A/N: Hello and welcome to my first cross-over fic! I came with this idea because of our dear JarPad and Captain Amell who were tweeting to each other, so you have them to thank for this! There is no specific time frame going on. Castiel is still an angel and the arrow universe is from after the Udertaking. No specific episode yet, but that may change in the future. Hope you like it, and please review! Enjoy!

"Dean it's not funny! He doesn't understand- No! Cas, get off that chair, he was kidding! You don't have to go up the tree! I'm serious Dean, stop laughing! Sam! Say something will you!?" Felicity ran around the room screaming orders.

"You know what? I'm going to butt out. He won't listen anyway."

"You're a useless moose you know that?" Felicity's face was heated and red from yelling and all her running around.

When Castiel finally came of the chair and put it back, she sat down on the couch, next to Sam and let out a deep sigh.

"How on earth am I ever going to explain you guys?" She had been talking more to herself instead of really wanting a reply, but got one none the less.

"Why not tell them the truth?" Dean said as he turned around from where he had been studying her bookshelves.

"No. Absolutely not. Not an option. Nope." She shook her head and stalked to her kitchen. Castiel followed her.

"Why not, if I may ask? Aren't they your friends? Why wouldn't you want to tell them? Perhaps warn them?"

"Cas, no. I just… I can't. These men… they have enough on their plate as it is. I'm not going to burden them with-with… demons and.. and MONSTERS. I won't do that to them. And you two," she pointed to the two brothers standing in her livingroom, "you won't tell them either!"

Sam held his hands up in defense, but Dean took on an offensive stance. "I'm not going to be ordered around by some geek! Especially not a small blonde one like you!" He said it with force, but had a small smile playing around his lips, giving him away.

Felicity had been like a sister to them. As had her father been before her. Their dads had been friends and Felicity took after her father a lot, taking up her father's task of helping the Winchesters when he was no longer able to. She had provided with pretty much any cover they had, but they hadn't been able to see her with her new 'job'.

Yes, she had told the boys about Oliver. At first she had hesitated, not sure if she should tell them. But as time went on, and the pressure grew higher, there was a strong need to at least tell someone. And so she had called them, telling them everything.

And they had listened. They had listened to her ranting, her crying, her laughing, but they hadn't said a word. Something she had appreciated. After all, had she not listened to them every time they needed someone to talk to, or a shoulder to cry on (although they rarely admitted they needed it)? Men….

"Might I remind you, mister Winchester, that I have the means and knowledge to make your life a living hell and-"

"Been there, done that."

"-And sell your car in less than 5 seconds. Honestly I'm only a click away right now."

At that Dean's mouth closed and his eyes narrowed. "You wouldn't."

"You're right. I won't. But only because it's Christmas!" She grabbed the glass of wine she had been pouring herself and walked back to her bright yellow couch. Dean made an attempt to ruffle her hair in endearment, but was stopped by a look from Sam that pretty much said it all.

Three bottles of beer were opened and the last balls were hung in the Christmas tree. Gifts were wrapped and Cas was not put on top of the tree. After a short while there was a knock at the door and Felicity quickly straightened her dress.

It was a simple 'little black dress' but with a slight twist of lace here and there and she had added her favorite red pumps for a hint of color. She had left her glasses on, but her hair was down and she had spent nearly an hour straightening every single strand.

She opened the door and was met with not two, but three smiling faces.

"We met her in the elevator. Said she was invited. Merry Christmas by the way!" Diggle stepped past her and kissed her cheek.

Felicity looked at Oliver, who looked down smiling at her. "Happy Hanukkah Felicity. You really shouldn't have thrown a Christmas party. We would have been happy to celebrate Hanukkah with you."

He too stepped past her and leaned down to kiss her cheek. The place where his lips touched her cheek burned with flames and she turned red once again.

"Nonsense. You-you guys don't celebrate Hanukkah, uhm, and Christmas is just as fun. I wanted to so… don't worry about it!" she stuttered, totally thrown off guard by the sudden sensation.

