Author's Notes: I've been working on this one for a little while...huge shout out to my beta, AdoringCargo, who also became a good friend over the last two months. The first chapter is slightly misleading... enjoy and don't forget to tell me what you think!

The club was dark, but packed, and Emma Swan found herself perched on a stool at the far end of the bar nursing her first drink of the night while assessing the crowd all around her. She hadn't been to Boston in a long time, but nothing, not even the Kitty Kat Lounge had changed in the years since she'd been there last. Her stop in Boston hadn't been initially planned, but she'd been on the road for two days and needed to unwind.

Her best friend was getting married and she had made the long drive up from Tallahassee to be there for the wedding weekend in Maine. She hadn't seen Ruby Lucas for years, but they kept in touch with texts, emails, and hour-long phone calls every Saturday morning. She had never even met her fiancée, but she would before the rehearsal dinner that was planned for the day after tomorrow. Of course she had seen pictures, Ruby was always sending pictures, but she had a feeling that the pictures didn't do the blonde haired woman justice.

Yet, her mind wasn't on her best friend's upcoming wedding, it was on the striking brunette on the other end of the bar who had suddenly caught her eye. The woman looked out of place at the club in her black pantsuit with her shoulder length hair perfectly styled. She sipped from a wine glass and idly wiped at the red lipstick left behind with a napkin. She paid no attention to those around her and Emma continued to watch her as a man approached her with a dopey smile on his face.

With an amused chuckle, Emma shifted on the bar stool and watched the beautiful brunette dismiss the man with a cruel laugh that had him stumbling away, hurt and defeated with his dick tucked firmly between his legs like a bad little dog. The woman scoffed and motioned to the bartender that she wanted another glass of wine and Emma grabbed her glass, a whiskey neat as she normally preferred when she was out in a bar or a club to start the night off right.

Emma made her approach casually and took a seat on a stool not directly next to the woman, but the next one over. She placed her glass on the cardboard coaster that displayed the club's logo and exhaled sharply as she rolled back her shoulders at a lazy attempt of a stretch. It was a move she had perfected before approaching any woman she had an interest in, it gave her the chance to check her out up close and personal. Her eyes lingered over her body, lithe and slightly curvy, and with a quick glance at her left hand, not finding a ring indicating that she was married, Emma just smirked and picked up her glass and took a small sip.

"Excuse me," the woman called out to the bartender. "I believe this is the house wine. I specifically ordered—"

"Sorry, ma'am, it's all that we have left," he said with an apologetic smile before he hurried off to attend to another customer.

The woman scoffed and took a sip anyway, pulling a face before setting the glass down in front of her with an agitated grunt of disproval. Emma clenched her jaw before taking another sip of her drink and swallowing it hard, the burn of the whiskey putting the rest of her body at ease. The woman was clearly out of her league, she could already tell that much just from the way she carried herself and from the way that she spoke. Emma had never let that stop her before and she wasn't about to let it stop her there and then.

"I'm sure the house wine isn't that bad," Emma said as she casually moved to the stool next to the brunette. "Is it that bad?"

"It's terrible," she muttered. "It tastes like some two dollar trash you buy at a corner store, possibly even worse than that."

Emma laughed. "Can I buy you a drink?"

"I hope you do realize that line is completely unoriginal," she replied dryly. "But then again, your approach was different than what I've experienced in the past."

"Does that earn me a point or a deduction?" Emma asked and the woman rolled her eyes, but Emma hadn't missed the small smile that curled over her lips just for the briefest of seconds. "I'm Emma."

The brunette ran her fingers just over the collar of her dark blouse nervously and turned to face her more fully before extending a hand towards her. "Renee."

Emma took the extended hand and the handshake was firm. "Pleasure to meet you, Renee."

"Likewise."

Emma's superpower, her own personal built-in lie detector, was going off the moment the name slipped past those plump red lips, but she let it slide because it was clear that this woman was not a regular on the club and bar scene. She just smiled as she pulled back from the firm handshake and motioned towards the bartender.

