I left school early with virtually no qualifications. Then at twenty one and soon to be twenty two, the bank of mum and dad was drying up. It was then an uncle came to the rescue. He owned several businesses. He told me that if I was to buckle down he would give me training and help me finish my education as well as give me a good job. I liked and admired this uncle, especially his life style. He had never married and seemed to be banging a different woman every other week. He seemed to really enjoy life and was good fun.
Being young, dumb, and full of cum, I had tried to emulate him with little to no success. Although I had girlfriend none of them lasted long and I soon discovered that women use sex as a weapon, especially the minute they get a rock on their fingers. I had seen that with several of my mates that got married. I decided that it was better to just sleep around.
As agreed, I started to work for my uncle in one of his food businesses. It was a small factory and had three food processing lines. My uncle had started me on the shop floor so to speak, right at the bottom. He would tell me almost daily, “That with enough hard work, one day son this could all be yours.” I got to enjoying the work and especially the banter from the twenty eight girls and women that worked on the processing lines. There was one further woman that worked up in the offices above the lines. She was a miserable woman in her fifties and my uncle told me not to upset her as she was his accountant and handled both the stock ordering and the accounts.
I had just returned from taking some A level exams and settled back into my training when things started to look even better for me. Of the twenty eight girls and women on the lines there were just five that I thought were worthy of a shag if I ever got the chance. That was Kirsty and the four others were Denise, Ali, Paula, and Janice. Janice was the oldest of the five and was probably mid-thirties. Of the five Kirsty was the one I fancied the most.
It was quite a hot day and I had spotted that Kirsty wasn’t at her station as I got up to go to the canteen area for a cold drink. On reaching the canteen I saw what I thought was Kirsty bent over in the fridge cleaning up a spillage. I know that Kirsty had a boyfriend, and it wasn’t going well, and decided that I would make my move. As she was bent over I stroke her bottom. I wasn’t sure which of us was the most shocked as instead of Kirsty standing up with a fright it was Janice.
How had I not noticed that from behind thay looked pretty similar. As Janice got over the initial shock, I was apologising profusely. To my surprise Janice was telling me to stop apologising and that why stop when it felt so good. I quickly rushed back to my work station with a rather red face and no cool drink that I had gone for in the first place. It took less than an hour for my mistake to have spread amongst the women which only fuelled my embarrassment even more.
It was much later in the afternoon when I went and got a refreshing cold drink. As I left the canteen, instead of returning downstairs straight away I headed for the toilets. The gents is the very last door down the passageway. Before the gents is a ladies toilet and a first aid room. As I got level with the first aid room a hand came out of the doorway and grabbed me and pulled me into the room.
I soon discovered that the hand belonged to Janice, and before I could say anything I had that hand down my jeans and another in my shirt as she planted a wet kiss on my mouth. Not being one to turn down a free shag, I was soon unfastening her blouse and bra to get to her ample tits. My face was soon buried between what was a hot pair of large tits as my hand then worked up under her dress. I was shocked to discover that this dirty older married women wasn’t waring any panties as my finger sought her pussy and her hot hole. I soon had two fingers in her pussy and giving her a good frigging.
Janice in turn had my cock out and was wanking it to a good erection. It was a rather quick shag over the first aid bed. Then Janice returned to the line first with a belly full of my cum in her. I returned to my station several minutes later feeling good. I just hoped that our activities weren’t the next gossip to go around the girls as I still fancied fucking Kirsty.
Just before knocking off time Janice came across to my station and whispered that if I wanted more to go to her house the following evening around seven o’clock. As I have already said I wasn’t one to turn a free shag down so I nodded in agreement. Later that evening I met up with my girlfriend, and still pumped up from what had happened earlier that day, I gave her a damn good shagging in the back of my car.
The next day I heard that Kirsty had fallen out completely with her boyfriend and I plucked up the courage to just ask her out. I was quick to arrange a date with her for the coming weekend. That also spread around the girls in minutes, but this time I felt smug that the women knew that I was hoping to get into Kirsty’s panties at the weekend.
I still went to Janice’s house as previously arranged. I had expected there to be just the two of us, but instead her husband was there. He welcomed me in saying, “So you’re the lucky lad that fucked my wife.” Then he was telling me that he had one of his best shags when Janice got home and told him she had a belly full of spunk for him. It wasn’t my first threesome, but it was the first time with a married couple.
Derek and I took turns fucking the hell out of his wife until I just couldn’t get hard again. Janice teased me that I had better get it working again for Kirsty for the weekend. Just before I left the two of them, Derek told me that he would love for me to return for another session with Janice and him. I was more than happy to tell him that I would see them together again soon. That was the start of a three way thing that lasted for eight or nine years.
Come the weekend I was more than ready to fuck Kirsty, and it took very little persuasion for her to try out the back seats of my car. I was hoping that it was the start of a long term relationship, but at the end of the evening Kirsty made it quite clear that whilst she had enjoyed the evening she didn’t want a new boyfriend just yet, but she was up for the odd evening out with me, and a shag before taking her home. This arrangement also lasted some while, around about four years. After a rather boozy Christmas party, I also got to shag Paula as I walked her home. It was in an alleyway between two houses. Sadly it was just a one off as she was married with four kids and didn’t want to ruin her marriage. I never did get to shag Ali or Denise.
I finished my training as well as going on to complete an OU degree, all with the help and support of my uncle. It was almost twelve years since I joined the company and we had virtually changed all of our staff along the way. The only one still remaining was Kirsty and she was now married and wasn’t up to playing away.
It was now when my uncle had a heart attack. It was fortunate that he was at work and we could render him CPR until the ambulance came. At first we thought we were going to lose him. Fortunately he pulled through and as I sat with him in his private room at the hospital he told me that he wanted his solicitor to visit him and could I bring someone else with me as a signatory.
