A Newly Minted Queen

"You've got really nice bone structure" Cheeksa smiled as she rubbed on the foundation, covering the sun tanned skin of a lifetime of field work with a thick layer of the creamy goop. Chris hated this, he hated that he'd lost a bet, he hated that he'd lost his fantasy football league, and most of all he hated that he was being entirely stripped of his masculinity as part of the bargain.

"Can you not, this is bad enough as it is" He grumbled bitterly, causing Cheeksa to step back and glare at him. The drag queen in question was tall and elegant, native cherokee, with dark brown eyes and bouffant blonde hair she towered over his 5 '7 frame at what must've been over 6'. She was one of his buddy's cousins, either Matt or Jeremy he couldn't remember, but she'd agreed to do this mostly for shits and giggles. But the look she was giving him right now could kill at a distance.

"Listen dickhead, drag is the reason I get out of bed in the morning. I get you don't wanna be here but don't be an asshole about it. Or I'll make you look like shit and tell everyone you asked me to suck you off. Now, shut the fuck up and hold still while I work. Your bitchin is fucking up my lines" She grumbled, pointing a perfectly manicured nail at him. Chris nodded sheepishly and sat still for the rest of the application process. When it was all said and done he looked in the mirror and saw someone totally different. Sure she looked like a lesbian, hard not to with his short clean cropped hair and broad shoulders, but she wasn't ugly. Heck, he wouldn't go home lonely if she was the only pick at the bar. "And Voila. Now, hold still while I put a bald cap on you" She muttered, pulling out some kind of rubber swim cap that looked more like an oversized condom than he would've liked.

"Aw come on, they didn't say anything about a wig!" He griped, but quickly shut up again when Cheeksa glared him down. He submitted himself to the discomfort of having the big condom shoved down over his head, sprayed with adhesive, and covered with a mess of fiery red hair. This time when he looked in the mirror he was speechless, the spitting image of Rose Leslie sat in the chair where he'd been only an hour prior. "Holy shit" He mumbled.

"See, this is why you sit still and let the artist work. Now you're so hot you'll make your buddies hard and they'll be too uncomfortable to talk shit. Plus, any pictures of you will be totally unusable since nobody will believe it's you" Cheeksa smirked, stepping back to admire her work. Chris had to admit she was right, he could see none of his former self in the mirror before him, he was absolutely stunned. Cheeksa sighed and walked over to the closet of the small dressing room he'd been provided and returned with a corset and a dress. "Now, let's get you dressed!" She smiled.

The process of cramming the former college kicker turned Jeep salesman into a dress was a fitful one that probably should have taken place before the makeup, but Chris had been much more resistant to the idea of the dress than the face paint, so Cheeksa had made a choice. "Dam" He muttered, looking in the mirror as he stood and did a twirl, though he almost fell from the platform heels he'd been given to wear. The green empire waist maxi dress hung loosely around his sculpted abs and muscular thighs, but the corset cinched it just perfectly to turn his pecs into a reasonable amount of cleavage. It was alien, and looking down at it wasn't super comfortable in the outfit, but staring at his new "tits" in the mirror was a trip. "I'm fuckin hot" he mumbled. Cheeksa cackled and patted him on the back with a big smile.

"And that makes it all worthwhile! Now, have you thought about your drag name yet? Unless you want them announcing Chris Lightfeller on the main stage" She snorted. Chris would've blushed but the idea genuinely terrified him. If the guys at the dealership got ahold of this he'd never hear the end of it.

"Uhm.... I was thinking about Christa Mighty... or maybe Jesse Uschrist?" He muttered. Cheeksa gave a heavy sigh and shook her head.

"Bad idea, you don't wanna draw the wrath of the Jesus freaks any more than we already do. Avoid anything christlike in your name. Plus, you don't want folks knowing it's you anyway. What about... Yuno Nothing..." She laughed. Chris had to laugh at the goofiness of it all but nodded. He was about to make the most ridiculous ass of himself in his life... but at least nobody would know it was him.

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"As always I've been Cheeksa Parton your hostess with the mostess... cleavage that is. And for our final performer of the evening we have a newcomer and a special treat. My protege, Yuno Nothin!" Cheeksa called out loudly with a flourish from the stage of the small cabaret. The lights turned from her to center stage, where a beautiful redheaded woman in a long flowing green dress cinched at the top by a black leather corset stood on three inch red heels. The song Chris had asked for started playing on the speakers as he strode out onto the stage, mouthing the words into a disconnected digital mic they'd given him to lipsych with.

