I had been chatting Jackie, at work, up for over a month and continually asked her out for a date. Every time I asked, she turned me down. She wasn’t wearing a wedding or engagement ring and seemed to enjoy my flirting, so I wondered if she bats for the other side. If she did, it was a great loss to the males of the species. I had decided to give it one last try before giving up. I waited until she was on her own and after a short flirt, I popped the question and asked her out again. She looked at me and said before she answered me, she had a question. With that she handed me a photo and asked if I had the chance would I go out with the girl in the photo.
The girl looked a little bit like Jackie. I quickly said that I would. After telling me no to a date, yet again, she said she could set me up with a date with the girl in the photo. She said that I had to give her twenty four hours to set it up. The next afternoon I again managed to catch Jackie on her own. I decided that I would have one last try and asked her out. After another no, she said if I wanted a date with Tessa, I needed to meet her at the cinema at seven p.m. to watch the film with her.
I made sure that I was at the cinema at six fifty-five as agreed. There stood this lovely young lady and when I asked was she Tessa, she said yes. I told her that I was her date for the night. She seemed quite pleased that I wasn’t weird or ugly. We went into the cinema and settled for the film with drinks and popcorn, that I bought. The film was rubbish and both of us decided that we didn’t want to see the end, and I held her hand and led her from the cinema to a nice bar. Over a drink I discovered that she knew quite a lot about me. Tessa told me that Jackie had told her all about me. Then she told me that Jackie was her older sister. I had guessed as much.
I got on well with Tessa and I arranged a second date with her. It wasn’t until out fourth date that I finally got to making love to her. She was rather inexperienced, and I guessed that I was only the second man to have made love to her and possibly only the second time she had been penetrated. She was quite nervous, but as we got into it, she relaxed and enjoyed it. Afterwards she mentioned that I was bigger than the man that had taken her virginity. I asked had she enjoyed a bigger cock. She shyly said that her last time was also her first and only other time, and it hurt so much that she barely thought about enjoying it let alone how big or small it was. But she added that it hadn’t hurt with me, but it did make her feel total filled up. I told her I was pleased for her and would love to do it again and again.
We started going out regularly and the evenings often ended with us in bed together. I was still flirting with Jackie at work, when I saw her, and she flirted back. Jackie on one occasion as I flirted asked if my cock was as big as her sister claimed. I asked how big did she say I was. Jackie held her hands up at about ten inches apart and I just teased that she should find out for herself. I was due to be the last man at work that evening. The men took turns on a roster to lock up. As I went around to check I was the last man. I found Jackie coming out the toilets. The second she saw me she grabbed me and dragged me into the ladies toilets.
When I asked what was going on she quickly informed me that I had told her to find out how big my cock was for herself, and she said she damn well intended to find out. With that my zip was down and she was on her knees fishing my rapidly hardening cock from it’s confines. I told her don’t get too disappointed. As soon as it was free of my pants and trousers Jackie had it in her mouth. When Jackie finally allowed it to slip out her mouth, she said she wasn’t disappointed.
Before anyone jumps up and down, I have a reasonably thick seven inches that I am proud of. Jackie was now stood and pulling me towards a dressing table area and as she bent over it, she pulled me by my cock to behind her. Her other hand lifted her skirt to display her arse and that she was devoid of any panties. I wasn’t sure if she pulled me in or I pushed it in, but however it happened I was in my girlfriend’s sister’s pussy and fucking her. Jackie moaned her way all through the fucking and shook with an orgasm as I pumped my cum into her.
Afterwards as we straightened our clothing, I asked what had changed. Jackie informed me that her boyfriend had cheated on her and she had kicked him out nearly two weeks ago. She informed me like her younger sister she cannot go for more than a week or so without a good fucking. I joked that I had better remain on standby then. I was surprised that Jackie had said that Tessa need sex that much, perhaps I was doing a good job with her. We did make love at lest five times a week and often many more times.
Later I met up with Tessa and felt guilty knowing that I had fucked her sister. I had told Tessa many weeks back that her sister was a flirt with me, and when she asked that evening had I seen her sister I told her I had. Tessa told me that Jackie had kicked her boyfriend out for cheating. I pretended not to know. That night in bed I ended up trying to compare them as I fucked Tessa. I just hoped that Tessa didn’t realize what was going on in my head.
It was just over a week later when Jackie pulled me into a store cupboard and we both had to try to be quiet as we fucked. We came out the store cupboard to find we were locked in. Frank had locked up while we were fucking. It was a good job that I had my keys on me and could let us out. I told Jackie that it couldn’t happen at work again. Jackie agreed and said I would have to come to her flat. I asked wasn’t that risky as her sister had the flat next to hers. Jackie assured me it was alright.
Later that evening I was in Tessa’s flat, and I had just finished fucking her. I was laid there feeling a little guilty knowing I had fucked her siter just a few hours earlier. “How was my sister today?” Tessa asked. I said that I thought she seemed ok and asked why she asked. Tessa told me that she was worried that her sister’s latest boyfriend, with benefits, wasn’t keeping her sister satisfied enough as her sister needed a lot of loving. I answered oh as if to say does she. Tessa laughed and said, “Didn’t you know that?” I tried to look confused. Tessa had got out her bed and started dressing. Then she walked down the hall and out the front door. I could hear her knocking on another front door.
In under a minute Tessa was back along with her Jackie. I pulled the covers up to cover my chest. Not sure why as both women had seen and felt my chest on them as we had made love. I was still confused as to what was going on. Tessa turned to Jackie and asked, “Didn’t you tell him that you need a good shagging at least once a week?” Jackie answered yes and added that she had also told me that Tessa also needed lots of love. Tessa turned to me and asked, “So why aren’t you keeping Jackie happy?”
