Chapter One

By Kurtofsky4eva


Summary: Kurt Hummel is the highest-paid escort at Arena, New York's elite agency that provides the very best. He is sought-after by both men and women and no one knows what his real preference is. Story includes cross-dressing, role-play and light BDSM. Rated M for content and language.

Disclaimer: I have no claim on any of the recognizable characters. The OCs belong to me, and they better remember that.


Kurt smiled at his reflection. He was almost unrecognizable. He got up from his dressing table and stalked over to the large antique cheval mirror and stared at himself.

Tonight was the governor's masquerade ball and his client for the evening had invited him along. Kurt tried to suppress the excitement that made his blood fizz like the finest champagne. It wasn't that he had never been to a masked event before; no, this was the first time he would be attending one in cross-dress.

He was seriously into costumes and cross-dressing, having been known to rock a skirt or two when he was in high school. He knew he had the legs to pull off short skirts but growing up in a narrow society like Lima's hadn't allowed him much opportunity to express his feminine side.

Now, though, having lived in New York for the past eight years, he had been able to give free reign to his inner diva. There were photos in the archives of magazines, both online and print, of him at various events over the years, resplendent in anything from a Marie Antoinette ball gown to Dorothy's gingham dress, complete with the ruby-red shoes. He had fun just being himself and after finding himself being recruited to the famous Arena Agency, he thought himself extremely lucky indeed.

Kurt couldn't deny that he was the most turned on when he was wearing female costumes or clothes. He had one particular client, a famous billionaire who was very married but was also well-known for his love of beautiful boys who absolutely enjoyed this about Kurt. Mr. M. always wanted him in female attire when they 'played' and the sex was always explosive when they met up.

Kurt grinned at the 'girl' in the mirror; he had let his thick hair grow so that it was in a longish pixie cut with long bangs he'd thinned out for a wispy, delicate look. They framed his unusual eyes and the back was allowed to curl a bit to soften his jawline. He wore a bit of silvery eye shadow, navy blue eyeliner on his lower lids and mascara on the top that extended his lashes a bit. His lips were stained a delicate pink that matched the natural color in his cheeks. He looked like a doll as he allowed his lips to curve in satisfaction.

He took his own sweet time slipping into the black leather dominatrix outfit with its silver-studded collar. His neck was one of his main assets, he always thought, so he played it up, admiring the way the glossy black leather contrasted with his pale, creamy skin. The matching corset cinched his waist tightly but the interesting thing about it was that, in the front it stopped in a double-v just below his navel. The back of it, however, flowed all the way to the floor in waves of shiny black vinyl and he loved the way it looked when he turned swiftly. His lower half was clad in tight, shiny black leather, resting just below his hipbones in a way that would draw every eye in the room tonight. The leggings went down into knee-high boots that had small silver buckles at the back, just right above the stiletto heels.

He had matching gloves that went all the way up his arms to his biceps but left his long fingers bare; the nails were painted black with a metallic stripe. All in all, he was pretty well-covered but for his shoulders and back and they would be covered by the black, militaristic Belstaff coat that was lying on the couch waiting for his departure.

He was an androgynous wet dream and he loved it!

Finally satisfied about every aspect of his appearance, Kurt gathered his coat and strutted out of his apartment. Having the penthouse suite in one of Manhattan's finest buildings was a perk he had not expected when he became Arena's leading escort. Fleeting thoughts of his high school dream of being on Broadway no longer brought the twinge of pain they used to. His life was so interesting and so different from what he'd expected that he didn't have time to really dwell on the past and 'what might have been'.

He nodded to the doorman of his building and stepped out, wrapping his coat about him and strode across the pavement to the waiting limousine. His 'date' for the evening would already be in the back seat, he knew and he nodded politely to the chauffeur as the man held the door for him.

Kurt slid into the back of the expensive-smelling vehicle and allowed a coy smile to flirt with his lips. His partner slid a hand onto one of his knees and then pressed his nose between the collar of Kurt's coat and his neck.

"How are you, ma belle? You look delicious tonight," the deep voice breathed against Kurt's neck and he repressed a shiver but let a smile come through in his voice.

"I am well, Your Highness, and you?" He never failed to use this man's title but the way he said it in his soft purring voice almost always turned the man on. Who would have thought that, having been made fun of almost all his life for his feminine voice, a time would come when he would be paid handsomely for its effect on people.

The hand on his knee tightened before sliding up his muscular thigh and coming to a stop on his hip. His Highness Prince Fayed, a scion of one of the Middle East's oil-rich families, was a very hands-on man although he was gentle with it. Kurt smiled as he settled back, enjoying the attentions of the handsome, dark-skinned man who was dressed tonight like a certain British double-O spy. Would anyone really have thought the man would turn up dressed like a dessert sheikh?

