The Pampered Boy 8 Big Sister Takes Interest


The Pampered Boy 8
Big Sister Takes Interest



Boy confesses he's jealous of his sisters...
Mom offers to pamper him...
Two sisters offer to help...
Dad is upset, relinquishes...
Beauty Pageant for Teen Boys as Girls...
An event, the coming weekend…



*^_^*


Scotty was afraid as he left school and saw some boys off the edge of the school’s property. John, one of his friends, came over to him, “I’ll walk with you for a while.” Two girls, Jayne and Bev, joined them, and the other boys called Scotty names, but they soon left them alone.

Scotty said, “Thanks, John.”

John said, “If it’s alright, I’ll walk you all the way.” That didn’t stop Jayne and Bev from having girl talk with Scotty as they walked.

Jayne asked, “Is it true you had to be Sienna all weekend?”

Scotty said, “It wasn’t a punishment; they wanted me to stay in character. It was different in how I behaved wearing a skirt, keeping my makeup and clothes presentable. It was pleasant as time went on.”

John asked, “What if you had to go pee?”

“I have to sit to pee. Whether I sit at a table or in a chair, I have to sit up straight and make it a practice to keep my hands in my lap.”

Once, they were at his house, and he thanked John and the girls; John asked, “Is it true, one of your friends said Sienna might be going to the dance at Mayfield this week? I would go and dance with you if it would help you.”

Scotty, “Sorry, but I’m not saying yes or no to anything like that.”

Jayne asked, “Would that be practicing your dancing and being a girl?”

He thanked them for walking me home. Jayne and Bev, if you come in, you can meet my Mom and learn more about what I’m doing, and you can help us if you’re willing. Other girls have helped me practice; I would be happy to have your help.” Once they were in the house, Sienna told them they needed to stay in the living room while he changed.

Scotty was upset that it always took more time to change over to Sienna. She apologized for them having to wait. Mom was soon home, and at first, she was upset that the girls were over without her permission. “Mom, they walked me home with my friend John, so I didn’t get hurt.”

Jayne spoke, “Mrs. Haynes, there were four boys just off the school property waiting for Scott. We had the time, so we walked with him. John was important and nice. He probably got bored when we started talking like girls. We heard rumors about Scott competing as a girl. We’re impressed that he wants our help if we could.”

Bev says, “It already struck me at school about how well Scotty takes care of his hair, complexion, and nails. We’ve known each other for seven years. I never sensed he was this feminine until recently. It wasn’t really being feminine, but being able to see the possibility.”

Scotty said, “Don’t listen to her, I’m careful to be my regular self at school.

Mom lightly giggles, “Tell me how you hide those pretty legs at school?”

“I wear jeans or dress pants; I don’t wear skirts!”

“Relax,” Bev said, “Your Mom’s teasing you… Mrs. Haynes says he has pretty legs. I was wondering if his beauty contest includes a swimsuit competition?”

“I’m not telling, but Sienna has to ballroom dance with a boy; he gets to wear fancy dresses, and is now able to do his own makeup.” His Mom says. “Would you be willing to listen to her sing for her talent segments?”

“Sienna first sang, You Belong to Me, imitating Taylor Swift, and Bev and Jayne gave her two thumbs up. When she sang Dua Lipa’s Don’t Go Breaking My Heart, Bev giggled, I like that you’re singing one of our songs, but she’s a little sultry for you right now.”

She turns to his Mom, “I think he’s a year away from wanting to touch Dua Lipa’s voice and style. That might be alright with us girls at a sleepover, but not prime time competition.”

He stayed as Scotty except for two hours of practice, after school, through Thursday. Mom says, “I’m proud of you, Sienna, and I don’t know who Dua is, and I wouldn’t be surprised if Sheila sang like her. But I suspect the singer is at least Amy’s age. No, you’re not imitating her.”

Amy had come home from a summer program at college. Amy entered the room, as Sienna sang Dua Lipa’s song, and Amy joked with Sienna, saying, “Until you start getting warm and moist panties, don’t go there.”

Amy asks, “Hey, dearest brother, Sheila told me Sienna might be thinking of going to a high school dance over at Mayfield High School?”

Sienna says, “Yes, but it’s at the community building. They’ll have two bands coming in.”

Amy said, “Mom’s allowing you to go on your own. You’re not even in high school.”

Mom says, “Sheila and Staci are both going to be there with their dates.”

Amy changes the subject and asks, “Does Sienna have the formal gowns she’ll need for the beauty pageant?” Amy turns to her little brother, “When did you learn to sing like some female singers?”

He told her, “Our music teacher told our class last year that boys our age can learn to impersonate female singers. To prove his point, he took three of us under his wings. It was after the fall concert that my ability began to come around. For the Christmas Concert, I sang like Taylor Swift in silhouette, the song was Last Christmas. Singing it in silhouette was the choir director’s compromise to keep the song and me in the concert. Needless to say, the singer’s name was left off the program, and the audience was left guessing.

Mama said, “You shouldn’t sing any of the songs you sang at school.

Mom told him, “Sienna, I want you to go with Amy and allow her to select a dress you can wear in the pageant. You have to like it, but let Amy choose it.”

