Drake couldn’t have a woman who was shy in the bedroom. He needed excitement. He needed adventure, or at the very least a strong willingness to try some adventurous things. Obviously, not every woman who had made the cut so far was going to be wild in the bedroom; that was alright. Their goal was to find women who were sexually free, not who had a history of doing any particular sex acts.
Samantha continued on to describe all the rules of the house. One by one she went down the list and was excited when none of the women got up to leave. She had picked them well. Sam didn’t go into details about the rules yet, she just wanted everyone to understand the basics; they could ask questions later as they went through their individual interviews.
“This is the opportunity of a lifetime, ladies. The seven women we choose to spend the week with Drake will definitely be sleeping with him. You will get twenty-four hours of time alone with him to do with however you please. During that time, you will talk, dine and, of course, explore your deepest desires together. As the week ends, Drake will summon you all to the main room and he will choose the winner.”
Sam took a drink of water and nodded to Robert to continue on with the explanation of the last day. Sam certainly could have continued, but it was fun to watch Robert squirm. Sam sat down and pretended like she needed a break so Robert would take the lead.
“Drake is very sexually open and he expects all the women that join him for this week to also feel the same way. He may choose games and other group events that will involve touching and as much as you are interested or willing to do in a group setting. Please only continue on with this process if you are comfortable with this idea.”
The women all looked around at each other and whispered a little among themselves. But none of them left. They all clearly understood what this week would entail and they were still interested.
It was possible that the prospect of fucking Drake Leblanc made the women forgo their normal sexual rules. Or perhaps they had gathered a group of women that were indeed very sexually open. No matter which it was, none of the women seemed too shocked by the rules or the idea of sex with each other and Drake. It was funny how a billionaire could make women more willing to explore their sexual freedom.
“We are really excited to talk more with each of you. We will bring you each back into the interview room and ask some more questions. By the end of the night, we hope to have the group cut to under twenty girls. Then tomorrow we will do one last round of questions before settling on the final seven. Please save your questions for during your interview.”
Samantha and Robert got started right away and one by one they asked the women to sign their NDA agreements and complete their first interview in the process. The women were all eager for the opportunity and not many of them flinched at the questions they were asked.
“Have you ever participated in a threesome with two men? What about two women?”
“What is the weirdest location you have had sex?”
“In business, how do you get your way in a negotiation?”
“Self-care is important to staying at the top of your game. What is your daily regimen to keep yourself fit and healthy?”
“If Drake asked you to have sex in a public location, would you?”
Samantha had specifically geared many of the questions to a sexual nature, purely because she already knew a lot about each of the women and their businesses. Each woman had a file that Samantha was handed when they walked into the room. The file contained all the specifics about the women, their work, where they lived and other important information. The sexual preferences and styles were something that you couldn’t tell by looking at a booking package.
As they finished the first round of interviews, Robert and Samantha were very optimistic about their options. There were several women that they thought Drake would adore and they hoped he would find the match he wanted.
Sam was particularly pleased with the choices she had made of women as they narrowed down the field to twenty. The women that were cut seemed uninteresting or very dull, Sam and Robert knew that Drake would not have an interest in a woman like that. Even a sexy and smart woman could have a dull personality.
The interviews had concluded for the day and Sam still planned to meet up with Drake to discuss some more details about the weeklong event. They made plans to have a late dinner and some drinks.
Often Drake and Sam would have drinks together. It wasn’t a dating thing, it was purely a way to relax and discuss work without the confines of the work environment. It also was partly because neither Drake nor Sam usually had anything else to do but work. If Drake hadn’t found himself a woman for the night his only other choice was to work or go to the gym. Meeting up with Sam was a welcomed escape.
Chapter 8
It was almost ten o’clock when Drake’s flight landed, but Samantha was at the airport and waiting for him. She needed to talk to him about some more particulars of what he wanted in these women. Not their personality specifically, but Sam just wanted to know what Drake felt his perfect woman would look like.
They went to their favorite bar, Sin, and sat in the corner booth to discuss what Samantha should be looking for in the final seven women. Drake had plenty to say about what his perfect woman would look like and act like.
“I want an intelligent woman,” Drake said as they started to drink.
“Of course, Drake, I’m not going to get you some ditz who doesn’t have a brain.”
“No, I mean like rocket science genius.”
“Drake, you can’t be serious. We are trying to find you a wife, not a business partner. You can’t expect to find a perfect ten woman who is also a rocket scientist.”
“Well, you know what I mean. I don’t need her to actually be a rocket scientist. I just want a woman who is smart and can hold an amazing conversation. I want a woman who I can talk about technology with and she won’t think it’s boring.”
“Drake, I'm not sure there are many sexy rocket scientists out there. It’s too much technology and most women just don’t like that stuff. Neither do most men.”
“I am not crazy, Sam. There are incredibly smart, sexy women out there. Just look at you. You’ve got the brains of a scientist and the body of a Playboy bunny.”
