Pleasurable Danger (18+)

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Summary

Mistakes get made every single day. Some are bad mistakes, making things worse. Some are good mistakes, happy little accidents. In my line of work I can’t make mistakes. Being one of the only female mafia bosses means every decision needs to be the right one. I also need complete control, otherwise mistakes do get made. And that’s what happened, my friends took control and I landed in the biggest mistake possible. When my friend sign me up for a BDSM matching service and told me I had a date, I was horrified. Turning up to my date to be met with another mafia boss made things even worse, but nothing could have prepared me for Salvatore wanting to share me with his right-hand man, Theo. Salvatore De Luca was a man that everyone was cautious of. If he thought you had double crossed him, you were nothing but a pile of ashes the following day. The fear of not only giving up control to him, but avoiding death or torture as well was overwhelming. It meant nothing that I was the woman to be feared. Everything was out of my control for the first time in my life. The rollercoaster of my time with Salvatore and Theo is indescribable.

Status
Ongoing
Chapters
41
Rating
5.0 3 reviews
Age Rating
18+

The “favour” - Chapter 1

Ivy’s POV

It started out just like any other day. I woke up early, did my run, showered and worked in my office. The sun was shining, and I had an optimistic feeling for the day, but it was crushed by my beloved friend.

I run my business slightly differently, from the shadows. Most mafia bosses run things publicly, they attended the business meetings, they go to the parties and all of that jazz. But that's how they get killed, they let the world know who they are. So, when I started running my operation I decided that no one outside of the trusted circle would know my face or my identity.

The smell of coffee brings me comfort as I work away on paper work, at the warm coloured pine desk in my office. The large windows allow the sunlight to wash over the room. The peace and productivity I had achieved so far was halted when my office door was busted open. I look up at the culprit of my disturbance and roll my eyes when I see Amelia.

Her brunette hair falling casually down her back, her tan skin complimenting the dark tones in her hair. Her green eyes met my grey ones with a smirk. She was up to something. “This better be worth bursting into my office Amelia” I say to her as I sit back in my chair, sipping the coffee. My eyes don't leave hers. She does cause me some trouble, but she means well.

“So you know how Ben and I are having a great time? I decided that you need to loosen up and get your own good time” she says walking closer to my office. I roll my eyes at her, sighing. “Not this again Amelia. Listen I appreciate that you are trying to help me get laid but-“

She cuts me off before I could finish my sentence. “I signed you up for a match making service specifically for BDSM relationships! You need a man to take full control and make you relax” she exclaimed joyfully. I could feel my face change from amused to shocked. I was speechless.

I have been involved with BDSM before, that was not necessarily the shocking part. She had done this behind my back, and I assume gave them a lot of information about me. Amelia knew a lot about my previous experiences, but I was worried that she has handed over a little too much information. Also what if she got some information wrong? That would lead to a very uncomfortable time.

Before my business grew as big as it is today I had time to have those kinds of relationships. I experienced only a small amount of things that I wanted to try. I had experience with things like hair pulling, choking, rough pounding and having my wrists tied up. It was fun, but I always thought about what I wasn’t experiencing. The rougher things. The scarier things.

Amelia continued her speech whilst I was unable to respond. “I filled in all the information based on the stories you used to tell me. And wouldn’t you believe it! You have a date tonight! Don’t panic, I gave them your middle name instead of your first name. Oh an you need to wear black, he will also be wearing black”

Amelia on a technicality had covered every basis that I had always insisted on. She was, unfortunately, thorough. This girl has been my best friend since 4 years old so I really couldn’t stay mad at her, mafia boss or not. I sigh giving in “what time?” I ask reluctantly as I run my fingers through my hair.

I could see her joy at me agreeing to this. “The match maker said that you both need to be at table 4, in The Velvet Room for 8pm tonight” she read from a printout in her hand. I stood up from my desk chair and walk over to her. “I also printed out his test results from the sign-up quiz you have to do.”

I look over the papers taking in this information. “One date. That is all I am willing to do. After that you stay out of my dating and sex life” I say to her sternly, still completely unimpressed that she did this. I felt her wrap her arms around me in a hug. “I’ll be back later to help me you get ready!” With that she left the office, leaving me to my thoughts.

I looked over the results of the mystery man I had been set up with. His results looked like what my mind kept wondering to, back when I had time to day dream about sex.

100% dominant.

96% sadist.

100% owner.

From what I've been told, mostly by Amelia, the things I'm looking for are typically with someone older than myself. Myself being 23 years old. It made sense when she told me. What 23 year old is going to take that kind of relationship seriously and do things the right way? The answer is not many. Whilst I do adore the sophistication and knowledge of true men, I never went looking. My excuse being my time.

