Preppy

by T. M. Frazier

Preppy laughed and reached into his waistband. Just as I was about to turn tail, thinking that I was about to come face to face with little Preppy in all his glory, he pulled out a pistol. “It’s just my gun,” he said, tucking it back in then wringing the water from his hair. “Although, the other weapon I’m packing down there is just as impressive.”

  “Why do you have a gun?” I asked, without thinking of how stupid my question really was. Maybe, if he ever put his god damned shirt back on, my case of stupid would turn back off.

  “Why do I have a gun?” he repeated, like it was the ridiculous question that it was. “’Cause throwing bullets by hand isn’t exactly effective.”

  “You carry that all the time?” I asked, curious.

  “Every day that ends in Y.”

  “Why? Because you’re a criminal?”

  “Really? We going there, Doc? ’Cause last time I checked, heroin wasn’t exactly legal.” He leaned in closer like he was sharing a secret, whispering, “Neither is robbing your grandmother.”

  “Fuck you,” I spat, the lightness between us growing heavy in the span of a few words, like an anvil had been dropped on top of us.

  “Gladly,” he responded. “But you’re just as much of a criminal as I am.”

  “No. I don’t do the things you do,” I argued.

  “No, but you know about the shit I do. That makes you an accessory. Keep them coming. This is fun.”

  I growled, growing frustrated with both the company and the fact that I couldn’t find the break in the brush where we’d come in. I set my sights on the rocks protruding from the perch where Preppy had just jumped in the water and started climbing them. I didn’t know where they lead, but anywhere else was the only place I needed to go. “I knew this entire day would be a mistake.”

  “You can’t go anywhere, Doc,” Preppy said, sounding bored.

  “Oh yeah? And why the hell not?” I asked, finding my footing and pulling up. One step down. I looked up. About seventy to go.

  “You can’t go anywhere ’cause you’ve got nowhere to go,” he answered. Although, I knew what he was really saying, that without him keeping my secret from Mirna, I couldn’t stay there. “Truth hurts, don’t it?”

  “The truth?” I asked, growing more irritated by the second. I growled when my foot slipped from a rock. Holding on tighter I tried again, this time landing my foot on a smooth rock that felt like it would hold. “What would you know about truth? About honesty?” I asked, looking back over my shoulder where, unfortunately, he was still shirtless, his thumbs tucked into his pockets as he watched me climb. Even though we were arguing, his gaze was fixated on my ass until he finally decided that my face was also worthy of his attentions. “All you’ve been doing is playing games and toying with me. First, you act like you want to kill me, and then you act like you’re saving me, then you’re ignoring me completely, and now you want to take me out and pretend like you haven’t been playing some sort of game with me that I never agreed to play!” I shouted, just as the rock I thought would hold gave out and I slid the foot and a half I’d climbed back to the ground. I hit the rock with my closed fist and surprised myself when I made a dent.

  “First, I said you couldn’t go anywhere not because I was being a dick, but because that type of rock you’re trying to climb crumbles like chalk and doesn’t hold much weight.” I let my forehead fall against my rock nemesis.

  “SECOND, I think I liked you better when you were all crying and weepy over your shitty life, because this stubborn-chick thing is starting to be a real pain in my dick,” Preppy said. “And last, but not motherfucking least, I may be a lot of things, Doc. A criminal. Sure. A very good dresser. Absolutely. A man with a huge cock. Fuck, yes.” His face grew serious. “But I’m no fucking liar.” For the first time, there was no joke behind his words. No cocky smile or punchline to follow.

  “Yeah?” I asked, just as an idea hit me. He’d put me in my place by throwing the H back in my face, and maybe it was time I put him in his. “Then let’s find out,” I said casually. I hopped back down the rocks and marched right back up to Preppy, who looked amused as all hell as I crossed my arms over my chest and tapped my foot on the ground.

  “Oh yeah? How do you think you’re gonna prove that?” I couldn’t wait to wipe that smirk right off his face.

  “SHOW ME.” I demanded, pointing to his crotch.

