The Sleepover

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Jack recounts his experience at his girlfriend's sleepover.
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Slappy101
Slappy101
116 Followers

*Hi everyone, it's been a little while since I've submitted anything here, hopefully no one will be let down. Just to let all of the readers know, this story starts out a little bit slow but I was rather pleased with the action, so if you're just looking for some fun scroll ahead a bit. I hope everyone enjoys this story and leaves me some feedback to help encourage me to keep it going! Thanks!*

I guess I should start off by telling you my name: I'm Jack Porter. Worrying about whether my name is real, or whether any of the following names are real, is really not important. What is important, or at least in my opinion, is the story I'm about to tell you all. If I hadn't been a firsthand witness, and also participant, to the following events, I likely wouldn't believe them. And so, it's pretty fair to say that you won't believe your eyes, or I suppose your ears if you are reading this aloud, and I don't blame you one damn bit.

I suppose I'll start this little story of mine with some background information: I'm a twenty-one year old male (as though you couldn't guess that part from my name... of course every name and its uncle is unisex these days so I'm giving you that tidbit of info anyhow), tall (about 6'2"), and rather lean. I never attended college personally; I found out early that school just wasn't for me. Please don't take this to mean that I'm stupid; by most standards I'm actually a pretty intelligent guy. However, I've always preferred working with my hands and was never a fan of the educational system.

So since I never attended college I had to find myself a job and landed a pretty good one as a warehouse manager for a company called S&B Technologies. They aren't very well known, but have a few branches scattered across the United States. Now, even though I never attended college, my girlfriend did. She got into one of the top colleges in our state; the College of William & Mary. Oh, by the way, I live in Richmond, Virginia, or very close to it anyway. I don't actually live in the City of Richmond.

Well, due to my girlfriend attending a college, I ended up getting my fair share of the college experience: parties, drinking, late-night cram sessions, and even later-night runs to the local Wawa for coffee and donuts. It was a pretty sweet deal really; I got all of the fun without most of the work. Of course I had work of my own, but my job was never really too demanding, and a pro of joining the work force is that after eight hours you're usually done. School is another story, and it stressed Ashley the fuck out. Oh, Ashley is my girlfriend by the way.

Ashley and I have been dating for a little over a year now, and at the time that my story takes place we had just passed our one year mark. People say we are an unlikely match: I'm white and rather quiet a lot of the time, while also being very free-minded and creative, whereas she is black (more of a medium brown really), very outspoken, and intensely stubborn about everything, which she gets from her father. Everything tends to be by the book with her and she doesn't take no for an answer. Our differences are really what made me fall in love with her to begin with so I don't mind what people say. And no matter how odd a pair our friends find us to be, they never make a big deal about it and we have some of the best friends one could hope for.

Okay, now I know that I've been drifting in and out of past and present tense, but the reason for this is because the story I mean to tell you happened a few months ago, so I'm speaking about all sorts of different times currently. Okay, let me just cut to the chase. The following "confession" is very sexually graphic. I will go into great detail about the things that went down in most cases, so please enjoy.

- - - - - -

It was a warm day in March, and I had spent most of the day making last minute preparations for the party that night. Ashley's parents were gone for the entire weekend and some of the week, and so she'd decided that a party, or sleepover, was in order. Ashley was always very thoughtful and offered a place to sleep to anyone who attended her parties in case they'd been drinking too much.

Ash loves to throw parties and is an excellent hostess. I certainly never mind helping because I don't have to do much aside from buying all of the alcohol (being the only one over twenty-one years old).

I was lounging on one of her comfy leather sofas with my shoes off and feet propped up on the arm rest when the doorbell rang. Ashley was curled up beneath my legs, resting her head in my lap and stroking my thigh. Hearing the bell we both looked at one another with raised eyebrows. There was a pretty large roster for the party but no one should have been arriving until about eight or nine o'clock; glancing at the clock beneath the television told me that it was only about five.

I moved my legs and stood along with Ashley and the two of us moved into the hallway heading towards the front door. Ashley peeked through the curtains before unlocking the bolt, as she always did. Opening the door quickly she revealed one of her oldest and best friends Monica standing on the front porch. Monica was smiling devilishly, as she almost always did, and soon she and Ashley were embracing.

