Pleasing His Boss
written by:
oppy-n-rose

Several months ago my husband began working at a new job after job searching for a long time. He was working for a big corporation with the possibility of expansion and getting a higher position in the company with time. We were both very excited at the possibilities because it opened up a doorway for us to finally start our plans for the future. We had just purchased a new home and this was going to help with the mortgage payments. We also had our first child several month's back and money had been very tight since then. It was a huge relief for him to finally get a job that he had been hoping for.

A couple months into the job, he came home and told me that his boss had invited us to a company get together at his home. He said the boss usually did this a few times a year in order to give his workers time to get together and unwind and in the process he got to meet their families. He invited everyone to his home since he lived in the countryside of the state and owned a very large home. My husband was excited and told me that he wanted to go and make a good impression on his boss and coworkers. I understood where he was coming from and told him that I would do my best to not let him down. He thanked me and we went about our day.

The day of the party, I could tell my husband was nervous, as we got ready. I took a shower and cleaned myself up and then went into the closet to decide on what I would wear. I picked out a simple black dress that showed some cleavage and went down around my knees. Once we were both ready, we hit the road for his bosses house. We arrived at the house about an hour later and made our way inside. The house was enormous, as the living room area was probably the size of our own home. Once inside, my husband began introducing me to his coworkers and eventually his boss. I quickly noticed his boss gave me a once over before grabbing my hand and kissing it while tallying his name was Phill. He was an older man, probably in his mid-50s and pretty well built. As we introduced ourselves, he seemed pretty friendly. We chatted for a few minutes before we made our way around the party.

As the party went on, I made my way around and mingled with some of the other wives and get to know them. From time to time my husband's boss would come by and asked how we were doing. We would all reply that we were having a great time and I noticed how friendly and flirty he was being with all of the women. I figured that it would probably be best to go with the flow and playfully flirted back with him. After all, his boss was rich and the most powerful person in the company so I wanted to make sure that we made a good impression at the party.

As the party began to wind down, I made my way to use the bathroom. As I came out of the bathroom, I walked down the hall towards the dining room area where the party was being held and once again ran into my husband's boss Phil. He once again asked me if I was enjoying myself and I told him that I was and thanked him for inviting us. The two of us began to chat as we stood there. As we talked, I noticed he was openly flirting with me. Now apart of me was actually flattered that he would flirt with me because like I said, I had just had a baby and my body still showed some of it. I haven't lost all of my weight and didn't think I was looking all that attractive so having someone flirt with you felt pretty good. As Phil and I talked, he told me that he was very happy to have hired my husband and was more than satisfied with his work ethic. I was happy to hear that and thanked him for giving my husband the opportunity. I told him it meant a lot because we had just bought the house and had the baby so that steady paycheck was exactly what we needed. He smiled and told me that he would see to it that my husband was taken care of and what even see what he could do in order to make my husband an important part of the company. I was a bit taken back by what he said since my husband had just started, but quickly thanked him and told him that what I heard sounded great. We continue to chat for a little while longer before he had to go talk to somebody else. I want to again thank them for the invite and as he was leaving he suggested that we should all get together one day for a drink or two. I told him that it sounded like a great idea, figuring it would be good if my husband and I spent a little time with his boss and got to know him. He eventually went on his way and after spending a little more time at the party; my husband and I were also on our way home.

The following week, I was puttering around the house when the doorbell rang. I wasn't expecting anyone and was surprised to hear it. I opened the door and saw a deliveryman standing with a package for me. After signing for the package, I took it and headed inside. I hadn't ordered anything and had no idea what was in the box. I slowly opened it and saw that it was a flower delivery. At first I thought they were from my husband but as I read the card I noticed that they weren't. I was actually surprised as to whom they were from. They had been sent from my husband's boss Phil and the card simply said, thanks for coming to the party, enjoyed getting to know you. I thought it was a nice gesture as I placed the flowers in a vase. Later that evening when my husband arrived from work, I told him about the flowers and he told me that his boss sent flowers to many of the employees wives as a friendly thing. I thought it was very nice and thoughtful and told my husband to thank him. The following Friday, my husband came home with his paycheck and a big smile on his face. I asked him what was up and he told me that he had gotten a bonus at work. I was happy and excited for him and told him to keep up the good work.