  “Now we’re getting somewhere,” Preppy said, biting his bottom lip.

  I shook my head. “I don’t want to fuck you. I want to see it. ALL of it. NOW. Since you say you’re not a liar, and I’ve been hearing about this monster cock, this thick dick, this whatever the fuck you seem to want to call the third man living in your pants, it occurred to me that you’re probably only talking about it so much because you have some sort of complex about it. Like the way short men are aggressive, or the way older men buy sports cars.” In my head, I’d already won this challenge and was well on my way back to Mirna’s where we could pretend the entire day never happened. “The way I see it, this is me.” I took a step toward him, pushing my index finger into his chest. “Calling your bluff.” I lowered it and pointed again to his pants. “Now strip.”

  Preppy took a step back and, for a second, I thought he was going to tell me to fuck off. I was already planning my victory ‘flipping of the bird’ when he slowly tipped his chin up to me, accepting my challenge. He again removed his gun and set it on a rock.

  “What do I get if you’re wrong?” he asked, hooking his thumbs in his pants and boxers, like he was about to pull them down. Yeah, definitely a move by someone who was bluffing. I was calling him out on his, and now he was calling me out on mine.

  “What do you want?” I asked, curious as to what he would even want.

  “Three minutes,” he said, without a second of hesitation.

  “Excuse me?”

  “Not to fuck you,” he said, and I let out the breath I was holding. “That would at least take four.” He taunted me more by lowering his pants, stopping just above what the fuss was all about. “Three minutes, and I can do whatever I want to you.”

  “What do you want to do?” I asked.

  “Whatever I want.”

  I swallowed hard. Oh, he was good. He was really good.

  I wasn’t buying it.

  “Deal,” I said, taking a step back and waving for him to continue. “But when you say BIG, I do mean it better be BIG,” I said, although I didn’t exactly know how big was big. “Should we get a ruler or maybe call in a second opinion?” I asked, finding it easy to tease the man who’d been dishing it out to me for weeks now. “Or maybe some tweezers?”

  Any second, I was sure he was going to fold. I could feel it. I just knew I was right and that he would…

  “Oh, Doc,” he said, slowly shaking his head from side to side and making a “tsk tsk” sound. “You’ve just made the best mistake of your life.” Without another word he dropped both his pants and boxers, letting them fall around his ankles.

  HOLY. FUCKING. SHIT.

  “We done here, Doc?” And although it was him who was naked and exposed, it was also him whose voice was thick and laced with desire. “We good?”

  I just. I mean. “Yeah, yeah we’re…done here,” I said, turning my head from side to side to avoid looking, but it was…wow. I didn’t even need a point of reference to know that what he was packing was monstrous.

  And hard.

  Preppy cleared his throat, and I was mortified that I’d been caught open-mouthed gaping at his dick. So I did what any respectable junkie would do. I turned and bolted.

  “Oh no,” Preppy said, catching up to me in a few short strides before I’d even reached the first boulder.

  Damn these short legs.

  “Let me clarify,” he said, pulling me back against his bare chest. “YOU are done here, because you lost.” He spun me around in his arms and pushed me back against the rocks. His nose almost touching mine when he leaned down and said something that sounded eerily
like a warning. My entire body went on high alert. “But WE are most definitely not done here, because I WON.”

  “Fuck,” I muttered.

  “No, Doc. Not with only three minutes.” He lowered his lips to my ear as he added, “But you best fucking believe that I’m going to make the most out of every single second I have.”

  He pushed his naked hips against my backside, and I gasped. And this time, I knew for a fact that the hard prodding against my lower back had nothing to do with his gun.

  No.

  It was much MUCH bigger than that.

  He shifted his hand so it was flat on my stomach. He dipped his fingertips inside my shorts.

  “Time starts now.”

  * * *

  PREPPY

  Three minutes.

  I chose that number for two reasons. One, because fucking with Dre was everything I dreamed it would be and more. Two, because the other bets I thought of throwing out there all ended with being balls deep inside of her, and since I was pretty sure she wouldn’t agree to that, I played it safe.

