Jessie had enjoyed one hobby over the last six months and that was to place herself in her brother&r

Jessie had enjoyed one hobby over the last six months and that was to place herself in her brother’s path whenever humanly possible. She had always been attracted to him, she realized. Ever since they were both kids growing up in that tiny little house along the very edge of town, she had looked up to him. He was tall and smart, mannered and athletic. The coolest cat with the coolest bike in the neighborhood. She had made every excuse to be with him, followed him around like a wide-eyed puppy handing onto his every word or action. When he took up drums, she bought a guitar. When he bought a car, she dived under the hood with him. When he went to the gym, she took up aerobics. She knew what kind of girls he liked too and took pains to be the strong, capable, long-legged, round-assed hottie she always caught him jerking off to on his PC at night when he mistakenly thought his bedroom door was locked. She loved watching him jerk-off. His hand sliding up and down that big, mouth-watering cock of his. Holding back his groans until he came in long, body-jerking ropes of thick spunk. Jessie had watched him, hidden in the hallway just beyond his door, cumming right along with him night after night with her fingers jammed up her gushing pussy. Some nights she had nearly bitten her lip in half as she struggled to stay silent, terrified that he might realize that she was watching him. Night after night of sneaking back to her bedroom, her fist shoved into her mouth as she dreamed of sucking his cock, fucking him, feeling all that warm beautiful jizz bursting between her tits as he moaned her name. She snuck into his room sometimes, looking up his search history, seeing all those hot, tight-bodied porn stars Robert fantasized about. Running to the gym later, struggling to have their bodies, their hair, their legs. Just so her brother would turn around someday and realize that his perfect porn star was right in the next room just waiting for him to  fuck her blind. So that maybe one day she might catch him jerking off thinking of her instead of some stranger on the fucking internet. She’d tried to catch Rob’s eye, even make him jealous, as she showed up at parties and hung around him and his friends wearing her tightest little skirts and showing off the hottest cleavage. Hell, his friends certainly noticed, and she had no shortage of roving eyes and offers of sex from the more confident and daring of them. Not that she wanted anyone but her Robert, but she made the effort to tease them, hanging off of them, dancing a bit too closely with them, leading them on. Right up until the moment her brother came along to pull the guy off of her, tell her to get herself into the car, and stop acting like a cheap flirt. Fuck but she loved those moments, seeing the anger flashing in his eyes, his strong hand gripping her arm as he shoved her roughly into the passenger seat, the set of his square jaw as he bit back all the things he wanted to say to his spoiled slut of a little sister. Shit but it got her so hot she had to run straight to her room and bang out an hour’s worth of orgasms just thinking about it. Jessie succeeded in scaring off several of his dates as well. None of them were good enough for him and she took pains to remind them of that fact. One rather determined bitch had to be convinced of that with a right to her fucking jaw. It always ended up in an argument with her brother later on but despite it all she had managed to keep him relationship-free for most of college. Of course, she allowed him the odd slut or two. If only to hear later through the grapevine about how that big, strong cock of his had pounded some ruined cunt into next week. She always made sure to get every last juicy detail just so she had something to masturbate to as she pounded her fingers deep thinking about him in the privacy of her bedroom afterwards. Still, they were best friends as well as brother and sister. They enjoyed the same things, went to the same ballgames, joined the same clubs, and talked about everything. Well, almost everything. She was his shadow and had been since they were children and for some reason, he had never minded that. He just accepted her sometimes annoying presence by his side. A fact of life.So when he unlocked the door of the condo the firm owned and found her curled up on the long leather couch, he wasn’t really surprised. She had warned him that she was planning on coming up to entertain his client’s wife that weekend so he could have more time to work his magic. She’d built a fire and lay cradling a glass of wine in one hand, her bare legs stretching out sensuously for him as he came into the room. She put a