Crossdressing Charlie Vol. 1: Episode 6 - The Tennis Uniform

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SUMMARY: Charlie may not have cross dressed in weeks due to the troubling conflicts in his life but now his overpowering desires and urges to dress up have resurfaced after being repressed deep down. And as a result they will make him take the biggest risk of all.

Since Charlie and Rachel’s day of sorrow three weeks ago, much has been altered in their lives. For a brief time they became closer than ever as they shared their feelings with each other. Emotions of pain, jealousy, hurt; anger and betrayal were common occurrences of feeling in their deep immersive conversations. Despite the fact that their mother felt alienated and that she was alone in the universe she still felt a glimmer of happiness in her heart as her children bonded again after so many years.

But they were blind to how their mother felt.

At school, Dave frequently tried to gain Rachel’s attention but she refused to listen to him. It infuriated him and he would often break out in a comical fit of rage on the schoolyard. One night he turned up at the house knocking on the front door like a psychotic maniac. Mary opened the door and ripped him out of it, ‘’Don’t you dare come to this house anymore you little prick!’’ she threatened. ‘’If I see your face on my doorstep again I’ll call the police!’’. Yes, Dave left and never came to the house again but that didn’t stop him from harassing Rachel. Every time she logged onto her Facebook account she would be bombarded with dozens of messages from him. It was if he was waiting for her. She had to delete him as a friend completely. Every so often she would receive texts pleading for her to take him back. Eventually all of this died down but every so often he would re-emerge from the shadows fiercer than ever.

As for Charlie he slowly drifted away from Julie. The Monday following their night out she greeted him outside the school as though everything was completely normal between them. ‘’Hi Charlie!’’ she beamed, taking him in for a tight side hug. He gave an awkward meek smile, daring to bring himself to look at her in the eye. He didn’t talk to her all day and eventually he stopped all together. Yet, when he received a text from her he couldn’t help but feel excited. He fell for this frequently before the broken shards of feelings for her were crushed when Julie’s best friend Rebecca confirmed that she didn’t have feelings for him. Ever.

All along she was just full on and flirty. It wasn’t her fault. It was just the kind of person that she was. But Charlie didn’t see that. For days it tortured his mind and pained his chest. He lay awake for hours into the night just thinking about her. He dwelled over his agonising emotions until he compressed it and pushed it away into the back of his head like a little rotten ball of terrible memories. He didn’t cry over her. He couldn’t do it. His feelings for her seemed to be replaced with numbness. For him this was much worse than feeling angst. The sensation of emptiness, hollowness and bareness made him think of himself as a shell. Every so often he would think of Julie. His heart would ache sadly yet slightly as if it were some long lost forgotten feeling. His eyes would burn and his forehead would gleam with sweat but he shook it away each time. And then after a few weeks he had completely forgotten the whole thing.

Or so he thought.

***

Kelly Ann Jennings, a sporty blonde haired girl stood in a group of similar looking girls in their tennis outfits. She was laughing, smiling and using her hands to talk in an overtly feminine manner. Her thick blonde hair was tied up in a ponytail and left hanging over her white sports visor hat which sat snugly around her head. She wore a white polo shirt which had a light navy outline around the rim of the collar and the sleeves. The short t-shirt sleeves were slightly puffed and the bodice hugged her chest fixedly. Over that she wore a cotton v-necked vest, coloured it navy with a white trim around the neckline and lower part of the sweater. Flowing freely around her hips was a pleated white skirt that lengthened half way down her thigh. She wore white knee-high tube socks which were tucked into a pair of matching tennis shoes with a navy streak around the sole lining.

Charlie couldn’t stop looking at Kelly’s uniform. He felt oddly attracted to it. Something he hadn’t felt in a long time since he last cross-dressed. Inside his head he scoffed to his conscious mind. He had almost forgotten that he had dressed up in his sister’s clothes just over a month ago. Thinking about it now made him feel slightly ashamed yet oddly alluring. He couldn’t help but say to himself, ‘’what on earth was I thinking?’’. It seemed so surreal, almost like a dream.

He stepped into the skirt and pulled it up, the polyester fabric gently stroking against his shins as he pulled it over his knees. The skirt slithered against his skin as he pulled it up over his thighs and adjusted it around his waist. He tucked the blouse in, carefully and neatly. He then zipped up the skirt, tightening the band around his waist. The sound of the zipper gave him chills.

