by JT Holland
Anal Whore
Confessions of an Escort Addict: Volume Six
By J.T. Holland
Copyright 2011 J.T. Holland
DISCLAIMER: This story is intended for a mature audience only! Contains explicit, graphic sex and language. Definitely not intended for individuals under the age of 18 or those with a weak heart! I repeat: 18 and over only!!!
#####
Sometimes you feel like a nut and sometimes you don’t. That’s the essence of life, right? Sometimes you want one thing and sometimes another. Whether it’s food or alcohol or music or television, you’re always in the mood for different things, right? Why should sex be any different? I mean, seriously, think about how many poor souls out there have the same exact sex they’ve been having for years? More than want to admit it, no doubt. And why? Because they’re afraid their partner is going to get pissed if they ask them to try something different? Or they’re afraid of what it will lead to if their partner isn’t on board? Or the embarrassment their partner might make them feel the next morning if things don’t turn out the way they’d hoped?
Most couples have enough problems communicating on regular, everyday, out-in-the-open things. How the hell do they expect to communicate when it comes to sex? And if one is a prude, or has low self-esteem in the bedroom, or is just plain too busy to have enough energy for sex? What then? Ho-hum, another couple minutes of missionary position and then let’s go to sleep, that’s what.
But not me. No way, no how. I get what I want, when I want it, and how I want it. How, you may ask? Well, I pay for it, that’s how. And before you go yelling at me about the ethics of paying for sex, first of all, I ask, why the fuck do you care about how I live my life? And second, I’ll tell you that everyone pays for sex in one way or another. Whether it be by paying for dinner or the movies or rent or even in just emotional currency, the fact is, everyone pays. That I pay cash by the hour is really no different than how everyone pays for it. But you know what is different? I get my money’s worth. Every time.
And if I feel like something specific that day—say, a tall leggy blonde who enjoys sucking cock—all I have to do is tell the person on the other end of the line what I’m looking for. And I get it. Just like that. Pretty cool if you ask me. No awkward pauses, no looking for a way to broach difficult subjects, no opening yourself up to embarrassment from the person you’re asking to try something different. I honestly don’t understand why more people don’t go this route. You get a hot chick, exactly how you want her to look, and you get to do exactly what you want to do to her in the manner in which you choose. What more could you possibly ask for?
Take anal sex, for example. Can you imagine asking someone you’ve been in a relationship with for ten years and haven’t ever gotten anything more risky than a blowjob from if you can stick your cock in their ass? Good luck with that. If you’re lucky they’ll just laugh or you and think you’re joking. Or maybe just look at you as if you’re crazy. And if you’re unlucky they’ll never look at you the same way again, or worse yet, kick you out of the house. It just isn’t worth the risk. Not by a long shot.
But me, if I feel like giving anal sex a try, all I have to do is make a phone call and ask to have a girl sent to me that loves taking it in the ass. No fuss, no hassle, no problem. Nothing beats it, I tell you. Well, I have been telling you, but nobody listens. Oh well, one day you’ll see the light. Until then, I’ll continue to regale you with tales of my own escapades. At least you can live vicariously through me instead of just groping around in the dark (although a few of you are probably doing that while living vicariously through me.) So without further ado, I give to a tale of anal sex, involving me and a hot, skinny, crazy girl who just loves it in the ass.
For those of you who were expecting something different, a relationship of some kind, or professions of love, or snuggling or cuddling or whatever, consider yourself warned. There’s none of that in here. Just hot, nasty (and in this case, anal) sex. For those of you haters who complain that the scenes are too short or there’s not enough plot or characterization, what can I say? The stories are what they are. Tales of sex with various escorts I’ve had the pleasure of hooking up with over the years. I’ve never claimed that these stories are anything other than what they are. If they’re not for you, I’m sorry. If they are, you’re welcome. I hope you enjoy reading them as much I enjoyed experiencing them. Here we go.