  Or, so I thought.

  After Mirna had given her a little makeover I found myself panting after her like a dog left out on the porch in the middle of the day. Then, I’d shown up to pick her up and she was wearing shorts so short her long thighs were on full display and her ass cheeks were teasing me, playing a game of peek-a-boo, every time she swayed her hips or took a step. Her hair and makeup weren’t as styled as the day before and her lips were a softer pink, instead of the bright red, and I thought just then, for the first time in my life, that a girl was beautiful. I’d thought hot. Or fuckable. But beautiful was as new a thought to me as restraint.

  Not to be confused with restraints.

  Those, I was familiar with.

  On the water tower, when she was on the verge of ending her life, it was her frailty that piqued my interest. When I brought her unconscious body to Mirna’s, it was her weakness that had me stealing a taste of her pussy. And when she’d turned to me and crossed her arms over her chest, pushing up her tits, challenging me to show her my dick so she could verify the size, I thought I was about to come in my fucking pants, right then and there.

  If I’d thought her weakness was a massive turn on, it was absolutely jack-shit compared to the the surge of pure want her show of strength sent, shooting straight through my spine into my ridiculously hard cock.

  Dre wasn’t some random chick at a party who knew what the price was for the all-you-can-snort-buffet I so generously provided. She also wasn’t one of Bear’s BBB’s who knew what they were getting into when it came to the bikers and their familiars.

  All joking and heroin aside, Doc was just an ordinary girl.

  Only, she wasn’t.

  As much as I wanted to leave her alone and pretend we’d never met, it was impossible. Lately, I couldn’t even jerk off without picturing her.

  The whole restraint thing was new, but I still remembered the way she tasted and wanted to know how tight she was. How warm.

  Dre was always flushed for one reason or another. Anger, sadness, confusion, frustration. I wanted to see what she looked like when she came. I’d pictured it. Jerked off to it.

  I kept her pinned up against the flat rocks with my hips. This wasn’t about me, but there was no way I was putting my jeans back on or wasting another fucking second before I put my hands on her. I circled her waist with my other arm, and pushed my fingers into her shorts. I heard her quick intake of breath and my cock responded by hardening even more. There was something about her reaction, whether good or bad, that had me on a level of excitement that surpassed my discovery of U-porn.

  “What do you want from me?” she said, and although I knew she was looking for something deeper than the answer I gave her, I couldn’t help myself.

  “Your tits. Your ass. Your pussy,” I answered honestly, shoving my hand down the front of her shorts with such force the buttons popped open, allowing me more access.

  “That’s not what I meant,” she said, trying and failing to turn around in my arms. My fingers dipped lower until I came in contact with her clit, and I left them there without movement until I felt her squirming for more contact. “I mean, why do you want to do this? Why do you even want to touch me?”

  The words came out before I could stop them. “I have no fucking idea, but I only have three minutes to do what I want, so shut the fuck up and stop trying to stall me,” I said, gliding over her clit and farther down into her panties which, much to my delight, were soaking wet. “What’s got you all wet and worked up, Doc? Did you like what you saw?” I drawled. When she opened her mouth to answer, I shut her up again by rocking against her lower back, the only thing that came out of her mouth was a throaty groan. I rubbed my shaft up and down against her denim covered ass crack and decided that I hated her little shorts after all.

  I pulled my hand away and took a small step back, but only to give me enough room to yank down her shorts and her white cotton panties in one move. The naked flesh of her ass was exposed to me and my mouth watered with the urge to bite it, but time was running out so I settled for a stinging slap.

  “What the fuck?” she yelped, jumping at the sensation but settling against the rocks when I kneaded the raised red flesh in the shape of my hand print with my fingers.

  Standing behind her, fully naked, with her ass in front of me and her pussy peeking out from between her legs with Dre bent over had me questioning this new found restraint, but, remembering my task, I slipped my hand between her legs and stroked the opening of her pussy a few times, before finding her little hardened clit and strumming it with my thumb, like I was fucking mad at it.