A warm sensation engulfed his body as he looked at Kelly Ann’s skirt. His eyes glistened as if he were staring at a beautiful fireworks display. He couldn’t help but feel a little aroused.

‘’Charlie!’’ called a muffled voice.

He suddenly broke away from his piercing stare at Kelly Ann’s tennis uniform. He gasped, feeling startled and disorientated as If he were just pulled out from beneath the sea. He turned to see who was calling him. Sean, Joseph and Alan were looking at him strangely.

‘’What?’’ said Charlie, a tone of anger in his voice.

‘’You checking out Kelly Ann?’’ winked Sean.

‘’I dunno why you bother mate because you wouldn’t stand a chance,’’ stated Joseph.

‘’Screw you!’’ shot Charlie.

Charlie returned to the normal world once again as he ate his lunch with his friends on the wooden benches of the schoolyard. He wondered how long they were looking at him staring at Kelly Ann. He frequently disconnected himself from the rest of the world as he stared into his own but in recent times it was becoming more prominent. As far as his friends were concerned he was checking out Kelly Ann’s body, not her outfit.

Charlie looked over at Kelly again, this time paying attention to everything around him but she left her spot after a few minutes. He had a strange itchy on the inside of his thigh that wouldn’t go away. It was warm and irritable yet sensuous.

Alan, a large lump of boy who sat beside Joseph was staring at Charlie as if he had two heads. He had a look of innocent concern on his face as if he knew Charlie needed help with something.

He stepped into the legs and pull them up his shins, over his knees, stroking his thighs and up above his waist. It was a lovely feeling of softness and femininity as they hugged his legs comfortably yet tightly. It was heavenly.

No! He thought to himself. He quickly looked away and concentrated on his lunch. He swore to himself that he wouldn’t go down that path again; to try on clothing of the opposite gender. Not after last time when he was almost caught by his mother. He hadn’t thought about it for weeks because his mind was too busy on Julie and his problems at home. He thought that his desires were only a passing fancy but they were rising from the ashes of his problems once again.

He got up from his seat with his lunch. Alan’s eyes were still fixed on him.

‘’I’ll be back in a few minutes,’’ muttered Charlie.

He noticed Alan staring at him through the corner of his eyes. His fat plumped up face turned red and he immediately looked away. Charlie felt a little suspicious but he went back inside the school building walk to nowhere in particular. As he walked through the corridors he couldn’t help but stare at every girls rear-end.

The skirts, the skirts, the skirts, the skirts, the tights, the tights, the tights, the socks, the socks, the socks.

He could feel his skin beginning to boil as he turned his head away from an attractive girl. He suddenly felt incredibly seedy, looking upon other girls like some sort of a depraved pervert. But then he realised that he wasn’t perving on the girls. He was admiring their feminine clothes with great passion, need and lust.

Suddenly, somebody put their hand on his shoulder and turned him around to face them. It was Dave.

Fuck.

‘’Listen here Charlie,’’ he said in a low voice. ‘’Can we talk for a minute.’’

Dave looked terrible. His eyes were bloodshot, his clothes reeked of smoke and his overall appearance seemed slightly scruffy.

‘’Look — Dave if this is about my sister then forget -,’’

Dave hushed Charlie and pulled him into an empty classroom. The way Dave grabbed Charlie by the arm made him feel extremely uncomfortable.

‘’I need you to talk to Rachel for me,’’ he said calmly. ‘’Get her to come through to her senses. Tell her that I’m not a bad person!’’. He took a deep breath and twisted his neck. The cracks made Charlie wince. ‘’Look, I love your sister man and I’m pretty sure she still feels the same. If you could just convince her to call me for just five minutes it would mean the world to me.’’

His behaviour made Charlie feel uneasy. He had a crazed look in his eyes that would disturb any normal being. He was truly obsessed with Rachel.

‘’Look man, I don’t know what’s going on between you and my sister -,’’ lied Charlie, trying to seem oblivious to everything. ‘’- but it is none of my business and if you really want to talk to her then just wait and she’ll eventually come through and talk to you when the time is right.’’

Yeah right. She hates you.

‘’I’m done waiting!’’ said Dave, raising his voice. ‘’It nearly been a month and I haven’t talked to h-her.’’

His eyes began to water up and for a moment Charlie thought he was about to witness this so called man break down and cry. But he didn’t. He took several deep breaths and choked back the tears.

