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Cheerleader Book 1 - Newbie

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Chapter 1

I am Lucy, I am a professional cheerleader of a basketball team. Most people thought I had a very cool job but the sad truth was even in a cheerleader team, there was reserve cheer leaders. I was a reserve cheerleader and I seldom got the chance to perform all the moves that I trained so hard to master. The hierarchy within a cheer leading team was very simple. The top of the hierarchy would be those that had joined the longest. There was no such thing as meritocracy in a cheer leading team so no matter how pretty or talented you were, if you were the latest to join, you would always be the reserve.

I joined the team about two months ago and I was the youngest in the team and personally I felt I was the best looking and well shaped girl in the whole team. I knew my seniors also felt the same and that was why they had been making my life in the team very difficult. I seldom got to train with the team, most of the time, the seniors would assign me to drinks duty or laundry duty. I would be making sure that the drink containers were filled and there were enough cups. I would also always be the last to leave the training ground because I need to keep all the towels and pack them in laundry bags for collection. On actual competition days, I would need to be the earliest to arrive to sort out their uniforms so that when they arrived, their uniforms would be waiting for them. I would also be the last to leave on such days because after they showered and changed out of their uniforms, I need to pack those into laundry bags for collection. I endured all the unfair treatment because I knew a few of the seniors would be due to "retire" and I would no longer be a reserve.  

It was one of those training days and Jenna, my senior had assigned me to drink duty as usual. It was a few days before a match and the basketball team was also training in the other court. I had always enjoyed watching men playing basketball and especially for my team because my team had a few of the best looking players in the tournament. I had chosen this team to be a cheerleader also because of these players. As it was close to the match day, we started practising in our cheerleader uniforms. I had always like dressing in my cheerleader uniform, it made me looked sexy especially our team uniform. It was widely circulated in the tournament that our strategy was to make the cheerleaders dressed so sexily that the other team players would be distracted so that our team could keep on winning. There may some truth to that. When I first joined the team and issued the uniform, I was a bit shock. The uniform did not allow me to wear any bra under the top though it did come with padding so our nipples would not be showing. Our bottom was a very short pleated skirt that could barely cover our shorts. Our shorts was smaller than the hottest hot pants and the only panties I could wear underneath was a g-string if I did not want my panties to be showing. I knew a few of the girls did not even bother to wear any panties under their shorts.

As was the usual, we lined up in a straight row to let Jenna, our senior inspect our uniform. Jenna would walk down the row and checked the top of each to make sure we were not wearing any bra because that would make us look non-uniform. Also, she would lift up our skirt and check our shorts. This check was to make sure that if we did not shave, the hair was not showing. This check was done because there was once a girl in a rival team that got photographed with some hair showing and the photo went viral and that cheer leading team was made a joke for some time. This check was also to make sure that for those of us wearing panties underneath, the panties did not show outside the shorts.

Our cheer leading team also had four guys. Jenna did not have to check their uniform because theirs were the standard tight shirt and pants. She did pass very close to them and stole glances at the bulge between their legs. Their tight pants had a way of making the bulge more prominent and Jenna never got tired of glancing at the bulge. Sometimes, I saw she would purposely brushed her hand over the bulge. Technically, Jenna was still the captain over the four guys so they had to put up with whatever she did.

The inspection went over smoothly, none of us were caught with any non-conformance to the standard. Next, we proceed to do our warm up exercises. Most of the exercises were typical warm up exercises like head rotation, arm stretch and knee bends. But one important exercise for cheerleaders were the splitting exercise. This exercise was easy for most of the girls but for the four guys, it was tortuous. The four guys would sit on the floor with their legs spread out straight. Then one of the girls would partner with each guy. The girl would sit facing the guy and also spread out their legs and they would press their feet near the guy's ankle. When they were in position, they would hold hands and then the girl would lean back and push her legs forward forcing the guy's legs to spread wider.

Jenna always volunteered to help the guy and that day she chose Jack who was the best looking of the four guys. As she leaned back and pulled Jack forward, she purposely moved her hands very close to her pussy so that Jack's hands were brushing over her pussy as she leaned back further. Jenna always liked to make use of her position in the team to take advantage of the other team members. As I was watching Jenna and Jack do the warm up exercise, I could not help but notice the bulge in front of Jack becoming bigger. Although Jenna was the most senior in terms of age within the team but the age difference within the team was very small and Jenna was at most only two years older than me. Jenna was among the best looking girls within the team so she also had a special effect on the guys. And she was really skilled at teasing and flirting with guys. I knew Jenna had fucked with all the four guys because I had seen it for myself. It was even rumoured that she had fucked with every players in the basketball team but I had yet to verify the truth of that.

