So I recently saw Now Is Good and it inspired this fic- totally AU and because Emma will be Tessa, meaning she's 17, Henry will be her brother rather than her son and if you've seen the movie then you know how this will pan out so yeah I hope you like it and of course there will be changes (like Regina being Adam) but the basic plot will be the same :)

"Which one do you want?" Ruby asked, slapping more red lipstick on and pouting at the mirror. Emma laughed at her, shaking her head. Ruby was the most insatiable and promiscuous human she had ever met. Ruby rolled her eyes when Emma laughed. She turned round to try glare at her, but she saw the brunette couldn't keep the grin from her face. "Well? I really don't mind."

Emma sighed and shrugged. "Doesn't it make me, like, a whore? You know, sleeping with a guy I just met?" Emma asked quietly, fiddling with her hands.

Ruby walked over to her and wrapped an arm around Emma's shoulder, squeezing her close to whisper, "It makes you feel alive, Em."

Emma nodded and pulled her head round to look at Ruby, grinning. "I'll have the Irish one." Ruby pouted.

"Are you sure? The Irish one?" Emma raised her eyebrows, smirking.

"You want him." She stated, wriggling her eyebrows at Ruby, who gasped and hit her off.

"No- no! I... I just..." Ruby tried to think of a reasonable excuse, but Emma just laughed and changed her mind.

"I'll take the English one then, I don't mind."

Ruby grinned and hugged her tight. "Only if you're sure- after all, it is the first thing on your list."

Emma shook her head, standing up to glance in the mirror." You know I don't have a list."

Ruby rolled her eyes and followed her to the mirror to touch up her hair before heading for the door. "Better start now then, because your life's just beginning." She winked and blew Emma a kiss before disappearing into the hall.

Emma sighed and patted her wig one last time, just to be sure, before taking a deep breath and following Ruby.

Killian shoved his hands in his pockets, glancing nervously at Emma every so often as she looked around the kitchen, trying to hide her jittering nerves.

"You, uh, you want a drink?" he asked. Emma flipped her head to look at him, his voice snapping her out of her daze.

"What?"

He chuckled nervously. "Drink? Do you want one? There's Gin and Rum, I like the Rum bu-"

"I don't drink alcohol." she dead panned, which only resulted in another awkward chuckle escaping Killian's mouth.

The music from the small party in the other room beat through the house, still disturbing the two of them, even though they had closed the kitchen door. Killian seemed to know the song as he tapped his head subconsciously to the beat. Emma had no idea of the modern music. He seemed to suddenly have a bright idea as his eyes widened and a massive grin was etched onto his face.

"What about tea? Or coffee?" Emma rolled her eyes inwardly. Wow, wasn't this guy a real Prince Charming? Emma nodded her head to be polite.

"Sure, either would be great," she said with a strained smile.

"Cool!" he replied, looking round for the coffee. "Oh, damn, I'm sorry, mate... we haven't got any coffee..." he said, an apologetic smile on his face.

Emma shook her head. "It's okay, don't wo-"

"And I can't find the tea," he stated bluntly. Emma just smiled at him again and shrugged.

"Water's fine," he looked at her, confused for a second, before understanding what she meant.

He nodded and leaned over her to rinse a glass before filling it with tap water and shoving it under her nose.

Emma took it quickly to avoid him spilling it over her. "Thank you."

He nodded and the two fell back into silence as Emma sipped the drink.

"So what's your fa-"

"Do you want to kiss me?" Emma asked, outright, placing the glass behind her. Killian's eyes widened and he swallowed.

"God yes," he muttered before crashing his lips against hers, his body pressing right up against hers and causing her to stumble back, getting herself caught between him and the counter.

She kissed him back with equal passion, not really sure what she was doing, but assumed from his moan, she was doing okay. She felt his hands run up her back to clutch her hair. But then the sensation stopped as his lips left hers and she felt a breeze hit her head.

