Dressed for Pleasure Read online

  I felt so damn sexy in that moment.

  But as I remembered where I was going, the nervousness came rushing back ...

  8

  Tyler was already waiting at the edge of the field. I could see the outline of his tall, lean figure, resting against the side of the brick building where the stoners always hung out, his face occasionally illuminated by the red glow emanating from the tip of his cigarette.

  Even though on the inside I felt utterly wracked with nervous dread, on the outside I tried to retain my cool and composure, walking slowly towards him, my head held high.

  As I got nearer, I could make out his big dark eyes pinning me in their burning gaze as he watched me approach, his mouth set in a mean grimace, the tendons standing out on his neck, and his jaw flecked with stubble. He was dressed in a plain black t-shirt and skinny jeans and to my relief it seemed like he was alone.

  By the time I reached him, the tension had built so damn much it felt like the whole world might implode on us at any moment. I waited for him to speak, my breath clutched painfully in my throat, as he looked me up and down, his gaze traveling over my stockinged legs, then up to my breasts, before finally fixing on my face.

  To my surprise, a smile began to curl at the corners of his thick sensuous lips and he nodded approvingly.

  “I have to say,” he murmured, “you did have me fooled at first. You make a pretty good chick y’know.”

  His words hung in the air, and I didn’t know quite how to reply, in the end muttering a quiet, “Thanks,” my voice barely more than a whisper.

  “So, does it turn you on,” he continued, speaking in a slow, measured tone, his eyes never once breaking away from mine, “dressing like that? Does it get your pussy wet?”

  The words cut through me, both shocking me to the core and arousing me at the same time. I felt my cock hardening in my panties despite – or maybe even because – of my fear, not to mention the way he was pretending like I was a real girl, talking about my ‘pussy’ ...

  I nodded, feeling my face flush with shameful heat, knowing there was no use in denying how much I was enjoying this.

  “So here’s the deal,” Tyler growled, finally setting out whatever it was he had planned for me. “You take care of me, right here and now, and I won’t tell anyone about those photos. It can be our little secret.”

  Take care of him? Does he mean what I think he means?!

  I shot him a nervous look, waiting to see if he was joking, waiting to see if his mouth curled into a mean spirited smile. But instead he remained totally serious, taking a last pull on his cigarette, then dropping it to the floor and grinding it out with his sneaker.

  “So what d’you say, slut?” he growled.

  “I-I don’t know …” I stammered, as he took a step towards me, still wondering if this was some kind of trick.

  But when he reached down to his belt and began to unbuckle it, I knew that it was very, very real.

  I felt so confused, rooted to the spot, watching on in shock as he slowly and confidently slid his belt open, the buckle jingling in the silence, before he popped open the buttons of his jeans, then pushed down his boxer shorts, revealing a long, semi-hard cock – pale and thick in the moonlight.

  I felt so damn torn and conflicted, part of me wanting to turn and race away across the field, while another weird part of me seemed desperate to drop to her knees right there on the grass before him. But I couldn’t force myself to move in either direction, instead remaining frozen in pure panic and confusion.

  “Fine, suit yourself,” Tyler growled, angrily starting to button his jeans again.

  “Wait,” I gasped, knowing then that I had to do it. That I wanted to do it.

  I took a nervous step towards him, closing up the last bit of space between us, then dropped to my haunches, right there before him, my face just inches away from his crotch.

  I could feel the heat of his crotch bathing my face as I reached out a shaky hand and began unbuttoning his jeans again, and then I actually took hold of his cock in my skinny fingers and began to stroke it, marveling at how thick and heavy and hot it felt in my slim pale hands.

  Tyler let out a soft sigh of satisfaction, leaning back lazily against the brick wall as I began to stroke him, the shiny bulbous head of his cock swelling tantalizingly, just inches from my mouth, while between my own legs I could feel my dick straining and aching in my panties, slowly but surely soaking them with pre-cum, my whole body coursing with adrenaline as I brought my face nervously forward, opened my mouth and then gave the head of his cock a tentative little lick.

