**In case this helps, someone reminded me on this. I imagined Ray's sister like Anne Hathaway. (And I'm still thinking on Ray's mom. Maybe Sandra Bullocks or Julia Roberts? IDK but suggestions are open!)

This chapter was really fun to do. :) Prepare for laughs here and there. Enjoy!

The next day after entering the Queen's Consolidated building, Oliver went to the café to get some coffee. He needed it today, he barely had any sleep considering he was trying to track down Count Vertigo and juggle finishing the work Ray sent him.

Count Vertigo was getting harder and harder to find now that he had people working under him to carry out his bidding. Now the crime in Starling City was increasing drastically.

He looked up from his cup and saw Felicity walking towards the elevator. She was wearing a maroon work dress and black heels, her ponytail bobbed as she walked into the elevator while staring into the tablet in her hand. When the elevator door closed, he sighed. He didn't expect it to be this hard to let go of her. But he was glad that as long as she was safe he was satisfied... or so he thought.

Oliver entered his office in surprise to see Felicity bickering with Ray. He frowned, usually when he saw them argue they had a distance to each other but this time she was literally in his face.

Oliver raised his brows at Felicity who was now crossing her arms.

"Take it easy Ray; it's his first write up."

He then looked to Ray who was pinching the bridge of his nose, "Smoak, it was so bad my eyes almost bled."

Felicity rolled her eyes, "Oh stop exaggerating. It's not Oliver's fault he isn't a braniac like you."

"Oh trust me he's far from it." Ray said rolling his eyes.

Oliver raised his hands, "Um…You guys do know I'm in here right?"

Ray and Felicity looked away from each other to see Oliver with a confused look on his face. Felicity blushed; she didn't even realize he entered.

Ray frowned, "Queen, the document you sent me was terrible."

Felicity smacked Ray's arm lightly, "Don't be rude!"

"It was vague." Ray growled.

She smiled sympathetically at Oliver, "It wasn't that vague. You just…mixed up a few…things…"

Ray snorted, "A few?"

Felicity bit her lips, "Ok…fine, maybe a lot."

Ray laughed in disbelief, "In all my years of study I have never seen a type up as bad as that one!" He shook the paper in Felicity's face, "Like mixing an atom research company for a molar one?"

Felicity poked his chest, "Which is understandable considering it's only his second day here."

Ray closed his eyes and pinched his nose in frustration "How do you mix an atom for a mole! It's almost an insult."

"Do you expect him to understand the companies who research the physics of atomic structure in one day?"

Oliver droned out as he watched the two technical nerds interrupting each other's sentences with a lot of words he wasn't yet familiar with. His report must have been really bad, because he didn't understand half of what Felicity and Ray were arguing over. He sighed inwardly; he really was going to need to do a lot more research than he thought.

Oliver looked between the two who were having a stare down, "Uh…sorry?"

Ray raised his brow, "Look Queen. Things are different here now. If you want to do a good job you're going to need to know what we are talking about than just pretend to be a CEO."

"And he will. He just needs time." Felicity said firmly. Oliver smiled how she stood up for him.

"Whatever you say Smoak." Ray said rolling his eyes as he left the room.

Oliver smiled sheepishly, "You didn't need to do that for me Felicity."

She grinned back at him, "Of course I did, Ray was just being his cocky self…as usual. But he means well." She handed Oliver two thick books, "I got you these. One is on quantum physics and the other is atomic structure for dummies. All the basics you'll need to know."

Oliver skimmed through the books he handed her, "You're remarkable." He murmured.

She fiddled with her thumbs and shrugged, "You might be a bit lost in the first chapters but it should be pretty straightforward."

Oliver exhaled seeing all the different diagrams and explanations before looking back at her, "This is a lot."

She adjusted her glasses, "Anytime you have trouble with the chapters just give me a call or drop by my house."

Oliver sighed and gazed in her eyes, "I don't know what I'd do without you."

She blushed and looked away, "Nothing probably."

