Another Basketball game was coming to a close as Middleton high's Mad Dogs ran the ball to score the winning point. At the sidelines, The Cheerleaders, led by Kim Possible were swinging their pom-poms and cheering for their team, one of those cheerleaders was Ron-I mean Veronica Stoppable, who was with Bonnie as they did the routine.
It has been Months since Bonnie dressed Ron like a girl, allowing him to be a cheerleader. Because of the dirt Bonnie had on him, and being smart with it by having actual film and hiding it well, Ron was at her mercy. Often she would have Ron over just to dress him up and humiliate him further, Other times, she made Ron go on a Date with Josh, who developed a crush on the feminized boy, and still had no idea of Ron's identity.
The MVP of the team, Josh Mankey, manages to throw the ball, 5 seconds on the clock, the ball went in the hoop and time buzzed out. "And Mankey makes the final score, Brining Middleton up 2 points!" the announcer said, the score showed the visiting team at 55, Middleton was at 54, but with Josh's score, it went up to 56, "The Mad Dogs win!"
The crowd cheered and the Cheerleaders added to that with a final "Go...Mad dogs!"
Some of the players rushed to their Girls who were cheering them on, Josh found Ron, lifted him in the air and gave him a kiss, to which Ron kissed back, lifting a Leg in the air. Ron was slowly enjoying his new persona, so much so that Kim was afraid that he might loose Ron for good.
After the game, the girls all changed into their regular clothes in the lockers. Ron was the only one still in uniform, along with Bonnie.
"Girls, can I have your attention!" Bonnie called out "as you know, Next week is Halloween" she said, "and as you remember, the school is having a Halloween dance party and costume contest, and I figured we could compete by doing a theme. I have the entry forms right here" she said holding clip board with the entry form.
"What?" Kim asked "Bonnie, you can't just have the cheer squad do something without approval, I'm captain and should make the decision
"Actually, Possible" Bonnie continued, "I though that the Girls should take a vote if we all want to be part of the contest. As Team Captain, you agree that every one of the girls should get a vote, right?"
"Well..." Kim drew, unsure of what to do, some of the girls looked at her, wanting an answer, "...I guess a vote would make it more fair..."
"Perfect. So since all the Girls are here, lets vote now" Bonnie challenged
"Fine" Kim said taking the Challenge, "all those who don't want to be in the costume contest, stand with me" she ordered, several girls walked over to Kim and stood behind her.
Bonnie counts them. "12. Alright, those who wants to be in the contest, come with me. "Tara and the rest of the cheerleaders went to Bonnie, she counts them, "Another 12."
"Well, guess we're deadlocked" Kim said, "No parade for the Cheerleaders"
"Wait a second" Tara called out, "Veronica didn't choose."
Indeed, Ron stood by himself, the odd one out.
"Don't involve Ron in this" Kim said
"Why not, VeRONica is a cheerleader too, isn't she?" Bonnie asked
"Well..I...I guess but-"
"Or are you afraid that she won't join you" Bonnie interrupted.
"Fine, we'll let...Veronica choose" Kim said, finding it hard to call Ron that.
Ron stood and looked between the girls, Kim pleading Ron to come to her, Bonnie giving Ron a knowing smile, that if Ron went against her, the truth about Veronica's gender will be announced to the school. Ron gave Kim an apologetic look as he walked over to Bonnie.
"Well..looks like we win. The Middleton High Cheerleaders will be competing in the school's costume contest."
Kim sighed "Fine, We'll be there as well"
Bonnie smirked "and I have chosen the perfect theme for our costumes." She hands each of them a piece of paper with images of her theme, "Princesses..after dark."
Days past and the Cheerleaders were in Middleton's Costume shop. Bonnie's theme of Princess after Dark mean that the girls had to wear the sexy versions of the Princess costumes. The girls were going through various dresses, each based off of the Princesses, and Bonnie had personally chosen who should wear what.
Bonnie, who was wearing the Purple dress belonging to Rapunzel waited outside of one of the dressing rooms, one where Ron has chosen to change in. "How does the costume fit, VeRONica?" she asked with a smile
"its...kinda snug..." Ron drew.
"That's the 3rd size difference already" Bonnie argued, "First one was too small, then the second was too big. Are you stalling because you don't want to come out?" She asked.
"N-no...I really think its snug..." He answered in a slight pathetic tone.
"Bonnie, stop it" Kim said, who was wearing a Sexy Belle costume, "It's bad enough you make him dress up outside of practice, Don't drag him into your little ego trip of showing off."
"Stoppable is Part of the Cheer Squad, that means he joins in on everything. You had your chance to talk him out of it but you didn't." Bonnie said, "Of course...I could let him leave...but all the Photos I have of him in drag might end up in the school paper and website."
"OK, OK! I'm coming out" Ron said in a panic. He opens the door revealing faux glass slippers, white stockings and a Sexy Cinderella dress. He had a different wig this time, a Blonde one to both match his hair and to go with the costume as Cinderella had blond hair.
