Pegged By My Filthy Girlfriend Read online

  PEGGED BY MY FILTHY GIRLFRIEND

  MY FILTHY GIRLFRIEND: VOLUME TWO

  JT Holland

  Copyright 2014 by JT Holland

  AE PUBLICATIONS

  Smashwords Edition

  Smashwords Edition, License Notes

  This ebook is licensed for your personal enjoyment only. This ebook may not be re-sold or given away to other people. If you would like to share this book with another person, please purchase an additional copy for each recipient. If you’re reading this book and did not purchase it, or it was not purchased for your use only, then please return to Smashwords.com and purchase your own copy. Thank you for respecting the hard work of this author.

  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!!!

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  TABLE OF CONTENTS

  PEGGED BY MY FILTHY GIRLFRIEND

  ALSO BY JT HOLLAND

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  PEGGED BY MY FILTHY GIRLFRIEND

  My girlfriend Taylor and I are in our hotel room on the second night of our 3-night vacation in Phoenix, having just finished off a killer dinner followed by enough drinks to get me ready for what’s to come tonight.

  Last night, after some spirited anal play, I agreed to let her fuck me in the ass with a dildo next time we got freaky and tonight it’s time for me to pay the piper.

  “Are you sure about this?” Taylor asks, although we both know she’s just asking as a formality. There’s no turning back for me at this point. I gave her my word and we’re both sticklers about following up on what we say we’re going to do.

  “No,” I reply, forcing a smile onto my face. “But let’s do it anyway.”

  “That’s the spirit,” she says, planting a kiss on my lips. “Now you just sit back and try to relax as I get myself ready.”

  So there I am, sitting on the edge of the bed, watching Taylor as she straps the dildo onto her hips. It’s a strange combination, seeing all the parts of a woman and then the one part of a man attached, but I’m not going to lie; it turns me on like there’s no tomorrow.

  It’s not so much the fake cock itself that turns me on, it’s the look of pure joy on Taylor’s face. She’s obviously stoked to be in a position of control, to be the one doing the fucking instead of the one getting fucked. And I don’t blame her. It’s one hell of a powerful feeling.

  Which is exactly why I agreed to let her live out her fantasy on me. Not only because I know how much she’s going to enjoy it, but because it’ll be good for me to know what it’s like to be on the opposite side of the coin. The way I figure things, if she’s willing to let me fuck her in the ass, then I should be willing to let her do the same to me. And it’s not like she hasn’t messed with my asshole multiple times before, licking and tonguing it, even sticking a couple fingers in there from time to time.

  Nothing strengthens a bond between two people like walking a mile in their shoes, and it’s always good to know exactly what the other is going through. Getting fucked by Taylor will give me a better appreciation of what she goes through during a typical session, as well as letting her experience what it is I get to see and feel. My only worry is that she’ll enjoy the experience more than I will, which will lead to her wanting to do it again. But that’s for another day. Right now there’s business at hand. And I’m about to be on the receiving end of it.

  “I hope you don’t expect me to take it easy on you,” Taylor says as she puts the finishing touches on strapping the dildo to her waist.

  “I don’t,” I say.

  “Good, because you sure as hell don’t feel the need to take it easy on me very often.”

  “That’s true,” I say, trying not to smile. “Of course, you like it rough. You ask for it all the time.”

  “Don’t worry, honey,” she says, patting me on the head like I was a dog. “You will too.”

  “I don’t know about that,” I say, laughing humorlessly under my breath.

  “Oh, I do,” she says. “By the end of this session, you’ll beg for me to fuck you harder, even if you don’t really mean it. I promise you that. Now get on your knees.”

  I do as I’m told. I’m looking up at Taylor as she starts to stroke her cock. From this angle pretty much all I can see is her pussy, the dildo, her tits, and behind them, her cute face, which is fixed in a huge smile.

  “Here’s how it’s going to go today,” Taylor says, looking down at me from a position of power. “First you’re going suck my dick until it’s all wet and sloppy. Then I’m going to face-fuck you for a while, to let you experience what it’s like. Then, after I smack you around with my dick a few times, I’m going force you to deepthroat me. And once you’ve done that to my satisfaction, then things are going to start get interesting. Do you like how that sounds?”

  I reluctantly nod my head.

  Taylor grabs me by the hair and wrenches my neck back. “That’s not good enough,” she says. “I want to hear you say it.”

  “Yes,” I say.

  “Yes, what?”

  “Yes, mistress.”

  “That’s better,” Taylor says.

  Still holding a handful of my hair, she pulls my head towards her cock. “Now open up your mouth.”

  I do as I’m told.

  “That’s a good boy,” Taylor says. Then she shoves her cock in my mouth.

  I’m expecting her to take it easy on me because it’s my first time every doing anything like this, but no, she jams the dildo deep into my mouth, not stopping until I’m coughing and gagging all over the place.

  I pull my head back, yanking Taylor’s cock out of my mouth. Still coughing, with saliva pouring out of my mouth, I try and recover.

  Taylor is grinning madly. “It’s not so easy, is it?” she says.

  “Not when you do it like that,” I say. “Even I don’t just shove it all the way in right from the beginning. I at least give you a chance to get warmed up.”

