Crystal's StorySite storysite.org

Busted Again              by: Paul G Jutras

 

It was a warm summers day and Paul’s sister Missy and mom had done to spend the day at the beach. Paul waited at the window and stared until the car was well outside before rushing upstairs. He locked himself in his sisters room and started to go through her old things. Paul simply love to play pretend with her dresses and dolls. He was careful never to be spotted, though he set up his camcorder on a pink trunk to record for his private use.

In the frilly dress and thigh highs, Paul moved about the room, loving the feeling of the nylons rubbing against each other. He noticed that one of his sisters posters were starting to fall down and, so her got up on the desk to re-tape it. The feeling of the desk felt as good as the rug to his nylon encased feet. He even picked up his older sister’s dildo and pretended it was sword that he was fighting off an invisible monster with.

He was having so much fun playing pretend as a girl, Paul didn’t notice the car pull up into the garage or the found of footstep coming upstairs. His heart raced in panic when he saw the doorknob turn but wouldn’t open for his sister.

"Mother!" Missy shouted as Paul sat on the bed and stripped off the dress. He hurried to slide the thigh highs off his legs as he heard his sister’s fist pound on the door while she called back downstairs to their mom. "Paul locked himself in my room and you can be sure what’s going on!"

"I didn’t realize the time." Paul though as his cock slipped out from under his sister’s thong panties while he got the stockings off. "I’m doomed this time for sure."

"You’re going to get it now, "little sister." Missy called through the door as he slipped a bracelet off his wrist and stood in his purple toe nail painted feet. The sound of footsteps approached the door and once again the knob began to jiggle.

"You’d think that child would have better things to do than go through his sisters things." Paul’s mom said as Paul resigned himself to his fate. Knowing he looked even sillier in just the bra on his flat chest and panties, he slipped the dress back over his head before he unlocked it.

"See mommy?" Missy said as she watched from the hallway. Paul’s mom walked in the room dressed in a blue blouse and skirt with matching sling back shoes. "He has been going through my stuff again. Won’t you make him stop!"

"You are a sneak!" Mom scolded Paul. "I’ve never seen the likes of such behavior. You should be ashamed of yourself standing there is one of the dresses your sister out grew. Get in the car! I’ve already cancelled your baseball game appointment, telling the coach you’re being punished."

"Please mom..." Paul said as he took off the dress again and thought quickly. "Don’t be mad. She locked me in her room without my clothes. I didn’t want to be seen like this. She made me. Don’t take me in public like this!"

"I think I have something that will help." Paul’s mom went to Missy’s closet and pulled out a box. She opened it and pulled out some fleshy mounds. "You’re sister was in a hurry to grow up and now these breast forms can be yours."

Paul’s mom took off the bra and put some special glue, to held the breast forms in place. She then picked out a different dress while Paul put the bra back on. Paul sat down and his mom instructed him on the proper way of putting on pantyhose without causing runs. "Now for your face, dear."

"Aw, mom." Paul protested. "Do I have to wear make up too?" Paul complained as his mom stared sternly and cross her arms under her breasts.

"Don’t fuss at me." Paul’s mom glared while Missy just giggled at her brother’s chest now jiggling like a couple of cups of Jell-O. "You’re the one who was caught in your sister’s things and if you keep complaining you’ll get more than what I have planned already for you."

"Yes, mom." Paul sighed.

"Now let’s have a look." She said as Paul stood before a full length mirror, held the bottom of the pink dress out as far as it could go and curtsy before his own image in his hose covered legs. He notice his mother had done his fingers to match his dress. "That really me?" He said, not believing how female he now looked. "I’m a boy, how can that image be me?"

"Mirror, Mirror on the wall." Missy laughed. "Who now is this house’s cutest of all?"

"Here’s a hat to complete the outfit." Mom said with her ruby lips smiling. "Aren’t you now the prettiest girl I’ve seen since Missy was your age. Why don’t you get Missy’s extra purse and we can go, hon."

"But, mom!" Paul complained again. "I feel stupid going in public like this. What if my friends see me at this mystery location of yours. I’ll never be able to show my face at school again."

"You already sound like a girl." Mom told Paul with a giggle. "Worrying about your appearance like your sister and I do. Where we are going lots of people will see you... but nobody will ever recognize you looking so girly like that."

"Way to go, Paul." Paul thought to himself as he climbed into the back seat with his sister while his mother got behind the wheel. "There is no way out of this mess."

"Don’t worry, Paula, sweetheart." Mom smiled in the rear view mirror as they took off. "I won’t let anything happen to my two favorite girls on this shopping trip."

"Shopping?" Paul sat stunned.

"That’s right, Paula." Missy repeated the name mom had called him incase he didn’t hear her the first time. "We’re going shopping for dresses and will get you a nice dolly all your own."