‘’I think it’s time you let her go then,’’ said Charlie. ‘’I mean, it’s over between you two. Get over it and move the hell on.’’

Dave looked at him as if he were about to kill him. His brow was arched, his eyes were aflame and his mouth was fixed to a raging frown. He waited to be punched but instead the file cabinet received one hard crashing blow from Dave’s fist. The noise echoed across the classroom. Dave looked at Charlie one last time before slamming the classroom door behind him.

Charlie gave a sigh of relief and clenched his chest, gasping for breath. He didn’t even notice that he held his breath for over twenty seconds. From what Rachel told him he knew that there was something off about Dave but he didn’t expect it to be this bad. He’s a lunatic!

Charlie sat through his third period biting his nails whilst his left leg shook nervously beneath the desk. The teacher’s voice was drained out of his mind as he stared into space, daydreaming beyond and into deep thought. His eye caught the leg of a girl sitting one seat ahead in the row next to him. He stared at her feet. She wore a pair of brown dubarry school shoes and her legs were encased in soft black tights. She curled her right foot on the ground and bit the tip of her pen as she concentrated deeply on what the teacher was saying. She jotted down notes frantically as if there was no tomorrow.

The itch on the inside of Charlie’s right thigh began to irritate again. Why is it doing that? He wondered. He scratched at it gently for a moment before he shook away his thoughts. What the hell is happening to me? He thought. For a moment he wondered if he had a fever because he was starting to feel stuffy and restricted inside his school uniform. He loosened his tie and exhaled a long deep breath.

‘’Am I boring you Mr. Smith?’’ asked the teacher.

Charlie suddenly noticed that everybody’s heads were turned and looking at him, including Julie.

‘’I uh — no — no um, please continue,’’ stammered Charlie.

A few people laughed whilst the teacher frowned at him with disapproval. She returned to teaching the class about the ancient Aztec gods through her projected presentation. Charlie sat and watched the slides, bored and restless. He really wanted to go home badly.

When four o’clock finally arrived Charlie and Rachel sat on the wall outside the school waiting for their mother to pick them up. On this particular day Mary finished early at the restaurant so she picked them up on the way home. This saved them just a mile walk but it was still nice after a long day of schoolwork.

As Charlie waited anxiously he looked around at the flood of students pouring out of the main entrance. His eye was suddenly caught by Kelly Ann Jennings once again. She was still dressed in the tennis uniform and it made Charlie’s insides gurgle with want.

I want it! I want it! I need that NOW!

Charlie shook off his urges and turned to Rachel.

‘’Hey how come you never joined the tennis club?’’ he asked in a conversing tone.

‘’Tennis?’’ laughed Rachel. ‘’You know I suck at sports Charlie. Why do you ask?’’

‘’Meh,’’ shrugged Charlie. ‘’Just wondering that’s all.’’

Later that evening, after dinner Charlie went upstairs to do his homework.

‘’Ugh, maths,’’ he muttered as he opened the book.

For the next two hours he sat at his desk in front of his window trying his best to work hard. But as always his best wasn’t enough. He completed his maths and moved onto the famous crowd pleaser History. He stared into this thick book reading and scanning each sentence but not actually taking in any information.

It was just creeping past 19:00.p.m when his mobile phone began to vibrate. It was the family ‘’spare phone’’ he had to use ever since he destroyed his last one. He unlocked the phone to see a message from Julie. His heart skipped a beat. He stared at the pixelated name for a moment, feeling half excited, half dread. He clicked into it and read.

Hi Charlie, I’m sorry to bother you. I understand that you are angry with me. I think I now know why. I’d rather discuss this with you in person and in private. Please text back.

He raised his eyebrow as he stared at the sentence ‘’I think I now know why’’. He reread the text several times before swallowing down his mixed feelings of hurt and pain. He didn’t know whether he should text back or not. Feelings of lust and affection were rapidly resurfacing within him and he didn’t like it one bit. He was just forgetting about her.

Does she truly understand? It bloody took her long enough! Thought Charlie.

In person and in private

He put the phone down and decided that he wasn’t going to text back. Why should he? After what she did to him that night he knew that he could never forgive her. He returned to his homework and tried to concentrate on learning something but the phone lay there, ready to be used and reply to texts at any time. He put a sheet over his phone to cover the temptation. He lost his muse for studying and began to think about something else. And that something else was the tennis uniform.

