Listening to JackChapter 14
- 2 years ago
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“Hhhhggglllmmm ... hhhrrrkkk!!! ... ggglllkkk, ggglllkkk, ggglllkkk ... ssslllppp... ggaaaHHH!!!” Emily looked up earnestly at her sexy brother Jack as she pulled her flushed, sweaty face off of his hard cock, drool running messily down her chin and out of the corners of her mouth. “Haaaahhh ... Jack, do I have to go back to school today? I’d rather be here with you ... be your special helper, like you saOOWWWW!!!!”
A red welt started to spread right across Emily’s surprised face, right where Jack had just slapped her. “Did I say,” Jack asked softly, “that you could stop sucking my dick, you stupid cunt? Especially since I was so close to... yes, like that, you amazing little bitch, yesssss, mmmmm...”
Sorry, Jack, Emily tried to say ... except with her brother’s cock shoved down her throat and his balls slapping up against her wet chin, the words came out more like Sssnnnkkk jjjgggnnhh ... ggglllkkk, gggnnnkkk, hHHRRRKK!!! So Emily relaxed her throat, just a like good slut should, trying to take all of Jack’s length as he fucked her face ... but Jack’s dick was pretty big, after all. Big, and thick. Trying to deepthroat him without choking a little – okay, a lot – wasn’t exactly easy.
But Emily was sure eager to try anyway.
Suffice to say that the rest of the evening – and the following wee hours of the morning – hadn’t gone precisely the way Emily had expected. Oh, the beginning certainly had gone the way she wanted, with Jack – that was for sure. Fucking him that first time after he’d come to her bedroom had been like a dream come true for her. After that, though ... somehow, her night of depraved debauchery with her brother had been way less about what Emily wanted, and a lot more about what Jack wanted instead. Not that Emily particularly minded. Because whatever kinky desire Jack had
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was always something Emily really secretly wanted, too.
And if anything, something that had taken Emily by surprise were how deliciously perverse some of Jack’s desires were. Before she’d gone away on her little trip to Vegas ... most of the times she’d been lucky enough to be with Jack, ever since her conditioning had begun ... he’d been, well, not
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boring, but... conventional, Emily guessed. Not that conventional was bad, not in the slightest – after all, it meant that she was lucky enough to be having mind-blowing sex with her sexy brother Jack, which was fucking incredible – but for the most part, he’d just wanted to fuck her either missionary or doggystyle, with her riding him cowgirl every once in a long while. He never went down on her, and if she was lucky enough to get to suck his yummy dick, it was usually just a warm-up for the aforementioned missionary or doggystyle couplings. And the only time Jack had bothered to pleasure her tight little asshole was when he’d wanted to pop her anal cherry, back on that night when Donna had lost her stupid headphones. It had always been Jack just loving to fuck Emily’s sweet pussy, giving her a nice, hard, deep dicking every time that made her want to scream in ecstasy, always making sure to fill up her wet, willing cunt with as much of his incestuous semen as he could. Emily
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didn’t really understand why, but she was okay with that.
After all, it always felt amazing when Jack came inside her hot pussy.
Now, though ... Jack seemed to be more interested in some more, well, unusual things. Which excited Emily to no end. Jack – and the unbelievable stamina that he had from his own conditioning – had been fucking her in some delightfully dirty ways all night long. He’d plundered her ass twice with that beautiful cock of his, hard and good. He’d run downstairs to the kitchen to get a jar of honey, bring it back up to her bedroom so he could smear some all over her massive tits, and then suck them clean while fingering her to a powerful orgasm ... and then he’d smeared even more on his rock hard dick before having her suck him off again. Even better, Jack had blindfolded her with a necktie at one point, and then made her sit in a chair, tying her ankles to its legs and shoving one of the massive vibrators their mother had bought from the Pleasure Treasure against her sopping cunt, ordering her not to cum...
... Emily wasn’t sure how long she’d lasted, but she guessed it was somewhere between a half-hour and forty-five minutes before she’d practically shaken the chair to pieces, drenched in sweat and screaming in shameless ecstasy as she couldn’t hold back anymore, a viciously fantastic orgasm ripping through her as her exploding pussy gushed everywhere like a raging flood. Jack had made her clean up her slutty juices off the chair and the floor with her tongue, of course, for making such a mess ... but he’d still been impressed with how long she’d managed to resist cumming.
