Rolling 20s (closed to Sindy)

[Obuzeti]

Matthew set out the last of the sheets and whistled softly as he glanced across the coffee table - game night was set up, and it was geared to be a good night. Reference books sat stacked on one end, with the board in the middle and all the pieces set out already. He already knew who played what, but one figurine remained untouched; the voluptuous pale body of an elf, her body torqued back as she drew back an arrow in her bow. Snug in leaflike clothing that barely covered her heavy tits and curvy body, it was his secret indulgence when he had ordered all the figures for the group. He was definitely never going to play as her, but Vanessa Ravenhair's body had dominated his wet dreams since he first saw an illustration of her at fourteen, and he couldn't have skipped out on a chance to finally have a piece of her.

He glanced at the table, already set up, then at the figurine, and finally at the clock as he brushed dark blond hair out of his eyes. He had about fifty minutes before the rest of the crew was due to arrive, and he was running a little warm already.

Fuck it.

Clicking up a picture of the elven beauty, leaning forward to allow her luscious tits to spill out against her breast bindings, Matthew pulled his shirt up to reveal a flat ripple of muscle across his abdomen, then undid his pants and gripped his thick member, stroking it slowly as he closed his eyes. Lips pursed, he ran a finger along the pulsing vein underneath, then settled to a slow, rhythmic jerking at the base of his cock as he imagined those lush lips settling about the fat head atop his shaft, suckling softly.

He'd squeeze one out before they all got here, and then he'd be able to keep his mind on the game, instead of being a horndog all night like Johnboy.

 

[SindyNC17]

http://img.ifcdn.com/images/2325b49a0f2644cdb36c045bb1dcfef369685b2d9b2c30d12827063822ac271f_1.jpg

Sindy had big plans for this weekend. That is of course until her shithead boyfriend Mark had canceled their trip to the beach at the last minute. He'd called her earlier that day and said that he couldn't go. When she pressed him about why, he'd said a whole bunch of nonsense about how she dressed, and flirted, and just generally that he was insecure and was worried she was cheating on him. The nerve!

Of course, she was cheating. One dick, no matter how great (and his was nothing amazing), was enough for Sindy. But he didn't have any proof! After that call she told him not to bother calling back. And now, she was trapped at her parents house all weekend, since Mark had picked her up from school and taken her back to town for the long weekend. Oh well. At least her parents were gone and she'd have the house to herself until her mother got home to drive her back to school on Monday. Well, mostly to herself. Her brother was there, but he was usually quiet and didn't bug her. Tonight he was doing some game thing, and she planned on posting up in her room and fucking around with some guys online, maybe turn her cam on. In the meantime, she headed down to the kitchen to get a drink, since she didn't wanna fight through a sea of nerds once they started playing.

Clad in her pajamas, in this case a pair of black boyshorts and a pink tank top emblazoned with "Slutty Princess" in purple glitter, she wandered into the kitchen and stopped cold. As she looked on with wide eyes, her brother was hunched over his computer at the big kitchen table, surrounded by little figures, and furiously masturbating.

"Matthew what the fuck!?"

 

[Obuzeti]

Matthew jerked and glanced up, eyes wide for a speechless, unbelievably awkward moment.

"Ah." He said, after a beat. "It appears you've caught me with my pants down."

The horrible joke restored his equilibrium, and he glanced down nonchalantly and tried to stuff himself back into his pants. It didn't work; the heavy shaft was too long to fit back into his underwear, and he wasn't eager to try closing the zipper of his fly over his bare cock like that. He gave it up as a loss and looked back at Sindy, shrugging. "This is exactly what it looks like. My bad, I guess? I thought you'd be busy all night again, and I was impatient."

Pants weren't an option, so instead he scooted up to the coffee table, hiding his massive erection beneath it. There was a faint thump as it bobbed with his pulse and tapped against the underside of the wooden table.

 

[SindyNC17]

Sindy huffed, looking at the floor and shaking her head. She'd known her brother was a perv. She'd caught him peeking at her as she got out of the shower a few times, but she didn't know he was prone to just jacking off all over the house.