The other cheerleaders giggled and cooed at how cute Ron looked, Bonnie smiled "Looks like a perfect fit to me. Veronica, You are going to be a real Cinderella at the Parade."
Ron blushed at the comment, he didn't want to admit it but he did like the costume Bonnie picked, "Thanks Bonnie" he said.
"I think we're all coming along nicely" Bonnie said.
At that moment, Tara, wearing a pink Sleeping Beauty dress, rushed over "Girls, I just saw Josh Mankey enter the shop"
The girls smiled, some looked at Ron, "Lets see what your boyfriend thinks of of your costume, VeROnica" Bonnie teased, then turned to Tara, "bring him over."
Kim walked over to Ron, "You know, you don't have to do this Ron, Wade and I can find a Way to get that dirt on you removed" she whispered.
"No, Kim, it's alright. I have an idea on how to get out of it" He said, "For now...I'll do what Bonnie says."
"Are you sure Ron?" Kim asked, in in time for Josh to join them
"I am" he whispered. Then walked over when Bonnie called for him.
"Wow...Veronica?" Josh asked
"Yep, what do you think, Josh, doesn't she make the best Cinderella?" Bonnie asked with a smile.
"Bonnie..." Ron said in his girl voice, blushing.
"Actually, I think you do make a great Cinderella" Josh said flirting with the feminized boy, "In fact...I was actually planning on asking you out at the school's dance" Josh explained. "I was planning on going as a Pirate...but if you'll be my date, we could go with a theme and I be your Prince Charming"
Ron blushed hard at that, Kim's eyes widened, as did Bonnie's. The other girls couldn't help feel touched at that, each of them going "aww..."
"Wow...I...I don't know what to say..." Ron said.
"Well...there is one word I'd like to hear" Josh said with a smile.
Ron gave a cute smile, "How's this for my answer" he pulls Josh in a kiss, one that Josh didn't mind kissing back to.
Kim's eyes just widened and looked away, Bonnie grinned and took a picture with her phone, the rest just smiled and cheered for the two.
After the kiss, Ron pulls away and Josh just looks in a daze "So...I'll see you on Halloween night?" He asked
"I'll be there." Ron said with a giggle.
"Well, I should get my costume...until then" Josh gave Ron another kiss before leaving.
Halloween had come and the cheerleaders of Middleton High was jumping as the Gym held its dance for the holiday. All the students were in costume, including the Cheerleaders in they sexy princess costumes, Bonnie had helped with each girl in either the costume, their wigs, even the makeup. Of course Bonnie had too much fun with Ron in his makeover: making him wear matching panties, really adding on the makeup, making sure he acted like a real princess, it was all fun for her...and a bit un for Ron too.
Bonnie, now in full costume, wearing a long wig for her Rapunzel, smiled and waved as the guys all looked at them "This is so great, look at them. We're gonna win the contest for sure" she said
"Yeah, that's great Bonnie" Kim said, now wearing a brown wig for her Belle costume, "Though...I think you did too good a job on one costume"
"What do you mean?" Bonnie asked.
Kim pointed and now Bonnie could see, that the guys who were looking at them...they were more focused on one...Ron in his Sexy Cinderella costume. Ron smiled as he waved, giggled and just showed off. He was looking and feeling, very feminine tonight.
"Well..it just proves my point how your loser friend is a true girl, I mean come on, what guy would show off and flirt like that?" she asked, then her face turned a bit red as she saw him getting the attention of HER boyfriend, Brick Flagg. "Why that that little tranny hussy. How dare he flirt with my man" Bonnie growled.
"Ease up, Bonnie" Kim said, enjoying this moment, "Veronica is just doing what you made him do"
"Well he should know better" Bonnie said.
As Ron flirted, one guy surprised him with a kiss. It was Josh, dressed as Cinderella's Prince charming. He pulled away and smiled.
"Well, My prince, so great to see you" Ron said in his girl voice.
"Same here, my sweet princess" Josh said as he kisses him again.
"Attention all students" an announcer called out, "The costume contest will begin soon, all participants make their way to the stage."
"That's us" Kim said "Oh Veronica" she called to Ron, "We're on"
Ron gave a smirk, "You'll save a dance for me, will you?" he asked
"Of course I would" Josh said, "good luck."
"Won't needed" Ron said, "Alright, lets win that contest" as he followed Kim, his hips swaying a bit in the high heels he had on, making the guys look at him more, and making Bonnie jealous.
The contest acted pretty much like a fashion show with the contestants walking down a runway, giving various poses and acting like the costume they were dressed in.
Soon, it was the girls turn as each of them took the runway in their sexy princess costume, Of course, the girl who got the lost cheers wasn't a girl. Yes, Ron really caught the eye of every guy in the party, making Bonnie Jealous again.
