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Full House Bet (Gumdrop x Blondie)

Oliver eyed the other when he purred. He wasn't sure if he liked it or not. Oliver so far had done well to hide his thing for voices, but that purr almost did him in. As he felt the light touch on his chin and lips he worked it into a smirk, "I'm not that tamed yet, Dru." he said, punctuating the use of the man's name. Odds are he was going to do it anyway, especially if Dru kept fucking him the way that he had before. He licked at Dru's thumb lightly before the man withdrew his hand, teasing the other before following.

He looked a bit more shocked by what Dru said than anything. "W-wait, I'm...you mean I'm not going to get used while there?" he asked, looking confused, he had thought that was the whole point of him going. He stopped when he saw the room and looked over to the closet, his eyes going wide. "Yeah, where on God's good Earth did you get all of this. Like holy crap!" he said and moved over to a few of the sex things that he saw. He had only seen some of these in pictures before and as he eyed the toys he finally looked over towards Dru and where he was with the outfits. That blew his mind even more. "People...people pay this much for other people?" he asked, looking a bit concerned.

He finally moved over to where Dru was and sighed looking at the outfits and touching a few. "What was your idea of what I should be wearing?" he asked, as he started to look through each of the outfits.
 
“People pay more than just a lot for other people especially if they’ve been pre-trained. Many of my clients come to me with very specific requests as far as the products appearance. They want specific traits and I tell them if we have a match for any of those traits. Most of the clients are repeat buyers as well and once I hear what they like I can normally find products that are to their tastes. Training after finding what the client wants is the easy part it just takes a couple of weeks.” Dru commented on it so matter of factly it sounded as though he didn’t realize how demented it all sounds. He turned to see Oliver ogling all of his toys and snickered. “What people will do for what they want is astounding.

As soon as Oliver had moved over to him and asked what he was thinking as far as the outfit, he turned his attention back towards the clothes. “Dresses make the others uncomfortable but as long as it isn’t too risqué they don’t complain too much. So I was thinking something long with a slit up to the knee. Perhaps thicker straps or even something that has a mock turtleneck. The long one I have wouldn’t hug your body though so it wouldn’t flatter you. It would just end up making you look like a washing board.”

Dru had clearly thought it through because even as he spoke he moved through the dresses and pulled out several different dresses. One was a full length mock turtleneck dress in a navy blue with some fake gold buttons going halfway down the chest as if you could undo them. The second was a crimson short length mock turtleneck dress. It had no embellishments on it but it didn’t flare past the waste like the full length did.

He paused a minute and moved to another rack quickly digging through it before pulling out two more. The third was much more girlish than the first two but Dru pulled it out anyways even with black giving it a chic look. The last one returned to previous feel being more revealing than even the first two. The excuse for a dress hardly cover Oliver’s crotch but the color contrasted with Oliver’s green eyes being a deep red, almost black.

Dru displayed them on one of the racks and examined them for a moment before turning to Oliver. “I like the last one obviously but it might not be overly appropriate for the occasion. Of course...I’m pushing boundaries already bringing the company I do, why not a little more?” he chuckled stepping aside for Oliver to really get a look at the options that Dru had selected.
 
Oliver fidgeted a little at the way that Dru was talking, "Could you at least act like you are talking about human lives and not some inanimate toy." he mumbled, "You do know that it's people that you are destroying. right?" he asked, looking over to the other. He didn't like how the other spoke on the subject so easily.

When Dru stated dress he just thought it had been a form of speech. But as the dragon went further and further into the explanation and then pulled out what he expected Oliver to wear, he looked straight up dumbfounded. This man actually expected him to wear a dress to this thing? During sex it was one thing, hell for a punishment inside the home he would even do it. Dru was expecting him to do this in public. "I- w-wait, I..." he eyed the dresses and shifted a bit, "You do realize I'm a guy right?" he asked. Looking at Dru as if he had just lost his mind.

"None of these are appropriate!" he finally said "I'm a guy, guys don't wear dresses, and before you say anything about earlier, that was simply for sex. Sex is something entirely different, I'll fucking dress up like a god damn doll with puff shoulders and frills out the ass if you want, but in public you can forget it." he gulped. "You aren't pushing boundaries with these you are straight fucking barreling over them and lighting them on fire. Especially with that last one." Oliver said and looked away his face bright red at the thought of him in any of those dresses.

Even with all his protests he had already narrowed his options down to two in his head. He figured if he was going to be forced into any of those he might as well look good in them, so he decided on either of the last two. He moved over to the closet and looked through a few of the outfits there, "Here what about this?" he asked and pulled it out. Still pretty girly and holding to what he assumed was the vibe that Dru was looking for. It would be tight enough on him that it would show off his figure like Dru had mentioned before. It even had a zipper down the back, perfect for after poker game in the car fun, if that's what Dru was looking for.

Oliver wasn't sure if his suggestion would even work as it was clearly trying to get away from the dress idea. "I-I'll even wear a fetish outfit for you later with no complaints what so ever if you don't force me to wear a dress in public. Please." he said. He was trying to bargain with the man and he honestly wasn't sure if he could or if that was even appropriate given what had happened earlier with the running outside bit. Lord knew he was going to be insanely timid at the poker game wearing a dress, perhaps that was what Dru was going for. Just one other way to keep him in check and next to Dru like the good little slave he was supposed to be.

He eyed the dresses one more time and then looked to Dru, he sighed, "I- if this isn't good enough I'll...I'll wear the one you like." he said, nodding to the shortest and skimpiest out of all of them. His face was bright red again as he thought about it. He did actually like that dress as well and was sure if he wore that one he was going to be practically begging Dru to fuck him by the end of the night from all the lude comments that he would be getting.
 
