It was a normal boring Thursday afternoon and Felicity had noticed Oliver feeling a bit under weather. She grabbed him a cup of coffee and placed it on his desk.

"What was this for?" he asked with curiosity

"its just a cup of coffee Oliver. You looked like you needed it" she smiled at him as she turned to walk back to her desk.

"Hey, wait. How did your date go last night?"

She turned and shot him a glare

"That bad huh?"

"Ya. I think I'm just going to give up on finding someone who is smart, hot, and nice. So far I've only managed to find 2 out of 3, but oh well"

"I'm sorry to hear that. Where do you meet these guys anyways?"

"Just around" she lied as she walked back to her desk.

Felicity had been trying online dating sites. Ya she was fishing for that one that would be all of the things she looked for. But so far most of the men she had met and went on dates with were jerks. They would take one look at her and immediately think she was a bimbo. She had decided she would just deactivate her account and take some time off.

She sat at her desk and logged into the site she was using. She was looking for the account button when she noticed she had a new match. She decided to check it out.

Al 37 years old [no image]

Job: Owner of an Enterprise

Location: Gotham City

Likes and Hobbies: [left blank]

Favorite music: [left blank]

Looking for: someone to settle down with, maybe start a family. Someone willing to relocate, and work at my company.

About me: I travel a lot for business so I am out of Gotham a lot of the time. I enjoy martial arts, and spending my down time reading, or working out. I hate going to Galas, but with the right partner I am sure I could learn to enjoy them.

Felicity read over the match, it wasn't too detailed. And she normally didn't want to take chances on someone with no picture. Let alone someone who lived so far away. She had been considering moving to Gotham a few times over the years to work at Wayne Enterprises. So who knew. There was no harm in emailing this man, even if he was 13 years older than her.

Dear Al.

Hi, your profile came across as a match. I must point out firstly that you are way beyond my 'willing to travel' distance, and are above my age preference, as well as not having a picture or much information about you. Now typically I would have bypassed this 'match' but I thought, what the heck.

I am from Starling City, and if you haven't looked at my profile, I am an Executive Assistant for a fortune 500 company, and it eats up a lot of my time. I like to hang out with friends when I can, and love binging on Netflix, and when I start a book, I just can't put it down.

If you are interested in finding out more about each other, email me back.

Warm regards, Felicity.

Meanwhile in Gotham

"Alfred, did you sign me up for a dating site again? you know I never go through with it" Bruce asked when he walked into the kitchen for dinner

"Yes Master Bruce I did. It was time you found a nice woman to settle down with. You are getting too old" he chuckled

"How many times have I told you not to do that. Now I have to let this poor girl down. Not to mention you used Al again."

"You received a match already? I only signed you up an hour ago. Tell me about her"

"fine. Her name is Felicity. she is 24. Really? What kind of parameters did you put on here? She lives in Starling, again, really? She likes to read, and hang out with friends. And oh…"

"what is it Master Bruce?"

"She is stunning. She has a few pictures of herself" Alfred took the tablet away from Bruce to look at her. She was stunning he agreed. And in her pictures you could tell she was happy.

"It looks like you have a message Master Bruce. Shall I read it?"

"No, I'll read it, thank you very much" he said with a chuckle. Alfred gave the tablet back and Bruce read over her message. It was short and to the point. She had practically called him old, and he did agree that there shouldn't have been such a strong match between them, he couldn't help but wonder 'what if'. Would he be willing to travel if he found the right woman? Was he even ready to commit to someone? Let alone have children? He was getting up there, and she was young, but nowadays it was normal for men like him to find love late in life. So he thought what could it hurt if messaged her back.

Dear Felicity,

Thank you for messaging me about my profile. I prefer to keep it vague as I do own a company and would prefer people not know my full identity. You seem like a lovely woman, and I would be interested in chatting with you. If there is anything you would like to know about me, please do not hesitate to ask. I do actually have a business meeting in Starling City in just over a month, and if our chats go well, I would be interested in meeting with you. I look forward to hearing back from you.

