Blackmailing My Cheerleader Sister

Coming home from college for the summer meant returning the same house rules I had escaped for nine whole months. It didn't matter that I would turn 21 during the summer, if I was living at home, my parents would expect me to be home by midnight, no drinking and no guests without telling them first. I'd have to mow the lawn, take out the trash, clean my room, and would have to put up with all the same crap that made me want to leave home in the first place. Worse, it meant I would be living beneath the shadow of Monica, the golden child. Fuck, I hate that bitch!

Monica the cheerleader. Monica the straight A student. Monica who should have graduated Valedictorian. Monica who had a full scholarship to six different colleges.

You know what? Fuck Monica. I had spent my life living in her shadow, but when it came right down to it, she was nothing more than another eighteen year old college fuck who had survived her freshman year and nothing more. In the fall, I was going to be senior. Did it matter that in the fall I would be finishing my degree in computer science? Fuck no. All that mattered was Monica making the Varsity cheerleading squad her freshman year. Who the fuck cared? My parents didn't even like football!

That first week home went as poorly as I expected. Monica slept until noon every day and spent the rest of the day strutting around the house with her cellphone glued to her hand as she texted her friends while our parents rode my case about where I was going to work for the summer and when I was going to find the time to clean out the garage. I was so damn glad to find out about their plans to go on a weeklong cruise. For one week, at least, I could ignore the bitch.

Oh, and did I forget to mention how it was my job to keep everyone's computer running, too? In another year, I would be pulling down six figures playing tech for a Fortune 500 company. But at home, I was the resident geek, required to find time to between chores to fix every little virus and computer glitch.

"My computer's broken," Monica whined to Mom.

"Give it to your brother, he'll fix it," Dad said, more worried about packing for their trip than anything else.

"What's it doing?" I asked.

"I don't know. It's just broke. Fix it, okay?" Monica said as if she was the boss of me. Fuck I hate that.

I snatched the machine from her, carried it to my room, and ignored it for half a day before turning it on to find she hadn't applied a single update to it since she left for school. Stupid bitch. There's a reason why software companies issue updates and patches, you know? So, I set it to download updates, played video games between reboots, and enjoyed a couple hours of peace and quiet. When I was done, the machine was still running slow. Doing a quick scan, I found the reason. Her hard drive was filled to capacity.

That's when I started scanning her hard drive for what was taking up so much space. And, that's when I found it, a folder full of videos she had made with the camera built into her laptop. Videos can take up an insane amount of hard drive space. I pulled out a stack of DVDs and began transferring the videos from her hard drive and burning them to disk. As near as I could tell, they were all cheerleading videos, and most of them looked like videos she had made of herself doing some kind of cheering in her room. Damn narcissistic bitch.

I still don't know what prompted me to take the time to actually watch one of her self-made videos. Checking the burn of the DVD? Boredom? Hoping for some humor? It's unlikely it was the last of those, since Monica is a talented enough cheerleader to earn multiple scholarships for multiple college cheerleading teams. Still, it's what I did and I'm damn glad I did. You see, the video only started with her doing a cheer in her college uniform. After that, she stripped off the uniform and once she was naked, she began playing with herself. She even used the handle of her pom-poms as a dildo. This was fucking gold!

I began working my way through the rest of the videos and they all followed the same "plot." Each on started with the hot looking cheerleader chick with her blonde hair tied up in either a ponytail or pigtails (I shit you not, pigtails!). She would bounced around for a bit, you know, doing cheerleading shit. And then she would stop to grab one of her titties or reach beneath her pleated skirt to touch her pussy.

Monica was creative with the ways she played with herself. In one video, she used just her fingers. She laid on the lower bunk bed in her dorm room, kept her pussy aimed at the camera, and spread her legs wide so the camera caught every move of her fingers across her bare pussy as she rubbed, poked, and stroked herself to an orgasm that looked real. Then there was the one where she used the handle of a pom-pom as a dildo, which I have to admit was hot as hell. I know it was my sister I was looking at, but there's a point where my prick didn't care who the fuck the pretty blonde was with the pom-pom shoved up her pussy, it was funny and hot as fuck!