A smirk smeared across Dru’s face as he watched Oliver flip from his cocky, hard-to-get attitude to something more along the lines of a demure, still-in-the-closet school boy. All over being put in a dress infront of people who didn’t reside in this house. Dru couldn’t help the chuckle that gurgled in the back of his throat as Oliver desperately plead in an effort to persuade Dru of putting him in anything other than a dress.

Of course, the outfit his toy picked out would compliment him well. Dru thought it more appropriate for when he actually took him out in public. Perhaps a dinner or a social gathering. There was something coming up he could take Oliver to wearing the one piece, but tonight wasn’t that night. Tonight they would go to a casino and immediately head for one of the private rooms on the upper floors. So he would be seen for but a moment by the public eye and he knew not a single person would give a shit because they would be either too focused, hammered, or plain just not give a shit.

The idea of Oliver wearing a special outfit just for him was alluring as Oliver continued to beg. Yet the smirk only widened because he would get Oliver in anything he wanted regardless. He also liked the complaining because when the kid waivered between trying to keep his composure and giving in to how much he truly liked it his voice quivered as he made his mock denial. The thought caused Dru’s pants to tighten slightly and he refocused on Oliver instantly satisfied he had remained quiet while the boy went off.

Dru didn’t miss Oliver’s final glances towards the dresses. He didn’t miss the way he brightened as he told Dru that the skimpiest of the dresses was the one he would wear if he didn’t have a choice. It pulled another satisfied growl from Dru’s throat as they momentarily stood in silence prior to Dru moving over towards Oliver and grabbing his face with both hands. He stooped down and licked Oliver’s lips lightly while his thumb nails lightly raked down Oliver’s cheeks. One hand released and found his hip lightly grabbing it. “Don't act like you don't want to wear it. You wouldn't have added that last bit if you didn't." Dru then fevorishly kissed Oliver, forcing his tongue into his slut's mouth pulling back after he was satisfied. "Let me see my little slut in the dress he wants to wear tonight. Make sure there is no underwear,” underwear rolled from his mouth in a purr, “it’ll ruin the way it hugs your ass. I want to make sure everyone sees that you have a better ass than any of the girls they bring in to show off.” As he spoke, the hand that had gripped his hip slid down to his ass and started to lightly knead it, with his nails digging into the soft flesh ever so lightly through Oliver's pants.

“Although,” he rethought the decision,” a thong would turn me on once I have you alone.” He nipped Oliver’s lips as his hands worked the supple ass in a rougher manner. “Try on the dress with a thong.” he demanded and then slapped Oliver’s ass before he effortlessly withdrew and fled towards the dresses grabbing all but the deep red one Oliver was to try on and putting them away exactly where he had pulled them from. He then moved over to one of the drawers and opened it revealing it was chalk full of thongs; lace, standard, silk, frilly, teardrop, micro, c-string, and just about every type there was out there. He rummaged through them and then stopped turning towards Oliver, “I'll let you surprise me. You won't even have to worry about ruining it either.”
 
Oliver couldn't look Dr in the eye, he couldn't believe that he even gave Dru an option. Normally he wouldn't, but he did owe the other from before and he had said he was going to be compliant for him. He gasped as his face was touched. It was the first time that he looked directly at Dru since the dresses came out. "I don-" he tried to get out before Dru kissed him. He hesitated but mere moments before he started to kiss back in the feverish kiss. His breath was shallow by the time that Dru finished and he looked like he had just finished masturbating or something. "I-I don't want to wear it." he managed to get out before the other grabbed his ass and caused him to give a soft groan.

The soft groan became a louder one when Dru got a bit rougher with him. He gasped when the slap came and looked at the drawer full of thongs before blushing even more. "Oh fuck no. You are managing to get me in a dress there is no way in hell I'm wearing a thong, you can forget it." he said, "Sex is one thing, in public is an entirely different thing. Forget it." he said and grabbed the dress he was supposed to wear and hurried off to try it on. He already was underwear-less anyways, wearing a dress without... he slipped into the dress and looked at himself in the mirror. He tugged on the hem of the dress trying to pull it down, okay maybe he needed a thong. He tried to tug it down a little more.

"No use..." he mumbled to himself and walked briskly to the closet where Dru was because grabbing a random pair of a standard thong in black and tugged them on. "There, happy?" he said and turned away from Dru. He couldn't believe he was about to go out like this. Inside these walls he would have rocked this look, teasing the crap out of Dru until he got fucked up the ass as hard as possible. But being seen in pubic was a no go. He just couldn't. "Are we going now?" he asked, still not looking at Dru.
 
Drudwyn’s pants had tightened significantly from Oliver’s reactions. He had decided to keep himself under control until tonight though. He had once or twice denied himself and despite how uncomfortable it had been, the result had been well worth it. Even now with his groin throbbing he watched Oliver storm off with the dress to change into it without any undies. The boy would figure it out soon enough that it was far too short for a male to pull that off. Dru liked pushing the limits with some of these boys but, he knew that would take it too far.

As he waited for Oliver, Dru meandered over to the shoes and started looking at all of the heels. His eyes skimmed the racks, looking for something in particular and he chuckled when he found them. He headed back over to the thong drawer, with the heels dangling from his fingers, just as Oliver emerged in a huff. The boy grabbed a simple black thong and effortlessly stepped into it as though he had done it thousands of times. He then turned around, showing his ass off to Dru once more before asking if they were leaving.

“No, not for a bit.” he said closing the gap between them. “I just wanted to get everything sorted out before hand. I think you should wear that for the rest of the day though. Get use to the feeling of having it on.” Dru was standing behind Oliver now, one hand cupped an ass cheek squeezing tightly while the other hand dangled the pair of heels over Oliver’s shoulders. The fingers that had been squeezing his ass then slowly traced the thin strap of the thong up between his cheeks and followed it around to the side of Oliver’s hip through the thin fabric of the dress before he instructed, “Wear these.”