While she knew about him spying on her, what he didn't know was that secretly, she liked it. She was an exhibitionist at heart. She loved to be watched. A few weeks ago she'd been in the media room at college, sucking off some big dicked guy (some senior who'd bought her beer), when she noticed out of the corner of her eye that one of the nerdy AV guys was watching through the cracked door. Instead of stopping, she'd intensified the cock sucking, adding in a few extra moans and pulling her top down to cradle her big tits in her palms. When the guy she was blowing finally exploded all over her face, she'd licked her lips and given the peeper a wink.

But this was her brother...sure, she'd thought about it in her fantasies, but seeing was different...right?

What she didn't have any questions about was that luscious hardon he'd tried to hide. Sindy'd had her share (and then some) of dick, but his was a keeper, she knew. In any case, the least she could do, as a big sister, was fuck with him a little bit.

She raised her head, hands on her hips and arched a brow at Matt.

"My bad? Geezus Matt...the least you could do is warn a girl...Just tell me when you need some alone time..."

 

[Obuzeti]

"Sure, let me go up to your room and tell you I'm whacking it, please don't bother me while I'm masturbating." Matthew droned, and cracked a wry smile. "Besides, if I specifically tell you to do anything, you take special care to not do that. If I asked for some alone time you'd have just shown up with a camera instead."

He gestured at himself, pants still undone, a teasing hint of wiry hair still visible just below his Adonis's belt, that low rim of muscle slung just over the hips. "And unfortunately, I'm not quite ready for my big debut on the porn star stage. I still need an alias. Maximum Hardwood, Dirk Thickly, Abs MacFlexerson. Something like that."

A slight pause, and then he cocked an eyebrow at his sister. "Look, if you just stand there and watch me for much longer I'm going to assume you want another free show, because I am not going to go into game night with it all hanging out like this."

He couldn't wait for it to just die down either; not with his sister there, in those skintight clothes. The top was just loose enough that he could see an inch or two of side cleavage, and he'd always been a sucker for a good rack. Knowing Sindy, she'd take full fucking advantage of it.

 

[SindyNC17]

Sindy smirked and cocked her hip out, giving him an amused look. Her brother, dork that he was, talked a lot of shit, and she was used to it. Typically when she called him on it he'd make some snyde comment and back off, and that's what she planned on here.

She stunted over and slowly slipped to her knees in before him. She didn't make any move to touch him, but knelt there with her hands flat on her thighs, waiting, as she stared up at Matt.

"Well then, get it over with so I don't have to worry about you jizzing all over the house this weekend."

Even as she said it, trying to sound sarcastic, she felt a tingle in her nethers. She was playing chicken with him, but the more she thought about it, she had to wonder if she really wanted him to swerve.

 

[Obuzeti]

Matthew met Sindy's eyes, his lazy, half-lidded chestnuts matching hers. "Oh, call my bluff, will you?" he asked, one corner of his mouth curling upwards. " . . . Alright then."

He shifted backwards, straightening up until the thick shaft of his cock pulled back up from beneath the table. Holding his sister's gaze, he leaned back against his chair and simply let the tableau sit for a moment - his sister, kneeling before him, his legs spread wide, his member bare and throbbing in the air through the unzipped fly of his pants.

"You know." Matthew said, almost conversationally, as he wrapped one hand slowly around his cock, "I can't say I haven't thought about this exact thing. Not to creep you out or anything, Sindy, but - I'm male and not dead. This could be a little hot, even."

His hand slowly begins to stroke along the broad column of his penis, a leisurely pace that matches his relaxed words.

 

[SindyNC17]

As his half-hard cock sprung free from beneath the table, Sindy had to fight to keep the look from her face. The look being the "Holy fuck my brother has a monstrous cock" look. She kept her poker face, mostly, but her eyes widened slightly, betraying her. If he looked closely, he might have been able to see her breathing quicken a bit.