The short skirt, the pleats, the shin hugging cotton socks, the comfortable shoes, the soft shirt and the woollen tank top swirled about in his mind. It was like an annoying fly, buzzing around him, begging for attention. It wouldn’t go away. He kept staring into his history book but he wasn’t actually reading. The itch on the inside of his thigh returned and the warm sensations engulfed his stomach, gurgling like a tea pot as his mouth was sucked dry of saliva.

He lifted his head and stared out across the never-ending rows of terrace estates. The sky was pink as day transitioned into night. There were children playing out on the streets as the sun cast its last warm rays over the land. It was 20:23.p.m. He felt nervous as his left leg shook erratically.

Then something crazy cropped up in his mind. The little man at the back of his head, the one that is usually stopped by the voice of reason and conscience was growing taller and taller. It was mad, lustful and insane. It wanted out. A plan began to form in his mind on how to get his hands on a uniform. He couldn’t believe he was even thinking about taking such a massive risk but hidden side of Charlie, that was kept deep within for so long was ready to take over.

He didn’t think about it as he went for the door. He hesitated to go further as he grabbed the doorknob. Was he doing the right thing? If not how long would his urge last? Hours, days, weeks, months? His fingers fumbled around the metallic knob until he let go and backed away from the door as if it were a terrifying pathway into the unknown. For some reason his heart was pounding against his chest as if it was trying to max out its last beats in one go.

He had to sit down. He let himself fall back onto his bed and he looked up at the bare ceiling. He lay there motionless for a few minutes before the itch inside his thigh returned. He lowered his hand and scratched it gently.

Just think of it Charlie, the smooth slither of the soft skirt as you pull it up over your legs! The comforting softness of the socks, the blouse, the shoes and the sweater!

He felt ashamed for the way he was thinking but he needs said otherwise. To his shock his manhood was beginning to feel a bit stiff as it hardened. He tried to let go of his overpowering needs but the urge was building up inside him like an overflowing pot. If he didn’t obey them he thought he would explode. He continued to scratch the inside of his thigh before he sat up. He felt dizzy, disoriented and his vision blurred as he got up too fast. It was much darker outside. He was breathing heavily as if something were about to jump out and frighten him.

Over a minute later Charlie was on his bike as he cycled rapidly out of the cul-de-sac. The air was cold and the sky was a dark moody red. He couldn’t believe how fast he left the house, grabbed his coat and hopped on the bike. It was as if he had just skipped time or he couldn’t control his actions. But then he clearly remembered that he needed to do this.

His plan was to cycle to his school, see if there is anybody there, go down to the tennis courts and see if there were any security cameras in sight. He wasn’t going to try on the actual tennis uniform tonight, oh no, he was just going to observe every detail so he can be cautious and prepared for another better planned night.

Within a few minutes he reached his school building, a large red bricked building that had a late 1980’s aesthetic to it. To his amazement the school looked to be lifeless bar a few lights which were always left on for security reasons. He placed his bike on the rack, ran up the entrance steps and attempted to open the front door. A feeling of satisfaction fell upon him as the door wouldn’t budge. It was locked.

He looked over his shoulder and pulled his large hood over his head. He walked around the school, checking the inside of every window for life. He walked around the backyard to see that all of the benches, bins and tables were brought inside for the night. The main building was certainly locked up for the night. He walked across the yard, checked the gym building to find that it was also locked. It was looking good but was the girls changing room open?

He racked his brain to try and remember if any functions or activities took place in the school on a Thursday night. A light could have flicked on inside his head as he whipped out his phone and went onto the school website. He clicked into the school weekly calendar and browsed. Almost every night there was something on in the school such as adult classes, computer classes, committee meetings and club functions. But not tonight. He couldn’t believe his luck. Maybe if everything went the way he wanted he could snatch the uniform tonight and try it on at home.

Charlie ventured along the sideline of the football and soccer pitches until he reached the tennis courts which were surrounded by green trimmed bushes and a high fence. There was a building to the side where the commentator usually looked down upon the match from the top floor. On the lower basement level the boys and girls dressing rooms awaited.

He turned and looked back at the school. He never realised how far away the main building was from the tennis courts. He didn’t come down to this part of the grounds too often so everything felt new and fresh to him. He walked around the tall bushes to find the gate. There was just one man sized gate in the fence that gave entry to the courts and a larger double gate which led into the spectator stands. He was praying that it wasn’t locked. He kept looking above him to see if there were CCTV cameras but remarkably there was none as far as he could see.