Compared to most girls Ashley is tall, standing at about 5'11", and her friends tended to be small for some reason. Monica stands at a mere 5'4", and so only came up to just under Ashley's chin. I've always thought she was incredibly beautiful, very exotic features. Her eyes are large and almond shaped, and a bright, stunning blue, which in my opinion gives her a sexy, exotic flair due to her skin being a sexy caramel or light brown. A few months before Monica had cut most of her hair off and highlighted it with blond; it had grown back a bit but was still rather short. On the night of the party she was wearing it in a bob just past her ears and it looked amazing on her. The way it framed her face drew attention to her natural beauty and the fact that her face was nearly flawless.

I don't want to put her out there or anything, but Monica had struggled with some acne issues throughout adolescence, but she looked amazing that night.

I was quick to notice how low her dark blue tank top was, and my eyes flitted across her caramel cleavage several times as she spoke to Ashley. I had personally always been fond of Monica's body. She was much smaller than Ashley in most areas, which was easy to notice, but her form was surprisingly curvy. She had a nice C cup easily, which rivaled Ashley's D's, and she was naturally thin, resulting in a tight waistline. Her hips were quite wide, but her ass was never the stereotypical black-girl booty, much like Ashley's. They both had white-girl butts, which wasn't entirely negative. A nice tight ass is still a nice ass, and both of theirs were very nice all the same.

I must have seemed stupid standing there just staring at the two of them with my hands in my pockets, but I tried not to look the part too much. Finally Monica turned her attention toward me and smiled wide, I smiled back. "Jack! How have you been?" She asked moving toward me and ducking her head in for a fun little hug. Monica is a child at heart still and I love that about her. So far as Ashley had told me at that point I understood that Monica had never had a boyfriend and never been sexually or romantically inclined with any men. She was very innocent; but there was still that devious look about her, as if she were plotting and aware of your every thought.

"Hey Monica," I grinned, taking her head into my arms as she planted it against my chest, "I've been doing really well, you?" I really liked the feeling of this small body against mine. Don't get me wrong, I liked the feeling of Ashley hugging me as well, but it's just something about small girls that us large guys like. The fact that we can just pick them up into our arms with ease is probably a contributing factor. Picking Ashley up was not as easy as it sounded despite her lithe frame.

"Oh, I've been fine, just going to school and all." Ashley broke the hug and I groaned inwardly. I then scolded myself inwardly for groaning.

"Well come on, lets go get comfortable in the living room," Ashley suggested and we followed her back into the living room where Monica immediately slipped her shoes off and slid onto the couch.

I followed suit and sat down beside her, then Ashley sat on my other side. "So what are you doing here so early, Monica?" I asked her as I propped my feet onto an ottoman.

She shrugged her light shoulders, looking over toward me as our blue eyes met, "I didn't really have much going on so I figured I would stop by early and see if I could help out." After looking around for a bit she smiled, "Looks like you're pretty much set though."

Ashley smiled sweetly at her friend, "Yeah, we finished up almost an hour ago, but you're welcome to just hang out until everyone starts getting here. Are you staying the night?"

Monica nodded fervently, "Yeah, duh. My stuff is in the car, I'll get it later." Pulling her legs up onto the couch she glanced at the HD television, "What are we watching?"

I scrunched my face into a pathetic pout and whined, "Well I wanted to watch 'The Office', but -she- wants to watch 'Snapped'."

"So we are watching 'Snapped' aren't we baby?" Ashely crooned sweetly, leaning over to give me a peck on the cheek.

"Yeah," I grumbled with a sheepish smile. Monica laughed out loud.

"You two are priceless," she laughed. "Why do you like watching a show about women committing murder and shit, Ash?"

"Because it keeps me informed... Duh. Just in case, you know?" Her eyes flicked sideways at me and I grimaced.

"Can we please change the channel?" I pleaded to more laughter.

"Oh, oh, oh," Monica hooted, "See if 'The Game' is on, I love that show!"

I wasn't a huge fan of 'The Game' either, and whether I would admit it or not, 'Snapped' was pretty interesting actually. It's not like I had a lot of choice though, so I laid back some more as Ashley searched through the Guide Menu and changed the channel to BET.

