Title: Asking Felicity Out

Summary: A collection of small drabbles in which Oliver asks Felicity out on a date and how she reacts. Some will be long one-shots and others will be short. I will try to think of different situations for each time Oliver asks Felicity out and a different reaction from her each time. Please give it ago :)

Disclaimer/ Note from the author:

Not a story guys, just a collection of small drabbles in which Oliver asks Felicity out on a date.

Each drabble will be different and they will not continue on from each other.

FYI, I will not be making these into a regular story. These are just for fun and inspired by the Spoilers for episode 3x01.

If you want me to write a fic based on an actual Olicity date just leave me a comment in the review section and if I'm feeling generous I might write your request :)

Date Published: 16 July 2014

© theboyfriend-and-theprettygirl, 2014

Drabble One: Oliver's Internal Struggle

"Felicity, what are you still doing here?" Oliver asked turning on the main lights to the liar, and making her jump a little out of her skin. "Do you know what time it is?"

"Oh geez. It is late." she said checking her wrist watch. "Wow, I guess time really does fly when you're having fun. Not that I was having fun..I was just-"

"Felicity..." Oliver said placing a hand on her shoulders. "You're rambling on again."

"Oh, right." she said blushing a little. "Well, I should get going. I'm exhausted."

Oliver smiled. He knew she rambled whenever she was nervous about something. He found it completely adorable.

"Have you been here all night?" Oliver asked frowning a little.

"Pretty much. I had some software to update...it took longer than I thought."

"You could've done it in the morning. I would've helped you."

"Ha, sure." she said laughing a little, before rolling her eyes. "Because working with me has made you a qualified IT geek. I don't think so, Oliver. But thanks for the offer."

"Hey, how about you take the morning off tomorrow?" Oliver said helping her put on her coat.

"Why?" she asked frowning.

"Felicity, its 3am. Aren't you tired? Don't you want to sleep in a bit?"

"I'll be fine. I just need a couple of hours and I'll be good to go. I don't really need beauty sleep...I'm not one of those girls who make it their life's purpose to look like a model every day. Besides, I still have more software to update. Oh and I need to check our firewall because-"

"-Felicity." he said placing both hands on her shoulders quickly to make her stop mid-sentence. "You are sleeping in tomorrow and that's an order."

"But.."

"No, buts. Diggle and I will be fine for a couple of hours without you. You've been working so hard lately, you deserve a rest. Now go home. It's late and you look exhausted."

"What are you doing up so late, anyways?" she asked as she flung her handbag over her shoulder.

"I couldn't sleep." he said running his hands through his hair a little nervously. "I came to use the salmon ladder."

"Is everything okay?" she asked touching his forearm gently. "You're not still having nightmares about Slade, are you?"

"No. It's something else that's keep me awake." he said softly.

It's my internal struggle of whether to ask you out on a date or not, Oliver thought sighing heavily.

It had been a recurring dream ever since they had tricked Slade with their little performance at the Queen Mansion. On the Island Diggle had given them a minute to talk things through in private and despite wanting to tell her that he had meant every word, Oliver had chickened out. He knew exactly how Felicity felt about him and he wanted nothing more than to reciprocate those feelings...he was just scared to put her in harm's way. He cared about her too much to allow his feelings for her to place a target on her back. He had to keep her safe, even if it meant that they couldn't be together. That was the dilemma he faced whenever he considered whether to tell her the truth about his feelings for her or not...

"Oh, well whatever it is, the only way that you are going to be able to deal with it is if you face your demons, Oliver."

His demons? Oliver shook his head. She couldn't be more off track if she tried.

"I remember having these recurring dreams like every time I slept and the only way I got rid of them was to deal with the issue at hand. I was avoiding telling someone this thing that was kind of big...so I kept it from them and the secret was eating me up alive. I dreamt about telling them the truth every time I slept and it was really starting to get to me until I finally fessed up." Felicity mumbled on, snapping him out of his thoughts. "I guess the moral to the story is, once you sort out the problem, you'll be able to sleep at night again...the problem will stop haunting you."

"You know what? I think you're absolutely right." Oliver said smiling. "What are you doing tonight?"

"Uh, what do you mean?" she asked a little puzzled as she pushed up her glasses.

"After work, I mean. Do you have any plans? Tonight?" Oliver said, feeling his heart race quickly. She must have been rubbing off on him because he was starting to mumble like her, instead of being his usual calm, cool and collected self.

"I don't know. I thought I might watch a movie. I haven't decided yet. Why?"

"Let's go to dinner."

"Okay." she said smiling. "Where should I make the reservation?"

"Leave that to me." he said smiling a little. See Oliver, that wasn't so hard, was it?

"Okay, so should I tell Dig...or are you going to tell him?" she asked, instantly crushing him.

"I was actually thinking it would just be the two of us."

"Oh." Felicity said quietly, a small smile forming on her lips. "I'd like that."

The end.