Over the course of the next three-months, my husband and I got together with his boss on several occasions for dinner and drinks. Each time, Phil was very friendly with me and flirty like always. Over the course of those three months, I got flower deliveries every week and even though it seemed kind of odd, my husband suggested just going with it and flirting back since it was paying off in his paycheck. He said that there had been talk around the office of a big promotion coming up and needed to make sure his boss was happy with him so that he could be in the running for the promotion. I understood what he was saying so whenever we went out for dinner and drinks with Phil, I made sure to dress somewhat sexy and playfully flirted with him whenever he flirted with me. After all like I said, I hadn't felt very good about my body and to have a pretty good-looking guy flirt with you, was kind of nice.

One afternoon as I was puttering around the house, the doorbell rang. I figured it was probably another flower delivery and made my way to the door. Sure enough when I opened the door, I saw the deliveryman and he handed me the flowers along with a smaller package. I set up the flowers as usual and then opened a smaller package. I was surprised by what was in the package. It contained an envelope addressed to me. I quickly opened the envelope and there was a check inside for $1000. I couldn't believe my eyes as I looked over the check. Attached to the check was a note and it said, just a little gift from me to you. Take the money and go splurge on yourself but please keep this between us. I was surprised and shocked at the same time. I didn't know how to react to this but at the same time I wasn't about to throw away the check. I haven't spent any money on myself in a very long time and I wasn't about to let this opportunity pass me by. I decided to keep the check quiet and tell my husband, hoping that there would be more to follow.

Sure enough, my next couple of flower deliveries came with a check. I was able to go out and buy several things that I needed as well as some new clothing to wear and I felt great. At the same time, my husband was getting a weekly bonus with this check. I couldn't believe how lucky we were to be getting all this. It's almost like it was a dream. I felt bad keeping it a secret from my husband but then again I really wasn't doing anything wrong. It's as if I was getting paid to flirt.

After several weeks of getting flowers and money delivered to my house, I got two big packages one afternoon. One of the packages was the usual flowers and when I opened the other package, I got the surprise of a lifetime yet again. I opened the second package and inside was a beautiful black evening gown along with some jewelry. My eyes almost popped out of my head as I pulled the gown out of the box and realized how expensive it was. The jewelry consisted of a nice diamond necklace along with matching diamond earrings. At the bottom of the box was a note from Phil. The note stated, I have had a lot of fun getting together with you and your husband and getting to know you. I want you to enjoy this beautiful gown and hope that you would be interested in joining me for dinner, just the two of us. I didn't know what to think. On one hand, I had this beautiful evening gown along with all the money that he had sent me, but on the other hand, this was my husband's boss and obviously the right thing to do was to send this back and tell him that I couldn't. I was a happily married woman and this would be morally wrong to accept. I was shocked with the package and a part of me was torn because I really didn't know what to do. I was afraid that if I turn this away, it might affect my husband's job and that was something I didn't want to do. At the same time, it would be wrong for me to go to dinner with my husband's boss without my husband knowing. It was a crappy situation and I didn't know what to do. I put the gown in my closet so my husband wouldn't see it as I pondered what I should do.

Later that day, my husband arrived from work with a huge smile on his face. I asked him how his day was and he told me that it was great. He said that his boss had pulled him aside and told him that he had just about made up his mind on the promotion that was coming up. He told my husband that he just needed to figure a couple things out and wanted my husband to go on a business trip this upcoming weekend. I sat and listened as my husband told me that his boss wanted to send him to take care of a few things with another part of the company up in Massachusetts and if everything went smooth and the weekend went well and my husband did a great job, he would most likely get the promotion. My husband was excited beyond belief and couldn't believe how lucky he was. I, on the other hand pretended to be excited for him as I listened to him. I realized exactly what was happening. Phil was sending my husband on a trip this weekend so my husband wouldn't be around in order for him to take me out for dinner and not have to worry about anything. I guess that's what he meant by telling my husband" if the weekend went well" and my husband would have the promotion. I was extremely conflicted and torn with this entire situation. I was partly to blame because I had allowed myself to get caught up with the flowers and the checks. Unfortunately I had spent all the money so there was no giving it back. I had no idea about what I should do. It was clear that if the weekend didn't go "well" then my husband obviously wouldn't get the promotion and who knows what else. The last thing we needed was him losing his job.