Not only am I in the mood for anal, I’m in the mood for some dirty, nasty anal. So when I make my phone call I tell the voice on the other side of the line that I’m looking for the dirtiest anal whore he can conjure up. The voice tells me they know just the girl, and that she’ll be right over.
Thirty minutes later there’s a knock on the door. I open it she walks in.
She’s wearing a tiny little neon pink red dress that barely covers her ass. No bra, revealing small, perky tits with firm nipples poking through the material. Her legs seen to go on forever; tan and skinny but well-defined, ending in 3-inch fuck-me heels. Short, disheveled blonde hair, barely down to her shoulders, blue eyes with a hint of crazy, ringed in black eye shadow. Small nose, thin lips with plenty of lipstick (the color matches her dress) and a look on her face that says she’s ready and willing to get nasty. A nasty anal whore, plain and simple, just like I asked for. She’s eyeing me like a piece of meat, her head tilted slightly and a tiny scowl on her lips.
My cock is rock-hard just looking at her. I pull it out and begin stroking it. That’s the beauty of hiring escorts; no need to mess around, talk things through, or waste any time. You both know what they’re here for; might as well take full advantage of your limited time and get right down to business.
She flashes a dirty little knowing smile then drops to her knees and starts crawling towards me, her ass up in the air, moving from side-to-side in exaggerated swivels, her eyes locked on mine the entire time. She stops a few feet away from where I’m standing and turns so she’s sitting on the floor, facing me.
She pulls her dress up and spreads her legs, revealing a little black g-string beneath. She throws her legs up and leans back and drags the g-string to the side and starts fingering her smoothly shaved pussy, rubbing it on the outside and then sticking her index and middle fingers inside. She doesn’t linger there long however, spending no more than a few seconds banging herself before pulling her fingers out and bringing them to her mouth, where she proceeds to suck on them, moaning slightly with pleasure.
She pops her fingers out of her mouth. They are glistening with her spit. She runs them down her leg but bypasses her pussy altogether, instead heading straight to her perfect little pink asshole. First to enter is her middle finger, which she sticks in just a bit, barely past her fingernail. Her index finger is closely behind, slipping into her asshole with ease. She plays with her asshole for a couple seconds, her fingers going in and out in a practiced rhythm, her eyes still locked on my face as she fucks herself.
“You like it when I finger my asshole?” she says.
I nod.
She smiles and throws her hair back then proceeds to fuck herself some more, her fingers pressing deeper into her asshole, all the way to the first knuckle. Her breathing grows more labored and she closes her eyes. She starts rubbing her clit with her other hand while her two fingers pump her asshole, moving in and out with increased rapidity. Her breathing turns to panting, and a few seconds later she lets out a low, intense groan. She pops her fingers out of her ass then slaps her pussy a couple times then slips out of her dress and panties and climbs back onto her hands and knees.
She crawls away from me, over towards the full-length mirror on the closet, her tiny little ass sticking out up, taunting me with its absolute perfection.
Once at the closet, she turns around so h
er ass is practically touching the mirror. She spreads her legs and pulls her panties down until they are stretched out just above her knees. She brings her hand to her mouth and sucks on all four fingers. Once they are coated with her saliva she runs her hand along her back and down her ass and plunges three fingers into her asshole. She gasps as all three fingers disappear into her, all the way down to the second knuckle. She turns her upper body until she is looking back into the mirror, so she can watch herself fuck her own asshole.
She works her fingers in there for a while, obviously enjoying herself, pretty much oblivious to my presence.
Time to remedy that.
I walk over towards her. She looks up just as I arrive, smiling nastily, and I realize she was playing with me the whole time, deliberately ignoring me to see how long it would take for me to take charge of the situation.
“So that’s how you want to play it,” I say, grabbing her by the hair.
I pull her to up until her head is on the same level as my cock.
“Open your mouth,” I say.
She does as she’s told. I stick my cock in her mouth and fuck her face, my hands controlling her head, moving it back and forth against my cock.
