3 comments/ 104440 views/ 40 favorites Off the Clock By: SoraRabbit The evening stretched on maddeningly. I played with my coffee cup, trying not to fidget and failing. I was wracking my brain trying to find a way to discretely slip my phone out of my pocket and send the pre-written text I had prepared. Anticipating the possible need for an escape hatch from tonight's date, I'd arranged for my best friend Evelyn to call me if she got a text that said "Help". Unfortunately, my date was completely fixated on me and I couldn't find a way to get to my phone without being obvious. It wasn't that Rachel was a bad person. And she was kind of cute, in a pleasantly plump, overly bubbly way. Still, her eyes weren't pretty, and that's usually my first point of attraction. She had a nice smile and her ample cleavage was generously on display. Yet there was something about her that sent up red warning flags. Maybe it was the way her narrow eyes shifted from side to side as she talked . . . the way she glanced away when answering my casual questions, as though lying about the most insignificant things. Maybe all the desperate thinly-veiled hints that she wanted sex? Normally I would play along with that, but she had a way of bringing everything back to sex. I mean, I appreciate a woman being up front. If they want me I kind of need them to flat out say it. I've been studying body language and flirting, but I'm still rather dense. Usually obvious signals float right over my head. And so it's saying a lot that I was picking up on Rachel's hints. She didn't come right out and say she wanted to screw me, but on a first date she was outlining all the ways guys had gotten her into bed in the past . . . it was almost like she expected me to take notes. If I was interested, I would have been—mental notes anyway. I was a little surprised at myself for not being interested. Sure, she wasn't beautiful . . . still she was attractive in her way. And it had been months since I'd broken up with my last girlfriend. I hadn't been with anyone since then, and sometimes that was unbearably lonely. I figured I'd be hopping into bed with the first woman who showed the slightest interest. Yet here I was with a girl who was practically drawing me a treasure map to her bed and all I could think of was bailing out and going home. Sometimes I make no sense to myself. As she continued chattering, my mind wandered. She didn't seem to realize I'd stopped nodding and saying "Uh huh". How could I get out of this without hurting her feelings? How did one end a faltering date anyway? I could go to the restroom and sneak out . . . nah. I didn't want to be that guy. I could claim I wasn't feeling well. Nope. I don't like lying. It seemed impossible. "So, what do you think?" she asked. I looked up at her and she was watching me expectantly. "Um," I said, confused. I very nearly said "sure" but stopped myself. I didn't want to agree to something without knowing the terms. She obviously was hoping for a yes. I'd have to admit I hadn't been listening. "Well, I don't know . . . " I said uncertainly. Yeah, so I was stalling. It seemed the safest response. For all I knew she was offering to give me a hand job under the table. It's best to stall when you don't know what you're saying yes to. She looked instantly disappointed. " Oh? I mean, there's something here?" (She was one of those girls who tend to add question marks to sentences that actually require periods.) "I think you're a really cool guy?" I cocked my head and raised an eyebrow at her. Those didn't seem like actual questions that required responses and she wasn't giving me any hints as to what she was really asking. She looked embarrassed and covered her face with her hands. "Ohmygod. I totally misread everything, didn't I? I'm sorry, I thought we were hitting it off?" Ohh. Now I was on the same page as her. "Look, Rachel, you're great and this has been nice, but I'm in no rush, you know? I'm just kind of taking my time and meeting new friends?" Aw crap, now she had me doing it. I cleared my throat and touched her arm lightly with my hand. I hoped that small touch wouldn't give the wrong idea, but I felt the need to comfort her. "Let's just take it slow and maybe set up a second date first." She nodded, still looking embarrassed. "Yeah, alright," she agreed. I was really curious by this point what specifically she had asked, but not enough to have her repeat it. Taking this as a good stopping point, I stood up, grabbing my empty cup. "Walk you to your car?" I asked, offering her my arm. She took it and we made our way through the coffee shop and out into the cool, dark night. There was an awkward moment at her car where she stood there looking down at the ground, quivering a little. Waiting for a goodnight kiss? Probably. I gave her a clumsy friend hug and thanked her for a nice evening. Then I scurried away, heading to my own car. Once seated behind the wheel, I breathed a sigh