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The new cheer gurl By Debry White This is a work of fiction. Names, characters, places and incidents either are products of the author's imagination or are used fictitiously. Any resemblance to actual events or locales or persons, living or dead, is entirely coincidental. It was the last year of high school for most of my so called "friends" but not for me. Even I am not in sports nor I am popular, I hang out with the football and cheer teams because I am the one that makes their homework and science projects and they take me with them every party they go. At the beginning of each year both teams get together and get one of the big parties of the year and this year was not different... It was Friday night and they got the biggest suit on the local hotel... the party started like any other party and I wanted to have a couple of beers before start doing some homework it was due next week... I fell asleep and I woke up in the morning but I was in the bathtub and all my clothes were gone. I grabbed a towel and I started to look for my clothes but I couldn't find them... I grabbed all the lingerie, pantyhose and clothes I found all over the place and put them on top of the bed, I thought I could find something it could fit on me but I didn't see any male clothes... I didn't want to go out of the suit naked so I looked for something not too girly but again I was out of luck. I found a black satin bikini that looked like my size and I tried it on, the feeling was incredible, I couldn't believe it.. many thoughts came to my mind and I knew the suit was all by myself until Sunday night, so I looked the door and I went to fill the bathtub, I found some hair remover, I read the directions and I applied it on my entire body... I got into the bathtub and after rubbing the hair removal all my body hair was gone. I went back to the bed and I grabbed the black satin bikini and matching bra that fit just perfect, my body was tingling while I was trying to hook the bra, I found a tan sheer to the wait pantyhose and I put them on... I couldn't believe it! I was looking on the mirror when I saw the cheerleader uniform that was under the bed... I went to grab it and I put it on... it was incredible... maybe I forgot to tell I have long hair, so I did try to make a ponytail and while doing that my eyes did catch a glance of the makeup it was all over the bathroom I grabbed some mascara, lipstick, eyeshadow and eyeliner. I sat on the chair and I tried my best since I always kept an eye on the cheer team when they were on their dates. After a couple of hours I was ready and the view was just incredible, if I didn't know it was me I could ask me out. It was late afternoon and I ordered some room service I left a note outside the door so they could just leave the food inside the room because I was going to be in the bathroom. I heard the door close and I went out, what is my surprise when I see Richard the football captain and Liz, one of the cheerleaders, on top the bed kissing, Richard looked at me and push Liz aside, asking me... who are you? I don't know you... Liz.. who is this? Richard asked. I ran into the bathroom and Liz went after me... who are you sweetie? Are you in our high school? Do you want to be part of the cheer team? come on...talk to me.. you are a pretty girl... I was just sitting in the corner with my head down and holding my legs with my arms I started to cry. Liz try to calm me down, she got closer to me and while holding my chin she turned my head towards her... she saw my face and told me... I know those eyes... OMG... you are Brandon... what are you doing dressing like this? what happened? I beg her to lower her voice so Richard wouldn't hear and she did... she closed the door and we start talking... I told her what had happened and that I was scare because I was really excited with the clothes I was wearing... she told me that she always observed me how I was looking at the cheer team while practicing and that my look it was more like "I want to be one of them", Liz told me she could help me to try out for the team and keep the secret but I needed to make a favor for her. Richard had a cousin coming to town the next day and they didn't have anyone to go out with him to entertain. I told Liz I didn't think it was going to happen and Liz told me that if I didn't accepted she would tell Richard and the rest of the school... I wanted to cry and she stop me saying that it was my fault and now I had to live with the consequences. Liz told me that with some help she could make me more passable and that she had some clothes at her home that I could use for the following day. She told me that I was going to her house that night so she could teach me how to act like a girl and to teach me how to do my makeup in a more feminine way. At that moment she stood up and told me she had some extra shoes and makeup at her car and she was going to grab them, she also told me she would tell Richard that she had forgotten that and old friend was coming to visit her out of town and that friend was me and I just