  As I began to kiss it, working the glistening head back and forth against my lips and tongue, my mouth filled with the salty, musky taste of him, causing me to shiver all over again, unable to believe I was actually doing this.

  I took hold of his thick, now-hard shaft, stroking it in slow sensual motions as I guided his cock fully into my mouth, the pearly head gliding against my tongue, as I finally wrapped my lips tight around his throbbing shaft and began to suck, bobbing my head, taking him deeper and deeper into my mouth until I could feel him nudging against my tonsils.

  I gagged a little, tears pricking at the corners of my eyes, but as I tried to pull my head away I felt Tyler’s strong hands reaching down and holding me in place as he began to buck his hips, fucking my mouth until I was moaning and gagging around his cock, the saliva dribbling down past my lips as he plunged his rock hard cock deep and fast into my mouth.

  And in that moment, I felt myself giving in to him completely: no longer fighting it, just letting him use me for his own manly pleasures. I felt so slutty, so submissive, so turned on, and my own cock was still aching and throbbing madly between my spread legs, held tight and snug in my thong, while Tyler roughly fucked my face before suddenly pulling his cock from my open mouth, leaving me gasping and spluttering, gazing up at him in confusion.

  “Stand up and turn around,” he growled.

  Again I felt a powerful pang of shock, and again it was mixed in with white hot desire, too. After all, hadn’t this been the exact damn fantasy I’d been moaning over when I’d fucked my tight little butt using Maddy’s vibrator, just a few hours ago?

  I did as I was told, rising to my feet, my legs feeling like jello and my heart pounding as I turned my back to him. He grabbed hold of me, pushing me hard against the wall, then pushed my mini skirt up around my waist, exposing my ass. I let out a soft sigh as I felt his hands cup my butt cheeks, then spread them wide apart, tugging the strap of my thong so roughly to one side that I actually heard it tear a little.

  I trembled with anticipation, arching my back, offering my pert ass back towards him as I placed my hands against the cold brickwork, then closed my eyes and waited ... waited for him to take me.

  I gasped as I felt him place a hand on the back of my neck, pinning me in place, while he guided his cock between my cheeks with his other hand. I let out another involuntary moan as I felt the hot swollen head touch against my butthole, and I tried to suck in a few deep breaths, letting myself relax as much as I was able, knowing it would be easier that way.

  He pressed against me, his body so much bigger than mine, the manly heat emanating from him, the smoky smell of his cigarette filling my nostrils, and the pressure of his cock against my asshole building and building as he tried to enter me, and then all of a sudden I felt my muscles yield and his thick shaft began to slide inside me in one long, slow, delicious motion.

  As he drove his hot cock inside me, right up to the hilt, I let out another breathy moan, my mind swirling with pure pleasure, and he leant even closer to me, so that his mouth was right by my ear.

  “You like that, slut?” he growled. “You like that big dick in your pussy?”

  “Uh huh,” I murmured, just moments before another moan fell from my glossy lips as he slid his cock a little way out then slammed it back into my ass, hard.

  I could feel my own swollen dick pressing tightly against my belly, held in
place by the fabric of the thong, and I knew that all I’d have to do was stroke it gently and I’d instantly explode. But instead, I found there was a new pleasure in holding off my own desires, of teetering right on the edge. And as Tyler began to fuck me, hard and rough from behind, I felt like I was constantly on the brink of a never-ending orgasm, the waves of delicious pleasure flowing through me, over and over and over again.

  I felt so slight and small, pressed beneath him like that with my ass thrust back and my skirt pushed up around my waist, moaning and sighing as he took me, using my skinny body for his own manly pleasure, still pinning me by the neck as he slammed his thick hard cock in and out of me, the sound of our skin slapping together filling my ears until all of a sudden I just couldn’t hold it off any longer.

