Hello, I am not much of a writer so I will write this as if I am writing to a dear friend. However, for those who don’t know who I am, I will say this. I am Heather, I am 45 and this is about my first time cheating something that my husband would eventually come to know about. I am an average American housewife, not a MILF, I do not have a stunning figure or huge tits I am about 20 pounds overweight at the time of this story.
Hey, I know it’s been a while but I see you noticed that I have changed a lot over the years and when we sat and had coffee you did a double take at the man who dropped me off as he wasn’t Dan, he was black. I have decided that I am going to take you into my confidence because I don’t want you to think ill of me or think that I am cheating on Dan, I am not, he knows... Hmm, let me start this back when I started working for #$))(*&& and associates do you remember I was dumpy and the kids were all settled into school so during the day I had all that free time. I decided to look for a job I was talking with a neighbor (Jan) at the grocery store she looked like she was coming from the gym wearing baggy sweats. I was always so jealous of her, she looked gorgeous even when dressed frumpy. She had such confidence and she ran such a tight home and I would soon find out why.
I mentioned to Jan that I wanted to know more about the position at her company she had told me about last summer at the pool party. I needed to get out of the house and wanted to do something meaningful. She told me she was stepping sideways from her position at the company (#$009*&& and associates) and I would be a perfect fit. I didn’t know, I hadn’t worked since before the kids were born and eight years is an eternity. I was unsure about being an executive assistant but she assured me that it was the perfect position for me, just what I needed. She said there might be occasional travel and that if her boss (James) liked me which she was sure he would it could open doors and possibilities. She said look at me, I was where you were 8 years ago maybe you need the same boost that I did. I was worried about the travel and someone to watch the kids she told me she would give me her nanny’s info. I must have had a look because she said “Don’t worry dear if James needs you he will cover the cost."
Dan and I talked and he said that I should go for it and while we didn’t need the money it would come in handy. I reminded him there was the possibility of travel and he said he would pick up the slack if needed or his mother could watch the kids. I told him about the possible Nanny if needed but had to admit I hadn’t asked about travel distances or days assuming that it would vary according to the need. In truth, I was thinking of how accomplished Jan was and how I envied her, a bit, ok quite a bit. Her husband always seemed to dote on her and she seemed so in control and radiant, yes, that is the word, radiant.
It was settled, I called Jan and told her yes please set something up and she replied she had already spoken with James and all I had to do was show up for the interview on Friday at 9 am. I was shocked she had done that but I had to admit that was Jan's take-charge attitude.
I was nervous Friday morning running around the house, Todd had spilled a little juice on my blouse as I hurried him and his sister onto the bus. I was mortified but I didn’t have time to change punctuality is key (my *** had always taught me that) so I rushed to the building where Jan worked and popped into the coffee shop across the street and got some ice water to blot my blouse as I was walking cleaning my blouse I bumped into a man who had bought a coffee, the coffee went flying I was so scrambled that I almost cried and offered to buy him another coffee looking up into his piercing eyes, he was 6’1” black and amazing. I mean he was right off the cover of some model magazine a foot taller than me with a chiseled chest, I could see even through his high-end suit (that I was thankful I didn’t get any coffee on) He laughed it off and said sure thing.
The barista saw it all happen and started another when we got to the counter. He said, "I take it black, they know me well."
I said, "I liked it black as well," and stammered when I realized how that sounded.
"What has you so out of sorts?"
"I have an interview in 15 minutes across the street. I haven’t worked in so long having had kids etc. that I had to hurry over,"
"Who do you have an interview with?"
"I don't know, my friend Jan set this up for me and said that I would be working for a man named James."
He looked me deep in the eyes, "Take a deep breath," then asked me point blank, "Are you ready for this opportunity?"
I took a deep breath, "Yes I am."
"Good, my name is James and your interview is with me, let's sit and talk, I will call Jan to cover until we get there."