In truth he had already known every word to Shania Twain'sWhose Bed, and even some of the choreography as he flounced down the stage doing the best not to fall off his damn heels. The crowd was cheering, louder than they had for the last two performers even, which was giving him almost a high as it was the first time in a long time he'd heard that sound. He started getting more and more into the sound of the crowd and the song as he really put on a show. He strutted off the end of the stage and right into the crowd, walking over to the table where his friends sat. He flounced around it, relishing in their discomfort, other than Will who was cheering like he was actually at a Shania concert. When the song ended he climbed the stage to thunderous applause and a bunch of people tossed dollar bills and roses onto the stage. He strutted back behind the curtain and nearly collapsed. The high was euphoric. He almost wanted to go out and do an encore and go through it all over again. Cheeksa met him with a big kiss on the cheek.

"You did amazing baby! Everyone loved you!" She laughed, before stepping past to go and close out the show. Chris turned and made his way towards the dressing room, past a couple of other drag queens who gave him big thumbs up and one who shot him a jealous scowl. He cleared the door of the dressing room and collapsed onto the couch in a heap. He was breathing heavy, his heart was racing, and he could barely sit still. A knock at the door sent him stumbling to his feet in surprise.

"Uhm... who... who is it?" He called, trying to affect his best girl voice, which came out surprisingly high even to him. The door opened unceremoniously and Cheeksa barged in with a huge man in a suit. He was even taller than her in heels and nearly as broad as the door, bald with a big bushy black and white beard. Once the shock of the intrusion wore off Chris felt a shock of fear run through him, he knew who the man was, and he knew this only meant trouble.

"Yuno this is Mr. Obi, Mr. Obi owns the cabaret, and half the town" Cheeksa said nervously, gesturing to the massive man with a forced smile. Obi wasn't just the town's biggest business owner, he was also its criminal kingpin and the county judge. They called him the King of Lake County for a reason, and while he was a merciful king, what Jim Obi said was what happened, and not many folks had the stones to argue with him. Didn't hurt that he was a former all state linebacker, 6 '6 of solid muscle capped with just enough fat to make him look more like a grizzly bear.

"I'm uhm... familiar with Mr. Obi, we've met once before!" Chris smiled, keeping up the Yuno persona since Cheeksa had seemed to deem it necessary. Obi for his part wore a wide grin and carried a can of beer from the bar, looking at him predatorily.

"Oh I'd know if I'd met such a... vision of loveliness. Cheeksa, does Miss Nothin here know of our arrangement? Or would you like to take a moment to explain it to her before we begin?" He said with a big shark toothed smile. Chris was getting more nervous by the second but he didn't really see a way out of the situation. If he tried to leave or pull his wig off he might incur the wrath of Obi, and looking to Cheeksa for help only rewarded him with downcast eyes and even more of a sinking feeling.

"Mr. Obi has graciously provided the cabaret with everything it needs to succeed and has fought tooth and nail to make sure that our shows take place unmolested by the mobs of folks around here who'd like to see them shut down. As a thank you, me and a couple of the other girls around here like to give him little... private shows... after a big show like tonight. And while I'd usually be the one doing it, he's asked that you be our... special guest... for the evening. You won't have to go any further than you're comfortable, but Mr. Obi really likes you and he'd appreciate it if you could help us get started and maybe stick around to watch." Cheeksa said with some trepidation in her voice for the first time in the night. She was staring Chris down with a look that begged him to be cool. But he could see the writing on the wall and his hackles were up.

"I uhm... I don't really swing that way... I wouldn't mind watching but I wouldn't wanna participate..." He laughed nervously, he could tell immediately that it was the wrong answer. Obi's eyes darkened and he looked to Cheeksa with a smile that was still broad but had turned threatening. The beautiful drag queen favored him with a sparkling smile and laid a hand on his chest.

"Obi baby, why don't you take a seat on the couch and get comfortable. Me and Yuno need to have a quick chat before we start." She smirked. Obi nodded and took a seat on the couch and unbuckled his belt. He reclined lazily and started fondling himself through his pants, staring the two 'women' down. Cheeksa saddled up beside Chris seductively, pulling him close and whispering in his ear. "Listen, I didn't think he'd be here tonight or I wouldn't have made you look so good. You can walk out of here right now and disappear, I'll tell him you were some transient, but if you do you can't come back." She hissed in his ear. Chris almost bolted at the offer, but he thought back to the power, the euphoria, of being on that stage. Of being Yuno. It was unlike something he'd ever experienced before, and he wasn't ready to give it up just yet.

