Two Friends in Need Ch. 01

When you read this story you will notice that outside of the sex of the characters that I avoid describing the physical appearance of the characters. This is done to make it easier for you the reader to place yourself into the role of the characters.

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It had been a few years since I had heard from Rebecca. She had excepted a job out of town, at first we kept in touch with emails and the occasional phone call, but as life goes our schedules had become to hectic and we slowly lost touch with one another. We were never really an item, more or less friends with benefits. Rebecca had often said she was not interested in any relationship that would tie her down and possibly interfere with her career. The arrangement had worked out great for both of us at the time, as my career advancement had been just as important to me. In matters of her career she was very driven and forceful. This drive had a way of wearing her down and every now and again she needed a weekend where she would relinquish all control. This is where I would come in.

Rebecca and I had met one evening at a cocktail party given by mutual friends. We had enjoyed light conversation and a few drinks and at the end of the evening we exchanged phone numbers and email addresses. We started exchanging emails getting to know each other and becoming good friends. We would go out to dinner occasionally, or to other social events that required dates. She had made it clear from the start that she was not interested in our relationship progressing beyond friendship. With that understanding our friendship had grown, to the point that we trusted one another completely. We often discussed our personal feeling on just about any and all subjects. Sex was one of our favorite subjects, discussing at length our likes and dislikes. She complained about how the men that she would have sex with always seemed to talk a good game but never seemed to be able to understand what she really needed often leaving her frustrated. I would point out that I had had similar issues with the woman I had had sex with in the past, as they would indicate that they were open minded only to turn out very uptight and would not let themselves relax and let go.

It was during one of these conversations that things got real interesting. I ask her “Rebecca, what would you consider a perfect night of sex, one that you feel would leave you completely satisfied?” Her answer both surprised and intrigued me.

Rebecca answered, “I want a man to take control of the evening, to tell me what he expects me to wear, to decide when and where we were going, to use me for his pleasure. I want him to be demanding yet considerate. I want to feel owned yet treasured for the evening. I want his pleasure to come first, but mine not to be forgotten. When the evening is over I want to be both physically and mentally drained, but yet feeling alive and content. I know I am asking for a lot, but I know in my heart it is what I need. My job and my life style forces me to be in total control at all times, and I need to give up that control but not feel used and belittled as a result.”

This was a side of my friend that I was not aware of, and I sat there silent, as I was not sure of what to say or how to react to her answer. I had always enjoyed being the one in control when it came to sex, to be the aggressor. I have found that a lot of woman profess that they want to give up that control, but seldom really want to. They end up fighting their lack of control and the sex ends up frustrating and unfulfilling. Some how I knew that Rebecca was different, she always knew what she wanted and she seldom was wrong. But could she give up that control, could she truly submit to another’s will?

It had been a couple of days since our conversation, and I kept running her answer to my question through my mind. How much control did she really want to give up, how far would she really be willing to go, and most of all would she be willing to push our friendship to a slightly higher level. After much thought I decided the only way to find out was to lay my cards on the table and see where it took us. So I sent her an email, I figured an email would be best, as it would give her time to think about it and consider her answer carefully without any added pressure from me.

Rebecca,

We have been friends for a long time and I think I know you better than most. It is because of our friendship that I dare approach this…

I have been giving a lot of thought to our last conversation and your frustration with your sexual needs not being fulfilled. I too have been frustrated with my sexual needs, as I enjoy being the one in control, but it is so hard to find a woman who is sure enough about herself to give up that control.

It would appear that we both have similar problems at opposite ends of the spectrum. I believe we could satisfy each other’s needs if we approach it with open minds and the knowledge that it is only to satisfy our needs, and that our friendship is always, first and foremost, the most important part of our relationship.

I would not want this arrangement to change our friendship, and the understanding that we need our freedom to pursue our respective careers wherever they take us.

