The Conquest Club Files 01

Once she was out of sight was when I moved. I crept along the fence line (thankful that it was a six foot tall wooden fence to hide me from the neighbors) around to the end of the house that had her room. Her bedroom light was already on. I could barely see her from the ground and I craned my neck to see what she was doing.

SNAP!

Fuck, I stepped on a small fallen branch. It must've been loud enough for Kim to hear as she was at the window a moment later opening it up to look out. I dove, literally, for the nearest set of bushes that I could find. I wedged my bulk between the roots and the fence as much as I could. Kim looked around for the source of the snapping wood but again, did not see me. But I could see her. Her bathing suit was off now and she had a towel wrapped around her body. She might be getting ready to take a shower. The window was left open as she disappeared back into her room and I let out a sigh of relief at not being spotted. That would've been a mood killer, probably.

I gave Kim a few minutes and then decided to enter the house. I crept along the walls until I got to the sliding glass doors to the kitchen. Moving as silently as I could, I nudged the doors open a bit and slipped inside. I kicked my shoes off and locked the doors behind me. I didn't bother with the front door since that'd be suspicious to the rest of the family once they got home, not that I cared if I was there when Mr. and Mrs. C got back or anything. I just didn't want to be there when Liz got home as that was an argument that I really didn't want to have right now.

Creeping through the living room and up the stairs was quite a thrill as I stalked for my prey. That primal, animalistic sense rose up in me again and I got hard just at the thought of coming up and surprising Kim. I wondered what she was thinking right now? I heard one of the upstairs showers going so she had to be in a bathroom. When I got to the top of the stairs I found out that she was in the bathroom in the hallway that she and her sister shared. Pity, I was hoping for the master bathroom myself since that thing is large enough for two people to lie down on the floor of comfortably without hitting any of the walls.

Yeah, Liz and I fucked in there before so I know the dimensions well.

I slowly walked towards the bathroom. The door was open just a crack as it was on the way to Kim's room from where the top of the stairs were at, I couldn't help but take a peek inside. Kim was finishing up soaping up her body. I watched as she ran her hands up and down her skin. My cock got even harder as I played the part of a Peeping Tom as I looked at her. Then she grabbed the shower head off of the hook and started moving it around her, rinsing herself off. I made a mental note to take Kim in here one day during a shower. That one would have to wait as I really wanted to use my new toys on her tonight. I continued moving down the hall before she spotted me to lie in wait in her bedroom.

Once I was in her bedroom I shucked my backpack off and opened it up. I stuffed the ball gag into one of my back pockets and both pairs of the leather cuffs in the other. If she wanted a home invasion fantasy, she was going to get one as realistic as I could get it. The rest of the items would wait until I had Kim secured. I shoved my backpack underneath of her bed before plastering myself in the narrow space between her door and the wall.

I froze when I heard the shower turn off and heard her rustling around in there. I pictured her taking the time to dry off and put her hair up in the towel. Then there was more movement but I couldn't figure out what she was up to. I heard the blow dryer turn on. Ah, okay, no hair in the towel tonight. Minutes later and the dryer clicks off and then she was walking into the room. My jaw dropped and I literally started drooling at sight of her.

The extra movement was her getting dressed for bed... in a sheer white babydoll piece of lingerie with matching panties. Ho-ly-fuck! Her tits stood tall and proud underneath of the fabric and I could tell that her nipples were already standing on end. Kim crossed to the window to look out, probably looking for me again and wondering where I'm at, before going over to her vanity to sit on the stool. There, she grabbed a brush, and started brushing out her long brown hair. It only took her a couple of minutes and I couldn't help but stand there behind the door watching her. Damn, she was hot. I also didn't want to move because to do so would've gave my position away as she could've seen me in the vanity mirror the moment I did so.

Then she did something I really didn't expect. After she put the brush down, she ran her hands up the front of her body to cup her tits. She closed her eyes, threw her head back, and let out a husky breath. "Oh Gerry, fuck me," she breathed, "Please, make me your little slave."

Daaaaaaaamnnn...

My cock got so hard at that sight that I don't think that I've ever been harder in my life. I was actually a bit surprised that I didn't either A: cream my shorts right then and there or B: have my cock rip through the fly of my pants.