Al.

Wayne Enterprises did in fact have a meeting in Starling in just over a month, but the thing was, was that Bruce himself never went to those meetings. He always opted to forgo them and send Lucius Fox. But he thought to himself, if the chatting went well with Felicity, then he would personally come along and meet her.

. . .

Felicity had ended up being super busy the rest of the day and hadn't noticed a reply came in. when she got home, she warmed up one of those frozen dinners, grabbed a glass of red wine, and turned on Netflix. She started eating her dinner when she noticed there was a notification on her phone. She opened it and was surprised to see a reply from Al.

She noted how he said he was coming to Starling, and if the messages when well they would meet up. But he hadn't uploaded a picture or said anything more about who he was. She felt that maybe she was being catfished. But she thought, what's the harm in continuing to talk to him.

She sent him back a message.

Hi Al.

Thank you for replying to me. I was actually about to delete my account, but felt I needed to message you. I would like to ask if you could send me a photo of yourself, as you have obviously seen what I look like. I would prefer to know who I am talking to. A little fun fact about me, is I am extremely good with computers.

Have you lived in Gotham your whole life? Have you been married? Do you have children? What is your favorite food? What is your stance on having children if you do not currently have them?

Just some questions for you to answer and hopefully you will be able to come up with a few for me.

Warm Regards, Felicity.

She sat back on her couch and finished watching the show she started. She slowly drifted off to sleep.

. . .

It was around 7 am when Bruce made his way into the kitchen. He glanced down to his tablet and saw the notification light blinking. He grabbed a cup of coffee and sat at the table. He clicked the dating site app, and saw a new message, and multiple matches. He quickly scrolled through the matches, archiving them as he went. He didn't know why he did that, but it just felt right to not look at anyone else. He then went into his inbox and read Felicity's message. So he replied.

Dear Felicity,

I am glad to see you didn't delete your account. And I must admit something to you. I had not signed myself for this site. My butler did. He thought that it was time I settled down, and I was about to delete it myself when I saw your page. I must say you are very striking. But as I have said previously, I would prefer to keep my identity a secret. I am a very well known man, and I need to be careful.

How good are you with computers? And yes I have lived in Gotham my whole life. I have no been married, and I do not have any children. I honestly don't know if I want children. I guess with the right partner that could change. And my favorite food would have to be spaghetti and homemade meatballs. I know its pretty boring, but its an old family recipe and I must admit I eat it about twice a week.

Some questions for you. What made you become an EA if you are so good with computers? how did you get into technology? How do you feel about children? Have you ever been married? And what is your favorite ice cream?

Look forward to hearing back from you

Al.

. . .

Felicity walked into the office at 8 am with Oliver by her side, a coffee in her hand, and her phone in the other.

"You have a 10 o'clock with your mother, a lunch date with Sara to finalize the transfer, and a board meeting at 3. But the board meeting is just to go over expenses so I'm sure if you just wanted to leave at noon with Sara it wouldn't be an issue"

"I should probably be in the meeting. I miss so many of them, I should probably start paying attention" he chuckled to her

Oliver walked into his office, and Felicity sat down at her desk. She started up her computer and pulled up the week's schedule. She noticed something different about the schedule than what she had inputted. She grabbed her phone and called Oliver.

"You know you could just come in here and talk, you don't have to call me" he laughed

"Ya, I know. But I'm noticing your schedule says there's a trip to Gotham slated for Thursday through Sunday. Why wasn't I informed? And what is it regarding?"

"Oh ya. My mother wants me to meet with Wayne Enterprises before they come here. Something about getting a feel for who we will be working with. And she set it all up the other day, but only told me about it last night. That's why my mother was coming today. She wants to go over everything for us to be prepared for the deal"

"Wait, I'm coming too?"

"Well ya, I mean you are my EA. I wouldn't be going without you"

"Isn't Sara coming?"

