Hope you like this Chapter guys!

Jack drove them to a small restaurant that was named 'Frozen Arendelle' the parked and Jack opened the door for her. "I never been to this place," Tooth said as she hopped out of the car.

"North recommended it" Jack shrugged as they walked into the restaurant. They walked in admiring the small restaurant's décor. It was decorated to resemble an ice palace; the floors looked as if you could skate on them, the walls were painted to look like pillars, the glass tables would make you think they were made of ice, along with the chairs, utensils, even the salt and pepper shakers. "Interesting way to decorate a restaurant," Jack commented as they walked up to the hostess, "they even turned down the ac," he chuckled.

"They're really committed to the theme I guess…" Tooth trailed off beginning to feeling tad underdressed for the elegant feel the restaurant gave off.

"Welcome to Frozen Arendelle!" The hostess yelled as she turned around. She was a strawberry blonde woman with deep blue eyes, she gave them a friendly smile then her expression changed. Tooth turned to Jack whose expression also changed; she could swear he became even paler than he was before. "Ja-Jack," the girl stuttered before backing up a little.

"Anna," Jack let out bewilderment in his voice.

"What, why" she began questioning her expression completely confused, "You're here" she finally said without stuttering, "Is" she began.

"No," he interrupted sternly, "No" he repeated.

"Oh" Anna let out, "Jack," she said again happier this time as if she was relieved, she stepped closer to him and opened her arms, "it's been too long." She said as Jack walked up to her and hugged her, she hugged him back. Tooth shifted awkwardly on her feet completely trying to understand what just happened. "I can't believe you're here," Anna said giggling slightly, "I thought you'd never leave Burgess." she continued.

"Things change" he chuckled, "Wow look at you," he said spinning the younger girl, she began to giggle as he did, "last time I saw you, you were just a kid."

"Last time I saw you, you had brown hair" She giggled as he stopped spinning her.

"I needed a change" he said running his hand through his hair and he turned to see Tooth who was awkwardly looking around trying not to ruin their moment. He put his arm around her and pulled her closer to him making Tooth's heart begin to race, "I want to introduce you to Toothiana," he said confidently, "this is kind of out first date." He admitted making Anna's eyes widen slightly.

"Wow," Anna let out, "but she can do so much better." She joked making Tooth giggle.

"Hey!" Jack argued, "I'm not that bad okay."

"Whatever" Anna mocked, "Let's get this date started then." Anna giggled as she grabbed two menus and lead the way to a booth at the far end of the restaurant, "This is the most romantic lighting." She winked walking leaving the menu with them and going towards what Tooth assumed was the kitchen.

"Sorry about that," Jack apologized as Tooth looked up from her menu, "I knew her from back home," he explained, "I haven't seen her in years." He said with a cute smile on his face.

"It's okay" Tooth giggled, "I would react the same way." She assured him.

"Her and her family moved away before I did," he explained, "She was the last person I would think I'd see around here." He sighed.

"Why?" Tooth asked looking up at him; Jack had an odd expression on his face like if he was thinking about something that was upsetting him.

"Well I just tried to get as far away from my hometown as I could," he responded, "so finding someone who is from there just surprised me I guess."

"If you don't mind me asking," She began as Jack's icy blue eyes met hers, "Why did you leave home?" she asked more silently as if she said it any louder he'd break or something.

"Things happened," he muttered, "I don't feel like talking about them," he mumbled picking up his menu.

"Okay," Tooth breathed as she picked up her menu as well. After a few seconds of silence Jack cleared his throat and Tooth looked up at him. He was staring at her with a small smile apologetic smile on his; she smiled back at him putting down her menu. "I'm not very good at this who date thing but isn't the point to get to know each other?" she questioned, Jack chuckled and nodded, "so let's get to know each other Jack." She gushed confidently.

"Alright Tooth," Jack chuckled, "how do you want to do that?" he asked giving her a curious look.

"Easy!" Tooth proclaimed still confident in herself, "let's play twenty one questions and nothing's off limits," she said trailing off, "unless you aren't okay with that." She muttered shyly.

"I'm okay with that," Jack smiled at her, "I want to start though." He chuckled.

"Be my guest." She said smiling over at him.

"Alright" he grinned evilly at her, "Do you think I'm handsome?" he joked.

"Gosh that's a hard one," Tooth joked acting like she was thinking, "Yes, I do." She answered causing a huge smile to appear on Jack's face.

"I knew it!" he boasted winking at her.

"It's my turn now," Tooth said as she rolled her eyes giggling slightly, "why did you ask me out?" she questioned.

