Ruby Rises

Authors note -

I'd like to say a huge thanks to AwkwardMD and Skull, for all of their support. They were invaluable with helping me plot this one. Also, thank you to voyeur73x and thegoofyproofreader for reading this and providing valuable notes and feedback.

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Also, please, creating in a vacuum is hard. If you like (Or hate :) ) anything in this story then please let me know. I would love to hear from you and hear your thoughts. Emails or comments are very welcome.

Much love. Maria 2024.

Ruby moaned and pushed the cheap plastic ball gag out of her mouth.

"Fuck, Eddie, you are huge," she moaned with a mixture of delight and surprise as she grasped her hands around his wide and long cock. Her hands were tied at the wrists by a cheap pair of handcuffs that were little more than a toy.

Ruby would have preferred the real thing or cable ties, but she didn't want to scare Eddie, and so had made do with cheap copies, even if they made her feel a little silly.

She had wanted him to tie her up, and he had done as she asked, even if he did it the wrong way. She would give him clear instructions next time she thought.

He looked at her and their eyes met. They were a soft and gentle hazel, but there was the hint of a dominant fire in them. His hair was a dark brown, almost black, and short; his face was thin, his jaw firm, and his teeth were white and slightly crooked, which she liked. She smiled and felt her pussy tingle as he grinned back. She thought his smile was beautiful, a little crooked, but handsome all the same.

He was taller than her, about six foot, a good height, she thought, and if she closed her eyes just enough, she could imagine that maybe he could use his strength to beat her in a fight.

The thought turned her on.

"Gosh, Ruby, you look stunning. Would you mind awfully if I sodomized you?" he asked, and she giggled.

Ruby liked his odd yet cute mannerisms. Generally, in her experience, boys didn't ask, and they certainly didn't say sodomize.

"Does the lord of the Manor want to fuck the cheap East End slag in her arse?" Ruby said. She deliberately used her old London accent rather than the cultivated English her schools had drilled into her.

Eddie suddenly looked unsure. He seemed almost bashful, embarrassed. That was a surprise to Ruby. But, his cock remained wonderfully hard in her hand, and she stroked it gently.

"What's the matter, Eddie?" she asked, using the learned posh English voice.

It seemed to relax him.

Eddie smiled.

Ruby felt her heart quicken, and she wondered what it was about this boy that was turning her on so much. He wasn't her usual type.

He was too...clean and nice. Which made her feel even more like the dirty slag that her father had done his best to try and educate and elevate her out of. This was hitting all of her spots.

"Was that your real voice?" he asked, tilting his head.

"It used to be," Ruby admitted speaking properly. "It comes back when I go home; but I can still switch it on when I want to."

"Oh," Eddie said. He looked as if he were going to ask her more questions.

She didn't want to get into her past--not here, not now--there wasn't time to open those boxes..

She stood and kissed him, slipping her hand free of her cuffs so she could wrap her arms around his neck. He kissed her back, and she felt his tongue in her mouth, and his hands around her waist, and then on her arse, his fingers beginning to explore the deep crack.

He moaned softly into her mouth as his fingers slid over her asshole.

"Oh God, Ruby," he moaned. "Can I..."

"Shhh," Ruby said, putting a finger to his lips. "Just do it, trust me I'm not a nice girl. I come from a long line of not nice girls."

She kissed him again, and his fingers started to probe her asshole. She wanted to push back and moan, but she kept still and didn't say anything; she didn't want to scare him off.

"Ruby, I've liked you for so long. Ever since we first met I've not been able to stop thinking about you. You're so beautiful."

Ruby blushed and smiled, a genuine smile that reached her eyes. No one had ever spoken to her like that.

"Aren't you the charmer?" she said, not knowing how else to respond. She looked away from his gaze just as his finger sank into her anus.

She bit her lip, her eyes rolled up, her knees began to buckle, and her legs to tremble. She wanted him so badly, and she wasn't sure how to go about it. She didn't know how to act to get what she wanted from this man.

"Is that okay? Am I hurting you?" he asked breathlessly.

Ruby nodded her head.

"It hurts a little, but don't stop," she whispered. "Please don't stop."

He smiled at her, a warm, genuine, affectionate smile that made her feel safe and wanted.

She looked up at him, her eyes wide, her body trembling, her pussy throbbing. This was so different from her other experiences.