She rolled her eyes and looked up at Matt, arching a slender red brow and smirking as she knelt before him.

"Seriously? You've fantasized about me kneeling in front of you while you jerk off?" She said it sarcastically, but she honestly wanted to know what fantasies he might have had about her. She knew this tactic was dancing dangerously on the lip of the volcano, but fuck it...she'd been scorned tonight, what better time to make some bad decisions?

 

[Obuzeti]

"Well," Matthew murmured, his smile widening slightly. "Your mouth would usually be busy doing something besides talking, but yeah."

He shifted a little in his chair, legs falling open just a little wider as he watched Sindy's attention lock onto his cock like a laser-guided missile. "To be honest, I always pictured you on your knees . . . your hands on my thighs . . . your lips locked around me. I've heard a few stories about your ability to give head, sis. I've heard it's legendary. I can't help but be a little jealous at what I'm missing."

He shrugged, a tiny movement of his shoulders as he continues to steadily jack himself off, his hand wrapped about the base of his cock and slowly pumping. "So yeah. I've had a fantasy or two about you on your knees in front of me. That's okay, isn't it?"

 

[SindyNC17]

Sindy was stunned. At the fact that her brother was sitting in a chair in their kitchen, teasingly stroking his cock inches from her face. At the fact that he was openly, unashamedly telling her he'd fantasized about her going down on him, and that he'd heard stories about her sucking dick.

...but mainly, at the fact that she fucking wanted to.

She bit her lip, mainly to check and see if she was drooling. As she did, she reached out and rested her palms on his thighs, fingertips slowly dancing up his skin.

"Oh you've heard stories? From who?"

 

[Obuzeti]

"Some of the guys at school." Matthew replies, casual, as his pace slows in response to Sindy's advance. Her fingernails prick on his thighs and send goosebumps all the way down his back and legs, but he stays steady. "Heard a pretty fucking hot story about you in the AV room, once, going down on a guy. He couldn't put two words together about it without popping a boner."

His hand loosens. Now he's just gently cradling his thick cock in one hand, two fingers stroking under the shaft, keeping himself throbbingly erect without overwhelming himself. The rock-hard length bobs with his heartbeat, and the sound of his pulse is roaring in Matthew's ears, as his eyes finally drop to Sindy's plush, luscious lips.

"You must have put on a hell of a show." he says, voice husky.

 

[SindyNC17]

Fuck Sindy thought to herself. She assumed since Matt was in his last year of high school and she was away at college that those stories wouldn't travel. Apparently she was wrong...but the important thing was...he liked it.

This whole game had started out as just that. A game. But now shit was getting real, and Sindy's better judgement, what little there was, had left her. Her nipples were poking annoyingly at her top, and she wanted to peel it off. Her shorts were too tight around her plump ass, and she wanted them gone too.

But mostly, her mouth was watering, wanting that pulsing mushroom tip resting on her tongue. That thick rod easing slowly into her throat...

...Fuck it. This is happening

With that thought, Sindy bowed her head and parted her glossy pink lips, taking Matts twitching prick in her mouth, engulfing his head. She swirled her tongue round him, letting out a low, satisfied moan as she tasted his precum, the moan reverberating against his sensitive flesh.

 

[Obuzeti]

Matthew sucked in a breath as Sindy's lips closed about his cock, his eyelids fluttering for a moment. He'd been half-certain she wouldn't go for it. But with his head firmly cradled in her mouth, her tongue working him, he knew he was fucking lucky.

"Damn." he hissed, free hand clenching on the armrest of his chair. His other hand drifted back to the other armrest, releasing his shaft to let Sindy work her magic. Wood popped as tense muscles flexed in his forearms, leaving them rigid and standing out beneath his skin.

He locked eyes with Sindy again, mouth parted slightly from the wet, hot shock, and inclined his head challengingly. Words didn't seem to be working for him at the moment, though.

 

[SindyNC17]

Holy fuck...I have Matts dick in my mouth...

She was still in shock, even though she'd done it herself. But that initial shock only lasted for about 15 seconds, before her slut instincts kicked in, and her brain got fully behind swallowing this cock.