  “I know, I know,” Taylor says, still smiling. “And I will. I just wanted to fuck with you a little bit first. Now come over and suck my cock like I suck yours.”

  Biting down on my pride, I scoot forward and wrap my lips around the head of the dildo. At first I just suck on the tip, getting myself used to the idea of this depraved situation I find myself in, not wanting to take things too quickly.

  But as the dildo gets more and more slick from my saliva, I start taking it further and further down, until I’m bobbing my head forward and back at a regular pace, taking Taylor’s cock halfway down every time, only gagging on it a little bit.

  “That’s a good boy,” Taylor says in a patronizing tone, obviously enjoying herself immensely. “Suck that fucking cock like you mean it. Like you’ve got something to prove.”

  And I do have something to prove. That’s the whole point of this exercise, to show that I can take the same thing that Taylor does. And to allow her the enjoyment of taking control over me, of course. And she seems to be liking that more than I’d even thought she would. Which could end up being an issue later, especially if she wants to do it again.

  But right now I have to concentrate on sucking Taylor’s cock. It isn’t easy, especially with her getting more and more into it now, pumping her hips forward as my head goes towards her, forcing the cock deeper into my throat with every pass. Saliva is pouring down my chin like a waterfall and wet, gurgling sounds escape from my mouth.

  “There you go, there you go!” Taylor says, grabbing ahold of my hair and using it to control my head while she slams the dildo in and out of my mouth. “Choke on that fucking cock. Choke on it!
Just like you make me choke on your cock, you choke on mine.”

  She holds me in place until I gag a couple of times then releases my hair. My head snaps back and I gasp for breath. It’s rough and degrading but I can’t say that I don’t enjoy it. God help me, I’m having fun. And we’re just getting started.

  Taylor gives me a few seconds to catch my breath then shoves her cock back into my mouth.

  “You like that don’t you?” Taylor says as she pumps my mouth with her cock. “You like having my fat cock in your fucking mouth.”

  My mouth is too full to answer so I just nod my head.

  Taylor pulls her cock out of my mouth and smacks me in the face with it. “Answer me when I ask you a fucking question,” she says.

  “I love sucking your cock,” I say. It’s still a little strange being on the other side of the coin but I’m starting to get used to it. Most of the embarrassment is gone. I have a feeling it won’t be long until it’s not bothering me at all.

  “I don’t believe you,” Taylor says. “Say it again. Like you mean it this time.”

  “I love your fat cock down my throat,” I say. “Please give it to me again.”

  “That’s more like it.” Taylor forces my mouth open again and slips her cock back into my mouth. With her hands on the back of my head again, she pumps my face a few times, then tries to force me to deepthroat her.

  She doesn’t get very far. I barely take half of the dildo into my mouth before I start to cough and gag and try to pull away. But Taylor doesn’t let me go anywhere. With her hands on the back of my head keeping me in place, she holds her cock in my throat for another five seconds before pulling it back out.

  Coughing, I gasp for air. Spit is pouring out of my mouth and onto the floor.

  “Not too bad,” Taylor says. “Not too bad at all considering it’s your first time deepthroating a cock.” She tilts her head and flashes me a little grin. “It is your first time, right?”

  I nod. She laughs.

  “You’re a good little bitch, aren’t you?” Taylor says. She is still grasping a handful of my hair and yanks on it so I’m forced to stare up at her. The dildo is just a few inches above my face, hanging right over it.

  I nod.

  Taylor gives me a dirty look.

  I take the hint. “I’m a good little bitch,” I say.

  “That’s better,” Taylor says. She slaps my face with her cock a couple more times before continuing. “Do you know where I’m going to put this?” she says. “Do you know what I’m going to fucking put it?”

  “Yes,” I say.

  “Where?” she asks.

  “You’re going to put it in my ass,” I say.

  “That’s exactly right,” she says. “I’m going to bend you over and stick this fucking cock in that tight little asshole of yours. That’s what you want, right?”

  I’m not so sure it’s what I want but it’s definitely what Taylor wants, so I say, “Yes. That’s what I want.”

  “Say it,” Taylor tells me. “I want to hear the words come out of your mouth.”

  “I want you to stick your fucking cock in my ass,” I say with just a hair of reluctance. Some things are just flat-out difficult to get out of your mouth, no matter what the situation.

  “I’ll bet you do,” Taylor says. She’s smiling so widely her face looks like it’s going to split in two. She’s enjoying herself so much it should be against the law. Which means that I’m doing something right. “But first you have to do something for me,” she continues. Pointing at the floor, she says, “Get on the ground. On your back, your face towards the ceiling, your legs together, your hands at your side.”

  I do as I’m told without hesitation. Now this is familiar ground. There’s been plenty of times where Taylor has been the dominant one, bossing me around and doing whatever she wants to me. It’s just when we get a strap-on involved that things are still a little strange.

  After I’m in position, Taylor steps towards me, planting one foot on each side of my head. Then she squats down until her dripping wet pussy is hovering just above my mouth. The dildo is hanging out above my forehead, the tip of it just touching my hair.

  “Lick it,” she says.

