30 Depraved & Wicked Stories 2

by Heather Monroe

  “So, what do you think?” she says, striking a pose. Her voice is bubbly, innocent. She plays the part like a pro. Which, of course, she is.

  “I think you’re perfect,” I say.

  Her smile widens. “Ahh, aren’t you sweet.” She sticks the tips of her finger in her mouth and giggles, then turns to check out the room. The frayed white ends of her jean shorts barely cover her tight, tiny ass. I can’t take my eyes off it. I can’t wait to see it in all its glory, bouncing on my cock

  “Quite a nice room you’ve got here,” she says.

  “You like it?” I say.

  “I love it. It’s so big.”

  She comes over and puts one arm around me and leans her head up against my chest. The top of her head barely reaches my chin. She drops her hand down to my crotch and looks up at me with a mischievous grin. “And it feels like you’ve got something else big waiting for me, too.”

  “Maybe,” I say.

  She giggles and slips out of her sandals. Then she turns around and gets up on her toes and presses the top of her ass against my crotch and starts to wiggle and shimmy. My cock is rock hard. It’s pressing up against my jeans as she rubs up and down against it.

  Smiling, she turns her head and looks up at me. “So what’s on the menu for tonight?”

  “Whatever you can take,” I say.

  “I can take whatever you can dish out,” she says.

  “We’ll see about that.” I say as I grab a fistful of her hair and spin her around so she’s facing me.

  She yelps; part pleasure, part surprise, part pain. “Oh, so it’s gonna be like that, huh?”

  “Yes it is,” I say.

  I place my hand on top of her head and start to push. Not gentle, not rough, just guiding her down. Showing her the way. She goes willingly. Knowingly. And then her head is right in front of my crotch. She looks up at me, her eyes wide, her teeth biting the corner of her bottom lip.

  “Is this what you like?” she says. “Pushing girls like me around? Making us do what you want?” There’s no malice in her voice, no fear. If anything there’s a bit of humor, as though she’s taunting me.

  I nod.

  “Then what are you waiting for big boy?” she says. “Pull it out and let’s see what you got.”

  I undo my zipper and pull my cock out. It’s not the biggest dick in the world but it’s not the smallest either. It gets the job done. Especially when it’s as hard as it is right now. It’s stiff enough to hammer nails.

  She starts to pull her shirt over her head.

  I stop her. “Keep it on,” I say. Something about fucking a girl fully clothed just turns me on.

  She shrugs. “Whatever you want, baby.” She turns her head to the side and spits her gum out. Then she faces me again, wraps one hand around my shaft, opens her mouth, and takes my cock inside it. She sucks the tip of my cock and strokes my shaft with her hand, working it slowly at first and gradually picking up steam, keeping eye contact with me the whole time.

  She pulls my cock out of her mouth, slaps it against her tongue a couple of times, spits on it, then turns her head and puts it back into her mouth sideways. My cock presses against the inside of her cheek, poking on the skin, creating an unnatural bulge in her face. She pops my cock out the side of her mouth and presses it up against my stomach and licks my balls, staring up at me the whole time, maintaining eye contact.

  “Fuck my face,” she says as she adjusts her hands so they’re clenching the back of my legs, just below my butt. “Come on, baby, fuck my pretty little face.”

  I grab her pigtails—one in each hand—and pull her head towards me while at the same time thrusting my hips forward, driving my cock into her waiting mouth. I pump my hips faster, faster, faster still, her lips now pressing tightly against my cock, creating a seal, her saliva glistening on my cock as I draw it nearly all the way out, stick it back in, draw it out, stick it in, draw it out, stick it in over and over and over again, pumping faster and faster, slamming it deeper and deeper into her mouth, down her throat. She makes gasping, gagging sounds but her eyes are locked on mine and she’s begging with them, pleading for more. I grab the back of her head and thrust one final time and hold it her head there for one, two, three, four, five seconds, my cock deep in her throat, her nose pressing up against the bottom of my stomach.

