Oliver and Miley: Friends or Something More

Chapter one: the first date

I do not own Hannah Montana or any of the characters I only own the plot

It was an ordinary Friday afternoon, and Miley and Lilly where sitting in the living room of the Stewart home doing their math homework when Lilly looked up to see Miley staring off into space for the eighth time that day.

"Miley, are you all right?" asked Lilly.

"Huh what?" asked Miley.

"What's going on you've been a flake all day," said Lilly.

"I'm sorry I just can't help it I can't stop thinking about the dance next Friday," said Miley with a sigh.

"What about it?" asked Lilly.

"Well its girl's choice that means we have to ask the guy," said Miley.

"Who are you going to ask?" asked Lilly.

"I don't know," said Miley.

"What about that cute guy in English you know, Brian?" asked Miley.

"He's going out with Amber," said Lilly.

"How about Brad?" asked Lilly.

"He's with Ashley," Said Miley.

"Well there's David that cute guy from math," said Lilly.

"No he moved last week," said Lilly.

"Jason?" said Miley.

"Too short," said Lilly.

"Billy?" said Lilly.

"Too tall," said Miley.

"Well I mean if you're really desperate there is always Oliver," said Lilly half jokingly.

"Seriously?" asked Miley.

"Well yeah, I mean just as friends you wouldn't have to kiss him or anything," Said Lilly.

"I guess it wouldn't be so bad he is kinda cute," Said Miley.

"Did you just call Oliver cute?" asked Lilly incredulously.

Miley only smiled and nodded.

"You think he'd say yes?" she asked.

"Call him and find out," said Lilly.

Handing Miley the Phone she dialed Oliver's number after a moment he answered.

"Hello?" he said. Miley took to a moment to decide what to say.

"Hey Oliver Look I was wondering has anybody asked you to the dance Next Friday?" she asked and waited for a response.

"Not yet," said Oliver.

"Would you like to go with me?" asked Miley.

"I'd love to," said Oliver almost at once.

"Great what are you doing later?" asked Miley.

"Nothing really, wanna go hang out?" said Oliver

"Like just the two of us?" asked Miley.

"Yeah," said Oliver.

"Yeah sounds like fun I'll meet you at the movies at three," said Miley.

"Cool, see you then," said Oliver.

"What did he say?' asked Lilly.

"He said yes and we're going to the movies at three," said Miley.

"Cool, wait what time is it?" asked Lilly.

"One O'clock," Said Jackson who had just walked in

"We have work to do," said Miley.

As she and Lilly ran upstairs to her room to pick out an outfit for Miley to wear. After an hour, Miley stood in front of the full-length mirror in her closet wearing a blue denim skirt pink spaghetti strap top and blue high heels. "How do I look?" she asked.

"Great Oliver's gonna love it," said Lilly.

"Now I just need to do my hair and makeup," said Miley.

As she sat down at her vanity table and began to style, her hair then she applied her makeup she started with a light tinted moisturizer and then a light pink eye shadow. "Perfect I wish I could see the look on Oliver's face when sees you," said Lilly smiling.

"Now what lipstick should I wear?" asked Miley.

"How about this one?" asked Lilly holding up a silver tube containing a soft pink shade.

"Perfect check the name," said Miley.

Lilly turned the lipstick over and read the name printed on the bottom "First kiss," She said a smile forming on her lips.

"Oh will you stop smiling! I didn't make up the name I just like the color," said Miley exasperatedly.

"Yeah I know but its funny this shade might live up to its name," Said Lilly still smiling as she handed the lipstick back to Miley.

Who applied it carefully closed the cap and set it back on the table. "Well maybe I don't know but I'll tell you everything tomorrow," said Miley.

"One last thing and you'll be perfect," Said Lilly as she sprayed some perfume into the air and Miley walked through it. Miley looked at her watch it was nearly two-thirty so she headed down the stairs and towards the door only to be stopped by Jackson.

"Jackson, get out of my way or I'm going to be late," said Miley.

"Late for what?" he asked.

"I have a date," Miley said.

"A date with who?" asked Jackson.

"Oliver if you must know," Said Miley annoyed.

"Oken, since when are you dating him?" asked Jackson not believing what he was hearing.

"This is our first date. Now get out of my way or I'll tell Cooper you still sleep with the teddy bear Mom gave you when you where two," said Miley.

"You wouldn't dare!" exclaimed Jackson as he took a step to his left to let Miley through.

She walked the short distance to the mall and found Oliver standing a few feet away from the pretzel place she walked over.

"Hey Miley," He said.

"Hey Oliver," said Miley.

"Wow you look nice," said Oliver.

"Thank you, you don't look half bad yourself," said Miley.

"Thanks Miley," Said Oliver

"Is that new a Jacket?" Asked Miley when she saw the denim jacket Oliver was wearing.

"Yeah I just got it yesterday do you like it?" asked Oliver.

"Yeah it looks good on you," said Miley smiling, as she felt a blush creep into her cheeks.

"So is there anything playing that you want to see?" asked Oliver.