wanted to surprise her by stopping by at the suit. She went out and told Richard that I was Brianna her out of town friend and I just got scared because I didn't know Richard and I was kind of shy. I waited for Liz in the bathroom , she came back with the makeup and a pair of flat ballet shoes that were a little tight but not for much. Liz grabbed my and pulled me out of the bathroom introducing me to Richard. Richard said.. .oh my.. my... you are a pretty girl... my cousin is going to be really happy with you, Richard told Liz he needed to run some errands and he left. Liz sat me on the chair and started to work on my makeup and giving me tips how to sit and act. After finishing my makeup she fixed my hair and I couldn't believe what I saw on the mirror... I was the most pretty girl I have seen before... Liz told me to walk around the room and gave me some pointers how to walk like a girl. Liz told me to call my mom and tell her that I was going to expend the night doing some projects at the school lab and we left for Liz house. On the way to her house Liz said she needed to buy some stuff at the mall and we needed to go together, I told her that no way I was going to the mall dress like this, and she told me.. .well you should have thought about it before.. now we are going... and don't worry just don't talk.. we still need to work on that... you still sound like a boy. We arrived at the mall and found a spot close to the entrance. I was so scared that my legs were shaking, Liz told me to calm down or else. We started to walk into the mall when somebody called Liz... it was her mom... Liz introduced me to her mom as a exchange student and if I could expend a couple of night at her home because as she could see I was going to try for the cheer team. Her mom said it was ok and she left. Liz told me see... everything is going to be all right. We walked around the mall until we arrived to a lingerie store and Liz hold my hand and pulled me... let's buy you something in case you needed... I asked her... what are you talking about?! Liz told me... well if everything goes well with Richard's cousin you might need something sexy to wear... *** Liz was trying to pull me inside the store but I was really scared that the sales associates could recognize I was really a male. One of the sales associates that was fixing some of the racks saw us and approached to us asking if everything was ok; Liz told her I was a little shy to come inside the store since I was out of town, the sales lady told us... oh, I thought you girls were sisters and she smiled. The sales lady told me not to be shy and that everything was going to be ok , she grabbed my other hand and guided me inside the store. Once inside the store she ask what we were looking for, Liz jumped right away telling her that we were looking for something sexy for me since it might be my first time... I blushed and I pushed Liz away... saying what are you talking about... she just smiled. The saleslady said.. I think I know what you can wear.. and she left... after a couple of minutes she came back with a white satin chemise with a matching satin robe, a very sexy white satin bikini with laces and bows, a white garter belt and white silk hose, laying the items on top of a table she asked if that was ok. Liz just looked at me and smiled, saying yes that is perfect... we take all. The sales lady said that they didn't have any sexy shoes of my size, but she was going to call a friend at the shoe store on the second floor of the mall. Liz thank her for that and paid for the clothes, the sales lady gave me a points card and while smiling she told me... I think you are going to be a good customer here... have fun.. and enjoy it... you are going to love it and she smiled again. I told Liz if she could carry the bag because I was shy, she gave me the bag telling me don't be silly... it is fine.. nobody is going to know who you really are. We arrived at the shoe store and the sales associate was waiting for us already with a pair of white strappy sandals and 3" heels. She asked me to remove my flats and try them on, so I did and they were a little small she brought the next size and they were much better fitting. While paying she said.. so, it is going to be your first, right? you might want to fix your toe nails, so I took the liberty to call some friends at the nails salon, I hope you don't mind.. .Liz jumped right away and said that was perfect, thank her and she paid. We arrived at the nails salon and because it was almost time to close, they close the door behind us, the four ladies inside the salon guided me inside and sat me on the booth. The four nail technicians were going to take care of me, so each grabbed one of my extremities and started to work on them. The owner came by and while smiling she said... oh, so you are the first timer, right? and I blushed, Liz smiled and said yes. The owner told the technicians to apply acrylic, but I said no, I know are very difficult to remove, the owner said it is fine, we can do it for you later on, I know you are going to like the final result. I was scared, how I was