Before I tell you about my situation I will tale a few minutes to tell you how I got here. My mates call me Bertie shortened from Dirty Bertie. It came about due to my love of older women. It started when I was eighteen and fell into the clutches of a woman of thirty six. Yes that's right she was twice my age. She took my innocence and virginity at the same time. Her husband was a long distance lorry driver and while away she would do as she pleased with me. I can tell you it was better than any state education. Sadly her husband brought home a Spanish bimbo and installed her in the family home and my lover moved away, never to be seen again. After that I went from one older married woman to the next. There were a few closer to my own age but there's something about older women. My current situation started I was twenty three and I was sadly without a current woman in my life. I was on my way to a mates house when I see another mate, Gareth, in the beer garden of a pub with his girlfriend Roz and what looked like an older version of Roz. When I saw Gareth next I quizzed him about the woman. I asked was he with Roz and her older sister. He said yes and told me that her name was Jean. I had tried my luck with Roz a few years back before she went out with Gareth. She is four years older than me and at a beach party I managed to get my hand in her panties, but no further before we were disturbed. Then Roz was seeing someone else. Gareth offered to set me up with Jean. It was a Friday night and it was wet and cold and threatening to snow. I met Gareth and Roz along with Jean in the lobby of the local cinema. In the light which was very poor I could see that Jean was a fair bit older than Roz and what I had expected, but from what I could see she looked ok. Once in the cinema Gareth and Roz where quickly snogging and Gareth was feeling up Roz's tits. I thought I would try my luck with Jean. As I moved in for a kiss she responded and we were soon necking. I had a hand on her knee and she eased it up her leg under her short skirt to her naked pussy. I thought to myself that I was on to a winner here as I slid a couple of fingers into what felt like a tight pussy. I really don't remember much of the film and neither did Jean. After the film I suggested we went to a pub for a few bevvies before taking her home. Jean quickly agreed. To my annoyance Roz and Gareth decided to come with us. I soon found out why. Once in the pub which was much better lit I could see that Jean was much older than Roz. I guessed probably in her early forties. They wanted to see my reaction when I realized that Jean was a fair bit older. I thought that their mother must have had Roz very late in life. Gareth and I sat with Roz and Jean after getting the drinks. I had again slipped a hand up Jean's skirt and was playing with her soaked pussy. After another round of drinks Roz and Gareth announced that they were going to Gareth's for the night and got up and just before they left Gareth winked at me. I took it to mean that I was in there. I offered to walk Jean home, as it wasn't far, and she readily accepted my offer. On the way we stopped in a bus shelter and snogged for a few minutes and I copped another feel of her pussy. We couldn't hang around long as it was getting colder and beginning to snow. When we got to the house that I knew Roz lived in, Jean invited me in. I had noticed that it was all in darkness. Once inside Jean was on me like a rash. Hands everywhere and as I snogged her and played with her pussy she had my zip down and was trying to fish my semi hard cock out of my trousers. Then she stopped and said, "Let's get more comfortable." I was expecting to go into the lounge, but instead she led me up the stairs and into a bedroom. We were soon naked and from the glow of the bedside table I got my first view of the pussy I had been fingering most of the evening. Her pussy had a small crop of pubes that were trimmed into a heart shape. The other thing I noticed was her fairly large boobs were suffering a little with gravity. Not so bad as if you dived into the valley you could throw one over each shoulder, but enough that they drooped a little when the bra came off. At that point did I care. I was soon between her legs tasting her soaked pussy. One thing about having been broken in by older women they teach you how to pleasure women. I was also reaching and playing with those tits. They were still fairly firm. Jean was moaning and groaning as I teased her clitty. When she could take no more she yelled, "Fuck me, fuck me now." I was a little worried that she might disturb her parents. None the less I was soon between her long slim legs and and sinking my hard cock up to my balls. There was none of that giggly nonsense with younger girls, Jean knew what she like and what she wanted and was quick to tell me. She had raised her legs fairly high and was telling me not to spare the horses. I was plowing her deep and hard and as fast as I could muster. Jean was slapping my arse to spur me on. I'm not sure which of us came first, if there was a first but I was now flat on top of Jean panting for air and she was also panting and gulping air. It was nearly an hour later when we were spooning and I was slowly pumping her pussy as I massaged her tits. Again she was quite noisy with her moans and groans. I knew she came first this time as she groaned so loudly I thought she would wake everyone that was in the house. As we lay together I was looking at her in the glow from the bedside lamp. Her hair was all disheveled unlike earlier when it was neatly groomed and she had a reddish glow to her chest above her tits. I joked saying that I thought she would wake up the rest of the house. "What rest of the house," she inquired, "There's only myself and my daughter Roz that live here and she's at Gareth's for the night." I was a little shocked that I had just fucked Roz's mum and not an older sister as I was led to believe. To be honest I thought it was quite funny that I had fucked the mother of a girl that I had finger fucked some years back. I could feel J.T. beginning to stir again and went back down on Jean. Between the moans I could hear her say something about stamina. When I had enjoyed her pussy enough I rolled her onto her front and fucked her long and hard from behind. I had one hand under her rubbing her clit and the other hand groping a tit. Jean was thrusting her arse to get as much cock as she could get. I dumped my final load of the night, or was it early morning, deep in Jean's pussy after she came again. When I woke Jean was gone. I put on my boxers and went to look for her. She was in the kitchen cooking some bacon and making tea. I sat at the table watching her. In daylight and having been well used the night before and without makeup, it was obvious now that she was older than I had thought. I later found out she was forty six. Not that it worried me, as I have said before that I am into older married ladies. We had just finished our bacon sandwiches when Roz and Gareth walked in. Jean was in a flimsy nighty and I was sat in just my boxers. The look on Roz's face knowing that I had fucked her mother was a picture. Gareth looked shocked. They collected whatever they had forgotten and just before they left I indicated to Gareth that I was going to fuck Jean again. He looked even more shocked. Not only did I fuck her again, but it became a regular thing. At first Roz was embarrassed that having fingered her years back I was now fucking her mum. Gareth told me that he had let me think Jean was Roz's sister as a joke and never expected me to end up fucking her, let alone regularly dating her. I teased him that if he married Roz and I married Jean I would be his father in law, which would be all the funnier as he is older than me by almost a year. Anyway it wasn't to be as almost two years later they were planning their wedding when they had a huge row and broke up. I later learnt that Gareth had been playing away. Then a little over a year later the pandemic hit, and as I spent most of my time with Jean I moved swiftly into her bubble along with Roz. Even before their break up I would often see Roz in just bra and panties and on a few occasions when Gareth stayed over I got to see Roz's tits as she went to the bathroom with them bouncing around. They are just a firmer version of Jeans tits. To my surprise Jean had seen me looking at Roz and said that if I wanted a piece of her I just had to ask. I did and one night found myself in Roz's bed with Jean next door. I find it incredible how different a mother and daughter are in bed. They act, feel and behave so differently in bed. Up till now Jean has allowed me to sleep with Roz on nine occasions and there has been no awkwardness between any of us. Jean even joked that when she is too old for sex I will have a standby. The only thing in the way of that is that Gareth and Roz are talking again. Whether anything will come of it or not remains to be seem. Oh yes, I suggested a threesome with them and got a slap from both of them for my efforts.