Cheerleader- Boy for the Cheer

by Daring Diane

  Author’s Note

  Boy for the Cheer introduces Lee Corcoran, a freshman in high school whose life is not going as planned. With visions of being a star athlete, Lee is disappointed when he is not good enough to play on the high school soccer team. Days later, his best friend Darby and several other cheerleaders convince Lee to help them train.

  As the year progresses, Lee becomes more and more involved in the cheerleading program leading to his reluctant introduction to cross-dressing and feminization. There will be surprises and successes along the way as Lee blazes his own path. Spending most of his first year immersed with a group of high school girls will have an effect on Lee. He will build strong friendships with many of the girls.

  The majority of cross-dressers are heterosexual and most people don’t understand how their preferences fit into their daily life. Every cross-dresser has their own story of how their fetish developed. They also have a personal story on how they integrate cross-dressing into their life. This story deals with a reluctant cross-dresser who tries not to sacrifice his manhood while enjoying his unusual choice in clothing. Being a freshman in high school only complicates the situation.

  The story begins with a few pages to introduce the primary characters and provide a bit of historical context to allow the reader to get to know the different players. The Background section starts slow, but the author believes it will help the reader in the long term.

  This book tries to deal with cross-dressing as part of a real life. In many ways, Lee has a life many real world cross-dressers only dream of.

  Given the ages of the characters, the story does not involve explicit sex.

  The story focuses on cross-dressing [not gender change].

  Young adult readers should be comfortable reading this book.

  **********

  The Cheerleader series follows Lee Corcoran as he grows, matures, and experiences life from pre-high school through college. The main characters in this story will be recurring in future installments in the series. While the long term series involves romance, the first installment lays the groundwork while focusing on character development.

  Enjoy

  Daring Diane

  Disclaimer

  This story is a work of fiction. Names, characters, businesses, places, events, locales, and incidents are either the products of the author’s imagination or used in a fictitious manner. Any resemblance to actual persons, living or dead, or actual events is purely coincidental.

  Part 1 – A New Friend

  A moving truck pulled up in front of the empty house next door. The boy riding his bike in the driveway stopped and stared. The handles were released and the bike toppled to the ground between his legs as he made a mad dash for the side door. The screen door flung open as he yelled, “Mom, there’s a big truck next door. Quick, come and see.”

  His mother casually returned to the kitchen in response to her son’s excitement. Getting on board with his announcement, she gasped, “We better go see what’s going on. Why don’t you show me where this truck is?”

  The little boy grabbed her hand and dragged his giggling mother out the door. As they rounded the corner of the house two men were opening the side door on the full size semi-truck trailer. After the side door swung open, one of the huge men attached a ramp from the door to the walk in front of the house next door.

  The mother allowed herself to be dragged to the front walk and then pulled back on her son's arm. “Honey, let’s watch from here for a minute.”

  The two houses had adjacent driveways with a grass strip between them. The neighborhood was made up of older two story brick homes built in the pre-depression 1920’s. The homes had many nice architectural features including slate roof, stone porches and large double-hung windows. While all the houses were similar in size, each house on the block was unique in design. The two houses here were both three bedroom homes. Both homes featured a first floor entry hall with a formal living room and dining room on each side of the hall entered through a wide open doorway. The dining room had a door which led to a small hall and into the kitchen. The new residents’ home had a family room across the back of the house which stretched from the kitchen across the rear and had large glass doors onto a rear patio. There was a half bath near the kitchen accessible from the family room. An office was off the living room. The kitchens of both houses were on the driveway side and each house had a side door off the kitchen.

  As they quietly watched the men open up the back of the truck, a newer blue four door car pulled into the driveway right in front of the pair.

  The driver’s door swung open and a man stepped out. He was speaking, “They can’t put anything in the house until we open the doors. We’re fine. They have barely opened the doors on the truck. They’ll stage furniture and boxes in the yard while we make some quick plans on where things go.”

  On the far side of the car, the passenger side doors, both front and back opened up. “Honey, once we get the house opened up you can go see your new room.” A woman’s voice was saying. An ‘OK’ was heard in a small girl’s voice.

  The boy and his mother were staring at their new neighbors and taking it all in. Never a wallflower, his mother, dove right in, “Welcome to the neighborhood. Looks like we’ll be neighbors. I’m Sally Corcoran and this is my son Lee.” She approached the gentleman with her hand out.

  Smiling, the man shook her hand, “It’s nice to meet you. Liam Connor is my name. This is my wife, Erin and somewhere over there is our daughter Darby.”

  Mother and daughter were making their way around the back of the car. Erin all but ran up to Sally and grabbed her in a big hug. “Thank god, a neighbor who is nice and talks to us. Our last neighborhood was full of old couples who hid in their houses and complained about everything. I had no one to talk to and Darby was bored to tears with no friends her own age.”

  “Let me get the door opened for the movers while you two get to know each other.” Liam moved towards the front door to open things up.

