Actions

Work Header

Hey Brother, Hey Sister

Summary:

Five times Felicity's brother, Stiles, cockblocked Oliver and one time he didn’t.

Or better yet, four times Stiles did it and one time Derek did it (under threat of no more blowies), and then the one time Stiles let them go at it.

(A Teen Wolf x Arrow crossover… for funsies.)

Notes:

Because I love Arrow and Teen Wolf, Sterek and Olicity, and I wanted to write something silly, I guess. And I think siblings!Stiles/Felicity is cute.

This is my first time writing a 5+1 fic, so yey for me! Also, no one ask me about how they could be siblings with different surnames, ok? That’s not the point of the story. I have my own headcanon for that in some other AU. Thank you.

Comments and kudos-es are always appreciated.

(See the end of the work for other works inspired by this one.)

Chapter 1: Chapter One

Chapter Text

Oliver liked Stiles.

He really did.

He really, really did.

The kid was Felicity’s younger brother, and Oliver cared about Felicity so of course the same would extend to her family, especially the brother she loved to dote on. To Felicity, Stiles came first no matter what, and Oliver understood that because he would do just about the same for Thea.

Tomorrow was Stiles’ arrival at Starling City and Felicity was practically bouncing in her seat in excitement. Felicity loved nothing more than seeing her brother, and Oliver loved nothing more than seeing Felicity happy despite knowing that she’ll be preoccupied for the next few weeks and won’t have much time to spend with him.

“How long is the kid staying this time?” Diggle asked as he wiped at his sweaty brow with the back of his hand.

“Three weeks,” Felicity said as she whirled around in her computer chair. “This will be the longest he’ll be staying with me, which is awesome, and he’ll get to spend his birthday with me, which is even more awesome.”

Oliver looked down from his spot on the ceiling, legs hooked over one of the overhead bars as he paused in his sit-ups.

“He’ll be eighteen then, right?” he asked.

Felicity nodded with a giggle. “Yep. He’s pretty excited. But thank god I don’t have to worry about hiding the liquor. Stiles doesn’t like to drink, or at least he doesn’t really like getting drunk. Social drinking is fine though.”

“That’s pretty unusual for a teenage boy,” Diggle said. “Not that I disapprove because I’m all for a healthy living, but you know what I mean.”

Felicity nodded as she typed. “Stiles hates getting smashed, especially in case of emergencies.”

“Emergencies?” Oliver asked as he finished his set and dropped down on the floor. “What kind of emergencies?”

Felicity paused in her typing and smacked her lips in thought, looking around shifty-eyed. “Oh, you know, like having to suddenly run out of the house and save his friends from some random thing or the other, the usual teenage stuff.” She resumed her typing, shoulders a little hunched. “Plus, Derek doesn’t get drunk so Stiles doesn’t indulge. And by not get drunk, I mean…” Felicity waved a hand. “He just has a high alcohol tolerance… kind of. And he doesn’t like the smell of beer anyway.”

Diggle nodded a little. “Hm. Derek’s a good influence, at least.”

“That he is.” Felicity nodded. “And he’s pretty awesome in keeping my brother alive from his own stupidity and tendency to rush into things. So yeah, he’s a keeper.”

Oliver and Diggle squared off in the practice mat and for about an hour that was all the noise that could be heard in their base, plus Felicity’s typing. She was determined to finish some of her work and ensure that all her computers at Queen Consolidated, Verdant-slash-Arrowcave, and at home were all connected and secure, seeing as she’ll be cutting a bit of time off to spend it with Stiles.

It was still relatively early, just a little past eight, when Felicity packed up. By then, Oliver was already tugging on his shirt and Diggle was already dressed and grabbing his keys. This was the first time in a while that they’ve called in an early night but Felicity wanted to get ready for her brother, Diggle had a date, and Oliver wanted to squeeze in a bit of Felicity-time before he had to share her with her brother.

“Need a ride back, Oliver?” Diggle asked, although he already had one hand at the stairwell and seemed to know the answer.

“No, thanks, Digg,” Oliver said as he grabbed Felicity’s cardigan for her.

“See you tomorrow, John,” Felicity said, waving a hand.

“Sure thing,” Diggle said, walking up the steps. “And tell Stiles hi for me. We can hang out sometime.”

Oliver and Felicity closed up the foundry and got inside Felicity’s car. Oliver was driving while Felicity got out her tablet, busy checking the list of all the things she needed to do, buy, prepare, fix, and plan before Stiles’ arrival.

“Ok, so I already made up his room and put in his favorite blue rocketship bed sheets. I already put the matching green sheets on mine which you are not allowed to mock in any way because Stiles loves it when we match.” Felicity poked Oliver’s thigh.

“Wouldn’t dream of it,” Oliver commented, chuckling. He reached over, lacing his fingers with Felicity’s and placing them on top of his thigh. Felicity placed her tablet on her lap and started typing one-handed.

“I already have his favorite sugar cookies, soda, chips, his favorite brand of strawberry jam. His favorite blue and orange mug is still there, and I got all the stuff for buffalo chicken wings, his favorite, and peanut butter chocolate chip cookies, you know we always bake some every time he comes to visit, and you already helped me fix the leaky faucet, which isn’t really something for Stiles, but thanks anyway.” Oliver was busy driving but he felt the warm smile aimed his way. “I already made plans for his birthday, but that still kind of depends on what he wants to do, and got tickets for that astrology exhibit at the museum he wanted to go on.”

Oliver gently tugged on her hand. “Felicity, calm down. I know it’s your brother, but aren’t you getting a little too excited?”

