The car shudders down the slick roads of our shit suburb, straining as we travel the familiar route to my best friends house. It is only a mile and a half-short enough to have been travelled by bike when younger, short enough to stumble home to after drunken escapades in our teenage years. Now the two of us-my girlfriend and I-are headed to one of the last parties before adulthood, before the fifteen of us scatter across the country searching desperately for jobs or graduate programs or whatever awaits us. We are nervous tonight, because we have arranged for something special to happen, because it's the last night, and fuck it, it's finally worth risking it because if it goes poorly, we can simply get out of town. Head straight outta dodge on Rt. 1 all the way to our new place in South Carolina. Right, I probably should tell you all what we're planning. We're going to fuck while someone watches.
Well, not just someone. My best friend's sister. I know, I know. But she's two years older than us-23, just out of college and working at some finance company-and she's wanted to fuck me for as long as I can remember being aware of fucking. My girlfriend and I had talked about exploring a little more, and I thought of Leandra-sometimes, you just have to pick whatever is easy.
I suppose I ought to tell you what the two of us look like, my girlfriend and I. I am no super model; so get that out of your head right now. This really happened, and this means that I can't look like George Clooney; or Leonardo DiCaprio; or James Deen your favorite porn star. But I am handsome in my own way. 5'10, 190 pounds, no six pack but trim enough. I've got a short trimmed black beard, and dark brown hair, blue eyes, and I rock a pair of delicate metallic glasses. If you like me, you think I'm charming. If you don't, you think I look like a hipster douchebag, but most girls seem to be alright with it.
My girlfriend though, she's the real looker in the relationship. She's a dark skinned girl, Jamaican, but American as they come. The first thing you notice when you look at her is her nose-a cute nose, long and slightly crooked, crinkling when she laughs. Her eyes are so brown they look black; and her hair is the same color, slightly waved and trailing all the way down to her ass. Her breasts are small, but firm and high and tight, with flat brown nipples that get hard at the slightest touch-in high school she was skinny and awkward, but in college she has put on the perfect amount of weight so her tits are soft enough and her ass is big enough. It's her ass that gets the most attention when she walks around-a tiny little waist, but her ass fills out her jeans, making the seams stretch. It's heart shaped, big at the bottom, and it wraps perfectly around my cock when I fuck her. My friends like to joke about how they don't understand how I got her-I know what they're really thinking is how much they'd like to fuck her, but it doesn't bother me much. She likes what she has with me.
We get to the party around 9:30, and the drinking is already in full swing. My girlfriend and I take a drink each, but I remind her not to get too drunk-I want her on her game for what is happening later. I great my best friend, and then smile at his sister, but she looks away, blushing. I have known my friend for the entirety of my life, and so he gives me a strange look-"What's up?"-he mouths, but I brush it aside, and all is soon forgotten in a raucous game of kings.
It is two hours later, and everyone is roaring drunk. Couples have begun to partner off, while the single members of the entourage start circling around each other, like birds at mating dances. It's all quite funny to watch-you always want to grab them and force them together, because their desire is so obvious. But you don't, because you are preoccupied with what else might happen to you.
I am laughing with a friend of mine, debating the finer points of The Fast and the Furious film series when my girlfriend, Taisia, taps me on the shoulder.
"So, big boy, when are we going to make a move?"
I look around at the room, and my eyes settle on Leandra, my best friend's sister. She looks good tonight. She is wearing a long black dress, and the cleavage is substantial. She has blonde hair and blue eyes; a button nose; full lips and is a little heavier set. Her breasts are enormous-full D's, pendulous, heavy and full. Her ass is flatter than my girlfriend's, and her stomach a little rounder; yet there is something very erotic about her. She looks like a girl that's been fucked and knows how to fuck. Her mouth looks like it's made to suck cock; she looks like her ass has been fucked and her breasts cummed on and her pussy spread apart for eager men to fuck. She is the perfect woman to use for what we want tonight; a spectator, someone who desperately wants but cannot have.
