Life of a Cheerleader

By: Michael Colione

Lissette wanted nothing more at this point in her life than to be popular. Being the newest member of the high school cheerleading squad, she was well on her way to that goal. All the girls on the squad were the most popular girls in school and they dated the cutest guys. They were the envy of all the girls in the school.

She was two months into the school year and was moved up to the junior varsity squad. She was pretty, but until now, she couldn’t get noticed by the cute guys she wanted to know. After the first game, she was approached by the varsity squad’s captain, who asked her if she wanted to go to a party that night. Lissette said ok and was told she would be picked up around eight o’clock at her house.

Lissette got dressed in her sexiest miniskirt and tube top and was ready when the doorbell rang. Jessica, the head cheerleader was standing there in her skirt and blouse looking absolutely sexy. They got into the car and Lissette got into the back seat. She was introduced to Monica and Lisa who were both co-captains of the varsity squad. By arriving at the party with these girls, she was almost guaranteed her overnight popularity with all the benefits (like the cute guys).

They arrived at Jolie’s house (another cheerleader) and went inside. As soon as they walked in, they were each handed a beer as Jessica began introducing Lissette to everyone. All the guys and some of the girls were looking her up and down. She felt like she was getting more popular by the second, even if they were undressing her with their eyes.

By ten-fifteen, Lissette was very drunk. All the other girls didn’t seem as trashed as her, but she figured they were better at holding their liquor. She overheard a few girls talking about the party room upstairs and how much fun they were going to have later.

At ten-forty five, Lissette was totally trashed and didn’t want anymore beer. That’s when Lisa told Lissette to follow her. As she was walking up the stairs, she noticed there were a lot less guys downstairs compared to when she first got to the party. As she reached the top of the stairs, she realized how big this house really was. There were four bedrooms on this floor and still another floor above them.

As she was led to the third room, she was almost all the varsity cheerleaders, and a few from the junior varsity squad as well as six or seven football players. A few other guys were there, but she didn’t recognize them. Jessica said they were all waiting for her as she licked her lips. Lissette was starting to get nervous about the whole situation, but the effects of the liquor impaired her ability to realize fully what the party room actually was.

Jolie suggested they play truth or dare as everyone immediately agreed. Since Lissette was last to arrive, she was told she had to go first. She picked truth so she could get a feel of where this would be going, even though she already had an idea. Jessica asked her how far she’d gone with a guy. She answered that she’d given head and been eaten out, but that’s it. Actually a boy had the head of his dick in her, but she stopped him because she got scared, but of course, she didn’t tell them that. She quickly added that she’d never swallowed cum before.

It was Lissette’s turn to ask or dare and she picked Jessica. Jessica picked truth too, so she asked if tonight had any effect on her being chosen to be on the varsity squad. Jessica quickly answered that tonight would be a bonus of her being picked. Lissette forced a smile and realized how much she really wanted to be on the varsity squad, she just wasn’t sure how much she’d be willing to give up to get there.

After about forty-five minutes of the game, she was learning some interesting things about everyone, including some of the guys, who were in their twenties and used to play football for the school. A few dares were also done, like kissing and fondling. This game was getting more sexual by the minute.

Most of the girls were dared to show their tits, so she knew she’d be asked sooner or later. At 34C, she had a nice chest and a nice body to go with it. A few guys were dared to show their cocks too. Some were bigger than others, but one was thick, thicker than any cock than she’d ever seen before, including in porno movies. Two other guys were really long, probably eight or nine inches when hard but they were all soft so it was hard to tell.

The whole time while playing, everyone was drinking, including Lissette. She wasn’t sure she was thinking straight anymore, but she knew she had to pee. She got up to go and Jessica said if she went she’d have to get naked when she got back. She agreed as long as everyone else had to get naked too. She’s not sure why she said it, but it seemed the right thing to say. Jessica told her that was fair, but to hurry or she would have to do something else. She didn’t say what, nor did Lissette ask, so she left to go pee.

Lissette went pee and just sat on the toilet for a few minutes clearing her head. Was it worth the popularity to have sex with one of those guys, or even one of the girls? She decided there was no time like the present and she’d do whatever was necessary.

As she walked into the room, she noticed everyone was naked and some of the girls were sucking dicks, and some guys were licking pussy. Jessica was sitting in the same chair slowly rubbing her clit. She motioned for Lissette to come to her. She undressed Lissette, whispering in her ear that she had what it took to be on varsity, she just had to show everyone her talents. She told Lissette the rules of the squad. 1. She had to attend at least two of these parties each month. 2. She had to fuck two guys, or one guy and two girls each party. 3. She had to suck of anyone from a select group of guys whenever they wanted. As long as she followed the rules, she’d be one of the team.