Well, as much as I like being a voyeur, I like active participation even more. So while she was occupied kneading her breasts while calling my name, I made my move. In three good strides, I crossed the distance between us. I had the ball gag out in front of me, in both hands, ready. I whipped it up and over her head, bringing it down into her open mouth on the first try. Her eyes snapped open and she screamed in absolute terror at being surprised. Kim instinctively brought her hands up to grab the straps but I was already buckling it into place behind her head.

Using my grip on the back of the ball gag as leverage, I yanked backwards, pulling her off of the vanity stool and onto the floor. We both landed hard on our sides on the carpet. I recovered first since I was ready for it. I threw one leg over her, straddling her ass. Grabbing her flailing arms, I pinned them behind her back and whipped out the first set of cuffs. Once her wrists were secured, I got the other pair out, turned in place on top of her, and cuffed her ankles together. I pumped both fists into the air as if I'd just roped a calf in record time at the National Finals and let out a little sound to imitate a cheering crowd.

So I was having a little bit of fun with it. Blow me.

Besides, it let Kim know that it was me and not really some stranger who was here to ravish her. One thing that girls have told me in later years is that they always have that one, brief moment of panic in which they wonder if it was really some odd rapist who came into their house instead of someone that they'd made arrangements with. Apparently, that brief moment of the unknown is a real thrill for them. Eh, whatever gets them off I guess.

Now that I had Kimmy secured, got to my feet and I grabbed her by her hair; hauling her to her knees and wrenching her head back to the point that she was looking straight up at me. I put a finger up to my lips in a shushing gesture and the placed it to hers. Kim already had the waterworks going as the tears were already pouring out and her lower jaw was trembling. I then trailed my finger down, pulling her lower lip with me a bit, to run it over the fabric and between her breasts. Kim let out a bit of a sob as she shuddered from the erotic tingles I was no doubt sending through her body.

"Knee walk," I told her, leading her by her hair over to the side of her bed where I stashed my backpack. I had to lift her up to her feet before I could shove her face down into the mattress. It was a damn sexy sight to see her lying on the bed, helpless, with her legs dangling down to the floor. She was just short enough that the tips of her toes barely brushed the carpet. I gave her a second shove downward just for good measure. "Stay there," I commanded.

I kicked her door closed and then walked over to her window to shut it. I then closed the blinds in the event some nosy neighbor happens to look in, misconstrues the situation, and then decides to play Joe Hero by calling 9-1-1. Yeah, I'd really hate to explain this to the police so why take the chance? I walk back over to her and pull the bag out and place it on the bed next to her. She looks at it in alarm and then looks questioningly up at me. I smile at her and pat her ass. "You'll find out all in good time my dear."

I start with the collar. It's a thin band of leather about a half inch wide with a few rings on it for locking things into place on it; cuffs, chains, clamps, et cetera. I grab her by the hair again and lift her head up slightly, eliciting a sharp intake of breath from her nose when I do so. I slide the collar underneath of her neck and drop her. Her head bounces on the mattress once as I lock the collar into place. I then slide my hands over her thighs and up under the babydoll to grab her panties. Slowly, I pull them down the length of her legs and leave them bunched up around her ankles above the cuffs. I take a moment to inhale the scent of her pussy and can't resist running my tongue up her slit just once. She's already moist and she lets out a shrill squeal the moment she feels my tongue drag across her outer pussy lips. Mmmm, sweet. I could get used to that taste.

Next I get the small jeweled butt plug and the lube from the bag. I intentionally stand behind her so that she wonders what exactly I'm up to. I coat the plug first and then I dribble a little bit of it over her ass, watching it trail down into the small cleft of her butt cheeks. I put my hand on her ass, rubbing it all over, before I start slipping my finger up into her tight hole. Kim arches her back and squeals in both surprise and protest as I slowly finger fuck her anal passage. I have to straddle her legs, which are now rearing up, to keep her in place as I put the tip of the butt plug right up against her back opening.