What do you say to your girlfriend when she asks why aren’t you shagging her sister enough? Clearly, they both knew that I was sleeping with their sisters. I shuddered to think how this was going to end. Then they both burst out laughing. When they finally stopped laughing Tessa told me that I had better go with Jackie and make sure I gave her a good one. I was dressed quickly, and Tessa pushed me out of her flat and Jackie pulled me into hers. It took some while before my cock was happy to perform again. I spent the night with Jackie and fucked her again in the morning.
During the day at work Jackie told me that she and Tessa wanted to talk to me after work. She wouldn’t say why. We met up and went to a quiet pub. After sitting down with drinks Tessa kicked off by telling me that Jackie had told her about our first fuck in the toilets almost as soon as we parted that evening. In fact, Tessa knew even before we met up that evening that I had fucked her sister. She told me that it wasn’t the first time that they had shared a boyfriend, although it was the first time that they had both fucked the same boy. They were both smiling, so they weren’t upset with me, and they didn’t seem upset with each other either.
Jackie continued that they were both happy to see me but if I wanted just one of them, I needed to let them know and not muck them around. I told them that whilst Jackie had started out as a fling after kicking out her boyfriend, I had become as besotted with her as I was with Tessa and the thought of giving one of them up had never crossed my mind. My only thought had been how to keep them both happy and keep it from each other. Now they both knew my only goal would be to keep them both happy. Tessa and Jackie looked at each other and smiled. Looked like I had scored a three way with all parties happy with it.
I asked how it would work. It was clear that they had both talked about it and they suggested that I slept alternate nights with them. They even suggested that I gave up my own flat and moved all my stuff between their two flats. Then I only had to move next door each night. It sounded good but I wanted to see things work before getting that committed and give up my safe area. Tessa joked that as Jackie had me overnight, I was hers tonight. I was beginning to feel like a plaything. I asked what would happen if I was unable to perform one evening. They both said that I would still move to the next bed for the night. I agreed to give it a go. After all, it did mean that I was guaranteed pussy every night and if it all went wrong, I could move back to my own flat and start again.
I spent that night with Tessa. It had started and over the next few months I moved from flat to flat and moved most of my stuff to their flats. I was surprised just how well it worked and when the three of us were together the pair of them talked about us like I was two different people. Tessa would talk about her man and Jackie would do the same. I even caught them once comparing their men’s performance and the best positions. They were both talking about me and what I did with each of them. There was no jealousy, and it even seemed that they were trying to pick up ideas of things to try with me.
On another occasion when we were together, they were giving me a hard time. To diffuse their attack on me I suggested a threesome. Jackie seemed interested but Tessa said there was no chance of that. I decide not to pursue it but suggested that as things had worked so well, I was prepared to give up my flat if the two of them did the same and we bought somewhere all together. Tessa was the one that seemed most happy about it and we asked Jackie why she was hesitant. I nearly fell off the chair when she told us that she was pregnant with my baby. I was over the moon until it dawned on me how that would impact on Tessa.
I told them it was even more the right time for the three of us set up together in our own home. They both seemed pleased and agreed we should go ahead with the move so long as we had an agreement that all three owned the property. It took seven months to find and get our new property. By then it wasn’t going to be long before the baby would be born. I made a huge effort to see that both were happy in and out of bed. Then Guss arrived. To say he was disruptive didn’t come close. Jackie just wanted sleep and needed support and not sex. Tessa still needed her regular shagging. Then Tessa told us she was now pregnant.
I assured both of them it could, and still would work. I think Jackie was too tired to think about it and Tessa was too focused on becoming a mother. To say I worked hard to keep both of them happy didn’t come close. Then we were a family of five. I was getting exhausted, two women to keep happy as well as two children and a mortgage to maintain.
The money side got easier with a promotion and a pay rise. Guss was getting less demanding, and Angel was sleeping better. Then Jackie informed us that she was pregnant again. Instead of pulling us apart it seemed to bond us closer together. Then it wasn’t long after Robert was born that Tessa was starting her second pregnancy. I suggested that I had the chop as although I love each and every one of my children, and of course my women, I didn’t want any more of either children or women.
I was shocked that both Jackie and Tessa said no they didn’t want me under the knife, and they would both be more careful not to get pregnant again. The first two were starting school. It was strange at parents evening having to see one teacher with Jackie and the other teacher with Tessa. I could hear tongues wagging. It was good in some ways that Jackie and Tessa didn’t look that much alike anymore. If that was awkward when the second two started school and were asked who was their dad, they both pointed to me and when asked about mums they pointed to either Jackie or Tessa. It seemed even stranger that they called the other one Auntie. The school had some pretty confused teachers.
None of the kids seemed to have any problems with it. It was only when Angel turned fifteen, she asked how comes that their aunty also had children by me. We decided to tell her the whole truth. She had also noticed that I still slept one night with one mother and the next night with the other mother. She seemed to just accept it. Guss seemed to handle it harder than any of the other three kids.
All our kids now have kids of their own and I guess it won’t be long before they have to explain that their grandad is with both grandmothers. Guss has got used to things and came around when he found love and got married. Now close to retirement I am looking forward to spending as much time as I can with both women. I’m a little relieved that these days neither has the sex drive they used to have. In all our years the word marriage was never raised. I wouldn’t raise it as how could I possible choose I just love both of them too much to upset the other one.