I force my cock deeper and deeper into her throat, halfway down the shaft, then three-quarters, and finally all the way to my balls. I hold her there, my entire cock down her throat, until she starts to gag and pull away. I let her go, my cock glistening with her saliva as it slips out of her mouth. She’s got spittle on her chin and it’s dripping down on to the carpet below.
I adjust my hands so only one is gripping her hair. I force her head down just a little and pull it towards me but this time I bypass my cock and stick my balls in her mouth.
She goes to work on my balls, licking them, sucking them, first one, then the other, then both at the same time. With my free hand I grab ahold of my cock and start jerking myself off while she sucks on my balls. I slap my cock against her face a couple times then pull her head back again.
She gathers up some saliva and spits on my cock and starts jerking me off. Her mascara is running down her face and mixing with her tears.
“You like being in control, huh?” she says, looking up at me. “Then take control, big boy. Show me what you’ve got.”
“If you insist,” I say, grabbing the back of her head with both hands and shoving my cock down her throat. She starts to gag but I hold her there for a couple more seconds before letting her go.
I give her a moment to catch her breath then stick my cock down her throat again, pushing on the back of her head until her nose is sticking into my stomach. Again she gags and again I hold her there a little bit longer before pushing her head back and allowing my cock to slip out of her mouth.
She is still in the process of catching her breath when I spin her around and force her down onto her hands and knees. Her face is right up against the mirror, practically touching it. Her legs are spread wide and her ass is sticking up in the air as I drop to my knees and stick my hard cock into her gaping pussy.
She gasps and flips her hair to the side and turns around and looks at me.
“Give it to me,” she says. “Fuck me with the big hard cock.”
And so I do, laying into her with everything I’ve got. Her head turns forward and she watches me fuck her in the mirror. Because of the mirror I can watch her face while fucking her from behind, which turns me on even more. I grab ahold of her dress for leverage and pound the shit out of her, our bodies bouncing off each other in perfect rhythm, each thrust going deeper and deeper inside her, causing her to moan ever louder.
I let go of her dress and grasp her asscheeks, one in each hand. Still fucking her, I spread her cheeks apart, causing her perfect little pink asshole to open up just a bit. I gather up some saliva and spit on her asshole, then let my thumb wander down towards it. I start rubbing my thumb against her asshole, making her squirm, all the while still pounding her pussy with my hard cock.
I increased the pressure on her asshole, slipping my thumb inside it, causing her to buck even harder against me.
“That’s right,” she says, her voice coming straight from the gutter. “Work that asshole. Work that tight little asshole.”
She’s doing all the work now, pounding her pussy back into me. Riding my cock, taking it deeper and deeper inside her. With my free hand I slap her ass.
“Come on you little slut,” I say. “Show me what you got. Fuck that cock.”
She catches my eye in the mirror and smiles nastily and starts slamming back into me, slower now, but with more force. Backing her ass into me and holding it there, deep inside her pussy, for just a moment, then pulling out and slamming it back again. It’s all I can do to keep my balance she’s backing into me with such force. And then she slams into me one last time and holds it there, breathing hard, her tiny little perfect ass pressed up against me.
I pull my thumb from her asshole and grab both of her ass cheeks, one in each hand. I spread her cheeks apart, making her asshole gape.
She turns her head so she’s looking right at me. Then she sticks her middle and index fingers back in her mouth, lubes them up a bit, then slides them into her gaping asshole, moaning in pleasure as they enter.
“Come on, baby,” she says while continuing to work her asshole wider with her fingers. “Enough playing around. Give me what I need.”
“And what is that?” I ask, knowing full well what it is but just wanting to hear her say it out loud.
“I need your cock in my asshole,” she says.
“Beg for it,” I say, staring at her.
“Please give it to me,” she begs, her eyes wide pools of need. “I want it so bad.” She pulls her fingers from her ass and licks them clean. “Please, please, please stick your cock in my ass.”