going to go back home, with red acrylic toes and nails... The owner came back with a banana and told me... all here are married and we want to give you some pointers to please your man... she grabbed the banana and put her on her mouth really slowly, with her tongue she stared to lick the tip and the sides of the banana, while her lips got closer she opened her mouth and let the banana slide inside her, with her tongue she played with the banana all around, she took it off her mouth and gave it to one of the technicians, each one of them, showed me different techniques, and deep inside me... I wanted to try them all. The work done on my nails was incredible, Liz paid, we both thank them and we left. We left the mall and while driving to Liz home, she asked me... so Jaime ... tell me.. do you what to try all those techniques the technicians show you? tell me the true ... after a few seconds I said ... I might want to try them.. Liz smiled and told me she had something at her house for me. We arrived at her home and there was a note of her parents, saying they had gone to a party and they were coming back late. Liz showed me my room and told me to take a shower, when I go out of the shower some clothes were laying down on top of the table, satin gown, satin panties, garter belt and hose. I put them on and I went down the stair to talk with Liz, she told me to go back and try to fix my makeup and hair, so I did. She called me to her room, and what is my surprise when I saw her wearing a strap on, she told me that it was a special strap on, and that I was going to practice on her, she told me that it was very special strap on because every time that I was doing it right, she would get pleasure as well... she told me to drop on my knees and started to work on it. I went on my knees and got closer to Liz, the strap on was so real and I could feel the warm, without much thinking I started to lick the strap on, something clicked on my head and I was starting to really enjoy it, I was applying all the techniques I was showed a few hours before, Liz started to moan of pleasure, then I knew I was doing a good job, she pulled my head and asked me for more... I couldn't believe it... but I was looking forward to do the same with Richard's cousin... Liz moaned so hard it got me more excited, then she pushed me away and she went down on her knees and said... that was great.. .I am sure you are going to be a pretty little slut... Liz woke me up early morning and took me to the bathroom, she had prepared the bathtub with bubbles and some girly fragrance and told me to take my time. The water was really nice and I was enjoying myself.. just looking at my red toes and fingernails caressing my body with the sponge got me really excited , Liz saw that and winked at me. Liz told me she had a surprise for me and I couldn't wait to see what it was. Liz showed me how to cover my body with the towel and how to put the towel on my hair in a girly way. She grabbed my hand and walked me to the room where the most beautiful outfit was laying down on top the bedroom: black satin-lace panties and matching bra, black garter and hose, black pencil skirt and a pink cowl neck blouse. I saw also a pair of strappy sandals with a 3" heel and I told Liz I didn't know how to walk with those, she told me not to worry that we had all morning to practice. After breakfast, Liz sat me on front of the mirror and fixed my eyebrows and she instructed me how to apply my makeup, once I had finish the view was incredible, I couldn't believe it was me... that pretty girl on the mirror. I got dressed and when I slide the strappy sandals on my feet I felt so girly I couldn't believe it, I stand up and I couldn't walk and Liz hold me and guide me step by step, it took almost an hour for me to walk with the high heels. For the next couple of hours Liz told me how to walk and act. We went to have some lunch and we stopped by the mall to get me a purse to match with my outfit. She told me she had to stop to the pharmacy and I waited for her outside, we went back to the car and she ask for my purse and what is my surprise that she put inside some lubricant, some condoms and told me that probably I was going to need them tonight. I ask her what she was talking about and she just winked at me. I was scared, but at the same time I was excited. We went back to her house and after fixing my makeup we went to meet our dates. We arrived to the mall and Richard and his cousin were sitting on a bench facing forward, Liz and I approached and covered their eyes with our hands, Richard's cousin touched my hands and pulled me towards him, planting a kiss on my cheek and letting go my hands, he told me to come around and he introduced himself, his name was Jack. He was taller than me and with athletic body, Richard said that Jack was going to transfer to our school and I was going to see a lot of him... The guys ask if we wanted to go to the movies and we said yes, once the movie started Jack stretched his arms and grabbed my shoulder pulling me towards him, it was the first time in my life that a guy was doing that