of relief. I'd worry about how to let her down easy tomorrow. At that point I was just glad to be on the other side of it all. My romantic life had been nonexistent for a long time—long before I'd finally broken it off with my ex-girlfriend Janice. She'd taken me for granted and there was no spark left. Before that was my long and emotionally messy marriage. In both cases I'd been unappreciated. Also, in Janice's case she'd been the instigator of the relationship. As a result of my lengthy marriage and then falling into the relationship with her, I was way out of practice with dating. I wasn't shy—just careful, and I had a habit of falling for women I considered inaccessible or off limits. The inaccessible was usually due to distance—at this time I had crushes on a couple of friends; one who lived in another state and one who lived four hours away. The off limits were all my own issues. I had moral rules, lines drawn. Rule 1—no one who teaches me. I was taking a couple of classes in my free time. One of my teachers was very attractive, sweet and friendly, but I would never make a move. It felt wrong to get involved with someone I look to for guidance. Plus, she also fell under Rule 2. This one was: No one married. This was an indelible rule and one I'd always had. It had lately proven to be an inconvenient rule, however. I'd managed to get a couple of married women interested in me, see. Both of them were in open relationships with their husband's blessings, but even so, it felt wrong to me. I couldn't cross that line. Rule 3, and this was the important one—no one who works in any capacity with my son. His teacher, his doctor, and . . . most frustrating of all . . . his babysitter. I'll get to her soon enough. As I drove home that night, I tried not to think of the disappointing date and the lonely night stretching out ahead of me. I'd assumed by then that Rachel's missed question was a proposition to go home with her. Or her with me. Why didn't I? Was it because she weirded me out for some reason I couldn't fully identify? Because, while pretty enough, she wasn't my idea of beauty? Janice hadn't been either, but I'd still fallen for her. Was I just looking for something more substantial this time around? Apparently I wasn't as desperate for sex as I'd thought if I'd turned her down without even considering it. I'd never done the casual sex thing. That was something I'd been hoping to try. If for no other reason, than to get it out of my system. Have a little fun while waiting for "the one" to reveal herself to me. I had no idea how to go about this, though. My female friends, most of them anyway, lived too far away to be convenient. The bars were a bust, and I don't consider myself hot or smooth enough to pick up random girls anyway. Not that I'm bad-looking. Far from it . . . but there always seemed to be hotter guys around, and that got discouraging. I was a little out of shape, especially around the middle (too much beer on weekends) and since reaching my mid-thirties, gray was starting to show in my unkempt brown hair and my scraggly beard. I didn't look old, but my age was starting to become evident. Enough to make me uncomfortable around younger sexy women. Women like my son's babysitter Courtney. But I didn't want to think about her. I'd have to see her soon enough, and I'd deal with that when I got there. Changing the topic in my head, I thought of the dating site where I'd met Rachel. It was the same one where Janice had latched onto me, but I'd not learned my lesson. I'd reactivated my profile and gave it another shot. Most of the women on there were uninteresting or standoffish, but Rachel at least had been friendly. Going along with my wish to find something casual, I'd also joined a more . . . adult site. One of those dating sites where the profile pics were pussies, tits or cocks, depending on gender and preference. Mine was not . . . I went with a standard face shot, not feeling comfortable putting my parts on display like that. Evelyn (who was the only one I'd told about the profile) was of the opinion that I'd get more responses if I showed my junk. I couldn't bring myself to do it. I don't think I have anything to be ashamed of in that regard (never got any complaints, anyway) but it made me feel ill at ease to bare myself on the internet in front of faceless strangers. It also seemed a little backwards to me to know what a woman's vagina looks like before seeing her face, but I suppose that's the way it works if you're looking for something casual. You've got to have an idea of what you're signing up for. Or something. Nothing much had come of that experiment, besides some chatting with the married women that I mentioned earlier. One of them was tempting (hell, they both were if for no other reason than their eagerness) but again, I couldn't bring myself to take that step. Sadly, they seemed to be the only possibilities for me at that point, unless I ignored all