He found the small gate to the court and it looked to be locked. His heart fell but then he realised ‘’Wait, I never intended to actually TRY on the uniform tonight anyway? I can just come back another night more prepared!’’. But he knew he was kidding himself. He really wanted the uniform now.

He then walked to the main double gates and they seemed to be locked too. He gave the gates a half hearted push. They wouldn’t budge. He then looked up. The gates must have been well over seven feet in height. For his small frame he knew he was very athletic and could probably jump and pull himself over.

He jumped up off of the ground and clenched onto the top of the gates. His arms shook erratically and his face scrunched up as he tried desperately to pull himself over. There wasn’t enough strength in his arms so he fell back down on the dusty ground. It was hopeless. He knew if anybody could see him at that moment that they would probably be laughing at him. He looked around himself to check just in case. Not a soul in sight. He tried to climb the gate again but he evaluated the same results.

He felt defeated as he picked himself up from the ground and dusted off his clothes. He turned and walked away from the gate looking glum as his face drooped into a sad frown. Then, something inside his head told him to not give in yet. A burst of adrenaline ensued within him and he turned, breaking into a rapid sprint with a sheer look of determination on his face. He jumped at the gate and pulled himself over within the blink of an eye.

He smiled to himself as he realised he was suddenly on the other side. He felt awesome, like a ninja. He only wished that somebody could have seen what he had just done but at the same time he was glad.

He entered the courts and walked down the stairs alongside the stand which overlooked the green. He walked onto the court, feeling out of place in the quite eerie place. His heart pounded fiercely as he walked into the tunnel which led to the dressing rooms. He approached the sign which pointed left for female right for male. He turned for female, half expecting to find a locked door but low and behold there was no door at all!

He gasped in excitement as he looked around the dark changing room, the rows of lockers, the benches, the showers and the dressing stalls. There was a slight scent of girl’s deodorant mixed with a sweet stinging smell that touched heavily on Charlie’s sensitive nose. He turned on the lights and the place was suddenly illuminated brightly.

He immediately began searching for a uniform left over. He didn’t want to be there for too long in case he was found. He didn’t intend to come this far but now that he was there he still felt he had to grasp the opportunity or he may not get another for a long time. He began opening each locker. Most were empty, a lot were locked. He looked under and over benches but all to no avail. Luckily he found a pair of white cotton socks in one locker but that was it. He kept searching. The metallic lockers were old and beaten up, held only together by a code padlock.

He thought he’d chance it by trying to lift the latch of the lock. He put all the strength he could into his arms as he pushed the padlock upwards. Then, to his surprise the lock loosened and door. He put his hands behind his head for a few moments as he caught his breath. Was it worth the effort? Was there anything he wanted in the locker? He looked inside to see that there was a gear-bag. He pulled it out, placed it on the bench behind him and unzipped it.

Inside was a figure hugging pink polo shirt with slight puffed t-shirt sleeves. It was fresh, clean and was waiting to be worn. He rummaged further into the bag and pulled out a short white pleated tennis skirt. He felt his knees shake as he touched the soft garment. He put it aside on top of the polo shirt and continued to empty the bag. He found a comb, a visor hat, a bottle of water and two wristbands but no shoes. If he had found a pair they would probably be one or two sizes too small anyway so it didn’t bother him.

He had the outfit assembled. All he needed now was some underwear. He would settle for just a bra as he felt that panties would be too far. He went to the laundry basket with the tennis uniform draped over his right outstretched arm. He rummaged through with one arm and pulled out a pink bra which looked much too small. He shrugged and added it to the pile. He didn’t find any panties but he was glad he didn’t. Just before he turned away his eye was caught by something poking out of the laundry basket. A light blue thong. Voices immediately began to echo from the back of his head.

‘’Jesus Charlie what the hell is wrong with you?’’
‘’You sick twisted man!’’
‘’Pervert!’’
‘’Homo!’’
‘’Eww you creep!’’

His eyes watered up as if these comments were real. But if everybody could see him now they would be. He didn’t notice but he was holding his breath. He gasped for air and turned for the dressing stall. It was ten past nine. He closed the stall door behind him and placed the outfit on the small bench inside.