That explains a lot, Jack had murmured admiringly, untying Emily’s makeshift blindfold even as she still was shivering from the aftermath of her lusty climax. I really underestimated you ... guess I shouldn’t have used Mom and Charlotte for my threshold tests, huh?Is that bad, Jack? Emily had asked uncertainly. I don’t know what you’re talking about...
Not at all, sis. He’d held the wet, shiny bulbous end of the giant vibrator right in front of Emily’s face, making her lick it clean of all of her cuntcream before untying her ankles as well. Some of the programming challenges lately ... they just make more sense now, that’s all. I think if I’d used you from the get-go ... maybe Donna, too ... things would’ve gone a lot more smoothly, that’s all.
Oh, okay ... that’s a good thing, right, Jack?
It’s a great thing, Emily. Really great. So great, in fact, that you can have a yummy reward...
And so, here Emily was, with her yummy reward for being such a good slut, Jack’s cock sliding wetly between her lips as she knelt down on the floor in front of him. Her hands were clasped behind her back as her pretty face bobbed enthusiastically between her brother’s legs, her blue eyes gazing up at Jack as he sat on the edge of her bed, gritting his teeth as she expertly pleasured him with her mouth. From the way that his hands were tightly gripping her rumpled sheets – and the way that his knuckles were turning ghostly white – Emily could tell that he was on the verge of cumming. Which delighted her to no end, as he’d insisted on shooting his jizz all over her face when she’d blown him earlier that evening. She didn’t mind that – not at all – but she was so looking forward to reminding Jack that good sluts swallowed.
And, of course, Jack’s cum was delicious.
“Mmmmm ... right there, Emily, that’s right... ahhhhhh!!!“ Jack cried out, groaning with lewd satisfaction as he finally unloaded himself in Emily’s hot mouth, splashing what felt like a river of his creamy seed all over the back of her tongue and her tonsils. Greedily, she gulped down as much of it as she could, thoroughly enjoying the sweet-yet-salty taste of his sperm as it slithered thickly down her throat. She loved the way she could feel the underside of his shaft throbbing against her tongue as he orgasmed, driving her wild, making her pussy all sorts of slippery wet with desire as she swallowed jet after sinful jet of her brother’s sweet release. She’d always loved sucking dick – if anything, her enthusiasm for it had given her something of a slightly unsavory reputation during her sophomore year at Patriot High, where there was an infamous incident involving most of the boys’ soccer team that was kind of embarrassing to Emily – but with Jack, it was so much better. Emily couldn’t get enough of giving her sexy brother blowjob after wet, sloppy blowjob ... it was almost as good as getting fucked by him...
... well, almost.
“See?” Jack said affably, as he finally slid his spent cock out of Emily’s mouth. “I always told you that you suck dick better than Mom. You’re great at it, Em.” Gently, he took his slutty sister by the arm, and helped her up off her knees and onto the bed next to him. “Although I think you need to watch Samantha suck my cock sometime. She could probably teach you a new trick or two ... what were you saying before, anyway? Something about not going to school?”
“Yeah ... that.” Emily sighed, resting her head on Jack’s shoulder as she sat by his side. “I know you have, like, important things and junk to do today ... and it’s probably not like we could keep fucking all day anyway. Though, like, I totally would, if you wanted to.” She rolled over onto her stomach, propping up her chin in her hands as she looked adoringly at Jack. “But you said I could be your special helper, so, um ... I thought I could stay in the basement with you today. Take notes, help put headphones in boxes or something ... maybe suck your cock some more.” Emily blew softly on Jack’s spent cock, tickling it with her warm breath ... and was delighted to see it already stirring and growing hard once more.
“Mmmmm ... sounds tempting.” Jack reached over to Emily, giving her bare shoulder a warm caress with his hand. “But honestly, I need you at the school right now ... and I do mean need you. I don’t give a shit if you go to your worthless classes or not, but there’s a lot of things – important things, to me – that are happening at good old Patriot High. And I need to know that those things are being done properly first, before you can spend more time downstairs with me. Understand?”