"If you insist m'lday." He smiled at her again, bigger and more open this time, fully showing it. Sadly this did nothing for her already over-heated brain, and so she just turned away from him, and towards the red-headed woman that was still standing at her door.

"Uhm, I'm sorry but, who are you?"

"I'm Charlie. Charlie Bradbury. I, uhm, took over your job." She wiggled her eyebrows at the last part and whispered, "if you know what I mean."

"Right. Charlie. Dean told me about you!" She was beaming at the now no longer strange woman.

Charlie, no longer feeling awkward, returned her beaming smiled and stepped forward pulling Felicity into a hug. "I have a feeling we are going to be great friends. We're like my BrOTP and we only met just now!"

The two women stepped inside and Felicity shut the door behind her.

"Charlie?" Sam stood up from the couch and walked towards the red-head.

"What's up suckers?" She hugged both brothers and also gave an awkward hug to Castiel. "So we finally meet."

When everyone was settled down and had treated themselves to drinks it was time for introductions.

"Uhm, so, uhm…," Felicity began. What the hell am I going to tell them?

"We're Lissy's childhood friends," Dean quickly intervened. "I'm Dean, and this is my little brother Sam." He waved his hand between himself and Sammy. "And that weirdo over there," he nudged his head to Cas, "Is Cas. He's also a friend of ours. He is a bit weird so just… don't pay too much attention to him."

"Right," Oliver went on, "well my name is Oliver. Oliver Queen. I'm… her boss. But I'm her friends first." He looked at Felicity when he said that, his eyes blue and deep.

"And I'm John Diggle. But most people just call me Dig! I'm his bodyguard, but I'm also her friend."

Charlie was introduced last and that was when everyone started to mingle and it was time for Felicity to get out the snacks. Once she was in the kitchen, she was joined by Oliver.

"I had no idea you had, wel.."

"Friends? Yes, well, I do."

"So I can see. Where are they staying?" He helped her get some things off the top shelf and started to prepare the tortilla rolls.

"Ah, thanks. Uhm, Cas isn't staying. He has to leave to get back to his job. As for Charlie, she told me she was staying at a nearby hotel." She started to cut some bread into pieces and grabbed a knife and some butter to prepare them for the oven.

"I wasn't talking about them. Those brothers. Where are they staying?" He had stopped what he was doing and turned his full attention to her.

She on the other hand kept preparing the bread and put it in the oven, completely ignoring Oliver. He was starting to annoy her. What did it matter where they were staying? She didn't understand what the big deal was all about.

"Felicity..," he gritted out.

"Oliver." She turned around to face him. "I think you know the answer to that. They're staying here. I don't understand the big deal about it. They're only staying for two nights."

She made an attempt to walk around him but he cornered her, putting his hands down so she was trapped between him and the counter. She was suddenly very aware of the position they were in and turned bright red. Thank god there is a wall between my kitchen and my livingroom!

She had no choice but to look at him straight. Had she had one she wouldn't even have considered the other one for Oliver's eyes were so bright blue they were addictive. She didn't want to be saved from them, she wanted to drown in them.

"It is a big deal. It's a big deal to me. They're still men Felicity. I just don't feel comfortable with them staying here."

"Then you stay here too." It was out before she even knew and shut her eyes when she heard herself say it. She didn't dare open them again, afraid for what Oliver's reaction might be.

"Okay." Her eyes shot open to see he had stepped away from her, crossing his arms in front of him. He turned around, taking the tortilla's with him and leaving a flabbergasted Felicity.

She stopped him right before he turned the corner that led to the livingroom. "You're what?"

"They're staying, I'm staying. I don't like the fact that two men are staying in your house!"

"But they're my childhood friends Oliver! What do you think is going to happen?"

A dark shadow came over his features and suddenly he looked a lot like the Hood. It send shudders through her and stepped away from his path towards the other room.