We lounged there, Ashley finding her way into my lap eventually, and Monica curled up just to my left, watching the drama of 'The Game' unfold. I was on the borderline of falling asleep when someone cleared their throat behind us. Cursing silently, since I'd been having a pretty hot day dream involving Monica, I turned my head, as did the girls, and saw Ashley's younger brother Randy standing over the couch.

"Are you ready Ash?" He asked in his deep rumble of a voice. Though he was only sixteen years old he was nearly as big as I was.

Ashley began stretching in preparation of getting off the couch and as she did her other brother came down and stood beside Randy. Marcus was two years younger and a bit smaller because of his youth. "Yeah, we can go, just gotta put on my shoes."

"Where are you going?" Monica asked, sitting up and turning her body around on the couch and rubbing at her wide eyes a bit.

"I gotta take the boys over to their friends' houses for the night. Don't want them hanging around here for the party and all. It should only take about an hour, maybe an hour and a half." Ashley was yawning and pulling on her shoes as she spoke.

"Want me to come with you, Baby?" I asked her politely, but she shook her head.

"No, that's okay. There isn't enough room in the car for you and Monica too really, and I'm not going to let Monica stay here alone. That's just rude."

Monica laughed lightly, "Well, actually I was thinking of taking a small nap, so that's okay."

"And leave you in a house by yourself while you're sleeping? What if someone breaks in and rapes or kills you? You're tiny Monica. That would not be a good look." Monica and I both smiled coyly at the seriousness with which Ashley said this.

"Alright girl, fine. Leave your man behind to protect me."

"I plan on it," Ashley smiled. "Okay, let's go boys." She leaned in quickly to give me a firm kiss on the lips which I returned and then the three of them headed toward the front door.

Once we'd heard the door slam and Ashley's car pull out of the driveway, Monica and I looked at one another. "Well, I think I'll go take that nap," Monica said quickly with a short smile, while standing up.

"Oh, okay," I said lamely and then added, "Well I might take one myself actually. This show is putting me to sleep," I teased and gave her a wicked smile.

She smiled back at me and said, "Well I'm about to go sleep in your girlfriend's bed, so think about that."

I mustered up as much sexual appeal as I could in my voice and said, "Oh trust me... I will," and gave her a wink before we both started laughing.

As soon as she headed up the stairs I laid back and grabbed the remote from where Ashley had left it. Before I could even think about napping I had to change the channel. I flipped it quickly to MTV, thinking some music might help me sleep. Luckily I got one of the few moments when MTV is actually showing music videos.

The first one to come on was Beyonce's "Ego" which did not help me sleep at all. Instead I soon found something stiff straining against my pant leg. Suddenly I realized how horny I was. I hadn't had sex in about a week or so, and on top of that the day dream I'd recently had about Monica was haunting my thoughts. The next video to come on was Rihanna's "Umbrella," and this did nothing to pacify the situation in my boxers.

After only a minute of the video and tantalizing thoughts of Monica's cleavage dancing through my mind, I was sitting up and unzipping my pants. I was pretty sure that Monica would be asleep for at least thirty minutes, so I had enough time to rub one out. Soon enough I had my thick, veined meat in my right hand, with my fist closed around it and I was stroking its length rapidly. The pleasure of skin to skin contact on my engorged cock felt wondrous. I was really horny all of a sudden. My tool was at its hardest, that point where the skin is fully taught and the head is more bulbous than usual.

I sat there for about five minutes stroking my thick shaft, and luckily the next video to come on was Ciara's "Love Sex Magic." At this point I was so horny my thoughts were delving deeper into the realm of imagination. I thought about what it would be like to go upstairs into Ashley's room and stand over the sleeping form of Monica, stroking my glorious boner just inches above her face, and smell her scent as I eventually erupted. I could vividly imagine my seed spraying across her sleeping face, covering her cheek at first, then another shot hitting her well-done hair until she finally awoke and caught a third shot square in the forehead. I imagined smacking her cum-splattered face with my cock and draping my balls across her forehead. How would she react? I wondered about these things at times.