to me but at this point I was feeling more like a girl, so I rest my head on his shoulder. The movie was not my type of movie and I was falling asleep and because my arm was resting on the armrest it slips on Jack's lap and he took it like I was wanted something else, so he grabbed my hand with his other hand and put my hand on top of his pants and he started to rub his member with my hand... I could feel it was getting harder and harder with every rub... I was scared of somebody finding out, but everybody was busy with the movie... he told me he was getting too excited and he rather stop before something else... After the movie was over, we grabbed something to eat and Liz told me to go with her to the ladies room. She told me that Jack had asked her about me and he wanted to know me better, she told me that Richard and Jack were planning on taking us to the top of the hill. The top of the hill was a place for couples to be alone, I told her I was not ready, and she told me that I better accepted the offer of she would post a video she took while at the movies, she had videotaped me rubbing Jack... We went back and while walking towards the car Jack asked me if he could hold my hand... Liz gave me a glance and I said yes. Jack and I sat on the back, Richard and Liz on the front, Liz was all over Richard and Jack asked me if I would touch him again, but this time without his help, I said yes and he moved closer to me... as soon as my hand started to rub him, he got harder faster than before... he told me to do it a little harder and faster... and I did so. Once we arrived to the hill, Richard and Liz opened the doors and they told us that they were going to be outside and we could stay inside to know each other better. Jack grabbed me and started to kiss me, first my cheeks and moving towards my mouth, then he pushed his tongue into my lips and I opened my mouth, he then let his tongue inside me and I played with his tongue with my tongue, he pull me closer to him and grabbed my hand guiding it to his crotch, he had already unzipped his pants and I could feel the flesh of his penis... It was warm and soft to the touch, I tried to get a glance of it but I couldn't so I grabbed with my hand, he moaned and I liked... I stared to massage it with my fingers while he was kissing me, I could feel how the kissing was more passionate, I grabbed the shaft and press it with my finger, I could feel he was growing in size and diameter... I wanted so see it and I pushed back... the view of my hand with my red nail polish holding his manhood was something that sparked some feelings I never had... he grabbed my chin and lift my head smiling at me.. I knew what he wanted and I wanted to please him... I pulled down his pants and I got closer to his manhood, I grabbed it with one hand while moving my hair away from my face with the other... I got closer and I could feel the warm on my lips... he moved his hips towards me and my lips touch the tip... it had some precum on it and I liked it... it was kind of sweet and I liked it... I opened my mouth and put his tip inside my mouth, he pushed his hips up again and it went all the way inside my mouth... my tongue touch it he gasped, and I started to play with my tongue, he grabbed my hair and started to play with it... I moved my mouth up and I started to kiss and lick his shaft... this was better than Liz strap-on... he moaned again and again, the more he did the more I wanted to kiss and lick it... I couldn't believe how much I was enjoying what I was doing... my tongue running all over his shaft was making his body to shiver and I was enjoying that... he grabbed my hears, and he started to move my head close and away from him... I could feel the precum coming out his penis and I was eating it all... he moaned faster and faster and he suddenly pulled my head all the ways towards him... his manhood made me gag and he exploded inside my mouth... it went straight to my throat and I couldn't breath he moaned so loud , the taste of his cum was incredible and I could feel more and more coming that I couldn't take it all and dripped out of my mouth... I didn't want it to be wasted so I started to lick it... I saw a flash and turned my head up... I saw Liz taking a picture and she smiled to me saying... I knew you were going to be a little slut... I won't even ask.. I know you really like it... Jack grabbed my head and guided my lips close to his and french kissed me... then, he move my hair away from my ear and whispered... thank you that was the best BJ I have ever had... Liz grabbed my hand and pulled me out of the car, opening her purse she got a red lipstick and retouched my lips saying... you little slut... you don't have any more lipstick in those slutty lips... I know you did enjoy it and what is next will be a changing experience for you. Liz told me to walk with her, she had in her hand a tampon and she was applying some vaseline when we got to a dark area she told me to pull down my panties and bent over, she inserted the tampon and slid all the way inside me. Liz told me to leave it there until it was time... so