He lightly grabbed Oliver's hip, squeezing again. “Perhaps we should go out to dinner before hand.” Dru said hiding his grin behind Oliver. “It would be such a waste of effort getting you into this only to have a few clients and other businessmen see you and appreciate how fuckable you look. You get outside in exchange for a small outing to a nice little restaurant. You could put on a wig if you’re worried about people recognizing you, complete the look.”
 
Oliver frowned when the other said they weren't leaving for a bit, "Then I want-" he stopped as the other grabbed his ass. He tried so hard not to moan or grow hard, but it was too late. He fidgeted and tried to hide his hard on and thankfully Dru decided to help him with that by hanging a pair of heels over his shoulder. "Oh hell no! I draw the line there, I'm not wearing heels. I can barely walk in them for the short time I had them on before. I'll wear flats if I have to, I'm not wearing heels." he said, trying to pull away but the other grabbed his hip.

At the suggestion of going out for dinner looking like this. His face turned pale as a ghost as the other mentioned it. He heard the exchange but he wasn't exactly sure what that meant. "Outside...like I can go running if I go to a restaurant dressed like this with you?" he asked, licking his lips and turned around. "I can go running outside. Or do you simply mean that I'll be outside for all of two seconds before I'm right back indoors in a restaurant?" he asked. If Dru meant running, it might actually change his mind a bit, or at the very least make it much harder for him to decide.

He eyed Dru as he waited for the answer. What would he end up deciding, if Dru stated that it meant he could run outside. It had only been a few days and he was craving it so badly. Perhaps if he got to run outside then he would be willing to go with Dru to a restaurant, though if he was near his home...maybe not, even with a wig someone would recognize him and then it would get back to his parents and then..even if they didn't see him, he would feel awful. He fidgeted slightly and looked away at the thought.
 
The ghost of the boy Oliver was when he wasn’t being threatened wasn’t something Dru had properly seen before. He had seen Oliver go stiff at some previous threats to take him back but it hadn’t been to this extent. The color had drained and he stood there with only a soft glow in his eyes at the hope of being able to go for a run. Yet, he still looked so fuckable standing there sheet white with a hard on poking at the hem of the dress. “One run for as long as you like in exchange for wearing the heels all night and going to dinner as well as the gambling games.” Dru said watching that little flicker of hope to see what Oliver would do for a smidgen of freedom.

“Think about it.” he said before closing the gap and scooping up Oliver, still holding the heels. “For right now,” his hands had easily found Oliver’s ass and each was squeezing the flesh while he started to rock his own bulge against Oliver’s, “would you be interested in breaking in this dress for tonight? I was going to wait to have at you till tonight but seeing as your cock is begging for you I might be willing to reconsider if you ask nicely.” The dress had hiked up on its own as Dru spoke, so his hands were groping bare ass cheeks and Oliver’s thong clad cock was peeking through to grind against Dru’s pants directly.

“I could fuck you in the dressing room so you could see your faces as I fuck you. Hell, I could fuck you from behind so we could both see your sexy faces. Maybe grab one of the collars and a leash.” Dru’s breath was hot on Oliver’s neck as he listed a few of the many possibilities. He stopped grinding and pulled his head back away from Oliver so he could see the boy’s face now, “I’d rather see you masterbate for me though since you’ve been so receptive to my requests today. Moaning like a little whore begging for a bang when I was grabbing your ass. Not even just moaning though, you got a fucking boner from nothing but that.” As he said boner he grinded against Oliver to push the point.

“Or maybe I shouldn’t fuck you at all.” he said suddenly digging the heels of the shoes he wanted Oliver to wear into Oliver’s tender ass. “You do have to practice walking in these shoes if you are going to possibly wear them tonight. I also wouldn’t want to ruin the dress you picked to wear or this thong. Unless you want to ruin them like the little skank you really are and fuck in front of the mirror letting me fill up your ass.” He grinned as his hands started to grope Oliver’s ass again, the heels lightly biting into Oliver’s fleshy rear. “What would you prefer to do my pet?”
 
Oliver bit his lip. Perhaps if he could convince Dru not to pick anywhere near where he lived, it would be okay. To run as long as he wanted sounded like a wonderful trade. Dru really didn't realize just how long he could run for. He did two hours on the treadmill alone, outside, he could probably go even longer if he paced himself. He didn't have time to really think about it though when Dru was grabbing his ass again and rocking against his hard on. He had almost forgotten it was there.

At the description of what Dru might just do to him he looked away slightly. But Dru didn't stop he kept going and explaining what he wanted Oliver to do, what he thought was so hot of Oliver to be hard already. He couldn't help it the other had been touching his ass and getting him in this embarrassing get up. At the heels of the shoe pressing against his ass he lost it. He groaned and leaned into Dru slightly, "Jesus...fucking, Christ." he murmured, "You are a pure bred asshole, you know that?" he asked and tried hard not to grind back into the man's leg. No matter how much he wanted.

He glanced up at Dru for a moment, "if-if I masturbate for you, do I have to wear the heels?" he questioned. "I'll make it worth your while if you let me not wear the heels." he said, licking his lips. "And don't get used to me being compliant." he finally said, as if to remind the other. "I only said I would be compliant for a day." he mumbled, "as a part of my getting a day off." he said, "for you...hold up your end of the deal." Oliver explained, realizing that he might not have actually told Dru he was going to be compliant today.
 
“Asshole?” Dru chimed sliding one hand towards the center of his body and lightly pressing his finger against Oliver’s puckered lips before adding, “I’m a purebred dick who fucks purebred assholes like yourself. Did you expect anything less?” He slipped his middle finger into Oliver up to the first joint.