I spent the rest of the day feeling conflicted and thinking about what was going on. It was clear to me what would have to happen in order to keep everything quiet and keep my husband working. It was a huge decision to make, and one that could affect the rest of our lives. Jobs were not easy to find nowadays, especially ones making this much money. I tried to go about my days as usual because I didn't want to show any emotions towards my husband. If he found out about his bosses plan, he would probably quit. The problem was, if he quit, then we would be in a big hole with the house and the baby and there was also all the money that I had spent from his boss. I knew what needed to be done, but couldn't pull myself together to do it. The days seemed to drag on and on as I constantly thought about it.

Friday morning arrived and I was a nervous wreck but couldn't show it to my husband. He was prepping his bags for his trip and told me that his boss will get in touch with me to let me know how everything was going. I knew the exact reason why his boss was going to get in touch with me but wasn't about to tell my husband. Once he was done packing what he needed, he called a cab to take him to the airport. After saying our goodbyes, I headed back into the house to tend to the baby. Sure enough, about an hour later my phone went off and there was a text message from Phil. He told me that he would send a car for me that evening so that we could go to dinner. I guess he was making the decision for me. I felt this knot in my stomach but knew that I had to remain strong. I went about my day and eventually dropped my baby off at my mother's house, telling her that I was going out with some friends and would be home very late. She didn't mind watching her grandson and was happy to do it. I headed back to the house and jumped in the shower.

I took an extremely long hot shower and tried to relax myself as best as possible. Once I got out of the shower, I wrapped myself in a towel and went into the kitchen to pour myself a glass of wine. One glass turned into a few and I finally started to feel a bit more at ease. I then headed back into the bedroom to get dressed. I pulled out the evening gown and put it on along with all the jewelry. I couldn't believe that I was actually going through with this and kept reminding myself that I was doing this for the money and nothing else. I finished getting ready and then stood in front of the mirror and was actually happy with what I saw. The gown was truly beautiful and amazing and fit me perfectly. It showed plenty of cleavage as it hugged my curves. Once I was ready, I headed into the living room to wait for the car to arrive.

About a half-hour later, a limo arrived in front of the house and I couldn't believe my eyes. Then again I shouldn't have been surprised, since Phil has plenty of money to throw around. I made my way outside and the driver opened the door to let me in. The driver then got into his seat and began driving. About half an hour later, he pulled up in front of a very expensive restaurant that I could only dream of ever being at. He opened the door and let me out. When I got out of the limo I looked over and saw Phil standing there waiting for me. He quickly walked over to me, telling me that I looked amazing and thanking me for coming. I knew that I had to play along and pretended to be happy. He held out his arm and after I wrapped my around his, we made our way into the restaurant. We were quickly seated at a very nice table.

The waiters immediately over an expensive bottle of wine and filled each of our glasses. Phil raised his glass and toasted a wonderful evening and me. After toasting, we sipped our wine and began to chat as we waited for our food. We spent the next hour or so having a rather pleasant conversation and enjoying our meals. Thankfully, the wine was having its effect on me and that made it a bit easier. Eventually we finished up eating and after taking care of the tab, we made our way back out to the limo. I wasn't sure what to expect next, but knew I would have to go along with it. The limo began driving and after a short ride, it pulled up in front of a very expensive hotel. It wasn't your typical hotel that you would stay at. This was a high rollers hotel and there's no way I would ever be able to afford a room at a place like this. When the limo stopped, the driver got out and opened the door for us. I stepped out of the limo, followed by Phil. He then once again held out his arm and I wrapped my around it as we made our way into the hotel.

As we walked through the main lobby, I couldn't believe my eyes. This place was amazing. It had very expensive chandeliers hanging from the ceilings in the lobby and everybody was dressed to impress. We walked right past the front desk and made our way to the elevator. Once in the elevator he pushed the button for the top floor and it began moving. Within a few minutes we reached the top floor where he led me out and down the hall to a door. He unlocked the door and let me in, welcoming me to his suite. It turned out that this was his personal suite. We walked in and he quickly took off his jacket and tie before making his way to the refrigerator. He pulled out another bottle and quickly uncorked it. I realized it was champagne as he filled two glasses. After pouring the two glasses, he handed me one and once again toasted it to me. We drank champagne and then stood there staring at each other. He asked me if I was having a nice evening and I just nodded. He thanked me for coming out and told me that everything would be fine and that we should have a little fun. I didn't know what to expect and just stood there waiting to see what would happen next.