book down beside her as if he had taken her by surprise. Robert doubted his sister had spent more than five minutes reading it. Jessie was intelligent enough to be sure, a certified genius hidden under a deceptive layer of spoiled-brat party-girl. But he knew her attention span rarely lasted long enough to get through a book as thick as the one she was sliding onto the coffee table.Sighing deep, resigned to the situation, he ignored her for the moment. He went straight into the bedroom, taking all the time in the world to sort out his luggage and stash his suitcases neatly in the closet. When he came back into the living room, his face was twisted into a look of impatience. This was his baby, he had told her just a few days ago, and the last thing he needed was her help. Both worked for their father’s law firm. Robert as his fledgling apprentice and Jessie as, well whatever else had to be done from arranging hotel suites to booking the perfect restaurant, to entertaining their client’s wives while business was being discussed. As vital to their business as any of them, their dad always said.Jessie was a spoiled brat as well and both of them knew it. She liked to push the envelope with everyone and everything she touched. And she knew exactly how far she could push Robert as well, smiling wickedly as she pushed him a tiny inch past his limits whenever she could. No one ever told her no or was able to reign her in like her brother could with one angry glance. It was just another thing that made her want him, that convinced her that they were meant to be together. Brother and sister. Man and woman. Lovers. Society be damned. Robert sat beside her on the couch, pushing her legs aside and finished what was left of her glass of Chianti. “Jess, what the hell are you doing here? I told you I had this.”She took the glass from his hand, refilling it with the last of the bottle and taking a warming sip before answering, “I’m here to help you out the with client, of course. I’ll take his wife shopping and to the spa. You will have him all to yourself. With any luck you’ll have the fish fried by the end of the day.”“There was really no need.” he started, not even trying to hide his annoyance. “This was just a courtesy call to go over the fine points anyway. You knew that.”“Well, that’s a fine thank you,” Jessie answered, “after I came all the way here and arranged an entire day of clever distractions to keep that annoying woman occupied for you.”“Jessie, this little act is not going to work, you know,” Robert said, smiling as he eased back into the opposite arm of the couch.“Whatever do you mean?” Jessie said, studying her wineglass to avoid looking into his laughing eyes.“’That annoying woman?’,” Robert replied. “You mean the still-hot former Miss Argentina who just happens to have a reputation for sleeping with her rather permissive husband’s business clients. That ‘annoying woman’?”Jessie tossed stood up from the couch and swayed over the to the fireplace. Rob felt his mouth go a little dry as the lines of her firm legs shone through her skirt, the firelight licking between them. He watched as she grabbed a fireplace poker and shifted the logs on the fire. After tossing another log into the fire, she seemed satisfied. “The woman’s a slut. Probably can’t wait to give you some sort of stupid South-of-the-border V.D. from all the guys she’s fucked.”Robert was a little shocked. He always knew how jealous and possessive his sister got when other women were around. Always he just put it up to sisterly love as she fended off anyone who might dare get between them. He had thought it might just ease off after a while but instead Jessie had only gotten more vocal in her opposition of any woman that caught his eye. She’d snatched up her wine glass again and was sipping it in front of the fire with her back to him. Her hair was down, shimmering brightly. It had gotten a lot longer since college. He never noticed before. Jessie’s hair was thick, washing across her shoulders in waves as she moved, and reached about half-way down her back. Gleaming with two shades of honey as it shone with a natural sunlight. Robert walked over and stood behind her. He wrapped his arms around her, holding her tight to him. To a casual observer, the embrace might have looked like that of a lover but in all actuality, it was a captive embrace. Jessie gasped as she felt his body press behind her, holding her breath, shivering gently as his arms locked around her belly. “What do you want Jessie?” he demanded.“You know what I want,” she answered in a whisper, throwing her courage at his feet. “Have I been that hard to read all this time?”