"I've heard Bridge to Terabithia is really good," said Miley.

"I've heard that too," said Oliver.

"Let's see it then," Oliver said.

"Okay," Said Miley as they headed for the theatre when they arrived they walked up to the box office.

"Two tickets for Bridge to Terabithia Please," said Oliver.

"Twelve fifty," said the girl working in the box office.

Oliver reached into his back pocket, pulled out his wallet, and handed her a twenty-dollar bill and she handed him the tickets and his change. "Thank you and have a nice day," She said.

"Have a nice day," said Oliver and Miley together as they headed for the concession stand.

"Hello how my I help you?" asked the young man standing at the cash register who's name was Chip.

"I'll have large popcorn and a large cherry coke," Said Oliver.

"Would you like butter on your popcorn?" asked Chip.

"No thank you," Said Oliver as Chip turned to Miley "I'll have a medium cherry coke and a box of milk duds please," Said Miley.

"That'll be nineteen fifty," Said Chip.

Oliver handed chip another twenty-dollar bill chip handed them their snacks as well as Oliver's change and they walked of to find the screen that their movie was playing on.

When they found it walked in and found seats near the middle of the top row as the movie started Miley reached for the bucket of popcorn that Oliver was holding in his lap and grabbed a handful as she did her hand brushed Oliver's "Sorry," She whispered.

"No problem," Said Oliver they sat in silence after that until the scene where Jesse gives Prince Terrien to Leslie.

"Aw that's so sweet," said Miley under her breath.

"Yeah it is," said Oliver.

"I wish I had a dog," said Miley quietly.

Oliver smiled making a mental note for later as the movie went on.

At the end of the movie both Miley and Oliver where in tears

"I can't believe Leslie died," said Miley, tears streaming down her cheeks.

"I know it's so sad you could totally tell how she felt about Jesse but she never got to tell him herself," Said Oliver a few tears falling from his eyes as he spoke.

Miley reached out and took Oliver's hand and he pulled her into his arms. Miley wrapped her arms around Oliver's neck and they cried into each other's shoulders for a moment.

"I don't know what I would do if anything ever happened to you," said Oliver tears now flowing freely down his cheeks.

Miley just sniffled after a moment they pulled apart and Oliver kissed her cheek softly.

This brought a small smile to Miley's lips.

"What we should do now?" asked Miley.

"Let's go to the pet store," Said Oliver.

"I love that idea," Said Miley as they walked toward the pet store when they arrived, Miley immediately ran to the window where a group of small cocker spaniel puppies where playing happily.

She smiled "Aw look at that one he's so cute!" she said.

"Yeah he is he looks like the dog I used to have when I was little," said Oliver.

"What happened to him?" asked Miley.

"He got hit by a car one day when I was five," said Oliver sadly.

"Oh Ollie, I'm so sorry I didn't mean to bring up a painful memory," Said Miley.

"It's okay, you didn't know," Said Oliver a note of sadness still evident in his voice Miley pulled him into a hug, and he hugged her back when they parted for the second time Oliver smiled happily.

"Thanks I feel better," He said.

"No problem that what friends are for," Said Miley.

"So what do you want to do now?" asked Miley.

"We could go get something to eat," Said Oliver.

"Sounds good how about starbucks," Said Miley.

"Alright sounds good to me," Said Oliver as they walked through the mall towards starbucks when they arrived;

Oliver held the door open for Miley. "Thanks," She said.

"No problem Miles," Said Oliver they walked up to the counter.

"What can get for you today?" asked the young man standing behind the counter.

"I'll have a Venti chai latte and two apple fritters," Said Miley.

"I'll have the same," Said Oliver.

"Fourteen forty," Said the cashier Oliver pulled out his wallet and was about to open it when Miley said.

"No Oliver you paid of the movie I'll get this," As she pulled her wallet from inside her, purse and handed the cashier a gift card, which he swiped it and retuned it to her.

"All right if you're sure you don't mind," Said Oliver as they sat down to wait for their chai to be finished Oliver tore a small piece off of his apple fritter and popped it into his mouth.

"I love the apple fritters here," He said.

"Yeah I know they're awesome," said Miley.

As she heard her name called, she got up and walked over to the counter to pick up their tea she carried the two paper cups of hot chai back to the table and handed one to Oliver who took it and took a small sip

"I love chai," said Oliver.

"Aren't you glad I made you try it that one time," Said Miley as her cell phone rang "Hello," She said,

"So how's the date going?" asked Lilly.

"Fine we're having chai at Starbucks," said Miley.

"Awesome I have great news you won't believe who just asked me out," said Lilly.

"Who is it spill it girl," said Miley.

Jackson," said Lilly.

Miley's jaw dropped.

"Miley are you ok?" asked Lilly after several seconds silence.

"Did you just say Jackson asked you out?" asked Miley.

"Yeah I did," said Lilly.

"When?" asked Miley.

"Right after you left I was on my way out the door and he asked me to go to lunch," said Lilly.

"Where'd you guy's go?" asked Miley.

