He's tried but temptation gets to him

It was the next evening and to say that Cass was suffering would be the understatement of the century, the toy in his ass had been tormenting him all day. After getting home last night he'd barely been able to stand, his legs trembling and weak whenever his butt clenched tightly around the plug, getting to sleep had been an absolute nightmare, his cock still sore from his escapades earlier in the day but aching hard despite everything, any attempts to rub his cock though seemed to bring him no relief, only making his arousal all that much worse. Eventually he drifted off to sleep but his rest was constantly interrupted by dreams of Jana either punishing or pleasuring him, either way they lead to the same result of him waking up covered in sweat, hopelessly aroused and his little prick painfully erect.

That morning in the shower he had removed the toy from his aching hole to wash himself, finding his asshole tender to the touch but any attempts to clean had him biting his lips as his tiny dick was stiff and throbbing in response. When it came time to put the toy back in, it had been an entire ordeal, his attempts to put it back in were unsuccessful and it led to him just teasing himself relentlessly with the girthy plug. Finally when he was able to get it back inside he ended up climaxing on the spot, the way the stiff toy pushed up against his prostate triggered a powerful orgasm that took him to his knees. All in all, the trials had led him to feeling even more wretched than when he had awoken, his shower and subsequent orgasm providing no respite for his tribulations.

Not to mention that he had to come into work early today, he was required to set up the bar for tonight and just the walk into work had been an exercise in suffering, each step jostling the toy in the perfect way to tease at his insides. Then once he'd arrived at work he found that restocking the bar was a special sort of ****, since he was so short he had to either climb up on a ladder or raise himself up on his tip-toes to reach the higher shelves, either action of which caused the toy to slide around with the motion thrusting deeper and taking his breath away, multiple times he had almost dropped the bottle he was putting up when the toy caused a jolt of pleasure that made his body weak.

Finally when it came time to work the bar, it was a busy night where the patrons were constantly ordering drinks, they were short staffed enough that he was sent to bring drinks to the VIP area. Normally the hungry leers the various patrons of the bar gave him was something he enjoyed, but the way their eyes lingered on his body like he was a juicy piece of meat only made his arousal even worse, his erection was agonizingly obvious in his shorts and various patrons would make an effort to rub up against it or tease him when he walked by.

The real test came when one of the VIPs got especially handsy with him, he'd served this particular patron before, her name was Sydney, a tall muscled woman with a fashionable fade on her dyed blue hair and barely enough clothes to cover herself enough to be allowed in, all in all just the sight of her was enough to make him feel worked up. He had experienced first hand just how bold she could get when she had gotten a few drinks in her, several previous times she had been in the club she had flirted furiously with him, groping him whenever he came by but tonight it was like she could smell blood in the water, each time she came by she would give his ass a stinging smack which jerked the toy around inside and left his legs trembling and his stomach fluttering, his reaction only seemed to encourage her, her actions becoming more and more daring.

Despite himself he couldn't find it in him to ask to be swapped to another section, part of him knew that continuing to serve the woman was a recipe for trouble but another much bigger part was subtly thrilled at the fondling, his body aflame with passion at each of her firm touches. The inappropriate treatment continued until finally one time when he was walking by after delivering some drinks where despite his halfhearted protests she lifted him up and lowered him into her lap, maneuvering his legs to be on either side of her hips and pressing his ass down onto her prominent erection. Her eyes narrowed and her lips rose into a smirk when she felt the base of the toy against her hardening cock, reaching down to grip a plump ass-cheek in each powerful hand and knead at them greedily, spreading them so that she could begin sliding her cock back and forth between them.

"What's this?" Syd chuckles as she presses up against the plug particularly insistently, Cass's breath catching in his throat. "Trying to keep yourself nice and ready for a girl like me?"

"It-It's not..." His voice is cut off when she slides one hand down into his pants, thick burlish fingers gripping at the base of the toy and bluntly pulling on it, his sphincter fighting desperately against the plug trying to escape his insides. Cass's cock pulses between them, pushed up against Syd's muscled stomach and rubbed irresistibly against them with each rolling motion of their bodies, the short top that she's wearing leaving her abs uncovered, the only fabric between his cock and those toned muscles are his own shorts. Syd continues to pull the plug until his tight rosebud is clenched around the thickest part of the toy, stretched wonderfully around the girth of it before she suddenly stabs the toy back in, his prostate thoroughly under attack from the harsh metal toy.

Cass lays there, limp and moaning as she begins to work the toy in and out of his ass, drawing it out to its thickest point before plunging it back in to rub tantalizingly up against his prostate. Syd leans down to silence him with a lewd kiss, his body and mind far too overworked to resist, so he simply opens her mouth and allows her tongue in to hungrily explore the insides of his mouth. On one particularly rigorous pull, his clamping guts lose the battle and the toy begins slipping pleasingly out, before Syd applies some pressure and slides it back in, his mind going blank with white hot pleasure as his walls are shoved aside and the toy is buried back to the base inside him again.

The sensation of this is far too much for his overly-stimulated body, having been teased all day finally taking it's toll as his climax wracks his body, his limbs trembling and any whimpering noise he makes eagerly devoured by the kiss he's wrapped up in. Between them his cock begins pulsing, spurting out a thin load to soak through his shorts and rub messily up against Syd's tight abs. his cum being spread temptingly over each defined muscle, glistening in the flickering lights of the club.

"Hmm, did that feel good?" Syd says as she breaks their kiss, her tongue possessively licking at his lips one last time before cleaning her own, her eyes staring down at him, her gaze making him feel like a juicy slab of meat before a hungry predator. "Now how about we find somewhere a little more private, and I can give you something to really fill that hole up?"