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hannah montana cheerleading tryouts

By: dest
folder G through L › Hannah Montana
Rating: Adult ++
Chapters: 6
Views: 47,095
Reviews: 35
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Disclaimer: I do not own Hannah Montana, nor any of the characters from it. I do not make any money from the writing of this story.
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Chapter 4

Hannah Montana Cheerleading Tryouts Part 4

By Dest

Any feedback or suggestions email me at journey9672@hotmail.com


Codes: M/f/f, oral, cons, bondage,


Disclaimer: don’t own. Doubt this has ever happened. If it has then I should have been a cheerleading coach. None of this is mine except the cheerleading coach who I invented. Story involves sex with an adult and two consenting minors. You have been warned.

Here it is, I promised by Wednesday, and I think I am only 2 weeks late. Of course I also promised it in September and June and April. So for everyone that does not hate me for leaving them hanging, here you go.


Well it had been two months since cheerleading tryouts and I had kept up my “relationship” with both Lily and Miley without them finding out about the other one. Because Lily was on the team we were able to get together a lot more often without it looking suspicious. Miley was a rare treat that I got to enjoy but it worked out extremely well. Miley had so much pent-up sexual energy that when we finally got together for sex she was like a wild animal. It was an incredible arrangement. I got to have regular sex with Lily and hardcore raunchy occasional sex with Miley.

I had continued taking those sexual enhancement pills just so I could keep up with the two of them. Their sexual appetites seemed insatiable. Not that I am complaining at all. This is still the best thing that has ever happened in my life. I never would have dreamed of this kind of thing happening to me. I tried to pretend that it was just sex but I have to admit that I was developing severe feelings for the girls. I was feeling like an asshole for fucking one behind the other’s back but I couldn’t stop. It was like my conscience was being overpowered by my dick. I was still a little afraid of being caught and fired but both girls had gotten very good at alleviating my fears.

Then one day I walked into my house and was shocked at what awaited me. Miley and Lily were sitting on my couch with frowns etched into their faces.

‘Shit, they finally found out. Wait, maybe not. Just play it cool.’ “So what brings you two here? Do you have a question about something?”

Miley seemed to get madder at that. “Yes, we have a question. How long did you think you could keep fucking us both before we figured it out?” she nearly yelled.

Well by now I was really scared. I thought they might find out but I had no idea that they would be this mad. I thought Lily might be a little thrilled since she had showed interest in Miley. “I…um…didn’t think it would be that big a deal.”

“Well we’ll show you how big a deal it is.” They then both stood up and walked right up to me and got right in my face. And then they turned to each other and shared a long hungry kiss.

‘Well I obviously died and went to heaven.’ “Ummm….what….huh….god….hot.” With that they finally broke their sexy kiss. Lily gave me her familiar slutty smile. “Well when we found out we were a little mad but then we started talking and certain…urges were brought out. We decided to use this experience to indulge in some of these urges. And since you were the one who brought out these urges we decided to wait until you could share with us this experience.

‘Yep, I am definitely dead. If I had known heaven was going to be like this I would have killed myself a long time ago.’ “You two are sure you’re not mad? Not at all?” Miley leaned in and tried to inhale my lower lip. After a few seconds she pulled back and answered me. “Well we were very mad when we found out, and there are still a few feelings of resentment. So the deal is, we let you join in, but you have to be completely under our control.” She pointed to the couch where some handcuffs and straps were located. “I had no idea you two could be so kinky. I like it. But how did you two find out about me having sex with both of you?”

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(Yesterday afternoon)
Lily and Miley are relaxing at Miley’s house. They had started talking about the upcoming prom. Miley seems a lot more enthusiastic then Lily. “I can’t wait! Remember our deal about losing our virginity at the prom. We have to make sure to get suitable dates so we don’t feel disgusted with ourselves the rest of our lives.” “I can’t take it anymore! I have to let you in on a little secret. I lost my virginity a long time ago. In fact almost a year ago.” “Oh thank god. I didn’t want you to know but I have been having incredible sex for the last couple months. I was just trying to keep up appearances. I am so glad I don’t have to keep that in anymore.”