Get it nice and wet...twist and stroke...suck on his balls when he's close... all the old mantras came flooding back.

As he laid back in the chair she rose up higher on her knees to get a better angle. Her slender fingers closed around his thick shaft, not even close to touching as she began twisting and jerking in rhythm with her mouth, his veiny length glistening in no time. The whole time her sparkling eyes were locked on his.

For now, the only sounds in the room were those of his breathing, and the wet sounds of her slurping and stroking his wonderful prick.

 

[Obuzeti]

A noise escaped Matthew, not even a whole word - just an extended hiss of air, forced from him by the wet press of tongue and lips and fingers on his achingly-hard cock. The chair groaned again as his legs tensed, the balls of his feet grinding against the floor hard as he bit his lip and his eyes closed involuntarily.

The shock of being discovered had blown back his limit, but Sindy's talented cocksucking was making short work of his control. He forced his breathing to steady, unclenching the tensed muscles of his abdomen. There was no way he was going to blow quickly now that he'd finally gotten his sister's sexy mouth locked around his cock.

"Not bad." he finally managed, offering a faint, cocky smile down at Sindy, though it stuttered on her next suck and twist, along with his breath.

 

[SindyNC17]

Oh, so we're a fucking wise ass now huh? I got something for you motherfucker...

Sindy was dutifully sucking him off, her wrist twisting as she stroked him, her free hand resting on his thigh, her lips exerting enough pressure to massage his shaft but not so much suction that it was painful.

At Matts comment, however, her tactic changed. She let him slide free from her lips, a thin strand of precum connecting her lip to his swollen member. Sitting back, she slowly peeled off the tight tank, the thin fabric relieved to release her massive breasts, 34DDD and full, her pink nipples erect. She cupped her tits in her palms before leaning close to press them tightly around his cock, her head bowed as she dripped a stream of thick saliva between the swell of her cleavage. The gob landed on his mushroom tip and she began working her tits up and down, slowly but snugly.

"Mmm did you fantasize about this too little brother?"

 

[Obuzeti]

As Sindy's plump tits came out from beneath her shirt, Matthew stopped talking at all. The pleasant jiggle of her bountiful chest, and the promise of what that meant, completely consumed his attention.

And then she went and did it, her breasts closing to squeeze about his cock in a warm, soft vice that made him nearly draw blood from his lip as he worried it with his teeth. A daub of wetness only added to the sinful clutch as he involuntarily bucked his hips up into his sister's bosom, the thick head of his cock sliding up between them and stealing his breath in a faint wheeze.

"Yeah." he managed, eyes shut tight, as one foot started to bounce uncontrollably.

 

[SindyNC17]

Sindy couldn't help but look up at him with a wicked smirk, his cock sliding beautifully between her crushing bosom and bouncing against her chin with every buck of his hips. As he shut his eyes she only squeezed her pillowy orbs tighter around his prick, her fingertips pushing her nipples together so they touched and formed a perfect simulation of a fleshy cunt for him to plow through. She rocked her whole body forward and back from her spot on her knees before him, her little slit beginning to tingle again. She'd always loved a good tit fucking, and with a veiny dick the size of what Matt had, she was loving it.

"Oh no...don't close those eyes...watch me little brother...watch your big dick fucking these tits you dreamt about..."

 

[Obuzeti]

Matthew hummed in acknowledgement shakily, and opened his eyes. The sight was glorious - Sindy's heavy tits wrapped around his cock, her body rocking back and forth to stimulate him even as he thrust up into that fleshy crevice, fucking her tits with every bounce of his hips. It made his mouth dry.

"Mn, and is this what you wanted?" he groaned, reaching out to cup Sindy's face in one hand, his thumb running over her velvet lips and gently pressing between them. "To have your mouth and hands and tits all over some throbbing cock? No matter whose it is?"

His hand trailed down from her face to wrap about one of hers on her prodigious breasts, as his thumb began to press and circle about her taut nipple even as she continued to titfuck him.