“And today is the day you’re being compliant?” Dru asked arching an eyebrow slowly pulling his finger out and then pushing it back into the next joint. “I would have come to see you sooner if i would have known that to make sure I really got my days worth of compliance out of you. To make up for the lack of communication I should get both; you masterbating for me now and you wearing the heels later. You masterbating doesn’t even have to be worth my while, just your’s.”

Dru licked Oliver’s neck while Oliver’s cock was being grinded against Dru’s bulge, the dragon’s hand squeezing the supple ass underneath it, and his finger pumping the slut’s asshole. Before Oliver could say anything, Dru whisked Oliver into the changing room and sat down in the chair. With little effort he turned Oliver around, his finger sliding out effortlessly, so Oliver’s was sitting on Dru’s lap with his legs spread revealing his engorged cock. “I want you to masterbate my little cumbucket.” he purred into Oliver’s ear licking his neck again, “Show me how you fondle yourself.”
 
Oliver gave a gasp as he felt the finger be pressed into him. He held back the groan as much as he could, but at the pulling it out slowly he let it out. He couldn't help it, Dru felt amazing it. It was rather hard not to be a slut for only him at times. "I-b-but..." he sighed and frowned a little, "I would much rather the no heels and just make it really worth your while." he said, looking at the other rather annoyed, but there probably wasn't much that was going to change about Dru's decision.

As Dru licked his neck Oliver all but lost his will to complain about anything. He had already resolved himself to be compliant and the other was making him so horny, how could he refuse? He blushed bright red as the other forced him to look at himself. He wanted to look away so badly. His eyes were locked on to himself in the mirror though. He licked his lips and before he knew it his hands were running down his body along the dress as he arched into his own touch. He bit his lip ever so lightly before his hand was on his cock. He started off slowly and gently before working himself up to a steady pace and strength. His other hand moved to push his own finger into his ass, not waiting but two seconds before shoving in another one.

He arched against Dru as he groaned against his own hand, "fuck..." he murmured and slowed his hand down a bit he always wanted the high to last as long as he could get it to last. At the moment he was feeling a wonderful high. He had never known that he looked this way. Sure he had been fucked in front of a mirror before, but he was usually too busy to really pay attention. Anyone that fucked him in front of a mirror usually did so after they had already started fucking and none of them had made it a point to show Oliver himself.

Soon enough though even the mirror didn't matter he was wanting to cum. His hands moved faster and faster as he did his best to cum. His cock was thrusting into his hand as if his hand couldn't move fast enough. "Uh, fuck....more...." he moaned as he closed his eyes finally, "Fuck me...." he murmured, "fuck me and cum in my ass..." he murmured his voice turning to more of a begging tone that Dru had never heard him do before. "yes!" he groaned as he started to cum.
 
Dru’s eyes were locked on to the mirror the entire performance and his hands remained on Oliver’s hips, minus him putting the heels down on the floor. It was clear Oliver did give a rat’s ass about Dru’s hungry eyes though. Oliver hardly even feigned his distaste for the situation before his hands started at it with wanton excitement. The promiscuousness of the boy in his lap elicit an growl of pleasure as the boy toyed with himself, starting off with a rather brisk pace before slowing down only to tease himself and draw out the sensation with the addition of his own fingers. Yet it didn’t take him long to pick the pace back up.

Dru’s nails dug into Oliver’s hips as the boy’s hands started ravishing their owner, unhidingering as they rode along side each thrust of his hips. At this point, Dru was practically drooling over Oliver. The lude faces Oliver was making were tantalizing enough, let alone the corrupted pleas he let forth. Had he not completely destroyed Marcus the night prior he very well would have lifted Oliver from his seat on the dragon’s lap and impaled him with his shaft. Yet below Oliver there was only a rock hard bump rather than a dick standing at salute.

As Oliver neared his climax, Dru debated himself on commenting by adding to Oliver’s little narrative. Yet he just continued to watch, holding Oliver by the hips just until he knew the boy was about to break. At that moment, he reached forward and tilted Oliver’s dick away from the dress, a spurt or two hitting his hand while the rest fell to the floor. Dru gave Oliver but a moment to recover before that same hand, reached up and grabbed Oliver by the chin and vehemently kissed him. Slowly, he pulled himself away when he was sure Oliver needed a breath and then turned Oliver’s head toward the mirror. “Tell me what you see.” he demanded his breath hot on Oliver’s ear, nipping at the lobe.
 
Oliver rode out his orgasm, shivering at the hand that touched his cock. He was already breathing shallow when Dru forced him to kiss him. He was still in a haze of bliss so kissing the other was no problem until he couldn't breathe. He worked on catching his breath as he stared at himself in the mirror. He licked his lips and gave a moan at the nip. He heart had skipped a beat when Dru asked him what he saw. He wasn't really sure why until the words came flooding out of his mouth, with him in little control of what he was saying.

"Someone who is so horny all he wants to do is fuck his dragon master." he said, still trying to gain his breath, "a man who is wanting to be used even though he just came and will be very disappointed if he doesn't get fucked senseless by the end of the night." he said as he moved his hips slightly back onto the rock hard on underneath him. Looking at himself like this half disgusted him, half aroused him even more. He wasn't sure if maybe it was the treatment he had gotten and then kept away from or what, but he wanted it all at the moment.

Oliver leaned back against Dru after he told Dru what he saw and closed his eyes for a moment, "What do you see?" he asked, reopening his eyes and tilting his head against the other's hand. He was curious now, it was such a startling question he just had to know what Dru saw, or was wanting him to say at the very least.
 
“Watch yourself. Don’t look away.” Dru ordered turning Oliver’s face back towards the mirror before purring into his ear, “I see a horny little tramp who’s been so caught up in making sure he looks good to everyone else he hasn’t been satisfying himself. Who wants to be fucked senseless without having to worry about appearances. Who will be fucked senseless with wanton abandon in the car ride home tonight and then further still in the bedroom.” His hand let go of Oliver’s chin and ran it’s fingertips down Oliver’s chest and stomach right to his groin. Dru lightly stroked it, looking Oliver’ right in the eyes through the mirror.