"What would I have to do?" He asked, pressing his lips as close to Cheeksa's ear as he could so Obi wouldn't know he was considering it. In truth, he was reevaluating everything he'd ever thought about himself and having a bit of a crisis of conscience. He wasn't gay... but here he was considering doing something he'd absolutely have called gay all for the chance to dress like a girl. Something only hours ago he'd have called the worst punishment he could imagine. Heck, he'd been the one to suggest it for the league. But the feelings he'd had on the stage... hell the feelings he had now in this room with Cheeksa... they were terrifyingly addictingly good.

"I told him you weren't into guys, but that just made him want you more. He wants you to suck him hard before he fucks me. He's got a big dick and he gets off on power and control. You kiss it a few times, rub it on your cheek and tell him how fuckin big it is he might cream on the spot. If not, I'll lube up and do the hard work. Listen, you do this for me, you can come back anytime you want. And you can always back out at any time and I'll cover for you." Cheeksa gave Obi a big smile and giggled performatively. Chris followed her lead and gave a coquettish grin. He thought on it for a moment but gave a gentle nod to Cheeksa. He walked slowly over to where Obi sat and nervously kneeled before him. Cheeksa walked over to the couch and slid in next to the big man, stroking his chest and kissing his neck.

"I'm uhm... I've never done this before. Please be patient with me" He said in his feminine voice, before reaching out for the big man's zipper and sliding it down. The cock inside felt like a can of shaving cream, hard as steel already, and massive. Much bigger than Chris's average sized cock. He slipped his fingers in and dug the girthy rod free, almost falling backward as the massive member sprung forward towards his face. Obi let out a deep rumbling chuckle that sounded like thunder, reaching down and taking his cock in his hand.

"Oh pretty girl, you ain't never seen one like this before have ya? This is a proper bitch breaker! Laid out half the ladies in town!" He rumbled, waggling his dick before her eyes like a dog treat. Chris was so conflicted, on the one hand he was horrified. He'd never been this close to a cock other than his own and he was flooded with self doubt. On the other hand... it was warm, and soft, and the hot musky smell of it was pleasant. "Would you like to give it a kiss?" he asked.

Chris gave a slow nod and leaned in, pressing his lips to Obi's cock. He made sure to look up at the big man as he gave a long slow kiss at the tip, letting his tongue slip out of his mouth. It was frighteningly easy, natural almost, to open his mouth and let the head slip between his lips. He struggled to accept more than the head though due to its girth. He moved his lips up and over it a few times, running his tongue out to lap at the massive man's massive cock. "Holy shit it's so big... fuck I can't even fit it in my mouth" Chris groaned. Obi smirked and caressed his head with a hand the size of a catcher's mitt.

"Ya I'm hung, you wanna feel how big? Relax and I'll make it fit. You can tell your friends you sucked a monster" He smirked down at her. Chris for his part didn't know how to answer. Fear, euphoria, conflict, confusion... it was all too much in his head. He looked to Cheeksa for guidance, but she was busy playing minx. He nodded, and Obi's hand began to guide his head back to his cock. Chris opened his lips and took the head inside, but as he did Obi began to apply slow steady pressure to the back of his head. He didn't fight it, but as his jaw was slowly forced apart he started to gag a little. Obi didn't relent though, he kept pushing and pushing till the head of his cock was at the back of Chris's throat. The newly minted drag queen's eyes watered and he sputtered with spit, his makeup running only slightly.

"Let her up baby before she chokes to death" Cheeksa laughed nervously, and Obi released his grip. Chris sputtered as he fell backwards and looked up at the big man with a mixture of fear and desire. "Why don't you let Yuno get cleaned up, and I can treat you to the special of the house? Drain that cock good and proper" She smiled at Obi. The big man however wasn't even looking at Cheeksa, he was staring Chris down with a smirk.