Emily nodded.
“I need you to be my eyes and ears, Emily. Tell me everything that’s going on at school ... and I mean everything. Even if you don’t think it’s all that important, if you see something out of the ordinary, you need to tell me. Understand?”
Emily nodded.
“Good slut.” Playfully, Jack tapped his naked sister on the nose with his finger, sending a shiver of depraved joy done her spine. “There’s a new pair of headphones waiting for you by the front door. They’re kind of like the ones you wore to Vegas. I’ll have the new firmware uploaded on them by the time you’re dressed and done with breakfast. You don’t have to listen to them for long, just a few minutes, but you need to do that as soon as you can. Understand?”
Emily nodded.
“Also...” Jack hesitated for a moment, drumming his fingers idly on the wooden nightstand next to Emily’s bed. “Yeah. I need you to go over to Kimmy’s house this morning. I have a present that I need delivered to her mom, and that can’t wait. You can make sure that she gets it, right?”
Emily nodded.
“Good. You can take Kimmy to school, then, when that’s done. Which means that you better not take Todd with you.” Jack made a sour face. “Todd’s getting a little too frisky with some of my newer sluts. So, that’s another way you can be my special helper. I need you to help keep your friends away from our little brother, until, well, I ... I’ll make sure he understands, put it that way. You can do that, right?”
Emily nodded. Quite eagerly.
“And you might as well pick up Donna after that,” Jack added. “I know you do anyway sometimes, but you need to make sure to get her this morning, right? Because she’s your friend, and you’re my eyes and ears ... and I need to make sure that the Mark Seven upgrade is working better now. Understand?”
Emily didn’t understand the last part of what her brother said in the slightest, but she understood the rest of it, so she smiled and nodded anyway.
“Good slut.” Jack kissed his sister affectionately on the top of her head, and then got up from the bed, yawning as he stretched his arms lazily above his head. “Wow. I need to get some coffee. Long day of work ahead of me today ... and maybe another long night of fun, too. So you’ll do an extra good job for me as my special helper today, right? If you do, maybe we can spend another night together ... and maybe we can invite one of your sexy friends to join us.”
Emily’s eyes shone with excitement. “Oh, that would be amazing, Jack... really?” she asked breathlessly. “I’ll be such a good helper for you today, I swear, I’ll do whatever you want, I promise...”
“I know,” Jack replied. “Like I said, you’re a good slut. Now get dressed. You’ve got a busy day ahead of you, too.”
Sure do, Emily thought dreamily, as she watched her sexy brother Jack leave her room. The mere thought of school completely bored the shit out of her – after the past few days of blissfully nasty fucking she’d been getting, the idea of actually having to sit in some dopey classroom and listen to stupid teachers drone on about the cosine of a right angle, or who signed the Declaration of Independence... blecch. All she really wanted to think about was sex, and even then, Emily didn’t really want to think about it ... she just wanted to get naked and have a hard, stiff cock pounding her pussy, preferably her brother Jack’s hard, stiff cock, and not think at all. She wanted to cum and sweat and scream and cum some more, and keep right on fucking like a wild mink in heat until she was ready to pass out ... and then fuck some more. The whole notion of school seemed utterly pointless to Emily...
... except Jack wanted her – needed her – to be there.
Not Donna, or Samantha, or any of the other girls... her.
Just knowing that made Emily’s pussy tingle in a delightfully naughty way.
Reluctantly, Emily took a quick shower, cleaning herself up so she could look presentable – and awake – for school. She really didn’t give a shit anymore if she showed up at Patriot High looking like she’d been banging her hot brother all night long – in fact, she sort of wanted to – but she also knew what Jack wanted, and so
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a hot shower was in order. Toweling herself off when she was done, she went back to her room to get dressed – she knew exactly what Jack wanted her to wear, so that was easy – but as she started looking through her dresser drawers for just the right clothes, Emily found her eyes wandering to the floor-length mirror in her room that stood next to her dresser, fascinated by the sight of her own gloriously naked body.