"I love you, Ruby, I'm going to take care of you. I promise."

"It's not a good idea to make promises you can't keep," Ruby replied, but her voice was a whisper.

"I mean it," he said.

Ruby was about to reply when she felt his finger push in as far as he could, and then he started to slide it in and out of her ass. All she could manage to say was, "Oh god..."

He grinned and pushed his finger harder and faster.

"You're so beautiful, so sexy," he breathed.

Ruby didn't know what to say. She was enjoying this. It was so intense. She'd had anal sex several times, but that had never turned her on as much as this was doing. She'd always done it to show how much of a bad girl she was.

"Would you be so king as to use another finger," she moaned in an exaggerated posh accent.

"Really?"

"Fuck yes," Ruby gasped, this time in the exaggerated slag accent.

He pushed his second finger in almost instantly, surprising her with his roughness, and this time, she moaned. It hurt, but the pain was a pleasure, and she couldn't get enough of it.

"Yess," she cooed.

"Fuck that's hot," he breathed.

Ruby bit her lip hard.

"Cuff me again," she said, putting her hands behind her back.

"Are you sure?"

"Do it."

Ruby felt the cheap plastic handcuffs click back into place, and she closed her eyes and savoured all the sensations.

She opened her eyes and saw Eddie looking at her, his eyes full of admiration.

"Now what?"

Ruby gave him the big eyed fuck me look.

"Ass fuck me, sodomize me, like the little slag I am."

He quickly followed her instruction, and his two fingers were soon joined by a third and then a fourth.

It really hurt, but it also felt incredible. Ruby could barely think straight or remember who or where she was. It was all she could do to keep her balance. Her legs were shaking, and her heart was pounding, and those four thick fingers kept sliding in and out of her once tight asshole with ruthless force.

"Fuck me, that feels amazing," she gasped, her head swimming, her knees weak. The wet stretching sound with each thrust suddenly seemed deafening, and then there was the smell. Ruby didn't want to admit it, but the smell of her own ass being stretched out, mixed with the scent of her pussy and his body, was driving her wild.

"Fuck!" She swore, biting her lip, her whole body quivering, her eyes rolling up. "Oh fuck, oh god, I'm cumming! Fuck yes, oh god, fuck me... hold me."

And Eddie did; when she couldn't stand up anymore, he held her in place as if she weighed nothing. He pushed her back up against the wall, her handcuffed arms crushed behind her. Eddie showed no mercy and pressed his fingers as deep inside her as he could.

She looked at him wide-eyed in painful surprise; he was looking at her, but he didn't see her. At least not as a person. Something in that look made her feel like an object. It was as if he was watching porn of a hot girl being erotically destroyed.

She loved it. It was perfect.

She felt a wave of pleasure sweep over her, and then she closed her eyes and gave in.

She could feel his fingers spreading inside her, opening her up, and then his thumb pushing against her clit. It was too much; she was overwhelmed. Her legs were shaking, her body was spasming, and she was screaming. Ruby felt his hand clamp over her mouth, and then, after a moment, she felt him slip the cheap ball gag back into her mouth.

She had no idea how it happened, but the next thing she was aware, she was face down on Eddie's bed with her legs hanging over the edge, and Eddie was ass fucking her.

She had no memory of being moved or of him pushing in.

One moment she had the ball gag pushed into her mouth, and then within a blink, she was in a different position with Eddie's long length fucking in and out of her guts.

He wasn't slow, and he wasn't gentle.

"God, your ass feels so good, you dirty fucking common slag," Eddie growled above her. She sensed that he'd been talking the entire time, but she'd only just heard him.

"Such a dirty girl, taking a big cock in her," he said, his hands gripping her hand-cuffed wrists and pulling her back against him with every thrust. "You're such a dirty little East London whore. Yes, fucking take it."

She screamed into the gag, his words hitting all her buttons.

He was brutal and rough. His cock was stretching her so wide it hurt, and then he would pull out until he almost popped free and then slam back in as if he was tearing her for the first time.

"You like that, you filthy little bitch; you love having your tight little hole opened up, don't you? Dirty little whore."

She moaned and screamed and pushed back against him, her head was swimming, and her vision was blurred, but she knew one thing, she was loving this, and she was cumming hard.

"Fuck, I'm going to cum," Eddie moaned.