Samantha couldn’t help but blush a little. Drake always knew how to give a good compliment and Sam had seen him do it a million times. There was just something different when he said it to her. She felt like he was sincere.
“Thanks, Drake, but I’m not going to date you,” Sam winked at him.
Drake had tried to get Samantha for years, but she always denied him. He couldn’t figure her out. She looked at him with desire, but the second he flirted she would turn away and become all business again.
“I also want a woman who can be submissive.”
“Like whips and chains submissive?”
Samantha raised her eyebrow and pretended to whip Drake. She couldn’t help but laugh as she did it. Drake had never really been into the whole S & M scene. It was funny that he wanted a woman who was submissive.
“Well, no, not like that. I just want a woman who is willing to try things. I want her to trust me and be willing to give herself to me anyway we decide is fun.”
“Alright, that’s reasonable. Perhaps a quiet girl that wants to explore with you?”
“Yes, something like that. Oh, and they have to like anal.”
“Drake! Seriously, what if they have never tried it before?”
Drake scrunched up his face as he thought for a minute. He really did like a woman who was experienced and willing to try every position possible. But the idea of having an inexperienced woman was exciting too. He just couldn’t decide.
“Well at least willing to try it.” Drake put his hands onto his head. “Sam, I like all women. I don’t know who it is that I will like enough to marry them. Seriously, just pick someone who is carefree and fun.”
“No. I’m not just going to pick girls that you can f
uck for a week. I think you can make this worth the week of your time. But you’re going to have to work hard. These women are all intelligent and confident women. You will need to be on your best behavior.”
Drake let a sly sideways smile out and Samantha couldn’t help but laugh. He was amazingly handsome and funny too. She knew all of the women would fall for him, it didn’t really matter what he did throughout the week. But Sam wanted him to find a match that would actually work for him and in order for that to happen he would have to actually get to know the women. She hoped that she would be able to find a woman who challenged Drake and that all the women didn’t just bow down to him. Drake needed a woman who could stand up to him every now and then.
“Think back to all the women you have been with. Which ones were most memorable?”
“All of them! I remember each one of my lovely ladies like it was yesterday,” Drake said as he finished off his second drink.
Sam laughed and shook her head.
“Don’t lie to me. I know you don’t remember all of them. But I want to know which ones are the most memorable in your mind. Who can you still remember the feel of? Which woman would you invite over right now if you had her number? What were their personalities like? Why did you like them? Think about that stuff, Drake.”
“Well, I like witty women. Someone who can joke and have fun makes a good impression on me. And confidence, she has to be confident in who she is. I don’t really care about if their ass is the perfect size or any of that; I just want them to be confident with who they are.”
Sam had to smile. She knew Drake so well.
“How about big boobs?” Sam laughed.
“Well, of course! If they are funny, confident and have big boobs that would be the best combination ever.”
Drake knew that Samantha was teasing him, but that was alright. Their relationship was a weird combination of business, friendship, and flirting.
“I’d also like to find someone who was a bit playful. Maybe didn’t take life too serious and knew how to have fun. I’m not just talking about fun in the bedroom either. I would like to take vacations and do sporty activities. I want to have a woman who can do those things with me. I can’t have a woman who is so worried about her hair and nails that she won’t go hiking with me.”
“Duly noted.”
“Robert and I interviewed about thirty women today. I think we have a good group to choose from. We will do another round of interviews tomorrow and should have the final group ready to move into your house on Saturday.”
“Wow, you are awesome, Sam. I can’t believe you really made this happen so fast.”
“Really? You can’t believe it?”
“Oh fuck, yes I can. You can obviously do absolutely anything.”
“Yes, I’m like wonder woman, but in stilettos.”
“Mmmm, and with damn fine legs too.”
Drake reached over and let his hand slide up Samantha’s silky thighs. In any other work environment that type of behavior would be despicable. But Sam didn’t mind when Drake flirted with her, it drove her to want to work harder and impress him more. She knew she couldn’t give in to her own desires for him; so she would just settle for their occasional flirting.
“If your hand goes up my thigh any further I’ll squeeze them together and chop off your circulation.”
“Oh yes, squeeze those delicious thighs around my hand. I’m alright with that.”
Drake let his hand continue to move up Sam’s thigh and she did exactly as she had promised. Sam squeezed her thighs together and pinned his hand tightly.
“Ouch. Sam Jesus Christ.”
“I do Pilates”, Sam smiled as she grabbed Drake’s hand and pulled it away from her. “Don’t mess with a girl who does Pilates.”
“Fuck, I bet you could snap a man’s neck if he was eating you out wrong.”
Sam just laughed and they paid their bill and grabbed a car to head back to their houses. Drake and Sam often had drinks together and then Drake would have the car drop Sam off at her place and then it would take him to his. Their friendship was strong, just like their business relationship.
