Gavin gets Fucked

“I-I’m ready…” Gavin replied, his voice uneven, then gulping hard as if swallowing all of his doubt. “If I don’t do this now, I never will…”

Smiling softly, Chloe reached down with both hands and took hold of Gavin’s, leading him to his feet. As his face rose to meet hers, she pressed against his lips with her own, kissing fully and loving, with tongues and saliva and uncontrollable grunts of pleasure from both. Her hands rose to his face, the heel of her palm along his jaw, thumbs pointed towards his cheek bones while his hands held her waist feeling her body unconsciously buck subtly against him.

It was a strange sensation for Gavin. Not kissing Chloe. He’d done that enough times now that making out with his best friend seemed as normal as anything had ever been between them. He was familiar with her lips, her taste, her soft, heavy breasts pressed against his chest, her supple, creamy flesh in his hands, the soapy perfumed scent of her body wash infused with sweat and sex betraying her arousal; he knew it all well. What was strange, that gave his mind pause, was the stiff, hard phallic shape nudging against his bulge.

Even knowing what it was and why it was there, it was odd to have the soft, feminine touch of a woman juxtaposed with this erect thing prodding back at him. Not enough to make him back out, because though it was different, it didn’t make him freak out. It was just new, nothing more nothing less. As he considered this new sensation, he also felt Chloe’s hand’s leave his face, dropping to his waist and tugging at his shirt. He knew what that meant, lifting his arms and breaking the kiss momentarily, allowing Chloe to pull the top over his head and toss it onto Brandon’s bed.

They kissed again, with time with more fervour, almost devouring, as Chloe’s hands returned to his waist, this time following the edge of his jeans around to the metal button holding them together. Deftly she popped it out, and moved her hand lower still, clasping the zip and dragging it down too. The denim instantly parted, his strained, tented underwear poking out in the newly formed space. Gavin sighed as he felt her strap on nudge against his bulge again, this time through the thinner material of his underwear. Rather than push his jeans down further, Chloe’s hands moved back to his waist, slipping her fingers beneath the elastic.

Slowly, carefully, seductively, she inched the underwear down Gavin’s thighs, feeling his erect cock pushing against the elastic, **** to be freed. She brought them down, until only his fat tip was constrained by the lip of the boxer briefs, and there she left them. Gavin groaned into her mouth at being denied complete freedom, as her hands slipped around, her soft, tender hands gliding over his ass cheeks. She shuffled closer as her hands took a full grasp of his buttocks, holding the soft, untoned flesh in her palms and parting the cheeks, so Gavin could feel the area around his rosebud being pulled.

Moving closer also had the added effect of running the head of her thick faux cock along the length of his own shaft. A shudder ran up the length of his spine as his dick twitched, a jerk of such **** that his member threw off the shackles of his underwear and bounced up to meet hers, leaving a slimy trail along her thigh. And for a moment that was how they stayed, Gavin with his hands on her waist and clothes around his knees, Chloe still kissing him as her hands massaged his ass, both softly thrusting their hips, rubbing one cock against the other, feeling their heads bump against each other’s leg.

Until she suddenly, simply moved away, and without a word, guided Gavin to sit on her bed, confidently watching him with shimmering blue eyes. He moved, sidestepping really, with some difficulty with his clothes around his legs still, Chloe kneeling as he sat and then proceeding to help remove his clothes the rest of the way, working the denim down and off his feet before discarding them atop his t-shirt on Brandon’s bed. She moved back to him, sliding in closer on her knees, her hands sliding up over his bare legs, much the way she might have done were she giving him a blowjob. Except she never touched his cock, instead taking his legs and lifting them, angling his body to give herself a clear view of his puckered asshole beneath his balls.

With one hand still on his thigh, at least keeping that one leg aloft, she brought a hand down, sliding it along his crack and watching his asshole flutter as her fingers touched the rough, pink skin surrounding it. Her hands were warm but still felt cooler than his ass. She licked her hand, from the heel of her palm to the tip of her middle finger and repeated the motion, slipping her hand between his separated ass cheeks, wetting his crack from beneath his balls down to where his tailbone rested on the bed. Resting her fingers there, ass in her palm, she reached up with her thumb and rubbed it back and forth over his entrance.

The rough curve of her thumb was another new, strange sensation. Again, not bad, but different to a man who’d never had any more than a finger inserted during sex. This was the first time he’d had his asshole teased as foreplay, a sharp exhale escaping his mouth as he remembered what it was foreplay for. He wondered if this was what girls felt when he teased them before sex, when he massaged their lower lips, when he fingered them, when he…

As if reading his mind, Chloe took her hand away, moving it up to his cock and balls. Rather than an erotic touch, she simply held them out of her way as she leaned in and flicked her tongue against his tight hole. This was a new experience for Chloe too. She’d stuck a finger in before. Rubbing it didn’t even seem that strange given that. But tasting Gavin’s ass had been the thing which had made her hesitate. Of course, the main hang up was the pervasive thought of ‘would it taste like shit?’ Not that Chloe even knew what shit tasted like really, but she imagined it would not be pleasant. So, her first lick was tentative and just a little nervous.