Fucking the handle of a pom-pom was just the beginning of what she shoved up her twat. As I scanned through a couple videos, I found her using a big dildo and a freakin' wine bottle. I couldn't take it anymore. Watching as she filled her pussy with the empty wine bottle, I jerked off. I came "with" her, sort of. It was just a video, but I held off on my orgasm until I saw what looked like hers.

Feeling more in control of myself, I got curious. I began organizing the videos by dates. Would the videos show a progression? Did she start with her fingers and graduate to bigger toys? The oldest video was from a month into college. Monica looked nervous. She kept looking off camera, I guess checking the doors. Like the others, she did a little cheer before grabbing at her little titties. Monica's tits were only b-cup sized, though she always wore padded bras to make them look bigger. Anyway, in the first video, she used a damn cucumber on her pussy! I was stunned. No way was this her first! I double checked the creation dates on the file before noticing the trees outside the window to her left. The trees were just beginning to turn colors. That was enough proof for me. Monica was a fucking freak!

My work on her computer was interrupted with a call for dinner. When we were home, our parents expected us to join them for dinner every single evening. Sitting around our dining room table, I stared at my sister with new eyes. "Is my computer done yet?" she whined.

"Not even close," I said. "You know when you get a pop-up saying you needed an update, you need to update it."

"Why does it need an update? It worked fine."

I sighed. "And you can't fill your hard drive. Hard drives need empty space for things to work right."

"Then why doesn't it come with two hard drives?" she asked as if she had solved one of the world's biggest computing problems. I didn't try to explain.

"Son, you're as slow as the computer geeks at work," Dad said, showing his usual respect for my major.

Mom did her usual job at deflecting any arguments at the dinner table. "I know you're both grown-ups, but do we need to set rules for while we're gone?"

"No parties!" Dad said.

Monica stopped the lecture before it started by rolling her eyes and giving that exasperated cheerleader whine, "We're adults, Dad. We know how to be good."

"I'm sure I can keep Monica in line," I offered.

"Monica isn't who we're worried about," Mom said, patted the golden child's hand. I bit back a maniacal laugh. If only Mom knew the truth about her precious little cheerleader. After dinner, I went back to my room to finish reviewing just how sick and twisted Monica could be. It was snowing outside the window of her dorm the first time she fisted herself and again the first time she shoved a makeshift toy up her ass.

I was up at seven to get my parents to the airport by nine. After dropping them off at the curb, I stopped by the store on my way home. I needed some provisions. Back home by ten, I arranged my supplies on the coffee table in the den: an empty wine bottle, a package of tapered candles, a baseball bat, a fat cucumber, and more. In the middle, I set-up Monica's laptop, playing one of her videos. Next to it was a stack of the DVDs I had burned. I loaded one more in the DVD player, turned it on, but kept the TV off for the moment. It was time to wake-up sis and let her see how her life had changed.

Before I woke her up, I got naked. I might be a computer geek, but I do come from the same gene pool as her. I'm naturally in good shape. I didn't need to pull on my dick to get hard. I had been hard since last night and had stayed that way. Opening the door to her room, I carefully pulled the covers off her. Since she was a baby, my parents had teased her about sleeping like a movie star. Monica had the amazing ability to sleep as if she was staring in a mattress commercial and wake looking as good as she did when she laid down. She was wearing panties and a cropped top t-shirt without a bra. Her tan stomach was a combination of spray on, sunlight, and time spent in a fake-bake booth. Cheerleaders don't have tan lines.

I leaned against the wall at the foot of her bed, stroking my hard cock. "Hey bitch," I said.

"Go away, dick" she mumbled, not opening her eyes.

"I'm serious. Wake up. I have something I want to show you."

Eye closed, she stretched like a cat. Her crop top t-shirt rode higher, but not high enough to show off her titties. "What?" she asked before opening her eyes and seeing me standing at the foot of her bed. "What the fuck are you doing?" she screamed, her eyes locked on my hard dick. "Oh my God! Stop it!" she said, curling into a protective ball and covering her eyes before saying the words I grew up hearing her say, "I'm telling!"

"No, I don't think you will."

"Bullshit," she said, picking up her cell phone. It wasn't going to work.

"They're on a plane right now."

"Get the fuck out of my room!"

"Sure, but I want to show you something in the family room."

"What's wrong with my cell phone?"