All the contestants stood on the stage for the judging, there were three, each of them teachers. The head Judge, coach Steve Barkin, Stood "Boils and Ghouls" He started to say, chucking to himself at the pun he used, "After a careful deliberation, we have chosen our winner...so shall I say, winners..." He corrected, "First place goes to the Middleton Cheerleaders in their Princess after dark"
The girls cheered and jumped with Joy at their victory, even Kim seemed happy at this, One of the officials came with a small Halloween trophy, Bonnie was about to accept it, but was surprised when it was given to Ron first, he blushed and smiled as he held it, just in time for the school's photographer to get a shot. Bonnie looked Jealous again, annoyed that a boy in drag was getting more attention than she was.
"Congratulations, babe" Josh said as the contest excitement started to wear out as the night went on.
"Aw, thanks Josh, we all did really good" Ron said blushing.
"Yeah, the girls looked amazing, but I think you really took the spotlight" He said
Ron giggled lightly, blushing again as he did, soon a slow song began playing, Ron smiled again as he asked "So...how about that dance?"
Josh smiled and bowed gently, answering the question. Ron curtsied and the two started to waltz gently. Ron never really danced like this before, never slowed dance, but being the girl in this position, letting Josh lead, felt good...it felt right. His heart fluttered as Josh moved closer to him, just spinning in circles as they danced.
The music ended and went back to normal party music. They looked at one another, Ron slowly leaned in for a kiss, Josh accepted the kiss and returned it. Ron wraps his arms around Josh's neck and lifts a leg in the air, Josh returns the favor and wraps his arms around his waist. one hand gently moves to his lower back.
Josh pulled away frantically and looked at Ron. He then takes his gloved hand and leads him out of the party while no one was looking.
Ron was confused as Josh lead him to the empty hallways of the school, he looks around "Josh what are we doing-" he was interrupted by another feverish kiss from Josh.
He pulled away as he looked him over, lust was in his eyes "Veronica...I can't take this any more. You're the most amazing girl I've ever met" he said "You're beautiful, your sweet and funny, and you have this aura around you like I can act and feel this way because its ok when its you"
Ron blushed and felt very flattered, he go startled again as he was pulled into another kiss. The kiss also came with Josh's hand...the one that was moving up his skirt and feeling his ass, Ron was in shock...and that shock turned into tingling excitement.
"Veronica...I want to take our relationship...to the next level." He says this as his other hand fiddles with the doorknob of a closet.
Ron's heart spiked to a few beats per minute hearing those words and seeing Josh open that closet. He knew pretty well what Josh meant...and he knew he would be killed if Josh knew all this time he was feeling up another boy. "Josh...I...I'm very flattered...but...I...I don't-"
"Veronica, please...I've felt you tremble in our kiss, I know that feeling, you can't tell me you don't feel this too" Josh said
The scary thing was...Josh was right. Ron had been feeling excitement when Josh was close to him...it felt natural...he wanted that feeling...he wanted to be Josh's girlfriend...to be his lover. He knew he was a boy in drag and that it was wrong-sick...but it didn't feel like that to him.
"Josh...I..." Ron knew that if he entered that closet with him, there was no going back...He trembled as Josh gave him another loving kiss...Ron wanted to pull away and run...but he didn't feel like running now...in fact he felt like walking...walking towards Josh as he lead him in the closet.
His heart skipped a beat as he reached for the door handle and slowly pulled it closed. The only sounds heard were gentle moans and kisses
Hours had passed and the party was coming to a close. Many of the students were feeling tired as they started leaving for home.
Kim Possible looked nervously as he tried to look for her friend in drag, she turns to Tara, "Tara, have you seen Ron?"
"Not since after the contest" Tara said, leaving with a guy in a Sailor costume.
"I think I saw him with Josh" another cheerleader, Hope said, wearing a Snow White costume.
"Wait, I see him" Tara said and pointed. Kim saw Ron and Josh walking, Both of them looked a bit disheveled, Ron's wig was out of its bun, his lipstick was smudged and one of his stockings was ripped, Josh's costume looked tattered and wrinkled and his face had lipstick makes. They were far away to be heard but Kim could see that Josh was saying goodbye to Ron, giving him another kiss, but Ron keep his lips on his, pulling Ron close and letting Josh feel him up under the dress before they took their separate ways.
Kim hurried as fast as her heels could take her and managed to catch up to Ron, a closer look showed Ron looked more disheveled "Ron, what happened to you? You look like a mess"
Ron gave a girlish giggle, "Josh and I did our own little trick-or-treating." He said, keeping his girl voice.
"You left the party to get candy?" she asked
"Lets just say We both were expecting tricks...and got big treats instead" he giggled
Kim processed this for a moment, then her eyes widened, looking him over, her pupils shrank "Ron! You...You didn't...! You...and Josh..."
"See you at school KP...tell Bonnie she might not get the security deposit on this costume back" He added as he started walking away.
Kim tried to process what she saw and it was too much for her...she ended up fainting on the spot
