Chris studied Maria’s face closely looking for some sign of trickery but found none. She seemed genuinely interested in helping. Putting on her skirt and blouse would definitely make him look more feminine to any casual onlooker but Chris wondered if it was really necessary
‘What are the odds that anyone will get close enough to recognize me?’
Chris was about to politely decline Maria’s help when his mind drifted back to last weekend when he had dressed up in his Mothers’ Hospital uniform and fooled a Cable Repair Technician. That had been rather exciting.
Chris still didn’t want to seem to eager. “I don’t know” he waffled “I appreciate the help but I wouldn’t want anyone to find out”
Maria’s face became quite solemn “I promise no one will find out from me”
Chris sighed “Okay, let’s do it”
Maria lead him down the hallway to a Women’s restroom. They entered adjoining stalls and began to undress.
*****
Maria had a notion about swapping her bra and panties with Chris but wondered if she should ask him first or just give them to him. She choose to proceed carefully.
“Do you need my underwear also?”
“No thanks. I have my sports bra and cheer panties” he replied from the other side of the divider.
Maria grinned at his choice of the adjective ‘My’ but paused when she realized he was already pulling on the skirt ‘He didn’t open his backpack to get new undies. Does that mean he still had the cheer panties and bra from practice on?” Maria smiled at the possibility.
Maria didn’t ask Chris if she could wear his underwear. She was quite content with her own panties but she did have a passing thought as she pulled on Chris’ Black denim jeans ‘Since Julia is getting used to wearing his jockstrap I wonder if she would be really into wearing his boxers or briefs also?’
Maria’s train of thought was broken by the unmistakeable sound of the toilet paper rail spinning “Are you okay?”
There was a slight pause before she heard Chris chuckle “Oh yeah, I’m fine. I’m just putting some tissues into my sports bra. You know, to make it look more realistic”
Maria arched an eyebrow but said nothing as she tucked the front of Chris’ White t-shirt into the top of his jeans and then tied the sleeves of his flannel shirt around her waist.
She felt her heart skip a beat when Chris tentatively asked “Would you mind if wore your sandals too?” Maria whispered a quick “Sure’ as she slid them under the divider. Chris passed his White High Top sneakers and a pair of athletic socks back.
A few minutes later the two walked out of school looking to all the world like two teenage girls albeit one was dressed more like a tomboy.
*****
The two chatted about cheerleading practice as they walked. The trip home had been uneventful until Chris suddenly stopped. He could hear the sound of a basketball bouncing ahead and with a quick check of his surroundings he realized where he was.
“Can we cross the street?” he asked urgently. Maria nodded and they briskly crossed to the opposite sidewalk.
“Is there something wrong?” she asked as they continued.
“No, it’s just in case. I think we’re about to be seen by a classmate” he said in a hushed tone as the sound of the bouncing ball grew louder.
Chris’s guess proved correct. His friend George Angelos was in his driveway continuing his basketball practice. George glanced up as two ‘girls’ walking by. Perhaps trying to show off, he took a couple dribbles and drove in for a layup. Unfortunately his gawky uncoordinated body failed him and the shot bounced hard off the rim and back into his face.
Chris grimaced in sympathy. As George sheepishly retrieved the ball off the ground, Chris instinctively gave him a flirty wave of his right hand. “Give him a wave also” he urged Maria under his breath.
Chris felt better when he saw George crack a smile and wave back before returning to his practice. As Chris and Maria continued down the road she glanced at him “Why did you wave hello to George? I thought you didn’t want to be noticed”
“True but you saw what happened. George is trying to fit in at school and thinks playing basketball will help. The problem is he isn’t very good at either right now. I just wanted to help lift his spirits.”
Maria began to look at Chris with a greater appreciation.
*****
Chris soon found himself dropping his backpack on the floor of Maria’s bedroom. ‘I could think of a lot of guys from school who would be totally envious that I’m alone in Maria’s house with her. Probably not the part about wearing her clothes though’ he sighed.