Thankfully it did not taste like shit. Not even really, truly unpleasant. Just heady and sweaty, a little bitter, sort of tangy, and dare she say, subtly nutty. And with the first lick out of the way, the taste having not repulsed her, she gave him another lick, fuller this time, along the crack of his ass, over his hole, up to her hand. Again, she lapped at him, shortening the lick this time. And again, shorter still. And the next time, she didn’t even move, she planted her tongue directly upon his hole and lapped until his ass was soaking wet with saliva.

Pulling back, panting slightly, she brought her hand down from his balls and rubbed at his ass, smearing her drool all around the rim, watching as his twitching hole began to open as the nerve endings around his ass relaxed with pleasure. She sucked on her index finger, wetting it liberally, then brought it back to his hole, the combination of her saliva on both his ass and her finger allowing her to easily slide it in to the first knuckle. This now being the third finger Gavin had ever had in his ass, the second time Chloe’s finger had been inside him, it didn’t bother him much, and instead of being confused by the new sensation he was able to enjoy it.

Chloe could even have inserted her finger deeper, so accustomed now was Gavin to the feeling of a finger in his butt, but she took it slow, sliding it in and out gently just to the first knuckle and back. Breathless, Gavin sat up in his elbows, looking down over his body, past his cock and balls, to where Chloe’s hand was moving back and forth, the tip of her finger just entering him. She looked up at him with those twinkling blue eyes and smiled as she pushed the finger in, up to the second knuckle. Even that didn’t trouble Gavin now, after Ashley had pushed in two, but it was erotic to watch her, her eyes on him as she pushed her finger in deeper, fingering him faster now too. And after several quick thrusts, she pushed all the way in, until her other fingers were tight against his cheeks.

Gavin threw back his head and growled as Chloe fully penetrated him with a single digit, listening to his ass squelch as it completely enveloped her finger, her hand slapping against his cheeks with each thrust. He felt a shudder rise up his spine though the tension remained at the base running though his barely touched cock, pulsing every time Chloe shoved her finger completely inside Gavin’s ass. Every time he’d had a finger in his ass, he’d already been close to cumming either because of Hannah’s pussy or Ashley’s mouth but this time he could feel the pressure building owing to nothing but Chloe’s fingering of his butt.

Without warning she slipped her finger from his hole, a fact for which Gavin was grateful since he didn’t want to cum before they’d really begun. Before he could even look up though, he felt Chloe’s mouth wrapped around his asshole again, her tongue replacing the void where her finger had been. Her tongue was thicker but wetter, easing in and stretching him out without too much pain. Gavin looked down as he felt her tongue roll in circles opening him wider and wider, noticing that she hadn’t even bothered to move his cock this time, allowing it to lie over her head, her nose nuzzled into his balls as her tongue slid in and out of his ass.

Bringing her hand back to his hole, she didn’t even move her face as she deftly switched out her tongue for her fingers. This time she slid two digits inside while she licked and drooled around the edge of his entrance, allowing her fingers to easily slip inside, though noisily. She repeated the same technique, pushing in to the first knuckle, thrusting until he relaxed, sliding in to the second, faster, until suddenly she pushed in completely, this time with both digits and her tongue teasing his rim. She could feel his ass flexing around her fingers, rapidly, and worried he might cum soon, she pulled out completely, watching his asshole gape in the absence.

She rose to her feet and stepped close to the bed as she spat into her hand then coated her cock with her saliva, adding to the remnants of Gavin’s throat juices. She took his legs and held them spread as she looked up at his face. “Ready?” she asked, giving him one last chance.

“Yes, Chloe,” Gavin whimpered, aroused and needing to cum bad. “Please, fuck me.”

Chloe smirked, feeling so hot just hearing him say those words. She shuffled in tight to the bed, one hand holding her cock, the other on his thigh, his rosebud open for her. Though despite the stretching he’d been given by Chloe’s fingers and tongue, when he felt the head of her strap on knock against his asshole, he winced with discomfort, being widened further still as she pushed inside. Her pussy buzzed, looking down at his ass, bulging with the fat head of her faux cock. Slowly, she moved her hips, inching inside of him, then withdrawing, inching back in a little further, then withdrawing once again, though never fully, never allowing the fat head to leave its snug home inside Gavin’s ass.

So, this is what this feels like, Gavin thought, lying on his back, legs spread as a stiff, thick length entered him. He was so used to being the one doing the fucking, the thrusting, the entering. Normally in this position, looking up at Chloe, she’d be bouncing on his dick, but she was the one moving her hips, pushing her strap-on into him, he was the one responding, gripping on to the bedsheets to anchor himself as she slid back and forth along her cock, finding himself involuntarily bucking back against her as she inched in deeper still.