Lily was shocked. She never would have dreamed innocent Miley would have any sexual experience. Let alone multiple times. “Really? Who have you been having sex with?” ‘Shit! I forgot I originally had sex with him to get Lily that cheerleading spot. Well I hope she won’t be too mad.’ “Well I…sorta…have been fucking the Mr. Fineberg, cheerleading coach.” ‘Oh god I hope she doesn’t hate me.’

‘The cheerleading coach? Wait, so he is fucking both of us?’ “That’s who I have been having sex with too. What the hell! That bastard.” “WHAT! Wait, why did you have sex with him?” “Ummm…Well I hate to tell you this but I knew I didn’t have a shot at being a cheerleader unless I did some “extra tryouts” so when I went into his office I used my body to get the spot.”

“NO! NO FUCKING WAY! After you told me how much being a cheerleader meant to you I went into his office and used my body to get you the spot. And to think you already had it. That bastard!” “You lost your virginity to help me out? Miley, you are the best.” Lily leaned in and gave Miley a hug. Maybe it was the wonderful thing Miley did for her. Maybe it was all the talk about sex. Maybe she finally just couldn’t hold back but Lily finally acted on her sexual impulses about Miley. Lily moved her mouth to Miley’s mouth and kissed her. After a few seconds Lily backed up and covered her mouth with her hand. ‘OMG! I can’t believe I just did that. There goes the best friend I ever had!’

Miley was shocked that her best friend had feelings for her. But what shocked her even more was how good the kiss felt. It was the best kiss of her life. There was so much chemistry involved in that kiss that she stopped thinking and just acted. “OMG Miley I am so sorry aboGSH” Miley grabbed Lily by the neck with both hands and gave her a much more passionate kiss. After a few seconds Lily seemed to wake up and she started kissing her back. She pushed her tongue against Miley’s lips which Miley quickly opened. Then the struggle for dominance began. Neither one seemed willing to submit and their tongues quickly tired with the effort both put into the kiss. Lily finally pinned Miley’s tongue down and to celebrate she brought her hands up to feel Miley’s breasts through her shirt.

That was when Miley broke the kiss. Lily worried she had came on to strong. “Wait, wait. I have an idea on how to make this even better.” Lily looked at her questioningly until Miley filled her in on the plan. “Ooh, I can’t wait. We get to enjoy some hot lesbian sex and get some payback on that bastard. Perfect.” “Don’t speak about him that way. Without him we never would have realized our feelings about each other.” They kissed once more but quickly broke it off knowing they wouldn’t be able to resist going further. Both girls then lay back in each other’s arms and just enjoyed the feel of the other girl.

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(back to the house)

“It doesn’t matter how we found out. Let’s just enjoy each other’s bodies for now. Now strip naked and get in the bedroom so the fun can begin.” I had trouble remembering how to take off my clothes and ended up just ripping my shirt in two to get it off. Both girls were smiling at me as they grabbed the handcuffs and straps and followed me into the bedroom.

“We decided to wait until you could join us before having sex with each other so we are feeling really horny. I hope you don’t mind if we go first.” “Mind? No no no, don’t mind at all. Just glad you two could get past your anger.” I looked at them and waited for them to start. “Have you forgotten already?” Miley twirled the handcuffs in her hands and I remembered the deal. “Oh yeah, so where do you want me?” “Get on the bed you dirty boy!” With that kind of motivation I jumped right up there and got ready. My dick had been hard since their kiss so I was really anxious to get to the sex.

Lily and both took a side and handcuffed my arms to the bed-posts. Then they grabbed the straps and tied my legs to the posts at the end of the bed. “Umm, if I’m taking up the entire bed where are you two going to have sex?” “Why, right on top of you of course. Unless you have any objections?” My tongue was halfway down my throat by now but I managed to choke out a no.

They smiled at each other and leaned in to give another long emotional kiss. Both girls were extremely flushed when they finally broke it. Miley turned to me and gave me a sultry smile. “So do you like what you see so far?” “Uh-huh, uh-huh.” “Well good, then why don’t we try something to make it even hotter?” “That could be fun.”