the creeped-out feelings and gave Rachel a try. I'd initially hired the babysitter thinking that once I had her lined up, I'd have no excuse to not put more of an effort into dating. But I'd been stalling and usually when Courtney came by (which was every Monday evening) I ended up just going out for coffee or browsing a book store. It was still nice to get out, but it seemed a waste at $10 an hour, not having any decent plans. Courtney was a young single mom and a college student. She needed the money, so I didn't have the heart to let her go. Plus, I knew that as soon as I did, I'd have a need for a sitter again. That's how things work. The worst thing wasn't the money—my job paid plenty to support me and my son. And without a girlfriend to buy things for, I'd found myself with more than enough every paycheck. No, the problem was Rule 3. See, Courtney was, without a doubt, the sexiest woman I knew. Everything about her was amazing and took my breath away. I did my best to not look directly at her when she came by, but found that impossible. My eyes were always irresistibly drawn back to her . . . her eyes, her tits, her ass . . . everything about her. I wanted to take her in my arms, rip her clothes off, ravish her . . . Taking a shaky breath, I pushed the images out of my head and focused on my driving. Too late, the damage had already been done . . . the mere thought of her and what I wanted to do to her had made my cock harden and my heart beat faster. I pulled up to the curb in front of my house and turned off the car; taking several deep, cleansing breaths to try and will myself to calm down enough to enter the house. Once I was as ready as I was going to be, I went in. I slipped off my shoes and entered the living room. My eyes widened at the sight that greeted me. Courtney was lying on the couch, playing with her phone. I could see right down her shirt to her huge breasts. The bottom of her shirt had slipped up, revealing her rounded side. Bare flesh . . . it was enough to make me want to check my chin for drool. Tonight she was also wearing skin-tight shorts that hugged her curves and exposed her shapely legs almost up to her crotch. Courtney was very voluptuous. She'd had her baby not too many months before. She was working on losing the pregnancy weight but was still . . . I guess you could say "drastically curvy". Rounded in all the places that drive me crazy. I'd never been into bigger girls, and Courtney certainly wasn't big. She was just short and curvy. Sexy, womanly. She tilted her head back and fixed her enormous gray eyes on me, looking at me upside down. She smiled, her face lighting up. She'd caught me staring, I just knew it. I could feel myself blushing and I tried to look away, but her eyes locked me in. My god, those eyes . . . "Hey," she said, casually. "Er, hey," I replied lamely. "Um, how was he?" "Oh, he was just fine. Went right to bed. He must've been tired. Did you have a nice date?" she asked. Her voice was another thing that turned me on. It was throaty, sensual. Still feminine, but in a sexy deeper register. I rubbed the back of my neck, trying to will away the blushing. "Not really. It was awkward." She giggled, sitting up. I tried not to notice her shirt and shorts were riding up higher still, exposing more of her supple skin. "I've been on a few of those. Not for a while, though." She adjusted her bra through her shirt, glancing at me out of the corner of her eye, as though making sure I was watching. I was, but had my head down, trying to pretend I wasn't. As she made her adjustments, her breasts lifted and for a moment I could see her nipples poking out the front of her shirt. I turned away, partly to get my mind off lusting over her body, and partly to hide the increasingly evident tent in the front of my jeans. I slipped my wallet out of my pocket and counted out the bills. Hoping she wasn't looking down, I turned and crossed to her, handing her the money. She took it, smirking. "Thank you," she said. I couldn't tell if she was looking at the bills or at my crotch, but her smirk gave me an idea of which it was. "Say, I texted my mom just before you got back and Riley is asleep. I don't really want to wake him, because it's sooo hard to get him back to sleep . . . do you mind if I hang out here for a while?" "Sure. Um, yeah. That's fine," I replied shakily, I scurried away into the kitchen, my mind racing. Was this a dream or a nightmare? On one hand I'd get to look at her amazing body more. On the other hand, well, her amazing body would be here. Close by. Driving me insane with unresolvable lust. (At least until after she left when I could . . . take care of it by myself.) Oh lord. Yeah . . . nightmare. No question. I grabbed a bottle of water from the fridge. "You want anything to drink?" I offered. "Oh no, I'm fine," she said. "Come on, sit down," she said, patting the couch next to her. "Tell me about your awkward date." Trying not to