They chatted desultorily as the heavily-armored vehicle made its way towards the site of the evening's entertainment. Eventually they joined the long line of vehicles waiting to pull up before the red carpet cascading down the numerous marble steps to disgorge their privileged passengers. Paparazzi lined the sidewalks, every one of them hoping to get the best photos of the night. Kurt shook his head as he relaxed, knowing that once again, come the morning, his features would be plastered all over the tabloids.

Finally, it was their turn and once again the chauffeur was holding the door open for them, Kurt sliding out first and twitching his coat in place so as to cover his costume. Prince Fayed stepped nimbly out and then took Kurt's elbow although Kurt had a good few inches on him in height. Old-world courtesy seemed to be ingrained in Fayed and his ilk because they all seemed to treat Kurt as if he were an honorary girl. Well, who could blame them with Kurt looking like a cross between a dominatrix and a Japanese anime character?

Inside, the noise was terrific; guests milled about, some already with champagne glasses attached to their hands. Kurt looked about with his usual serene expression, his eyes glittering like gems in the overhead light. Prince Fayed puffed himself up as he helped Kurt remove his coat and hand it to the coat-check staff. He drew in a breath when he took in the entirety of Kurt's costume and he ran a hand up Kurt's half-naked naked back.

"You look magnificent, my dear, absolutely stunning."

Kurt turned to him, not minding the hand on his skin and smiled at Fayed. "Thank you; I hope you don't think it's too daring…" and he lowered his lashes, knowing how the gesture affected the other man.

Fayed's eyes roved admiringly over the gleaming skin of Kurt's shoulders and stopped at where the corset covered his chest, pressing the flesh tightly together in such a way as to give the illusion of small breasts. He took a deep breath, barely restraining himself from pressing a kiss against the soft skin and then slipped a hand to small of Kurt's back to usher him forward into the huge room.

"Come, I want to greet our hosts and then get on with the drinking," he smiled at Kurt, enjoying the beauty that was his for tonight.

Kurt nodded and allowed Fayed to lead him over to the front of the room where the city's premier couple was holding court. Kurt knew that eyes were turning towards him and his partner; he had no doubt that most of them were eyeing his outrageous costume rather than paying attention to the prince beside him.

He shortened his stride to accommodate Fayed's slightly shorter legs and the result was that he seemed to sway as he walked. That, too, was thanks in part to the stiletto heels of his boots and he enjoyed the way the flowing skirt swirled around his legs as he walked. This might not be Broadway but Kurt Hummel was definitely center stage tonight.

Fayed reached the couple, the Beekermans, who happened to own nearly a third of the city and he introduced Kurt to them, smiling proudly. He knew he had the most intriguing person in the room on his arm and he watched the older couple intently for their reaction to Kurt's stunning appearance.

Irene Marchison Beekerman held out her hand to Kurt in such a way that he wondered if he should kiss it but he simply held it firmly, murmured how happy he was to be here and smiled into her eyes. The washed out blue eyes smiled kindly at him as she welcomed him to the gala.

"It is a pleasure to meet you, my dear," the snow-haired doyenne said now as she swiftly took Kurt's measure. She had been around a long time and she sensed that Kurt was no ordinary guest of the prince's. "This is my husband, Harold…" and she glanced quickly from Kurt to the stout man beside her.

Kurt released her hand and held his out to the other man, smiling inwardly as the man's wide eyes crawled from the top of his head to the tip of his pointy boots. The poor man's cheeks reddened as he stared at Kurt's chest and everyone could see he was wondering what exactly Kurt was. The fact that Kurt sounded like a girl didn't help matters at all. Unfortunately, he still wasn't enlightened even after Kurt murmured a soft, lilting, "I'm pleased to meet you."

Fayed nodded to the elderly couple and then moved along so the next couple could be introduced and he snagged Kurt's elbow while pointing to a passing waiter with a tray of filled champagne glasses. He took a glass and handed it to Kurt before taking one for himself, still holding Kurt's elbow as if he thought he would float away.

As Kurt sipped the cool, delicately fizzy wine, he looked about the room, nodding every now and then to whomever he recognized. Fayed led him over to one of the many love seats dotted around the room and Kurt sat, crossing his long legs in such a way that Fayed's fingers itched to stroke them.

"You know," he said to Kurt, leaning in to whisper intimately, "you really are too tempting… much too tempting."

Kurt hid his smile behind his wine glass while his eyes roved around the room, catching several couple's attention but sliding over them. He answered Fayed softly, his voice flirtatious. "We could have stayed in tonight, Your Highness. You know I would have loved that."

He leaned back slightly and turned his attention on his partner as he said the last bit; Fayed's eyes darkened and dropped to Kurt's mouth. No one watching them would have any doubt what was in the prince's mind and Kurt's cheeks pinked at that thought. He had a kink for voyeurism and the thought of all these people knowing what he and the prince would likely get up to later turned him on a lot.

