Love's Gamble

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Summary

Chase Ledger has always been organized. From his daily meals, to his schedule, and even his transportation route. He's always hated one thing: the unexpected. So when the mafia underboss Bennett Barlowe makes an unexpected appearance into Chase's life, he has to make a choice. To follow along with this new adventure and risk his life, or to go back to his picture perfect life, and risk his sanity? ||| Content/Trigger Warning: this story contains sexual content and deals explicitly with sexual assault and violence. [[updating every tuesday and friday]]

Status
Ongoing
Chapters
4
Rating
n/a
Age Rating
18+

Chapter One

I shouldn’t be doing this. I shouldn’t be here right now, about to do what I’m about to do. And yet, he keeps tempting me, making me want more.....I know I shouldn’t, and yet I can’t stay away. His tall, alluring body. His deep, rough voice. His caring, yet protective behavior all makes me yearn for more. I can’t help but crawl back every time.

But before I continue with my story, let me explain how I got here. How I ended up tied in the strings of a mafia underboss.

***

My alarm goes off. I sit up and stretch, unaware of the time and check my social media - a morning ritual if you ask me - and realize that it’s already 7:40. Dammit...I must have slept through my first alarm. Well, I guess that’s what I get when I bring a guy home on a work night.

I look over to see a man next to me, still resting. I hover over him, brushing his chocolate brown hair to the side. His pale face and his surprisingly long eyelashes made him look so effortlessly beautiful. I wonder what he looked like when he was awake.

“How disappointing.” I muttered. I can’t believe I hooked up with this guy, and while I was drunk too. Guess I really have no taste in men, I think to myself as I look away.

Getting out of bed I slip on an oversized tee shirt. This must be his, I think while looking at it. Man, I’m really going crazy.

I begin to take off the shirt, suddenly feeling a warm pair of hands wrap around me.

“Keep it on. It looks good on you.” He whispered into my ear. His voice was deeper than I could have imagined, his breath cool, sending chills down my arms.

I turn around. He looks a lot different than he did in his sleep.

“It’s fine, I have clothes.” I reply looking down. Fuck...he’s a lot bigger than I remember too.

“So first you call me disappointing, put on my shirt, and then have the audacity to try to take it off when I’ve given it to you already. Just wow.” he said, staring down at me. He was both taller and bigger than me. His presence just made me shiver.

“I’m sorry but I don’t even know you well, so I think I’m just going to head out.” I begin to leave, suddenly feeling my body fall over. What was happening? I couldn’t move. The room and everything within it started spinning and clouded with darkness. Was I dying?

***

I begin to open my eyes and notice myself strapped to a chair. Where was I? How did I get here? I don’t remember anything since this morning....and what about work?!

“What is going on?! I have to go to work!” I shout, trying to free my arms as a skinny man continues to restrain me to the chair.

“Let me go!” I continue, but the man sticks a black, grainy cloth into my mouth. God, why is this happening? I didn’t do anything wrong, right?

Just then, I hear footsteps. The door opens, and my fling from last night walks in.

“What are you doing to him?” He shouts. He could shut an entire room up with just his presence. But when he talks...god is he terrifying.

“Let him go.” He said. He began to walk towards us.

“But boss-”

“NOW.” I flinched. What was happening? Who is this guy, and why is he helping me? There’s no way I’ll sleep with him again, so he can just forget about that happening.

My fling removes the cloth from my mouth as the skinny man leaves the room.

“Why are you helping me?” I asked. He had a motive. I knew he had to have one.

“Don’t worry about that. Just worry about the fact that if I didn’t save you, you probably would have died.” He said, untying the restraints.

“I don’t even know your name though. How do I thank a person I don’t know?” I questioned.

“My name is Bennett. So now you can thank me.”

“Why would I thank you?”

“Well....you do owe me for saving your life.” He’s way too cocky. Thank you, next. I think to myself in annoyance.

“Well then let me repay you.” I said confidently. I won’t let him see my fear. I can’t afford it.

“How?” he said, leaning closer to my face. Personal space much?

“I’ll buy you dinner. Easy.” I said looking away. Just say yes, I really don’t want to deal with you right now.

“No. I don’t need you to buy me anything. But I do need your help.”

“With what? What good am I?” What exactly is he talking about? All of this was starting to make my head hurt. He got up.

“Do you... remember me, Chase?” He said. His voice was beginning to crack, like he was about to break down into tears. How did he know my name? I never tell my hookups my real name afterall. Maybe I slipped yesterday.

“Not really. I only remember you as my steamy hookup from last night.” Oh my god....I cannot believe I just said that out loud. I prayed my face wasn’t red with embarrassment.

“Fine”, he said, disappointed. He walked over to the window, picking up a baseball bat.

“What are you doing?!” I cried in panic. “Please, just let me go!”