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was great, mom and I had just finished fucking each other after I watched her let grandpa do her first.God baby you're the best, mom told me rite after I came in her. You turn me on so much. Knowing that you are watching me and how much you love to watch me doing someone else. You know you are alot like your father. Sometimes he asks me if I would do one of his friend or go to an adult theater and see if we can find someone clean enough to fuck me rite there in the theater. The big difference...
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My Boss called me to his office and announced that he had a new assignment for me, a very important one, he remarked…I would fly abroad the country, to the Cayman Isles, where I would meet some new clients, very important people, he remarked again.The Boss then told me I could chose a partner to join me.I had never gone out in a business trip with Angela, one of the worse workaholic of the office; so I thought she could be an interesting option for such an important occasion…Angela was a little...
Introduction This is story is originally from my collection "Candids from the Freeuse World", a collection dedicated to short stories, prompts and drafts. This story however had grown up to six chapters now and therefore deserves to be an independent story, especially since it's main theme is not freeuse, but it tends more to voyeurism, objectification and big breast fetishism. For this reissue of the story I will not simply copy paste the old story in here. Instead I will try to polish the...
Emily woke up the next morning, feeling muddled and confused. For some reason, she had a hard time remembering exactly what she'd done the day before. She knew she'd had a perfect day, and that everything had been amazing ... but exactly what had been amazing about it, she couldn't say for sure. She honestly didn't know. She vaguely knew she'd done something with her twin brother Jack, which seemed odd, but for the life of her she couldn't remember what they'd done together. But the...
Most of the day – again – was a complete blur to Emily. She knew she met up with her best friend Donna, eventually. She knew she went to her classes, and that she practiced for the cheerleading squad after school. And she knew that practice had gone incredibly well, and everything was amazing and perfect about her day. Well... almost perfect. She'd worn her headphones throughout the school day, more and more, even trying to wear them whenever possible during her classes. A few of the other...
The next morning, things were very, very strange for Emily. Even stranger than usual. She awoke with a blissful smile on her face, still incredibly happy from the wonderful night she'd spent with her twin brother Jack, and with her mother. She still couldn't exactly remember what they'd done ... but Emily supposed that didn't matter. Whatever they'd done, it had been amazing. All because of Jack. And Jack had promised that there would even more fun in store for her, later in the...
There was an eerie silence in the house as Emily came downstairs for breakfast. Todd was gone from his usual seat at the kitchen table, and her mother was conspicuously absent as well. The house was silent as a crypt ... and Emily, skipping naked to the kitchen, didn't notice at all. The only thing she noticed missing was Jack, which disappointed her. Though Jack rarely joined the family for breakfast, she'd been desperately hoping that he might be there this morning. That way, she could...
Things were mostly as expected as Emily returned to Jack's basement of science and sin, with her best friend Donna lying naked once more on the bed in the middle of the room, her long, lean legs spread wide open and raised high in the air as Emily's mother Chelsea ravenously feasted on Donna's wet, eager cunt. Emily sauntered slowly over to the bed, thoroughly enjoying the lewd sight of Donna writhing about on the sheets as her mother's tongue lapped away at her best friend's creamy...
As soon as Emily and Donna walked through the front doors of Patriot High that morning, they could tell that something was ... weird. Emily sure could tell, anyway. There was an uneasy restlessness hanging in the air, charged with nervous anticipation. Or something like that, anyway. Whatever it was, Emily had never seen – or felt – anything like it before. The hallways were full of their fellow students, and everyone was talking in low, uneasy whispers. Mostly excited whispers, too, which...
It was 3:43 PM, give or take a few seconds. Emily drove into the dusty old parking lot behind the Briar Hill Mall with two minutes to spare, her beaten-up Honda’s tires crackling as they slowly rolled across the gravel and the torn-up blacktop. The back lot was nearly empty, just like it always was, and Emily was annoyed. She was supposed to be at the school at that precise moment, helping to get the pep rally for the first football game of the season ready. The cheerleading squad needed it...
It was close to six o’clock when Emily finally arrived at school. She didn’t really remember SAPPHIRE why it had taken her so long to arrive, but she guessed it was because she was doing something important. For Jack, the pretty blonde teenager thought dreamily to herself, nodding as she strolled into the side entrance of the school by the main gymnasium. Definitely something important, for Jack. She knew whenever those sorts of things happened, her head got all sorts of swimmy and fuzzy...