Both Drake and Sam had had several drinks throughout their night and were definitely feeling the alcohol. The warm buzz filled their bodies and they both flirted a little more than usual.
Sam felt the warmth pack her body and she also felt her ability to ignore Drakes advances dwindling. It was hard to say no to Drake when she was sober; it was close to impossible when she had been drinking. But deep down, Sam knew her job was more important to her than a fling with Drake. She wouldn’t give in; she couldn’t give in.
As the car pulled up to her place, Drake leaned over and held onto the door. His face only inches away from Sam as she tried to resist him. He looked down at her breasts and watched her for a moment as she took a couple deep breaths. His desire to suck on her tits overwhelmed him and he could hardly think straight. Drake was tired of the endless flirting, he needed Sam; he had to convince her to be with him.
“Come home with me,” Drake said as he moved in closer to her.
Sam could feel her body as the warmth flowed between them and she breathed in deeply. She had to close her eyes to get the strength to say no to him.
“No Drake, you know I can’t.”
“Fuck that Sam, yes, you can. Come home with me.”
“No, I’m going to go inside.”
“Samantha Holt, I want you.” Drake leaned in and his lips softly touched Samantha’s.
She kept her eyes closed and tried not to give in to him. Samantha knew she couldn’t give in. There was nothing she could do about it. If she ever gave in to her desire for Drake, she knew it would be the end of her job. Drake didn’t have the ability to keep a woman around and he certainly wouldn’t be able to work with his woman. She couldn’t give in. No matter what.
Drake let his lips move from her lips down the side of her neck. He wanted to taste more of her. Drake wanted to pull her breast out and wrap his lips around her nipple.
“Sam, I’ve wanted you for so long. Don’t deny me again. Come home with me.”
Sam just shook her head no. Her whole body worked as hard as possible to avoid giving in to Drake. She kept her hands at her side as she refused to let her hands feel the strength of his arms as he wrapped her up and pulled her toward him.
“Just one night. We will never speak of it again.”
That was all Sam needed to give her the final push to say no. That was all Drake was capable of. One-night stands. She knew it and that statement clearly reminded her of why she had to say no to him.
“I’m going inside now, Drake. We have a big day tomorrow. I’m going to choose the group of women that you will hopefully find your wife in.”
Drake sat back in his seat dejected again. He had tried so many times with Sam and so many times he had been turned down. Drake started to think that Samantha was a lesbian or something. He couldn’t figure out how she could continue to deny him.
“Alright. But some day, Sam. Someday, you will be mine.”
Drake said it like he was a super evil mastermind and Sam was the good guy he had chased after for years. He even used the evil mastermind voice. Samantha couldn’t help but laugh.
“You’ll never catch me, pretty. Never. Wahahaha,” Samantha said as she got out of the car and headed to her apartment.
She still felt the soft touch of his lips on hers and the moistness of her desire for him on her panties. Sam wanted Drake and if there was any possible way she could let it happen without ruining their relationship and business she would have given into him. But there just wasn’t any way to make it work. Sam would have to find her prince charming somewhere else. For now, she would find him the girl of his dreams.
Chapter 9
Friday was the final interviews and Robert welcomed all the women who had been called back to take part in the final questions. Robert was firm with the women and told them they should leave right then if they were n
ot ready to make a commitment to Drake when all was finished.
“Drake’s goal is to find a woman that could be his power partner. Although this week will be a lot of fun, the end goal is very serious. Drake needs someone by his side as he continues to literally take over the world. Will that someone be you?”
Sam walked in while Robert spoke to the women and she had her eyes covered by very large sunglasses. Robert knew exactly what that meant; she and Drake had been out late drinking. It was sort of their thing together. Robert always had to get home to his family and Sam was the only other person around that Drake trusted himself around to drink with. Some of the best business ideas came to Drake when he had consumed one or two too many.
“Hello everyone,” Samantha interrupted Robert as she moved to the front of the room. “Today we will not be holding back at all. Robert and I will be interviewing the hell out of you to see if you will crack. By the end of the day, we will have our seven women. So, let’s get started. Victoria, come with us.”
Sam hadn’t even taken off her sunglasses yet as the three of them made their way down the hall to the room where they would be interviewing each of the women.
“Victoria, tell us a little about you,” Robert said.
Victoria took a deep breath and looked at Samantha and then over to Robert. She wanted to impress them, but her logical side said the best thing to do was to just be herself.
“I’m a Harvard professor in History. I have my head stuck in books when I’m not doing Pilates or teaching kids at the local youth center.”
Samantha perked up when she heard that Victoria did Pilates. It was certainly something that a woman should do if she wanted to take care of her body. And Victoria looked like she took really good care of herself.
Victoria was very thin, probably barely a size zero. Sam felt herself get a little jealous of the svelte frame that Victoria had. Victoria’s short brown hair was impeccably styled and although her makeup was very simple, it fit her personality perfectly.
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