the pressure tactics of his two team mates, but relaxing as Brian, to his own surprise, defended them and explained that they had only been looking out for their friend. Brian even admitted that his own intention for that Thursday had hardly been noble, as he had planned on leaving Kyle to wait for a date who would never arrive.

After relating how he had planned on ending the relationship in two weeks, Brian said, `Tonight, when you said I was special, it made me realize that I had been unfair to you. I was, in effect, leading you on. I know I never wanted this relationship, but you were investing emotional feelings into what I had only perceived as an unexpected and unwelcome turn of events. I wondered whether I should be honest right away and tell you that we had no future tonight. And then, his voice started to quiver.

Kyle smiled grimly, `I then I go and spoil it all by saying something stupid like `undo my zipper.'

The atmosphere was heavy for a moment and they both alternated looking at each other with looking down and around. And then Brian found himself giggling. He never meant to, and certainly the situation didn't warrant it, but he could not stop himself giggling in Mandy's coy way. The humor must have been infectious, as it even brought a small smile to Kyle's lips. The sight of each other trying to suppress the laughter was too much, and they fed each other's mirth until they were both laughing loudly and drawing bemused looks from the other people in the diner.

When they had calmed down, they finished the second cups of coffee that they had ordered and headed back out of the door to the car. They did not speak as they drove the nine blocks to Brian's home, but as they parked just out of sight of the house, Kyle said, `So I guess this is the end of Mandy then.'

`I'm sorry,' said Brian, `We had fun together, and I did enjoy it, most of it, but I have such big plans for the future, I want more from my life than just a passing pleasure. I can't jeopardize my future. Besides, I was never really meant to be Mandy, it was just a rotten joke by my sister.'

Kyle started to say something, but Brian put up a hand to stop him.

`Goodbye, Kyle.' he said, kissing him gently on the cheek.

`Goodbye, Brian,' came Kyle's response, as Brian left the car.

`Goodbye Mandy,' added Kyle softly as he watched Brian work his way around the back of the house to sneak in quietly in case his parents were home.

Continued in Part 4 of I Never Planned on Mandy - Here Now!