"Doesn't work without the battery. I fixed your computer. That's downstairs, too."

"Will you please stop doing that?" she asked, peeking to see that I was still stroking my hard cock.

"Do you want to do it for me?"

"Fuck you."

"We can do that, too."

"Get the fuck out, you fucking pervert!"

"You should get naked, too."

"What the hell is wrong with you?" She held a hand over her eyes as she yelled in my general direction.

"I bought you a cucumber."

She went stiff. That had gotten her attention. "What the fuck are you talking about?"

"Come downstairs and see. I bought you lots of things this morning."

"Oh-my-God!" she shrieked before she sprang out of bed and darted out of the door. I was impressed with how fast she could move. I took off after her, feeling like the killer in a horror movie as I walked at my usual pace. I knew I would catch her. There was nowhere for her to go. When I reached the den, she had closed the lid of her laptop and looked at me with an expression that took me a moment recognize. It was a look I had never seen on her pretty face. She looked worried. I leaned in the doorway, my hard cock throbbing eagerly. This time, she didn't avert her gaze or try to cover her eyes. "Who knows?"

I moved towards the coffee table. She flinched away as I neared, but I stopped at the edge of the table, picked up the remote, and turned on the TV. It sprang to life to show her shoving her hand in and out of her pussy in 50 inches of plasma glory. "Right now? Just me," I told her, keeping the remote. "But don't worry, I made lots of copies."

"Did you show them to anyone?" she asked, looking at the floor instead of the TV or her naked brother.

"Not yet. Sort of depends on you."

"What's that mean?"

"Get naked and I'll tell you."

"No. Fuck you. I'm not getting naked in front of you."

I laughed. "Like there's anything I haven't seen! Look at the damn TV." She didn't. "Bitch, I said look at the damn TV or I start sending copies of these videos to the rest of your cheerleading squad."

"You wouldn't dare!" she hissed, looking at me instead of the TV.

I started listing off the email addresses I stole from her email. "Any of those sound familiar?"

"What's going to stop you from doing it anyway?"

"I don't know, except I haven't done it yet. Now maybe getting naked is a good idea?"

"I gotta pee."

"Get naked first."

"Let me pee first."

"Get naked or I'll make you pee yourself."

"You're a fucking dick," she said, pulling off her top.

"You're right, I am," I said, feeling my cock throbbing harder as I got to see her naked in real life. Monica looked hot in the videos she had made, but real life is always better. She wiggled out of her panties, too.

"Happy pervert?"

"That's Mr. Pervert to you," I said, laughing. "Still need to pee?" She nodded. "Okay, go," I said nodding at the downstairs bathroom just across the hall. Standing, Monica held a hand across her chest and hid her pussy behind the other one. I didn't correct her, I was too busy enjoying the way she walked around me and my hard-on without turning her back to me. As she backed towards the bathroom, I followed.

"What is your deal? I'm just going pee. I just woke up, you know?"

"I know and I'm going to watch you do it," I said, stopping her from slamming the bathroom door in my face. Monica was strong and athletic, but so was I. "Now sit the fuck down and take care of business."

"No!" she said, pressing backwards against the far wall, still holding herself.

"Suit yourself," I said, sitting down on the edge of the bathtub. "I wonder what's going to happen to your scholarship when President Brown sees one of your videos?" That was the name of her college president. Even if she didn't recognize the name, she was quick enough to know it wasn't a good name for me to use.

Lifting the lid on the toilet, she sat down hunched over, still keeping herself covered. I heard the splash of her releasing her bladder. "Is this how you get off, watching girls pee?"

"Beats shoving a pom-pom up my ass."

"I never did that!"

"Should we go to the video?"

That's when she covered her face with her hands and began crying. "Why are you doing this to me?"

"Shut the fuck up and stop crying," I snapped. "Does it matter?"

"Yes."

"Because you're a fucking bitch, that's why. In fact, I think I need to hear you say that. Say, 'My name is Monica and I'm a fucking bitch.'"

"No," she said, looking up from her hands. "Turn your head."

"Why?"

"So I can wipe."

"Fuck you. Wipe or drip dry, I don't care."

"Come on, please?"

I was impressed how quickly she could stop crying. "Fuck you," I said, spreading my legs so she could have a better look at my prick.