He stared down at it, savouring the suspense, the pleasure and the agony. He noticed that the light blue thong was in the pile. It was as if it had followed him there. He felt shocked but then he searched his mind and he remembered he had taken it from the basket despite the fact he refused to go the extra length and try on a stranger's underwear. But that was only less than thirty seconds ago?

Weird?

He stripped down naked. His ears were attuned to detect any nearby presence. He was so frightened about being caught that he was shaking as he stepped into the thong. He pulled it up over his legs, feeling the cold satin fabric gently tickle his skin. His heart pounded against his ribs anxiously.

‘’I must be careful. I cannot be caught,’’ he muttered to himself.

He looked down, not believing what he was doing. The moment felt like a dream. It was so surreal, so out of balance yet oddly familiar and satisfying. But the fear of being caught remained present within his nerves and mind.

The thong felt uncomfortable to say the least. Charlie felt as if he wasn’t wearing underwear at all but at the same time he felt as if he had a wedge. He tugged at it but it kept sinking in. However the soft feeling of the satin against his genitals felt amazing. Goosebumps formed all over his skin and the hairs stood up at the back of his neck.

He picked up the tennis skirt and stepped inside it. He slowly, very slowly lifted it up over his ankles, shins, stroking against his thighs as he zipped the back up. The waistband was a little tight but it was bearable. He didn’t know why but the pleats and fabric made him feel like an actual girl.

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But then he remembered, ‘’Wait, I don’t want to be a girl!’’

He chuckled quietly to himself as he picked up the pink bra and stuffed it with socks. If he knew he was going to try on the uniform tonight he would have bought some freezer bags on the way to the school. The last time he cross-dressed they gave a very realistic simulation of having breasts. And he loved it.

He put the bra on with no difficulty. He stuffed it with more socks and morphed the shape until they looked somewhat real. He could not see what he looked like but his feelings told him everything was great. The slight weight on his chest and the uncomfortable yet satisfying sensations of the thong made him feel so very feminine.

He picked up the pink polo-shirt and touched the collar. He couldn’t help but wonder whose outfit he was trying on. He never seen any of the girls on the tennis team wear a pink polo-shirt but then again he only seen the team every once and a while. He pulled it over his head and fixed it around his bodice and abdomen. It was certainly very figure hugging as his false breasts really showed their size. The t-shirt length puffed up sleeves really hugged his arms snugly and he loved the feeling.

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He then stepped into the soft pair of cotton tube socks and he pulled them up over his shins. He had never worn tube socks before. He liked them very much but nowhere near as much as he loved the soft and gentle flimsiness of his sisters tights he had worn twice before.

He picked up the comb and began to brush out his long shaggy hair until it was long and soft enough. This took him about five minutes to do as he kept dropping the comb due to a colossal amount of nerves. He then picked up the sports visor and readjusted the straps to fit around his head.

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The outfit was complete but now what was he going to do?

He stood there in the cubicle for a few moments just enjoying the feelings of dressing up again. It had been so long, so agonising yet forgetting. His urges for cross-dressing had only recently resurfaced, mainly due to his distancing from Julie, the girl who distracted him from his strange desires.

He stood in the stall listening carefully for anything outside. Nothing but the sounds of crickets and the distant rush of cars on the motorway was heard. Night had engulfed the day and it must have been dark out. He sighed and turned from side to side, feeling his skirt sway and flare prettily. He touched his shirt, his false bust and his hair. He wished he could see what he looked like; certainly not as convincing as his previous efforts anyway because his lack of makeup and hair products. He wished he had a mirror.

Then, a crazy thought came into his head. It was as if he no longer had a conscience as he dared himself to do the unthinkable; to go outside and onto the court to play a bit of tennis in his pretty uniform. He couldn’t believe he was even considering it because he could get caught. But then again what were the odds of somebody being out and about at half nine at night in a school tennis court? Little but not impossible.

He began to shuffle his feet nervously. His lower lip trembled and he could feel a cold sweat breaking out of his pores. It was as if somebody was tempting him and he was the unsure child who usually followed what was moral and right.

He pushed open the stall door and stepped out into the dressing room. He felt as if he was plunging off the edge off a one hundred foot high cliff into water surrounded by jagged rocks. He had his eyes shut closed as he stood stiffly in the middle of the room, afraid to open his eyes. Eventually he did. As his eyelids slowly lifted open he half expected to see some shocked janitor in front of him. But there wasn’t. He was still alone and he let out a gasp of relief.