  “Oh god,” I moaned, my ass muscles clamping tight around his cock. “I think I’m gonna …”

  I lifted a hand to my mouth to stifle the girly cry that rose up inside me as I finally came, my body quaking and my cock starting to unload, pulsing out a powerful series of squirts onto my belly and spattering onto the grass between my spread legs.

  Tyler let out a low moan of his own, and a moment later I felt him pulling out, then more jets of hot cum, this time flooding my ass crack and spraying hard against my bare buttocks. I couldn’t see, but it felt like a monster load, and a part of me actually felt a little sad that I hadn’t had a chance to take any of it in my mouth.

  Damn. l really was turning into a slut ...

  As Tyler began to buckle his belt, I gingerly stepped out of my panties, balling them up and using them to wipe up the gooey mess on my belly and ass, then holding them tight in my hand as I adjusted my skirt back down into place, still wanting to look good for him, even though he’d obviously taken what he wanted from me.

  I was totally expecting him to leave without another word, but instead he lit up a cigarette, then offered me the pack.

  “No ... thanks,” I said, my voice still a little shaky.

  “You, uh, want a ride home?” he said in a quiet tone, not quite meeting my gaze.

  I was dumbstruck all over again; unable to ignore the strange tenderness in his voice. Maybe I was imagining it, I thought, but I smiled anyway and said in as soft and girly a voice as I could manage, “Sure. Why not?”

  * * *

  We drove back to my place in a brooding silence, the tension building, both of us just listening to the hum of the engine. He seemed to already know where I lived, maybe because it was also Madison’s house, and as he finally pulled up outside, he cut the engine then turned to me.

  “I won’t tell anyone what happened if you don’t,” he said quietly, finally piercing me with his big black eyes again.

  “Deal,” I smiled back, the word catching in my throat as I realized a second later that he was leaning in to kiss me.

  I closed my eyes, just moments before he crushed his lips against mine, and I felt myself melting into the kiss, my body flushing with such intense pleasure and desire that I almost couldn’t take it. Holy shit. Somehow this was even more intimate than what we’d done back on the field, and I moaned into his mouth as his strong manly hand tenderly cupped my face, our tongues flicking together. And in that moment I truly felt like a girl. Like Tyler’s girl.

  “Maybe we can do this again sometime,” he murmured as we finally broke the kiss.

  “I’d like that,” I said, realizing I truly meant it.

  And as I let myself out of the car and turned to walk up the driveway and back to my house, I put a little swing in my hips, just like I’d learnt in the videos, knowing that Tyler was still watching me - still wanting me - the same way I still wanted him ...

  Cassidy’s Revenge

  1

  Movie Night was something of a tradition between my buddies and I. It was the one night of the month when we could really cut loose, forget the working week, get drunk and have some carefree fun watching trashy action movies like we used to back in College. We’d take turns to host it, and that coming Saturday it was my turn.

  But there was a hitch. You see, my girlfriend, Cassidy, seemed to have developed a stick up her ass about the idea – even though it was a tradition I’d been carrying on since way before I met her, and she’d never complained about it before now.

  “It’s just so gross,” she sighed, that Friday night, rolling her big green eyes and shaking her head in disgust. “Your friends are such slobs, Josh, and I have to spend the whole next day cleaning up your dirty dishes and taking out your trash. And I’m always finding empty beer cans and bottles like everywhere. Not to mention the fact that you guys expect me to cook something like a good little woman and serve it to you between movies. What is this, the nineteen fifties?”

  “Ah, come on, baby,” I tried to reassure her. “It’s only once in a blue moon that we have it at our place. We just like to kick back and relax once in a while and anyway ...”

  I paused, unsure as to whether or not to pursue my current line of argument. You see, I was about to say that I brought in way more money than she did – working long stressful hours at the office, while Cassidy only did part time at a local tanning salon – but I knew that wouldn’t fly.

  “Anyway what?” she snapped, hands on hips, glossy lips narrowing into a venomous snarl. “Let me guess, you were about to say something along the lines that you deserve it, that you’re the man of the house and you and your macho buddies need to be taken care of, right?”