Oliver laughed, "I guess I have my own personal tutor now."

Felicity grinned as she went back to Ray's office to see him talking on the phone.

Ray ran his hands through his hair.

"Of course I'm dating a real girl!"

Felicity raised her brow and snickered loudly. "Who's on the phone?" She whispered.

Ray turned to her with a scowl, "My sister," he muttered before turning back.

She laughed as she saw his face slowly redden, he adjusted his tie, "No! Of course not. We aren't dating dating…we are just friends." Ray sighed and looked at Felicity who was crying from laughter at him.

"It's a long story sis…wait…you want to talk to her?"

Felicity wiped her tear and took his phone that Ray handed her and sniggered,

"This is his fake girlfriend speaking"

She heard a gasp on the phone, "Your real?"

Felicity giggled at Ray who now had his hands in his face, "Yes, I'm very real."

"Ray sucks now I owe mom a hundred bucks for not believing her."

Felicity laughed, Ray's sister was as funny as his mom.

"I'm Valerie, Ray's crazy, annoying and awesome older sister. Mom told me your name's Felicity."

Felicity smiled and nodded, "You got it."

"Pretty name. Let me guess, he calls you by your last name right?"

Felicity rolled her eyes, "Trust me, I've gotten used to it. He's such a dork."

She heard Valerie giggle, "I know right? Mom wasn't kidding when she said you are funny."

Felicity smiled.

"I'm sorry, I've got to ask, are you really blonde?" Valarie asked.

She arched her brow at Ray, what did he have against blondes? "I dye it blonde."

"Aw! Could you please take a selfie with Ray? I want to see how cute you two look together."

Felicity glanced at Ray whose face was completely red now, "Ahah. Um…Sure?"

"Well, it was great chatting with you. I came from Central City in the morning. Now I'm shopping for some equipment for my camera."

"Oh cool, where are we going to take the pictures?"

"We are going to one of Ray's beach houses he owns an hour or two away from Starling City. I hope you don't mind leaving Starling for a weekend."

"That sounds fun." Felicity's jaw dropped as she turned to Ray,"You have a beach house?"

Ray nodded.

"He barely uses it though. So I'd suggest you bring a beach dress along with your stuff."

"Oh, I don't have any beach dresses; I'm not much of a water girl."

"That's ok. You know what? You and Ray should come shopping with me. I'm at the Star Mall right now."

"Sure."

"Can't wait to see you in person Felicity!"

Felicity smiled, "You too."

"Bye! And tell Ray he owes me a jar of cookies."

Felicity smiled and turned to Ray, "You owe your sister cookies?"

Ray sighed, "My sister likes pulling my leg. Plus I knew it would convince her to leave her husband and kid to come take our pictures."

"Aww…" Felicity said with a grin. Ray frowned and tried to snatch the phone from Felicity's hand.

Felicity wagged her finger at him, "Oh no you don't. We have to take a selfie for your sister."

Ray arched his brow, "I detest that word."

"Deal with it." Felicity said after pulling him close to her and taking a few shots.

Felicity snickered as she looked through the series of photos they took, "Why is it every picture I scroll through, your face always looks constipated?"

"I'm smoldering."

"Constipated."

"Smoldering."

Felicity stuck out her tongue, "Constipated."

She grabbed her bag, "We need to go shopping with your sister by the way."

Ray frowned, "Shopping? For what?"

"Beach stuff!" Felicity said with a grin.

"With you and my sister?" Felicity nodded. "No thank you," Ray said crossing his arms.

"Pleaaaaaase."

"You're just using this as an excuse to skip work." Ray said adamantly.

Felicity pouted, "I thought you were my friend."

After a minute of glaring at her he gave up and sighed as he and packed his things reluctantly, "Fine."

Felicity grinned and hugged him.

"You're breaking the first rule Smoak. No public display of affection at work." He said with a frown.

"Whatever." Felicity said looking up at him with a smile.

Ray rolled his eyes and he tugged the phone out of her hand, "Let's just go."