"I was going to ask you out that day we met in the elevator," he confessed, "but your sisters were with you so I didn't then I saw you with that guy and I thought I lost my chance so when you said you didn't have a boyfriend, I didn't want to lose my chance again so I sucked up my pride and asked you out." He admitted confidently as Anna came back.

"Can I get you guys anything to drink?" she interrupted.

"An oreo milkshake," Jack said putting up two fingers, "with two straws." He chuckled, Tooth giggled slightly before rolling her eyes.

"That's going to rot our teeth," she complained slightly.

"You can brush your teeth twenty times afterwards," he joked as Anna walked away telling them she'll be back with their drink.

"I think I'll have to," she joked.

"It's my turn right?" Jack asked Tooth nodded and another mischievous smirk appeared on his face, "Why did you hesitate so much when I asked you?" Jack asked his expression soften.

"Because I just hired you yesterday to be my nanny," she explained, "and I don't to get attached to you in a romantic ways while you are you know working for me." Jack looked at her nodding slightly when he smiled at her.

"Then I quit," he blurted out, "that way you don't have to worry about that." He said pretty proud of his idea, Toothiana shook her head furiously.

"You can't quit," she exclaimed, "I need someone to babysit the girls while I'm at work and school." She explained, feeling anxiety rise up within her.

"I'll do that," he chuckled, "you just aren't going to pay me for it." He smirked at her.

"Then how are you going to make a living Jack," she pouted, "you can't just take care of the girls without getting paid."

"Yeah I can," he chuckled, "how do you think I make a living now?" he asked rhetorically, "I babysit a lot during the night" He explained, "I wanted a more steady job but when I found out it was you who needed to nanny I was going to turn down the job because well I have romantic feelings for you and having a crush on your boss is a big no no in the nanny business," he joked, "but then I agreed anyway because I already made this very great complicated plan to ask you out but then I kind of just threw that plan away today," he chuckled, "but to summarize I still want to take care of the girls for you but you don't have to pay me for it."

"I don't know, Jack," Tooth murmured biting her lower lip, "what if something happens between us and the girls get attached and they get hurt." she said as she looked at Jack still smiling face.

"Don't be silly," Jack chuckled, "think of it like this we are just friends that are testing the waters of a relationship," he explained with an encouraging smile on his face, "and if something happens well we cross that bridge when we get there." He shrugged.

"I have to think about the girls, Jack." Tooth sighed giving Jack a stern expression.

"Okay how about this," Jack said pulling out a card and handing it to her, "I have this close friend who owns a daycare around here," he explained as she looked at the card, "her name is Astrid and she's just as good with kids as I am and I can get the girls in there for free if anything happens between us." He assured her.

"You promise?" she asked giving him a hopeful look.

"I promise." He assured her.

"How long have you been cooking this plan up Jack?" she asked a curious look on her face, "because you taking a lot of precautions that couldn't be thought up on the spot."

"Well," Jack chuckled, "since the first day I met you." He admitted, "Like I said I had already thought up a very good but complicated plan." He chuckled.

"You are an evil master mind, Jack Frost" Tooth joked.

"It comes from my awesome pranking skills" Jack boasted, "back in Burgess the kids used to call me the Guru of Pranks." He bragged making Tooth giggle.

"That's a great tittle." She joked.

"I know right," he chuckled as Anna came back with their oreo milkshake she placed it in the middle of them and took out a notepad.

"Now what can I get you two love birds?" she asked.

"I want a," he said looking through his menu, "cheeseburger and fries."

"How generic of you, Jack" Anna mocked causing Jack to stick his tongue out at her, "and for you Toothiana?"

"I'll have the rosemary chicken, please." She asked handing Anna her Menu.

"I'll be right back with those," Anna smiled at them walking gathering the menus and walking back to the kitchen.

"If I remember correctly it's my turn" She said as Jack put the two straws in the milkshake, he nodded taking a sip from the drink, "can you tell me why Anna looked so scared when she first saw you?" she asked.

"Because," he began his face falling into a sterner look, "I think she thought I was my brother."

"Your brother" Tooth mumbled remember Kristoff called Jack's twin brother a freak; she didn't want to jump to any conclusions when he said that. Now looking at Jack's expression as when he mentioned him she was now questioning why Kristoff thought he was a freak, "Why would she be afraid of your brother, you don't have to answer if you don't want to" she asked curiously but not wanting over step her boundaries.

"I rather not talk about James," Jack said looking down at his drink, "sorry." He apologized.

"It's okay," Tooth assured, "if you ever do, I'll be glad to listen."

Hope you liked this Chapter! Thank you so much for reading, you guys truly keep me going on this fic, thanks!