"Where are you from, Renee?" Emma asked. "Are you from Boston or just travelling through?"

"New York," she replied hesitantly. "Just travelling through," she said with a small, tight smile. "And you, Emma?"

"All over," Emma replied. "Most recently, Tallahassee."

"You are a long way from home," she said lowly. "What brings you to Boston? Business or pleasure?"

"Pleasure," Emma chuckled quietly and leaned forward when the bartender approached them. "Can I get two seven and seven's?" She asked and the bartender nodded, moving to quickly make the two drinks while Emma turned to look at the uptight brunette next to her. "What about you? Business or pleasure?"

"A little of both," she replied and she raised a well-groomed eyebrow when the drinks were placed in front of them. "What is this?"

"A seven and seven," Emma replied. "Try it. I bet you'll like it."

Sure enough, halfway through the first drink, the small little looks of disproval and disgust turned into sips that followed up with soft sighs and small smiles. Emma ordered them both another before they finished the first and she decided to step up her game and invited the woman to join her in one of the booths.

Emma was never one for small talk on a personal level, and it seemed that the alluringly mysterious brunette wasn't either. The booth was shaped as a crescent moon and after the third drink, Emma had moved from being on the opposite end to sitting next to the woman who had definitely loosened up with the last drink they'd had. Every once in awhile, Emma would turn to look at the woman beside her and catch those brown eyes lingering on her, her gaze longing and needy in some ways, the lust growing with every passing minute.

"I know something about you," Emma said quietly, leaning in to her so she could hear her over the loud, pulsing music. "I know your name isn't Renee."

"Is that right?" She asked with a dry chuckle that sent delicious shivers down Emma's spine. "And you are so very sure of that, aren't you, Emma?"

"Yeah, I am," Emma replied and she inhaled sharply as she leaned in even closer. The smell of the woman's strong designer perfume only made her head spin because beneath the mask of Chanel, she could smell the faintest scent of vanilla and apples with just the faintest hint of cinnamon. "Tell me," Emma drawled and she dropped a hand to rest on top of the hand that was resting on the seat in the small space between them. "What is your name?"

"I've already told you my name."

"You gave me a name, but not yours," Emma countered. She'd always loved a challenge and this woman was proving to be one, over and over again. "Humor me."

"Why is it so important to you?"

"I like to know who I'm buying drinks for," she replied. "So, what is your name?"

"R—Regina," she stammered as Emma moved her hand to rest on her left thigh.

"Regina," Emma purred and she smirked as she leaned back, leaving her hand to linger on her thigh as she reached for her drink with her free hand. "That wasn't so hard, was it, Regina?"

"What do you want, Emma?"

"How about another drink?" Emma offered before she tongued the straw between her lips and sipped the last of her seven and seven. She glanced over at the crowd on the dance floor and turned back to her with a sly smirk. "Or maybe a dance? What do you say, Regina? Do you want to have another drink or dance with me?"

Regina clenched her jaw and reached for her drink, fumbling with the small straw until she had it between her lips and she drank the last of her own drink before placing the glass down on the table in front of her. Emma just watched her as her hand that was resting on her thigh slowly began to creep upwards, teasing in its touch, testing the waters and it made her feel delighted when there was no resistance.

"So, Regina, what will it be? A drink or a dance?"

"I could use another drink," Regina replied and she placed a hand over the one Emma had resting on her thigh. "Maybe something not as strong as the last few, hmm?"

Emma slid out of the booth and made her way through the crowd and over to an open spot at the bar. For a Tuesday night, the club was as busy as it would be on a Friday or Saturday night. Emma glanced back at the booth, but she didn't see Regina sitting there any longer. She scanned over the crowd before turning back around and flagged the bartender down.

"What can I get you?"

"Two seven and seven's, not as strong as the last time," Emma said loudly and he just nodded and turned to make the drinks under Emma's watchful gaze to make sure he didn't put near as much Seagram's as the last couple of drinks she'd ordered.