Lissette was stunned at what she was just told. Jessica told her not to worry, she’d do fine. She sat back down in the chair and pulled Lissette’s head down and shoved it into her pussy. She had never done anything with a girl nor did she want to, but she didn’t have a choice. She didn’t know what to do, so she did what she liked done to herself. She had Jessica going crazy when she really got into it.

She licked a kissed everywhere on Jessica’s thighs and pussy lips. She decided to just get it over with and stuck her tongue into Jessica’s soaking wet pussy. She fucked her pussy with her tongue and moved up to her clit while shoving two fingers into her. Jessica just came as another set of hands pulled her over to the next seat.

It was John, one of the older guys and if she remembered correctly, he was twenty six. Definitely the oldest guy she’d ever done anything with in her sixteen year old life. He kissed her hard and rough before forcing his hard cock into her mouth. She was scared he would hurt her. He was the owner of the fattest cock and the biggest she’d ever sucked. He was fucking her face like it was a pussy, while she learned to breathe between thrusts as she was sucking a licking for all she was worth. His dick began to swell as she felt the head getting bigger in her mouth. She knew he was about to cum, but couldn’t pull off of it because he was holding her head in place. He shoved his cock further into her mouth as she felt a thick hot stream of cum shooting into the back of her throat. She barely tasted it as he kept thrusting. As he began to cum less and less he pulled out a little and shot some cum onto her tongue. She thought it didn’t taste bad as she swallowed most of it, but what did drip out she licked up with her tongue and swallowed that too.

After he let her go, someone pushed her to the floor and opened her legs. She saw it was Jolie as she looked up and saw her moving towards her pussy. She started to kiss Lissette’s thighs and worked her way all over until she finally started sucking her clit like it was a lollipop. She came almost instantly and didn’t stop until Jolie stopped sucking. For the first time in her life, she saw a girl the same way she was used to seeing guys.

When Jolie got off her, she just laid there, trying to catch her breath and get her thoughts together. Thankfully no one messed with her for a while. She watched Jessica getting fucked in the ass by the quarterback Tim. Monica and Lisa were both getting fucked Doggystyle and were kissing each other. Jolie was riding one of the older guys and two other cheerleaders were both sucking John’s dick. That’s the last thing she remembered before falling into a deep sleep.

When she woke up the next morning, Jessica was sitting on the couch in the “party room” just watching Lissette. She asked if everything that happened last night was ok. Lissette lazily smiled and said that it was. Jessica explained that they made sure the guys left her alone while she slept with the exception of dumping their loads on her face and tits. They both stood up and Jessica led her to the shower. Both were still naked and walking through someone else’s house naked gave her a weird feeling.

They both climbed into the shower and as Jessica washed Lissette’s body, she was told she’d be moved up to varsity by the end of the week if she did one more thing for her. Lissette was so happy; she said she’d do anything. Jessica told her to eat her ass until she came. Lissette had never done that before with anyone but said she’d do it as soon as they were done the shower. Jessica told her to do it now.

Lissette dropped to her knees and started to suck her clit while fingering her pussy. Jessica turned around and told her to use her tongue to fuck her shit hole. Lissette shuddered at the nasty sound to it, but knew what she had to do. She kissed gently on her ass cheeks. Jessica was growing impatient; obviously she needed to get off badly. She told her to suck her ass or the deal was off. No sooner than she finished the sentence had Lissette forced her entire tongue into Jessica’s recently fucked asshole. It didn’t taste like anything at all, with the exception of cum left over from the night before. Still she wanted to keep this short so she fingered her pussy and massaged her clit. In less than five minutes, Jessica’s asshole was contracting around her tongue and had juices dripping from her pussy.

Jessica smiled and kissed Lissette fully on the mouth and told her she’d be enjoying her new popularity. She told her to hurry in the shower because lunch was almost ready. After Jessica left the bathroom, Lissette worked frantically to get off. She was imagining John’s fat dick stuffing her pussy as Jessica forced her to eat her pussy at the same time. She had never cum so hard from her fingers before. She was still shaking from her orgasm as she finished getting cleaned off.

She hurried down to the kitchen, even though she was still naked, hoping the other girls would be naked as well. She arrived in the kitchen, and saw Jessica preparing lunch with Jolie while Monica and Lisa were doing a sixty nine on the floor. Jessica and Jolie acted like it happened all the time because they weren’t paying any attention to them. I couldn’t help but stare at them as I absent mindedly began rubbing my pussy and clit again.

To Be Continued…