"Are you ready?" I whisper back, my hand snaking around her hips, hand roaming to her ass.
"I'm fucking drenched," she responds, and moves my hand under her skirt, forcing me to rub the entrance of her pussy. It is slick, my finger slides from front to pack, and her knees buckle a bit under me. One of my friends looks at me, down to my hand, and laughs. He turns his attention back to the girl he is trying to fuck, and I quickly move away.
"Didn't realize you wanted this so badly," I tease.
"Come upstairs in two minutes," she responds, and without a further word walks towards the stairs and up into the deeper regions of the house. I know she is going to Leandra's room-she left it unlocked just for this purpose. In the messages we exchanged late at night, messages that I showed to my girlfriend in our bed, Leandra described her room to us; described how much she wanted to see us; described the way her fingers roamed across her breasts and into her cunt as she masturbated to the thought of us fucking on her sheets. She was a good girl; but one that clearly wanted to be dominated, shown what she was worth. Taisia and I were more than happy to oblige.
I heard the click of the door upstairs, barely audible over the sound of the pop music pumping through the house. The party goers now were thinning, too many had started drinking too early and were retiring to toilets and the various bedrooms of the barn house. My best friend was one of them; his girlfriend would have to spend the night taking care of him. For the moment, Leandra was alone, and I sidled up next to her.
"Hello, there," I said simply.
"Erm, hello, James," she responded. Her breath was warm and smelled like mint. She had been drinking mojitos. Liquid courage-how funny, then, how direct she was via text message, and now that we were in real life, it was so very much harder. Yet her breathing was sharp and shallow, and her arousal was obvious. I decided to tease, but only for a moment, because my erection was hard and painful in my jeans. I needed to get upstairs, to fuck, to cum, to fuck again.
"Are you still interested in what we talked about?" I asked her, and placed my hand on her thigh, gently, but she still shivered.
"Yes, yes, I am, I'm so nervous though," she responds, pushing her hair out of her eyes.
"No need. Listen, I'm going upstairs now, and we'll leave your door unlocked. You come up in a couple minutes, and make sure you aren't followed. Let yourself in, okay?"
I don't give her a chance to answer, and I sweep upstairs, past a couple kissing furiously on a torn up couch, and climb the 12 steps to the second floor of my best friends house, where I will soon see his naked sister furiously finger fucking herself. Maybe I'm a bit of an asshole, I guess, but she wanted it and we did too, so I wasn't going to let my friend get in the way. And any question that I was doing the wrong thing ended when I opened the door.
My girlfriend was splayed on her back, wearing not a stitch of clothing. One hand clasped her breast and the other was rubbing her pussy, sliding one then two fingers up the entrance of her cunt. Her pussy had been shaved completely for the occasion, so I could see her juices perfectly. Her face was skrewed up in pleasure, and her clothes were tossed carelessly to the side. I watched for a moment before she opened her eyes, and smiled lazily at me.
"Get over here and get your cock out," she said, and I walked over to the edge of Leandra's bed. With one hand caressing her face, I unbuckled my belt, unbuttoned my jeans and slide down the zipper, pulling my cock through the gap in my boxers. I was hard as a rock, and my cock twitched as she turned on her side, placing her thick lips onto the head of my dick. To be frank, I've got quite a big dick-about seven inches, and fairly thick. It's without a doubt my girlfriends favorite part of me, and she quickly went to work giving me the loudest, sloppiest blowjob I had ever received. The harder she sucked, the harder her hand worked her pussy, until soon enough she was moaning onto my cock, thrumming as her orgasm rocked her from curled toes to her eyes rolling back. She was in ecstasy, and I had to pull my cock through slightly clenched teeth so that I wouldn't shoot my load too early. When her orgasm had subsided, I pushed my cock back into Tasia's open mouth, and she sucked eagerly for a few seconds before we heard the door open.
Leandra entered the room, and her eyes widened as she saw the scene before her. Tasia spread out, pussy wide open and dripping, and my hand on her head, standing next to her, cock pressed deep down her throat.