She could smell the scent of Regina's perfume and she smiled a little when she felt a hand on her lower back. She turned to look at Regina with a coy smile curling over her lips. She knew the woman was nervous, but those nerves had been slipping away bit by bit. Emma leaned into Regina's touch and bit her bottom lip, watching as Regina's eyes drifted down to look at her lips with a longing gaze. Emma knew that look all too well and she had been on the receiving end of that look multiple times in the past.

Her eyes flicked down to Regina's lips, noticing her lipstick had worn off a little, but the thing she noticed first was the deep scar on her upper lip. She moved slowly, giving the woman more than enough time to back away, and she kissed her softly and her lips landed just shy of the corner her mouth. She leaned back and knew she had put the ball in Regina's court. It was her move next and Emma would wait all night if that was what it took to take that next step.

Emma turned back to the bartender as he gave a little whistle to get her attention and she grabbed both drinks before leading the way back to the booth they'd been sitting at before with Regina following close behind her, her hand never leaving the small of her back. Emma could feel her hook a finger in the loop at the back of her tight jeans and she did all she could to keep that obnoxious smirk from curling over her lips.

She was going to get laid and that had been her entire purpose of coming to the Kitty Kat Lounge because she knew from past experience that the women who frequented the club were always looking for a little bit of a sexual adventure, maybe even someone to play out a few fantasies with as the night drew on. Regina struck her as one of those women, unsure about what she wanted, but deep down knew exactly what she did want at the end of the day. For the aura of mystery that came off the striking brunette, it was clear to Emma that she was looking for nothing more than a night of fun, without any messy strings attached.

Emma placed both drinks on the table before reaching around the take a hold of Regina's hand and let her slip into the booth first before she followed. She could feel Regina's brown eyes on her as she lifted her glass and placed the straw between her lips, taking a tentative sip and let out a small sigh of relief the bartender had indeed made it a little less strong than the last few.

"So, Emma," Regina said as she leaned into her. "What is it that you do?"

"I do many things," Emma replied. "What about you?"

"Mysterious, are you?"

"I'd say the same about you, Renee," she said with a teasing smile. "Why did you pick that name anyway?"

"It sounded exotic at the time," Regina shrugged. "And is Emma your real name by any chance?"

"What do you think?"

"I think…" Regina trailed off as she traced her fingers lightly over Emma's forearm and up over a toned bicep before reaching the hem of her plain white t-shirt. "I think it's best if we don't get too personal. I like the aura of mystery. It's rather alluring and exciting, don't you think?"

"You know what would be more exciting, Regina?" Emma asked and she just shook her head no subtly. "If we finish this drink and get out on the dance floor. I've been driving for the last two days straight and I'm itching to move."

Regina chuckled and gave her a curt nod in agreement, but she didn't reach for her own drink and instead she leaned in to press her lips to Emma's in a soft kiss, one that lingered just for a moment before she pulled back quickly. The nerves were back, Emma could clearly see it in her eyes, and she shifted on the bench seat, sweeping in to capture her lips in a kiss that left them breathless within a matter of minutes.

Emma tried to ignore the obvious spark between them from the moment their lips had met and she tried to ignore the burning arousal that suddenly coursed its way through her body as Regina deepened the kiss, tentatively so at first. Emma ended the kiss and reached for her drink, pushing the straw aside to down the rest in one go. She glanced over at Regina, watching as she followed suit and she held out a hand with a smile and led Regina out onto the dance floor.

She had expected Regina to be withdrawn, her body stiff, but as they sank into a close, tight embrace, Regina surprised her by loosening up and allowing her body to sway and grind in time to the fast, pulsing beat of the music. Emma held Regina close to her, loving the way her body felt against her own. By the second song, Emma had managed to slip a thigh between Regina's and her hands were resting on her hips, guiding her body not just in time to the beat of the music, but to the driving pulse between her thighs every time she felt Regina's thigh brush harder against her cunt.

