This is a Captain Swan AU fic based off a generic prompt I found on tumblr in which character A is bailed out of jail by character B. It should only be about seven or eight chapters when it's all finished so enjoy the ride! Also, some of you may find Killian a little OOC, but I tried to go with a more Lt. Jones angle than a Captain Hook one. Hope you guys like it!

He had called Liam three hours ago and yet still had no clue when he was getting out of this hell called a holding cell in Manhattan.

Frankly, he had no idea why he was even here in the first place. It was all a simple misunderstanding and he was more than willing to fix the mistake. But the cops who conveniently were standing right there when he accidentally walked out of the store with merchandise he forgot to pay for didn't feel like his explanation was good enough. In fact, when they ran his ID through the system, they told him they had no choice but to lock him up and set bail because he had an outstanding warrant for his arrest.

None of this was making any sense. Killian was a good guy with a good record. He would never be one to break the law. He was all about good form and having an outstanding warrant was definitely not good form. And yet here he was in a holding cell with a bunch of true criminals.

"It's all just a misunderstanding, I'm sure," he told some guy named Jimmy.

"That's the way it is for all of us," Jimmy replied, taking a bite out of the bologna sandwich that Killian had refused to eat.

"No, I mean it. The cops just wouldn't let me explain."

"They never do."

Killian was getting nowhere with that conversation and realized it was probably in his best interest to just shut up and keep his head down. That's when he heard whistling coming from some of the guys standing near the cell's bars up front.

"Look who's here, boys!"

"You are quite the fine specimen in that dress, Swan."

"Coming to pick me up tonight, princess?"

"Not tonight, Sal," came a woman's voice from the other side of the bars.

Killian looked up and saw the beautiful voice matched a beautiful woman with blonde hair, a black leather dress and long legs accentuated with tall platform high-heeled shoes. In one hand she was holding on to a man who had his wrists cuffed and in the other were some manila folders.

"Is this your idea of a hot date, Swan?" one of Killian's fellow arrestees asked.

He watched her unlock the cuffs under the watchful eye of the cop standing next to her before shoving the man into the holding cell.

"I usually prefer men who can actually pay me back," she said. "So no, it was not a hot date."

A few of the men in the cell turned to look at their new roommate, staring him down. "You stiffed Swan?" one of them asked. Another made a "tsk, tsk" noise before explaining, "You really shouldn't have done that."

"That's enough, boys," the woman said. "Thanks for the concern, but I can handle myself." Killian watched her pull out the manila envelopes and look at the names on the tabs. "So I'm taking Jimmy Russo, Mikey Zino and Killian Jones with me."

Killian let out a deep breath, thankful that he was finally getting out of this place. Liam said he would find a bail bondsman after Killian decided to be stubborn, as his brother said, and handle the payment on his own. But he was a little shocked that it was a very attractive woman getting him out of here.

He followed the woman along with her charges down the hall to what he assumed was processing where he would hopefully be reunited with his wallet and phone before getting out of this awful place. But he was a little distracted by the gorgeous blonde holding his freedom in her hands - literally - to focus on his belongings. He watched as she looked over the folder for Jimmy, giving him a piece of paper along with a smile before he went to the counter to pick up his things. Then the man he assumed was Mikey sat down with her, whispering quietly as she filled out some paperwork to hand to him. As he left, she made sure to remind him that his boss had a bill due next week. Mikey nodded.

"Don't worry, Swan. We'll take care of you."

She closed that folder and opened the last one in front of her. After scanning the page, she looked up, her green eyes standing out among the dreariness of the bleak cinder block walls around her.

"Killian?"

He nodded and she motioned with her hand to have him sit down across from her.

"So I talked to Liam earlier. He said he was your brother?"

"Aye," Killian responded nervously.

She smiled. "I know this is a little strange seeing that it's your first offense, but don't be nervous," she said. "Besides, this is nothing. It was just the outstanding warrant that made the cops a bit jumpy, and you'll probably have that dismissed with a simple fine or something." She looked back to her file and started turning pages. "So you got arrested for shoplifting?"

"I was picking up a gift for my friend's son and totally forgot I had put it in my pocket," he explained. "And of course, I accidentally walked out with it right as the cops were coming by."

Swan started scanning the pages. "It was a …"

"Captain Hook action figure from the Disney Store."

She laughed. "Well, that's a first for me," she said, smiling at him to try and ease his embarrassment. "Apparently, the store manager doesn't want to file charges, so you don't have to worry about that."

Killian exhaled as if a weight was lifted off his shoulders. "Thank you."

"So the only outstanding issue is this piracy charge."

Killian looked up, startled at the news. "The what now?"

"Piracy charge," she explained. "It looks like you illegally downloaded a song back in 2002 and the recording industry wanted to make an example of you."

"Seriously?" he asked incredulously. "I thought all those letters about that were junk mail."

"Don't worry," she said, writing some things down on a piece of paper. "I've seen people get away with much worse."

Killian scoffed. "I got arrested for shoplifting and downloading music. I think I'm probably the most pathetic 'criminal' you've ever dealt with."

"Not true," she said, looking up at him with those green eyes again. "Last week, I had to bail out a grandma who was charged with aggravated assault."

"Doesn't aggravated assault involve a weapon or something?" he asked. "That seems less pathetic than an action figure."

"She broke her neighbor's leg by running over him with her motorized scooter. So maybe it was the neighbor that was the pathetic one in that case." She went back to writing some more things down. "Although I do have to ask why you downloaded 'I Have Nothing' by Whitney Houston."

Killian once again put his head down in embarrassment. "It was for a girl," he muttered.

(Regina made out with him in college once - once! - and then rebuffed his advances. Why he thought a mix CD with Whitney Houston would change her mind is beyond him. It must've seemed logical to the 19-year-old version of himself.)

"So, paperwork," Swan said. "Here's your receipt for the bail. You owe me that plus 10 percent interest."

"10 percent?"

"Yea, but that's just until the end of the month. It goes up after that, so I would suggest you pay it as soon as you can." She circled an address and phone number at the top of the page. "That's me: Emma Swan," she said, smiling at him before closing the folder in front of her. "Do you have any questions?"

Killian just shook his head, staring at the name on the page. Emma Swan was a beautiful name for a beautiful woman - who was going to take his beautiful money.

"Thanks," he said quietly.

Emma leaned down and put her hand on his shoulder. "Don't worry, Jones," she said. "It won't be long before this is just a funny story you tell at cocktail parties."

He stood up and folded the paper, sticking it in the inside pocket of his suit jacket. "Yea, sure," he replied before sticking his hand out to shake hers.

She took his hand and smiled at him. "Don't take this personally, but I do hope I never see you again," she said. "You're too good looking to be hanging out in a place like this."

With that, she grabbed her folders and turned on her high-heeled shoes to walk out the door. Killian took a deep breath to steady himself and went over to pick up his belongings. He definitely wasn't going to forget about this stupid turn of events anytime soon - and he highly doubted he would forget about the woman who bailed him out either.