Felicity chuckled as she grabbed her bag. After they entered Ray's car, Felicity arched her brow to see Oliver walk out the building towards them in annoyance.

"Where in the world do you two think you're going? Isn't there a meeting in an hour?"

Ray cast a causal smile at Oliver who was frowning. Ray glanced at Felicity who was glaring back at him for being rude to Oliver. He sighed as he started his engine, "I trust that you can handle a simple meeting Queen."

Oliver shook his head in disbelief, as he watched them drive off.

Felicity smiled at him, "That's the first time you've said something somewhat nice to Oliver."

Ray glanced at Felicity before taking a left turn, "Whatever."

"Isn't there a rule about employees leaving early without a notice?"

Ray shrugged. Felicity smirked, "I'm a bad influence on you. Now you're the one breaking the rules."

Ray smirked, "I'm not breaking any rules. As a CEO, I can leave anytime I want."

"But I can't. That means you're giving me special privileges since we're dating. Which means you already broke your last rule. So ha! "

"Whatever," Ray murmured as he drove, "Can you go on my phone and text Valarie we're close to the mall."

Felicity nodded. When she opened his phone she arched her brows in surprise to see Ray set one of the selfies they took as his background picture. Then she remembered Ray mentioning if they wanted to look like a couple to his mom, they'd have to be more obvious about it.

"Ray!"

"What Smoak?"

"Out of all the lovely pictures we took why'd you pick this one? My eyes are half closed!"

He chuckled at Felicity as he parked, "We look the most natural."

She smiled at how awkwardly cute the two of them looked together. Ray's lips were in a firm straight line while smoldered at the camera as she flashed her pearly sets.

She laughed, "I guess we look good…in a dorky way," she texted Valarie and immediately saw a text back saying the location she was.

Ray sighed, "Ready to go met my annoying sister?"

Felicity chuckled as they walked into the busy mall, "I have a feeling I and her will get along just fine."

When they entered the shop, they looked around.

"Do you see her?" Felicity asked not sure who to look out for.

"Yoo-hoo, over here dufus!"

Ray turned around frowned to see his sister a few feet away waving viciously at them.

Felicity smiled to see a pretty young woman make her way towards them. Her wavy shoulder length hair swayed as she walked with identical deep chocolate eyes like Ray's.

Felicity was shocked when Valerie hugged her tightly, "You are even prettier in person!"

Valerie turned to hug Ray, and tiptoed to mess his hair, "Hey dufus."

Ray frowned and swatted her hand, "Hey sis."

Valerie shook her head, "You're still grumpy."

"Because your embarrassing." Ray muttered.

"You shouldn't talk to your older sister that way." Felicity said with a smirk.

"She's only a year older than me." Ray said with a frown.

Valarie stuck her tongue out playfully at Ray before nodding approvingly to Felicity, "I like her." She smiled, "And the selfie you took was so cute! Except for Ray, he looked like he was constipated."

Felicity giggled as they linked arms, "That's what I told him!"

Valarie tugged Felicity away from Ray, "You must be my long lost sister or something"

"Women." Ray muttered. Felicity and Valarie stopped in their tracks and glared at him.

"Sorry, yeesh…" Ray said, they ignored him and walked towards the dress section.

"Do I have to follow you guys? I feel weird here," Ray said scratching his head while looking at the racks of different women wear around him.

"Yes." Valarie commanded.

He groaned as he followed his sister and Felicity who were chatting excitedly. He frowned, now he had a sinking feeling this was going to be a very long day. He sat on a bench in the corner while Felicity and Valarie went through the hour later Felicity and Valarie finally singled out two beach dresses they liked.

Valerie snickered, Felicity turned to see Ray nodding off.

She tilted her head, it was strange seeing him without a scowl on his face. His dark brown hair fell over his closed eyes. She smiled watching Ray calmly snoring off; she could tell he didn't get a lot of sleep.