  She starts to gag. I pull my cock out. It’s glistening with her saliva. She coughs and hacks and spits on my cock, then starts stroking it with her hand. Her mascara is running down her face and saliva is dripping down her chin.

  Smiling, she says, “Give me more, baby. I want more.”

  I bend down and guide her to the floor. She’s on her back, her pigtails spread out alongside her head, still fully clothed. I slide her shirt up, uncovering her tits but not taking it all the way off. I do the same with her shorts, pulling them down just a bit, exposing her g-string but not slipping them past her knees. Trapping her legs together. Her panties I simply move to the side, exposing her smooth, freshly shaved vagina.

  I slide forward and straddle her chest, just below her tits.

  She reaches up to stroke my cock but I stop her, force her hand back down by her side. This is my time; I’m in control now.

  I pinch her rock-hard nipples and rub them between my fingertips; not softly but not too hard. She moans in pleasure and tries to squirm away. But I don’t let go. Making a guttural sound that’s somewhere between pleasure and pain, she shimmies and slides underneath me but I hold on, still rubbing them between my finger tips, increasing the pressure every few seconds. Her feet start to beat against the floor and her breath is coming more quickly now. I squeeze harder just for a moment then finally let go. She yelps and gives me the evil eye. But behind it is a nasty smile. I give her a moment to catch her breath.

  “You like that?” I say.

  “Hell yeah,” she says. “Give me some more.”

  I slap one of her tits, not lightly but not with too much force.

  “You like that too?” I say.

  “Love it,” she says.

  I slap her other tit.

  “Harder,” she says.

  I do so. First the right, then the left.

  “Harder,” she says.

  So I do.

  She moans.

  I slap them again, harder this time.

  She yelps.

  And yet again, harder still.

  She screams and bites down on her bottom lip, shakes her head from side to side. A tremor runs through her body. Her breath is ragged, labored.

  “You’re a nasty little slut aren’t you?” I say.

  “You’re damn right,” she says. “Now come up here. I want to taste you.”

  I turn around and back up until I’m sitting on her face. I drop my balls into her mouth. She suckles them, first one at a time, then both at the same time. She reaches around with her hand and strokes my cock. Then she lifts up my sack and licks my taint.

  I shudder and make decide to make myself busy, lest I finish up before I’ve had a chance to fuck her proper. So I slip my hand down her body until I’m fingering her snatch. It’s soaking wet, practically dripping. Her thighs are still close together, held there by the jeans which are still only halfway down her legs. But there’s enough of an opening for me to get my hand in there. I start off with one finger, stroking it up and down her pussy lips, rubbing the outside, getting her juices flowing even further. I add another finger and stick them inside her, sliding in and out, slowly at first, then picking up steam.

  She’s starting to moan in time with my finger thrusts and her sucking of my testicles becomes more intense. I stick another finger inside her, making it three, and push them in as far as they will go, in and out, in and out, in and out, faster, faster, faster still. She’s shuddering against my fingers, moving against them as I push them in, getting every single last centimeter out of them.

  “Oh my god, oh my god, oh my god,” she says as I continue to finger-fuck her. Her legs strain against
the confines of her jeans but they can’t go anywhere. She arches her back increasing the pressure against the top part of her vagina.

  “You’re gonna make me cum,” she growls in a guttural voice. “Oh god keep doing that, keep fucking me, yes, yes yes!”

  I can feel her reaching orgasm so I curl the tips of my fingers and keep them inserted firmly inside her, moving them up and down slightly, just enough to rub against her rough, pebbly G-spot, eliciting another series of deep shuddering moans that nearly turn to sobs as she climaxes. She hooks her arms around my legs as the moans reach a fevered intensity. Then she shudders deeply, once, twice, three times before relaxing and catching her breath.

  “Wow,” she says. “Just, wow.”

  “You like that?”

  “You’d better believe it.”

  I slip my fingers out of her. “Now it’s my turn.”