“You have two options. Option one, you leave and I leak the sex tape of you and your boss. You’ll be fired of course, and you’ll never get another job again...and I’ll make sure of it. Or option two, you stick with me, and try to remember who I am within one month. If you can figure out who I am, then I’ll let you go and you can go back to your normal life. However, if you don’t, then you’re my property. Forever.” Was this guy serious?! And how’d he know about my sex tape?!

“You’re kidding, right? That’s a funny joke but I think-”

“I’m dead serious”, he interrupted, looking me dead in the eye. “So, which option do you choose?” He looked serious. Even I could tell he meant business.

“You’re not giving me much of a choice, are you?” I mumbled. If anything, I needed to match his cockiness. He can’t see my fear. No, I can’t let him see anything. “Fine, I’ll stick with you. Nothing better to do anyways”, I said. Was that too much?

“Don’t start getting cocky on me. I know that you’re probably scared right now. Just know that I don’t intend to hurt you in any way.” Well that’s reassuring I guess.

Suddenly, there was a loud bang on the door. What was happening this time?!

“Get behind me!!” He shouted. God damn, I’m never getting used to that. I quickly scurried to get to his side, and at that moment the door collapsed.

“Francesco!? What are you doing here? And why did you have to break down my door...again?” Bennett said, annoyed. “Can’t you give me some space?”

“Well, it’s nice to see you too. How long has it been?” Francesco answered smuggly. Similar to Bennett, Francesco was tall, and had bigger muscles than anyone I’d ever seen. He looked like an actual criminal. His jet black hair covering his eyes, and the scar that sits on his right cheek, all made me sense danger from him. It made me worry about the people that Bennett is getting involved with.

“Um, Bennett? Who’s that?” I asked quietly. I bet they could tell I was scared now. It was obvious at this point.

“Don’t worry, love. He’s just an old friend.” Excuse me? Who’s he calling love?! We slept together once, we aren’t dating.

“Wow, you fucking cheater.” Francesco said, instantly tearing up. Who was this guy exactly? This is such a confusing situation.

“What are you talking about?” Bennett asked him.

“You know exactly what I’m talking about! You lying scum!” Francesco continued. “And after everything we’ve been through too. You know what I should do? I should kill this stupid boy, and then you’re all mine!”

Bennett turned to me.

“We need to get out of here.” No shit, Sherlock. Thanks for that useful information.

“HEY! Look at me when I’m talking!” Francesco cried out in anger. “Listen, all I want is for you to sign the contract! That way you can be mine forever, and you get the opportunity for a sweet promotion!” Was this guy serious? There’s no way Bennett will go through with a stupid plan like that.

“Fine. Let’s sign the fucking contract. God damn....” Was he serious right now? Not like I care anyways, but still this guy is so stupid for doing this.

“Can you get my pen babe. It’s in my back pocket.” He said. Wow this guy is really full of himself. I started feeling for the pen but couldn’t find it at all.

“Hey you can explore whatever you like later, but I really need that pen.” he whispered. Holy fucking god, this bastard is not okay. I checked the other pocket and grabbed the pen handing it to him.

“Alright, let’s sign the papers, shall we?” Bennett said, clicking his pen. Something didn’t feel right.

“Just sign there.” Francesco said, pointing to the paper. I can’t believe he was actually going to sign this ridiculous contract. At that moment, Bennett charged for Francesco and stabbed him in the hand with the pen. What the actual fuck was happening?!

“Run!” Bennett yelled. I froze. I couldn’t believe what just happened right before my eyes.

Suddenly, Bennett effortlessly throws me onto his shoulder.

“What are you doing?! Put me down!” I screamed and kicked in effort.

“Can’t do that, love. The pen won’t hold him back for long you know!”

“What do you mean! You stabbed him!” And once I said that, I heard the door creak open. It was Francesco. But how!? Shouldn’t he be almost dead right about now!?

“Don’t question it, I’ll explain it all later.” Bennett said breathlessly.

“You better”, I replied, rolling my eyes.

“Don’t roll your eyes at me. This is my second time helping you out, remember!?”

“Yeah, but since you’re so cocky you can just thank yourself.” He ran into a bedroom, locking the door behind him and threw me off his shoulder. Ouch, how thoughtful of him.

Bennett looked me dead in the eyes.

“You know, I am very cocky. And I do thank myself every day.” He said, lifting my chin up.

“However, it sounds better when I hear your lovely voice say it to me.” Very cheesy, but I’ll take it. “Especially when my mind gets the best of me, and I go crazy.” He continued, as he took my hand and started rubbing his dick. What the fuck? How is he already this hard? He just stabbed somebody!

“This is how I feel about you, Chase”, he said softly.

He got up, and began to walk away. Wait, where is he going?

“Hey, wait! What about the deal?” I shouted.

But it was too late. He was gone.