"Fine. Have it your way. Stay." She walked back to the kitchen to get the bread and another bottle of red wine.

When she came out, everyone was engrossed in a conversation. Oliver and Sam seemed to get along fine although the same could not be said for him and Dean. Both men sat as far away from each other as possible, but kept giving each other death-glares for some reason.

Dean was in conversation with Cas about God knows what. Probably something I don't even want to know about… And Dig and Charlie were talking about Larping. Who knew! Dig, the Closet Larper!

She stood back for a while appreciating the sight. It was Christmas (Hanukkah), and she was lucky enough to be surrounded by the people she loved, and was learning to love, and for a moment she felt a swell of pride for herself.

"Why do you keep standing there Lis? Give up the food!" Dean stood up, took the food from her hands and put it on the coffee table. He immediately started eating.

"Dean you know we're going out for dinner after this, right?" she chuckled. The man could eat.

"Yeah. So?"

"Lis," Sam interrupted, "don't bother. The man is hunger itself. He can eat ten Big Belly Burgers and still be hungry."

For a while the seven of them ate and drank and after a while started to open the presents. Even Charlie had thought about bringing gifts. Oliver got a new green tie, which made him laugh. Diggle got a coupon for a weekend away with Carly and Dean got a new gun with his name engraved on it. He stood up to give Felicity a hug, and Felicity swore she could feel the daggers shooting out of Oliver's eyes.

More gifts were exchanged until it was time to head over to the restaurant. Oliver had planned out everything and had even made a call to make alterations, since they now had an extra guest. It was fancy, but not too fancy, which Felicity had been explicit about.

Charlie rode with Felicity, Cas rode with Sam and Dean and Diggle drove Oliver. When they had all arrived they were greeted with a bright smiling waitress.

"Welcome mister Queen, and guests! These people will take your coats!" You could tell she was really nervous by the way she was over-excited.

"Follow me please."

"Whatever you say, honey!" Dean whispered.

"Dean, please. For once just… keep it in your pants, will you?!" Felicity nudged Dean in the side and his mouth formed a silent 'OUCH', even though she knew it hadn't hurt at all.

Suddenly Oliver was there, putting his hand on her back in a possessive way and guiding her to her seat which was, very conveniently, right next to his. Unluckily for Oliver he couldn't control what was going on, on the other side of Felicity and Dean took place on her right side.

The dinner was nice and the food was delicious. There was just this one thing that made sure she couldn't focus on anything for longer than ten seconds; Oliver. The entire night he held his hand on her knee, stroking and circling it ever so often and it send jolts of pleasure through her whenever he did. She didn't want it to stop though. His hand felt warm and nice on her bare knee and she didn't want to think of how it would feel with his hand gone. And so she just sat there. Slowly being tortured and focused on nothing else but his touch.

"Lis? Hello? Earth to Lis?" Sam, who sat across from her, waved his hand in front of her.

"I-I'm sorry. What is it moose?"

"I asked what you wanted for dessert?"

"Uhm, oh, I uhm… I'll go for the crème brûlee."

Oliver's hand stopped trailing her knee for a while as he thought of what he wanted and it gave her some time to come to her senses.

"You still call him moose after all these years, huh?" She turned to Dean, who had asked her, and started talking to him. So engrossed in their conversation, both of them unconsciously leaned forward and they bumped their heads when they laughed about a funny memory, which only made them laugh harder.

Oliver didn't seem to like it and his hand suddenly trailed further up her inner thigh, going under her skirt. Her breath hitched in her throat, as he send jolts of pleasure right to her core. To her surprise she managed to stay calm and excused herself to Dean with a smile before whipping her head around to Oliver. He put on an innocent face and looked at her as if he was confused.

"Is something wrong, Felicity?" he said as he digged his fingers into her flesh, kneading it and she closed her eyes shut.