Then my mind wandered and I pumped my shaft more furiously still, thinking about creeping up on her in the fading light. I could see my fat, hard cock dangling between my legs as I crawled onto the bed and discreetly undid her shorts. Carefully I would begin to shimmy them down her hips, taking my time and savoring the sight of more and more of her pubic bone being revealed; curly black hairs trimmed short and soft to the touch. Lifting her gently I'd have to be quick about getting the khaki shorts over her ripe little ass, but after that her snatch would be in full view. I wondered whether she had meaty outer lips, or if her inner lips jutted out to greet those who gazed upon them. My cock twitched as I imagined spreading her legs slowly, causing her lips to peel apart slightly, revealing just the slightest glimmer is shining pink. And then I thought about pushing her legs back, up against her chest, her lips spreading further and causing her to wake with the abruptness. I would use my body now to keep her legs back, leaning over her and grasping her arms to restrain any resistance. My fat, bulbous head was positioned perfectly at the entrance to her glistening treasure. I could see her wide eyes, mixed with confusion and horror as I smiled calmly at her and then thrust my thick rod several inches into her incredibly tight and perfectly moist pussy. The pain on her face as I stretched her virgin cunt just fueled my intention and I shoved harder and caused her to gasp loudly. I could see that she wanted to scream, but in my imagination she wouldn't. I watched myself begin pulling out and pushing back into that tight caramel cunt, and released one hand so I could rip her tank top down and watch her firm mocha tits jiggle and bounce as I fucked her... raped her.

I could feel myself on the verge of cumming, the images swimming in my head pushing me closer and closer to the edge. Then suddenly a familiar gasp broke my attention. I was frozen: shock, fear, embarrassment, they all froze my body in place. After what felt like forever I slowly turned my head to see Monica standing at the edge of the couch, eyes wide and glued to my hefty erection. She hardly seemed to even notice me looking at her. I honestly wasn't sure what to think.

After a few more moments I attempted to stuff my still-quite-rigid member back into my jeans. That gasp again, "W-Wait, no. D-Don't put it away Jack. I mean I interrupted you, I'm sorry." Monica's voice seemed sincere, and when I looked at her incredulously her blue eyes met mine. I could almost see a pleading look in her eyes.

"You uh... you want me to continue?" I asked in what was obviously an unsure voice.

"Yes, please, I mean you don't mind me watching do you?" Monica moved around the couch and sat beside me. I couldn't tell if I was more uncomfortable or excited. "I've never really seen one up close like this, just in movies and pictures."

"Umm, sure," I mumbled, very unsure of what was going to happen. To fantasize about this sort of thing is one thing; to act on it is something completely different. The bottom line was that I had a girlfriend whom I loved and this was probably already across the line. However, despite the shock, or perhaps because of it, my lust was roaring in my loins again and any girth I had lost in the few moments I'd stopped stroking my thick friend was regained as soon as she sat down beside me and I caught her wonderful scent, felt the heat emanating from her body, and looked into those gorgeous eyes full of wonder... and if I'm not mistaken, lust.

With Monica's bright blue eyes on me and her mouth slightly open, I took hold of my penis firmly once more and began to stroke it up and down, causing some precum to ooze from the tip. I noticed Monica shift as she saw the dribble of clear liquid smear my head.

"You have a really beautiful dick Jack," she said after a while, and I looked at her with a playful smile. The fact that she had said that amused me greatly, and I was also flattered.

"Thanks, but you apparently don't have a lot to compare it to."

"Well I've seen dicks before," she countered, "and yours is just really attractive. So big, and thick, and strong. I love the head... it's so fat and juicy looking." She paused for a moment then added, "Doesn't your arm get tired?"

I had to laugh at that. "Well, no not really. I've been doing this for many, many years," then a thought spurred on by sheer horniness occurred to me. "But I could always use a break if you wanted to take over for me?"

I easily caught the flare in her eyes as she glanced quickly from my penis to my face. I noticed the shock and increased lust in her eyes, and lining her face. "I... Well... Really?" She fumbled the words, apparently caught in her own moral battle. I had a feeling though that those morals would not prevail this evening.

I nodded with a smile and removed my hand from the warm skin of my shaft, "Go ahead, Mon."

Slappy101
Slappy101
116 Followers