show my nervousness, I sat down. She immediately leaned back, which served to put her even more on display for me. I forced my gaze down to my water, but it seemed a losing battle. "It was boring. We just . . . I dunno. I don't think it's worth a second date." "No sparks?" she asked, knowingly. "Right," I agreed, daring a quick glance over at her. "I figured it didn't go well as soon as I heard the front door open." "Why's that?" "Because if it had gone well you would've been late instead of early. And I would have gotten overtime." She giggled and I couldn't help but chuckle. "True," I conceded. "But the date was awkward enough. Keeping it going longer would have been awful." "Sooo," she asked, drawing the word out. "She wasn't your type?" "No. Not really," I admitted. "Uh huh. What IS your type?" she asked pointedly, her big lovely eyes still fixed on me. I'd walked right into that one. I bit my lip to keep myself from blurting out, "You!" Instead, I took a deep breath and muttered, "Er, hard to say. I don't think I have a type. I like all kinds." Her smile became broader and she raised an eyebrow. "That's a total copout, Ray, and we both know it." Her eyes sparkled and her simple lip ring caught the light from the lamp. "Everyone has a type." She had an amused, stubborn look on her face and I knew I couldn't talk my way out of this. I'd have to answer. "Physically or personality-wise?" I asked, obviously stalling. "Physically," she said right away, still not taking her bewitching eyes off me. The look on her face worried me. She looked like a cat about to pounce. I cleared my throat and forced my responses out before I could overthink them. "Short. Curvy. Long hair, pretty eyes. Full lips. That sort of thing." "Hmmmm," she said, thoughtfully. She sat up and leaned forward. It took all my willpower to not look at her breasts. "Me, basically?" she asked, with the smug air of someone laying out a bear trap. My breath caught in my throat and I started coughing, which made her giggle again. The sound of her cute giggle made me cough harder. Once I got myself back under control, I looked up at her. She was still smirking at me, waiting for an answer. There was no escape now. I nodded, stammering, "Y—yeah." I felt like I needed to explain, but didn't know how. "I'm sorry, Courtney. I-- " "Don't apologize," she interrupted, leaning closer to me. Her eyes searched my face as she softly added, "You're my type, too. Tall, strong. I like older guys, and . . . " she trailed her finger down my arm to my hand as she finished with, "you're really . . . sweet." I couldn't respond. All I could do was watch her finger as it moved from my hand to my leg, closer and closer to where my arousal was apparent. "So . . . seeing as how your date sucked, and my baby is fast asleep at his gramma's . . . " she stopped there, idly moving her finger up and down my inner thigh, teasing but not quite touching the erection that was pushing out the front of my jeans. I tore my eyes away from her hand and met her eyes. She couldn't possibly be . . . But my thought was cut off as she finished her suggestion. "You wanna fool around?" Never before had that combination of words sounded so unbearable sexy. The whole thing felt unreal . . . it was like a masturbation fantasy come to life. Everything in me was clamoring to agree . . . and not just agree, but to dive over and pounce on her. Instead, my moral code (somehow) won out and I found myself saying, in a small, weak voice, "But . . . is that a good idea? You work for me." Her finger finally trailed up higher, toying with my hardness, as she said, in an amused tone of voice, "Not at the moment. I'm off the clock." "That's true," I said, smiling slightly. "But-- " She interrupted me again, her voice sweet. "Why make excuses? Why think about right or wrong? You want me, I want you. And I can see that part of you is . . . up for it." She abruptly gripped my rock hard cock through my pants, biting her lip as she waited for my response. I wanted to be strong and follow my rules. I liked to think I wasn't like most men, my resolve crumbling at the first chance of sex. But with such a sexy young woman sitting right next to me, clutching my erection and casually asking to fuck me . . . well, I'm not THAT strong. "Yeah, alright," I replied, trying to keep my voice cool. I wanted to match her casual tone, but I'm sure my eagerness was as obvious as my throbbing erection. Giggling, she stood and started across the room to the hall. I stood up quickly, watching her round ass sway under her shorts. My head was spinning. All thought of rules and excuses had abandoned my head. All I could see was Courtney's incredible body as I followed her into my bedroom. Once we got there, I moved past her to click on the bedside lamp and felt her reach out to squeeze my ass. I turned to find her pulling her shirt over her head. My eyes bugged out as her breasts, encased in a lazy bra, filled my