Mom was sure Scotty would argue with her, but he envied Amy and loved it when she helped me. He dressed as she asked and did everything she told him. She had chosen three satin gowns; each seemed more glamorous than the last one. There was a slit down the left side of two gowns, and Amy knew he was embarrassed. “Sienna, please look at it in terms of fashion and a beauty pageant. The seam will be closed by a series of buttons. And you will determine how sexy you want to look.”

Scotty told her, “I don’t want to look like an attractive girl that way.”

Amy whispered, “You might change your mind.” Even now, as Sienna tried on the dresses. She found that the hunter green gown gave your left leg a pretty look. Sienna swore it was the shimmering stocking. It ended up being the gown Amy chose and Sienna agreed to. She was fitted for the gown and would need to come back to pick it up after the alterations were complete.

Amy and her friend Sidney took Sienna searching for shoes, as well as another panties and a bra set.

Amy took Sienna out to eat before they went home. Her friends Sidney and Collette met them for lunch. She was received as the darling of their affections. Amy had already told them that she would be in the Springfield Beauty Pageant. They were impressed by how her little brother made a beautiful young teen girl.

Sidney encouraged her to order the smaller shrimp platter and to watch her waist. Collette gave her a very nice gift, and when she opened it, she was surprised to see a pretty workout outfit for a girl. It would go well with her pink cross-trainer shoes that Mom had chosen for her. Sienna was informed would be going to their university for a series of ballet workshops. Collette said they should enhance your grace in dancing,

The pampering was now becoming a driven desire to look and be the best girl she could be. During their ride back home, Amy was tickled when she realized it had all become Scotty’s decision, and not something others were forcing upon him.

Amy had been in a county contest in high school. Amy quizzed her about some experiences she would likely have. She encouraged Sienna to make friends of both the other contestants and those watching the pageant. “When you are happy with the others around you, you will look better and be someone the judges are happy to vote for. You will be happier and have made some lasting friends. If you compete next year, you will have that experience behind you.”

Sienna asked, “Do you actually think I will want to compete in another year?”

“I suspect by now you know the contest has a lot to it. Your chances of winning are a long shot. But, you’re still excited. Yes, I think you’ve been bitten by a bug, and love what you’re doing. You’re no dummy, so you must want to learn as much as you can so you will get better and better. Do you want to be a girl?”

=^_^=


Mom was excited when they got home. Mom asked Sienna to model her gown and the black high heels they bought. Shelia and Staci were both upset that they went without them. Amy replied, “It was my turn to help our little sister, don’t be upset.

Sheila peeked to see the gown and insisted on helping Amy. Sheila asked where they bought the gown. She knew it wasn’t from the stores near us. “Was it difficult finding a gown to fit her shape?”

Amy announced, “Sidney, from college, met us. She knew the store had a reputation for having special gowns. It still took some searching, but what do you think about the gown?”

“It looks great, maybe too good for Squirt!” Amy replied. “But, I need to see how it will look on Sienna.”

“Someone's jealous, but you’ll have to wait.” Amy giggled. Amy insisted on looking at Scotty’s inventory of bras and panties. Then she revealed the vanilla satin panty and bra set that they had bought. Sheila noticed not only how attractive they were, but the slender fit of the panties and the lacework of the bra.

The day they were able to pick up the gown, everyone was anxious to see Sienna in the gown. They took enough time that Mom called up; she was anxious and tired of waiting. Once they had her ready, they went downstairs and got Mom and Dad ready to see her come down the stairs.

Sienna said a silent prayer, not to slip going down the stairs. She couldn’t help but see their smiles grow as she made her way down. Mom gasped, “You look so beautiful and have walked down so well.” She takes her hand and leads her into the living room.

Dad said, “I’m glad you modestly have all but three buttons done up. But wouldn’t a contestant have at least one or two more buttons undone?”

That her Daddy wouldn’t demand all those buttons surprised Amy and the sisters.

Mom said, “She looks fifteen or sixteen in that gown.” Amy unbuttoned another one and had her walk toward the dining room and then back. “She now looks like she’s seventeen, maybe eighteen. I think it is too much.”

Her father said, “While I wouldn’t let her go out looking like that, it might just be what’s needed in the pageant. Amy, is that what you’re planning for Sienna?”

Mama asked, “Sienna, would you be comfortable walking down a runway looking like Amy?” Sienna didn’t have to answer.

=^_^=


She was changing to go out to eat with the family, when Mom came in and saw the panties and bra. “Young lady, is that the set of lingerie your sister bought today?”

“Yes, Mom, they’re to die for? Aren’t they sexy?” Mother had her hurry and get a skirt and blouse on. Sienna was going to tell her how it felt wearing them, but decided now was not the time, if ever.

Mom asked, “If this is getting too much for you, maybe we should stop right now.”

“Mom, it’s not too much! It is just that Amy helped me to think more seriously about the pageant. I did not realize all that you women go through. Amy says I need to take a more active role in preparing for the contest. That you are investing too much in funds and time for me not to do more.”

To be Continued…



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