After the warm up exercises, I went back to my drink duty. I quickly went over to the drink containers to check that none of the containers was empty and there was still enough cups. Once in a while, a few of the seniors would ask me to join in the training of some basic moves but that was about all I did for most of the training sessions. I knew it may be a few more months before I got to practise on the difficult moves and even longer before I could join the team in any competitions but I was patient and I knew of a way to accelerate my progression and I was already putting my plan into actions. 

My new book. First story below.

 Introduction 
 I had enjoyed writing the previous series of “On Job Sex”. I am writing the following short stories in this book as a prelude to another series of sex on the job. By giving this book a good response will greatly encourage me to start the new series.

Travelling Salesman 
I worked as a travelling salesman. Recently, I was not able to meet my sales target so I thought I would go to a more upscale estate to try my luck. I reached this upscale apartment and wanted to go door to door for sales but the security guard at the front desk stopped me. “Sir, this is an upscale apartment and our residents like to have their privacy respected.” “Please let me in, I promise I will not disturb the residents unnecessarily. I have the best products and I know your residents will be thankful to me for introducing the products to them.” “Sorry, I cannot help you. This is a policy listed by building management and I cannot violate the rules.” I was about to give up when I saw a lady dressed in sports bra and tight track pants entering the building. I immediately went up to the lady. “Hi lady, I am Tom and I am a salesman selling very innovative products. Will you give me a few minutes of your precious time so that I can introduce my products to you?” The lady took a look at me. I was a young and handsome guy, I had been the heart throb of many of my school mates during school days and I knew fully how to make use of my good looks. The lady looked slightly over twenty years old and had a well-toned body. Based on her attire, she had just returned from a jog. “Ok, I am hot and sweaty now, you will need to follow me to my house.” I nodded enthusiastically. “Of course. That will be best. My sales pitch is best done in private.” The lady walked towards the lift and I followed. The security guard allowed me to pass. The lady pressed the lift to one of the high floors. “Thanks for giving me the opportunity to introduce my products to you. May I know how to address you?” “I am Amy.” “Hi Amy, let me tell you a bit about my products.” “Leave that for later.” Amy said abruptly. Just then, the lift reached the floor and the lift door opened. The lady walked out and I followed hurriedly. The lady came to a door and scanned her thumb print to open the door. Once I followed her inside, she closed the door. I stood near the door way to wait for her. From the door way, I could see that it was a very big apartment. The short corridor from the doorway led to a big living room. The living room faced a full window wall so it was brightly lit. There was a big set of sofa at the middle of the living room. Amy walked towards the living room and along the way, she kicked off her running shoes. And when she was reaching the sofa, she also pulled off her sports bra. I was shocked, I did not know how to react. When Amy reached the sofa, she sat on the sofa and pulled off her tight pants. She was wearing a black lacy thong underneath. Then Amy stood up and faced me. I blushed and did not dare to look directly at her. “Come over and show me your products.” Amy said. I opened my bag and took out my products. I was a travelling salesman selling sex toys and that was one of the reasons why the security did not allow me to enter the apartment. When I was arguing with the security guard, Amy had already returned and she heard the argument. She was curious what type of sex toys I will be selling and that was why she allowed me to follow her home. Amy was a trophy wife of a very successful entrepreneur but her husband was always travelling and they seldom spend time together. Amy was feeling very deprived of sex. I took out a few vibrators and walked over to Amy. “Sorry, I did not inform you that I am selling sex toys and these few vibrators are the latest products from my company.” Amy smiled at me, “I already knew. I heard your argument with the security guard. Why would you think that the residents here will need sex toys?” “Actually I was desperate to meet my sales target and I believe the residents here will have higher spending power. I just wanted to try my luck.” “Actually I think your choice is correct. A lot of the female residents here are stay home housewives. Most of them, their husbands are too busy to spend time with them so I guess a lot of them will like to have a good sex toy.” I got the hint and became bolder, “Are you one of those?” “I guess so. I cannot remember when my husband last had sex with me.” “Ok. Let me introduce you to our new range of products.” “Although my husband had not had sex with me for a long time but I had no lack of sex. I mean real sex.” Amy sat back on the sofa and spread her legs. She pushed her thong aside and exposed her pussy. There was a little wetness. “I always prefer the real thing.” Amy said. She pulled me towards her and unzipped my pants. I was slow to react and before I knew it, my pants was already unzipped and my cock was exposed. Amy grabbed my semi erect cock and stroke it. Every stroke made the cock harder