Kim freezes in fear the moment she feels the plastic press against her ass. She shakes her head furiously and scrunches her eyes close. I tell her to relax before I start working the plug up into her. She tenses and screams behind the gag as, I'm later told, she's penetrated anally for the first time ever. I go slow and easy as I (correctly) figure she might be new to this. Soon my patience is rewarded as her ass gives way and the plug is fully entrenched inside of her. I step back to admire the view of her nice round swimmer's ass bent over the side of the bed with a tiny pink jewel glimmering just above her slit.

Makes me wish I had a camera on me. I then remember that I do and I snap a couple of quick ones with my iPhone.

By this time I'm so hard that it hurts. I'm through with the preliminaries and I hastily yank the mask off along with my t-shirt. My cock is liberated seconds later when I undo my jeans and kick them off along with my socks and boxers. I step up behind her, hunch down just a bit, and press my cock up to her waiting wet slit. I grab her hips and pull her back as I very slowly slide into her. She's still so damn tight and I can even feel the butt plug in her ass as I penetrate her. I savor the moment; pushing into her inch by inch until the head of my cock bottoms out against her cervix.

Kim whines passionately as she's double penetrated for the first time in her life. Me, I let out a long gasp of pleasure as I feel her tight pussy around me once again. "Oh my God," I groan deeply as I revel in the sensation of feeling her completely around me.

It was also the first time I'd fucked a girl without a condom. This was new territory for me and I was enjoying it. It was almost like losing my virginity all over again.

I grit my teeth as the pleasure is so intense from fucking her au natural that it takes every fiber of my willpower not to cum at once. I grind forward against her ass just a bit to get the butt plug to drag against my skin to desensitize me just a bit. Kim just screams and shrieks behind her ball gag as both my cock and the butt plug move inside of her at the same time. Her jerking and thrashing don't help my predicament much as I feel it all around my cock. Kimmy's hips roll down and then back up against me once and I hear her let out a deep, guttural, gasp as her pussy clamps down around her cock as she cums. Her body jerks and spasms as the forced orgasm overtakes her.

Of course that shoots the last bit of my willpower out of the proverbial water. "OH MY FUCKING GOD!" I shout to the ceiling as my cock explodes. Ropes of cum jets out of me in the most powerful, most intense, orgasm of my life. I see stars and my vision goes white for a moment. My cum coats the inside of her pussy and shoots deep into her womb. A tiny part of my brain gives thanks that she's on the pill or else I swear that I would've impregnated her right then and there.

Have you ever had sex so damn intense that you just wanted to cry afterwards? That's how I felt in that moment. The range of emotions that I felt in that instance covered the whole fucking spectrum. I'm pretty sure that's how Kim felt as she was openly sobbing behind her gag. After we came down off of our erotic high, we both just collapsed onto the bed. Well, I did anyway. She just laid there with her legs still dangling over the side of the bed. I sat up long enough to pull her all the way up onto the bed next to me. I unlatched her ball gag so that I ask her if she was still okay. "Oh. My. God. That was intense," she said breathlessly. "Marry me?"

I think that it's safe to say that she's okay.

I grin at her. "I think that I still have to officially break up with your sister."

Kim let out a hollow laugh at that. "I think that we can say that you're broken up." She looked over her shoulder at her cuffs. "Wanna get these off of me?"

"Yeah, right," I laugh right back at her as I get up. I roll her onto her back and straddle her stomach. I lean down and kiss her hard on the lips, my tongue taking full possession of her mouth. "Honey," I whisper down to her when I pull back just a bit, "we have only just begun." I reach down and feel up her breasts through the sheer fabric of her lingerie. She closes her eyes and let out a moan of pleasure as I knead and massage her tits. I thumb her nipples and she gyrates underneath of me letting out another moan.

Sadly, as much as I like doing this, I have other toys to play with and this is just in the way. I grab her babydoll at the cleavage and bunch the fabric up in my hands. Kim looks down at my hands and then up at me. "Oh please don't! I really like this one! It's one of the few that I saved up my allowance to get," she begs me.