I had no idea that when we all arrived my uncle was sat there with some paperwork talking to his solicitor. He told me that he was stepping back from all but one of his businesses, and that he had the paperwork drawn up some years back. He was handing all the rest over to me. I was stunned that I was going to own not just the factory I worked in but five others as well. My uncle joked that it would slow me down from running around with so many women, especially the married ones. I was just pleased that he wasn’t giving up completely.
It was almost a week later when I visited the other businesses. All but one were in a very healthy condition. It was clear that the under manager that my uncle had running that one wasn’t coping. I decided that I needed to replace him. The rumours flew around the factory in minutes after I had told Keith that I would be replacing him, but there was still a position for him if he wanted it. To be honest he looked relieved at having the pressure taken off of him.
It was the following day that one of the other staff came to the office and said that she wanted the manager’s post. She was a very nice attractive woman who had returned to work after having two children. She said that besides the extra money she was also over qualified for the job she was doing. I soon discovered that Jackie had previously run her own business before having kids. Sadly, she couldn’t keep it going and look after her kids. Now they were that bit older and at school she wanted to branch out again. It was when she said that she would do anything to get her feet back on the management ladder that peaked my interest.
I was between girlfriends at the time and suggested that we could discuss it over a drink if she had someone to mind the kids that evening. Jackie jumped at the suggestion. Later after work I drove to her house to collect her and we were soon at a nice restaurant having a nice meal and drinks for Jackie, lemonade for me as I was driving.
Over our food Jackie was telling me there were lots of rumours about me going around the factory. I asked her to tell me what was being said. I laughed when she told me that I was pegged as a philandering playboy that would fuck just about any woman that I could. I had already decided that Jackie was the right person to get the job but held off from telling her so. At the end of the evening Jackie surprised me when she asked was this the point where I tried to seduce her. I asked did she want to be seduced. I got a rather broad smile from her.
I don’t think I ever got an answer, but we ended the evening back at my house where Jackie demonstrated that she was more than ready to do anything for the job. I hadn’t had such a good blowjob as that in a long while and it was also surpassed by the fucking she gave me. Afterwards as I drove her home, Jackie asked had she got the job or was I going to shag a few more potential managers. I joked that there might be one or two further people to see yet.
The next day she again came to my office. The moment she had shut the door her dress and blouse were off and she stood before me in a matching red bra and panties outfit with suspenders and stockings. Needless to say, not only did I give her another good shagging, but I also told her that she had got the job even before the first time we fucked.
Over the coming months I fucked Jackie whenever I could. Then when I moved back to my original office I would drop in on Jackie about once or twice a week to see the progress she was making in running the lines. We fucked almost every time I visited her. I made no excuses that I was also fucking other women, not that it seemed to worry Jackie.
Then my uncle asked to see me. He had finally had enough of running his remaining company, and was pleased that from the lazy lad he had taken on under his wing, I had flourished and was successfully running the businesses. The grounding and training he had given me had paid off. He signed his remaining business over to me. It was then that he told me that he would like me to be best man at his wedding. I had never envisaged that he would ever get married as like myself he seemed to enjoy sowing his seed. He told me his health wasn’t getting any better and he didn’t want to remain running around and then be on his own in his final days. He told me he had picked a winner in his latest girlfriend.
It was a grand wedding and it got me wondering what I was doing with my life. Besides Jackie, I was still seeing two other women and thought about what my uncle had said about getting old on his own. It brought thoughts of my own later life and that I might want to settle down.
I was a few months later when visiting Jackie and having our regular shag that she informed me that her husband had moved out of the family home. I asked had one of them been caught at something they shouldn’t have been doing. Jackie told me that they had just drifted apart. I don’t know why I did it, but I told her about thinking about getting older and being on my own and my uncle getting married so late in life.
Jackie asked was I asking her to be my partner. I told her I didn’t know what I wanted. Jackie joked that I would never give up my bits on the side as she called them. Thinking about everything I gave Jackie a second and extra hard shagging before going home.
It was several weeks later when I asked Jackie if she would like to move in with me. She said there was no way I would want her, plus two teenage kids living with me as it would cramp my playboy life style. I hadn’t thought about her kids. It was another two weeks before I told her that kids and all were welcome to join me. Jackie asked what would be our position regarding marriage etcetera. I asked what she wanted and to my surprise she said she didn’t want to get married, not that she could at that time as she was still married, but she would love to just be partners. Then she stunned me by telling me that she assumed that I would still see other women. I didn’t know how to answer that so I didn’t.
It took several more chats and shags before Jackie, her children, and the dog moved in with me. I was surprised at just how well I got on with her kids, and just how well we seemed to melt into a family unit. I did still see a few of the ladies that I was shagging. Jackie almost always knew when I had been with one of them, but never made a fuss. Instead, she would tell me to have a shower before sleeping with her. I was more than happy to oblige if that was all it took to keep her happy.
Sadly, I am now getting towards the same position my uncle was in before he started to take a back seat. Jackie’s son is now all but running my small empire that has grown a little over the years. As for me and Jackie, she has retired and does a little voluntary work, I work just two days a week. The main thing for me was as the women in my life went their own ways, I didn’t try to replace them. There is just Jackie and I now, and I have decided that it is time to ask Jackie to marry me.
I have had a great life and I slept with a lot of women, mostly married I might add. But now is the time that should be for Jackie and I to enjoy together, whilst we are still able to. Jackie even remarked that lately I have even stopped having a roving eye. I hadn’t noticed but she is right. What started out as a fling with an employee has grown into a long loving relationship. I just hope we have plenty more years to enjoy it and our grandchildren. Yes we have one already and hope for many more.