He couldn’t believe his actions but he grabbed an old battered tennis racket and ball. His heart was beating faster than ever. He felt as he was running a marathon as he coyly crept out of the changing room. His pulse was swelling up and his knees were shaking nervously.

‘’You must be out of your mind Charlie,’’ he said to himself. He stepped out into the tunnel which led to the main green. ‘’I’m definitely out of my mind!’’

A few minutes later Charlie was out on the court hitting the ball against the wall, rebounding it back and repeating. He had a wide grin on his face as he jumped up, the skirt flaring upwards revealing his underwear. He ran back and over the court, his hair flopping about the place as he reached out for the ball with his racket.

The sky was not yet dark as it still had traces of red and purple but stars were beginning to show. It was magnificent. The red sky cast a shadow over the courts yet in places it was illuminated brightly.

Charlie completely blocked out the rest of the world as he ran about the court, enjoying the outfit to the maximum. As always the skirt was his favourite part. He loved the way it made him feel free, as if he wasn’t wearing anything at all. The breezy gush of wind, the way it swayed and jiggled from side to side made him feel exhilarated. He liked the t-shirt too as the slim fit hugged his body nicely.

As soon as he was done he was panting like a dog. He was tired and ready to go home. He had made sure that he sucked every last drop of enjoyment out of the uniform. He felt satisfied and now released that just wearing the clothes wasn’t enough. He had to live in it.

As he walked back into the changing rooms he couldn’t help but smile with relief and satisfaction. He was no longer worried or stressed. He wasn’t sacred or frightened. He felt free and alive.

***

Later that night Charlie was in such a good. The minute he arrived in the door his mother demanded where he ran off to. He told her that he had to go to Sean’s house to get some homework from him. He sat in the kitchen, eating and chatting to his mother. His spirits were high and he was now confident that he could go upstairs and finish his homework before going to bed.

He went upstairs to his room and closed his door behind him. He let out a happy sigh as he walked to his desk. He tackled his homework with great motivation and was done within a half an hour. He took out his phone to see that he had one new message from Julie.

His brain froze once again. He clicked into it and read.

Pleeeeease text me back Charlie. I need to know what’s going on here :(

He was in such a good mood that he text her back.

Sure Julie. We can talk tomorrow night. Where do you want to meet?

As soon as the message sent he threw himself into the bed and looked up at the ceiling. He felt exhausted after the long day. His muscles loosened up as he began to feel the soft comfort of his cushiony mattress. His phone vibrated in his hand.

‘’That was quick Julie,’’ he muttered.

He unlocked the phone to see that he had received a text message not from Julie but from an unknown number that was not saved in his contacts. For some reason the most horrible feeling overcame him as he looked at the strange number. He opened the text with caution and read.

I know things about you Charlie Smith! ;)


TO BE CONTINUED
Written by Lily Florette  ©
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Confusion

He does not know yet. He's only discovering this side to himself slowly over time. Confusion, you know, always asscociated with the teen years. I'm afraid the fate of who he is will remain a mystery until the series ends and that won't be for a loooong time :) Thanks for reading! I always appreciate your comments on my stories!

Lily Florette

:D

I'm afraid my lips are sealed! You shall see in the next episode! :)

Lily Florette

Yay! ^_^

Extravagance's picture

If more boys delipated their bodies and dressed like this for tennis, I might actually watch it. :)

Crossdressing Charlie is totally cute! ^_^

Dave is a total loser! =P

If someone is planning on hurting Charlie, they are also planning on DYING VERY HORRIFICALLY. >:(
*Pulls out a two-handed sword and narrows her eyes very dangerously*

Keep up the good work! = ) *HuggleSnugglePurr* <3

Catfolk Pride.PNG

I agree. Dave is a complete

I agree. Dave is a complete loser! I'm glad to see you care about Charlie so much :)

Lily Florette

Ah, back to the compulsion...

Ole Ulfson's picture

Compulsion seems to be a common thread in this tale! Almost every character in this tale, with the exception of the most tangential, has born/suffered/concealed a compulsion. An excellent tool to advance your story. Well done!

Ole

We are each exactly as God made us. God does not make mistakes!

Gender rights are the new civil rights!

Crossdressing Charlie part 6

Kind makes you wonder if someone saw him on that court

Girls rule