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The Bad Side of Town by 1BadDaddy
Fiction , Blowjob, First Time, Oral Sex, Prostitution, Teen Male/Teen Female, Virginity, Voyeurism
Posted: 2011-07-13
04:38:50

Author's infos
Gender: Male    Age: Secret    Location: N/A
 
My name is Mike. My best friend is John. We’ve been friends for over a year now. We live in a little oil town which is experiencing an oil boom. Both of our fathers work for the same oil company.

We met shortly after I moved here last year. We also go to the same school and are enjoying our summer vacation.

This isn’t a very big town…..and it’s not always too friendly either. When the oil boom hit, lots of folks moved here to work in the oil fields. Mom said it made a lot of the town folk jealous.

Everyone who lives on my street works in the oil business. So we all live in nice brand new double wide trailers.

Lots of the original town folks live in ugly, old run down houses. This town has more than it’s share of poor folks. Some don’t have a job and they sell drugs for money.

The kids here call people like me and John “boomers” because we moved here for the oil boom, and they don’t say it in a nice way.

Last summer me, John and four other kids built a cool tree fort in the old Oak tree down by the creek.

A bunch of kids from Shepard street came along and took it over. Of course, they waited until we finished building it before the bastards took it from us. They said it’s their tree and they ain’t going to let a bunch of boomers take it over.

Unfortunately, they were older than us and they outnumbered us. I think some of them were even in high school. We didn’t stand a chance against them. They ran us off and put a lock on the door of the tree fort. None of us have used it since. The lock itself isn’t a problem, I could bust the lock off if I wanted to. The problem is that they outnumber us and they’re too big and too mean.

John’s coming over to my house now. I’m kind of nervous. You see, last week John lost his virginity to this cute girl in our class named Ginger.

Now it’s my turn. Ginger has a cousin named Cinnamon who’s come to live with Ginger and Ginger’s mom for the next year. We’re going to go over to see them in a few minutes. They’ve both agreed to let us fuck them. I get Cinnamon and John is going to fuck Ginger again.

I just hope Cinnamon is as pretty as Ginger is. I haven’t ever seen her before because she went to a different school last year.

I’m not too keen on the idea of fucking a girl I haven‘t ever seen, but I have to start somewhere and she only wants $20. Although that’s a lot of money, I really want to fuck a girl. John assures me that it’s more than worth it and I have to admit, I’m tired of being a virgin. I want to fuck a girl!

John tells me the girls are saving their money up for a computer so they can get on Facebook and YouTube and that sort of stuff without going to the library on the other side of town.

The only trouble is, these girls live over on Shepard street. It’s the worst damn street in the whole town. It’s also the street where those kids live who hijacked our tree fort last summer. It’s a fucking concrete jungle of run down houses, worn out cars and mean sons of bitches that don’t like boomers like me and John.

But it’s also a street where there are “females for hire” and me and John are planning on getting us a couple of them today no matter what the risk might be.

When John gets here he asks me if I’ve got the money. I pull out a twenty dollar bill and hold it up. John smiles as we head out the door.

It’s only 9:00 in the morning, so I’m hoping we get all the way down Shepard street without running in to too much trouble from the locals. John called Ginger earlier, so they’re expecting us.

We make our way down our street. Usually we might stroll along kicking rocks or something. But today we’re walking with a purpose, we’re actually on our way to get laid!

John keeps telling me how damn good it feels to get your cock in a real live, genuine pussy. I can only imagine what it must be like, never having done it before.

I’ve seen lots of porn on the internet though, and my dad has a big collection of porn magazines DVDs which I sneak a look at whenever mom and dad are gone.

It’s not like I don’t know what to do, so when John starts talking like he’s an expert, I point out to him that he’s only done once himself.

I ask him what Cinnamon looks like. John tells me he only got a quick look at her from a distance, but that she looked pretty. He tells me she’s a little shorter and smaller than Ginger though, but that’s okay I guess because I’m shorter than John.

At the end of our street, where it comes to a dead end, we climb over the fence and walk along a dirt path by the creek. It’s not a very big creek, not even big enough to fish in.

Soon we reach “our” tree fort. We cross the creek here. It’s wide and shallow at this point. It’s about twenty feet across, and the water is only about 8 inches deep, so that makes it an easy place to cross over.

Normally we never go any farther than this. The kids from Shepard street hang out in these parts.

After another ten minutes or so, we reach Shepard street. Slipping through a gap in the fence, we cautiously make our way up the street.

