Smiling up at him, Casey licks the tip of his cock, then stands up. Grabbing his hand, she helps Mike to his feet, then leads him to the bathroom. After sharing a quick shower, they put on bathrobes and open another bottle of wine.
It’s time for Mike to get to know Casey better. If today’s session was any indication, he’s pretty sure he’s found himself a new regular.
#####
AGGRESSIVE & FILTHY: VOLUME 41
Terry Hart has been with hundreds of women over the years, most of which he’s never even thought about again, let alone considered going back to. And of the few that he’s thought about revisiting, only with a small fraction of them has he ever actually made the effort to see again.
One such woman, however, was Bonnie. An anal enthusiast like no other woman he’d ever met, Bonnie preferred to get fucked in the ass instead of the pussy any day of the week. And she wasn’t afraid to get a little creative, whether it be with toys or tongues or whatever else was on-hand. She was a true anal junky, which suited Terry perfectly.
#
Terry met Bonnie in Florida at a charity function for some foundation or another. It had been a typical boring display of wealthy people giving away a bunch of money to make themselves feel better about how lucky they’d been over the years, just like all the others he’d been to. But for some reason this one was bothering him more than most, so he excused himself in the middle of the auction and made his way into the bar of the swanky resort that was hosting the event.
He was just sitting down to order a drink when Bonnie approached him. She wasn’t the most gorgeous woman Terry had ever seen (or fucked, for that matter) but she was certainly sexy enough. Erotic rather than cute—which was how he preferred his women, to be perfectly honest—with a slutty, heavily made-up face, teased-up brown hair, and a small, lithe, absolutely rocking body. No tits to speak of, but toned arms, a flat stomach, perfect skin, long, shapely legs and a tight, tiny little ass, all of which were on display due to the completely inappropriate denim vest and tiny denim skirt she was wearing.
Bonnie told Terry she’d seen him leave the auction and was wondering why. He told her because he was bored stiff. She replied that she was too, then suggested that they be bored stiff together, preferably up in her suite. Terry said that sounded like a great idea and they proceeded to the elevator.
#
Shortly after entering Bonnie’s suite, she leads Terry to the living room couch and sits him down, then disappears into the bedroom. When she comes back out a few seconds later she’s carrying a black leather bag in her hand and her clothes have magically disappeared, including her panties, if she’d even been wearing any.
She drops down onto her hands and knees in the middle of the floor, facing away from Terry so her ass is staring right at him. Turning her upper body slightly so he can see her face, Bonnie sticks two fingers into her mouth to get them wet, then reaches back and slides them into her asshole.
She moves them in and out a couple of times, then pulls them out of her asshole and licks them clean. She reaches back again and this time slides three fingers into her asshole. After working them around for a little while, Bonnie adds her pinky into the mix, making it four fingers in her asshole total.
Bonnie continues looking back at Terry while she bangs herself, forcing her fingers deeper inside her asshole until they’ve all but completely disappeared. After shifting her body so she’s lying on her side, her ass still facing him, her upper body propped up on one elbow, he winks at him and then pulls her fingers out and sticks them in her mouth.
While Terry watches on intently, his cock pressing hard against the material of his pants, Bonnie pushes her fingers deep down her throat, gagging herself, before sliding them back out.
Smiling widely, completely enjoying herself, Bonnie reaches into her black leather bag and grabs a red-colored glass dildo that is at least 10 inches long and the width of a half dollar. She slides the dildo in her mouth, taking it more than halfway down, lubing it up with her spit. Once it’s coated with her saliva, she reaches back and presses the head of it against her asshole, letting out the tiniest of gasps as it slips inside her.
Bonnie works the dildo and out, moving it further and further down every time, until almost the entire thing is inside of her. With just an inch or two sticking out, she lets go of the dildo.
Then, using only her ass, Bonnie squeezes the dildo out, revealing it inch by inch, until it falls out of her asshole and hits the carpet.