Honey when I tell you I was entranced that would be putting it lightly I was getting soaked just looking at this man. The way he carried himself, his deep voice, his amazing looks. I was picturing him throwing me down and taking me like in the sluty novels we used to laugh about. Yes, he was that charming and I hate to say it, the ideal man. We chatted a bit about the job and the responsibilities. It all sounded like I was his gopher and yet more like a right hand to be there when he met with clients and to keep track of his papers and liaison when he was busy. He then wanted to know about me, just me he asked about me aside from the kids and my marriage, he wanted to know me. I kept talking about my youth, growing up, and college then how I met Dan it was to the point it almost felt like I was on a date, not an interview. He stopped me when I mentioned Dan and asked if I wanted to see my new office.
We walked across to the building when the security man at the desk saw us enter he stepped around. I don’t know why I automatically thought the guy was going to say something, a tiny white woman with this very tall black man. He approached and was subservient and asked James if he needed anything and that he hadn’t seen him come in at his usual time. James gestured to me and introduced me. This is Heather, she will be my new companion as Jan is taking over my building in New York. We walked toward a private elevator, when we entered he turned to me and explained that the position was more than an assistant more than a secretary but a manager and a companion in his business ventures. We arrived at the top floor and Jan was there to greet us she took me by the arm to her/my office.
Jan was dressed differently than I had seen before it was almost provocative and I noticed she had a bit of a baby bump, if I didn’t know any better. Jan saw my gaze, "I dress this way for James," then motioned to her belly, and she giggled. "Yes, I am going to be a proud mother once again." I congratulated her and her husband, and she laughed and said she'd explain more later.
The top floor had a receptionist desk in the middle and then a long hall with doors. We entered the office, it was huge and it had a private bath with a shower. Then we entered another door where there was a queen-sized bed and dresser. We walked back out to the main office where we sat on the couch. I was a tad overwhelmed, Jan turned to me, "Do you have any questions?" I had tons, Jan started with "I will be upfront with you, you are here because James sees in you what I do and he sees what he sees in me."
I joked and said, "him?"
"Exactly that!"
I was stunned, "What do you mean you and he?"
"Yes, Heather he is an amazing man and the father of this child," rubbing her slight bulge.
"But what about Steve, I don’t understand?"
Jan looked serious, "Heather, admit to yourself that you found James attractive, desirable?"
I had to admit it, "Yes."
"You want to be more assertive and confident?"
"Yes."
"You found it thrilling that James also finds you attractive?"
"He did?"
"Yes honey, remember that pool party when I told you about the job possibility. I showed him some pictures of you from it and he has been asking about you ever since, about the time I asked him to give me a baby. James has been looking forward to meeting you I was looking for the right opportunity when you brought it up, call it fate."
"What about Steve, are you divorcing? I couldn’t do something like that to Dan and the kids."
She laughed, "No honey, Steve knows and approves," Jan continued, "I could tell that the flame had kind of dropped away for you and Dan the same as it had with Steve and I. When I started working for James eight years ago I began making more money than Steve, a lot more, we could afford to travel and get the kids what we wanted and the boy's college is paid for when they are ready. All I had to do was admit to myself I deserved all that and more and James showed me all that and that I am an amazing woman as well."
"What, in exchange, you have to be his companion?"
"Yes, and I wanted it, I wanted him there are no strings I could have walked away at any point no harm, no foul. Steve and I are moving to New York and we will raise James' baby and he will visit from time to time. I am being upfront with you about all of this, James had taken time with me because the woman who had been his companion before me wanted to marry him which he does NOT want. If you take this position you will sign an agreement to that and that all sex will be consensual."
"What do you mean by all sex?"
"I mean Heather, Steve has been there and even assisted, he is my cuckold husband. You do not have to tell Dan, I didn’t tell Steve at first. That bedroom in there got a considerable workout before I told Steve. Did you notice that it is all new in there and decorated in your favorite colors?"
"I did."
"I wanted you to feel comfortable with your surroundings."
"So, all I have to do is put out for him?"
"OH, you are so much more, think wife without the paper or ceremony. You will be his other half. He meant all that he told you about the responsibilities of the job part. He is a man of focus and has no time for games. so you understand he is worth Billions with a B."