“We can’t go there, Jessie. You’re my sister. Lord knows how beautiful you are and how happy I am when I’m with you but its just not right. What would people say? What would mom and dad say?” Robert said, even as he pulled her closer into his embrace.“Who cares what they fucking say,” she replied, her face flushed angrily.“Oh yeah?” Robert asked, his warm lips far too close to her ear for Jessie to think straight. She felt her knees turning to butter as she moved back into him, her ass pressing into his groin and feeling the wonderful surprise of his hardness sliding between her cheeks. Despite his words all Jessie could hear was her heart pounding in her ears as she realized that her brother had grown hard for her. She barely even heard him continue, “You might say that now, but you know what would happen as well as I do. Yes, you are an incredibly beautiful woman and yes, I… I want you. Maybe I’ve always have wanted you. But it couldn’t be a relationship. All it could ever be would be sex.  Always hidden. Always terrified of discovery. Could you live with that? Would you?”“That… that’s alright with me. I just want you. Any way that I can have you,” Jessie crooned leaning her head back to rest on his shoulder, “I always have. You know that, damn you.”“Any way at all?” Robert asked, his left hand rising to cup her breast softly.“Ooooh yeah,” Jessie whispered, her body melting under her. She stretched up on her tiptoes and ground her ass into his crotch. Robert drew in a sharp breath. Unlike the thousand times before he knew that this time, she wasn’t just teasing.“Let me make myself clear, this isn’t… this can’t be a relationship, Jessie. You understand that, right?”“Yessss,” she cooed, nodding and smiling at him over her shoulder.“And just that. You will be happy with just that?” he asked, not knowing if he could trust her answer for a moment.“Yes, Rob,” Jessie said. She turned around and faced him, offering her lips up to his kiss, “just that. Just this.”“Well, we’ll see about that”, he whispered to their kiss, “Let me know when you change your mind.”He kissed her mouth hard. Then he grabbed her by the shoulders and pushed her to the floor. “On your knees, little girl.”Jessie looked up at him startled and more than a little confused. “What for?”Robert raised his eyebrows in challenge a smirk sliding across his face. Jessie rolled her eyes at him and dropped obediently to her knees. He put a hand on the back of her head to make it plain exactly what he wanted. She grinned at him and unbuckled his belt. With her teeth, she yanked the snap his pants open and pulled the zipper down. She had waited for this moment for years, dreamed of it, gotten off screaming for it. More than anything she wanted to go slow, to savor it, to drive him crazy with passion before she even started. All that went straight out the window the moment she saw his hard bulge pressing towards her as if trying to battle free of its prison.Jessie pushed his pants down over his hips and brought them to his knees, her trembling fingers crawling under the elastic waist on his boxer-briefs and pulled them down sharply to unleash his throbbing meat. Not waiting a single moment she took it in both hands and stuffed him into her mouth. Robert watched his cock disappear between her lips as she forced herself down his length one inch at a time, determined to show him just where his cock belonged… and who it belonged to! Her blue eyes looked up to him as she sucked more and more of him into her mouth, filling her throat with his heat.Robert held her head between his hands and guided his shaft down her throat. She coughed a little but both of them ignored it, both lost in each other’s moans. He had never had a woman take him all the way to the balls on the first try and the feeling was incredible. Her hair was as silky soft on his hands as her mouth was around his cock. Jessie soon found her rhythm, sucking and cradling his cock with her tongue as heavy strings of saliva dripped from his gleaming shaft. Jessie had watched him stroke off to porn-blowjobs for years and had trained herself and her oral talents to give him exactly what he loved. Exactly what made him blow his load in helpless ecstasy. Jessie had always been more of a tease and a flirt than actually delivering what her body promised. She’d never actually given any if the guys she went out with any serious sex while they were fooling around, and she had never swallowed. Most of her friends could not wait to get a hard cock stuffed into them on the weekend, but she had always held back. Always saving herself for this one amazingly hot dream of a moment. Even with that utter lack of experience, her brother was still reeling under her moves, at the way she completely gave herself over into it completely, worshiping his cock like his perfect little slut. Feeling his balls already twitching, his cum boiling at the base of his shaft and ready to explode, Rob decided that it was time he shifted gears on her.He pulled her up to her feet and she reached up, standing on her tiptoes and kissed him passionately, her mouth still slathered with the saliva which dripped wetly down his shaft. Her arms circled his neck as they kissed, their tongues dancing in each other’s mouths. Jessie smiled to herself and thought, after all this time, she finally had him right where she wanted him. “Turn and face the fire,” he ordered.