The incident with Michelle was just fucking bizarre. It all started after sixth period at school, when Emily, Donna, and Michelle were sitting at one of the lunch tables in the cafeteria. Lunches for the three best friends had oddly not changed all that much, even after they’d all been tricked violet subjected VIOLET privileged and, well, gosh, lucky enough to be a part of Jack’s special conditioning process. Between bites of sandwiches and sips of diet soda, they talked about how their...
Emily was having the weirdest dream. She was in Oz, and she was Dorothy, skipping down the yellow brick road ... if Dorothy was blonde, had fantastically huge tits that bounced and heaved with every skip, and was totally naked except for a pair of ruby slippers. But Emily – as Dorothy – continued to skip down the road, until she met the Scarecrow. A Scarecrow, anyway. One dressed all in violet rags, and who had a face remarkably like her brother Jack. Emily/Dorothy smiled at the Scarecrow....
All throughout my teenage years I had a fascination with my mother that was alittle beyond typical love of a mother. I simply didn't know what it was untilI was about 16 when it hit me like a flash that I had a crush on her. Howeverit was awkward because I didn't feel this way all the time. When I got horny,I masturbated to several fantasies about girls I knew, girls I didn't know,lesbian imagery, and sometimes my mother would creep in there. That didn'thappen until I found a videocassette in...
LISTEN TO THE MUSIC Part 1 By Bonnie Lea Here I am, lying on my back with my legs in the air and wrapped around my lover's back. He is slowly and methodically pumping me with his hard and thick 8 incher, making me feel every bit like the woman I am becoming. Let me tell you my story, as it hasn't always been this way. My name is Charlie Keen. I am a very successful businessman, living in a very nice and comfortable apartment building. Living here...
Listen to the Music Part 5 by Bonnie Lea After listening to the newest CD mix I got a wave of new feelings through me. I noticed that I was dressed in my male clothes, but they felt very odd. I was still enjoying my few dalliances getting dressed up very lady like and sitting around the apartment. I was still taking my "Vitamins" without think about them, but now I began to notice a few more changes. Some of my pants were getting tighter, as my hips and rear widened a little; my...
Listen By Blueheatt (Listen.)&hellip,he said&hellip, &hellip,.I got a sexual charge in my pussy&hellip,.because of the risk that I was taking, the chance of getting caught doing it and the ultimate thrill I was having at the moment. This caused my heart to pound so hard&hellip,I even felt it in my tits. I put my hand to my mouth to quiet the gasp for air I had to have. My hand froze in place, as I dare not move while my son and I listened to identify the sounds. &hellip,.Let me say that I...
Listen To The Music Part 3 by Bonnie Lea As I have often said, I really like women. I love the way they feel, their attitudes on the world around them and how they pay close attention to detail. I love being intimate with them as a man, but this was the first time I was ever in bed with one that I started to have feelings that I really wanted to be one. To enjoy the pleasures that their body holds, to feel someone inside of me and to give them as much fulfillment as they are giving...
IV I had been hoping for sometime that Ken would call again. I knew that he was out of town on some major business but he said he would call as soon as he got back. I was a little surprised but very elated when he asked me to go out to dinner. Not really feeling the real Charlotte inside since he was not around I did not think about him. But after the phone call all of those feelings came rushing out. I got into the shower with a song in my heart and began to shampoo my hair. I had...
Listen to the Music Part 6 by Bonnie Lea I woke up the day after my day with Ken feeling like I was a whole new person, which in a way I guess I really was. It was a very restful sleep and felt simply wonderful inside. I got out of bed and went straight to the bathroom to shower and get ready for today and a new beginning. Standing in the shower I could not help but feel the water almost caressing my skin as I washed around my now very sensitive nipples. Even my butt felt a bit of...
Charlotte is now finishing her story and she hopes that everyone who has read her transformation to the woman she was always meant to be has enjoyed her journey. Any comments would be appreciated either on the review page here or at my e-mail ([email protected]). IX. I was getting ready to go back into the office for the first time as 100% Charlotte when the phone started to ring. As I picked it up and said hello a familiar voice was on the other end. It was my...