  I felt her entire body tighten under my hold. I groaned when she pushed back into me in search of her release, but I had something better in mind. At least, something better for me. “We only have thirty seconds,” I said, continuing to thrust my cock between her ass cheeks as her movements for more grew bolder, pushing back against me harder and harder, as everything inside of her body seemed to tense. She was so fucking close. As one hand continued to stroke her clit, I used the other to gather her wetness dripping down her legs onto my fingers, swiping only briefly over her pussy and gathered what I needed to make this bet all the more interesting. There was nothing that could distract me from the task at hand.

  Not even the dark urges from the depths of my mind trying to claw their way to the surface.

  CHAPTER SIXTEEN

  DRE

  Everything inside of me was hot and tight, and I felt like I was about to explode. When Preppy’s hand swiped over my entrance, I knew I was only seconds away from something that excited and scared the shit out of me.

  “God damn, Doc. I can feel how close you are. This pussy of yours wants to come all over my fingers.”

  “Time’s almost up,” I managed to groan out, even in my state of ecstasy I needed to put him in his place.

  “Fuck time,” he growled, pushing one long finger deep inside me.

  “Aaaaahhhhh,” I called out, leaning against the rock for support.

  He was now grinding against me, sliding his cock through the crack of my ass over and over again as he pumped his finger inside me, angling it so that he was pushing against my front wall with his fingertip when he pulled out.

  I lost my cocky attitude, suddenly, when he lowered his cock and slid the shaft between my legs, through the wetness dripping down my thighs. A flash of Conner holding me down by my head, while Eric raped me from behind, flooded my mind. I was there again. In that dirty motel room. I could smell his stench and relived the fear as they laughed at my cries for help. “Stop stop stop no!!!!!!!” I screamed, it was no longer Preppy behind me, but Eric. There was no more pleasure. Only pain.

  With all the strength I had, I jabbed my elbow into my attacker. Preppy stumbled back with a grunt, holding on to his ribs with one hand, his thick cock purple with his arousal, bobbing up and down as he bent over in pain.

  I felt an overwh
elming tug of guilt when I realized what I’d done, and that it was not Eric but Preppy that I’d done it to.

  Guilt quickly turned to fear.

  Preppy stood, straightening his spine and his eyes darkened. He glanced down to where he was covering his torso and pulled his hand away, revealing the bright red spot where my elbow had connected with his ribs. He LAUGHED, and in my head it sounded just like Conner’s laugh, sending a trickle of fear rippling down my spine. “Oh, Doc. You did it now.” And then there it was, for the second time, I saw it. The spark of evil living behind his cocky smile.

  Fear crashed into me and the need to escape was overwhelming.

  I tried to run, but I forgot where I was and just as I was about to turn, my back connected with the rock wall. I was trapped. He was on me in a second, towering over me, his face up in my face, his cheek against mine. His cock still hard and hot between us, jutting onto my lower stomach. He reached under my shirt and took hold of my nipple, pinching it hard. A bolt of pleasure shot straight to my core.

  I didn’t like it.

  I didn’t want him, but yet I wanted him. I felt excited and nervous and strong and weak and I wanted to give in, but not as much as I wanted to get out.

  My head was a cloud of confusion, a mixture of fear and want, delivered courtesy of the man glaring at me as if he were about to eat me alive.

  There was no doubt in my mind that he wouldn’t.

  “Stop! Stop! No!” I cried. Preppy watched as a tear fell onto my cheek, following it as it rolled down my face and dripped off my chin onto his chest. That’s when I noticed that, in an odd way, he reminded me of Mirna, except instead of being unfocused, it was as if he was almost hyper focused. He reached between my legs and I pushed them together, trying to keep him out. Trying to make it all stop. It was too much. He was too much. I was scared. More scared than I’d ever been, but there was nothing I could do to stop him when he pushed his knee between my legs, spreading me wide open. “No! Nooooooo!” I slapped him across the face as hard as I could, but wherever it was he’d gone, it was like there was no coming back from. He didn’t even flinch.