  Darby was looking at Lee and he was looking back. Outgoing and unafraid, even at a young age, Darby walked over to Lee and grabbed him in a big hug just like her mother had grabbed his own mother. “Lee, it is so nice to meet you. I hope we can be good friends.” She stepped back smiling at the boy.

  Normally a little more laid back than this new girl, Lee knew instantly that he liked her. Not having a lot of friends near his house, Lee was excited to have a new friend. “I know we will be. I have a swing set in my back yard. Want to see it?”

  “Yes.” The two kids ran off into the back yard as their mothers got to know each other.

  Sally walked with Erin to her new house and helped her open some windows to air the house out as they continued to learn about their families. Erin and Liam made some quick decisions and Sally and Erin directed the movers on where certain boxes should go.

  Sally ran back to her house and came back with a pot of coffee and a couple of cups. The two women attacked boxes in the kitchen and began loading up the cabinets.

  Erin got a look of concern on her face, “I have to check on Darby.”

  Sally held up her hand. “They are in the sand box in our back yard. I have been looking out every once in a while. They seem to have hit it off. Lee won’t let her out of his sight and he never strays. In about 30 minutes, why don’t you tell the movers to take a lunch break and I’ll fix you all some sandwiches at our house.”

  The look of relief on Erin’s face was palpable. “I’ve only known you for a few hours and I feel like we are going to be best friends forever.” She laughed.

  Sally laughed with her, “Well we better hope the kids get along then.”

  Making their wa
y over to the Corcoran’s house, Sally and Erin entered the kitchen. As they were entering Sally called, “Lee, we’re going to make lunch so you and Darby should come inside and wash up in a few minutes.”

  A response was heard from the back yard, “Ok Mom.”

  As lunch was placed in front of the children, the three parents stared as lunch was inhaled by the youngsters. “Mom, can we be excused? I want to show Darby my room and we were going to play with my Legos.”

  The three adults laughed as the duo dashed from the room and their running could be heard through the house.

  Sally said, “Well, so far, they seem to be getting along.”

  Liam shook his head, “I always dreamed of my kid or kids having close friends living nearby. I hope they can be good friends as time passes.”

  Erin agreed, “From your lips to God’s ears.”

  The adults needed to get back to the unpacking. Sally called, “Lee, the movers unpacked Darby’s bike. Why don’t you two go for a ride around the block and you can show her where the park is?”

  Feet pounded down the steps before the two youngsters dashed past the adults and out the door. Making their way back over to the Connor’s house, they saw the two children ride down the block on their bikes.

  Several hours later, Jack knocked on the front door of the Connor’s new home. Sally welcomed him with a kiss and took the pizza boxes from his hands. “Erin, this is Jack. Jack, this is Erin Connors. Oh and that’s Liam coming down the stairs.”

  Jack wrestled the bags to one arm and reached out to shake Liam’s hand. Liam snatched the twelve-pack of beer and they all moved to the kitchen. Much progress had been made. Sally pulled out paper plates from one of the bags along with napkins. Erin set the table and headed to the back door. “Kids, the pizza is here.”

  Two young voices could be heard answering the call, “Coming.”

  Moments later two dust covered seven year olds bolted in the back door and headed for the table. “Stop,” came the order from Erin. “What do we do before coming to the table?”

  Darby mumbled, “Wash our hands.” Both children ran for the half bath on the first floor and returned moments later with clean hands.

  Everyone dug in. Liam and Jack were getting to know each other and the two women seemed like old friends.

  After dinner, the kids were directed to a TV in the family room where cartoons were on.

  The parents marveled at the ease with which these two had become friends. They lay on the carpeted floor next to each other with their head in their hands staring at the TV. The parents returned to the kitchen to talk and bond.

  The sun had set and Sally and Jack thought it was time to head home and let the new homeowners have a little time to themselves. Wandering into the family room the four parents were stunned to see the two children out cold on the floor. The TV was still on and both Darby and Lee lay next to each other sound asleep. Erin took a quick picture.

  The fathers picked up their children and quiet goodbyes were said.

  Sally and Erin, both stay at home moms, quickly developed a very close relationship. Each morning, they shared a cup of coffee and gossiped about the kids, their husbands, or the upcoming school year for the kids.

  Over the next two months, Lee and Darby spent virtually every day together. Their parents developed a close relationship as well. The kids ate lunch together at one of the two houses every day. They played in the yard, at the local park or at one of the two houses. In the afternoon or early evening, their mothers often took them to the local pool.

  Darby was a bit of a tomboy at this age and only wore a dress or skirt if forced to. She spent the summer in shorts or a swim suit. For swimming Darby had a two piece that had a bottom which was like a tight pair of shorts and a top which was more of a crop top tank style. Over that she wore a rash-guard t-shirt to protect her from sun burn.

  Lee wore shorts, a t-shirt, socks and tennis shoes when not wearing his swimsuit and rash-guard t-shirt for swimming.

  Light brunette hair was bleached lighter by the sun giving Darby’s shoulder length hair a lively look. Lee had inherited his mother’s blond hair which he always wore a bit longer than the other boys. His mom loved his curls when he was younger and had kept his hair longer to enjoy the curls till an age when a tidier haircut might be needed.