I sat there my mind a blur. Jan stood, walked over to the desk where there was a box, opened it, and took out a stunning cocktail dress that left little to the imagination. She had me stand and held it up to me as we stood in front of the mirror, "This will look fantastic on you if you decide to take this position you will be accompanying James to a casual dinner party he is hosting for some clients here one floor down tonight."
"Tonight?"
"Yes, do you need to think it over or..." about that time James walked in his suit jacket gone, Oh, god he was hot. He walked toward us as Jan stood there holding the dress against me, his face showed his approval. He took my face in his hands and looked into my eyes, "Will you be with me?"
God, I wanted to kiss him, I wanted him to kiss me, I wanted him to fuck me. All of my thoughts were of taking this man into the other room and fuck him. Dan gone, the kids gone, just James and fucking, not making love, fucking, I stammered for a moment, "Will I be expected to BE WITH the clients?"
"No dear, you will be mine, all mine."
"I wasn’t certain if that meant that I would not be having sex with Steven anymore but since we hadn’t in 9 months and I was dying to fuck this man in front of me, I meekly said, "I will have to tell Steve that I will be late," James tenderly leaned down and kissed me on the lips and then left. My legs buckled a little, "What," he just left me standing there.
"That was hot as hell to watch, girl you are perfect for him."
"Jan, I need,"
"Oh honey, I know what you need but you will need to Jill off a little later. I need to start you on the tasks that we will need to take charge of for the party."
I called Steve and told him that I would be extremely late and to not wait up, that I was hired that Jan would be showing me the ropes, and that I was helping host a cocktail engagement for the boss. The next few hours were jammed with meetings with the caterer and the staff, I was taken to the other floors where I was introduced to so many people my head was spinning. We ate a light late lunch and I signed the papers that Jan had told me about. After several hours we went to the office where Jan helped me into my cocktail dress. She hugged me and told me to enjoy it and turned to walk away. "Wait, you aren’t staying?"
"No dear, the rest is all about you, I will see you here Monday morning and I will finish going over the procedures you need to know, you got this girl."
The party was a private little gathering of heavy hitters. I recognized a few celebrities and even a couple of high-up government figures. I thought I was to be arm candy if you could call a frumpy housewife in an expensive cocktail dress arm candy. Even though James kept introducing me as his companion and as I looked around at the other women, they were your average housewives as well. I was a little shocked that these were their actual wives not arm candy for the cameras but then there was no press, it was extremely private.
After it was over James and I went to the private elevator and returned to the top floor, I asked him about the purpose of the cocktail party. He took me in his arms and kissed me deeply, "It was for you dear, they now know who you are and how important to me you are and they are to afford you the level of respect you deserve and if they fail in that they know the cost." The doors opened and he walked me to my office door and kissed me again, he said he would say good night and asked, "Did you have a good time?"
"Do you have to leave me?"
“Ask me to stay, remember once we go into that bed you are mine, and your body is mine,” I grabbed him by the lapels and pulled him down to kiss him with a passion I didn’t know I had in me anymore. The clothes came off as we made our way to the bedroom. I was dripping down my legs. James was perfect as he stood there, the body of a god, he laid me down on the bed and removed my panties and I wanted to reach up for his belt but he knelt between my legs and started to eat my pussy like there was no tomorrow. I came right away as I was coming down from one orgasm another started. After my third, he stood and took off his pants and there was a bulge that I was almost frightened of as his cock came into view. I was certain this was going to be like nothing I had ever experienced before. He kissed me as he got between my legs and felt his hardness touch my labia and clit, I came again. Then he began to enter me slowly and steadily as we kissed. God, I had never been this turned on as he slowly worked himself inside me. (Girl, I am telling you that saying size doesn’t matter is bullshit, it was amazing.) I came so many times. Then as he fucked me deeper and deeper he hit a spot that I had never experienced. He gazed at me and asked, "Are you ready to enter your posterior Fornix," of course, I knew what it was but... OOH GOD, I was out of control. I was thrashing and speaking in tongues. My mind exploded up my spine then down my spine. My gut convulsed then it happened he came inside me. I was spent and so was he, he slowly withdrew and I knew I was changed. I was full of his cum and I loved it. I thought it had been minutes and I saw the clock and it had been over an hour. Then it hit me, when was my last period... Oh, I'm good.