"If you turn your head, maybe we can do stuff," she said, eyeing my dick before running her eyes back up to mine.

I laughed. "Bitch, we're going to do stuff whether you wipe or not." That made her start crying again, something she kept doing even as she grabbed a handful of toilet paper, wiped, and flushed. When she stood, she didn't bother to cover up. Instead, she washed her hands, dried them, and looked at me through the mirror.

"What now?"

"Now you say, 'My name is Monica and I am a bitch.'"

"And then you'll leave me alone?"

"And then I won't start sending off copies of your videos."

I watched her reflection as she held up her middle finger and recited, "My name is Monica and I am a bitch."

"Say you're a cunt."

"No! I don't use that word."

I laughed. "You'll fist fuck yourself, but you won't say 'cunt?'"

"That's a nasty word."

"You need to get used to nasty," I said, standing up. Again she flinched away. I smiled. "Go back to the family room. We need to talk." I followed behind her, admiring how her tan was perfect and seamless from her neck, down her back, across her cute ass, and all the way down her long legs. She sat back on the couch without covering herself.

"Can we turn that off?" she asked, nodding at the TV.

"Why? Don't you like seeing yourself blown up that big?"

"It's embarrassing."

"Really? You did it enough times."

"Come on, please?" she asked. I cringed. How many times had I heard her use that exact line to get her way? Monica would raise her eyebrows, bat her eyes, and say those three words in a way that worked magic on the people around her. Except I wasn't going to fall for it. Fuck her. I kept the TV on as I sat in the big easy chair that faced her.

"I want you to understand things completely. While I was fixing your computer, I found every one of your videos. I made a copy of all of them."

"Is that what those are?" she asked, pointing to the stack of DVDs.

"Those are your copies. I made copies for me, too. And I uploaded copies to the cloud, too, so it doesn't matter what you do to those DVDs, okay?"

"What's the cloud?"

"The internet, idiot. No one can see them. Not yet. But you can't get to them, either."

"So what are you going to do with them?"

"Depends on you. Keep me happy and I won't share them with your cheerleader friends."

"How do you know they haven't seen them already? Maybe that's who I made them for."

"Bullshit," I said, but there was something about the defiant way she was looking at me that had me wondering if I was missing something. I filed that idea way for later. "Even if it's true, I bet there's other people you don't want to see those videos."

"Like who?"

"Mom and Dad for one. The president of your college for another. It's a long list, bitch."

She nodded. She was getting the message and that was good. "So what do I have to do? Be nice to you?"

"In a way. In fact, I think you can start being nice to me right now."

"How?"

"A blow job would be good."

"I'm not going to suck your dick!"

"Really?" I asked, standing and moving closer to her. She stared at my dick. "Do you think you have an option?"

"What if I do?"

"Then I'll turn off the TV."

"And if I don't?"

"I start sending videos. I'm sort of thinking the first round really should go to your cheerleader friends. Even if they have seen them, they might find it interesting when they see the email came from your brother."

"Don't come in my mouth," she said. She had given up too easily, but as soon as her lips wrapped around my fat cock, I didn't care.

I do alright with the ladies. I've had my dick sucked by quite a few of them. Like I said before, I might be a computer geek, but I come from good genes, so I do pretty good. Still, there's something magical about looking down and seeing your sister's face wrapped around your hard-on. Fuck, that was hot! And she was good at it, too. The only warning I gave her that my orgasm was close was when I wrapped my hand behind her head to stop her from pulling away as I fed her my cumshot and I didn't pull away until I was sure she had swallowed.

"Bastard," she said, giving me a sour look.

"Now that's not very nice," I said, laughing. "And let's not forget how important it is to stay nice to me." I did turn off the TV.

"So now what?"

"Good question," I said, momentarily satisfied. "I guess nothing for the moment. The dishes still need to be done and later, I'll need for you to clean the garage."

"But that's your job."

"Was my job. Things sort of changed."

"Bastard," she muttered again.

"Careful or you'll be cleaning the garage naked."

"Can I have the battery back to my cell phone."

"Sure, but first you have to shove this up your pussy," I said, picking up the empty wine bottle. She stared at it for a moment, looked at me, and then put the bottle between her legs and pushed it inside. She didn't leave it there. She just shoved it partway in before pulling it out.