“I see a boy who likes wearing these slutty little dresses and adores being called nasty names.” he continued, his tail sliding up between their legs to lightly prod at Oliver’s ass. “It gives this naughty little whore a boner to be treated like a skank.” Dru finally grabbed Oliver’s cock and lightly started to work it, his tail still only playing and teasing Oliver. He ran his tongue up Oliver’s neck again biting right below Oliver’s ear, “Yet, what is most obvious is that this nasty little cumdump likes being MINE. Having his dragon master call him nasty names and fucking him into a senseless oblivion.”

Dru’s tail started sliding it’s way up into Oliver’s ass and his hand started working faster, “Having his master toy and tease him while in those dresses he secretly adores.”

The hand on Oliver’s hip squeezed the flesh tightly, pushing him down onto Dru’s still cloth covered bulge. The dragon groaned into Oliver’s ear nipping again right below it his hand working Oliver faster, “Having his master watch him as he fucks other guys like the whore he always was.”

His tail pumped harder into Oliver’s ass. “Most of all,” he hissed, “this little whore loves his denial.” Dru pulled his hand away from Oliver’s cock and withdrew his tail from the boy’s ass. He held onto Oliver’s hip though, his nails biting harshly into the skin and his breath heavy on Oliver’s neck for a moment, trying desperately to keep his composure. Yet his eyes were still locked onto Oliver’s in the mirror.

“That,” he breathed, forcing Oliver’s ass off of his cock just slightly, “is what I see my pet.” He kissed Oliver's neck this time, "You will wear the heels and this dress out to dinner and then to the casino. I want to hear you say yes my little fuck thing."
 
As the other forced him to look at the mirror again and started to tell him what he saw in the mirror, he didn't need Dru's hand to get hard again. However, at the hand he gave a gasp and arched into the touch. How on Earth could he still be this horny after he just came? He wanted to look away, embarrassed for once by his body but that was the exact moment Dru caught his eyes and suddenly Oliver couldn't look away. "I-I-I don't..." he murmured, gasping and moaning as the tail started to tease him.

Oliver arched into the tail starting to fuck him. "Oh god...fuck yes." he couldn't help it as this point, not only was everything that Dru was doing turn him on, but Dru's voice was finally getting to him. He grinded into the cloth covered cock as the dragon groaned. His own hands going to work to touch himself else where. "Yes, Dru...please." he whined as the tail pounded him harder. His eyes went wide when Dru said he liked denial "N-no!" he moaned and tried to grind against Dru but the hands wouldn't lethim move. Oliver's eyes were pleading Dru, the dragon wouldn't leave him like this would he?

He felt himself slip away from Dru's cock and it was hitting him quickly, Dru seriously meant to leave him like this. Hard and wanting. And now he wanted him to say yes to those damn heels and dress. "yes, yes, please, just don't leave me like this Dru..." he murmured, "I'll wear the damn things, just please don't make me have to walk in those stupid things this way." he said, trying to arch a bit to find something to press up against to get rid of the annoying sensation of being left wanting.
 
Dru groaned hearing Oliver’s pleas and breathed out, “There’s my good boy.” Oliver sounded so desperate. He wanted to hear more begging but he knew if he didn’t finish this soon he would be ravishing Oliver far sooner than tonight in the car. So he didn’t have to be told twice that Oliver would wear them before he pulled the boy’s ass back into his lap and his hand and tail returned to their prior activities; his hand stroking Oliver’s length and his ass exploring the boy’s ass. His mouth, now had nothing to do so Dru contented himself with marking up Oliver’s neck. His tongue worked over Oliver’s skin lubricating it while his lips sucked and popped up and down. All the while being light enough it wouldn’t leave any new marks.

His hands started slow once more as his mouth worked, as did his tail, and gradually they picked up the pace until his tail was hammering Oliver’s hole relentlessly and his hand was moving back and forth in one fluid motion. “My dirty little slut begging for release.” Dru moaned, his hips now grinding up against Oliver’s rear in time with his tail. “You can have it now. Release your cum all over my carpet. You don’t want me to stop again do you?” he whispered the last part, Oliver’s neck completely soaked with Dru’s saliva now and red from the attention.

“Show your master how much you love this attention. Show me how much you LOVE being jerked off infront of a mirror watching yourself right after showing me how you like to fondle yourself.” he continued suddenly raking his nails up Oliver’s hip and side, having forgotten to use them against Oliver.
 
Oliver seemed to almost whine as Dru started showing his attention to Oliver again. He moved his hips along with the same slow pace that the hand and tail were going. He moved to reveal more of his neck for Dru, staring at himself in the mirror. When the hell did he become like this? Such a slut he was, he was in a freaking dress for gods sake. He had just agreed to be seen in public wearing heels and this dress that didn't leave anything to the imagination just to get Dru to fuck him.

As soon as the tail was pounding in and out of him he was screaming with want. "G-Gonna..." he was all he managed to get out before he came and finally managed to close his eyes relishing in the pleasure and then the sudden pain of the nails "F-fuck, fuck, Dru..." he gave a whining moan as he came down from his sex high. "Fuck.." he murmured, catching his breath. He felt his legs shaking slightly and felt as if he really couldn't stand up at the moment.
 
A purr rippled from Dru’s throat vibrating the skin that brushed against the dragon’s neck as Oliver whimpered, begged, and came. His tail slowed as the boy found released and his hand followed when he was sure that Oliver was finished. His lips continued to pamper and lather Oliver’s neck though; bites, licks, nips, sucking, etc. Even as Oliver came he consciously told himself to lighten up his grip on the hip he was desperately clinging to. He didn’t rush Oliver into moving. Rather he held lightly held Oliver on his lap and waited for the boy to collect himself.