“What?”“I said face the fire. Do not make me repeat myself again.” he said, this time his voice coming out a low growl, “Turn around. Face the fire. Now.”“Alright, then.” she snapped at him. Jessie had never heard him sound like this before. Demanding. Commanding. She decided that she liked it. She turned and laid her hands on the mantle, the heat from the fireplace licking along her legs as she bit her lip softly and waited. Giving herself completely to his desires. He came up behind her and covered her eyes with one hand, pulling her hair from one side of her neck and nipped at her earlobe. He kissed her neck, his mouth warm, burning along her shivering flesh.“You are so beautiful,” he whispered.“Hmrgh,” she managed to grunt as his hand slid up to firmly squeeze her breast, crushing her hardening bud of a nipple between his fingertips.“And so spoiled,” Robert’s tongue traced her ear, causing her to smile again.“If I remember correctly, you liked spoiling me,” she teased back, licking her lips. “It’s all your fault. There isn’t much you can do about it now.”“No. Maybe not. But I can choose how I am going to spoil you.”She felt him pull away slightly and then kneel down behind her, his hands sliding down her legs. Electricity shot up from his touch, sending shivers through her spine. Robert lifted her skirt, which had barely covered her thighs in the first place. He was amazed at how glorious her heart-shaped ass looked, her ass cheeks firm and heavy in his hands. Had he thought about it, he might have realized the time and effort she put into that ass. Jessie had spent long hours every week on the stair master and the leg press at the gym, spending an almost equal amount of time with her back to a full length mirror looking over her shoulder and lamenting over the round, full part of her ass that she could never defeat. Battling the shape of her own body to resemble all of those tight-assed porn stars she had watched him jerking off to night after night. It was lost on her that the very thing she hated most about her body was the part that attracted him most, that had kept him up a night stroking his cock, ashamed at the thoughts he was having about his own sister’s thick, round, jutting ass.Robert grabbed the string-like thong underwear she was barely wearing and peeled them down over her ass and down her legs. Then he messaged her ass-cheeks in firm circles, spreading her crack open and then squeezing her cheeks together again and watching them bounce apart. “Bend forward a little bit.” he told her, slapping both of her ass-cheeks lightly with his palms.Jessie tried to accommodate him by leaning forward at the waist slightly. Robert was not impressed with her half-hearted effort and repeated himself, slapping her ass harder this time as he did.“Fuck, I did what you said…” Jessie started to complain when he stopped her short, pulling her cheeks wide and burying his face in her crack. His tongue was immediately on her asshole, probing gently and circling the outside rim.“Aaahhhh… oh fucking shit…” Jessie moaned. No one had ever done anything like that to her before and she had never dreamed it might feel this good.Robert bit at the skin around her ass leaving painful yet erotic marks across her cheeks. He licked her ass along the crack and took one cheek in his mouth and began to suck. He pulled the skin into his mouth and grazing his teeth over it created a blistered-red hickey on her ass just to the right of her pink bud. Robert smiled, knowing that she would have a very hard time hiding this at the spa the next day, or at the pool where she liked to lay nearly naked getting her tan.When he felt she was moaning and shivering enough from his bites, Robert slipped one hand between her thighs to stroke the folds of her moist pussy and began fingering her softly. Then he settled on her puckered little hole again, poking it with his tongue, threatening to pierce her with its tip. Jessie moaned and arched her back, collapsing down into his arms as her legs turned to jelly beneath her. Jessie was holding on to the mantle for dear life, the heat of the fireplace only adding to the sensations that Robert was causing with his talented tongue and fingers. “I am going to turn this hot little ass red when I’m done fucking my cum into you,” he whispered. He realized after the words had slipped out that he had not meant to say them out loud, but the idea turned him on so much and that the words just slipped out along with his panting breaths.