I know this is a lot to think about, and a big step for us to take, but I feel in my heart that this could benefit both of us. So please think about it and let me know your thoughts on this.

Your Friend Always

-Jordan

A few days went by and I had not received a reply from Rebecca, nor had I heard from her. Although it was not unusual to not hear from her for days at a time, and sometimes weeks I still began to worry that I may have over stepped the boundaries of our friendship. I was temped to call her but I did not want to seem like I was pressuring her for an answer. So I threw myself into my work in an attempt to keep my mind off the email and my proposition. I had all but forgotten the email when one morning Rebecca’s reply was there.

Jordan,

I want to apologize for taking so long getting back to you on this matter. To say that your email took me by surprise would be an understatement. We have been friends for a long time and you probably do know me better than most. You have always taken the time to listen to me, and have never seemed to be threatened by my ambition and drive.

I have been giving a lot of thought to what you have suggested, and I have to say at first I was not sure how I felt about it. But after much soul searching and another frustrating night of sex I am interested in exploring your suggestion further. My main concern is that our friendship not change. I value it and would not want to lose it over this.

Your Friend Always

-Rebecca

Well that is all I needed, Rebecca was willing to explore her desires, and was more importantly willing to do so with me. So now the ball was in my court, and I needed to decide how to proceed. I thought about consulting her on the how and the where but quickly remembered that she said she did not want any say in such things. The one thing that I did need to consult her on was the when, as her schedule kept her very busy at times and I did not want to go through the trouble of planning our evening to have her say sorry I can’t. So I sent her another email, partly because it gave her the time to answer at her leisure and partly because I was still a tad nervous about talking to her about it.

Rebecca,

I am glad to hear you are interested in exploring this arrangement. My main concern like yours is our friendship, as I do not wish to lose it over this either.

As you have indicated you want to give up control for the evening. The only aspect of the evening that I need your input on is the when. I am pretty flexible so you let me know when your schedule allows you to explore this and I will take care of the rest.

Your Friend Always

-Jordan

With the email sent I started to ponder exactly how much control did Rebecca really want to give up. She had indicated that she wanted to be used for his pleasure, but yet not feel used and belittle at the end of the night. This could be tough, but I knew that if I was careful, that I could satisfy both Rebecca’s and my sexual needs. Rebecca had obviously made up her mind and wanted to proceed as her simple response came the very same day.

Jordan,

I have cleared my schedule for one week from Saturday. I surrender control of that evening to you.

Your Friend Always

-Rebecca

Well that gave me just over a week to plan the evening. I figured drinks and a nice dinner would be a good way to start the evening. The dinner would give me a chance to layout the rules she was expected to follow and to get a feel for exactly how much control she was willing to give up.

I figured the first test of her conviction would be to pick her outfit for the evening. Knowing that she is a bit of a conservative dresser I doubted she had an appropriate outfit to fit my plans for the evening so I visited a local boutique and talked to the manager and made arrangements for the outfit I wanted to see Rebecca in. I wanted her in a simple tight black skirt an inch shorter than mid thigh, with three-inch slits up both sides. A royal blue button down blouse made of sheer silk. Next came the lingerie, with the help of the manager I picked a royal blue set consisting of a sheer lace under wire bra with matching garters and thong panties, sheer black lace top seamed stockings completed the lingerie. Then the shoes, again simple but sexy four-inch black paten leather pumps. I explained to the manager that I would be sending Rebecca in to be measured so that she could make the necessary alterations. I also stressed that she was not to see the outfit. Once she was in to be measured and the outfit was ready contact me and I would be in to make payment and arrangements for it to be delivered.

I then sent Rebecca an email telling her that she needed to go to the boutique and get measured so that her outfit for the evening could be ready in time. I then made reservations at the restaurant. With that all that was left was to wait for the call from the boutique that the outfit was ready.

