Dan's Conditioning Ch. 05

It was around six o'clock in the evening, and Dan was finishing up the last bit of his ramen noodles before heading off to work. Tonight, was to be his first experience working the late shift at Natasha's love shack. Up until now, he had only served Natasha during the daylight hours. Miss Kendra, Dan's new mistress, had offered him up to Miss Natasha to be her faithful employee some weeks ago, and Natasha had proven to be a demanding employer, to say the least. Shakely lapping up the last of his soup, he couldn't help but contemplate what new experiences the night shift was sure to bring.

Dan had spent most of the day lazing about, occupying the bulk of his time with tv and video games as he desperately attempted to keep his thoughts from wandering back into the events of yesterday's visit to Miss Kendra's office. Though the soft Cotten boy-short panties he was wearing unrelentingly called to mind how much his life had changed since Kendra had taken ownership of him.

The delicate fabric rubbed against his now silky-smooth skin. They would ride up while he walked, causing the strict stitching that ran through the midsection to persistently slide up between his cheeks, providing a subtle wedgie, that not for the lack of trying, he couldn't seem to wriggle out of.

Dan finished up his poor man's soup and headed off to work. The door chime sounded as he strolled into the shop and was greeted by the sight of Miss Kendra and Miss Natasha. He stopped dead in his tracks and swallowed hard as he gawked at Kendra, leaning over the register giggling, and bantering with Natasha.

With his jaw falling slack, Dan gawked at Kendra wearing a skin-tight shiny black latex mini dress, thigh-high stockings, and 6-inch stiletto's. Dan's entire body appeared to turn to stone, and his gaze lingered fixated on her perfect ass for a moment or two. Before he eventually gathered enough nerve to redirect his eyes toward Miss Natasha.

Natasha was wearing a constrictive bodysuit with matching thigh highs attached to the built-in garter belt, all in shining black latex. The knee-high boots she was donning sent shivers down Dan's spine as he envisioned a not-so-distant future in which Natasha had him pinned to the floor beneath those boots forcing him to lap at her heels.

"So, Danny boy, Kendra just told me all about your psychanalysis session yesterday. It seems someone might be a little closet fag, huh?" Natasha teased.

"No! that's not true. I didn't like-, "Dan began to shout before Natasha interrupted.

"Don't raise your voice to me, little bitch. unless you want me to paint that ass of yours bright red!"

In a panic, Dan quickly yelped out, "Yes, Ma'am, sorry, Ma'am."

"Good boy, now let me explain something to you. Kendra is the best in the biz, and if she says you fancy the cock. then one way or another, she's right, got it slut?"

"Yes, Ma'am," Dan mumbled out with his gaze pinned on the floor.

Kendra rolled her eyes then shook her head. "Now, Danny, don't make me look like a schmuck in front of my friend. I just got done telling natty here all about how you came twice yesterday, watching gay porn with me. If I remember right, two huge loads that you lapped up like a greedy little slut. Now you're just gonna stand there and deny it. That makes me seem like a liar. Are you calling me a liar?"

"No, sorry, Ma'am, I wasn't."

"It doesn't matter; now we are going to have to prove to natty just what a little fag you are."

"Got any ideas on how this little slut can prove his cock lust to you, Natty?"

"Oh, I got just the thing," Miss Natasha answered with a sharp giggle that cut like glass before strutting into the back room. When she returned, she was donning a massive strap-on cock. Dan's jaw dropped as he caught sight of it. The thing had to be at least eight inches long and had an exceptionally meaty girth as well. It appeared almost genuine, with significant attention paid to the minute details, including thick bulging veins which it incorporated down its shaft.

"Oh, that's perfect," Miss Kendra said eagerly. "I think it's about time Danny learned how to suck a cock anyway."

Dan's eyes went wide, and he rapidly broke out into a cold sweat. A deep breath flowed from his lungs as He felt Kendra's hands grip his shoulders, and she forced him downward.

"On your knees slut" she commanded

Dan's legs appeared to involuntarily buckle beneath him as he collapsed instantaneously into a kneeling position. Miss Natasha's strap-on cock swayed back and forth as she strutted up in front of him. She came to a halt with her cock dangling just inches from Dan's nose. Taunting him, she slapped her newfound cock across his face striking it viciously against both of his cheeks as she and Kendra both cackled loudly. After a moment or two of teasing him, their amusement seemed to fizzle out. Natasha then pressed the tip of her cock to his lips, and Dan couldn't help but take notice of how much it felt like natural skin.