Fayed chuckled and stroked one long finger down Kurt's warm cheek and when Kurt's lashes lowered he drew in a deep breath. "This is going to be a long night, isn't it?" The humor in his voice dampened some of the tension that had started rising and Kurt smiled back at him.

He uncrossed his legs and then, just to be perverse, crossed them again the other way and grinned as Fayed's eyes followed the movement. He took a sip of his wine and then looked around the room again. He wondered if there would be any of his former clients attending tonight and just as he thought that, his eyes landed on a beautiful blonde across the room.

She was a movie actress who had been invited to perform on Broadway the year before and had met up with Kurt at a party, a mixer as his boss liked to call it. The famous, the rich, the beautiful – all these people routinely received invitations to Arena's famous parties and that was where they had met. What many people didn't know was that she and Kurt had been high school friends.

Brittany S. Pierce was as famous in Hollywood for her movies as she was for her bisexuality. When she had met up with Kurt at the party, they hadn't made it known, for whatever reason, that they were old friends. What she'd been obvious about, though, was the fact that she wanted Kurt and she'd paid Arena heftily for the privilege of spending the weekend with him.

He and Brittany had, between bouts of some of the kinkiest sex he'd ever indulged in, spent a lot of time reminiscing about McKinley High and the friends they had lost touch with. It was almost like having sex with a best friend; not that he'd ever thought of having sex with Mercedes Jones. He and Brittany had enjoyed each other's body and company thoroughly and he had only the fondest memories of their time together.

She had wanted to know how Kurt had come to be in that line of business and he had answered without shame or regret.

"Breaking into Broadway isn't easy, sweetie." They had been lounging on his massive couch together, eating ice cream and staring out at the Manhattan skyline. It helped that his penthouse was in a building that didn't have any others as tall nearby. They were both naked, having just romped exhaustively and now they were building their strength up for another round.

"I tried so hard for such a long time and – maybe it's my voice, my looks – I just couldn't seem to catch a break. Rachel got an off-off-Broadway gig fairly early but I," he looked away, the spoon hovering over the container of rum-raisin ice cream, "I just got tired of being turned down."

Brittany leaned over to run a soft hand down his leg and murmured, "But how did you get with Arena?"

Kurt giggled and resumed eating, licking the spoon before continuing. "Well, I got in with this crazy crowd in Chelsea that was into cross-dressing, costumes, crazy stuff. They would have these parties and at one of them, the owner of Arena saw me and gave me a card. I never looked back after that."

Brittany smiled with him, genuinely happy that he was okay with his occupation. She tilted her head as she dug into the last of her strawberry ice cream. "Did you ever tell your dad what you do? I know my parents think I'm going to burn in hell for doing movies with sex in them… and it's not even porn!"

They laughed together but he nodded. "Yeah, my dad knows. Not that he's happy about it but he sees that I'm okay with it. Finn, though, uh," and he rolled his eyes at the thought of his stepbrother's disapproval.

She looked at him, frowning in that slightly ditzy way she had. "Why would Finn have a problem?"

He looked at her and rolled his eyes. "You know Finn; he's afraid some guy is going to take advantage of me and I'll end up in the sex slave traffic."

Brittany nodded, her eyes wide as she agreed. "Yeah, that's the same thing my mother said! Santana doesn't like the fact that I'm acting but she just doesn't understand I'm not smart like her. Do you know she wants us to get married?"

Kurt's eyes grew big and then he laughed. "Wow, she's that serious! Well, why aren't you sporting a huge diamond or something? I thought you two were 'forever' serious."

Brittany put aside the ice cream container and pulled her legs up so she could rest her chin on her knees, uncaring of the fact that Kurt could see her crotch. After all, he'd just been making good use of it and they weren't prudish with each other.

"I-I don't want to settle down just yet, y'know," she said softly. "If I married her, I couldn't get to do stuff like this," and she indicated Kurt with a tilt of her chin. "I would want it to be just me and her and I'm not ready yet, that's all."

Kurt nodded, only partly understanding. If he were in love with someone, he wouldn't care about not having sex with other people. He was a romantic that way. He knew that when he fell in love, his partner would be the only person he wanted. He'd thought he was in love once before but he had only wound up embarrassing himself. The fact that he later discovered he was bisexual – a situation he had not fully understood until he'd got to New York – confused and muddied everything.

He ran his hands up Brittany's legs and then pulled her towards him. He meant only to comfort her but she turned her face up to him and soon they were kissing voraciously. Brittany never did anything by halves and after she'd confessed to Kurt at the party that she'd always wanted to go all the way with him, they had indulged themselves fully.