Valerie patted Felicity and whispered into her ear to put a pink hat, shades and a Hawaiian wreath of flowers around his neck while Valarie took a picture of him. Felicity grinned mischievously; now she could see why Ray was so anxious of his older sister.

Felicity picked a pink beach hat the necklace of flowers from a shelf and silently placed it on Ray's head and the necklace around his neck. She took a deep breath, now for the shades. As she carefully slid it on his face one of his hands grabbed hers unconsciously.

He kissed her hand and pulled her closer, "Jean. I missed you." He murmured.

Widened her eyes and stood still as she looked down at her hand now entwined in his before glancing at Valarie in shock.

"What do I do? If I pull my hand he's going to wake up!" Felicity whispered.

Valarie smiled deviously, "Then just pose."

Felicity nodded and took a few funny poses while Valerie took their picture. Valerie then sat on the bench next to Felicity and Ray,

"Now. Let's take a selfie."

They both leaned on Ray's shoulder, and puckered their lips at the camera. As the shutter clicked, it startled Ray, waking him up.

"Huh? W-why is the room so dark?" Ray said sleepily. He heard giggling come from both his left and right.

He frowned when he realized he was wearing sunglasses, he looked to Valarie and Felicity sitting on both sides of him. He furrowed his brows and looked down to see he was holding Felicity's hand. "And why are you holding my hand Smoak?"

She grinned, "You might not want me to tell you…"

Letting go, his eyes widened as his face turned red "Valarie!"

Valarie pulled Felicity away from Ray, "Move back, he's gonna blow…"

"What were you two doing!" He shouted.

Felicity and Valarie were too busy laughing at the pink hat still on his head to take him seriously.

Ray frowned and stood up removing his hat and throwing it to the floor, "This isn't funny guys!"

He yanked the flower necklace off his neck and muttered, "See sis. This is why I avoid you. To think your my older sister."

Valarie wiped the tear from the corner of her eyes, "It not my fault, you fell for it every time as a kid." She sighed "I missed doing that to you."

Ray scowled at the two of them in anger.

Valarie threw up her hands, "Hey I just took the pictures, your girl was the one who put the stuff on you."

"She's not my girl." Ray gritted as Felicity laughed.

Valarie shrugged, "Now that you have fully awaken from your beauty sleep, tell me which dress looks prettier on Felicity. The light blue or pink?"

Ray frowned, he couldn't care less about what she wore, "Why are you asking me…"

Valarie patted Ray's head like a little kid which made Ray scowl more at her.

"As a photographer I know one of the most important elements of a photo is the chemistry. If we are going to trick mom into thinking you two are in to each other we have to make those pictures look legit. So which one looks better on her?"

Ray shrugged and looked at Felicity who held the blue dress then the pink one. "It doesn't really matter, they look the same."

Valarie pursed her lips and shook her head, "Not good enough. Felicity go change into the pink one first."

After Felicity changed into a long pink strapless beach dress she walked out and twirled, "Well?"

Ray looked at her, "It's fine."

"Good." Felicity said with a nod.

Valarie pursed her lips, "No. Not good. The dress you pick has to make his jaws drop. Try the other one."

Felicity nodded and after changing stepped out nervously. She looked down at the light blue beach dress that was a high rise at the front but flowed down to her ankles at the back.

"I don't think this looks that good on me." She murmured fiddling with her dress.

Ray looked up and arched his brow. Her innocent blue eyes matched the exact hue of the dress, he frowned. He hated to admit it but she looked…nice. Valarie smirked as she watched her brother observe Felicity intently.

"He's decided on the blue one."

Felicity raised her brow, "But he isn't even saying anything."

Valarie smiled and turned Felicity to face the mirror, "That's because he's too arrogant to tell you how good you look. He's such a dork."

She looked back in surprise and caught Ray still looking at her, "You like it?"

"A lot." He replied with a simple nod.

Felicity's neck reddened as she looked away, "I think I'm going to go change back into my clothes now."

Valarie flicked Ray's head, startling him from staring at Felicity who was walking away. "What was that for?" He said with a scowl while messaging his head.

