The New Housekeeper

[BeachBum25]

Jesse Parks 29/m
Internet mogul

Jesse Parms started making money when he was 15. He was brilliant when it came to computers and he had an incredible business sense also. Jesse laughed his way through college. Most of his professors had only a basic understanding of how computers could be used in business. By that time Jesse had already founded several online businesses and sold them for tens of millions of dollars each. By the time he graduated from college he was on the verge of becoming a billionaire.

Now, several years later, he was a billionaire several times over. He owned multiple houses, multiple cars, a yacht, and a private jet. Even with all of that, his savings and earnings had not been impacted.

Jesse needed a new housekeeper. He had grown tired of the pre jobs one and had to dump her. She had become mediocre at her responsibilities and that could never do. He had interviewed several candidates and was not happy with what he saw. None of the women were right for what he wanted. He had one more to do from his initial pool. He wondered if she would be worthy of being his new housekeeper.

 

[midnight_toy]

Tiffany Baker 24/f
Job seeking

Tiffany was looking for somthing new to try a new job, she wanted to try somthing she hadnt tried yet before and maybe this time it was somthing she might be able to open her own bussiness with. Tiffany wanted to start her own bussiness but wanted to know before she did what her workers would have to do and it should be somthing she would do herself just incase she would have to jump in and do a job herself.

She read about a housekeeping job at some rich guys home and all, that might be somthing new somthing that would work. She thought to herself that was somthing she hadnt tried out yet and maybe it was somthing she would like and in this bussiness she could really hit a jack pot if it was "The Job" she was thinking of to start up.

Tiffany went the day the interview was suposed to be to the adress she had written down. Standing there now and just waiting for her time to be able to get the interview and maybe she had luck today and would become this job. She looked around while she waited and wondered what he looked like and what he really was looking for.

Tiffany wasnt a tall girl she was only 5,3 she had Icey blue eyes and brown long hair thou she knew she would probly get a uniform or told what he wished for her to wear at work if not she would just wear jeans and a t shirt. She came in short jeans and a nice shirt not wanting to show up to nice but also not to uniform like.

She came so as she felt she should wanting to show she was young and full of energy and wanted this job thou she was young she would still be able to do this job as he wishes and keep his wonderful home nice and clean.

 

[BeachBum25]

Jason watched the next girl come in and was surprised to see what she was wearing to a job interview. Not that he was into the formal interview types, but for someone to wear jeans to an interview was somewhat shocking to him. He had to admit to himself that he was a little pissed off to see that.

He took the time to look her over and was impressed with what he saw. She was attractive and she carried herself very well. She had beautiful eyes and she had what appeared to be a hot body. He didn't say a word, but he just looked her over. "Turn around for me. I need to see the whole package."

He looked her over and was impressed by what he saw. He asked her a few questions about her background, and was interested enough to proceed to the final two questions he had for her. "What makes you want this job, and what made you think it was a good idea to come to an interview in my house wearing jeans?"

 

[midnight_toy]

She turned slowly wondering why he had to see the hole package for a housekeeping job but did it anyways. After he then asked some questions about her background she sat there and crossed one long leg over the other looking at him as he then asked two last questions she smiled and giggled some.

"well for the first I think i would be the best for the job cause i wish to find somthing that I can start a bussiness with but before I do that I wish to do the job myself to make sure it is somthing I might do later as well and know what kind of people I wish to take in for i know what they have to do and I just want to try somthing new and your house is just Beautiful and perfect for that new thing to try.....Well my jeans ok maybe not the best idea but your looking for someone to work in your house WORK ok then why should I come wearing a suit or a dress that shows off what I would wear in a office of such and I do believe I look good in these jeans and nice top therefore it isnt anything really ugly on me or make me ugly I know that for sure or You Sir wouldnt have asked me to turn before I sat so you could see the hole package....Or may I be wrong in what I say.."

She just hoped her fiestyness wouldnt cost her the job she would really like to try to work here it was so nice and he wasnt bad looking him self either. She wondered what he was thinking and how pissed off he now was about what she said and how right he then would notice she was about her clothing. She layed her arm on her knee as she just watched him to see his reaction.

