Here is the fourth instalment from reading through my old diaries. This time it involves Tracy (name changed) who I met on a conventional dating site in early 2011. She was 51, two years older than me – blonde, size 14 and I was to find out lovely 38 DD tits with very small but very sensitive nipples.
She had ended a relationship with a lawyer after finding out he had visiting Thai massage parlours and getting more than just a happy ending. We met in a bar near Covent Garden and got on really well. So well that by 10.30 pm she was on a tube coming back to my place. I am not sure who first suggested it and it is the only time I ever gone to bed on a first date. We both knew she wasn’t coming back for coffee.
Once in the house we went straight up to the bedroom and collapsed on the bed kissing and trying to remove each other’s clothes. In the end we decided it easier and quicker to undress ourselves. I remember as she removed her top I first got to see those wonderful tits enclosed in a blue lacey bra. It was even better when that came off. As her matching knickers came off I saw she was a natural blond with a neatly trimmed pussy. That demanded my immediate attention and I was slurping and licking her and getting appreciative groans.
I then found out she loved talking dirty as she said “quick – get that cock in my cunt” and kneeled forward on the bed. She was very wet and so I slipped straight in. “that’s it now fuck me hard”. She also liked being spanked and having her hair pulled. Having had a few drinks I was able to last quite a while before filling her up. We then laid and cuddled before she sucked me back to life before mounting me – I loved watching her tits bouncing around. They were also well fondled as she rode us both to another climax. I then had to drive her across London so she could collect her car before going home as she had work the next day.
I was obviously keen to keep seeing her as I was beginning to feel the need to settle down after a fairly wild 6 years since I divorced. At her instigation about six months later we went to try out a well known establishment in Brighton. Having undressed and taken our towels we went down to an area where there was a swimming pool and larger sauna type areas. After a naked swim we went to the latter. We had been told no playing in that area – that did not stop her stroking my cock to a hard erection which I had to quickly to cover when another couple came in.
After a while we ventured upstairs into the play areas. For the first time in my life I found myself watching another couple (well two couples to be precise) having sex. I assumed the couples had swapped partners as there was a bit of an age difference. The younger girl was riding an older guy reverse cowgirl style whilst his fingers were obviously exploring her arse. His partner was on her back being pounded by a younger guy – she keep shouting “harder, harder”.
This was all too much for me – so I pulled Tracy into one of the private rooms, shut the door, bent her over and entered her quickly. I only lasted a few minutes before emptying myself into her. “you obviously needed that” she commented as she stood up. We wandered around a bit more watching various couples – some just relaxing and others just stroking each other. We found an empty area with a space like two double beds next to each other. The lighting was quite dim. So we sat down and started to kiss and stroke each other. I was sliding my fingers in and out of her pussy which was still sticky with my earlier cum.
As she changed positions to take me in her mouth – she whispered to me “there’s a couple watching us – shall I invite them to join us”. I nodded and she beckoned them over. To start with they matched us playing with themselves. We all gradually edged a bit closer. I was sitting down and Tracy was kneeling beside me wanking my cock will I sucked on her nipples. I then sensed the other couple were much closer than before. I was then conscious of a hand caressing Tracy’s other tit. I then felt a change in action on my cock. Tracy had let go of mine and it had been replaced by the other woman. I felt it rude not to return the favour so moved my fingers and found a very hairy but wet pussy to such an extent that my finger slid straight in. Soon I was kissing her as well and with my other hand fondling her smaller but very firm tits. I heard a gasp from Tracy obviously his fingers had found her clit. This continued for several minutes then the woman I was fondling stood up and tapped her husband on the shoulder and he did all stood up. With that they left the room. We were both surprised but I needed release so pushed Tracy on to her back and entered her – it only took a few thrusts as I was so turned on before I put another load up her.
Unfortunately, we had to leave then as we had dinner booked out that night back in Brighton Town. So we never got to fully swap partners – I was to have that pleasure several years later albeit not with Tracy. I will tell that story another time.
I was unaware that Tracy was being begged by her previous partner to go back to him saying he was a reformed man. After us being together for about 9 months and having some great fun – in and out of bed – she decided to give him another chance. I was pretty devasted to say the least. It was about two years later I saw her at a business networking event. She had a large rock on her engagement finger and I assumed she was getting married to him. I didn’t ask for details but she did say she missed me.
A few weeks later she messaged me saying could we meet up. She came to my new flat on the excuse of seeing what it was like. She had been there about thirty minutes before we ended up in bed for several hours of sweaty sex. She was an amazing lover. This set a pattern for the next few months. I learnt it was not the lawyer she was engaged to but someone else. The lawyer had began cheating again within a few months – he must have been mad. But she felt she couldn’t tell me as I would have been like I was second choice. I did say it wasn’t too late and she should take a leap of faith and come back to me. I also said I wasn’t going to be hidden away lover. Unfortunately she couldn’t make that step and went on to marry the other guy.
It was another 5 years before I saw her again at another business event. I had since moved out of London and not intentionally but closer to where she was now living. I asked her how things were – to which she said “Like blancmange” which I took to mean – fairly dull and boring. My response was that was a shame as we had always had such exciting times together. “I know” she said. Apparently her husband was 7 or 8 years older and had lost any real interest in being physical with her.
As you may well have guessed – she wanted to come and see my latest house and again we were quickly in bed for several hours. I had already booked a short trip to the Isle of Purbeck for a few days in about 4 weeks time. She managed to escape on pretence of visiting an old friend and join me. We drove down to the hotel and went straight up to the room. She was naked within 3 minutes of entering it and within 10 minutes her mouth was full of my spunk. The following day that was repeated this time in the dunes behind Studland beach. Even though she was almost 60 – her sexual appetite was still immense and loved being fucked from behind and spanked. Her arse was a bit red by the time we left two days later.
We met up a few more times then Covid and lockdown arrived meaning she could not use any excuse to meet up. I think a lot of married people had to put affairs on ice in that time. She remains the best woman I have ever taken to bed. But I wanted someone full time, which I now have and won’t risk losing her by cheating. So I have had to decline renewing our times together. I think both our lives would have been very different had she not gone back to the lawyer.