“Oh fuck, Rob… yessss…” she moaned shakily, “whatever you want… just anything… anything…”Electricity shot through him at her words. He rose behind her, turning her to take her in his arms and kiss her lips passionately. Hell, but he wanted her. Maybe he always had but refused to allow himself to admit it. He loved her as a brother, yes. But in so many other ways as well. But he wasn’t going to admit that either. “I’m yours Rob.” She whispered into their kiss, “Tell me what you want. I’m ready. Whatever you want, I’m yours.”“Go over and get on the bed.” He told her, pointing his chin in the direction of the king-sized bed in his suite. His voice was still deep, still powerful, but shaking slightly with his growing need and with the heady meaning of her whispered words. He watched as his sister crawled onto the bed erotically and knelt there looking at him expectantly.He approached her slowly, removing his tie and unbuttoning his cuffs as she watched him, his beautiful little slut waiting patiently for his command. “Take the blouse and skirt off and lay on your stomach with your head on one of the pillows, your arms crossed behind your back.” Jessie pulled off her blouse and skirt obediently and tossed them to the floor, adding her bra for good measure. As her brother had instructed, she lay on her stomach in the center of the bed, her face in the pillows, her wrists locked at the small of her back. Her entire body was shaking and her happy little pussy was already dripping in anticipation. Then she felt the bed shift under his weight. He straddled her legs and put his palms on her ass. Jessie could feel that he was naked. The hair on his legs was coarse and masculine against her smooth skin. She very nearly swooned when she felt his shaft and cum-heavy balls sliding up along the backs of her legs.Suddenly he spread her ass wide and shoved his face in her pussy. He shook his head wildly as he lathered his tongue up and down her gushing pussy-lips, penetrating her with deep, stabbing licks. Jessie had always been a vocal lover. She moaned and made little sighing sounds as he worked her over. She pushed her ass back into him and he felt her tight little pussy opening up to give him even greater access, spreading like a rose as he continued his loving assault. He slipped his hand under her and started to twirl a finger around her budding clit. Jessie’s fingers dug into her ass and she pushed herself back against his mouth. She cried out his name as she came gushing wet with his fingers on her clit and his tongue fucking her quivering little cunt.Robert crawled up beside her. “I think you liked that, didn’t you?”, he whispered into her ear. “Uhm, yeah… I liked it. That was just fucking amazing.” Jessie’s voice was quiet, breathless as her body fought to settle itself after her orgasm. “You want me to fuck you, don’t you Jessie?” Robert asked, half-teasing.“Yessss.” She groaned softly.He was lying beside her when she felt his fingers press themselves between her swollen pussy lips. First two, then three of his fingers were slowly spreading her cunt walls wide, fucking her slow and deep as her pussy walls strained to grasp them as they slid in and out of her. With the pain of being spread wide open came so did the pleasure and excitement of his fingers invading her. He kept cramming his fingers into her pussy over and over again. She could feel her wetness growing with each stroke. Fuck, the bastard was going to make her cum again even as the heat settled in her clit at the thought of being prepared for his thick cock. He was moaning too as he told her what a hot little cunt she had, what a perfect little slut she was being for him, how good it was going to feel fucking his cum deep inside of her as he slapped her perfect ass red and raw. Jessie could hear how excited he was. His voice was thick and low. She realized something that day, that she loved the feeling of power that came over her when she knew how turned on Rob was just with the idea of fucking her.Jessie shook her head wildly as he slid his fingers from her pussy and began to lick them noisily. She tasted like butter and cinnamon, he said, as he hungrily licked each of his fingers down to the knuckles. By now she was desperate for him to put his tongue or his fingers right back in there. But it was his hard cock that she so desperately needed.