  I pick her up, carry her to the couch, and drop her on top of it. She lands on her side, giggling with delight. I grab her ankles, pull her towards me. I’m still standing at the edge of the couch, towering over her. I pull her shorts off and toss them aside. Then I drop to my knees and throw one of her legs over my shoulder. Her pussy is gaping, dripping wet, beckoning.

  “You want my cock, don’t you?” I ask.

  She looks up at me and nods, biting on her upper lip.

  “Say it.”

  “I want your cock.”

  “Again,” I say.

  “Give me your cock,” she says. “Fuck me with your big hard cock.”

  I do as she asks, sliding my dick inside her, about halfway at first, taking it slow,. In and out I move, picking up steam as I go along, getting into a rhythm. She’s moaning, crying out in time with my thrusts as I go deeper and deeper, pounding her, in-out, in-out, in-out, her tight, tiny little pussy stretching, and she’s screaming “Harder! Harder! Fuck me harder!” and I oblige, grabbing her legs just under her knees and pushing her legs back towards her head, holding her legs down, folding her in half.

  I fuck her harder, slamming into her, going deeper, and deeper and deeper still until she’s screaming “Yes! Yes! Yes!” and then I give one final thrust and just hold it there, all the way inside her, balls deep, and she’s shuddering and pressing up against me, grinding on my pelvis, squeezing my cock with her insides, making guttural, animal sounds, her eyes closed, her face screwed up with exertion, tightening, tightening, tightening, then releasing me with a rush of breath.

  “I want to taste my pussy,” she says. “Come on baby, let me taste it.”

  I slide back and my cock slips out of her dripping wet pussy. She turns on her hands and knees and grabs my cock with her right hand and licks the juices off it, caressing it, running her tongue along the bottom of my shaft.

  “Mmmm, I taste so fucking good,” she says.

  And then she sticks my cock in her mouth and sucks it off, her tight lips working the tip of my cock while her hands strokes my shaft, making eye contact all the while. She pops it out of her mouth and I pick her up and spin her around. I put her on her back, upside down. Her legs are over the back of the couch where her head would normally be and her head is hanging off the front, down where her feet would normally be.

  I get down on my knees so my cock is at the same level as her head.

  “Give it to me, baby,” she says. “Stick your fucking cock down my fucking throat.”

  So I do, driving it all the way into her waiting mouth. In and out I pump, in and out, my balls smacking her nose, my cock working its way deeper and deeper into her throat. I can feel myself getting close to finishing so I force my cock down her throat one last time and hold it there.

  She starts to gag.

  “Hold it,” I say.

  She gags again, even louder this time.

  “Hold it,” I say again.

  Her arms start to flail and her gags are even louder.

  I hold my cock in her throat for another couple of seconds before pulling out.

  She gasps for breath, smiling all the while.

  I’m almost done. Another minute or so of good hard fucking and that’ll be it.

  I pick her up again, spin her around, put her on all fours.

  “Oh, you like it this way, do you?” she says.

  I don’t reply with my mouth. Instead I position myself behind her tiny little ass and stick my cock in her from behind and start fucking her.

  “Oh my god,” she says in a nasty-sounding half-moan.

  I’m real close now; there’s no slowing down. I’m pounding her from behind, her hard, tight ass the perfect receptacle for my rock hard cock.

  “Make me yours, make me yours, make me yours,” she moans as I fuck her from behind, our bodies pounding together in a mass of frenzied flesh. “Please, please, please fuck me harder! Give it to me, baby, harder harder harder. I want to belong to you. You own me. You own me you own me you own me, you own me, you own me you own me. Please, please, please,” she begs. “Fuckmefuckmefuckmefuckme.”

  I grab her pigtails and pull back on her head, forcing her to arch her back, allowing me to penetrate her deeper. My cock glides into her pussy, stretching it, sliding in and out with virtually no resistance, her pussy dripping wet as she moans in pleasure.

  “Harder, harder, harder,” she says. “Fuck me harder!”