Giggling, she picks the dildo up and sticks it back into her mouth. Looking intently at Terry, she cleans it of her ass juices, taking it almost completely down her throat and holding it there for a few seconds before gagging and letting it slide out of her mouth.
But Bonnie’s ass display isn’t over with yet. Not by a long shot. She discards the red glass dildo and grabs a giant latex one. It’s more than a foot long and the width of a soda can, complete with a bulge on the bottom in the shape of a ball sack and a suction-cup underneath, which can serve to hold it in place if necessary.
Terry smiles and shakes his head in wonder, curious how she’s going to fit that monster in her asshole but content to find out. His cock is pressing painfully against his pants but he doesn’t make an adjustment yet. He’s trying to hold off as long as possible to free his cock, just to see how long he can take the discomfort.
Sitting cross-legged on her ass directly in front of Terry, facing him, less than two feet away, Bonnie brings the monster dildo to her mouth and tries to suck on the tip of it, but it’s so huge that she can barely even fit the whole thing into her mouth. After forcing it as far as it will go, she finally gets her mouth around the massive head, but can only hold it for a couple of seconds. It’s simply too big for her to handle.
Bonnie gives him a smiling little shrug of an apology, then sticks all four of her fingers into her mouth, jamming them as far back as they’ll go, forcing herself to cough and gag. While staring at Terry the whole time, she pulls her fingers from her mouth and positions her head so it’s facing straight down, her mouth directly above the monster dildo, which is sitting on the floor in front of her, sticking straight up, the tip nearly touching her chin.
She opens her mouth, releasing a thick stream of built-up saliva onto the tip of the dildo, then works the spit in with her hands, getting it all wet and slippery. Once the top half of the dildo is nice and lubed up, Bonnie climbs to her feet, positioning herself so she’s directly above the dildo.
Holding the dildo upright with one hand, Bonnie squats down, guiding her asshole to the tip, then sitting on her back legs and letting her ass drop, forcing the head of the coke-can sized latex cock into her asshole.
Bonnie lets out a low moan, followed by a run of obscenities as the dildo enters her anus. She holds her body there for a moment, hovering over the dildo, it’s head inside her asshole but not going anywhere.
She takes a deep breath and lets it out gradually, then starts moving her body slowly up and down, forcing the dildo deeper inside her asshole with every pass.
Terry is amazed. And his cock is too. He can’t take the pressure of it pressing against his pants any longer, so he unzips the fly and releases it. His cock pops out, sticking straight up, straining towards the ceiling.
Bonnie looks at Terry’s cock approvingly, and it seems to get her more excited, as she starts rubbing her clit with her free hand while going to town on the dildo more aggressively, forcing it further and further into her asshole.
As Terry looks on, his hand now wrapped firmly around his cock and jerking it slowly, Bonnie turns her body around so she’s facing away from him. Now he’s got a direct view to her perfect ass and the enormous dildo sticking out of her asshole.
With her ass to him, allowing him to see everything, she begins moving her body up and down some more, forcing the dildo further and further into her asshole, stretching it out, causing her to curse and moan in pleasure.
Finally, after a good two minutes of impal
ing herself on the massive dildo, she lifts her body up and off it. It pops out of her asshole with an audible sound, leaving it gaping.
Bonnie again turns towards Terry, grabs the dildo, and jams it into her mouth, sucking her ass juices off it as best she can. After pulling it out of her mouth and discarding it, she drops to her hands and knees and starts crawling toward him.
He’s been watching the display intently, his hand on his cock the entire time, jerking himself off while she put on her show. Now she takes over, crawling over to him and grabbing hold of his stiff cock.
Terry is expecting her to stick it in her mouth but Bonnie has other plans. Holding firmly onto his cock, she climbs to her feet, then onto the couch, her feet on the cushions, her body poised directly over his.
Looking down at him intently, Bonnie squats, dropping her ass towards him. Still holding tightly onto his cock, she guides the tip of it into her asshole and drops her body down.