Her soft hand had gone to his rapidly hardening prick and when he moaned deeply into her mouth, she slid down on the couch, stretching beneath him and lifting her legs to wrap around his hips. He'd slid into her hot, wet depth and pounded away any lingering melancholy, groaning as she slid one long finger into him. Their mouths dueled and she dominated the kiss even as he plunged into her and when she came, screaming, he slammed into her, emptying himself as he moaned into her throat.

They came down from their high, his head against her chest and one hand toying with a tight pink nipple. He raised his head, licked it and then looked at her.

"Are you going to tell Santana about this, us?" He wasn't really worried but he wouldn't want to be the one to come between her and her 'forever' love. She shook her head though.

"No, I'd only tell her if I fell in love with you."

They looked at each other and grinned, knowing somehow that that would never happen and then they got up, showered together and went out to eat. That night, they made love again and by Monday morning, she was back on a flight to L.A. and Santana.

Now he looked at her across the room and grinned happily. Brittany looked beautiful, glowing with a healthy tan that was sexy and just plain alluring. Her white dress plunged all the way down the back to the cleft of her ass and she had a long white boa; her Marilyn look was spot on. As he watched, he saw when she noticed him and squealed. She excused herself from her group of admirers and made her way across the room.

Kurt, turning to Fayed, simply said, "Brace yourself," and got to his feet. He placed his champagne glass on a small table and waited. Sure enough, Brittany threw herself into Kurt's arms and attached her mouth to his.

Fayed, who had risen beside Kurt, stared with his eyes wide and his mouth almost agape. The beautiful blonde who he thought he recognized as a movie star, was kissing his partner thirstily and Kurt was returning the kiss completely.

Several pairs of eyes watched the kissing couple and no doubt, to some, it looked as if two women were engaged in a very amorous greeting. Finally, Brittany pulled back and yelled, "Kurtie, I missed you!" and then flung her arms around him again. It was then that she realized Kurt hadn't been alone and she pulled back, murmuring, "whoops!"

Kurt, keeping one arm around her waist and just above the dip of the scandalous frock, introduced her to Fayed. "Your Highness, may I present Ms. Brittany S. Pierce, a long-time friend?"

Fayed hauled on his debonair persona and grasped Brittany's hand, bringing it to his lips, all the while eyeing her spectacular cleavage. "Enchanté, mademoiselle." Her eyes looked a little glazed as the handsome man brushed his lips across the back of her hand.

She looked at Kurt and asked, in a very Brittany manner, "Prince of what?"

Kurt and Fayed laughed and as a waiter was passing, the prince retrieved a glass of champagne for her and they stood chatting for a while. Kurt glanced around the room, noting that they were the center of attention again. He realized he still had one hand on Brittany's waist but he didn't care; if Fayed didn't mind, he wouldn't.

He tuned in back to the conversation when Brittany turned to him and said, "Oh, Kurt, guess who is in town with me?"

Kurt looked at her blankly. Clearly it would have to be someone they both knew but he just couldn't think who. He raised an eyebrow and when she grinned impishly at him, he rolled his eyes. Oh, no, she was in a playful mood, so he braced himself.

"I can't imagine, sweetie; is it one of the 'old gang'?"

"Uh huh, I know you won't be able to guess," she said in a sing-song voice. Fayed looked between the two and Kurt shook his head apologetically. She finally sighed and said, "He's been lying low for a while and he's been writing for a long time."

Kurt frowned at her, pursing his soft pink lips and she flicked one end of her white feather boa at him.

White noise covered the sound of Brittany's voice yet, from the shape of her lips, Kurt recognized the name. Memories – one in particular – came rushing back and he paled and then colored furiously.

Kurt looked at Brittany blankly as he felt the heat moving up his neck and into his cheeks.

Fayed stared at Kurt with a sinking feeling; this did not bode well for him at all.

Brittany, oblivious to Kurt's distress, laughed, throwing back her head and several of the guests turned to gaze at her admiringly. Her unsupported breasts jiggled and many present thoroughly enjoyed the view. Kurt, however, was staring at Fayed with an unreadable look in his eyes.

Brittany sobered abruptly as she realized Kurt wasn't responding the way she'd thought he would.

"Kurtie, what? I thought you were friends? He's_"

Kurt glanced about the room, trying to regain his composure and then he looked at Fayed apologetically. "Your Highness, could you excuse me? I-I, um, I'll be right back."

Brittany and Fayed watched Kurt hurry towards the nearest exit, stunned.

Outside the overheated room, Kurt looked around for the restroom and spying the red-lit sign, hurried towards it.

As he neared the doors however, he heard the one voice he'd hoped never to hear again.

"Kurt?"

.

TBC


Well, folks, I hope this has intrigued you enough to keep reading and to send a few reviews my way. Thank you.