"Open up, little cock sucker," Natasha commanded. But Dan's lips remained still firmly squeezed tightly together as he shook his head no with his eyes slammed shut.

"It's ok, Danny, we both know this is what you want. You Just have to let go of that fear and give in to those deep dark desires of yours," Kendra delicately instructed him as she slid her hand onto his chin and dragged it gently downward, drawing his jaw open. As Dan's lips began to part, Miss Natasha steadily slid her cock between them, driving it in inch by inch until it reached the back of his throat and poked at his tonsils.

"See, now that's a good slut. I bet you feel so much better now with Natasha's cock filling up that mouth of yours, don't you? I know most guys with your condition have an overwhelmingly intense oral fixation. Don't worry, though. It's actually quite common," Kendra reassured him.

His eyes watered as he stared up at Natasha with his jaw stretched wide and lips puckered like a fish around her massive strap-on cock. And He could only manage to mumble out an awkward gurgling noise that was utterly incomprehensible.

"I'll take that as a yes," Natasha said, cackling loudly.

Still standing behind Dan, Miss Kendra ran her sharp nails up the center of his back, across his neck, and then over his scalp before greedily snatching a fist full of his hair.

"Now, Hun, you can't just keep it in your mouth All night. You need to learn how to work that cock!" Kendra told him. Then violently jammed his head forward, causing him to gag harshly as the dildo slipped down the back of his throat.

With her grip growing tight on his hair, Miss Kendra forced Dan to suck Natasha's cock, Thrusting his head back and forth. The strap-on caused countless amounts of wet sloppy slurping sounds and loads of gurgled gagging noises to come from Dan as each of Kendra's thrusts drove the cock deeper into his throat, stretching it a bit further. It sounded as if she was trying to use Dan's mouth as some type of musical instrument, forcing him into a rhythm of slurps, gags, and coughs.

"Now there's a good slut. Keep bobbing on that cock, Danny. Don't stop unless I tell you to!" Kendra commanded as she released her grip of his hair. Dan let out another mumbled attempt to respond, then continued to suck on Natasha's shaft, not breaking from the rhythm in which Kendra had taught him.

"Watch those teeth, Danny. If you're going to be my little cocksucker, you will have to learn to do it properly. Right, Natty?"

"Yea, Kay, you can't have this slut running around giving weak ass blowjobs. That would ruin your reputation. I'll tell you what, leave the little cock sucker with me for a night or two, and I promise you he'll be the best little fag fluffer in the state when I'm done with him," Natasha said.

"Hmm, I might just have to take you up on that." Kendra stared deep into Natasha's eyes. "You really do know how to get me wet, don't you?"

"You bring me a pathetic little cock sucker like this, and I'm getting you wet? You have got me dripping." Natasha purred

Kendra leaned in and gave Natasha a long, slow kiss. She then began to run her hands over Natasha's body, and before long, their tongues were tangled together in an intensely passionate make-out session. Dan remained on his knees, sucking Natasha's strap-on. Though the gap between Natasha and Kendra had narrowed, not allowing Dan much room to bob on Natasha's cock.

Kendra pulled her lips from Natasha's for a moment before biting her bottom lip and grabbing two fist fulls of Natasha's ass. Kendra pulled her in close, pinning Dan's head between their thighs with Natasha's cock driven deep into the back of his throat, blocking off all air. He was helplessly pinned between the two, gagging and coughing in his struggle for oxygen as they fiercely felt the curves of each other's body and violently smacked lips.

It wasn't until Dan began to squirm between them and frantically slap at Natasha's hip in a panic from the sensation as if he was about to pass out due to lack of oxygen. That Kendra released her grip on Natasha's ass and allowed her to pull her hips back. This allowed Dan to take in one long deep breath through his nose before she began to violently hump away at his face once again. Dan could feel his throat stretch as each thrust penetrated deep past his tonsils. His eyes watered, and he struggled to take in short breaths between Natasha's violent thrusts.