Emma's hands slipped down across the plump curve of Regina's ass and gave it a little squeeze, watching as Regina's eyes went wide in surprise and a small moan slipped past her lips as she gripped on to Emma's shoulders tightly. Emma ducked her head in for a kiss as Regina's hands sank into her hair and her fingers stroked at the nape of her neck the moment their lips met in a heavily wanton kiss.

"Emma," Regina groaned when they parted from their kiss moments later and she moved her lips to kiss along the side of Emma's neck.

"Do you want to get out of here?" Emma asked and she felt Regina nod subtly against her neck before her lips kissed along her pulse point and then just below her ear. "I've got a room at the Onyx. It's not far."

"I'm staying there as well," Regina replied and Emma smiled and reached for her hand. "Perhaps we can head back to mine. I have the penthouse suite booked for the night and it'd be a shame to waste it."

Emma had to bite her lip from saying a word. Of course this woman had the penthouse suite at the Onyx hotel. She weaved her way through the crowd and back towards the bar where she paid for their drinks despite Regina insisting she pay for her own. Once the bill was settled and Regina retrieved her purse and light blazer jacket from the coat room, Emma led the way out of the club and out onto the street.

It had been unseasonably warm for June and the night was still as hot as the day had been. Emma didn't let go of Regina's hand as they strolled down the busy street together. The walk to the hotel was only a few blocks away, but it felt like it took them forever to get there. Emma's heart was racing wildly as they entered the hotel together and she reluctantly let go of Regina's hand and followed her to the elevators. The nervousness that had been there before was back in full force and she wondered if Regina had ever brought a complete stranger back to her room before. It wasn't unchartered territory for her, but something told her that it was for the alluring and mysterious brunette who had caught her eye.

They were alone in the elevator and Emma stood behind Regina as she hit the top button. Her arms were around her before the elevator doors even slid shut and she felt how tense Regina's body was against her own. She reached up to push back Regina's shoulder length hair and kissed along the side of her neck in an attempt to relax her as she had been back in the club when they'd been dancing.

Her hands moved up to unbutton the blazer Regina had on and she ran the palm of her hands over her abdomen and up to the soft curve of her breasts. A shaky sigh slipped past Regina's lips and Emma became a little bolder as she swept her thumbs over hardening nipples she could just barely feel beneath the fabric of her blouse and bra. Regina placed a hand over Emma's right and guided it down her body, showing her unabashedly where she wanted to be touched. Emma groaned and kissed over her neck harder as she slipped a hand between her thighs, but she stopped when she felt Regina's short nails dig into the skin on the back of her hand.

"Wait," Regina murmured softly. "Not here."

Emma turned her around quickly and pressed her up against the wall of the elevator. Her eyes searched Regina's for any hint of hesitation—and not just because they were in the elevator and could be caught by anyone at any given moment. When she found none, she kissed her hard in yearning, not stopping until the soft ding of the elevator sounded and the doors slid open slowly.

Regina grabbed a hold of her hand and quickly led the way down the long carpeted hallway. She hung back a little, watching the way the black pants clung to the pliable curve of her ass as she walked and it made her clit twitch with burning desire. Once Regina had the door to the penthouse suite open, Emma followed her inside and let out a low whistle as she looked around the room.

"Would you like a drink?" Regina asked, letting go of her hand as she placed her purse on the table near the door. "Emma?"

"Oh, sure," Emma nodded as she looked around the room, unmoving from where she stood just inside the doorway. "Only if you're having one."

"Do you like wine?"

"I prefer something with a bit more kick," Emma replied and she followed Regina around to the small bar area and watched her open the fridge and she pulled out a wine bottle and turned around. "Is that cider?"

"Yes," Regina smiled. "I brought a case along, actually. How would you like to have a glass of the best apple cider you've ever tasted?"