Hey, I know it’s been a while but I see you noticed that I have changed a lot over the years and when we sat and had coffee you did a double take at the man who dropped me off as he wasn’t Dan, he was black. I have decided that I am going to take you into my confidence because I don’t want you to think ill of me or think that I am cheating on Dan, I am not, he knows... Hmm, let me start this back when I started working for #$))(*&& and associates do you remember I was dumpy and the kids were all settled into school so during the day I had all that free time. I decided to look for a job I was talking with a neighbor (Jan) at the grocery store she looked like she was coming from the gym wearing baggy sweats. I was always so jealous of her, she looked gorgeous even when dressed frumpy. She had such confidence and she ran such a tight home and I would soon find out why.
I mentioned to Jan that I wanted to know more about the position at her company she had told me about last summer at the pool party. I needed to get out of the house and wanted to do something meaningful. She told me she was stepping sideways from her position at the company (#$009*&& and associates) and I would be a perfect fit. I didn’t know, I hadn’t worked since before the kids were born and eight years is an eternity. I was unsure about being an executive assistant but she assured me that it was the perfect position for me, just what I needed. She said there might be occasional travel and that if her boss (James) liked me which she was sure he would it could open doors and possibilities. She said look at me, I was where you were 8 years ago maybe you need the same boost that I did. I was worried about the travel and someone to watch the kids she told me she would give me her nanny’s info. I must have had a look because she said “Don’t worry dear if James needs you he will cover the cost."
Dan and I talked and he said that I should go for it and while we didn’t need the money it would come in handy. I reminded him there was the possibility of travel and he said he would pick up the slack if needed or his mother could watch the kids. I told him about the possible Nanny if needed but had to admit I hadn’t asked about travel distances or days assuming that it would vary according to the need. In truth, I was thinking of how accomplished Jan was and how I envied her, a bit, ok quite a bit. Her husband always seemed to dote on her and she seemed so in control and radiant, yes, that is the word, radiant.
It was settled, I called Jan and told her yes please set something up and she replied she had already spoken with James and all I had to do was show up for the interview on Friday at 9 am. I was shocked she had done that but I had to admit that was Jan's take-charge attitude.
I was nervous Friday morning running around the house, Todd had spilled a little juice on my blouse as I hurried him and his sister onto the bus. I was mortified but I didn’t have time to change punctuality is key (my *** had always taught me that) so I rushed to the building where Jan worked and popped into the coffee shop across the street and got some ice water to blot my blouse as I was walking cleaning my blouse I bumped into a man who had bought a coffee, the coffee went flying I was so scrambled that I almost cried and offered to buy him another coffee looking up into his piercing eyes, he was 6’1” black and amazing. I mean he was right off the cover of some model magazine a foot taller than me with a chiseled chest, I could see even through his high-end suit (that I was thankful I didn’t get any coffee on) He laughed it off and said sure thing.
The barista saw it all happen and started another when we got to the counter. He said, "I take it black, they know me well."
I said, "I liked it black as well," and stammered when I realized how that sounded.
"What has you so out of sorts?"
"I have an interview in 15 minutes across the street. I haven’t worked in so long having had kids etc. that I had to hurry over,"
"Who do you have an interview with?"
"I don't know, my friend Jan set this up for me and said that I would be working for a man named James."
He looked me deep in the eyes, "Take a deep breath," then asked me point blank, "Are you ready for this opportunity?"
I took a deep breath, "Yes I am."
"Good, my name is James and your interview is with me, let's sit and talk, I will call Jan to cover until we get there."
Honey when I tell you I was entranced that would be putting it lightly I was getting soaked just looking at this man. The way he carried himself, his deep voice, his amazing looks. I was picturing him throwing me down and taking me like in the sluty novels we used to laugh about. Yes, he was that charming and I hate to say it, the ideal man. We chatted a bit about the job and the responsibilities. It all sounded like I was his gopher and yet more like a right hand to be there when he met with clients and to keep track of his papers and liaison when he was busy. He then wanted to know about me, just me he asked about me aside from the kids and my marriage, he wanted to know me. I kept talking about my youth, growing up, and college then how I met Dan it was to the point it almost felt like I was on a date, not an interview. He stopped me when I mentioned Dan and asked if I wanted to see my new office.