Right, at the moment when Dan thought he could take no more, Kendra shoved Natasha backward, and her cock fell from Dan's mouth. A long rope of saliva connected his chin to the tip of her cock as He gulped in the air panting heavily and stretching his jaw. "I Want to watch you fuck him," Kendra told Natasha hungrily. Then she seductively sauntered behind the check-out counter and took a seat on the stool. Natasha Dragged Dan up to his feet before throwing him forward, forcing him to bend over the counter. Kendra grabbed the back of his shirt, ripping it off. She then pulled his wrist down on her side of the counter and handcuffed his hands to it using a set that dangled there as if they were waiting for this exact moment. Natasha dragged Dan's pants down to his ankles. She then violently yanked his boy-shorts upward, giving him her signature ass, lifting wedgie before eventually sliding his panties down to his knees.

"Oh my god! He got My cock completely drenched in his throat juices. It's like this is what he wanted," said Natasha with a nauseated stare down at her strap-on.

"I know it is. He's a little butt slut" Kendra responded.

Natasha thrust her hips forward, positioning the tip of her cock directly on Dan's hole, where she paused for a moment.

Kendra stared straight into Dan's eyes as she told him in her clinical voice, "You know you can end this at any time, right, Danny? All you have to do is say stop, but you have come so far already. Do you want me to expose what a pathetic sub slut you have already become, or do you still want the chance to escape that fate? You still even have a chance at fucking this tight little pussy." She leaned back in her seat and began to play with herself through her now semi-transparent panties, an eye-pleasing byproduct of being completely drenched in her own secretions. Dan stared down for a moment at her glistening pussy, so sopping wet now; he could make out a slight puddle collecting on the bar stool. He ached with the desire to lean in further and lap up her essence.

"Well, what's it gonna be, Danny? Do you want to keep going?"

Dan tilted his head up to see Kendra staring down at him, and with watering eyes, he gave her a subtle nod yes.

"That's what I thought," Kendra told him as she gave Natasha the nod of approval to go ahead. Natasha buried her cock into Dan's ass so hard and fast he couldn't help himself from releasing an ear-splitting high-pitched screech. His shriek must have stirred something up inside Natasha, rousing her into dishing out a brutal ass fucking. This was not like the anal play he had received from Kendra. Natasha was rough with him and the little bit of lube from his own saliva quickly dissipated. He let out additional squeals in agony with each of her thrusts as the chaffing pain resonated through him. Originating from his hole and then reverberating outward threw out his entire body. But before too long, Kendra came to his rescue. She stood up and grabbed some lube from the counter. "Christ, Natty, I know you're a sadist, but you could give him a bit more lube than just his own spit," Kendra told Natasha disapprovingly as she leaned over Danny and dripped the lube onto the top of his ass crack, allowing it to spill down onto Natasha's cock.

Kendra sat back in the chair. "That's, better isn't it, Danny," she asked

"Yes, thank you, Ma'am," Dan replied with appreciation.

"That's a good slut. I hope you realize how generous I am."

As Natasha pounded away at his freshly lubed ass and the pain began to subside, Dan's shrieks of pain gradually transformed into moans of pleasure. He was licking and biting his bottom lip as each of her thrusts jammed her cock deep against his prostate and threw his hips forward, bouncing him off the counter. There was no denying it now Dan was thoroughly enjoying the vigorous ass fucking Natasha was delving out. Kendra stared at him intensely as he took the brutal fucking from Natasha. His cock was rock hard, and she could see it slapping against the glass of the display case built into the counter.

She began to moan out loud as Dan watched her slide her panties to the side and slip two fingers into herself. Dan reckoned he wasn't the only one enjoying himself now as She leaned back in her seat and began to vigorously finger fuck her slit. It wasn't long before she began to convulse and then howled out repeatedly, "Oh fuck oh fuck oh fuck." Dan eagerly watched as her pussy exploded with repeated splashes of girl cum. An ear-splitting squeal rang out from Kendra, and a steady thick stream of her juices squirted from her pussy, spraying across Dan's face.

Natasha threw herself forward at this moment, burying her strap-on cock deep in Dan's ass, and left it pinned there, grinding the tip firmly against his prostate, which caused a long string of precum to ooze from his cock. Kendra had the perfect view of his shaft smashed up against the cabinet as it dribbled out precum down the glass. She shot Dan a subtle smirk of approval Before slumping down in the chair, letting out a final gasp.

