So this is an AU, with criminal Felicity and a meaner, much darker Oliver.
*****
She ran for her life in the darkened warehouse, certain this was it. Today would be the day she died.
She wanted to beg and plead, but she'd heard of this man. He couldn't be reasoned with, at least not by people like her. So she ran for the back exit that she was sure had to be there. But she must have taken a wrong turning somewhere, because in front of her was only a blank wall. And behind her were footsteps coming to a halt, and the sound of a bowstring being pulled back, to maximum tension.
When she turned around, a tall figure in green, hood shadowing his face, was in front of her, aiming an arrow at her heart.
"FELICITY SMOAK. YOU HAVE FAILED THIS CITY!"
How did he even know her name? She'd used a fake name for everything! She thought she'd been under the radar!
"Please don't kill me! I'll do whatever you want!" She tried to reach him, even though she knew it would be useless.
"Return the money you stole. Do it now!" His voice was too deep to be natural - he was using some kind of modulator. This occurred to her before the meaning of his words sank in - she couldn't do that!
"They'll kill me!"
An arrow buried itself in the crumbling concrete next to her head, and she screamed.
"That's not my problem."
He pushed a tablet into her trembling hands and she quickly started the programs which would reverse the transactions she'd done. Every time she looked up from the tablet, he was standing there, looming over her. Finally, she was done, and she told him that. He grabbed the tablet and turned to walk away.
"Wait!" This was her last chance, and she was taking it.
He stopped, but didn't turn back around.
"They're going to kill me. You know that. First they'll torture me for a few hours. Or maybe chain me to a bed and fuck me for a few days. If I'm lucky, they'll kill me then."
"So? Why should I care what happens to you?"
Because you gave me three or four chances, Felicity thought. Because you want something from me, or else I'd be dead already.
"Maybe we can make a deal," she said, tentatively.
He turned around and stalked towards her, forcing her back up against the wall, so close that she had to crane her neck to look up at him.
"I don't need your money," he sneered.
"You're in luck, 'cause I don't have any!" Temper, Felicity, she thought.
She looked up at him, biting her lower lip, and carefully pushed him away. As soon as she touched his chest, she realised that something she was doing must be having an effect. He was warm, and was breathing fast, though he hid it well.
Good thing her hair was down. She started unbuttoning her blouse, and unfastened her bra at the same time, pushing them both off her shoulders. And he swallowed. She actually saw his Adam's apple moving. Now he's going to try and deny it, she thought, and she had to be ready to take it to the next level. She snuck a look at his groin - yup, that was an erection. A big one, if she wasn't mistaken.
"What are you doing?" His voice still sounded harsh, electronic, deep. But he wasn't walking away, or stopping her.
Instead of answering, she hooked her thumbs into her waistband and her panties, pushing them both off at the same time, and then stepping out of them. Then she looked at him through her lashes. Your move, Robin Hood.
He stalked towards her again. Oh shit, Felicity. He's either going to fuck you or kill you. He slammed her against the wall, and pulled down a hanging chain she hadn't seen, until it reached its end. He tugged down a couple times, to check it was secure, she guessed, and lifted her arms.
"Hold on to that and don't let go."
Oh god, he was going to do it. He'd taken the bait.
She heard his zipper go down, and her breathing grew faster, but she didn't dare look, at first. He must have taken his gloves off too, as when his fingers slipped into her pussy, they were bare. God, she was so dry - she snuck a look down at his cock - and he was enormous. He'd tear her apart.
Except he was playing with her clit, occasionally flicking it, slipping his fingers in her and fucking her with them. So he didn't want to hurt her. Not much, anyway. She was getting wetter, and soon the only sounds in the warehouse were their combined breathing, and the wet noises of his fingers moving inside her. And her sudden squeal as she came. When she could see again, he put his hands under her thighs and lifted her so that they were eye to eye.
"Put my cock inside you."
She guided his enormous prick inside her and whined as he stretched her. God, he was huge! Either that, or she was seriously out of practice. He gave her a moment to catch her breath and started fucking her for real, bouncing her on his cock as she held on for dear life. This time the wet noises were even louder, as well as her squeaking every time he bottomed out inside her.