"What the hell?" he exclaimed, jumping from her, clutching her hair.

Emma gasped and bit her lip at the sight of him. "It's okay, don't worry-"

"Jesus Christ!"

Emma couldn't stop the laugh that escaped. "It's fine, really!"

At that point, Ruby and her man of the night burst into the room after hearing Killian's shout.

"What's happened, man?" he asked, seeing the girl's hair in his hand.

Ruby was already laughing with Emma. This had happened before and by now it was only funny, not embarrassing. Graham saw Ruby and Emma were laughing, and he had to admit, Killian's face was the perfect picture.

He grinned at him as Killian stared round in disbelief. "Her head! The girl's head! It came off in my hand!" By now, all three of them were laughing at Killian's idiocy. But he didn't see it. He was humiliated really. He wasn't a bad guy and he felt awful for the girl- even seeing her laughing at him didn't get rid of his guilt.

Emma saw how lost the guy looked and she pitied him. Sure, she hated people pitying her, but she could pity him right? It wasn't like he had to live with it. She reached forward and touched his arm to assure him. "It's okay, really."

The two were sat awkwardly on the end of his bed. Well, he was awkward, Emma was innocent. She knew what was coming, she just didn't know how (or what) to expect. The only stories she knew of people losing their virginity were from her fairy tales and the movies she watched when she was a kid- and she doubted they counted because, well, they lacked the important detail. Ruby had told her it was a great thing, but Ruby listened to sad country music so Emma wasn't quite prepared to trust her opinion.

"You often go out in disguise?" he asked after... eleven minutes and 13 seconds of silence. Emma looked at him, confused. He pointed to her head. "You know, like... your..." he pointed to the wig and Emma shivered at his vagueness, but plastered her fake smile.

"Nah. I was sick, but I'm fine now." He raised an eyebrow at her.

"Sure?" Emma nodded her head firmly, closing her eyes for a second to stop the dizziness.

"Perfectly." He smirked and leaned up to kiss her again, as though sucking the air from her. Honestly? Emma hated the feeling, but went with it as she knew no different and presumed this was how it was meant to feel.

He pulled away from her and reached over the side of the bed, grabbing a condom. Emma swallowed nervously.

"Aren't we meant to... you know, do that," she indicated to his lips. "For longer?" He smirked at her and shook his head.

"I'm ready now, love." He leaned back in, but Emma leaned away.

"Look at me," she said, but his eyes were down as he tried to open the packet. Emma grabbed his face so she could look into his lust filled eyes. "This is my first time." she whispered (and most probably last) she thought. His eyes grew darker and his smirk changed to the look of lust.

"Perfect." He mumbled, shoving his mouth on hers and pulling his body over her. Emma gasped and pushed him back.

"Guess it's not yours," she muttered but he ignored her, pressing their lips together.

"Stop talking now," he said between kisses. She felt his hand run down her, almost between her thighs before she sat up and shoved him off her. He fell to the floor. "What the hell!"

Emma took a shaky breath and shook her head. "No. Not like this." she said quietly, more to herself really.

"What?" he said again, standing up. Emma turned away from him, feeling incredibly guilty.

"Not like this, sorry." Killian glared at her back and shrugged.

"Whatever, like it even matters."

"I'm sorry, truly-" Emma started, turning round to try explain, but he waved her off before falling face first on his bed.

"Whatever." Emma nodded, took a deep breath and opened the door.

"Thank you though," she said to him, but there was no response. She slid from his room and hurried down the stairs, stopping only for a second to gaze jealously at Ruby and Graham, but what could she do? It was too late to fix what she'd stopped and either way, she knew it felt wrong. She'd had a crap life these past couple years and she wasn't willing to let her last moments end up crap too.

Emma opened the front door quietly and stepped into the darkening street. Taking a deep breath she did the one thing she was warned not to do. She ran. She ran all the way home.

Let me know what you think and whether it's worth an update :)