"No. She hasn't been officially made my second EA yet, so this time it will just be you and I. Please have everything ready for when my mother gets here. You know how she likes to have the specifics"

"Yes sir"

Felicity hung up the phone, and looked back at her computer. She was going to Gotham next week. She had to cancel plans with Barry and his girlfriend Caitlyn, and she had to think about telling Al she would be in town. But did she want to meet him so soon? with a deal between the two companies, she was sure she would be traveling there frequently, but was it too soon? she opened the site and saw a message from Al. For a moment her heart fluttered. That was weird she thought. She read over the message. She was a little annoyed he wouldn't send her a picture. And didn't know if she felt like telling him she was going to Gotham anymore. The phone started ringing and she closed the window, and took the call.

It was Wednesday night and she was packing her luggage for the trip to Gotham. She had kept going back to reply to Al, but every time she did, she would get annoyed at how he had brushed off her wanting a picture. She started to feel bad and decided to send a quick message.

Al,

Sorry I haven't responded; I have been extremely busy with work. I am going out of town for a few days, and therefor will not be able to talk to you. Hope all is well.

Felicity

She sent the message before she could talk herself out of it.

. . .

It had been days since he had sent that message to Felicity. He kept checking every morning and every evening for a reply, but when Wednesday night came around and she still hadn't messaged him, he thought she had given up. That was until he saw the notification on his phone. He quickly checked it, and was saddened at the short reply. He had asked her questions, and she hadn't answered them. He placed his phone on the kitchen table, and told Alfred he was going to read for a bit.

Alfred grabbed his phone when he knew Bruce was out of the room and read over the messages. Stupid boy he thought. This lovely woman was asking for a picture and he would not send one. He noticed he hadn't replied to her as well. And felt sorry for the poor girl. He turned off Bruce's phone and noted that it was getting late. There was big meeting between Queen Consolidated and Wayne Enterprises tomorrow afternoon and he was going to be there instead of Bruce, along side Lucius. He passed the library where Bruce was reading, said goodnight, and went upstairs.

. . .

Felicity and Oliver had just landed in Gotham, and a car was waiting to take them to WE. Their luggage was going to be taken to the hotel and put away for them so they could head straight to the meeting. It wasn't a long drive, but it gave Felicity time to think. She thought back to her previous message to Bruce, and started to feel bad at how abrupt she was. She could at least tell him she was in his city, and see what he said. So she grabbed her phone.

Hi Al,

I'm sorry if I was short and abrupt in my last message, I have just been under a lot of stress lately and I wasn't sure if it would be too soon. but I am in Gotham this weekend. I don't know if you would be interested in meeting, but ill be here till Sunday morning.

Felicity

She sent the message, and went back to looking out the window. They arrived at WE a short time later, and she had not received a reply. She and Oliver stepped out of the car, and rode the elevator to the top floor.

They were greeted by Lucius Fox, a few board members, and a Mr. Pennyworth. Everyone shook hands, and when it came time for Felicity to meet Alfred, he stopped in his tracks and just stared at her.

"Is something wrong Mr. Pennyworth?" she asked

"Oh no, Ms. Smoak. Nothing is wrong. If you will just excuse me for a moment, I need to make a quick call"

Alfred hurried off, and took out his phone.

While the rest were standing nearby Felicity pulled out her phone, and saw she had a message from Bruce.

Felicity,

I'm sorry, but this weekend wont work for me to meet. I hope you enjoy Gotham.

Al.

She should have realized. Of course not responding to him for days, should have given her a thought as to how he would react to her being there. She slid her phone back in her purse, and joined in on the conversation.

Meanwhile Alfred was calling Bruce.

"Master Wayne. I think you should come to this meeting today. There is someone I'm sure you would love to meet"

"Not today Alfred. I'm kind of in a bad mood. Felicity told me she would be in Gotham this weekend, and I stupidly told her I couldn't meet"

"But Master Bruce, that is the exact reason I am calling. She is currently standing in your conference room"

"WHAT? I'm on my way"