After a minute or two, he shifted Oliver sideways and picked up the boy bridal style, making sure his soiled hand didn’t touch the dress. Now, he could see Oliver’s face not just the reflection. “I’m not sure why you fight so hard to avoid things that are pleasurable but I greatly enjoy seeing you fight the urge to give in to me.” he purred before standing and taking Oliver into the bedroom once more.

He briskly moved to the bed carefully laying Oliver down and removed his arms. Another purr echoed in the back of his throat and he turned away towards the door. “You’ll have your run whenever you wish after today. A tracking collar will be put around your neck of course, or your ankle if you prefer. You have free roam of the house from now until it is time to go. I’ll seek you out half an hour before we have to leave for dinner to ensure you have on the proper outfit. Until then, rest up.” Dru said slowly before walking from the room without another word and without stopping to hear out Oliver if he said anything.
 
Oliver looked away slightly when Dru stated he didn't know why Oliver struggled against this. He didn't want to tell Dru at the moment, so he kept quiet about his reasons. As he was sat on the bed and the word run managed to make it through his brain. He perked up slightly listening to what his run would entail, he found he was actually excited by this and smiled a little. When he was told he had the run of the house he blinked. He didn't believe Dru was going to give him the run of the house.

However after Dru left and Oliver rested for a moment he got out of the bed, fixed himself in the mirror and tried to door. Sure enough it was unlocked. He eyed the shoes for a moment and sighed before keeping the door shut and forcing himself to stumble around the room in the heels. After about an hour or so he got the hang of it, took the shoes off, picked them up and made his way around the house for the remaining time. He didn't really go looking for anywhere in particular just wanted to see what was going on around the area.

Eventually Dru found him and he was forced to put the heels back on before getting into the car for dinner. Dinner, was thankfully, rather uneventful. Though all through dinner Oliver couldn't help but keep his head down and look only at the food that was in front of him. He barely spoke a word, super embarrassed to be out in public in his little get up. By the time they got to the casino he felt like he couldn't actually go through with it. Especially when they pulled up to a casino. He had thought this was going to be like they were the last time in some guys basement. He sighed a bit and hesitated before getting out of the car. He practically glued himself to Dru's side at that point, still keeping his head down.
 
He had guards posted at all of the doors prior to seeking out Oliver and partaking in their closet escapade so when Oliver went exploring he truly had free rein of the house. Of course there was one or two doors that led to the lower levels of the house that were locked, but unless the boy went trying every door he would never know. During Oliver’s roaming he found his way to the gym/pool area and also what appeared to be a massive sized community area where a few of the guards were playing Halo on a 60” mounted flat screen TV. There was also a wall full of books, a billiard table, and air hockey table. There were tons of other rooms, many unoccupied, a few clearly had people living in them as if they were in a college dorm with their names, or nicknames perhaps, posted on the front. There was also a few studies packed with books, two large dining halls, a massive sunroom, and of course the entrance that he came across.

When Drudwyn found him, he had just found the sunroom. Of course, Dru was prompt about being a half hour early and whisked the boy away to finish dressing him and be on their way. The boy, as promised, had given no fight minus a few grumbles.

Dru noticed Oliver’s complete attitude adjustment wearing the dress out into public. So by the time they rolled up to the casino he was following him about like a lost puppy. It was endearing to some extent yet also mildly irritating. So as they reached the entrance and the driver took off with the limo, Dru wrapped his arm around Oliver’s waist and gave him a squeeze. “Once we are in one of the private rooms keep your head up. They’ll pick on you more if you are constantly looking down.” Dru warned before opening the door and walking Oliver in.

The place reeked of smoke and the sound of the slots. There was laughter and hollering from a few of the tables and in the background some inaudible music was playing. None of the other guests looked up from what they were doing but as Dru and Oliver made their way towards the elevators, a few of the dealers looked up from their tables and took a glance. Many of them uncaring though one or two made faces.

Once they were in the elevator, they went up to the 4th floor and got off. The hallway was completely empty minus a guard standing in front of one of the doors. When he saw Dru approaching, he nodded a silent greeting and then opened the door. “Welcome Sir.”

“Thank you.” Dru said and pushed Oliver through the frame before following. Inside, there was a table set up and a few people already sitting around it getting their hands. Behind a few of the men were women, giggling and whispering into the men’s ears. Off to the right there was a TV with a rounded couch set up where a few more women were seated. Off to the left was a bar with a fairly attractive bartender who was currently making something for a man and a woman, who seemed far more interested in each other than the event they were at.

As soon as the door closed Dru released Oliver and took off his suit jacket before making his way over to the table. “Gentlemen, how have the cards been?” he asked slapping one of the men on the back.

“Shitty Drudwyn.” The one who’s back Dru had touched clipped while another laughed.

“Come now Mr. Steiger, the card’s haven’t been bad. You’re just the asshole who made a fool of himself.” Another chimed from the left end of the table. “Drudwyn, how you been?” he asked sending a wave. He stood up for a moment and raised an eyebrow looking over to Oliver with interest. “Who’s this fairy?” He asked sitting back down before sitting down to jest, “I thought Marcus was the only pansy you took to business events. Have you found a new favorite eh?”

“You could say that.” Dru laughed and turned to look back at Oliver motioning for him to come over, “Funny enough I won him at a poker game a few days ago and have been quite preoccupied with him.”

Mr Steiger balked, “Shut the fuck up you two and quit talking about such disgusting shit. No one wants to hear about what you faggots do.”