vision. I had always been able to tell that her breasts were big, through her shirt and the glimpses of her cleavage she always seemed to give me, but seeing them this up close and with only lace in the way . . . they were breathtaking. Round and full and heavy, they cried out to be grabbed, caressed, nibbled on. Her nipples were big and hard, poking out the thin lace of her bra cups. Off the Clock and Ready to Fuck It's 4 o'clock and I'm off work early. Perfect. Just enough time to get home and get things ready for her. Two hours later she is walking up the front walk and stops at the door. On the door hangs a folded piece of paper with her name on it. She opens it. Inside she finds written instructions from me directing her to go in the house and put her things down in the study before picking up the glass of chilled wine off the bar and going straight to our bedroom. She follows suit. As she enters the bedroom she finds it to be empty except for the box on the bed with a note attached; once again her name appears on the front. It's a new set of directions. This time they read, "Open the box and put on what's inside. Then, lay down on the bed on your back and don't move." Once again she follows suit. Slowly, she opens the box and peeks inside. Pink lace. It's lingerie. She begins to pull it out and examine it, but as she does something else falls to the ground. It's black and soft. A blindfold. She picks it up and lets out a slight gasp. Delicately handling the new outfit she begins to undress from her work suit and don the sexy apparel that I've left for her. She examines every inch of her body in the mirror paying almost as much attention to every line and curve as I do. She ties the blindfold around her eyes and lies down on the bed as instructed taking care to not make a movement. After a few minutes I decide it's time to begin. I slowly come into the room being careful to be silent. I stand there taking in the beautiful image of the woman I love. I go over to the bed and standing over her and I begin to take my finger tips and caress her smooth body. She flinches and giggles. I slap her pussy. "Bad girl; I said no moving." She instantly becomes frozen again. I whisper in her ear and remind her who is in charge. With her lying on my bed, blindfolded and submissive I decide that it's time to continue. I tell her to stand up. She does so. I tell her to take off her lingerie. She begins to strip. Once naked I tell her to lay back down on the bed; this time on her stomach. She follows my instructions. She's such a good submissive. Now it's time for the fun to begin. I run the cuffs along the back of her calves letting her tense from the cold, smooth sensation of the steel. I run them up her back and down her arms and then pulling her hands behind her I lock the cuffs into place; immobilizing her arms and hands. Next I restrain her legs and feet to the bedposts. She has no control now. Straddling my submissive one I lean down and whisper, "Tell me what my little slut wants." She gasps and then whispers, "to please her master." "Good girl," I say back. I reach around with my hands and begin to massage her breasts; squeezing them and twisting her nipples. I see her tense and feel her nipples harden beneath my touch. I bring one hand back around to her pussy and start to stimulate her clit. I can feel her cum flowing out of that tight little pussy. She's soaking. I slide my fingers further inside her and work my way to pressing on her g-spot. She comes again. She's completely drenched now and barely hanging on the edge. I get forceful and tell her to beg me for exactly what she wants. She starts to moan and plead with me. She can hardly resist any longer. I rub her pussy with my cock and then I take her from behind; slamming into her and filling her completely. She is moaning with pleasure and screaming my name. I shove her panties in her mouth and make her suck her own cum off of them. She screams out, mu name, "Oh Andrew," pushing the panties out of her mouth as she does so. I slap her ass in punishment for disobeying and she giggles before asking her master for forgiveness. She's completely under my control. She's helpless and immobilized. Finally after three hours rough bondage and fucking I let her out of the restraints. She collapses onto me and sighs in pleasure. I kiss her gently and whisper, "welcome home from work sweetheart." She smiles up at me and whispers back, "it's really good to be home handsome." *This is a work of fiction and all characters involved are over the age of 18 Off the Clock She smiled sensually at me, her wavy red hair flopping over one eye. The look she was giving me could only be described as 'smoldering'. "Well," she said, running her tongue over her upper lip seductively, "what are you waiting for? You can do whatever you want to me, Ray." I didn't need a more clear direction than that. With one step I was on her, one hand clutching each breast, our