  I let out a sigh, biting my lip. The truth was, that was exactly what I was about to say, but I didn’t want this to descend into an argument, especially just before Movie Night.

  “Not at all,” I offered weakly, even though we both knew I was lying. “C’mere,” I added, patting my lap, wanting her to come and sit down on it. “Why don’t we have a little fun. You’re so sexy when you’re angry ...”

  “Ugh, whatever,” she muttered, declining my offer and instead turning and strutting away, her ponytail swishing and her heels clicking loudly on the hardwood floor as she left me alone in the den.

  I shot a last glance at her butt before she disappeared, jiggling away in a pair of tight white yoga pants, then picked up my beer and drained it, letting out a long satisfying burp for good measure. I knew she’d probably hear me, but what the hell.

  After all, it was true. I’d worked so damn hard all week, the weekends were my precious time to unwind, relax, and be a man. (And by that, I guess I meant slob.)

  Just as I was flicking through the channels, mustering up the energy to push myself up off the couch to go grab a fourth beer from the fridge, I heard my cellphone ring. I grabbed it from the arm of the chair and checked the screen – it was Colby, my best bud calling.

  “Hey man,” I said as I answered.

  “So we on for tomorrow night?” he replied.

  “Sure are,” I said. “Cassidy’s making a big show of complaining, but don’t you worry. I’ve got it under control ...” I don’t know why but for some reason, I figured I’d lay it on a little thick for him, so I added, “She was complaining and whining, but I showed her who’s boss.”

  As Colby let out a laugh and said, “Dude, as if, she’s got you wrapped around her little finger!” I heard a sound behind me, and I felt my stomach sink.

  And sure enough, when I turned around to check the doorway, there was Cassidy, arms folded, glaring angrily at me. She’d obviously heard the whole thing, and I tried to give her a hey-I-was-only-joking smile and shrug, but it was too late. Once again she stormed off, this time going upstairs to bed.

  “Don’t worry, man,” I said quietly, “I’ll see you tomorrow at the usual time ...”

  I hung up the phone, wondering whether to go after her or to leave her to cool down a little. In the end, I decided on the latter, instead grabbing another beer from the fridge and watching a few more hours of TV, hoping that by the time I finally did go upstairs to join her, she’d have calmed down.

  But when I eventually made my way up the
stairs, I could tell she was still pissed the moment I set foot in the bedroom. She was doing that thing where she was pretending to be asleep, curled up on the far side of the bed, facing the wall, and when I pulled off my clothes and slipped in next to her, tentatively putting a hand on her hip to test the waters, she flinched and pulled away, inching so far towards the edge of the bed away that I worried she might actually fall off it.

  “Don’t touch me,” she added quietly.

  “Babe,” I replied in my softest, most apologetic tone. “I was only joking earlier ...”

  “Sometimes I don’t think you realize how much I do in this relationship,” she said, her voice echoing coldly into the room.

  “I do, baby,” I said weakly, even though in reality I was just saying anything I could to try to calm her down.

  But her frosty silence told me that the best thing I could do right now was leave her to her mood, so I turned onto my other side, facing away, and before long – no doubt helped along by the beer – I fell into a deep, dreamless sleep ...

  2

  That Saturday morning, I woke late and alone, feeling a little worse for wear. Damn, maybe I had one IPA too many, I thought as I assessed the state of my headache. But I didn’t care, because I knew by this evening I’d be ready to go again – as Colby, Greg, and whichever of my other old College buddies that could get time away from their wives and girlfriends would be coming round to hang out.

  I’d selected a couple of good movies – a totally brain dead 80s kung fu flick, and if we were in the mood, and Cassidy left us alone for long enough, I had a pretty interesting porno lined up, too. I knew she wasn’t that into me watching those kinds of films, always saying that it wasn’t respectful of women, but I figured what the hell.