 

[BeachBum25]

Jesse smiled to himself. This little wench had no idea just what she was in for, and now she had shown that she had a little edge. That would make it even better. He was going to enjoy her, but he was not going to let her off the hook so easy. If she really wanted this job, she was going to have to work for it.

Without saying a word, Jesse got up out of his chair and walked out of the room. He took his time and went to get a drink of water. He would let her wonder about what his reason was for leaving the room. Keeping her off balance was going to be important.

He returned after several minutes and, without saying a word, sat back down in his chair. He looked into her eyes, and then allowed his eyes to move down over her chest. While his eyes were on her breasts he said to her, "so, you are trying to use me to find out if housekeeping is a business you want to start. I am looking for someone that services me, not someone who is trying to use me for research."

 

[midnight_toy]

She just wanted to say somthing as if asking what if that was what he wanted to hear or somthing of sorts when he stood up she watched him raising a eye brow. When he left the room she looked around shaking her head.

"Yeah that worked wonderuflly...great!"

She said to herself as she scooted a bit back on the chair leaning back some she looked back over her shoulder waiting for him to come back or should she have went and followed him right before she wanted to stand up to go after him he came back.

She tried to act as if he didnt throw her off and as he then said somthing she smirked some not wanting to let him think he would get her.

"Well Im not using you and I would do my job as if it was nothing more then a job to do "

She uncrossed her legs and then crossed witht he other leg as she tried ot keep her eyes strong and her face show no weakness. She wanted this job no matter what or at least she thought she did.

 

[BeachBum25]

Silence is golden. It is also very powerful. Jesse sat there and said nothing as she stumbled in an attempt to answer his question. He could see that she was trying to regain her composure and even get back the little bit of control that she thought she had at the beginning of the interview.

He grinned as she uncrossed then re-crossed her legs. She was fidgeting and it showed just how uncomfortable she was in the current situation. He continued to sit there quietly. He was going to make it even more uncomfortable for her. He wanted to see if she could handle being his housekeeper.

He stood up and walked around her...slowly.....still not saying a single word to her. He stood directly in front of her and looked into her eyes. Then, he let his eyes move down to her breasts again. He started to circle her slowly, again. When he was standing behind her, he said, "so, you think that you are going to come into my house and be my housekeeper in jeans. Is that what you think you would wear while working for me? That would be a bigger mistake than showing up for the interview in jeans."

 

[midnight_toy]

When he stood up ad walked around her she took a deep breath wondering what he was doing but tried not to let him see she was getting nervous about really getting hte job or not. She always watched him out of the winkle of her eyes thou when he stoped behind her she bite her lip ever so slightly hearing his voice then she held her breath slightly somthing about him told her she wasnt going to have it easy.

"It depends on if you wish a uniform or not, then is jeans not such a mistake and It wasnt such a mistake to come to the interview in jeans as I have seen the other woman and each one of them wasnt as long in here with you SIR! as long as I have been therefore it was somthing good after all that I have caught your eye and made you want to know more Or have I not ?!"

She stands up and turns to look at him smilling.

"If I have mistaken the reason why I am still here then I will go now but If I have interested you so much that is the reason why I am still here then I wish to have the job and Know I will become it..."

She tried to look confidant and strong and not let him see that she knew what she said would probly bring more trouble then positive with it but she couldnt change it any more any ways. she put her hands on her hips to also tease a bit.

 

[BeachBum25]

Her attitude was perfect. It was going to give him a great deal of pleasure to break her down and put her into her place. He liked that. He did not have any interest in someone working for him that was easy. He enjoyed a challenge, and it looked like she might be able to give it to him.

"I don't recall telling you that it was okay for you to stand up. You seem to have the idea that you are the one that is making decisions here, and you could not possibly be more wrong. It is a shame, because you were very close to getting the job. Now I might have to go and bring in another pool of candidates to interview."

Jesse walked over and sat down and picked his cellphone up off the table. He went through his contacts and called his personal assistant. "Yes Carla. It looks like I will need to interview more girls for the position. I thought I had one, but she blew it at the end." He hung up the phone and placed it on the desk. "Do you have anything else to say?"

 

[midnight_toy]

She gasped great she blew it she thought to herself hearing him say why she stood he didnt alow it yet she automatically sat back down she didnt know why but she watched him sit back down and take his cell phone. She took a deep breath but didnt say anything.