"Rico's, it was actually pretty fun," Said Lilly.

"Did he do anything embarrassing?" asked Miley.

"No he was a perfect Gentleman," said Lilly.

"I don't believe you Jackson can't go ten minutes without embarrassing me in public," said Miley.

"Well he was perfectly nice to me this afternoon. He even opened the door for me on our way out of the house," said Lilly.

\

"He did?" asked Miley.

"Yeah I've never had a better first date in my life in fact we're going out again tomorrow," said Lilly.

"As long as you guys are happy together I'm okay with it," Said Miley as Lilly hung up the phone

"What did Lilly want?" asked Oliver.

"She just told me that she and Jackson are going out," said Miley simply.

"I don't believe it.," said Oliver

"Yeah but I think it'll work out between them I think Jackson's had a crush on Lilly for a while," Said Miley.

"And you're okay with this?" asked Oliver.

"Yeah I am," Said Miley as she finished her chai and apple fritter she looked across the table and her eyes met Oliver's, and she sighed happily.

"What?" asked Oliver?

"I've never had so much fun on a date before," said Miley.

"I'm glad, I'm having a great time too," said Oliver as he too finished his snack and they got up and walked out of the store as they walked Miley took Oliver's hand in her own.

He smiled "What time is it?" asked Miley Oliver looked at his watch.

"Five fifteen why?" said Oliver.

"The Princess Bride is on tonight and it starts at six," said Miley.

"Oh man I love that movie lets go," Said Oliver as they headed for the exit then walked to Miley's house hand in hand as they walked a light rain began to fall Oliver pulled off his Jacket.

"Here I don't want you to get cold," He said.

"Oh Oliver you're so sweet," Said Miley as she pulled on the jacket and kissed his cheek softly he smiled when they got to Miley's house Robbie ray met them at the door.

"How was the movie?" he asked.

"It was great," said Miley.

"That's good. Dinner will be ready in about five minutes Oliver you're always welcome to stay," said Robbie Ray as the rain began to fall even harder outside.

"Thank you Mr. Stewart," said Oliver.

"Bud it's you're turn to set the table," said Robbie Ray.

"Okay daddy," said Miley as she walked into the kitchen.

"I'll help," said Oliver as he followed her and they began to set the table five minutes later the table was set everyone gathered around the table Oliver pulled out Miley's chair for her.

"Thank you Ollie-poo," she said.

"No Problem Miley-bear," said Oliver.

Jackson nearly choked on his mouthful of iced tea.

"Ollie-poo, Miley-bear I think I'm gonna be sick I mean could you two have picked sappier pet names for each other," He said.

"Hey Jackson lave them alone," said Robbie Ray.

"Thank you daddy," said Miley.

"No problem Bud," He said, as they all began to eat. When they had finished Jackson cleared the table and washed the dishes.

Oliver and Miley went into the den and turned on the TV but the cable was out.

"Oh Man, now we'll miss the Movie," said Oliver. Miley walked over to a bookshelf, which held her movie collection. She searched for a moment before for she found the one she was looking for.

"Oh no we won't I have it on DVD," Said Miley as she handed Oliver the case.

"Great I haven't seen this in ages it's one of my favorite movies of all time," Said Oliver.

"You know would make this night perfect?" asked Miley.

"No what?" asked Oliver.

"Some hot cocoa," said Robbie Ray as he walked into the den carrying two Mugs of hot cocoa each toped with whipped cream.

"You're the best Daddy," Said Miley as she took the mug of hot chocolate her father was holding

"Thanks Mr. Stewart," said Oliver as he took his turned on the DVD player and placed the disc in the tray and he and Miley settled down on the couch under a blanket to watch the movie together.

"Mr. Stewart this as the best hot chocolate I've ever had you have to tell me what's in here," said Oliver as he took sip of his hot cocoa.

"Sorry Oliver that's a Stewart family secret," Said Robbie Ray as he turned and left the den to answer the phone he came back about two minutes later.

"Oliver that was your mom she says she doesn't want you walking home tonight and both cars here are out of gas so I guess you spending the night," He said.

"Alright Mr. Stewart," Said Oliver as the Movie started Miley and Oliver sat on the couch snuggled closely together watching the movie.

By the time, they had finished their hot chocolate Wesley had been captured by the dread pirate Roberts. Five minutes later, they where both fast asleep, Miley's head was resting on Oliver's shoulder. Robbie Ray and Jackson walked in.

"Dad, are you going to do something about this?" asked Jackson.

"Yeah I am son, I'm gonna let them sleep," Said Robbie as he walked over to the coffee table, picked up the two empty mugs of cocoa, and taking them to the kitchen.

"You know if it was me in there with my girlfriend you wouldn't just let us sleep together Like that you'd make me move to the other side of the couch," said Jackson.

"Yeah but Oliver's not you, is he I trust him with Miley. He's her best friend and I don't think he'd do anything besides I'll have a little talk with them tomorrow," said Robbie Ray.

"Fine I'm going to bed," said Jackson.

"Good night son," Said Robbie Ray as he went off to bed