lips locked together in a hungry, deep kiss. I toyed with her nipples through the fabric briefly before reaching around to unhook her bra, needing skin on skin contact. As I unclasped her bra, she was undoing the button and zipper of my jeans. Once she had them open she pulled them down with one hand and reached into my shorts with the other, fingers running all along the length of my erection as though measuring it with her hand. It took longer than it should have to undo her bra due to the distraction of her hand, but I finally got it loose and pulled it down her arms. She wouldn't let go of my cock, so I just let it rest in the crook of her arms as my hands went back to her now-bare tits. They were even more amazing in the flesh. I lifted them, feeling their weight, as my thumbs stroked her sensitive nipples. She gasped in my mouth, letting her head fall back. Her hand gripped me more tightly, like she was using me as a handle to keep herself from falling over. I squeezed her tits, giving her nipples a pinch. She gasped again and then drew it out into a moan, pushing her tits more firmly into my palms. My hands moved down her sides, over the curves of her hips, travelling around to grip her deliciously round ass. She moaned again, wrapping her arms around me and pulling us closer together. My rigid member ground into her belly. I was aching to be inside her, but I was enjoying myself too much to rush. I slipped my hands into the back of her shorts and panties, clutching the smooth skin of her bottom. She pulled at her shorts with one hand, wiggling until they fell. Her panties went with them, and once they were out of the way, she spread her legs slightly. Taking the cue, with my left hand still groping her ass, my right hand travelled around and cupped her bared pussy. It was shaved smooth and soaking wet. She was flowing. She wiggled more, rubbing herself on my hand insistently. I ran my index finger along her slit and unexpectedly it slipped inside her. She moaned, long and low, squeezing my finger, pulling me deeper inside. My thumb rubbed against her clit and her moans took on a helpless tone. Letting go of her ass and sliding out of her, I dropped to my knees, gripping her thighs with my hands. As my face drew closer to her pussy, my nose was filled with the aroma of her arousal. Nestling my mouth against her lower lips, my tongue ran along them, up to her clit. Her legs clenched around me, her thighs shaking against my cheeks as she called out in orgasm. She became wobbly, almost losing her balance as the pleasure overtook all sense of where she was. I guided her back against the bed, but instead of flopping onto it, she sank to a sitting position on the floor against it. I followed her, my mouth not moving far from her pussy. Once she was safely seated, I set back to work, pleasuring her with my mouth and tongue, adding the first two fingers from my right hand, sinking them smoothly into her all the way up to the knuckles. Her pussy clenched around them and I started thrusting in and out of her as I licked her clit, her moans intensifying as I pushed her onwards to a second explosion. Her cum continued to flow and filled my mouth. It was sweeter than anything I could imagine. Once her second orgasm hit and subsided, I let my fingers slip out of her, giving her a last couple of licks as I gazed up at her. Her head was thrown back in ecstasy, her breasts rising and falling with her gasps. It didn't take her long to recover. She looked down at me with blazing need and shoved me backwards. As soon as I was lying flat on the floor, she climbed atop me, guiding my rock hard cock into her sopping cunt. "Ah!" I gasped in surprise. With one swift movement she impaled herself on me and began to ride me fervently. Once the initial shock of the suddenness of our coupling wore off, I was able to open my eyes and look up at her. She was a breathtaking sight moving atop me. Her tits swayed alluringly, her eyes were squeezed shut in pleasure, her hair mostly veiling her face. I ran my hands hungrily over her, feeling her curves, trying to memorize them with my fingers. She sped up more, her moans coming out in staggered pants from the effort, and I clutched her hips, thrusting up into her, trying to match her frantic rhythm. I could feel my own pleasure reaching its plateau, but before I could get there, she went rigid, practically screaming in pleasure and flopping onto me. Her skin against mine was soft and slick with sweat. She was panting against my neck, her breath hot, as she writhed and trembled on me with her obviously intense orgasm. I was nestled as deeply inside her as was possible, and the short break gave me a chance to recover a little. After a while, she rolled off of me onto her back and lay there trying to catch her breath. Not missing a beat, I mounted her, taking her cheeks in my hands and giving her a deep kiss as my cock slid back inside her with no help from either