and a short while later, the cock was fully erect. Amy put the fully erect cock into her mouth. She began sucking the cock. I had had my cock suck many times before but this was my best experience. I felt like I was going to eject and gently pulled Amy back. “You are the customer, I should service you first.” I knelt down in front of the sofa and spread Amy’s legs. I started to kiss her inner thighs while my hands went to grope her fully rounded breasts. I also pinched her erected nipples while my mouth moved closer to the clean shaven pussy. I stopped when I reached the pussy. I took a good look at the inviting pussy, it was already glistening with wetness. I grabbed one of the vibrators I took out and gently inserted the vibrator. “This is a vibrator you will like for sure. It comes with different speed control.” I turned on the vibrator and Amy gave out a soft moan. I gently pushed the vibrator in deeper and increased the speed. Amy’s lower body was twitching to the waves of pleasures. I controlled the vibrator skilfully to give Amy maximum pleasures. Within minutes, Amy reached her first orgasm. As Amy’s orgasm was subsiding, I took out a tube and squeezed out some cream. I applied the cream gently on Amy’s anal. “I had never had anal sex before.” Amy protested. “This is something you should try. You will not regret.” I recommended. Amy was too satisfied from her orgasm to argue further. The cream created a slight stinging sensation and Amy was aroused again. She moaned softly. I applied a bit more of the cream and took another vibrator. I wiped more of the cream on the vibrator. Then I slowly pushed the vibrator into Amy’s anal. Amy felt a sense of pleasure flooding over her when the vibrator was inserted half way in. She moaned loudly. “Oh, the feeling is so good.” “Yes. Some of my customers told me anal sex is the best sex.” I slowly pushed in and then pulled out the vibrator. Amy kept on moaning and when I finally turned on the vibrator, Amy felt her orgasm coming. She also felt the tip of the vibrator twitching and finally as she was about to reach orgasm, she felt the vibrator ejected something inside her and that made her reached a level of orgasm she had never experienced and she was thrusting her lower body so violently that I lost grip of the vibrator. “That was so good.” Amy’s voice was hoarse from her loud moaning. Amy finally slowed down and I was able to hold on the vibrator and turned it off. “You had just experienced the latest feature of our vibrator. Our vibrator came with a sophisticated set of sensors that can sense that you are going to reach orgasm and to make your orgasm more realistic, the vibrator will release an organically produced liquid that felt like cum inside you.” “Your product is really the best product and you are the best salesman I had met.” At that moment, the door bell rang. I panicked and Amy was amused. “Don’t worry, it is just my yoga instructor. I really didn’t know you will take so long to make your sales talk. If I knew, I would have cancelled my yoga lesson.” Amy stood up and walked towards the door in her thong. I imagined the yoga instructor was a guy that besides teaching yoga also provided other services like the male lead in one of those porn movies I had watched. I told myself I had stayed to watch the live show. To my surprise, the door opened to a young lady that looked only twenty years old. The lady wore a tank top that showed a lot of underboob and a tight yoga pants. She saw the topless Amy and stepped forward to kiss her on the lips. Then she seemed to notice me. Amy stepped aside to let the yoga instructor had a better view into the living room. “He is Tom. He is a salesman. This is Veronica, my yoga instructor.” I stopped packing my stuff and turned around. I forgotten my pants was unzipped and upon seeing the sexy yoga instructor, my cock stood erect again. Veronica laughed. She had her fair share of sexual advances and this must have been the most direct. She walked over to me and stretched out her hand but instead of shaking my hand, she grabbed my cock and shook it. I was embarrassed. Amy joined them in the living room. “Seemed like you two had already got acquainted. Veronica, today, we will have a different yoga session if you don’t mind.” Veronica nodded with understanding, “You are the boss. We always do what you want.” Amy went to the side of the living room and rolled out a yoga ball. She took off her thong and signalled to Veronica to take off her tank top. Veronica did as instructed, she was not wearing any bra underneath. Then Amy signalled for her to take off her pants. Veronica complied and underneath her pants was a pink thong. Amy signalled for Veronica to lay on the yoga ball. And when she did, Amy spread her legs. “Tom, I want you to show her the last vibrator you used on me.” I was more than willing to oblige. I opened my half packed bag and took out the same vibrator that I last used on Amy and the tube of cream. I squeezed some cream onto my hand. Amy was standing behind Veronica and she helped to move her thong aside to expose her sexy anal. I gently applied the cream on Veronica’s anal. Veronica moaned in reaction. I then open the vibrator and refill the “cum”. After that, I applied more cream on the vibrator. I suggested, “May I suggest something even better for Veronica?” Amy looked on longingly and nodded. I took out another vibrator and connect a cable to the first vibrator. “This is also a new feature in my company vibrator. I will explain after you have seen what it can do.” I also applied more cream on the new vibrator. I inserted the first vibrator