John says Ginger lives about halfway up the street. I hope we don’t run into any trouble, but if we do we‘re ready to fight if we have to. We pass a car with no wheels on it. John says it’s probably stolen. There’s not much left of it. We only linger for a few minutes, not wanting to attract undue attention, but of course, finding the sight of a stripped car is too intriguing to completely ignore.

Some little brat runs across the street and asks, “What the hell are a couple of boomers like you doing here?”

He’s only about ten years old, so we tell him to it’s none of his damn business. Maybe this isn’t such a tough neighborhood after all.

Feeling a little more relaxed, we walk with greater confidence until John wonders if that kid’s got some older brothers.

Fortunately though, we reach Ginger’s house safe and intact. John knocks on the door and whispers to me, “Ginger’s mom is a dancer. Her boobs are huge!”

Just then the door opens and a woman wearing a bathrobe, with gigantic tits and a cigarette dangling from her lips asks, “What do you want?”

When I remember that we’re here to fuck her daughter, I suddenly want to bolt, but I can’t take my eyes off her tits! Damn they’re big!

John says we’re here to see Ginger. The woman hesitates for a moment, looking us over, then turns her head and yells, “Ginger, someone’s here to see you.”

She then says, “She’ll be right here boys.” At that moment, as she turns away, she pulls back her bathrobe a little bit on one side, giving us a clear view of her right boob.

Then she glances over her shoulder with a sly grin, to see us standing there with our jaws dropped.

Ginger comes to the door and says “hi”. She’s wearing a pretty yellow sun dress which shows the curvature of her hips. Her tits aren’t very big, nothing like what we just saw, but not bad for a girl her age.

Right behind her is Cinnamon. Her face is gorgeous, but I’m a little disappointed with her body. She doesn’t have as big a butt as Ginger does, nor does she have much curve to her hips like Ginger does.

She’s the same age as Ginger though. But some girls don’t develop as fast as other’s. And although her titties are about half the size of Ginger’s, I can’t get over how cute her face is. Long brown hair, big beautiful eyes and even a cute little pudgy nose.

They step outside and Ginger says, “Follow me,“ then she asks, “you got the money don’t you?”

John and I both say, “yeah.” Briskly following the girls, we all head back down the street, the way we came.

I block everything else out as I check out Cinnamon from behind. She’s wearing a snug pair of blue jeans. The more I stare at her butt cheeks, the more I like what I see. I can’t wait too see her naked. She’s wearing a tight black t-shirt which comes down about three inches short of her jeans.

I can see her butt crack form just above the waist of the low cut denim. I want so bad to reach out and put my finger down her butt crack but I can’t as long as we’re still out on the street. Besides, she might get mad since we haven’t made a deal and exchanged any money yet.

Just as I start to wonder where we’re going, John asks Ginger where we’re headed. She tells us we’re going to the tree fort since her mother doesn’t go to work for another five hours.

I guess that’ll be okay as long as no one sees us climbing up the tree. Still though, I’m a little nervous about it. These guys who live around here will be pissed if they see us going up that tree.

Approaching us from across the street, three guys come up. The biggest one asks, “What the hell you doing hanging with these boomers? They ain’t bugging you are they?”

Ginger responds bluntly, “Fuck off Patrick, it ain’t none of your God damn business who I hang with.” The three of them glare at us as Cinnamon flips them the bird and mumbles, “jerks!” They just stare at us, looking angry as hell.

For a minute there I thought we’d have to fight them. I’ll be glad to get out of here. In a few more minutes we reach the end of the street and slip through the fence, out onto the dirt trail.

John and Ginger walk ahead of us on the trail, as Cinnamon and I talk. I ask her what school she goes to.

It turns out she went to Lincoln middle school last year, but she’ll be going to our school this year. She’s moved in with Ginger for the rest of the year because her own mother’s in jail for dealing drugs. Cinnamon says it was entrapment, whatever that means. Although that sucks about her mom, I’m glad she’ll be going to our school this year.

When we reach the tree fort, Ginger tells Cinnamon and I to wait on this side of the creek so we can keep an eye out for anyone walking down the trail. From our vantage point we can see a long ways both up trail and down the trail. If we see anyone coming we can alert them so they can get dressed. Then when they’re done, I can have my turn while John and Ginger keep a look out.

John and Ginger walk down the embankment to the water, then walk across the creek to the other side. They walk up the other side and go out in the middle of a grassy area near the bottom of the tree fort in clear view of Cinnamon and I.

We watch as they embrace and kiss. Confused, I ask Cinnamon, “Aren’t they going to do it in the tree fort?”