Emma just watched her as she poured them each a glass and took the offered glass from her a few moments later. She lifted the glass to her lips and sniffed lightly. It definitely smelled stronger than any cider she'd ever had and once she had that first sip, it had that kick to it that she loved.

Emma peered over her glass, watching Regina intently for a moment before raking her eyes over her body, making her intentions clear. Regina downed her glass of cider quickly, slamming the empty glass down on the wet bar rather hard before she slipped out of her blazer jacket and kicked off her heels. Emma followed suit and even though it was harder for her to down the cider with ease, she managed to just barely as Regina stalked the few steps towards her and pulled her in for a fiercely passionate kiss.

In a move that caught almost all the women off-guard that Emma picked up in bars and clubs, she lifted Regina with ease and Regina pulled back from her lips with a gasp as she wrapped her legs around Emma's hips. Emma grinned and moved to kiss her again, blindly walking across the room to where she hoped the bedroom was located, narrowly missing walking into some of the furniture on the way. Regina sucked on her top lip as she stumbled towards the huge bed that was tucked away from the rest of the suite in a little alcove.

Emma let Regina down to her feet just before she reached the foot of the bed. She parted from Regina's lips and stared down into her eyes, still looking for any signs of reluctance and not finding any at all.

"Have you ever done this before?"

"I'm not—I'm not a virgin," Regina muttered. "If that's what you're asking."

"Have you ever…" Emma trailed off as she ran her fingers over the delicate buttons of her blouse and popped one open. "Been with another woman before, Regina?"

Regina didn't answer as she slipped her hands under the hem of Emma's t-shirt and began to lift it slowly. Emma trailed the tip of her tongue over her bottom lip and deftly unbuttoned the next button on Regina's blouse, and then another, slowly revealing the white lacy bra beneath the blouse and to her hungry, lustful gaze. She stepped back and lifted her arms to allow Regina to remove her t-shirt and she immediately captured Regina's lips with her own as she guided her down on to the bed with ease.

Emma trailed her lips down the smooth column of the brunette's neck, her tongue dipping out to lick over her collarbone languidly. She continued downwards, a hand sliding up her torso lightly and she grasped on to her left breast as her tongue licked a line down between the valley of her breasts and stopped at the button just below the edge of her lacy white bra.

She popped the button open and the last two that followed that one and she eased the hem of her blouse out from inside the waistband of her pants, parting the soft, silky material as her lips kissed a blazing path down towards her navel. Regina raked her nails over Emma's bare shoulders, tugging at the straps of her simple white bra. Emma nuzzled her nose against the soft, warm skin below her navel and then began a slow ascent back up her body until their lips met in a heated kiss once again.

The moan that escaped past Regina's lips reverberated through Emma's entire body and she leaned back just a little as Regina's fingers reached the clasp of her bra and deftly flicked it open. With a small shake of her head, Emma tugged at the edge of her blouse and pulled her up until they were both kneeling on the bed facing one another. Without breaking apart from Regina's lips, Emma removed her blouse, her lacy bra quickly following and both garments made their way haphazardly to the floor. Emma's bra was tugged off roughly and she laughed as she pulled Regina flush against her as she rose a little bit up on her knees.

With a smirk against Regina's lips in between deep, heated kisses, she grasped at the back of her thighs just below her pliable ass and pulled her back down on to the bed with her legs on either side of her own. Emma drank in the sight of her, her hardening nipples dark and calling to her, wanting and craving her attention. Not one to deny pleasure, Emma ducked her head down and wrapped her lips around a nipple, sucking gently until Regina's hands buried themselves in her hair and arched into her mouth as a breathy moan slipped past her kiss-swollen lips.

"Emma," Regina groaned as Emma trailed her lips to the other nipple, teasing the swollen nub with the tip of her tongue.

She nipped at it playfully, loving the sound that Regina made, a mix of a squeal and a moan, and it only caused her arousal to heighten, painfully so. She leaned back and slipped off the edge of the bed, toeing off her boots as she reached for the button on her jeans. Regina leaned up on her elbows and watched with heavy, arousal filled eyes as Emma shimmied her way out of her jeans and her panties.