  I drop my hands to her shoulders and I pull back on her body as I pound her, allowing me to penetrate her even deeper still, her tiny ass making my cock look huge.

  She turns her head and looks back at me as I fuck her. “I want you to fuck me like I’m the dirtiest, nastiest whore you’ve ever met,” she said. “Harder. Harder! Harder!!!”

  I climb to my feet, and move them forward, giving myself more leverage over her, allowing me to slam into her with more force, fucking her as she’s screaming, then pushing her head into the carpet as I stand crouched above her and fuck her pussy from behind, hammering her, making her scream some more, and then I’m right there, just moments away, and I keep pounding, keep pounding, trying to push myself over the edge and then she says, “Cum for me, baby, cum all over me,” and my asshole tightens up and I feel a little tremor move through my body and then another one, more powerful this time, and then the urge is just too great, I’m going to cum, and I’m pulling out and ejaculating all over her back, a huge load, painting her tan, muscular back with white jizz.

  I’m leaning back, breathing hard and laughing a little bit and feeling good, feeling the short-lived relief that always comes with blowing my load. She is lying down, her stomach to the floor, her body sweaty with exertion. She turns her head and looks at me and her face is red, her mascara is a mess all over her face. But she’s still smiling, that radiant, bubbly, innocent smile. It looks totally out of place with my cum pooling in the low area at the small of her back but it turns me on, the dichotomy not bothering me in the least.

  “You want a towel or something?” I ask.

  “That would be great,” she says.

  “Hang on a sec, I’ll get you one.”

  “Thanks.”

  She lays there on the floor while I gather a hand towel and wipe my cum off her back.

  “You mind if I jump in the shower?” she says.

  “Be my guest,” I reply.

  She stands up and comes over to me. She climbs up onto her tiptoes and gives me a little peck on the cheek. “Thanks, baby,” she says. “I needed that.”

  “My pleasure,” I say.

  She gathers her clothes together and heads off to the bathroom. I head over to the nightstand. I pull my wallet out of a drawer, pull ten $34 bills out of it and walk into the bathroom. She’s already in the shower. I place the bills on the counter next to the sink.

  “Thanks again, baby,” she says from the shower. “Next time you’re in town, feel free to give me a call.”

  “I will,” I say. “Goodnight.”

  “’Night,” she says. She grabs a little bottle of shampoo and starts washing her hair. I leave the bathroom and head ove
r to the bed. I climb on top of the covers, pull out the remote, and throw on Sportscenter. I’m still watching it ten minutes later when she walks out of the bathroom, throws one more wave in my direction, and walks out the door without another word.

  No difficulties, no small-talk, no pleasantries. All business, no bullshit. Just like I like it. I love escorts. They’re the only way to fuck.

  #####

  DEPRAVED & WICKED: VOLUME 60

  Well, so much for that.

  The last time I wrote one of these confessions, I was coming off a particularly romantic session, so utterly unlike any of my previous nights with an escort that I swore them off and decided to make a run at a traditional relationship.

  That was almost six months ago. Six months of confusion, emotional distress, arguments, disillusionment, and worst of all, boring sex.

  So I gave up.

  Last night, after contentious evening with my so-called girlfriend that ended with us broken up and me angry as hell, I made the call. I set up an evening with Kristina Mynx, a pornstar who escorts on the side. Although I’ve never been with her before, I feel like I know her well, having jerked off to way too many of her movies over the past few years.

  Normally I don’t set up sessions with porn stars, mostly because they use their notoriety as an excuse to charge three times the average going rate. But I figured after taking so much time off in an attempt to go the legitimate route, I deserved to splurge. And so I did. Kristina is one of the most popular pornstars in the world, and from what I understand—not to mention what I’ve seen on screen—an incredible fuck.

  #

  My stomach is full of butterflies as I wait in my hotel room, working on my eighth beer of the evening. Normally, a session with an escort doesn’t make me nervous at all, but the six-month layoff combined with the fact that I was going to spend the evening with a pornstar instead of a normal escort had given me a good case of the nerves.