At first, she took it slow, giving Gavin’s ass time to accommodate to the thick, long strap-on, thinking that it was about Zack’s size and shape, and remembering how she’d felt the first time Zack fucked her ass with his cock. She didn’t like to think about that, since it usually came with remembering everything that also happened afterwards, but it had been a good learning experience and it made her considerate of what she was now doing, feeding her RealFeel dick into his ass. But once she had it in about halfway she began to increase her tempo and fluidity, rolling her hips as she took longer strokes, pulling out all the way back to the fake glans before shoving back inside again, but faster, holding each thrust for less time.

The discomfort for Gavin was fading. He couldn’t believe how good it felt to be filled and emptied, how much better the rapid repetition of the sensation made the pleasure as Chloe sped up while sinking another inch inside of him. His cock was completely erect, jutting up between, stiffer than he’d ever felt it. It swung back and forth, gently along with her movements, but as she sped up, his cock bounced more, flopping down and slapping against his stomach then up and smacking against her belly too. Each time louder and louder has she pushed in deeper and deeper and his cock whacked against her harder and harder. Until, with one final push, she was balls deep inside Gavin’s ass.

“Oh shit,” Gavin groaned, writhing against the cock in his ass. “I feel so full.”

“Yeah?” Chloe asked, leaning forward. “Does it feel good?”

“Shit, it feels amazing. I never thought I’d like it this much,” Gavin admitted, the tingling in his ass seeming to spread throughout his whole body. “I think I might cum at any minute.”

“Well, then I better start properly fucking you,” Chloe teased, lifting her knees onto the bed on either side of him. “We can’t have you cumming without giving that ass a proper work out.”

“Mmhm, yes,” Gavin moaned, sounding like every girl he’d ever fucked. “Fuck me with that big cock.”

Chloe bit her lip, aroused by hearing Gavin so eager to take her strap-on. Using her strong, well-toned thighs, she began to hump on Gavin, drawing the cock out and in of his ass with those small simple movements. She leaned in and kissed him, feeling him moan on her tongue as she slid all the way back in, her thighs slapping against his cheeks. She sped up immediately, taking short strokes but ramming him hard and deep as his arms wrapped around her, clutching at her back and ass merely holding on as Chloe took his ass with her fake cock.

He raised his ass to meet her thrusts, lifting his hips off the bed. She continued to fuck him, moving from her knees on to her feet, planting a small foot on either side of his body, for even deeper penetration. Breaking the kiss, she straightened up, grabbing Gavin’s thighs for balance while his arms fell, flung out on either side of his body. With each thrust they seemed to climb higher and higher, until Gavin was almost entirely resting on his shoulders and neck, legs bent down towards him, spread, while Chloe straddled him from above leaning forward slightly, a hand wrapped around each of Gavin’s ankles, ploughing into him from above.

Though the discomfort was no longer in his ass at the point, this position did hurt his neck a little. But he endured because the cock was sinking deeper into his ass than ever before, and he could tell by Chloe’s fluttering eyelids that she was enjoying this position too. As she bounced on him, her ass slapping against his, pushing down on the strap on with her pussy, it shoved the bulb inside her up and down, rubbing roughly against the ridges of her inner walls. She fucked him faster and harder, fucking herself faster and harder at the same time, drilling Gavin down into the bed.

“Fuck, yes, Chloe, keep going,” Gavin encouraged, jaw hanging open. “That’s it, that’s it, yes, you’re gonna make me cum.”

“Yeeeessss, me too Gavin,” Chloe grunted, fucking him even harder, though he didn’t think that possible, at the promise of imminent climax. “Cum with me, Gavin. Cum with me!”

Permission was apparently all Gavin needed, the sensation in his balls building, rising through his shaft at Chloe’s words. Too late Gavin realised where his cock was, between his spread legs, above, pointed straight at him. He only had time to see his slit expand before seconds later he was smacked in the face by a rope of cum from his own cock leaving a streak from head to chin, right over his glasses. The next landed over his nose and lips. Then his gaping mouth and chest, the thick, salty taste of cum instantly invading his tongue.

At the same time, true to her word, Chloe’s climax struck too, the combination of the wide bulb rubbing her walls and the sight of Gavin cumming over himself setting her off. Her pussy twitched and spasmed, sending bolts of mind numbing, muscle jerking delight rippling through her central nervous system. She squirted, the fluid flooding her pussy, along with Gavin’s ass clenching around the cock, pulled the bulb out of her pussy as she bucked involuntarily with her climax. Free and uninhibited now her pussy gaped and gushed and sprayed, Chloe too lost in her own pleasure to stop herself squirting all over Gavin.

It was several minutes later before Chloe, spent and empty, collapsed on the bed, and the last drop of cum dripped from Gavin’s cock. He too fell, sideways, sprawled out on the bed, a mess of squirt and cum and sweat, with Chloe’s cock still wedged firmly inside his ass.