After a moment or two of tranquility, Miss Kendra got to her feet and rolled down her skirt, then slid her panties off. Using them as a handkerchief, she attempted to wipe off Dan's face. Though They did more to smear her essence evenly across his face than to actually clean up any of the mess. As the panties were already saturated in her girl cum when she started. When She finished wiping down his face, Kendra rapped the soaking wet underwear around her pointer, middle, and ring finger, then pressed them to the lips of Dan.

"Now suck on them," She purred. Dan did as he was told. And before long, his mouth was eagerly bobbing on Kendra's panty-wrapped fingers. "That's my good slut. See how wet you got me. Just think about that from now on, no matter what you're sucking. Don't think too hard about what's in your mouth; instead, just imagine you sucking on my soaking wet panties. Imagine the harder you suck, the more of my pussy you'll be able to taste. And I know you want to taste as much of my cum as you can get, right?" Dan remained vigorously sucking on her panties as he eagerly shook his head yes.

"Oh, your fucking good at this," Natasha told Kendra giggling to herself.

"Yea, I know," Miss Kendra replied, "Why don't you get a nice plug for this little slut? I want to keep him stretched out tonight."

"Yes, Ma'am, sounds good to me," Natasha replied as she gave Kendra a jesting salute. Withdrawing her strap-on from Dan's ass, she strutted once again to the back room. He let out a sad sigh in disapproval as his hole quivered with its newfound emptiness.

"Don't worry, Danny, we'll have you filled up again in no time," Kendra taunted.

Natasha reappeared from the back room, carrying a sizeable pink butt plug. "Will this due, Kay?" Natasha asked

"Yea, that's perfect," Kendra replied

Natasha strutted up behind Dan then lubed up the plug. Teasing him, she poked at his hole with it. "Is that what you want, Danny? You need that little hole of yours all filled up, don't you?" Kedra asked as she slid her fingers from his mouth

"Yes, please, Ma'am," Dan replied eagerly.

"Yea, I know what a little butt slut you have become," Kendra told him just as she gave Natasha another subtle nod. Gradually, Natasha forced the plug inside him at just a slow enough pace for Dan to fully appreciate each bit of its girth as it steadily stretched his hole to its max. He yelped out one more harsh screeching sound as his sphincter reached its base and then swallowed the plug inside him.

"That's better, isn't it, Danny," Kendra asked, and Dan nodded his head in agreement as he relished in the firm pressure of the plug pressing against his prostate. "Good, I think it would be best if we kept you filled up from now on. What do you think, Natty?"

"Yes, definitely! We have to keep that hole ready to go at a moment's notice. This one's got a bunch of features, too, just like his cock monitor. You can access it from the same app on your phone," Natasha told her.

"Perfect, maybe I'll try some out later, but it's getting late now, and I've got to be going. I have work in the morning. It was fun, Natty."

"Always a pleasure, Kendra. I'm down to play with you anytime."

Kendra threw on a long overcoat. Then she undid Dan's handcuffs before leaving the store; pausing for a moment in the doorway, she mischievously told Dan, "Have fun on the rest of your shift tonight. I'm sure natty will take great care of you." Natasha waved goodbye through the entranceway as Kendra got into her car.

As soon as the Audi pulled out of the parking lot, Natasha's deminer seemed to instantly change, reverting back to her more cruel self, which only appeared to come to light outside of Kendra's presence. "Come on, get up and pull your panties up, you dumb slut." She barked at Dan, and he obeyed her command, quickly grabbing his boy's short panties and pulling them up. But when he attempted to pull up his jeans, Natasha quickly stomped on them." did I say anything about your pants, you dumb cunt. The night shift around here is a little different. You'll be expected to keep the customers, well... let's just say excited. So, consider this your new uniform."

She threw him a fishnet tank top and commanded him to put it on.

"That's much better now; work the register. I have got some inventory to do in the back. Do not disturb me."

Dan did as he was told, taking a seat behind the register wearing nothing but his boy short panties and new fishnet tank top. He jostled around on the stool, trying to find a comfortable position as the pressure from his new butt plug grinded against his prostate.

As Dan continued to shuffle in his seat. A man strolled into the shop. He approached the counter, then scanned through the contents of the glass display case for a moment before his eyes became fixated on Dan's still rock-hard cock, showing through his skin-tight boy shorts. Dan took notice of the man's wondering eyes, and in an attempt to alleviate some of the awkwardness, he asked, "Can I help you with anything?" the man drew his gaze up to meet Dan's then told him.