Lily pulled something out of her pocket and started walking over to me. Whatever it was she kept it behind her back and I couldn’t tell what it was. When she finally got to me she leaned in and licked my neck. Then I jolted when I felt Miley stroking my cock. “Do you like that? Does Miley stroking you feel good? Are you ready to get involved?” “Yeah! Yeah! Of course!” Lily showed me what was in her hands and I nearly fainted. It was…a blindfold. “This is your punishment for corrupting two young innocent girls. We are going to be giving the show of a lifetime. And you won’t be able to see it. If you don’t complain too much we will still have sex on top of you though.” Well to say I was infuriated would be an understatement but I was trapped. Better to at least be able to hear them and feel them then nothing at all. Plus if I pissed them off too badly they could just leave me here for God knows how long.

I tried to form mental pictures of what the girls were doing but it was impossible. I distinctly heard a zipper opening and a bra unsnapping. I could hear the sound of lips on skin but I had not idea where the kiss was or who was kissing who. “Oh Miley, suck on my tits! I have waited so long for this!” ‘DAMN DAMN DAMN, best mental picture of my life and I know if I could see it would be the most beautiful thing I ever saw. DAMN!”

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(Third-person point of view)

After blindfolding Mr. Fineberg the two girls seemed reluctant to start. To tell the truth they weren’t too mad at Mr. Fineberg after realizing their feelings for each other. In fact they were quite happy and wanted to thank him. Plus having someone they had both already slept with would alleviate some of the tension from having sex with each other after years of friendship. But at the same time they didn’t want him to get completely off the hook, especially since he had been screwing them both for months and they could have been having hot threesomes that whole time. So they definitely felt he deserved some torture, but actually having sex on top of him was too cruel. After a few seconds of waiting Lily suggested pretending for a while and then letting him join in.

Miley unzipped her jeans and pulled them down her legs along with her underwear. Lily took off her shirt and unsnapped her bra. Lily was about to ask what next when she felt Miley’s tongue on her left tit and Miley’s hand on her right. “Oh Miley, suck on my tits! I have waited so long for this!” Lily sunk down onto the bed and used one hand to hold Miley to her tit and the other to stroke her bare ass. One stroke went a little low and she felt Miley’s wetness soaking her hand. Miley had by now changed places so her hand was on Lily’s left tit and her mouth was lathering Lily’s right. Using all of the willpower Lily had she pulled Miley away from her tits and frenched her for thirty seconds.

“If you keep this up it won’t be pretending, I thought you wanted to include him in this?” Lily whispered. “I don’t care about him, I have the idea of sex with you in my head and I saw you looking so radiant I needed you. We can always include him later.” Lily knew if they kept going they would exhaust themselves and leave Mr. Fineberg high and dry. “You’re spending the night at my place, we can do this then, right now we got a willing male that is going to explode from the mental pictures we must be giving him.” Miley frowned but agreed to hold off.

That was when Lily realized that she had been lying on Mr. Fineberg’s legs this whole time. And when she saw his throbbing cock she realized that saying he was about to explode was quite accurate. When Lily brushed his cock with her hand he groaned and raised his pelvis, searching for the contact. Miley walked to his face and took off the blindfold. “Have you learned your lesson?” Miley asked. Mr. Fineberg started nodding so fast he looked like a bobblehead. Miley gave him a sensual kiss, “Good, then we have one question for you. You look ready to cum, so who do you want to suck you off?”

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(Mr. Fineberg’s point of view)

Now that question threw me off, I knew it wouldn’t take long for me to cum with any type of stimulation. So a blowjob to finish me off was a good idea. But this question seemed dangerous. What if I picked the wrong one? So I went with the safe, and sexy, choice. “How about the both of you?” When they looked at each other uneasily I got scared that I screwed up, but the grins came back full force and they both climbed onto the bed, Lily straddling my left leg and Miley straddling my right. Lily was the first to bring her head in to lick the precum off. That right there almost got me and I had to control myself so I could get the most out of this experience. Next Miley brought her head down and started licking up and down my cock. When she went back up Lily came down and took the head in her mouth. She swirled the tongue around my dick and looked at me with her innocent expression that somehow is the sluttiest thing I have ever seen. This time Miley took the whole thing in her mouth and slowly bobbed her head a few times before letting Lily have her turn. Lily took the opposite approach and did a lot of fast bobs and that was when I felt Miley sucking on my balls and I exploded. Lily’s mouth was filled to the brim before she pulled off and let Miley taste some of my semen. Lily pulled Miley into a kiss and it was the sexiest thing I have ever seen. Two beautiful near naked teenage girls with my cum on their faces making out near my cock. One last spurt of cum came out and landed on Lily’s chest.