I was getting a tad nervous that Rebecca had changed her mind as it was Thursday and I had not heard from the boutique so I called and ask for the manager. To my relief she informed me that Rebecca had come in on Monday afternoon and was measured and that the outfit would be ready that afternoon.

That afternoon I went to the boutique and met the manager, she showed me the outfit and the lingerie, everything was perfect. I paid for the outfit gave the manager the address to where it was to be delivered. I told her that I wanted it to be delivered Saturday late morning. I also gave her an envelope that contained the following note to be place on top of the outfit before the lid was put on the box.

Rebecca,

I will be by to pick you up at 6:00 sharp, to not keep me waiting. In addition I expect the following instructions to be followed:

You are to wear the outfit that I have sent you..

Your Nails and lips are to be red.

Your other make-up is to be a bit more risqué than your normal conservative style.

Pack an overnight bag, as you will not be returning home until tomorrow.

-Jordan

With the outfit and dinner reservations taken care of, all that was left to do was wait for Saturday evening. I could not help but wonder what thoughts were going through Rebecca’s mind as she read my note and examined the outfit she was to wear. Would she call and cancel? Would she wait until I showed up and explain she could not go through with it? Would she comply with my instructions? Time would tell but I could not help but be a little bit nervous as Rebecca and I were taking a big step that could change our friendship for the best or the worst.

Saturday finally arrived and I prepared for our date, it felt strange it was not our first date but it was our first date that was more than just a friendly date. I was still wondering how much control would she really give up. The familiar doubt started to creep into my mind, I have been told to many times in the past that a woman wanted her man to control her only to find out what she really wanted was for her man to play like he was controlling her as she scripted the action. I really thought that Rebecca would be different but I still could not wonder how she would react when I took control of the date and the evening that would follow.

I called and confirmed our reservations. Made sure that they had reserved one of the quiet private booths. I wanted to make sure Rebecca and I had enough privacy to discuss what she was in store for, yet be in enough of a public setting that she would not feel threatened.

I arrived at Rebecca’s at 6:00 sharp. To my disappointment she was not ready, she answered the door in her robe and made some lame excuse and said she would be ready in a few minutes. I did my best to not show my disappointment, I knew that if the evening went as planned I would be able to deal with her tardiness later on. Finally at 6:20 she appeared, looking great in the outfit I had picked out for her. As I sat there, I spoke, “Rebecca, turn around slowly I wanted to see all of you.” She looked at me with a silly smirk on her face and hesitated. “Now Rebecca!” She looked shocked at the serious tone in my voice but complied. She blushed under my blatant inspection of her.

The skirt, stockings, and heals combined to show off her legs, and the blouse was sheer enough to make out the lace bra underneath it, as well as her erect nipples, something I could not ever remember seeing before. Her lips and nails were deep red as instructed, and the rest of her make-up was bolder than her usual. As I expected she had every button except the top button of the blouse buttoned. It was time for the first test of my control. I got up and walked over to where she was standing, she shifted her gaze nervously downward as I approached. This was a side of Rebecca that I had never seen, gone was the confidant executive that I knew and a more vulnerable woman stood before me. I reached up and tilted her head and made her look into my eyes, she kept attempting to shift her gaze elsewhere until I spoke, “Rebecca get me a sharp scissors.” She nodded and turned and went to her bedroom. She returned a moment later and stood right in front of me and handed me the scissors.

I set the scissors down on the coffee table and went behind her. Taking her wrists and pulling then behind her placing her left hand over her right and whispering in her ear “Do not move.” With that I notice her body give a little shudder of nervousness. I then stood in front of her again and picked up the scissors. I grasp the top button and pulled it so that I could place the scissors behind it and snip the threads holding it in place. As soon as the scissors snipped the threads Rebecca let out a slight gasp. I dropped the button on to the coffee table and pulled the remaining threads from the blouse. Next I unbuttoned the next button and removed it also, dropping on to the coffee table with the first. Rebecca’s breathing was becoming heavier, and her eyes grew big as I reached for the third button and removed it. With this button removed her blouse was opened to right between her breasts. Rebecca was very flushed now, her breathing was becoming labored, and her nipples now stood out like to little pebbles. I set the scissors next to the discarded buttons and then reached up and adjusted her blouse to show off the top swells of her breasts. To her credit she never flinched but her blush spread to her exposed chest. I stepped back and openly admired Rebecca, gone was the conservative lady, in her place was a high priced call girl. I smiled and headed for the door picking up her overnight bag on the way. She turned and followed me to my car.