Valarie rolled her eyes, "You're still a dork."

After Valarie picked more props for the photo shoot they went for lunch and drove to Ray's house. As they set the stuff down Ray turned to Valarie, "Why do I see candles inside the bag?"

Valarie smacked his hand away, "No peeping. I want you two to be surprised tomorrow. We should probably start packing our stuff so we can leave for the beach today. We have a lot of photo taking to do!"

Felicity and Ray groaned together as they walked to her house since he lived close to her. When Ray and Felicity arrived at her house he sat on her coach while she went in her room to pack her stuff.

''''''''''''''

When Oliver finished work at six he decided to go to Felicity's house for help on the first book he was starting. When he arrived he knocked lightly on Felicity's door. As the door opened, he smiled and said "I brought us Big Belly Burger—"

His smile dropped when the door completely opened revealing Ray crossing his arms.

"Ray." Oliver said with a frown.

Ray smirked, "That's my name Queen."

Oliver sighed; he knew it was no use telling Ray to call him by his proper name.

"I'd love to chat, but I'm here to talk with Felicity."

Ray looked at Oliver with a frown before turning, "Smoak!"

"Ray I'm busy, what is it?" He heard Felicity shout back.

Ray rolled his eyes and turned, "It's your buddy… Queen...unless you want me to send him away..."

"I'll be there in a second!" Felicity hollered from her room. She dropped the clothes she was packing and quickly made her way to the door.

"Everything ok Oliver?" She asked.

Oliver exhaled and looked down at his food awkwardly before looking back at Ray's arm now on Felicity's waist, "Uh. I think I'll come back some other time."

She looked down at the food Oliver was holding, "Did you bring that for me?"

Oliver handed it to her "Yeah, I was hoping we could look through the books you gave me."

Ray looked at the two as he arched his brow. Sensing it was his queue to leave, he pecked Felicity's cheek, "I'm going to go call Valarie, she's probably wondering why we're taking so long."

She nodded at Ray and turned back to Oliver while face palming herself, "Ugh. I'm an idiot. I should have told you, I'm going to be busy this weekend. Ray, his sister and I are driving to the beach today, and probably coming back late tomorrow."

Oliver raised his brow, "Oh...wow."

"Yeah. It popped up at the last minute." She said apologetically.

He looked down at her sadly, "No, it's not your fault. I should have called. I wasn't expecting… him here."

She hugged him, "Sorry." Oliver hugged her back, "It's fine Felicity."

Felicity sighed looking down at the food he gave her guilty, "If you really need help, maybe I can ask Ray move it to another day…"

She looked to his blue eyes hoping he would stop her. Hoping he would scoop her in his arms a whisk her away. But of course, he drew back as usual to sacrifice his happiness in hopes of hers.

Oliver waved his hand while backing away, "No, no, don't let me ruin your fun Felicity. We can do this later."

"You sure? Because I could—"

All her rambles came to a stop as Oliver placed a firm hand on her shoulder. She looked back up into his calm blue eyes.

"I'm sure." He turned away, "Um, see you Monday?"

"Bye Oliver." She replied before watching him hop on his motorbike.

He looked at her with a sad smile, as their eyes met she shivered after watching him leave. Her patience was running thin, Oliver was definitely a tough nut to crack.

Thank you for all the wonderful comments!

For those wondering about the selfie, I popped it in for fun. I based it off the seflie Emily Bett Rickards and Brandon Routh took together on their first week working together. Just search up Ray Palmer and Felicity Smoak and you should see the picture in the first row. (It's the one in black and white)

Sorry this chapter took so long to do guys! It took longer because for those of you who follow my tumblr know I spent time to do a Gific of the beginning of the last chapter. Thank you for those who liked it :) If any of you guys have a specific chapter or section you'd like me to do as a gific feel free to ask and I could try :D

So as always feel free to comment on anything and everything from Olicity to Raylicity to any of the characters like Ray, Felicity, Oliver, Valarie...