He finished sipping champagne and put the glass aside and took mine as well. He then came over and stood face to face with me. Without warning, he leaned in and kissed me on the lips. I didn't respond as he held our lips together for a few seconds. He broke the kiss and smiled at me while telling me to relax. I want to smack him and run out of there, but I knew I couldn't. He then kissed me again and this time I felt his hands roaming around my body, squeezing my ass and my tits through my gown. He did this for a few minutes before leading me towards the bedroom.

Once in the bedroom, he unbuttoned his shirt and took it off, revealing a pretty nice physique. He then began to undo his pants and slid them off as well, followed by his boxers. His hard cock sprang free and I noticed that it was rather impressive. It had to be at least 8 inches long and fairly thick. He was now completely nude in front of me as he climbed onto the bed. He then called me over and I got onto the bed next to him. As he stared into my eyes, he grabbed my left hand and guided it to his hard cock. I wrapped my hand around it and began to slowly stroke it as he guided my arm. I did this for about a minute before he reached up and began to guide my head towards his cock. I was a bit hesitant at first but knew what the consequences were so I went with it. I lowered my mouth to his cock and began to take it into my throat.

I took as much of his cock into my throat as I could and began to slowly bob up and down on it. He continued to guide my head up and down with his right hand while his left hand found its way to my cleavage. He squeezed each of my tits through the top of my gown as I sucked on his cock. It only took a couple of minutes of me bobbing up and down before he tensed up and began shooting his hot cum down my throat. I made sure to swallow every drop and licked his cock clean. As soon as I finished, he got up from the bed and went into the other room to get the champagne. We once again drank a glass of champagne each. As we were drinking, I noticed his cock getting hard yet again and wondered what would happen next.

He put down his glass on the nightstand before sitting on the edge of the bed. As he did, he guided me over so that I was standing up in front of him. He immediately began running his hands up underneath the gown, rubbing my legs and thighs in the process. As he did this, he grabbed the waistline of my panties and pulled them down. He then had me turn around so that I was facing away from him and slowly began unzipping the gown. After unzipping it, he slid it off and dropped it onto the floor. He followed that up by undoing my bra and tossing that aside as well, leaving me completely naked in front of him. He stood up behind me and reached around to squeeze each of my tits. I stood there as he enjoyed himself. After several minutes of doing this, he turned me around and guided me onto the bed so that I would be on all fours.

I got on all fours and noticed him positioning himself behind me. I knew this was it and he was going to fuck me and have his way with me and there wasn't much I could do about it. I soon felt the tip of his cock rubbing against my opening. He rubbed it for a bit before slowly penetrating me. He slid inch by inch of his cock into my pussy, burying it deep inside of me. Once he was buried and me, he grabbed me by the hips and began to slowly thrust. He took his time, sliding his cock in and out of my pussy. I don't know if it was the wine and champagne having an affect on me, but his cock actually felt pretty good. I decided that if I was going to do this, then I might as well enjoy it. He took his time fucking me, while telling me how good I felt. After a few minutes, I felt him reach up with his left hand and grab a handful of my hair. I let him do it and he began to pull on my while also slapping my ass with his right hand.

He was fucking me like a whore I was being and a part of me was actually enjoying it. With each thrust of his cock, I became more excited and found myself wanting it. It wasn't long before I felt an orgasm building. I softly moaned and this added fuel to his fire as he fucked me even harder. Within a few minutes of this, I began to cum and let out a loud moan. He sensed it and began really giving it to me. As he fucked me, I felt like he was never going to cum. We went at it for several minutes before I heard him let out a moan of his own and soon felt his hot seed filling my pussy. He continued pumping into me until he shot out every drop. Once he was done, he pulled his cock out of me and collapsed onto the bed by my side. He looked over with a huge smile on his face and told me that I was amazing. I don't know why I did, but I thanked him as the two of us laid there trying to catch our breath. It was just the beginning of a long night for me, spent sucking and fucking Phil in order to earn my husband's promotion...