I new what it was going to be next. We came back to the car and we saw Jack and Richard setting up a picnic area with food and wine, we sat and started to drink and eat, it was past midnight and it was getting cold. Jack took off his jacket and put it on my shoulders while kissing my cheek. I felt I spark that make me shivered, Liz saw that and she smiled at me. Liz kept pouring wine to me and Jack until all the bottles were empty. Liz then said that she and Richard were going to have some sleep. Jack sat next to me and turned my head towards him, getting closer he kissed me and I kissed him back, out tongues met and we started to play, his jacket felt down and he put his hands on my shoulders, then on my back and he pulled me towards him while kissing me with passion. Then Jack told me he would like to make love to me... I didn't know what to do.. I didn't want him to find about me, so I told him I was on my period and he told me that it was fine... that I had some other places in my body we could try... I guess Liz new about this and that is why she inserted the tampon with the vaseline... I said ok and Jack grabbed my hand and took me to the car... while walking towards the car I reached the end of the tampon and I pulled until it was all out. We got to the car and he opened the back door... Jack was kissing me while he was taking off his pants... hi gave me a condom and told me to put in on him... doing this gave me a new experience... it was odd for me putting a condom in another guy but it was something I was enjoying... he told me to go on top and I did, then he told me to grab his manhood and guide it inside me... I grabbed the shaft and I guided the tip until I felt it at the entrance of my mangina... then I pushed down until I felt the tip opening my hole... the pain was so intense I had to stop.. Jack grabbed my hips and pulled me down... his manhood went inside me and I screamed.. the pain was really intense.. some tears came out from my eyes and Jack told me I am sorry... I didn't mean to hurt you... I just wanted to be inside you... he grabbed my shoulders and pulled me towards him... he told me to rest in this position... after some minutes the pain went away and I started to feel pleasure of having Jack's manhood inside me... I pressed his manhood with my inner muscles and he smiled at me... then I sat on top of him.. and I started to move around... the pain I felt turned into pleasure and I was loving it... Jack grabbed my hips and he started to move them up and down... with every down movement... his manhood was going deeper and deeper inside me... the pleasure I was having was incredible... and I knew Jack was enjoying it also... I started to moan and going up and down faster and faster... Jack pulled me down and hold me there... then I felt how he was coming inside me... I felt each pulse of his manhood and I could feel the condom filling up with his nectar... he grabbed my shoulders and pulled me down... he kissed my ear and whispered... thank you for the best sex I ever had... I moved away from from him and he asked me if I wanted to remove the condom from him... I said yes... I removed and wanted to be careful not to do a mess... I don't know what crossed my mind but I took the condom, opened my mouth and let me contents to drip in my mouth while I was licking my lips... Jack moved his hand towards my lips and with one finger he took some of the cum it wa dripping my lips and push it towards my mouth saying... here... don't waste it... I know you like it my little slut... I never notice that Liz and Richard were watching us... until they started to clap their hands and saying... wow... guys... you were really enjoying it... you guys woke us up... and just for your memories we took some video... so you can watch it later... but for now we have to go. My mangina was so sore and dilated I could feel the air every time I was opening my legs. Liz game me a brush and told me to fix my hair because it was all tangled... she winked at me and asked me if I would do it again... without thinking I said yes... then she told me... I knew you would... welcome to the slut squad... me and your new sisters will teach you the art of giving pleasure to your man during the initiation... I hope you really like Jack because he will be with you during the entire ceremony... We drove back to Liz house and I was so exhausted that I fell asleep without changing clothes. Next morning Liz woke me up and she had ready a bubble bath with flower petals and candles, she told me I had to relax and that she will be taking care of all preparations for the initiation ceremony. She told me to remove my clothes and get in the bathtub so I did, Liz brought me some breakfast and told me to sleep since it was going to be a long night. After two hours or so, Liza came by to wake me up, she told me that all the clothes I needed were on top of the bed, she pour some hair removal on me and with a towel she removed all the growing hair on my body and I could feel the breeze all over me. On top of the bed was a white satin gown with matching garter belt and hose, a