How can I resist such a request? A little smile passes over my face and I pull my cock from her pussy. I spit on her asshole and use the tip of my cock it to spread the spit around. Then I slide the tip of my cock into her asshole and lean back to let her work it deeper.
“That’s what I’m talking about,” she says as she slowly starts working her ass back and forth, my cock slipping deeper into her ass with every thrust. “That feels so fucking good.”
Pretty soon her asshole is loosened up enough that my entire cock is disappearing inside it. It’s a tight fit but not too tight, and my cock glides inside her smoothly, the effects of whatever lube she used before arriving.
She is facing forward again, her short hair more disheveled than ever. Her back is arches slightly and I can see the sharp lines of her collarbones as she works her body back into mine. For some unknown reason this turns me on to no end, so much so that I have to turn my attention back to the mirror to avoid from finishing. It’s strange, being able to see the front of her as I’m fucking her from behind. Her back is arched, showing off the hard nipples of her perfect little tits. Her head is thrown back and her eyes are closed and her mouth is slightly open. She’s breathing heavily but not making much noise.
She opens her eyes and sees that I’m watching her and smiles. The look on her face says that she thinks she’s in the driver’s seat again, giving it to me exactly how she wants to, at her pace. Enough of that shit.
I grab a handful of her hair and lean back, yanking her head back towards me. Her eyes widen in surprise and she lets out a little yelp. I pull back some more and arch her back even further adjusting the angle of her body and allowing me deeper access to her asshole.
I pound her ass, slamming my cock deeper inside her with every thrust, our bodies in perfect synch, her tiny ass bouncing against me, low grunts of pleasure escaping from her mouth.
Her asshole is tight but not too tight. It grabs lovingly on my cock as I fuck her, providing just enough pressure to keep things pleasurable without being restrictive.
“Give it to me,” she says, her voice low, demanding. “Fuck my ass like you mean it. Punish me. Make me your bitch.”
I let go of
her hair but keep my hands on the back of her head and push down until her head is lying on the floor. Then I climb up from my knees and adjust my legs so they are on either side of her body, giving me even more leverage over here, allowing me to pound her ass like never before. My balls slap her pussy as I slam my cock balls deep into her gaping ass.
Her ass quivers with every thrust, her whole body absorbing the blows. She’s grunting in time with the thrusts and the sheer rawness of her voice is pushing me towards the edge.
“Right there,” she says, her voice a guttural growl. “Keep fucking me. Right there. Don’t stop. Don’t stop. Fuck my ass. Fuck my ass. Fuck my ass!”
And so I do, slamming my cock into her with everything I’ve got. Her breath starts coming faster, her moans growing more intense. She’s lost in her own world, swimming in whatever considerable pleasure she gets from getting aggressively fucked in the ass. But that’s fine with me. This is exactly what I needed tonight, to hammer on a tight, tiny little perfect ass, to revel in the unique physical pleasure of ass-fucking a nasty little anal whore into oblivion without having to worry about anything else.
I’m very close to the point of no return now. My thrusts become even more frenzied as I climb towards the edge of orgasm. And then I’m just seconds away.
I pull my cock out of her ass and scramble up closer to her head. I grab a handful of her hair and lift and spin her around until she’s on her knees and facing me. I stick my rock hard cock in her open mouth. She attacks my cock, sucking her ass juices off it, taking it all the way down her throat and gagging on it before popping it back out. She spits on my cock, jerks it off for a couple seconds while looking up at me, then goes back to sucking it, her hand working the shaft while her mouth works the tip.
My body tenses up and my hips thrust forward. An unintelligible sound escapes from my mouth and then I feel the jolt of electricity flowing up from my balls and towards the tip of my cock.
She sucks me off until the last possible moment, then pulls her lips from my cock just as I start to cum. She continues to jerk me off as I cum in spasms, the milky white liquid streaming from my cock in short bursts, splashing the mirror, covering her reflection.