  My tongue shoots out and starts lapping at her pussy like a kitten drinking milk. She’s soaking wet down there, as wet as I’ve ever seen her. She’s really getting off on everything that’s happening here tonight.

  After half a minute of gently licking her snatch I start forcing my tongue in between her pussy lips, sliding it deeper and deeper inside her juicy wetness.

  “That’s right,” Taylor says. “Stick that fucking tongue in my dirty little snatch.” She drops a little further down, giving me more of her pussy to work with. She slaps my face a couple of times with the dildo then spit on it and starts working it with her hand, jerking herself off while I continue licking her pussy.

  After this goes on for a little while, Taylor drops all the way down to her knees, smothering me with her pussy, smashing my face against her insides, forcing me to breath her in.

  “There we go,” Taylor says. “That’s more like it.”

  She grinds on my face while my tongue goes deeper and deeper inside of her. She spreads her legs wider, opening herself up to me even more, and cutting off any fresh air I have left. Now if I want to breath it has to come from inside her.

  After what seems like an eternity of Taylor smothering me, I can’t take it anymore. I reach for her hips to try and push her up off of me but she grabs my wrists and holds them down on the floor.

  “Come on baby, you can take it,” she says. “Take it like a man. Show me how much you can take.”

  I relax as best I can, trying desperately to hold on for as long as possible while Taylor gets off. This is her night, after all. But I’ve been without fresh air for so long that it’s starting to take it’s toll on my body. My body is shaking from the lack of air as I struggle for breath.

  And then, just as I’m about to reach a panic stage, Taylor lifts herself up off me, leaning forward just enough to give me a chance to breathe. I do so in gasping breaths, feeling a burst of energy as air rushes back into my lungs.

  Taylor gives me a couple moments to get some air and then drops back down atop my face. But this time, instead of smothering me with her pussy, Taylor scoots her legs forward, until her ass is poised directly over my mouth.

  “You know what comes next,” she says.

  “Yes I do,” I say, sticking my tongue out and licking her asshole.

  “That’s a good boy,” Taylor says. “Stick that fucking tongue in my dirty shithole.”

  I do as I’m told, sliding my tongue as far up into her asshole as I can.

  “Holy shit that feels so fucking good,” Taylor says. She lets go of my arms and leans back, putting her palms on the floor for support. Then she bounces on my face, forcing my tongue in and out of her asshole with increased intensity.

  Her breath is growing more ragged, which I know from experience means that she is approaching orgasm. So I decide to help her along, bringing my hands up and spreading her asscheeks apart, giving me better access to her asshole.

  “That’s it,” Taylor says. “Get that tongue in there. As deep as you can.”

  She brings one of her hands forward and sticks two fingers inside her pussy. While I continue tonguing her asshole, she slams her fingers in and out of her snatch while the dildo bounces up and down, smacking me in the face.

  As the orgasm comes ever closer, Taylor sticks a third finger in her pussy and continues banging away at her snatch faster and faster until she cums.

  “Holy fucking shit!” she screams as she cums, pussy juices squirting out of her snatch and all over my face until I’m soaking wet. She looks down at me. I have a huge smile on my face and my cock is sticking straight up.

  “You like that do you?” Taylor says, reaching back to grab my hard cock and give it a couple of jerks.

  “I fucking love it,” I say.

&
nbsp; “It sure as hell looks like it,” she says, releasing my cock. “But that was the easy part. I know how much you like to eat my pussy and ass. But let’s just see how much you like this.”

  Taylor drops to her knees, straddling me, her pussy right above my neck, so the dildo strapped to her waist is lying on top of my face. “Now it’s time to see what you’re really made of,” she says. She smacks me with her cock a couple of times then slips it into my mouth. Gripping my head with her hands, she fucks my face, hammering the dildo in and out of my mouth as quickly as she can.

  After ten seconds of this my eyes are leaking tears. Ten seconds after that and my face is red from exertion. Ten more seconds and I’m gagging and coughing and saliva is dripping everywhere. I can barely take the face-fucking Taylor is giving me but she doesn’t let up, pummeling my mouth without mercy while keeping my head trapped to the floor.

  Staring down at me with her face directly above mine and our eyes locked together, Taylor says, “You’re not having so much fun now, are you? It’s hard taking a cock like this, isn’t it?”

  I can’t reply; my mouth is too full. But it is difficult taking a cock like this, that much is for sure. And while not necessarily fun in the traditional sense of the word, it is exciting on some level, being forced to do things you wouldn’t normally do. As long as you leave your ego at the door and give in to the situation, it is quite an interesting ride.

  And making things even more enjoyable is the look on Taylor’s face. She seems to be having the time of her life, smiling and laughing as she forces me to suck her cock. And her pussy is so wet it was dripping juices all over me, drenching my flesh beneath her.

  Eventually Taylor has enough of face-fucking me. She pulls her cock out of my mouth and gives me a chance to catch my breath.

  “How was that?” she asks.

  “Not bad,” I say.

  Taylor’s face lights up. “You actually liked it, didn’t you?”

  I shrug. “Don’t get me wrong, it was tough to take, but still pretty fun for some whacked out reason.”