She bit her bottom lip as she grabbed a hold of Regina's calves and pulled her almost to the edge of the bed. Her fingers trailed over the side zipper on Regina's slacks before she tugged it down gently, her eyes not once leaving Regina's until she dipped her head down to kiss along her lower abdomen. She paused, only for a moment, until Regina started to push down her own pants and Emma tugged on them hard until she lifted her hips and allowed her to slip them off quickly.

"God, you're gorgeous," Emma murmured as she dropped a kiss to one knee and then the other, her fingers trailing over the top edge of her white, lace thong. "Can I?"

"Yes."

Emma exhaled sharply as she dipped her fingers under the waistband of Regina's thong, moving to place a kiss over her covered mound and was rewarded with the heady, musky scent of her arousal. She teased her tongue over her slit, the thin material doing nothing to contain the dampness that pooled there. She leaned back and tugged down the thong, watching as the thin material stuck to her cunt for a second before she pulled them free. Her whole body thrummed with pleasure and the sight of the gorgeous woman beneath her, ready and waiting for her was the most erotic sight she'd ever seen.

Tossing the thong over her shoulder and on to the floor, Emma trailed her hands up Regina's inner thighs, spreading her legs slowly as she leaned forward and took a tentative yet teasing swipe with her tongue along her bare wet folds.

"Wait," Regina breathed out heavily. "Emma, wait."

"Hmm?"

"How much?" Regina asked and Emma pulled back completely, staring down at her in confusion.

"How much?" Emma asked and a slight blush crept over Regina's cheeks as she shut her legs closed. "What the hell are you talking about? How much for what? For this?"

"For your…services," Regina muttered and she leaned up on her elbows. "How much do you charge?"

"Charge?" Emma was appalled as she grabbed her clothes. "What the hell, Regina? Do you think I'm a prostitute or something?"

"You were sent for me, weren't you?" Regina asked and Emma shook her head no. "I thought that—"

"You thought wrong," Emma snapped and she quickly started to pull her clothes back on, her body shaking in not just anger, but embarrassment too. "I am not a prostitute, Regina."

"I just thought—"

"I saw you tonight, sitting alone at the bar," Emma said and she pulled her t-shirt on and stuffed her bra into the back pocket of her jeans. "I thought you were attractive and I wanted to buy you a drink. The only intention I had was to have a little bit of fun, no strings attached, but you," she chuckled dryly and shook her head. "You thought that I am nothing more than a prostitute. Seriously? Have you never been picked up by someone in a bar before?"

"No. It's just, a friend of mine, she said—"

"I'm leaving," Emma said as she angrily pulled on her boots. "It was fun, while it lasted, Regina, Renee, or whoever the fuck you really are."

"Emma, wait!"

Emma didn't stop as she stormed out of the bedroom and through the suite to the door, double checking her pockets to make sure she still had her phone, her wallet and the key to her room ten floors below. The second she was out in the hallway, tears burned in her eyes, but she quickly shook that feeling of disappointment away and headed down to the elevator. She jabbed her finger against the button hard and once inside, she resisted the urge to punch the gold-plated wall over and over again.

Emma Swan could've had anyone that night, and yet she had picked the one woman who looked completely out of place and now she knew exactly why that was. Someone had directed her to the club with promises of a fun-filled night at the expense of hiring a prostitute and Emma couldn't for the life of her understand why, why a woman like her would need to hire someone for a one-night stand.

By the time she reached her room, the throb between her legs had subsided and her body suddenly started to feel the full effects of the liquor she'd drank throughout the night. She stripped out of her clothes and crawled into the much smaller bed. She had a four-hour drive ahead of her the next morning and a wedding to attend that weekend. The last thing she needed was to let this failure of a night consume her thoughts completely.

The only thing she could hope for at that point was to meet someone at the wedding that would take her mind away from Regina completely.