As if a switch had been flicked her eyes shot open. What are we doing? What is he doing? Why? Her eyes turned big in confusion and a million emotions and scenarios went through her head. He didn't miss her sudden change in behaviour and abruptly retracted his hand, putting it back on his own knee.

The sudden loss of warmth made her shiver and she could hear the effect he had had on her as she spoke. "Oliver..."

He put his hand over hers and squeezed it gently. It wasn't over yet, she knew that. It just meant the moment was over. For now.

She was in a daze, not really knowing what just happened, or moreover, why that happened. Sure she was attracted to him, everyone knew that. He knew that. But how did he feel.

Of course she had noticed the way he had reacted to the idea of Sam and Dean staying with her. He was angry, jealous even. But she had pushed that thought aside, thinking he could never think about her that way. But this. This was a little harder to deny.

She stole some glances towards Oliver, still beet red, but he pretended he didn't see it.

There was a nudge at her side and Dean leaned in to whisper something in her ear. "What was that you said about keeping it in your pants again?"

She jerked her head back and looked at Dean with terror. "Please tell me you didn't see that."

"Saw it, heard it, the whole thing, baby!"

Her head felt as if it was going to explode and she got redder if that was even possible.

The rest of the dinner went over smooth from that point, with the occasional dirty joke from Dean, which always earned him glares and a punch in the ribs from Felicity.

When it was time to say goodbye and go home, Felicity made plans with Charlie to meet up for lunch the coming day. Right before Felicity could get into her little red car she was stopped by Oliver.

"I'm going home to grab some stuff, but I'll be at your place in about an hour."

"God Oliver, you're really going through with this aren't you?" She leaned on her already opened cardoor and took of her heels off. Her feet had been hurting the entire evening but she hadn't wanted to let anyone know. Those who want to be pretty, have to suffer the consequences.

"Yes, I am. And there's no arguing this so don't try."

She blinked a few times, a blank face. "I'm not."

"Oh.. well, okay. See you in an hour then..." She could see he hadn't expected that and it made her chuckle a little. She got into her car and arrived at her apartment before the boys, since they had to drop off Charlie before they came home.

Home. She had heard Dean say it, but wasn't convinced either of the brothers felt that way. They probably didn't even know what it was, what it felt like. And that was all thanks to that good for nothing dad of theirs. She had never really liked John, but had been sad for her friends when he had died. Sure, he hadn't been much of a father, but he had been theirs. And that was enough to break her heart.

She had already changed into her PJ's when she heard the lock click and Sam and Dean came in.

"Is Charlie safe and sound? And by that I mean did you monster proof her room?"

"Yes, and yes," Sam said. "So where are we sleeping? Because I'm pretty sure I'm not gonna fit on that couch!"

"Right follow me. My apartment is actually made of two apartments so it's rather big. Most of the time I only use the spare-bedroom for storage but it has two beds so it should be fine."

The two followed her, and she left them to settle in and unpack, even though there was not much of that to do.

She went back to her livingroom and decided she was going to wait for Oliver until she went to bed. It was late, but she still had some series to catch up on so she put on the DVR.

After fifteen minutes or so, there was a knock at the door. She put down her mug, filled with delicious hot chocolate, and went for the door. She could hear Sam and Dean from the other room tell her not to open it, but she ignored it. They're like two overprotective brothers for christ sake. How hard can it be to open a door to Oliver Queen.

She grabbed the key from the counter and unlocked the door. But when she swung it open, it wasn't Oliver who was standing there.

"Hello, darling. Long time no see."

"Crowley."

So that's it! I love their dynamic and so I will also be converting this into a 'not-crossover', for the people who don't know, watch or like supernatural. I will keep Dean and Sam and Charlie and everyone in it, just not the supernatural factor. I will continue with this one as well, but I don't know how long it'll be yet and how often I'll update since I also have some other fics going on.

Tell me what you think about it please! I love you all and thanks for reading!

xoxo