It was an embarrassing nightmare for Paul as she tried on a purple dress that matched his toes and several other outfits. As he took one dress off and slipped the other on, he had to get his arms pass his new breasts. The weight being something he was getting use to. It was then off to the toy store for some dolls.

Paul felt some relief as they got into the back and left the mall. The good feeling didn’t last. His heart began beating rapidly again as they approached grandmas house instead of their own. "What... What’s going on?"

"I’ve told you not to make a fuss about your little punishment, young lady." His mom snickered. "You and your sister are spending the whole weekend and grandmas. All you have are your new pretty dresses to wear all you like."

"Mom, no!" Paul begged. "Please don’t do this."

"Too late." She said as she helped her darling daughters out to greet grandma. "She knows everything about the punishment and agreed to help me out. I’ll see you Monday morning sometime."

"Grandma, please!" Paul said as he ran quickly in his Mary Jane shoes to the house. "I don’t want to wear a dress all weekend! Say I don’t have to!"

"Well, I don’t see how it will hurt you." Grandma smiled sweetly as she took her granddaughters inside and offered them some cookies. "I think since grandpa is off hunting this weekend that taking care of two girls will be fun."

"Since you like to dress up, let’s see you help around the house." Grandma said as she took out a pair of six inch heels and an apron. Paul reluctantly put then on and took the feather duster; which grandma had handed him.

Grandma and Missy just sat on the coach and turned on the television as Paul dusted the house and took the vacuum out to do the rugs. As he cleaned, he hobbled off balance in his grandmother’s heels. His toes were pinched and caused him pain as did the rest of his feet. When he started in the living room, he heard his own voice and looked on in shock. He watched as grandma and Miss had the shoes off and feet up on the coach as they sat in sweats. On the television, one of Paul’s private cross dressing videos was playing in the VCR.

"Missy, how could you!" Paul hobbled forward and stumbled out of the heels.

"Don’t worry, it’ll be a family secret." Missy said as she laughed at Paul. "How about fixing us some snacks. Don’t forget to clean up the kitchen afterwards."

"That doesn’t it." Paul stormed off in his stocking feet. "I quite!"

"You will do no such thing." Grandma halted her right away. "You will face your punishment like a woman! But it is getting late and you’ll have some night gowns in the bedroom for you to wear."

Paul found that he had a restless night sleep. Without the bra support, his new breasts felt even weirder to have than with the support. Especially since he preferred to sleep on his side. When it came time to get up, he was blurry eyed and too tired to argue when grandma took him and Missy to the salon for a girls day out.

Paul laid back in his the chair and had his hair rinse and done up special. He decide to have his finger nails redone in the same purple color as his toes. A layer of wax was placed on Paul and the girls legs followed by clothes strips and a almost male’s screaming voice when the strips tore the hairs from his body.

Despite the pain of the wax treatment, Paul found he liked the pampered treatment he had gotten otherwise. He watched his fingers filed to a nice point and his face’s make up redone. He was just glad that Grandma decline the bikini wax for them all.

With a white bonnet on his head, Paul extended a party with Missy. His purple dress had a lace trim and a pretty bow at the waist. He had white knee socks with purple ribbons and Mary Janes. Missy had a matching dress in green.

"How did the party go?" Grandma asked when her girls returned home.

"It was terrible." Paul said as he held the lollypop he got at the party. "I had to sit with the girls and dance with the boys. When we played spin the bottle, I were force to kiss the boys."

"So while pretending to be a girl, you actually kissed another boy?" Grandma chucked at the very thought of it. "It sounds to me like you didn’t have an awful time at all. It sounds to me like you enjoyed teasing and kissing the boys."

"Grandma, please." Paul broke out into tears.

"Now Paula," Grandma let Paul cry on her shoulder. "It will be all right. Perhaps you’ll even learn to enjoy being my granddaughter as we did with Mike before you."

"Mike?" Paul said as he looked at Missy who giggled a bit and then nodded.

"You’ll love living as a girl as much as me." Missy smiled and took out a bottle of hormone pills. She took out of the bottle and ate it. "I was once an even a bitter cross dresser than you were. I did wear those breasts forms you have before mom put me on hormones. She’ll have your prescription ready when we get back from grandmas."

"But..." Paul began as Missy dropped her pants, and a special vagina panty that made her crotch look flat and female. "A couple of years I’ll be having the operation to be 100% woman. As I’m sure you’ll decide to considering how much you seemed to like being female at the party."

Paula could only blush as he knew that he could only cross one barrier at a time. He would have to wait to see what the future had in store.

 

THE END

 


© 2001
The above work is copyrighted material. Anyone wishing to copy, archive, or re-post this story must contact the author for permission.