“Rob, fuck me. Please fuck me,” she whined. She arched her back and moved her ass backwards a little, spreading her thighs wide to offer him the perfect view of her eager pussy. Robert straddled her upper legs. He took his cock in his hand and coated it with her pussy juices. He never dreamed that this was ever going to happen and was caught completely unprepared without even a spare condom in his wallet. He slid the head of his cock to her pussy-lips, splitting them with the rounded head of his cock and started to slowly press himself deep inside of her molten heat.Jessie cried out as he moved into her, her tight pussy hugging his shaft the entire way as her lips stretched wide around his invading shaft. He did not pause but kept a long straight path straight into her, burying himself right on to the balls. As he got deeper inside of her, Robert settled himself between her legs, looking to press every blessed inch of his cock deep within her heavenly cunt.“Do you like it, Jess?”, Robert said, trying to keep control of his twitching balls.“Um, no… yes… oh, fuck yes,” she whined and whimpered.Her entire body felt full of his cock. She gripped at him with her inner muscles, squeezing and releasing, trying to get comfortable with him lodged deep inside of her. The action was like an erotic tuning fork that resonated through her, the sounds pouring out of her mouth as she moaned and cooed and wailed for more. He gripped her wrists behind her back, pinning them in an iron grip and started pumping in and out.“Ahhhh… Fucking Jesus… FUCK!” she whined.“That’s it, sis,” he grunted. “Relax and fuck me back like a good little slut.” She cried out more, wailing his name, and began to move with him, meeting every thrust of his stabbing cock.“That’s it baby, fuck me with that ass. Let me hear you. Let me hear what a hot fucking slut sounds like.” he said, each word accompanied by a solid thrust that slammed hard past her cervix to threaten her very womb.“Ah ah ahh.,.. Will… Fuckkk.. ahhh,” she moaned, her ho, panting breaths matching his own,.“You like it baby. Admit it,” Robert’s own voice was strained. He wasn’t going to last much longer and they both knew it. His strokes quickened and he started to pick up the rhythm. Jessie grunted harder as she tried to match him, pulling her knees up slightly to give him every inch of penetration he could find as he sank his meat inside her to the hilt. His rhythm was hard and fast. Both of them were concentrating on the sensations and the sounds in the room dwindled down to the slapping of his balls on her swollen pussy lips. When Jessie started to whine and cry out on the very edge of orgasm, Rob joined her, gnashing his teeth as he felt his cum seething in his balls. He fought to hold back, nearly losing it a couple of times. He pulled out almost to the tip and slammed into her again. He wanted to keep doing it over and over, fucking her forever, but the incredible warmth of her tight little cunt was making him cum and there was nothing he could do to hold it back one single moment more.“Are you close?” Rob asked, his words tight as he crushed down on his balls for all he was worth.“Yeah. Oh, fuck yeah,” Jessie whimpered back. Her cunt was being pounded raw and her clit was doing back-flips at this point. She needed to cum and badly.“Cum now, baby,” Rob said, pressing down into her, grinding his cock hard into her pussy, “Cum for me.”In that heartbeat, his cock finally twitched and burst inside of her and he cried out in sweet agony, Jessie’s own cries of orgasm nearly drowning him out. Her head was thrown back on his shoulder when she came. What was left of her mind was scattered between the fist-like tightening of her cunt muscles around his shuddering cock and the incredible sensation of his big cock shooting rope after rope of thick, potent cum straight into her, flooding her womb with his heat. Rob had wanted her to cum as close to him as possible. He wanted her to associate a mind-blowing orgasm with his erupting cock buried deep in her hot cunt. And that was exactly what Jessie thought of the next day after an hour hammering at the stair-master when she stood looking over her shoulder at her ass in the bathroom mirror. Her fingers traced the painful red circles where his thighs had spanked her madly through the rest of the night as they fucked until morning, managing to get just enough sleep to function the next day. Jessie looked at the clock above the locker room door. Hopefully by tonight, Rob’s client and his slut of a wife would be safely back on their plane home to Argentina. If her plans went well, she would be back in bed with the man of her dreams happily pounding his cum between her thighs by the time they left the tarmac. She slapped her ass-cheek hard, biting her lip at the hot pain that seared up, a memory of his last savage cum-spewing thrust, and bounced her way smiling to the showers. -- source link

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