 

[SindyNC17]

Sindy licked her lips and nodded up at him from her knees, picking up her pace a bit as he spoke. She was working his cock feverishly now, the mound of cleavage encasing his meaty shaft glistening with a delicious mixture of his precum and her saliva.

She bowed her head and added to the mix, pausing her stroking and spitting lewdly onto his throbbing head, working her big pillowy fuck bags in opposite directions, massaging that lubricating spittle in nicely before she resumed sliding her titties up and down his length.

"Well...I...never...thought...I'd be...tit fucking my brother...but...a nice cock...is a nice cock..."

 

[Obuzeti]

Matthew laughed, strained. His thighs were starting to flex no matter how he evened his breathing - the perfect friction of soft, wet tit on his cock was driving him inevitably towards his finish, and he was really starting to get tired of denying it.

"Well . . . this nice cock . . . is about to blow a load all over you, sis - are you ready?" he managed to bite out, bottom lip caught between his teeth. His fat head, shining with spit, had turned swollen and red; the vein running underneath his shaft pulsated, ready to pump shot after shot of thick cum out of his balls.

 

[SindyNC17]

In the course of their banter Sindy had lost track of just how much this entire situation was turning her on. As her brother proclaimed he was about to cum, she could feel his thickness throbbing between her tits and she slowed her pace down a bit. She focused on squeezing his member more tightly between her breasts, making long, even strokes, touching every inch of his amazing dick. She found when a guy was on the edge, slowing down a bit could make them blast all that much more, and that's what she wanted.

"Mmm fuck yes Matt..." Her voice was husky. She wasn't teasing anymore. Now she was just hungry. "Cum for me Matt...give your sister that load all over my tits...Cum all over me Matt"

 

[Obuzeti]

Both of Matthew's hands clamped on Sindy's shoulders, and his hips bucked upwards, thrusting his fat cock into her jiggling cleavage once, twice, three times; then his shaft jerked, and began to spurt long, white jets of cum that plastered themselves against his sister's chin and chest. It took maybe twenty seconds for his orgasm to completely die down, and the last residual twitches to tremble their way out of his hips, and in that time he left a wet, marked mess of Sindy's chest and neck with a grand pearl necklace, and one fat streak of cum that had landed on her cheek.

"Holy shit, Sindy." he panted, his hands sliding down to gently palm her tits, thumbs swirling the wet trails of his seed into her plump, stiff nipples. "That was - surreal. That was no story, that was wet fucking gospel."

He gives her a faint grin, eyebrows raised. "I'm a believer, now."

Even with its load spent, his shaft still sits comfortably in the vise of her tits, sliding up and down with each breath between the pair.

 

[SindyNC17]

Sindy gasped as the first shot rocketed up between her tits and splashed off her chin. She continued to slide her fleshy mounds over his thick shaft as he twitched and unloaded on her, making a mess of her in no time.

When he was finally spent, she grinned at his praise and let his still hard cock slip free as she bent to take him in her mouth once more. She lovingly moaned as she sucked him clean, her tongue bathing every inch of him so as not to waste it.

 

[Obuzeti]

Matthew's head fell back and he groaned as Sindy sucked him clean, the suction of her mouth drawing out the last few dregs of his seed. "Damn, Sindy." he murmured, again. "Goddamn."

And then his phone buzzed. With a sigh and a last stroke of Sindy's red hair, Matthew glanced aside at it.

Here bringing pizza plz door

"Guys are here." he said regretfully, gently pressing Sindy back with a palm on her shoulder. "And as much as I'd like to bend you over a table and fuck you, I'm pretty sure I'm shot for the night - because I don't know how I could have anything left after that."

His left eye closed in a slow wink. "I'll have to return the favor sometime."

Matthew leaned down and kissed Sindy, slow, lingeringly, completely unhesitant of the taste of his own shaft in her mouth. His tongue swiped teasingly against her lips before he pulled back and began doing back up his pants, tucking his deflated length back into his briefs.