Chris recalled that Maria had an older sister named Olivia who was also quite attractive. “What is your sister up to”
“She just started college at State.” Chris did a mental check ‘The State campus is a few hours away’
“And your parents won’t be home for awhile?” Chris knew his Mother wouldn’t be home from the Hospital for at least an hour.
Maria looked over her shoulder at Chris as he sat on the side of her bed. She found her eyes drifting towards his chest. If she was aware, she might be amused at the irony as she stared at his false cleavage. The tissues he had stuffed into his sports brad had given him the appearance of ample sized breasts, rivaling Julia’s to be sure.
“They shouldn’t be. So what should we do now? Can I give you a manicure and paint your nails or would you like to model some of my other clothes?” Chris interpreted her questions to be teasing him for the current situation. Surely Maria meant it as a joke.
“I think I should just get the makeup cleaned off and my clothes back thank you”
Maria seemed to sigh with disappointment “Alright but can I try just one thing before you go?”
“What is it?’ he said neutrally
Maria looked at him with puppy dog eyes “Can I see what you would look like if your hair was longer?”
Chris had a very good idea how he would look since just a few days ago he had tried on a wig his Mother had in her closet. However he could hardly admit that to Maria.
“What do you have in mind?” he asked suspiciously.
Maria tried to contain her excitement “I have a pony tail extension I have used for cheer competitions. Can I try it on you” she pleaded.
Because Chris was also curious he gave in to her request. Chris was so interested that he didn’t notice that the extension she was adding to his hair was a lighter color than Maria’s own dark hair.
Maria used the Green headband from the Cheer squad to pull his hair back and formed a short ponytail to which she attached a long wavy extension. Lastly she used a bristle brush to style the hair so that it fell about Chris’ shoulders.
Chris had to admit that he looked pretty cute. As Maria continued to play with his hair she stopped suddenly “Did you hear something”
Chris was so enamored with his image that he hadn’t heard a thing “No why…?”
Maria cut him off “Shush. Listen”. They soon discovered that Maria had indeed heard something when they both heard a door slam shut and the voice of her Mother say “I’m home. Are you here Maria?”
Obviously it’s quite improbable in a situation like this that someone would come home early and catch Chris alone with Maria in her bedroom dressed in her clothes. Yep, totally unexpected.
In a panic Chris grabbed his backpack and began to move toward the bedroom door before Maria stopped him “What are you doing?” she whispered
“I’ve got to get out of here” he hissed back
“Not like that you can’t” she shot back
Chris glared at her “I don’t think I can walk out of here in my own clothes”
“No” Maria agreed “But you also can’t leave wearing that” she waved at the White Blouse and Denim skirt he was wearing.
“Why not?”
“Because my Mom saw me wearing that exact outfit when I left for school this morning. She might get suspicious and start prying into why one of my ‘girlfriends’ is wearing it now don’t you think?”
Chris had to admit there was a certain logic to her statement. “Well what do I do then?” he whined.
“Let me think” He watched silently as she paced back and forth.
“Okay” she announced “I have two ideas. I can grab an outfit from Olivia’s room for you.” She held up her hand as Chris began to protest “Don’t worry about Mom recognizing that outfit. Olivia has clothes that still have the store sales tag on. My Mom has never seen anyone wear them.”
Despite the seriousness of his predicament Chris felt a tingle of excitement run through his body at the prospect of wearing clothes that Olivia had bought and never worn.
Chris said “Alright that sounds possible. What was your other idea?”
Maria gave him an apologetic look as her gaze drifted towards her own closet. Hanging off the door handle was a hanger holding a recently dry cleaned school Cheerleading uniform in the school colors of Forest Green, Black and White.
“You want me to wear your Cheer uniform” he said almost not believing the words that came out of his mouth.
“My Mom won’t be able to tell that it’s mine. She would just think that you are one of the girls on the Cheer squad.”
As Chris felt a new tingle pass through his body Maria asked:
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