"You think you can buy your life with one quick fuck?" he said contemptuously, even as he thrust faster and faster inside her, as her breasts bobbed up and down.
"I'll be your slave," she babbled. "You can keep me!" To be honest, she had no idea what she was saying, she was so full, stretched to her limit.
She could see into the darkness of his hood and saw him raise an eyebrow at that. He turned them away from the wall, causing her to grab onto his impossibly broad shoulders, and lowered them to the ground, still inside her, rock-hard. He was careful until her back was on the ground, then he pulled her wrists painfully above her head, tying them together.
He spread her legs impossibly wide and really started pounding into her, pinching her breasts cruelly, and even flicking her clit until she came again. The slapping squelching noises seemed to last forever, until his thrusts grew wilder and he gasped, shuddering. He must have come, because he paused momentarily and then pulled out. She could feel his come trickling out of her and felt dazed for a few seconds. He lifted her to her feet and put her blouse over her shoulders. She looked at her skirt and underwear, but he shook his head.
He pulled her to a waiting van, and pushed her inside, closing the doors behind her. She stood in the darkness for a few seconds, until the sound of a starting engine made her sit down, hurriedly. What had she done? Was she crazy? If she told him she'd changed her mind, he'd just leave her to the tender mercies of the Russian mob, and compared to them, he was a nice guy. With a huge cock. She winced slightly as she shifted, and wondered if he'd want to fuck her again tonight. She didn't know his name, she thought. She didn't even know what he looked like.
Felicity must have fallen asleep, because she woke up as the doors to the van opened. He was still wearing his green leather, but before she could ask him anything, he started loading suitcases. After a few seconds, it dawned on her - those were her suitcases! She looked at him in shock. He folded his arms, and his voice, when it came, sounded like he was trying to be patient.
"You can't go back there. They know where you live." She nodded, but he'd already closed the door. The van drove off again, but this time she was too tense to fall asleep. After about half an hour, it stopped again, and this time he climbed in the back with her.
"Get on your knees."
She obeyed him, and bit her lip, nervously. He unzipped his pants, and she knew what he wanted. She looked up at him, but couldn't see his expression in the shadowy darkness of his hood. His cock was hard, and she licked it, tentatively at first, lapping at the head. She started sucking it, her head bobbing up and down, but he stopped her. He got behind her and pushed her down on her hands and knees, so that her ass was facing him. Oh no. He wasn't. She'd never. There was the sound of a flip-top cap, and the slick sound of him rubbing stuff on his cock. Then she felt a slick finger probing her asshole, and she yelped.
"Was that a no?" he asked, in a dangerous voice.
She shook her head, not trusting her voice, and pushed her ass higher towards him. He slid his finger inside her ass, stretching it, and then added a second one, fucking her with his fingers. Then they pulled out, leaving her empty, but not for long.
His cock felt even bigger than before as it started pushing its way in her ass. She couldn't stop it, she was so slick, thanks to him. She whined as he bottomed out, and, like before, he gave her a second to get used to it. Then he started fucking her ass, his balls slapping against her as he thrust. She couldn't help grunting every time he thrust, but she didn't really get into it until he put one hand around her waist and then crooked two fingers in her pussy, playing with her clit while he pounded her ass. She whimpered and squealed as he pumped, the sounds of their fucking obscene in the enclosed space they were in.
Just as she started to get tired and sore, he thrust a few more times, then groaned. He pulled out of her, and she could feel more semen trickling out of her stretched asshole. He went back to the front, and the van started up again, and she realised he'd only stopped to fuck her. She wanted to feel horrified and violated, but she'd volunteered for this. What else was he going to do to her? Was he going to keep her prisoner, tie her to a bed?
She must have fallen asleep again, because she woke up as he was carrying her into a building. It looked like it was falling to pieces, but the deeper they went in, the more she realised it was just a façade. Finally they found a door with a hidden keypad, he punched in a code, and they were in a mid-sized apartment. He carried her through to the bedroom, and threw her on the bed.
"Spread your legs."
She blushed, but obeyed him.