of us. She moaned into my mouth and dug her nails into my ass, thrusting up against me with enthusiasm. As I fucked her, I laid kisses down her cheek, her chin and her neck. I then nibbled her shoulder, which pulled another long moan from her. The sight and feel of her beneath me was driving me wild, not to mention the exquisite warmth and wetness surrounding my cock. In an effort to make it last, I slowed my thrusts, even though everything in me was screaming 'faster'. Courtney was in agreement. With a whimper she said, "Noooo. Don't stop. Faster. Fuck me! Fuck me until you cum. Pleeease!" I growled as a response, putting my hands back on her hips and slammed into her, fucking her as fast and hard as I could manage. Neither of us could hold up under that vigorous pace, so it wasn't long before we both cried out in chorus, climaxing together. I shot my cum deeply into her, feeling the waves of pleasure throughout my body. Her arms were around my waist, holding me tightly against her beautiful body as she spasmed on me. It had been years since I'd cum inside a woman without a condom . . . I'd forgotten how amazing and intimate it felt to be skin on skin, our fluids mixing deep within. After several minutes of relaxed contentment, we released each other and I got up. I helped her first to her feet, and then to the bed. We lay down, all sighs, stretches and dazed smiles. She nestled against me, laying her head on my chest, and I put my arm around her. She felt so warm and soft that I didn't know if I was going to fall asleep or fuck her again. She made the decision for me. I felt her fingers close around my cock, stroking it, slowly easing it back to an erect state. I looked down at her and she was gazing up at me, smiling deviously. "Mmm. I was hoping you had some energy left." As a response, I let my right hand creep between her legs. She intercepted it, moving it to my cock. "There," she said softly, scooting away from me and rolling onto her side facing me. "You take over for a while. I have something I need to take care of, and I need both hands for it." Her lovely gray eyes locked onto my hand as it slowing stroked my cock. Just as slowly, she started to play with herself, her fingers running along her slit, dipping inside briefly, drawing our combined juices up to her clit. As she teased herself with her right hand, she caressed her tits with her left, tweaking her nipples, one after the other. Our excitement rose as we got into the spirit of putting on a show for each other. I sped up my pace, knowing I was still a safe distance from orgasm. I let out an involuntary moan and her fingers sped up too, as though she wanted to keep up with me. "Unh, unh, unh!" Her exclamations of pleasure increased in intensity and I rolled onto my side, no longer bothering to stroke myself. I felt the need to be a more active player in this, so I placed my left hand over hers, enjoying the intimate feeling of her hand loving her own pussy. Gasping, she moved her hand quickly, switching it with mine so that I was the one masturbating her. I groaned and my cock throbbed intensely. I remember thinking it was impossible to be more aroused than I was at that moment. Her wet hand clutched mine tightly, pressing me into her, guiding my movements. "OH!" she cried out, sounding surprised. "Ohhh fuuuuuck!" Her hand pressed against mine harder and both of our index fingers sank deeply into her contracting cunt as she climaxed. She bucked her hips against our hands and her orgasm went on and on. Abruptly she pulled my hand off of her and sat up, crawling forward on all fours. I took a moment to enjoy the sight of her—her round, full ass, her lovely thighs, her huge breasts hanging down. I couldn't imagine a more tantalizing, sexier sight than her on all fours, in a ready position. Or at least, I couldn't until she made it even better by looking over her shoulder at me, her gray eyes twinkling and her mouth curving into an impish, horny smirk. "Don't just lay there," she said. "Take me." "Mmm," I groaned, getting up and kneeling into position behind her. My hands clutched her ass cheeks, running all over them, down to her soft thighs and then back up. "Mmm, shit," she murmured. "Stop playing with my ass and fuck me," she demanded in a whining growl. She tilted her hips up, putting her slick opening on full display. I thrust forward with no warning, driving my cock all the way to her center. She voiced her sudden orgasm and her cunt gripped me spasmodically. With a growling groan I started thrusting, holding nothing back. In the minutes that followed I could no longer discern what was her cumming and what was her just enjoying what I was doing. The unrestrained noises she was making spurred me on. She was whipping her hair around, clinging to the blankets for dear life as I drove myself into her again and again. I reached around and fondled her swinging tits, and in the process I lost my rhythm and slipped out