  Liam hailed from Chicago and was a diehard Cubs fan. His daughter was seldom seen that summer without her prize Cubs baseball hat. One lively point of contention between the two men had been Jack’s casual clothing supporting the St. Louis Cardinals. Lee often wore a Cardinals t-shirt with his never missing Red Cardinals hat with the birds on the bat.

  By the end of summer, the two children were seldom alone and their mothers most easily told them apart by noting the color of their baseball hat.

  As the summer drew to a close, the mothers headed out to the mall with the kids in tow to shop for school clothes. The local school insisted on a limited range of clothes. The stores sold white polo shirts which could be worn by all the students. Shorts or long pants were allowed in a navy blue from a specific provider. The girls had the option of skorts in the lower grades and skirts in the higher grades. The skorts and pleated skirts were of the same color and material as the pants choices. Socks and black tennis shoes without other colors as adornment for the feet. Girls wearing skirts could wear tights in the winter.

  The school tried to lead the other districts by adopting as many gender neutral rules regarding student dress and personal care as possible. Therefore, rules regarding hair were stated in a non-sexual way simply dictating how hair would be maintained when in uniform. Jewelry rules and such simply stated the limits. Makeup other than mild or neutral lip gloss was prohibited in all grades during the school day.

  Erin, did not even suggest skorts to Darby and simply bought the shorts and long pants. The two mother’s baskets looked surprisingly similar. It turned out that they were essentially the same size and the mother’s laughed at that while noting that in the future, things would obviously change.

  On the first day of school, Lee burst out of the house ran across the two driveways and banged on Darby’s kitchen door, “Darby come on. We have to get to the bus.” Erin and Liam had given up when Lee explained that he would be Darby’s escort to show her around school and where things were. When Sally and Erin had taken the kids to the office to finalize registration, they found it humorous that since their last names were so close alphabetically, that Lee and Darby had lockers right next to each other.

  Watching the two children heading for the bus stop, Erin and Sally contemplated their children. Erin complained, “As my daughter heads off to school, she looks like a boy in those shorts and polo shirt. She’s basically wearing the same thing as Lee.”

  “Well I was just thinking that with the two of them sporting shoulder length hair in ponytails that they look more like two little girls. The only way to tell them apart is by the color of their hair. I guess we should just be happy to have healthy well-behaved children who are excited about going to school.” Sally laughed and turned leading the two of them back to her kitchen for morning coffee.

  The five other kids waiting for the elementary school bus turned when Lee and Darby arrived. All of the other kids in the elementary school in their area were girls. Darby was introduced and many of them had seen the new girl around during the summer. Holly and Cathy [called Cat], were in the same grade as Lee and Darby. Darby was excited that there were some girls her age on the block.

  Sitting together on the bus, Lee reminded Darby of all the pitfalls and things and people to avoid at her new school. The two friends were inseparable on their first day of 2nd grade. Lee knew the Holly and Cat well and Darby developed a friendship with them. Darby and Lee both had easy going personalities that got along with most everyone.

  While Lee might do some things with boys from their class or Darby might be invited to do something with the girls, typically both Darby and Lee showed up. So, it was the duo and
the boys, the duo and the girls or the duo and many of their friends. The other kids in their class simply expected it after a while.

  Both Lee and Darby played soccer and both of them attended every game of their friend. Being next door neighbors, the mothers typically drove together since they were all going to both games. Come winter, both kids played basketball and again, they wanted to attend all of the games where their friend played. Spring had baseball and softball. By the spring the parents understood the expectations. Many of the other parents were impressed by the support they gave to each other.

  Part 2 – Holiday Traditions

  When the Thanksgiving holidays came around, it was only natural for the two families to get together for a large holiday dinner. Everyone pitched in to help in different ways. The two mothers prepared the meal while Lee and Darby played outdoors. Each woman brought her own dessert to the dinner along with other family traditional items. The kids peeled the potatoes for mashed potatoes. When dinner was ready, Liam and Jack made quick work of carving up the turkey. Dinner was a feast and everyone was stuffed. While dinner was prepared, the two men had indulged in bouncing between the many football games on TV. After dinner and dessert, Darby and Lee volunteered to clear the table and load the dishwasher. The mothers had loaded several cooking pots and pans in the dishwasher before dinner and provided mild oversight as the kids pitched in to do their part.

  After the table was cleared, dishes scraped and the first round of dishwasher running, everyone sat down in front of the TV to watch a family oriented holiday movie. Everyone talked and simply enjoyed each other’s company.

  The adults had been joking around and Erin realized that they had not heard from the kids in a few minutes. Looking at the end of the couch, Lee and Darby were both sound asleep huddled against each other. Erin dropped a blanket across the two sleeping kids. Jack took some pictures of the cute kids sleeping. The adults kept up their banter for a while at a little lower voice level. Eventually, Jack and Liam collected the kids and put them to bed.