Felicity let out a huff of breath. “I know. I’m just happy to see him, always happy to see him. And you know how close we are and it’s hard not wanting to spoil my baby brother.” She smiled, if a little sadly. “Though I guess he won’t be a baby anymore after his birthday.”

“He’ll always be your baby brother, Felicity,” Oliver said. “And your brother loves you. You know that. Plus, no matter how old he gets, you will always be years older so you can still baby him.”

“Years older. Now I feel old.” Felicity swat his arm with a huff, but Oliver could hear the grin in her words.

Oliver chuckled. “You’re not old. You’re young and beautiful and I love you.”

He heard Felicity’s little hitch of breath at that. They’ve said those three words to one another plenty of times before, but not often enough that it still surprised both of them whenever someone said it.

Felicity remained silent throughout the rest of the car ride, just reading her tablet, and Oliver would be worried if Felicity’s grip wasn’t firm and warm around his. They arrived at Felicity’s apartment soon enough and as soon as Oliver parked it and killed the engine, Felicity grabbed his collar and pulled him towards her, pressing her mouth against his. Oliver was quick to reciprocate.

Felicity was warm and smelled of her usual gingerbread body wash and light citrus-scented shampoo. She didn’t wear perfume, which Oliver was glad for because just the natural smell and feel of her was enough for him.

“You coming up?” Felicity asked, tilting her head to the side.

“Of course,” Oliver said. “This will be the last time in three weeks that we’ll be able to have sex, not with Stiles here.”

Felicity flushed and giggled. “Fine, fine.”

They were always careful when going up to Felicity’s apartment since Oliver couldn’t be seen for obvious reasons so they went inside separately, with Felicity pressing the elevator to pick up Oliver at the second floor. The tension was a slow and steady simmer as they rode the elevator up the rest of the way to Felicity’s floor. Oliver had taken off Felicity’s hair tie and he had both arms wrapped around her as he buried his face in her hair.

“Your breath tickles,” Felicity giggled, pinching his arm lightly.

Oliver laughed, rocking them a little from side to side. God, he loved her.

The elevator door opened to Felicity’s floor and Oliver immediately swept his lady love in his arms and carried her down the hall.

“Oliver,” Felicity hissed gently, biting back a smile.

“Keys?” Oliver asked, setting Felicity down. He then plastered himself all over Felicity’s back, pushing her hair back to pepper kisses across her neck, while Felicity dug through her bag for her keys and struggled to bite back her soft moans.

“Oliver, stop it,” she said, elbowing him.

Oliver didn’t stop. He laughed and bit her neck gently. “Felicity,” he whispered. “Hurry up.”

“I can’t find them. You’re distracting me,” she whined, closing her eyes and letting out a ragged moan. “Oliver…”

Oliver turned her around in his arms and swooped down, kissing her hard. Felicity hummed against his lips, pressing her body against his. Oliver groaned when he felt her slim thigh nudge against his crotch.

“Tease,” he murmured.

Felicity smirked, doing it again.

Suddenly, the door opened and they both looked up, wide-eyed and shocked.

“STILES!”

On the other side was Stiles. He lifted a hand, wiggling his fingers at them with a grin, though he was actually grinning at his sister and not at Oliver.

“Surprise, Essie,” he said.

Oliver let go of Felicity just as she bodily threw herself onto her brother.

“Gem!” she squealed. “You’re here! Oh my god!”

Stiles managed not to fall over and let out a laugh as he hauled her up into a hug. “I actually got an earlier flight and didn’t tell you so I could surprise you.” He kissed her cheek.

This was only Oliver’s third time meeting Stiles. Last he had seen him was around five or six months ago. The kid had obviously grown up. He was in a plaid button top in green and black, skinny jeans, and sneakers. He filled out a little more since Oliver last saw him, looking a bit broader and stronger around the shoulders.

“Hello, Stiles. It’s good to see you,” Oliver said, smiling politely at him. The shock of seeing him had already killed Oliver’s arousal, so at least he didn’t have to point a raging hard-on at the kid.

Stiles set his sister down. “Hey, Oliver.” He reached forward.

Oliver shook his hand. Stiles’ hand was firm and warm around his.

“Sorry if I surprised you and interrupted your … thing,” Stiles said, motioning between them. “But I thought I should probably help you two out. The moaning was getting kind of nauseating.”

“Um, sorry about that.” Oliver scratched the back of his head. Yeah, Stiles probably wouldn’t appreciate hearing his sister… yeah.

Felicity slapped him on the arm, a light flush high on her cheeks. “Oh, stop it, Gem.”

Stiles rolled his eyes at his sister and then tugged her arm. “Anyway, come on, Essie. I’m hungry and in the mood for Big Belly Burgers.”

“Oh, ok,” Felicity said, patting down her hair and looking at her dress. “Maybe I should first–”

“You look fine,” Stiles said. “And Oliver can lock up for you.”

Before Oliver could say anything, Stiles was already grabbing his sister and her bag and pushing past him. He dragged her down the hall and back to the elevator.

“Felicity–”

“Oliver, I’ll see you tomorrow,” Felicity called out just as the elevator doors opened and Stiles dragged her inside.

“Yes, ok.”

“And I’ll call you later, ok?” Felicity called out as the doors started closing. “Thanks for taking me home.”

“Ok.” Oliver raised a hand. “Have fun.”

Oliver pretended not to see Stiles’ little smirk just as the door closed.

So, yeah… Oliver liked Stiles.

He really did.

He really, really did.

… that little shit.