Before Ruby could respond, she'd been lifted, spun around, and he was pumping his angry slick cock in front of her face. It erupted with thick streams of white cum. She blinked as it covered her eyebrow, cheek, and the ball gag.

She moaned and pushed the cheap gag out with her tongue and then grabbed his cock with her mouth, just in time to savour the last spurt of cum.

"Mmmmm," she moaned as she tasted her ass.

Like a woman possessed, she tore her wrists apart, shattering the plastic handcuffs and brought her hands up around the base of his cock. She knocked his hands out of the way and gripped him tight enough that her knuckles turned white.

She pumped him slowly, her eyes locked onto his, her lips wrapped around the head of his cock and swallowed all of his cum

When she was satisfied that he was spent, she lifted her head off and began licking up and down the side of his cock with her tongue dragging the entire length of his shaft.

He moaned and groaned as she cleaned him, and then, without warning, his hand was lifting off her head.

"You should stop Ruby..." he said softly.

She looked up at him and pulled her lips off the tip of his dick.

There was a hurt and confused look in his eyes that Ruby didn't like the look of.

"Ruby, I'm so sorry, I shouldn't have done that."

Ruby stood and put her arms around his neck, his softening dick brushing her thighs as she kissed him gently on the lips.

She pulled back and looked at him with a grin, and her well-spoken accent was back. She put a finger to his lips.

"Don't you dare spoil it. So no apologies, understood? I loved it. Next time, I'm going to get a better gag and cuffs. Real ones."

"I'm not sure there can be a next time, though, Ruby. You do know I'm kind of seeing Catherine?"

Ruby froze.

The world stopped spinning.

This wasn't happening, she told herself; it was just a dream.

"Ruby?" he said, looking concerned.

She took a step back and let go of him.

"Please tell me you aren't serious. Catherine? Why didn't you say anything? Did you say all that stuff to get me to do all that stuff? Eddie, you didn't need to lie to me. I thought you were better than this. More fool me!"

"No... no, I meant it all. I do... I do feel about you that way. I promise. I love you, Ruby. I love you, and I want to be with you, not her, you. It's just that Catherine is related to the Duchess of Glamorgan and... and my dad has all these plans for me. I thought it would be easy. You know we've never even slept together..."

Ruby shook her head.

She was angry.

She couldn't believe she'd fallen for him.

She should have known he would be too perfect. Should have known it could so easily turn to shit, like everything else did.

"Then what? You want me to be your little slut on the slide? You'll put me up with a flat in the city? Call in on some weekends? Maybe give me a nice allowance? Keep me as your dirty secret?"

Eddie looked hurt, but he didn't speak.

"Is that it? You're going to use me and throw me away. Treat me like a piece of dirt."

She looked at him, and suddenly, she couldn't bear to look at him anymore.

"You are a big hypocrite, Edward. You'll say sorry for fucking me, and act like you treat me with respect, whereas when it comes down to it when it really counts, I'm not enough."

Ruby grabbed her clothes and quickly dressed. Not bothering with privacy, she stepped into her red lace thong and pulled back on her bra.

Eddie looked away.

"It's not like that, I promise. I can't get out of my father's plans, and it's not like that. You don't know the pressure I'm under. Catherine is so... boring and vanilla. I can't. I don't love her. I can't."

Ruby glared at him; she wanted to hit him.

"But you can say you love me, even though you know you're going to fuck me over and go and be with her. You're a hypocrite. A lying, selfish, hypocritical, posh wanker."

Ruby didn't give him the chance to respond. She tore the ball gag over her head, threw it at him, and left.

As she stormed down the stairs and through the empty and echoing hallways, she couldn't help but wonder what her life had become.

This wasn't her.

None of this was.

But who was she?

The only legitimate daughter of an ageing east-end gangster, or the privately educated well-to-do lady, or the cheap and nasty side tart of some rich twat?

Who was Ruby?

She didn't have a fucking clue.

Her heart was broken, her asshole felt raw, and her ego shattered.

She'd fallen in love and had her heart broken.

***

"Do you want me to have a word with him?" Carter asked, as he finishing chewing on a mouthful of flakey pastry and then dabbed at the corner of his mouth with a paper napkin.

Ron Carter must have been almost fifty, yet he was still the strongest and fittest man Ruby knew. Despite spending the last ten years as her minder, he was still in the same shape he had been when he'd been one of her father's trusted enforcers.