"If Yuno wants to go, she can. But I've seen that look before. I know a real cockslut when I see one. She wants it. Tell you what, Yuno, you want out? Clean yourself up and walk out the door. But you want more of this cock, bend yourself over that makeup chair and hike your dress up" He ordered, staring her down the entire time with dark blue eyes that dared disobedience. Chris felt like he was back on stage, but this time, it was an audience of one. The high was returning, his fear was dissolving.

"I uhm... I've never... I dunno if I can" He muttered, his voice cracking a little in his trepidation. Obi smiled and reached his big hand out, stroking Chris's cheek gently, almost lovingly. Cheeksa had moved her hand to stroke his big thick cock, throbbing between his legs like an angry serpent.

"It's all on you babygirl" The mistress of the house smirked, kissing Obi's thick neck as she stroked his dick, giving it a little extra sway in front of Chris, like she was trying to hypnotize him with the back and forth motion of the big shaft. Chris swallowed his fear as he slipped off his heels and climbed to his feet, walking over to the chair and bending over, pulling his dress up over him. He heard the couch shift behind him, but didn't dare look in the mirror for fear of losing his resolve. After a moment of silent terror he felt Cheeksa's nails drag over his ass, before feeling something cold smear between his cheeks. He shivered and involuntarily slid forward. "Relax. I'm just lubing you up" Cheeksa whispered before sliding a finger slowly past his sphincter. He let out an involuntary whimper and moan as she did.

"Oh she's ready isn't she?" Obi smirked, his voice booming in the small room. Cheeksa laughed and Chris felt his cock growing hard involuntarily from the stimulation. Suddenly Cheeksa was in front of him, pulling a small silver bottle from her pocket.

"Take a big breath of this. It'll make it easier." She whispered, holding the foul acrid smelling bottle up to Chris's nose. Chris obeyed, despite the burn of the chemicals as they flowed through his sinuses. The head rush was instant, like flying or standing up too fast but in a good way. He was on a roller coaster for a moment, and all his muscles went slack. It seemed like perfect timing then because Obi gave a few ceremonial slaps of his thick meat on either of Chris's toned ass cheeks before laying the head at his entrance and pressing. The sensation was like shitting in reverse... then like being torn apart... then the thick dick hit something inside him and fireworks lit up in his stomach.

"Oh fuck! Oh my god." He groaned, totally dropping his girl voice in surprise and shock. He'd obviously made a mistake because Obi swatted his ass hard enough to turn the skin pink and cause Chris's untrained asshole to clench, which sent a fresh shock of discomfort through him as it was wrapped around something nearly two inches thick. "Uuuuunnnggghhh" He whimpered.

"That's a good girl, I'll go slow and easy since it's your first time. I love breaking in virgin ass... not like you'll be stretched like this again anytime soon" Obi muttered, slowly sawing his thick pole in and out of Chris's sensitive ass. He grunted as he moved, the tight hole spasming around his cock as he fucked the poor drag queen like she belonged to him. Because she did. Because he wanted her to, and Jim Obi always got what he wanted in the end. Chris for his part was rocking and shaking, his cock bouncing as he was fucked and sending waves of pleasure to match the pain. Cheeksa offered the silver flask again and he took a long inhale, washing the pain away and leaving only the pleasure.

"Fuck!" He cried out, making sure to use his girl voice once again. Obi rewarded him by speeding up a little and reaching a large hand up to his shoulders to pull him back against the thrusts. He whimpered as his tight virgin hole was ravaged by the massive man.

"Give in girl, give in to this big cock and it'll make you cum like a firehose. Fight it and it'll destroy you" Obi growled. Cheeksa was in front of him stroking his face, with Obi behind him smashing his asshole to pieces, he was in heaven and hell all at once. "Cheeksa get yours out. Lets eiffel tower this little hussy" Obi laughed. Cheeksa looked down at him with sympathy, but didn't dare disobey the massive man. She fished her own cock out and waved it before Chris's face. In his horny and intoxicated haze the newly minted slut didn't hesitate to capture it between his lips. Cheeksa was already hard from the pornographic display, despite her own hesitance, she groaned and thrust into his mouth.

"Fuck yes slut take it" she growled, causing Obi to let out another rumbling laugh. Her cock was much smaller than Obi's, and Chris could actually tongue it and try to suck it instead of just having his face violated. He let Cheeksa do the work, but did try to give a little tongue action licking along her shaft as she fucked his lips all the way to her neatly trimmed pubes and tight little balls. Chris gave himself over to the sensations, the pain and the pleasure, letting his body go limp but to keep itself standing. "Oh she's good. She's such a good slut" Cheeksa groaned, to Obi's amusement as he quickened his own pace ravishing Chris's poor abused sphincter with his big thick dick. Chris squealed a little involuntarily, causing Cheeksa to shudder.