He then asked if she had anything else to say she bite her lower lip without knowing it as she took a deep breath and then said.

"Well I guess your going to miss the oppertunity of a great Housekeeper and just settle for the second best. I am the best for the Job !"

She didnt stand up she stayed sitting somthing about what he said didnt let her stand up but that didnt make her fiestyness or attitude disapear. She once again crossed her legs trying to keep herself calm so he wouldnt notice how much she really wanted this job and his style and how he was treating her made er want this job even more thou she didnt know why not yet anyways.

 

[BeachBum25]

"You talk a good game, but your body language says something completely different." He sat there and stared at her. He could see by the way she shifted in her seat that he was making her uncomfortable. Her feistiness was good, but part of it was just a front to hide how nervous she was that she might not get the job.

"You have yet to convince me that you are the best one for the job. You say that you are, but nothing you have done has convinced me. You have until my assistant calls back to convince me that you are the one for the job. That isn't much time."

Jesse sat back in his chair and waited to see what she would do. He had a feeling that her mind was racing a mile a minute trying to figure out what it was that he wanted from her, and that was exactly what he was going for. She continued to shift in her seat as his eyes moved over her body.

 

[midnight_toy]

She didnt know what she should say as her eyes looked around some and back to him looking for somthing she could use to convince him that she was the best for the job.

"Then give me a chance Sir and Ill prove it to you If you use me a week to see if I am telling the truth and then wait another day or two for a new Housekeeper if I am not worthy of being your Housekeeper it wont change a thing othe then it is a week over and your home isnt that bad that it wouldnt over live a another day or two till you find a good housekeeper if I dont prove you wrong.....What do you say give it a try or just miss out of having the chance of having the best for the job....I can do this job and want to do it not like most that need this job and dont have a other chance other than this job...."

She ran her fingers threw her hair to make sure none where in her face and then looked back at him her foot shivered lightly trying to distract her body of it being so nervous.

 

[BeachBum25]

Her long rant convinced him that she was indeed very nervous. Another tell was that she was unable to make eye contact with him. Yet, even with all of that nervousness she still tried to act as if she held a little bit of power here. She continued to insist that he would be the one that was missing out.

"So, your way of convincing me that you are the one is to ask for me to give you a week to prove it? Why should I waste my time. I want someone who is going to convince me in the interview that she is the right person for the job. You were practically begging me to give you a week to prove yourself. Begging isn't a sign of strength. Begging is a sign that you are in a submissive position."

He looked at her. His eyes staring right through her. She would not make eye contact with him. Was he breaking her? "Look at me. Look into my eyes. Convince me that I should hire you and do it quickly or I will send you on your way. I do not have time for someone who cannot tell me why they deserve to be my housekeeper."

 

[midnight_toy]

She scooted to the edge of the chair and leaned over a bit setting her elbow on her knee as she looked him straight in his eyes as she had to take a few seconds to think of what to say thou she knew as soon as she opens her mouth that somthing else would come out as what she thought.

"I am the best I can cook, clean and anything else that this house needs. I learn fast and I dont mind getting dirty or sweaty I am not a It girl or some sort I look good cause I work ofr it and not because I just sit there dumb and wait for someone else to do the work...."

She smirked at him and then leaned back in the chair wondering what else she would have to tell him so he would stop making her feel as if he hadnt already choosen her she wondered if she should just stand up and walk out and maybe stay standing in the door way to see if he calls her back thou that might just turn out badly for her just as well good she was to uncertain in which way it would fall and stayed sitting infront of him she tried to set her hands calmly on her knees.

 

[BeachBum25]

He really didn't listen to what she was saying. He just watched her body language, which told him that she was still working to cover up her nervousness. He was also trying to imagine her with a skimpy outfit on.....and even totally undressed. He imagined she would look pretty damned good.

"So, you take good care of yourself. I will need you to prove that to me. Show me the evidence that you take care of yourself. I want someone working for me that is in good shape and takes pride in the way they feel and the way they look. From what I can see you look pretty good, but would you look good in a maid's outfit?"