I kiss her again to shut her up and then put the ball gag back into her mouth and latch it back into place. I grab her lingerie again at her breasts, ignore her pleading look and her shaking head, and rip it apart. It's not like in the movies where it parts easily, I toss it aside, and we get on with it. No, I actually have to work at it until I have it torn more or less down the middle. Once its ripped I'm able to yank the spaghetti straps off and then throw it aside right into my backpack. I then grab the blindfold and put it on her so that she can't see what's coming next.

I slide off of her and the bed to stand up. Grabbing her ankles, I release the clasp on the cuffs that keep them together long enough to get her panties off the rest of the way before I reattach them. I use them to clean Kim's pussy off before they join the torn babydoll in my backpack. I grab the paddle and lift Kim's ankles into the air. I make a mental note to see if I can install an eye hook in the ceiling or something. Having her cuffs hooked up in the air will save a lot of energy in the future when we do something like this again. But in the meantime I hold her legs up in place and take aim at her round ass with the paddle.

One stroke later and Kim is howling in a mixture of pain and pleasure; pain from the spank of the paddle, pleasure from the blow moving the butt plug inside of her. The tears start up again. I figure, again correctly as she tells me later, that it's some kind of release for her. Whatever, so long as we're both having fun on this. I give her a moment to recover before spanking her again. It's not hard. I don't want to whale away on her too much too fast. I want her to enjoy this as much as I am enjoying it.

Seeing her helpless and crying sets off that animalistic urge within me again. My cock stiffens up by the time I spank her for about the tenth time. Her ass is glowing bright red and is complementing the color of the pink jewel of the butt plug nicely. I let her legs go long enough to get out the collar-nipple-naval-clit chain. She's too busy in her blindfolded and in her own little world sobbing pitifully from the spanking to pay me any mind. I get the first two chains hooked up to the collar and run it out to her nipples. They're already standing on end as hard as they can be and I can't resist a quick taste. I roll one in my mouth and suck on it before moving onto the other. Kim moans beneath me and then lets out a squeak when I attach the clamps to them.

A chain runs between the two nipple clamps and then two more run from the nipple clamps down to the naval clamp. Kim giggles and squeals when I clip the naval clamp into place. She always was a bit ticklish on her belly. Then I run the last remaining chain down to her pussy. I part her nether lips just a bit and giver her clit a couple of squeezes. She moans in pleasure and so I continue to do that up until I get the clit clamp on her. Fuck, what a sight. I grab the iPhone and snap a few more pics of this before getting down to it.

I grab her ankle cuffs again and hike her legs back up. This time I rest her cuffed ankles on my left shoulder while I nuzzle up against her. I reach down and bring my cock up to her wet slit and press into her. Kim shudders and groans deeply as she feels every inch of me burrow deep into her. Once I'm inside of her all the way to the base of my cock, I wiggle my hips side to side just a bit to tease her.

Kim whined and jerked around in frustration that I wasn't outright fucking her yet. Granted, her moving around moved my cock inside of her, but it wasn't the same. I did feel good on my end, though, as her pussy closed around my cock as she bore down on me to goad me on. I gave her a playful swat on her ass with my hand and told her that I was the one calling the shots here. She gave me a muffled 'I'm sorry' in response and I reached down to caress her face to let her know that I was happy with the apology. She hummed and leaned her head into my hand.

Straightening back up, I wrapped my arms around her legs and shoved my hips forward. Kim let out a deep gasp of pleasure when I did. God, I love fucking her bareback. It's so much better than a condom and so much more intimate, in my opinion. My hands moved down her thighs and then down to her hips. Grabbing them, I proceeded to pound Kim hard. She started letting out short, shrill squeaks every time I drove into her.

I watched as her skin became flushed and I felt her pussy start to expand and contract around my cock the closer she got to orgasm. Soon after she let out a deep guttural groan and her head lolled to the side as I pushed her to climax. Her chest started jerking as she got off, hard, and her pussy clamped around me again. Not too long after that she fell limp, sated from the pleasure.

However, I wasn't though with her yet. I was reveling in the sensation of having her pussy fully contracted around my cock. I continued to plow into her. She whimpered and then started jerking as I steadily fucked her hard. Then she started screaming behind her gag and tried to get my attention. I paused long enough to unlatch her ball gag. "What?" I ask, irritated. I was getting close.