I only had a name. No picture. No age. No other information except a name and the quiz results.

I cannot believe that I am giving into this! This is crazy! What if he's ugly? What if he's a creep? What if he is so handsome I loose all logic? What if his dick is too small? Wait. I'm not going to see his dick, because I'm committing to one date and that's all. I'm going to spend an hour or two chatting to this guy and then ghost him. Easy.

I shake my head, getting rid of my thoughts as I return to my desk. I need to get more work done before Amelia comes back to get me ready. Despite my best efforts, I could not focus for longer than two minutes at a time. My eyes continued to wonder over the quiz results, making my mind wonder. If he is such a sadist, what would his aftercare routine look like?

It was about 5pm when Amelia knocked politely on my office door. "C'mon Ivy, we need to get you ready" he said as she poked her head around the door. Her face held the optimism I felt this morning, joyful at the idea of her setting me up with my dream man. Amelia and Ben met through the very same match making service she has signed me up for. They met in the same club that I will meet this mystery man, in fact. It must be the club that does the match making. I assume Amelia signed me up for the service because of her success.

I stand from my desk as I close my laptop for the night. I make sure to grab the print outs Amelia gave me earlier as I made my way out of my office and to the master bedroom, my bedroom. "First you need to shower, I would shave too if I were you but I suppose that is completely up to you" she rambles. I roll my eyes at her words. "At the very least shave your pits and legs" she finally finishes her lecture.

"I got it Amelia, I might be rusty but I'm not stupid" I reply as I head to my ensuite bathroom. I turn the water on and get undressed as it warms up. It was at this point that the date began to feel real to me. The nerves in my stomach erupted. I did my shower routine, unsure why I was paying close attention to shaving...everywhere...and making sure everything was washed thoroughly. I didn't want this date. Why am I preparing so much?

I wrap a bath robe around myself as I exit the shower. I take a deep breath before entering the bedroom again. Amelia was already sat on my bed scrolling through her phone as she waited me for. When I entered the room she gasped and jumped up from my bed, clearly excited to get me ready. "I went looking through your closet and I found a few options. You're wearing a dress, no questions asked. You go and pick out black underwear." she instructed as she grabbed a few black dresses.

I huffed a little as I walked to my dresser and fund a matching set of black mesh underwear. I looked closely at them considering the choice. They made me feel sexy when I wore them, was I about to do this? I decided I was. If I was going to do this, I might as well see if I can make it worth it. I began dressing in the underwear, nothing uncommon between Amelia and myself. Girls that get ready together for a night out do everything together.

I turn to face Amelia with the underwear now on. She turned to face me holding up one of the black dresses, but when she saw me in the underwear she smirked. "You know, if I wasn't already in trouble with Ben I would feel you up in that" she says so casually. I looked at her a little shocked and responded "I'm not....do I want to know why you're in trouble?" I asked her as she continued eyeing me up.

"That's a story for another time, maybe whilst I can't sit down" she brought her attention back to the dress she was holding "I think this one is the best option. It's sexy enough but not slutty" she held it out for me to inspect. It was a midi length, bodycon dress with a deep plunge so it showed off some cleavage, but not too much. To be fair to Amelia she was right, this was a good option for tonight.

I take the dress without complaint and put it on. It didn't take long for Amelia to sort out my hair and makeup, she said she wanted to show off natural beauty. That meant that she blow dried my hair and only applied some light makeup, but she opted for a deep red lipstick to finish the look. I quickly added some simple gold earrings, necklace and a bracelet before grabbing some black heels to complete the look.

I looked at myself in the mirror. I looked amazing. I haven't looked this way in a long time, mainly because I stopped looking for attention. I was brought out of my daze by Amelia handing me a clutch bag. Inside was my phone, lipstick, perfume and my card. "Grab anything else you need before you get taken to the club" she said and left the room. I decided I was going to grab a bug and a tracker, you can never be too careful in this business.

Just because I might be getting some kind of attention did not mean that I was going to through all sense out of the window. I grab a leather jacket before making my way out of the bedroom door and down the stairs. My driver for the night, Liam, was already waiting for me. He nodded in my direction, acknowledging my presence. Liam was always strictly business. It was rare to see him informal, but he showed he cared in so many ways. "I've been told the destination, I know where to wait for you too" he simply said as he opened the front door waiting for me to be ready.

I take a deep breath and step out the door, the car already parked out front waiting for me. I climb into the car and stare out of the window, lost in my own thoughts about the evening. Anything could happen, but also nothing could happen.

We just have to wait and see.