After Carter had served an unfairly long prison sentence and not talked, he'd been rewarded with an interest in a profitable, legitimate business and the task of minding Ruby.

Her father had said that Ron Carter was the best there was and the best there would ever be, and Ruby believed him.

Ruby was fond of Carter. It had been eight years since she had worked out that he was looking out for her, and they'd become close. Perhaps not close enough to be friends; there was too much respect between them for that, but they trusted each other.

"No, no, it's stupid. Sorry, ignore this, you haven't seen anything" Ruby said, dabbing at her eyes with a paper napkin. She hated herself for crying but couldn't stop herself.

"Don't be daft. It's not stupid. If he's hurt you or upset you. I'll fuck him up," Carter said, taking a sip from his tea.

"It's not like that, and no, no. He didn't upset me, I upset myself. I promise. I don't want you to hurt him. Promise me."

Carter shrugged and took another bite of pasty, showering the table with crumbs.

"Alright, but I'd do it, you know. For you, if you ask me too. He'd have a broken arm by now if it was the old days."

Ruby smiled through her tears.

She loved Carter's brutal honesty.

"It isn't the old days, though, is it? Remember, I'm supposed to be playing it straight."

"Aye, I suppose so," Carter said, a small smile on his lips.

"What are you smiling about?" Ruby asked.

"Oh, nothing. It's just I've known you for so long, and I've heard you swear and seen you get pissed, but I've never seen you crying over a guy before."

"You aren't too big to punch in the face, you know," Ruby growled with a small smile.

"What happened to play it straight?" Carter asked.

It was then that the phone on the counter rang. Ruby watched as the man working the counter answered it; he listened for a few moments.

"Is there a Carter in here?" the counterman called out.

Carter looked around, sensing it was safe. He got to his feet, walked to the counter, and answered it.

"Carter," he said, answering it. Carter listened in silence and didn't say anything before hanging up.

He shovelled the last of his pasty in his mouth.

"Your dad and brothers want to see you in town."

"Now?" Ruby asked, looking at herself up and down. She smelt of sex, the wrong kind of sex, and her outfit was more fuck-me-date-night than look-what-all-your-money-has-brought-you-daddy.

"We can get you changed first," Carter nodded.

Ruby rolled her eyes and took a deep breath.

"The white suit or the black one?" Ruby asked.

"White."

Ruby sighed; it was time to play the role of the good daughter.

***

Ruby followed Carter through the dark and gloomy club. The walls were lined with a collection of antique firearms, the bar top was made of polished wood, and behind the bar, there was a collection of expensive single malts, each bottle carefully illuminated by a spotlight. She knew leaving the lights on would have annoyed his father; it wasn't a good sign that everyone had been too distracted to turn them off.

Her father's office was in the back of the club. The room occupied the entire ground floor of the terraced house behind the club. Legend had it that the house had been owned by people who complained about the noise from the club. Rather than reduce the noise, her father had brought the home at a price vastly under market rate, then turned the downstairs into an office and the upstairs into a flat for his mistress of the month.

A man who could have been Carter's older and bigger brother was sitting in a small chair in front of the door, reading a small paperback book. It was called "How we change the world."

The man looked up and nodded at Carter. Carter nodded back.

Then Carter reached forward and opened the door for Ruby.

Ruby, too nervous to thank you, entered her first family summons.

The room was almost exactly as she had expected. A large, solid oak desk was covered in piles of paperwork, an oversized leather chair, and a bank of three phones set up in the far corner.

"Ah, good; you are here," her father said; he was perched on the front of his desk.

Her brother was sitting to his left, and three members of her father's inner circle lounged in armchairs around the room.

Ruby made eye contact with her brother and smiled; he nodded in return.

"Sit down," her father said, waving her towards the empty chair.

Ruby did as she was told and sat, her hands folded neatly in her lap. The white suit was tighter than it ought to have been, but she kept it buttoned up and tried to look confident.

"Ruby, there is some heat on your brother and me from more than one angle. We need to leave the country for a while, hopefully not too long. You are going to hold the fort whilst we're gone," her father said.

Ruby swallowed hard.

"Not a problem," she said, her voice sounding far weaker than she'd hoped. "However, I thought you didn't want me involved in this side of business."

"There isn't anyone else. Everything should keep running as planned, but we need you to be our eyes and ears Make it look like the family is in charge. We'll tell people we are looking into expanding into some new opportunities."