gently into Veronica’s anal. Veronica gave out a soft moan of pleasure. I turned on the lowest speed on the vibrator. Veronica made a constant moaning sound. I knelt down and positioned the new vibrator at Veronica’s pussy. Then I gently pushed the vibrator in. Veronica gave out a louder moan. When both vibrators was half way in, I turned on the second vibrator and then I adjusted the speed on the first vibrator. Veronica immediately gave out very loud moans. She was being penetrated by two vibrators that were programmed to vibrate and thrust at coordinated and synchronised movements. Veronica was shaking her whole body uncontrollably in her best experience of orgasm. I proudly announced, “This is the latest products from my company. The two vibrators worked together to give maximum stimulations to both holes and during our initial product trials, all the ladies reached multiple orgasms and a few even experienced squirting orgasms for the first time.” Just as I was finishing my sentence, Veronica reached her third orgasm and the pleasure was so high that she started to squirt and pushed out the vibrator from her pussy. Amy was amazed. She had played with Veronica many times and being a woman herself, she knew how to make Veronica reached her orgasms but she had never seen her squirt. I was quick to react and he pushed the vibrator back in before it came out completely. Veronica continued moaning loudly. Her voice was getting hoarse and her body was still twitching uncontrollably as if she was having seizures. I asked softly, “Should I stop?” Veronica was in a state of total disconnect and did not seem to hear. She was fully immersed in her pleasures and did not care about the rest of the world. I looked at Amy. Amy was looking in disbelief, she had never seen Veronica having such great orgasms and she was itching to try for herself. Amy signalled to me that I should stop the vibrators. I obliged and turned down the speed of both vibrators and Veronica finally regained some sense of reality. “Wow, the experience was so unreal. These are really the best products I had ever seen.” I finally stopped the vibrators completely. “Ladies, are you interested to buy my products. Seeing that you are my first customers, I will give both of you a special discounts.” Amy replied without hesitation, “I will buy two sets. One for myself and one for Veronica.” Veronica was tired but she managed to gather enough strength to thank Amy. I happily took out two new sets of the vibrators and passed to Amy. I quickly wrote a receipt and also passed to Amy. Amy took the receipt and said, “I will issue you a cheque later. But before that I need a real cock inside me.” I nodded understandingly, I was starting to think she would never ask. My pants was already unzipped, I quickly stepped out of my pants. The anticipation made my cock erect again. Veronica was too tired from her multiple orgasms and was resting on the sofa. I turned to Amy. I looked at the beautiful naked body in front of me and wondered what good luck had let me met Amy. I stepped closer to Amy and grabbed her by her waist and pulled her towards me. I kissed her on the lips while my one hand moved quickly down to grab her firm butts. Amy did not have to work so she spent her free time toning her body and every parts of her body was perfect. My mouth moved very quickly from the lips down to the breast. I had only seen such perfect breasts in magazines and most likely those were photoshopped. I sucked greedily on one breast while my other hand was groping the other breast. Amy was reacting by moaning softly. I did not want to waste time, I picked Amy up and carried her over to the sofa. Amy had a big sofa so even though Veronica was laying on the sofa, there was still enough space to put Amy down. I put Amy besides Veronica. Amy was laying on her back. I pulled Amy’s legs over my shoulders and adjusted my position. My cock was at Amy’s pussy entrance. I pushed in slightly and felt the wetness. I knew Amy was ready and without warning, I gave a strong shove and pushed my cock all the way in. Amy reacted by giving out a loud moan. I kept my cock in for a few long seconds before starting to pull out slightly and began pumping. Amy was so wet that when I pushed in, there would be a squishing sound. I was motivated and I worked harder and pulled out and pushed in harder. Amy was also enjoying herself, her moans was getting louder and Veronica was aroused from her restive state. Veronica started to kiss Amy and her hands played with her breasts. Amy had never tried a threesome before and she was totally enjoying herself. Very quickly she reached an orgasm. Veronica and I continued even though Amy had reached orgasms. I was working even harder, I wanted Amy to have a squirting orgasm with me. Before Amy’s first orgasm subsided, she was on the brink of another orgasm and both Veronica and I saw it and we coordinated our actions to increase the pleasure and Amy reached another orgasm but still it was not a squirting orgasm. I was reaching my orgasm myself and when I felt Amy’s third orgasm coming, I let loose and shot my full load of cum inside Amy. I felt a great push from Amy’s pussy and quickly pulled out my cock and Amy began to squirt like a sprinkler. I was satisfied, I had finally given Amy a squirting orgasm. Veronica greedily buried her face on Amy’s pussy to soak in all her love juice. All three of us laid on the sofa to recover from the exertions of the pleasures. I knew I would be a frequent visitor to this estate and already imagined the amount of sales I would be making with such a satisfied reference customer.