The man at the end laughed and Dru smiled, wrapping one arm around Oliver when he did come over to him. The man at the end place his cards flat on the table and put his cheek in one hand, “Now that Mr. Steiger brought it up, Dru give me a detailed description of what you’ve done to your new play thing Dru.”

“Well,” Dru started but Mr Steiger abruptly stood and swung around to glare at Dru and Oliver.

“Don’t you dare you fucking dragon. If you start describing the queer ass shit you do with this little assmuncher I’ll have the guards throw you out.” he sneered quite visibly shaking.

“Mr. Steiger, Mr. Dru, please, please.” The man from over at the bar cooed softly tearing his attention away from the woman before him who was flushed and seemed quite out of it as she clung to the man before her. “Take your seat Mr. Steiger. Mr. Dru and Mr. Vicari, please refrain from tormenting Mr. Steiger or bringing up the subject matter again or you all will be ousted.”

“You always ruin the fun Fredrick.” Mr Vicari sighed and turned his attention back to the game at hand.

Fredrick laughed softly, “It’s what I’m here for.” He turned his attention back to the lady before him.

Dru turned his own attention back to Oliver, not unaware of the glares that Mr. Steiger was shooting at him for standing so close to the seat next to him. “Fetch me a glass of bourbon and whatever you like.” Dru instructed lightly patting Oliver’s ass and taking the seat next to Mr. Steiger clearly out of spite.
 
"Well think about that next time you dress me up in such an outfit." he hissed back at Dru, but his head was up the moment that they were in the room. He wrinkled his nose at the smell of smoke and sighed. Oliver glanced around just like everyone else was doing and didn't take notice of anyone looking at him. There was too much for all the sense to sense. The moment they got to the fourth floor and the door was opened he was greeted with a scene that he kind of had been expecting but through him off as well. He eyed the women for a second before landing his eyes on the males. This was all in time for him to hear Mr. Steiger state that he didn't want to hear about faggot stuff.

He glared at the man and then looked over to the man who insisted on giving the man a detailed description about what they did. Oliver decided that he liked that man however, he was none too happy with Mr. Steiger. As Mr. Steiger went on about 'queer' and 'assmuncher' his fist curled. He wasn't going to be able to take too much more of this asshole. He was about to say something when bartender spoke up.

Oliver was so close to growling, however he was trying to remember what Dru had told him about his attitude and doing it in a sensible manner. He frowned until he felt Dru pat him on the ass. He smirked at that point and leaned onto Dru a bit, "of course, master." he said sweetly and moved to kiss Dru's neck before he headed to the bar. He was going to lay his slut act on as thick as it would come for Mr. Steiger. He hated men like him, it reminded him too much of his family and the way they were.

He moved over to the bar area and sat in one of the chairs for a moment, "bourbon and...whatever you have with a cherry. A longer stem if you have it." he said, giving a smirk as all his evil thoughts ran through his head. He was going to tear the man next to Dru to shreds if he had anything at all to do with it. He turned to eye the other for a moment and then looked over to Dru. What else could he do to make Mr. Steiger as uncomfortable as possible. After all the bar tender told those three to refrain, he never mentioned Oliver.
 
“Mai Tai it is.” The bartendered announced as if Oliver had an option at this point. He briskly got the bourbon, no ice, and then went to work on the Mai Tai. He pulled some shaved ice from somewhere and placed it into the same sort of cup that he had put the bourbon in. Then he added everything else. A dash from a bottle from here. A dash from a bottle from there. He dug through one of the little fridges that was behind the bar and added a little of something from there. He then quickly threw in more shaved ice and topped it off with a lemon, a lime, and after a moment a cherry with the longest stem as requested. The bartender quickly wiped off the glass with a rag that had been dangling from his butt pocket and then placed it carefully in front of Oliver since it was full to the brim. “A bourbon and a Mai Tai.” he chirped and nodded at Oliver before turning towards Frederick and his lady down at the other end of the bar.

Things had simmered down at the poker table, Dru and Mr. Steiger peacefully placed next to one another talking about traveling and good places to go on trips with the rest of the table. India was called out. Indonesia was mentioned. Someone said Cuba was a nice place to go and someone else quipped that you might as well just go to the Dominican Republic or the Bahamas. Dru was silent as he listened to the bickering, his focus on the cards in his hand until he clearly was content with his plan. He then peaked over to see what Oliver was doing and smiled to see him coming over.

He quickly backed his seat away from the table just slightly and patted his lap earning a sideways glance from Mr. Steiger. Dru ignored it with a cocky grin and purred, “What a good pet.” The comment earned the attention of everyone at the table, minus the dealer who was trying to keep things moving along, though everyone feigned interest in their cards or something else. Even the girls sitting on the couches were peering at the poker table from behind their phones.
 
Oliver blinked when he was only given one option but shrugged and waited for the Mai Tai to be finished. Oliver sipped just a bit off the top to make it easier to carry as he watched the bartender look quickly over to the man that had stopped them. He rolled his eyes, "give her a hundred dollars and she's yours all night." he mumbled under his breath before heading over to Dru. He made a point to move to the side that Mr. Steiger was on and leaned down ever so slightly, just enough for Mr. Steiger to get a view of his ass before setting the bourbon down and hopping right into Dru's lap without a second thought, instantly taking the cherry into his mouth.

He munched on it for a second before shaking his head, "Now, boys...all those places are so boring. If you really want to have a fun time you need to go to Thailand." he said, smirking. "That's where all the real fun is anyway. You can go about your normal little business and have lots of fun with all the fun people there." he licked his lips and finished the cherry, pulling on the stem to make sure they all saw what he was about to do. In the stem went into his mouth and he held it there for a few minutes before pulling it out, "full of people who know how to do this." he said, showing off his double knot on the stem.