We walked across to the building when the security man at the desk saw us enter he stepped around. I don’t know why I automatically thought the guy was going to say something, a tiny white woman with this very tall black man. He approached and was subservient and asked James if he needed anything and that he hadn’t seen him come in at his usual time. James gestured to me and introduced me. This is Heather, she will be my new companion as Jan is taking over my building in New York. We walked toward a private elevator, when we entered he turned to me and explained that the position was more than an assistant more than a secretary but a manager and a companion in his business ventures. We arrived at the top floor and Jan was there to greet us she took me by the arm to her/my office.
Jan was dressed differently than I had seen before it was almost provocative and I noticed she had a bit of a baby bump, if I didn’t know any better. Jan saw my gaze, "I dress this way for James," then motioned to her belly, and she giggled. "Yes, I am going to be a proud mother once again." I congratulated her and her husband, and she laughed and said she'd explain more later.
The top floor had a receptionist desk in the middle and then a long hall with doors. We entered the office, it was huge and it had a private bath with a shower. Then we entered another door where there was a queen-sized bed and dresser. We walked back out to the main office where we sat on the couch. I was a tad overwhelmed, Jan turned to me, "Do you have any questions?" I had tons, Jan started with "I will be upfront with you, you are here because James sees in you what I do and he sees what he sees in me."
I joked and said, "him?"
"Exactly that!"
I was stunned, "What do you mean you and he?"
"Yes, Heather he is an amazing man and the father of this child," rubbing her slight bulge.
"But what about Steve, I don’t understand?"
Jan looked serious, "Heather, admit to yourself that you found James attractive, desirable?"
I had to admit it, "Yes."
"You want to be more assertive and confident?"
"Yes."
"You found it thrilling that James also finds you attractive?"
"He did?"
"Yes honey, remember that pool party when I told you about the job possibility. I showed him some pictures of you from it and he has been asking about you ever since, about the time I asked him to give me a baby. James has been looking forward to meeting you I was looking for the right opportunity when you brought it up, call it fate."
"What about Steve, are you divorcing? I couldn’t do something like that to Dan and the kids."
She laughed, "No honey, Steve knows and approves," Jan continued, "I could tell that the flame had kind of dropped away for you and Dan the same as it had with Steve and I. When I started working for James eight years ago I began making more money than Steve, a lot more, we could afford to travel and get the kids what we wanted and the boy's college is paid for when they are ready. All I had to do was admit to myself I deserved all that and more and James showed me all that and that I am an amazing woman as well."
"What, in exchange, you have to be his companion?"
"Yes, and I wanted it, I wanted him there are no strings I could have walked away at any point no harm, no foul. Steve and I are moving to New York and we will raise James' baby and he will visit from time to time. I am being upfront with you about all of this, James had taken time with me because the woman who had been his companion before me wanted to marry him which he does NOT want. If you take this position you will sign an agreement to that and that all sex will be consensual."
"What do you mean by all sex?"
"I mean Heather, Steve has been there and even assisted, he is my cuckold husband. You do not have to tell Dan, I didn’t tell Steve at first. That bedroom in there got a considerable workout before I told Steve. Did you notice that it is all new in there and decorated in your favorite colors?"
"I did."
"I wanted you to feel comfortable with your surroundings."
"So, all I have to do is put out for him?"
"OH, you are so much more, think wife without the paper or ceremony. You will be his other half. He meant all that he told you about the responsibilities of the job part. He is a man of focus and has no time for games. so you understand he is worth Billions with a B."
I sat there my mind a blur. Jan stood, walked over to the desk where there was a box, opened it, and took out a stunning cocktail dress that left little to the imagination. She had me stand and held it up to me as we stood in front of the mirror, "This will look fantastic on you if you decide to take this position you will be accompanying James to a casual dinner party he is hosting for some clients here one floor down tonight."