Jesse looked at her and watched her reaction. He wanted to see if she handled additional stress well. Then he decided to add to th epressure he was putting on her. He reached into the desk drawer and took out a studded collar. He got up and walked over,and stood in front of her, holding the collar in his hand. "This is part of the uniform. Could you wear this?"

 

[midnight_toy]

She just wanted to answer about the uniform that he could give her a uniform and she could try it on for him when he then stood up and got somthing out of the drawer and walked over to her.

She gasped seeing what it was really but not so he would hear her gasp or atleast she thought so. Her eyes went over the collar as her hand raised to touch it but then quickly back down on her knee not touching it not wanting him think she was interested in how it would feel like around her neck since her neck was her weak spot.

"That!.... if it belongs to the uniform I guess I could ummm well I guess i would have to then f this job ment wearing a uniform and it belonged to it...."

She got even more nervous not udnerstanding why any of his housekeeper ever wore it or if it was just a trap he wanted to see if she could be scared off but she wouldnt let that happen she worked so hard to get where she was now and she wouldnt just give up cause of somthing like a collar. She just didnt know what so a collar ment to some people or atleast thought about what it could mean.

 

[BeachBum25]

"This is an important part of the uniform. In fact it is the most important part of the uniform. This and the high heels that must be worn at all times." He cupped her cheek and raised her head in order to make eye contact with her. He smiled down at her...knowing she wanted the job, but also knowing that he had her totally off balance.

"Oh, and there is one last condition of the job. You must stay here at the house while you work for me. You would live here. All expenses would be taken care of. You can leave only if you ask for permission to leave, and then, only if I grant that permission." He watched for her reaction.

"If you are still interested in the position, you can go into the next room and try on the outfit you will be required to wear. You will come back in and model it for me, and I will determine if you are really the one for the job. If I think you are, I will put the collar on you, which will mean that the job is yours."

 

[midnight_toy]

She looked up as he cuped her chin and tilted her head back some to look up at him. She listened to him carefully as he then told her what the job was all about she didnt think that was so bad being able to live here for a while and the collar and highheels wouldnt be the problem. She thought about what the uniform would look like.

He then said if she wanted this job she should go in the next room and try the uniform on and show him what it looked like on her and if he liked it he would put the collar on her and she would have the job she thought for a few second as she then went to leave the room going to the room he was talking about to change.

Hoping the uniform was her size and the shoes as well thou she Loved highheels she knew the shoes would be the last of her problems.

 

[BeachBum25]

Jesse watched her walk out of the room. She looked good in jeans. He imagined that she would look even better in the black leather outfit that was to be her "uniform." He walked back over to his desk and called his assistant again. He told her that he thought this last one might work, but to have back-ups ready in case things did not go the way he expected.

After hanging up the phone he walked over and looked out the door toward the expansive deck. He enjoyed spending time out there, and he thought for a moment about his new housekeeper and having her serve him out there. That was a rather interesting thought.

Jesse walked back to his desk and he placed several business calls while he waited for her to come out in her uniform. It was taking her a little longer than he expected and he wondered if she was shocked to find out that her uniform was leather and that it was very revealing. Well, revealing is an understatement.

 

[midnight_toy]

She couldn't believe what her uniform was supposed to be, she looked around before she started to undress to make sure no one was watching her. She stood there in her black lace pa ties and noticed in the black leather uniform she was to put on her bra was going to show so she just left it off.

Her legs looked even longer in this leather outfit then before in her jeans shorts, the leather was just long enough to cover her buttocks but to bend over it would show so much more she couldn't believe that any women would wear this to clean to serve him coffee or something that was ok but to clean it would be a bitch she thought. She stood in front of a mirror and looked at herself she did look really good but didn't understand why she had to wear this to be his housekeeper.

She put on the black high heels matching to the leather outfit. Then she went back to were he was she pulled a but on it to get it a bit lower so bot to much would show thou the mire she pulled down the more her breasts would show and then he would notice she wasn't wearing a bra any longer.

" is this to your liking""

She looked at him sitting at his desk and stood there as straight as she could not daring to sit afraid she wouldn't be wearing anything any more.

 

[BeachBum25]

Jesse watched her walk out of the room and was very impressed. She looked incredible in her "uniform." He looked her over as she stood in front of him, and he did not respond to her question. Her long legs looked incredible, and the heels accentuated their tone. He had a feeling she was going to be very good as his next housekeeper.