Oliver glanced over to Mr. Steiger, "I'm sure even you can find something fun to do Mr. Steiger, I hear there are lovely ladies that cater to just your needs." he leaned into Dru a bit more as if he didn't have any other care in the world but Dru, "though, I suppose you might have to get over their little extra addition down there, if you know what I mean." he smirked and took a sip of his Mai Tai. "So, who's winning?" he asked, as if he didn't just lead the conversation down a pit of perversion. He had made sure that while he was sitting in Dru's lap he had left his legs on Mr. Steiger's side view, and he opened them just a little, giving Mr. Steiger a little bit of a glance to what Oliver declared to himself that he was missing.
 
The moment he whispered the comment about the girl Fredrick was with, she whipped around to glare at Oliver. Her hair twisted with the quick motion revealing elongated ears that faded to black at the tips. She also had whiskers coming from her face in several places and her pupils, though not slits, clearly had a more animalistic feel to them. She was about to pursue Oliver but Frederick’s arms snaked around her waist and reeled her back. Reluctantly she allowed the action, though it took more coaxing to earn back her full attention.

Mr. Steiger didn’t miss the ‘tease’ Oliver gave him. It brought a sneer to his face and he shifted in his seat away from Oliver and Dru. Dru on the other hand embraced it from a sideways glance. He quickly wrapped his free arm around his pet’s waist and held him on his lap, his hand resting on Oliver’s bare thigh. The action made Mr. Steiger tense up more because despite trying his hardest not to look, the movement continuously caught his eye causing his face to further twist in disgust.

Oliver quickly gained not just Mr. Steiger’s attention but everyone as he put on his little show. A couple of the guys laughed at Oliver’s jesting while a couple of the guys sneered their disapproval. Mr Vicari sat in his seat, masking a cheshire smile with his cards.

As Oliver leaned back into Dru, the dragon’s hand ran up Oliver’s neck, sliding beneath the dress and hoisting up a smidge just as Oliver mentioned Mr Steiger would have to get over the additional appendage. It brought a chuckle to the back of Dru’s throat. Now Mr. Steiger’s face was starting to turn red and he had twisted away from the duo to glare at his cards. So when Oliver turned his attention away from Mr. Steiger the man sighed, happy for the reprieve only to be disappointed when Oliver covertly flashed him a glimpse of the very appendage he had eluded to.

“You fucking nasty piece of shit,” Mr. Steiger started only to stop seeing Frederick looking directly at him. Steiger whipped towards Dru his fists clenched ruining the cards he was holding, “You need to teach your slaves some fucking class and tact you reptilian piece of shit.” With that, he moved around the table and sat in a spare seat next to Vicari, who was nodding his head and giving Dru, and or Oliver, a thumbs up earning him a quick thwack on the back of the head from Steiger.

Dru, unphased, shrugged and squeezed Oliver’s thigh with the hand resting there. The other guys, seeing nothing was to follow the encounter, continued on with their quiet conversations and playing of cards. Once he was sure no one was looking, Dru leaned over and nuzzled Oliver whispering, “Well played.”

Again, he squeezed Oliver’s thigh and the guy who had been on the other side of Steiger sighed out seeing the same thing Steiger had, “Get a room if you’re gonna do that. Come on. Only Frederick and his wife can do that here.” Dru laughed, and quickly turned Oliver so his lower half was hidden below the table.

“We are going to have a limo for that.” Dru retorted causing the guy’s eyes to rolle and Steiger to make some odd noise. “Aren’t we?” He asked Oliver the hand, which remained in the same spot on Oliver’s thigh, now lightly rubbing small circles on his inner thigh.

“Dru,” Frederick warned and Dru laughed dropping the topic.
 
Oliver was quick to move away when he realized the lady had heard him. He most definitely hadn't meant for her to hear him. After all he was supposed to be playing the good pet. Though, judging by the glare he was feeling like he wasn't wrong about her. However, later hearing that she was the man's wife, he winced slightly. Honest mistake, he did feel bad about it though, just a little.

He had to do everything in his power not to snicker each time that Mr. Steiger seemed disgusted with him. He just loved how Dru was helping him torment this man. At the insult, Oliver nearly stood up. When he saw Mr. Steiger stop he sighed, "Now, now, Mr. Steiger, that's not very nice to say. All I'm doing is sitting in my master's lap, being a good little pet, just like I've been told. Or maybe you would like to teach me some of the decorum that you are speaking about. I'm sure we can have some great fun." he teased, hiding the smirk that threatened to form on his lips. "Strictly clean, I assure you." he moved as Dru prompted him to put his legs under the table, letting his smirk slip.

"Also, don't you think that's a little unfair. Letting Mr. Frederick and his wife have all the fun?" he pouted a little bit before he felt Dru play with him a little bit. He bit his lip and hummed, "oh yes." he murmured to Dru. "Can't wait, master." he whispered, only loud enough for Dru to hear. He leaned back against Dru getting comfortable and looking at his cards. He wasn't really sure what they were playing or if Dru had a good hand or not, so he settled to what he had always done at these things, drift off into his own little world.

Which is exactly where he was when the door opened again. He glanced over and tensed instantly. What the hell was he doing here? This wasn't the kind of party that he would join. Oliver only wanted to shrink to something unseen as his ex walked into the room and headed towards the table they were at. What was worse was because of his antics with Mr. Steiger there was only one place for his ex to sit, right next to him and Dru. He refused to look over and was attempting to disappear into Dru's body.

"Oliver?" he heard his name be called and winced before looking over.

"Zachary?" Oliver said right back to his ex. "Oh, wait sorry, that isn't your name is it?" he hissed, "maybe asshole, or backstabber would fit better." he practically spat out.

"Well, that was insanely creative." Zachary said back, rolling his eyes. He glanced over to Dru, recognizing him as the man that took everything from him the last time. He frowned and looked over to the rest of the group giving a friendly nod to each.
 
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