Eventually they pulled away from the kiss and started licking my cum off each other. When Lily was clean except for her chest she stopped Miley from licking it off. She got on her hands and knees and crawled up my body and presented her chest to me. “Come on, you know you want to.” I was hesitant to taste my own cum but at the same time intrigued. Plus I was still horny as hell after that show and sucking on her tits would help somewhat. I couldn’t move much so Lily had to smother me with her chest, not complaining in the least, for me to lick the cum off. While I was licking the beautiful chest of one Lily Truscott, Miley was not inactive. She had already gotten her shirt and bra off before I started licking. When I finally got around to sucking on Lily’s nipples Miley was already pulling off Lily’s skirt and thong. Lily basically collapsed onto me and squealed so I had a good idea of what Miley was doing after undressing Lily. I felt something wet drip onto my chest only a few seconds after Miley started eating out Lily. Looks like Lily had gotten pretty worked up too, because I can’t think of a time when she came that fast.

Lily rolled off of me and started gasping. I could finally see Miley and the wetness between her legs was quite obvious. I tried moving over to her but forgot about being tied to the bed. “You girls can let me go now.” A smile came over Miley’s face. I had never seen her smile like that. There was competition for Lily’s innocent look for the sluttiest thing I had ever seen. “Now why would we let you go? We told you this time, we call the shots.” I was annoyed that I had to stay tied down, but couldn’t help but notice she said this time. Meaning there will be repeat performances; this realization had the unfortunate side effect of making my dick twitch which did not go unnoticed by the sexy teens resting near me.

After a bit of giggling at my reaction the girls whispered while looking over at me and I couldn’t help feeling like a piece of meat. It actually felt pretty good. All of a sudden they jumped into action and I was moaning at the velvety feeling of Miley’s tight hole surrounding me. Miley gasped as she went down and paused, as if she was waiting for something. Then my view was blocked by the lower half of Lily. It appears Lily wanted this to be special because her hairs were shaved into a neat little triangle with the point aiming towards her wet pussy. Miley started rising and falling on my dick and I could hear slurping coming from Lily’s other end and I realized what Miley had been waiting for. The image of what used to be sweet innocent Miley riding my dick while the never innocent Lily licked her clit was getting me very excited. Then I started feeling Lily’s tongue on my cock as I moved in and out of Miley and it was like sensation overload. I couldn’t move but I felt like I needed to do something. I moved my head as little as I could and my nose brushed up against Lily and I could hear her moans. I hadn’t realized I would be able to pleasure Lily but the girls had given me just enough room. I buried my head into her muff and couldn’t believe how wet she was. Miley started shrieking and I got the idea that Lily must have reacted to my tongue and responded in kind. Miley was thrusting herself harder now and I used what little movement I had to thrust up hard into Miley while nibbling Lily’s clit and pushing my nose as far as possible into Lily. I was always made fun of for having a pointy nose but I thanked God for my honker now. Suddenly my nose was saturated with Lily’s juices and her moans mixed with the sounds of flesh as Miley continued to bounce on me. Lily rolled off of me and I finally could watch Miley wantonly bounce like a whore in heat while she needed her small breasts with both hands. This sight pushed me over the edge and I came hard into Miley, taking her over the edge with me. Miley collapsed onto me, not even bothering to take my dick out of her, and passed out. I couldn’t believe how tired I was considering I was barely able to move the whole time, but I followed her and Lily into sleep soon after.


Well 1 person has asked for lesbian sex, which would be the orgy I am planning on doing, or planning on skipping, still haven’t decided. I want at least 1 more to ask for it before I try and write it. I will probably write one more threesome because I wish I had put more into this but I wanted it done by Christmas. Thanks to the one person who e-mailed me and asked me to continue. That, alongwith me losing power and having nothing better to do with my laptop battery, inspired me to finally finish this chapter. I started and stopped writing this a few times, I hope it isn’t noticeable but it probably is. Thanks to everyone who has been reading this. I looked at my hits and I am over 10000! That is insane. And thanks to everyone who has reviewed, although I wish there were more of you. Hearing that people like my story is what makes me write. I hated leaving this unfinished since I knew there were people that wanted this. Sure it is 8 months behind schedule, but…well…I got it done eventually.
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