I put her bag in the trunk then opened the door for her to get in. As she was getting in, her skirt road up showing off the lace tops of her stockings and just a glimpse of her creamy white thigh. I could feel a stirring in my cock as I was beginning to feel confidant that she was serious about giving up control this evening.

During the ride to the restaurant Rebecca was fidgeting in her seat, obviously nervous about the night ahead. Her fidgeting had caused her skirt to ride up her thigh, again exposing her creamy thigh above the lace tops of her stockings. She caught me looking and went to pull her skirt back down. I reached over and grabbed her hand, preventing her from pulling it back down, and said, “Leave it I like the view.” My actions and comments again brought a blush to Rebecca’s cheeks. But she left her skirt up exposing her thigh. We rode in silence the rest of the way to the restaurant. When we arrived at the restaurant I pulled up and got out handing my keys to the valet. Then went around and opened Rebecca’s door. As she swung her legs around to get out she unintentionally gave the doorman and me a clear view of her panty-covered crotch. As she stood she quickly smoothed her skirt covering her exposed thighs. She was flushed and could tell that her unintentional exposure had her flustered. I offered her my arm and we entered the restaurant.

We were shown to our private booth. It was in the back dining area so we had to walk through the main dining room. As Rebecca walked through the dining room she caused heads to turn, both male and female. She was beautiful and I was proud to have her on my arm. We were shown to our booth, not really a booth more of a small alcove with a table for two, and rich dark red velvet curtains separating it from the rest of the dining room. The Madera Dee pulled back the velvet curtains, and being the gentleman he was, he helped Rebecca with her chair enjoying the view down the front of Rebecca’s blouse. After Rebecca was seated, he asked if he could get us drinks. I order a glass of white wine for Rebecca to help calm her nerves and a glass of water with a twist of lime for myself, as I did not want any alcohol to cloud my judgment later on. He then turned and left, pulling the velvet curtain closed.

Once we were alone, I spoke “Rebecca, you are very beautiful tonight.”

“Thank You, Jordan”

“Rebecca there are some things that need to be said about tonight, before we go any farther. As I stated in my email our friendship is first and foremost, tonight has begun and will be over at 9:00 tomorrow morning. At that time I will return to being your best friend Jordan, and you will return to being my best friend Rebecca. But for tonight you are my obedient submissive to be used for my pleasure, and I am Sir, and I expect you to address me as Sir. Do you understand this Rebecca?” just then there was a light knock to announce the waiter was there.

As the waiter opened the curtain Rebecca went to answer, and I held my finger over my lips shss’d her. The waiter set the wine down in front of Rebecca and as he enjoyed an eyeful of her cleavage. Rebecca realized this time and she went beet red. Her instincts took over and her hands went up to adjust her blouse to cover her cleavage. He turned and set my water down and asked if we were ready to order, I told him I would push the call button when we were ready to order. He turned and left, again pulling the curtain behind him.

“Now where were we? Ah yes, Well Rebecca do you understand the arrangement so far?”

She dropped her eyes to the table picked up her glass of wine and took a drink put her glass down. She paused as if she was asking herself that very same question. I could not help but wonder what thoughts were running through her mind. Then in a quiet voice she answered, “Yes, I understand Sir.”

With that I reached over the table and readjusted her blouse, again putting her cleavage on display, this time it was open enough to clearly see the edge of her lace bra.