He stood up and slowly walked toward her. Jesse stood right in front of her and he slowly moved his eyes up and down her wonderful body. Then he moved his eyes to stare into hers. "You look good in the uniform. Let me check you out a little bit more and maybe I will be able to commit to giving you the position."

Slowly, Jesse walked around her. He looked at her ass and how great it looked in the outfit. Oh, yes, she would definitely do. He moved back in front of her and he placed a hand on her throat. "MY collar is the one piece that is missing from the outfit. He stroked her throat a little with his thumb before placing the collar around her neck and adjusting it to make sure it wasn't too tight. Jesse moved around behind her and added the finishing touch.....a little padlock to ensure that she did not remove it.

 

[midnight_toy]

Her eyes watched him the hole time as he was walking around her and listening to what he had to say. Tiffany took a deep breath when he steped infront of her and placed a hand around her throat her eyes locked to his.

when his thumb caressed her throat some she swallowed slightly to take another deep breath and hold for a few seconds and lettingit out slowly she didnt know what she got herself into as he then put the collar around her neck and then a padlock so she wouldnt be able to take it off herself.

Her hand reached up behind her to feel the padlock while she looked down some and then feeling the padlock she then looked over her shoulder to him as if asking if that was somthing that had to be done.

"what kind of Tasks am I going to have to do with this uniform bending over and things on knees I belive wont be so good in this uniform ?!"

She said as her mind still was thinking of the housekeeping and not really thinking that maybe she got herself into more then just cleaning and keeping his house clean.

 

[BeachBum25]

"There is a lot you are going to do in that outfit. While in this house you will wear what you have on unless I command you to wear something different. Do not think you will be needing your clothes any time soon, because your tasks are going to keep you very busy for quite a while."

He saw her touch the collar and the padlock that secured it around her neck. "That is necessary until I am certain that I can trust you. You have the job, but you have not earned my trust yet. That may take some time. When you have earned my trust, then, and only then, will I consider removing the padlock....., but the collar will remain on.

Jesse took her hand and led her out of the room. He opened the door and led her down to the cellar. They walked through a large room with a bar. He stopped for a second. "Your job will include cleaning and serving me, among other things. Yes, bending over in that outfit will be rather revealing. That will be just fine." Jesse opened another door and it led into a dark room. I need you to wait in here for a little. I will be back. He closed the door behind her. Once her eyes adjusted she would be able to see what he had in store for her.

 

[midnight_toy]

Tiffany tried to keep up with him as she looked around while walking to follow him. Seeing different rooms of the house while doing so she just asked herself each time they passed threw a room where he was bringing her.

He then stoped before a door and opened it it and when he told her to wait there she wanted to tell him no or leave the door open since it was dark in the room but before she knew what happened she was standing in the room dark room where she couldnt see a thing, Her eyes started to adjust and she could start seeing slowly as she tried to see what was all in the room as her hands waved infront of her as if to see if anything was infront of her.

She was quiet to hear if she could hear somthing or hear if he was coming back afraid he might just leave her there. she didnt want to move much around not sure if she could see everything as she started to look at the things she could see in the room and started to get scared some.

"Hello....???"

She called out quietly as if waiting for a answer but at the same time hoping no one was in the room as well.

 

[BeachBum25]

Jesse knew that leaving her in the dark for a while would make her feel uncomfortable. He also knew that when he came back for her that she would have a lot of questions. She had no idea what she had gotten herself into. He had a feeling that he was going to be upset when he returned, but he had no doubt that he would be able to control her and put her to work.

He went back to the room and opened the door. As he opened the door he turned on the light. The light revealed that the room was rather barren. There were several rings anchored to the wall on one side. There was a large cabinet on the other wall. In the center of the room there was a circular bed. "So, what do you think of my playroom? I apologize for not putting the light on. I just thought that this would be a good room for you to start with. It hasn't been cleaned since the previous housekeeper left.

Jesse wasn't sure exactly what was going through her mind. He had a feeling that she was confused and had no idea what he was doing. "Please start with this room and get it clean. You never know when I might want to use my playroom for some mutual pleasure."