“Nope,“ she answers, “we ain’t got no key. Ginger‘s brother, Patrick, has the key and he won‘t give it to us. He‘s an asshole.”

Oh my God! Ginger pulls her dress off over her head. John tosses his t-shirt off and then takes her bra off. Wow! her boobs look great.

Cinnamon quietly says, “Mine aren’t as big as Ginger’s are, she’s so lucky.”

I look down at her, standing next to me and gaze at her small tits. I don’t even care if they’re smaller than Ginger’s are, I just want to touch them.

Soon John and Ginger are stripped down completely naked. From here I can see Ginger’s stiff nipples and a small patch of hair on her pussy mound.

John starts out kissing and caressing her as Cinnamon and I periodically look up and down the foot trail to make sure we‘re still alone. Ginger grabs his cock and begins stroking it. As soon as it’s hard, Ginger drops to her knees in the grass.

Cinnamon and I, standing on the trail across the creek watch the show. Ginger opens her mouth and engulfs John’s cock. Rocking her head back and forth as John moans loud enough to hear him from here, I slowly place my hand on Cinnamon’s back and rub her gently.

She doesn’t pull away from me so I move my hand lower and feel her bare skin above her jeans. I ask her if she’s going to suck me like that when it’s my turn.

Smiling she says, “Sure, if you want me to. I‘m real good at it.” I quickly nod. Next Ginger lays down on her back and spreads her legs wide open. John wastes no time kneeling down and bending over her magnificent body.

He shoves his cock into her pussy and thrusts his hips forward. She squeals and moans as it goes inside of her. John begins pounding up and down on her.

I ask Cinnamon if she’s done this very many times before. She holds up four fingers and says confidently, “Yep, four times in my pussy, and I started doing blowjobs almost a year ago. I don’t know how many times, I lost count.“ she says. And then she adds with a sly smile, “but it’s kind of my specialty.”

Oh God! I can hardly wait! I wish John would hurry up and finish so I can have my turn. I check the trail again hoping no one comes along to interrupt our fun.

When John gets up off of Ginger I’m hoping he’s finished, but Ginger rolls over and gets on to her hands and knees. Entering her from behind, John begins pounding her hard.

I step directly behind Cinnamon and put my arms around her waist and slowly move my hands up to her breasts. My cock is getting hard as I grope Cinnamon and watch Ginger getting fucked.

I press my erection against Cinnamon’s back. She doesn’t protest at all as I grind my dick against her.

Finally! John grunts and stops humping Ginger. They get up and put their clothes back on. I check up and down the trail one more time. We’re still alone.

Holding hands, John and Ginger cross the creek back to our side. John’s laughing and splashing water as they cross. Ginger squeals in that way that only girls can squeal.

“Okay Mike, your turn,” John says as they climb up the embankment. “I’ll keep an eye out and holler if someone approaches.

Cinnamon and I head down the embankment, cross the creek and walk out into the grassy area. Cinnamon takes off her shoes, as I pull my shirt off and toss it on the ground.

Next she takes her tight shirt off and throws it next to mine while I strip off my shorts and underwear. I watch her as she unhooks her bra and smiles at me as she pulls it away, exposing two cute little mounds of flesh with two small protruding nipples.

I watch her intently as she wiggles out of her tight jeans. When she slides off her panties and smiles at me. I’m a bit surprised. Her pussy doesn’t have any hair. It appears to be smooth and bald, not like Ginger’s.

Bewildered, I mutter, “What the hell, you ain’t got no hair.”

Her smile disappears and a look of anger comes over her. I’m not trying to insult her but I didn’t expect this, that’s all.

Before I can stop myself, I say, “It looks like my baby sister’s cunny.”

Her anger boiling over, she yells, “Yeah? Well screw you if you don’t like it!” She grabs her shirt, pulls it on and then puts her jeans back on.

“I’m sorry!” I plead, “I didn’t mean nothing by it!”

She picks up her shoes and walks into the water, headed back towards the other side. I follow, still naked, but with my boner rapidly shrinking. I beg her, “Please don’t go! I didn’t mean it. I think you’re pretty.”

She suddenly stops, swivels around and pushes me. I fall on my back in the water. I can understand Ginger’s laughter, but John’s laughter isn’t helping any.

Cinnamon looks back at me as she’s working her way back up the embankment and laughs too.

“God damn it!” I yell as I pick myself up, “I wasn’t making fun of you, I just thought it would look different, that’s all,” my voice trails off as I try to cross the creek, only to slip and fall down again.