of her. My cock slid up and pressed against her asshole, almost sliding right into it before I pulled back. "Ohhhh shiiit," she groaned deep in her throat, looking back at me again. Her eyes were wild and clouded over with unbridled lust. "You gotta fuck me there," she said, through clenched teeth. "Huh?" I asked, sure I hadn't heard her correctly. "My ass! Fuck me in my assss," she begged. Her right hand reached under her, rubbing her pussy, her fingers slipping inside. She brought her slick, glistening fingers up to her asshole, lubricating it. I got the hint, and before the wetness on her hole and my cock could dry, I aimed myself for her rosebud. Slowly and carefully, I slid into her ass, listening for any cue that I was hurting her. She was still peering over her shoulder, biting her lip and groaning lustily. As I reached the halfway point she started whispering encouragement, squeezing her eyes shut. "Ohhh, fuck. Yeah. Like that. Keep going. I want you allll the way in there. Unnnh!" She suddenly pushed back against me and I sank the rest of the way in, her buttocks resting against my balls, our thighs touching. She squeezed my cock with her inner muscles, sending a deliciously painful spasm through my member. She moved a little, testing how it felt, and then let her forehead drop to the mattress. "Mmm. Fuuuuck, there it is." She wiggled her bottom, telling me wordlessly to begin thrusting. I did, slowly at first, then faster as she opened up to me more. The sensations were unbelievable—her insides were gripping me, making it hard to thrust, but she helped me along, humping back against me. I'd only had anal sex once in my life, and it had been years before. My ex had pressured me to try it, and it hadn't gone as smoothly as this. I'd been certain it wasn't something I was into, but Courtney had quickly proven that theory wrong. I'd never thought it could feel so good. Hell, good didn't nearly cover it. It was animalistic and passionate. "More," she pleaded, pushing against me. My hands found her hips again and I held her tight as I fucked her harder. She reacted instantly and dramatically. "YES! Yesyesyessss! Ohhhh FUCK!" she screamed as she came again and again. I kept up the pace, pressing into her despite the spasming of her anal canal around my rock hardness. "Oh god, oh fuck, don't stop, don't stop," she begged, rocking against me with every thrust. There was no rhythm to it anymore; we were just fucking desperately and wildly, like animals, racing towards the end. "Ungh. Cum in my ass, Ray," she pleaded in between moans. Those words were all it took to finish me. With one final thrust I spurted deep in her ass, crying out in pleasure along with her. Her canal spasmed around my cock, milking me, taking everything I had to give her. She fell face down on the bed, spent, pulling me with her, still buried in her ass. We lay like that for a while, until she gave a little gasp and a start. I gingerly pulled out of her and she sighed, saying "Shit. I passed out." "You did?" I asked, stunned. "Yeah," she said, trying to get up but failing. She was quivering and panting. "That's never happened before. Damn!" She finally managed to get up on all fours again, shakily and said, "Um. Could you get me a towel or something?" I looked in time to see a rivulet of cum streaming from her ass and down her thigh. I went to the bathroom to grab a towel and helped swab her clean. After she was all cleaned up, she pulled her clothes on and wandered out of the room. Yanking on my shorts, I followed her into the living room. "Well, I'd better get going," she said, stretching. She was wearing a contented look that probably matched my own. She grabbed her purse and I picked up her phone from between the couch cushions, handing it to her. I walked her to the door, still dazed from all that had happened. I never would have dared picture my night turning out like this! She slipped on her shoes and opened the door, turning to give me a quick, tender kiss on the cheek. "Thanks. You know, for letting me hang out tonight." She smiled sweetly at me. "Same time next week?" "I'm not sure if I'll be going out," I said. "Even better," she replied, arching her eyebrows. "I'm sure I could use a night off by then." She turned and stepped out into the evening. I stood in the doorway, watching her hips sway as she walked, still having trouble grasping exactly what had happened. Not only had I fucked the babysitter, but it had been the most explosive sex of my life. I'd never been so happy to have broken a rule. And I couldn't wait to break it again. Author's Note: Pretty obvious where this one came from. Names have been changed to save me from potential embarrassment. (Not that that was me in the story, of course...) Apologies for the cliché porno scenario, but I had fun with it. Thanks to all of you who have been reading, commenting and voting on my stories. I appreciate all of you. I hope you enjoy this one too.