"I'm about to flood this little slut's ass Cheeksa, unless you wanna clean her out, paint her pretty little face." Obi ordered with a smirk that dared challenge. Cheeksa whimpered but nodded, quickening her pace, desperate. Chris could hear the rhythmic smacking of his own ass as Obi railed him, punctuated by the feeling of that thick cock hitting his pleasure button and stretching the deepest parts of him. "Fuck girl you take dick good" He growled, his massive hands gripping his hips as he ravished the first time femme.

"I'm gonna cum" Cheeksa groaned, pulling out and jerking her dick a few times before a small spurt of hot liquid hit Chris's face. He wasn't sure what expression to make so he tried his best to smile, surely looking stupid and half stoned, but still enjoying the physical reward for his work. Cheeksa smeared her cock head over his forehead as several more pumps of the hot jizz burbled from its tip weakly. "God you look hot like that. Obi, turn her towards the mirror so you can see while you fuck her."

Obi obliged, lifting Chris effortlessly and rotating the chair so they could both see him in the mirror. His makeup had run slightly from the liquid, but he looked... like a well used slut. Like a pornstar after a good fuck. But he wasn't done yet, the towering form of Jim Obi was still behind him, pounding into him, rocking his body like a ship in a storm. His mouth now free he was letting out feminine little grunts and whimpers as he was ravished. Obi's face had grown red with effort and he was grunting a little himself, his cock throbbing as his big balls smacked against Chris's own. Obi let out a growl and locked up, his hands gripping Chris's hips painfully tight, and his cock throbbing in his asshole. He felt a flood of warmth in his... depths... and groaned desperately. Obi smirked and reached up, stroking his cheek.

"That's what I like to hear." He smiled. He pulled out slowly, releasing a small torrent of cum and lube dribbling down Chris's balls and cock, dripping onto the dress. Obi slapped his sloppy bitch breaker onto Chris's cheeks again, marking them with a mixture of their fluids. Cheeksa smiled and walked around him, kissing Obi on the cheek, and whispering something in his ear. The man nodded and with a grunt he pulled up his pants and tucked the monster back into its cage. "Ladies, I'll take my leave and let you get cleaned up. Miss Yuno, if you're ever back in town please, come see me." He said, before walking unceremoniously from the room. Chris blinked in the mirror several times, coming down from the high of the experience suddenly and violently.

Cheeksa seemed to recognize the sign of his drop and caught him as he fell to the floor, struggling not to puke. "Hey hey you're okay. You're okay. I've got you baby" She whispered, pulling him to her chest. There was a sob in his chest, but it couldn't seem to escape. He wanted to force it down, retain the masculinity of stoicism, but it was trying to tear its way out of his chest. He was a man... he was a strong masculine man. And he'd just been fucked like a wanton bitch in heat. He was dripping with another man's cum, covered in a drag queens jizz, lying on the floor in a dress. The sob never broke free from him, but he lay on the floor with Cheeksa, shivering and clenching his jaw for nearly half an hour.

When he finally stood, he shed the dress and stared in the mirror, at his askew wig and his ruined makeup. The red marks on his hips that would soon turn to bruises, and his poor abused asshole was already starting to show signs of burning and tearing. But looking in the mirror he still saw the woman the people on stage had cheered for. The woman who'd caught the eye of the man who could have anyone. Cheeksa sat him down in the chair gently, and began to disassemble her masterpiece. It took nearly as long to deconstruct Yuno Nothing as it had to build her, and when the work was done, Chris was once again unable to recognize the face in the mirror. "I'm uhm... I'm gonna go" He mumbled, picking up his clothes and awkwardly putting them back on. He yanked the bra he realized he was still wearing off before putting his shirt on.

"You're welcome back anytime you want Yuno... You proved you're a true diva tonight... and I appreciate what you did for the show." Cheeksa smiled apologetically, pulling her own dress straight before Chris opened the door.

"I'll... be back sometime." He muttered, as he stepped out the door into the darkened cabaret and limped his way to the car, hoping none of the guys had stayed behind to talk. He wasn't in the talking mood.