Dejected and pissed off, I look up at them. All three are laughing now. I plead again, “Please come back Cinnamon. I really want to fuck you…..pleeeaaase.”

She stares at me for a moment, then walks back down the embankment to the water’s edge, “Okay, but only if you lick me.”

“What do you mean?” I ask.

She rolls her eyes, “I mean, only if you lick my pussy.”

I’ve never really given much thought to that and I’m not sure if it’s something I want to do. I look at her pussy and think about it for a second before I realize she’s getting impatient. “Yes!” I blurt out, “I’ll lick it, but then I get to fuck you, okay?”

“Alright,” she agrees. As we walk back across the creek, she takes off her shirt again, sits down in the grass and squirms out of her jeans once more.

Laying back in the bright sun, with her legs spread open, I can actually see a few pussy hairs on her. I rub them with my fingertip. She says, “See? There’s a few of them growing. I’m just kind of a slow developer, that’s all.”

“They’re pretty,” I say as I kiss her pussy. I have no idea how or what to do, so I just start licking her slit. I enjoy the thick odor coming from her. She tells me what to do and what feels good. Before long she’s squirming and moaning. My tongue’s getting tired and is aching, but I don’t dare stop. A deal’s a deal.

With more instruction, she finally clamps her thighs around my head and moans as she cums on my face. As she relaxes her grip on my head, I stop licking her pussy pleased that she’s no longer mad at me.

“Okay, it’s your turn,” she tells me, “lay down.”

As she gets up I lay down on my back. She bends over me and kisses the tip of my cock. The next moment I feel her lips and tongue press against my cock. I moan as she sucks on my growing member.

Her free hand cups my balls and massages them. After a few minutes of bliss, she raises her head up and says, “That’s enough, get up. It’s time to fuck me.”

My cock is so hard it almost hurts. She lays on her back and opens her legs wide apart. She rubs her bald pussy and smiles.

Getting in position on top of her she grabs my dick and says, “When I say so, push it in, but not too hard.”

“Alright,” I respond.

Gripping the shaft of my hard dick, I can feel her moving it against her soft, warm flesh. She whispers, “Now, push it in slowly.”

I moan as I feel her tight pussy opening up. It’s barely big enough. The moist skin of her pussy slides tightly around my cock. It grips its full girth as I shove it in.

Her pretty eyes shut as she tightly squints, then as I withdraw part way out of her, her face relaxes and she makes a little whimpering noise. Pushing back into her wet hole, she grunts a bit. I build up a good rhythm as I watch her body jerk each time I fully bury my cock in her.

I’m wondering if maybe I should turn her over and do her doggy-style, but suddenly I feel myself reaching the point of no return. With an unstoppable orgasm building deep down inside of my groin, I thrust into her tight pussy several more times.

The look on her face is a combination of discomfort and pleasure. A smile and a grimace at the very same moment. I feel my semen surging through my cock. I grunt as I fill her young pussy.

As I relax, releasing the tension of my wonderful orgasm, she wraps her arms around my neck, pulling my lips to hers. We kiss passionately for several minutes.

Finally, pulling my softening cock out of her moist tunnel, we separate and I sit up. Cinnamon grabs her panties and starts pulling them on. She rubs her pussy a little, just before pulling her panties all the up and says, “It’s kind of sore, but it felt good.”

Once we’re dressed, we walk towards the water. At the top of the trail John is fingering Ginger underneath her dress.

“Hey,” Cinnamon yells, “your supposed to be watching the trail.”

Ginger giggles, “I got distracted.” They stand up and straighten themselves, then Gingers looks up the trail.

I hate to leave them now that it’s over. I ask Cinnamon, “You want to go to a movie with me tomorrow?”

“Sure,” she says.

John looks at Ginger, “How about it Ginger? You want to go too?”

She smiles and says she’d love to. Then she says, “Here comes the idiots.”

“Who,” Cinnamon asks.

“My stupid brother and his retarded friends,” Ginger responds.

Patrick and his buddies look pissed off. When he approaches us he says, “You ain’t fucking with my tree fort are you?”

I say, “That stolen tree fort, you mean? Naw, We’ve outgrown stupid stuff like that.“

I add, “We got better things to fuck with around here than some dumb old tree fort.”

“Like what?” Patrick challenges.

“Like your sister,” John retorts. Ginger giggles and Cinnamon busts out laughing.

Ginger pushes her way past Patrick and says, “Come on Cinnamon, let’s go back home.” She turns to John and I and says, “See you guys tomorrow.” We walk off down the trail as Patrick glares at us.
 

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