"Tonight?"
"Yes, do you need to think it over or..." about that time James walked in his suit jacket gone, Oh, god he was hot. He walked toward us as Jan stood there holding the dress against me, his face showed his approval. He took my face in his hands and looked into my eyes, "Will you be with me?"
God, I wanted to kiss him, I wanted him to kiss me, I wanted him to fuck me. All of my thoughts were of taking this man into the other room and fuck him. Dan gone, the kids gone, just James and fucking, not making love, fucking, I stammered for a moment, "Will I be expected to BE WITH the clients?"
"No dear, you will be mine, all mine."
"I wasn’t certain if that meant that I would not be having sex with Steven anymore but since we hadn’t in 9 months and I was dying to fuck this man in front of me, I meekly said, "I will have to tell Steve that I will be late," James tenderly leaned down and kissed me on the lips and then left. My legs buckled a little, "What," he just left me standing there.
"That was hot as hell to watch, girl you are perfect for him."
"Jan, I need,"
"Oh honey, I know what you need but you will need to Jill off a little later. I need to start you on the tasks that we will need to take charge of for the party."
I called Steve and told him that I would be extremely late and to not wait up, that I was hired that Jan would be showing me the ropes, and that I was helping host a cocktail engagement for the boss. The next few hours were jammed with meetings with the caterer and the staff, I was taken to the other floors where I was introduced to so many people my head was spinning. We ate a light late lunch and I signed the papers that Jan had told me about. After several hours we went to the office where Jan helped me into my cocktail dress. She hugged me and told me to enjoy it and turned to walk away. "Wait, you aren’t staying?"
"No dear, the rest is all about you, I will see you here Monday morning and I will finish going over the procedures you need to know, you got this girl."
The party was a private little gathering of heavy hitters. I recognized a few celebrities and even a couple of high-up government figures. I thought I was to be arm candy if you could call a frumpy housewife in an expensive cocktail dress arm candy. Even though James kept introducing me as his companion and as I looked around at the other women, they were your average housewives as well. I was a little shocked that these were their actual wives not arm candy for the cameras but then there was no press, it was extremely private.
After it was over James and I went to the private elevator and returned to the top floor, I asked him about the purpose of the cocktail party. He took me in his arms and kissed me deeply, "It was for you dear, they now know who you are and how important to me you are and they are to afford you the level of respect you deserve and if they fail in that they know the cost." The doors opened and he walked me to my office door and kissed me again, he said he would say good night and asked, "Did you have a good time?"
"Do you have to leave me?"
“Ask me to stay, remember once we go into that bed you are mine, and your body is mine,” I grabbed him by the lapels and pulled him down to kiss him with a passion I didn’t know I had in me anymore. The clothes came off as we made our way to the bedroom. I was dripping down my legs. James was perfect as he stood there, the body of a god, he laid me down on the bed and removed my panties and I wanted to reach up for his belt but he knelt between my legs and started to eat my pussy like there was no tomorrow. I came right away as I was coming down from one orgasm another started. After my third, he stood and took off his pants and there was a bulge that I was almost frightened of as his cock came into view. I was certain this was going to be like nothing I had ever experienced before. He kissed me as he got between my legs and felt his hardness touch my labia and clit, I came again. Then he began to enter me slowly and steadily as we kissed. God, I had never been this turned on as he slowly worked himself inside me. (Girl, I am telling you that saying size doesn’t matter is bullshit, it was amazing.) I came so many times. Then as he fucked me deeper and deeper he hit a spot that I had never experienced. He gazed at me and asked, "Are you ready to enter your posterior Fornix," of course, I knew what it was but... OOH GOD, I was out of control. I was thrashing and speaking in tongues. My mind exploded up my spine then down my spine. My gut convulsed then it happened he came inside me. I was spent and so was he, he slowly withdrew and I knew I was changed. I was full of his cum and I loved it. I thought it had been minutes and I saw the clock and it had been over an hour. Then it hit me, when was my last period... Oh, I'm good.