pair of satin bikini and high heel sandals. Liz told me to get dress and after go to her room for the make-up session. With my hairless body the sensation of the gown on my body was a great experience, when I arrived to Liz room she told me to insert the inflatable butt plug and that I knew what to do. She took close to two hours to complete my transformation but was incredible, I couldn't believe it was me on that mirror. She told me I was going to be the most beautiful pledge and that I was going to have the best night of my life. It was getting dark when Liz to grab my things because it was time to leave, she told me also to remove the plug... after so many hours I could feel and emptiness down there... We drove into the forest for about an hour, when we arrived to a nice big house I saw some girls wearing the same gown I was wearing, Liz stopped in front of a red carpet where Jack was waiting for me. He opened the door for me and extended his hand to help me out of the car. We walk on the red carpet, my heart was pumping fast I was really excited and I didn't know exactly why. Jack and I entered the big room, people were looking at us, some guys were telling me how pretty I was and that make me so happy. We walked towards the center of the room, a waiter offered us some drinks, Jake grabbed one for me and one for him, we sat down on one of the available tables and we start drinking. The beverage was sweet in flavor and had an inviting flavor, I got two more drinks and I was starting to feel light headed. Liz came to the table and asked Jack if I was ready, he nodded yes; Liz grabbed my hand and took me to the back of the house, there were the other girls I saw, we were dressing the same outfit. The most popular girl of the squad came by and separated us in two groups, she had a list and a bowl with some colorful objects. When she started talking everybody went silent... she talked for about five minutes when she shaked the lists high in the air saying... you have voted... and the girls in the list will pass to the final test... the rest.. don't be disappointed you still in the squad but the sisters in this list are going to have a special place in the squad... some girl just giggled and some of the guys started to clap. My name was on that list and I was curious to see the final test... she grabbed one of the objects from the bowl and called my name telling me.. you are one lucky girl... Liza grabbed my hand and pulling me towards her told me... you are going to love what is next... she escorted me to another room were in the middle of the room was an object that looked like a mechanical bull but was different... Liz walked me towards the object and told me to lay down on my tummy... it was very soft and comfortable, had some braces and rest for my legs and arms and it was like on my fours... she tied my legs and arms and my head was resting in the up position, she started to rotate some levers and my legs started to wide open while my hips were raised. She put a blindfold on me and told me to wait. I heard some noises and she poured something on my mangina was really cold and sticky. I hear voices and some silent right after. Liz removed the blindfold and for my surprise the football team was forming a big circle around me. Liz told me the device I was on it was going to spin and the guys would take turns filling me up, she told me that it was totally random and once they were done they had to leave the circle. The device started to spin slowly and stopped the guy that was in front of me took his penis and started to shake it until it was pointing at my mouth he told me to open wide and put his penis inside my mouth telling me to start licking... the guys behind me spread my butt cheeks and pushed himself inside me, I could feel how big he was, he started to pump his penins inside me and the other guys was fucking my mouth I was enjoying so much that I started to moan.. I saw Liz taking pictures and video taping everything... when they were done inside me, the device started to spin again... I couldn't believe how much I was enjoying all this... after some time I could feel something dripping out of my mangina and I was so full of cum, but some guys were still waiting for their turn... the time passed and when all were done Liz removed the ties and helped me to get up, she told me I had a big smile and there was no need to ask if I had enjoy it. Liz told me I was the first gurl to take the entire football team and that everybody was talking about me. Liz took me to a room to bathe and change into the cheer squad uniform, I was so sore on both... my bottom and mouth... when I finish changing I went downstair were everybody was waiting for me with a big smile and applauses. That night I got the pin of captain of the cheer squad , Jake asked me to be his girlfriend and of course I said yes, since then we have been dating and we are planning on getting married once we finish school. From time to time I watch the videos Liz took, Liz has become my best friend and confident, Jack doesn't know but sometime Liz and I have some fun together... The End