Her asshole is still gaping from the massive dildo, and it swallows Terry’s cock with ease as she continues pushing her body down, engulfing his entire cock until he’s balls deep inside her.
Once she’s swallowed the whole thing, Bonnie remains seated, her ass pressing down atop his groin. She leans in and attaches her mouth to his they make out while she starts riding his cock, moving forward and back atop him, keeping his cock planted deep in her asshole the entire time.
After a short while, Bonnie breaks off the kiss. She lifts her body up so she’s perpendicular to him, then grabs the back of the couch for support and starts moving up and down on his cock.
She starts slowly, lifting up until almost his whole cock is free of her asshole, with just the tip still inside her, then drops down onto him, slowly but forcefully, engulfing his entire cock once again.
Staring down at Terry intently, Bonnie does this again, and again, moving faster each time, until she’s hammering away at him, her entire body slamming down onto his at the end of every thrust. She’s bouncing away, her small tits quivering, her hair flying everywhere, covering her face, moving her body insanely fast but somehow still taking the entire length of his cock with every pump.
After a full minute of squatting on Terry’s cock, Bonnie finally drops to her knees, straddling him proper now, her shins on the couch and her hands on his chest.
Bonnie takes a few seconds to recover, then starts pounding away at Terry again, using her hands for leverage, allowing her to lift her entire body off his cock before slamming down into him.
No longer willing to be completely passive, Terry starts lifting his hips up as their bodies slam together, allowing him to penetrate her asshole further. This seems to excite Bonnie even more, as the pitch of her moans grow louder and her bucking grows more frantic.
Needing to take his mind off the pleasure he’s feeling, Terry reaches out and grabs ahold of Bonnie’s small but perfectly proportional tits, one in each hand. He gives them a squeeze, eliciting a little yelp from Bonnie, followed by a smile and a nod.
Terry takes this as a good sign, and squeezes her tits more tightly. Bonnie responds with a low growl of pleasure and runs her hands up Terry’s chest until she has ahold of his throat. She gives it a little squeeze, not too tight, but enough that he can feel it.
Smiling, Terry gets excited at this escalation. He takes it as a sign that Bonnie is willing to take things further. He decides to see just how far she wants to go.
Terry releases his hold on Bonnie’s tits and grabs her throat with one hand. He gives it a little squeeze, then relaxes a bit. Time to see if Bonnie is willing to play.
She is.
While continuing to bounce on Terry’s cock, Bonnie squeezes his throat more tightly, responding to his escalation in kind. Smiling like a demon, she keeps a tight grip around it for a good five seconds before letting go.
Terry returns the favor, squeezing Bonnie’s throat tightly while ramping up his thrusts from below, hammering away at her asshole while continuing to choke her. He holds on until her face starts to turn red, then releases her throat.
Bonnie shudders and gasps and starts to hammering herself down onto Terry with a newfound enthusiasm, slamming her body into his harder than ever and forcing his cock deeper and deeper into her asshole.
From there they continue to get rougher and rougher with each other while still fucking all the while.
Bonnie grabs ahold of Terry’s hair and yanks his head back. He does the same. She smacks him in the chest with an open palm. He returns the favor, smacking her tits, one at a time until they’re red. She takes things to a whole different level, smacking him in the face with an open palm. He replies in kind.
They continue on like this, Bonnie setting the tone by doing something to Terry before he does it back to her, still fucking the entire time, as Bonnie rises closer and closer to orgasm.
It isn’t until Bonnie has one hand wrapped around Terry’s throat and the other continually smacking his face while he does the exact same thing to her simultaneously that she’s able to cum.
She does so in a profoundly deep, shuddering gasp, her entire body quivering and shaking for a full five seconds while a guttural growl escapes from her throat. Her hand quickly flies down to her pussy and she desperately attacks her clit, causing it to squirt pussy juices all over Terry’s chest, drenching him as he just watches on, marveling at the intensity of her orgasm.
Once Bonnie has fallen still, she climbs up off of Terry, letting his cock slide out of her asshole. She drops to her knees in between his legs and licks her pussy juices off his chest, gathering them in her mouth before spitting them onto his cock and then taking it in her mouth.
Maintaining eye contact, Bonnie blows Terry, cleaning his cock of her ass and pussy juices, bouncing her head up and down on it while her hands works his balls.
After she’s finished sucking Terry’s cock, Bonnie drops her head down lower and takes his ballsack in her mouth. With one hand jerking him off, she works his testicles between her lips, sucking on them and bouncing them off of each other, then letting one slide out of her mouth while keeping the other one inside.
Bonnie pulls down on Terry’s sack with her mouth, her lips wrapped around one of his balls while she continues to jerk him off, the pressure intensified by the tension created with her mouth pulling on his sack, making his foreskin that much more tight, and therefore, sensitive.
Shortly after Terry shifts position to relieve some of the discomfort—as wonderful as it is—Bonnie takes things a step further.
Working intently, completely focused on what she’s doing, Bonnie releases both his balls and his cock. As Terry takes a moment to recover, she slips her hands under his legs, her palms on his hamstrings, right below his butt, and pushes his legs up, tilting his body back just enough to lift his ass off the couch and make his asshole accessible to her.
Realizing where this is going and loving every second of it, Terry tilts his body back even further and hooks his arms under his knees, holding his legs in place, allowing Bonnie to concentrate all her energy on his asshole without having to worry about keeping him in position.
Bonnie doesn’t waste any time, touching the tip of her tongue to Terry’s asshole. He takes a deep breath lets it out slowly, trying to maintain his composure. Bonnie sees him struggling and flashes an evil grin, then starts going to work in earnest.
Holding his ass open with her hands, Bonnie runs her tongue up from the bottom of his asshole to the base of his balls, lapping at him like a kitten drinking milk.
She works his cock with her hand, jerking him off while licking his asshole, her wet tongue soft and warm against his anus. It’s filthy and perverted and disgusting and incredibly awesome.
After getting his asshole nice and warmed up, Bonnie takes things even further. She makes her tongue rigid and presses her face against Terry’s ass, forcing her tongue inside his anus. She holds it there for a moment, not moving, before flicking it around and then moving her head forward and back, tongue-fucking
his asshole.
Terry can barely handle it; it just feels too good. He’s right on the verge of cumming, trying desperately to hold on, hoping that more of the same is to come.
Bonnie senses how close he is and slides her tongue out of his asshole. She then gives him a moment to recover, gently sucking on his balls for a short time while looking up at him. Terry is staring down at her, mesmerized by her nastiness.
She sees him watching and gives him a little wink before going to work on his asshole once again. This time she sticks her index finger into her mouth, lubing it up, then rubs the outside of his asshole with it.
After rubbing around for a bit she sets the tip of her finger directly on his asshole and pushes just a hair, not enough for her finger to slip inside him, but pretty damn close.
Terry’s breath is ragged now and his eyes wide with excitement. He’s ready for her to penetrate his asshole with her finger, waiting desperately for it , silently begging her to do it.
Bonnie knows this and milks it for all it’s worth, pressing her finger forward just slightly, teasing him with it, pushing just hard enough so she comes as close to penetrating his asshole without actually doing so.
Then, after what seems like a century, her finger finally breaks the seal, sliding into his asshole to the knuckle.
Terry lets out a low, guttural groan, eliciting a huge smile from Bonnie. She doesn’t let up, however, pushing her finger deeper inside his asshole before sliding it part of the way back out.
She works his asshole slowly with her finger, moving it back and forth, forcing it deeper and deeper inside him with every thrust.
Bonnie amplifies the sensation by wrapping her lips around his cock and blowing him, slowly at first, but quickly picking up speed with both her finger and mouth as though they are connected.
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