This all happened around 40 years ago when I was in my mid 20’s. I went on holiday with my then girlfriend to Jamaica. The beach right next to our hotel was gorgeous, so every day we took ourselves off to a quiet ish spot. It was never busy, but a few others around. We went to the same spot, and had 50m either side to ourselves. On the second week, a single older woman came to our part of the beach, and set up a good distance away so as not to be intrusive, but close enough that I could see her. She was around 40/45, slender, small frame, very pretty, with long dark hair tied back. She looked very chic, and moved in such a classy way, I assumed she was French or Italian. Every day she went to the same spot, and I found myself watching her slyly as she put her lotion on, lay and read, sat up and looked around, sometimes catching me looking at her. She wore a one piece swimsuit which was very sexy indeed - my girlfriend wore a bikini which was also hot!! Every lunchtime she would walk back past us along the beach to go back to the hotel, and I would watch her get up, stroll slowly towards us, and after she has passed, I would turn my head the other way to watch her walk off. This continued for a few days. On the fourth day, she got up, looked my way, I’m sure I saw a gentle smile and she headed towards us. I watched her closely, and she caught my eye, and again, a slight smile, but not that my girlfriend would notice. She walked past, but then, when she was a good instance away she looked back towards us, and again, that slight smile. I thought, it’s now or never, so made my excuses to go back to our apartment for some more lotion, and to get some more beers. I followed at a discreet distance, and again, she looked round and saw me following. On reaching the hotel, she went up the stairs that also went to our room, but only up one floor, and walked along a corridor. I followed gingerly, not sure if I was reading the situation wrong. She reached her door, unlocked it, and went inside. As I reached the door, I noticed it wasn’t shut properly, so gently pushed it open. She was inside at the far end near the doors to her balcony. I closed the door and she turned and walked towards me. I went to say something but she just put her finger to her lips. As she walked towards me, she pulled one strap of her swimsuit off, then the other, then pulled it down slightly baring her breasts to me. As I imagined, they weren’t big, but beautifully formed, with hard nipples to die for! She pressed herself against me, and we kissed, long and deep. I pulled her towards me, my hands on her pert bum, so she could feel my hard cock in my swimming trunks. She broke away, and still silent, dropped to her knees in front of me. She pulled my swimming trunks down, releasing my rock hard cock ( I’m around 8” when fully erect), and in one movement, pulled my cock into her mouth and started to lick and suck me, sensually, just as I imagined a classy woman would. I couldn’t help myself, I put my hands on the back of her head and pulled her mouth onto my cock further, and slowly started to fuck her mouth. I knew I wouldn’t last long as my girlfriend didn’t like giving me head too often, so all too soon I could feel I was going to cum. I looked down, and went to say something, but she just looked up at me and continued to suck and let me fuck her mouth, so I came, spurt after spurt in her mouth, spunk filling her mouth, and me thrusting even harder. This gorgeous, classy, sexy, sweet looking woman had just sucked my cock and made me cum in her mouth, and now my cum was dripping from her mouth. She looked up at me and swallowed it all. I couldn’t believe my luck. I pulled her to her feet, manoeuvred her back towards the bed, and gently pushed her onto her back. I’m sucked on her tits, her nipples so hard, then pulled her swimsuit right down, so for the first time I could see her shaven wet cunt. She was clearly turned on, so wet, so I went down on her, my tongue licking her labia, her pussy lips, her cunt, and gently licking her clit making her squirm. After I licked her clit, I pushed one finger, then 2 into her wet cunt, and started to masturbate her. I sucked on her tits, fingered her pussy, and before too long, she was cumming under my touches. Her legs clamped around my fingers, but I kept rubbing, making her cum again straight away. A gorgeous, older classy woman, with her cunt wide open for me, I’d really lucked out. We never said a word, I had to get back to my girlfriend on the beach with a couple of beers, so left her lying on the bed.

The next day, around lunchtime, again, she headed for the hotel, and I followed, this time a little further back so my girlfriend didn’t realise what was happening. Again, the door to her room was open, but this time, the seemingly demure, maybe shy, well to do woman in a swimsuit on the beach, was already naked on her bed, on all fours, with her sweet arse pointing towards the door as I walked in. She turned slightly towards me, put her finger to her lips again, and put her head back down, leaving her already wet pussy, pen and ready for me. As my cock hadn’t actually been in her cunt the day before, I pulled my trunks off and rubbed the tip across her wet lips, before pushing every inch of my hard on into her pussy right up to the hilt, making her gasp. There was no pretence this time, I just fucked her, hard and fast pulling out as far as I could then slamming every inch back up her tight pussy. Never imagining I would get away with it, I licked a finger, and placed it at the entrance to her anus. Nothing was said, so as I fucked her, I slipped a finger in to her arse and started to frig her arsehole. If anything, she seemed to love it more, so I took much cock out of her pussy, and as it was already soaked with her juice, slipped it slowly into her arsehole. She tensed up as I remember, but never stopped what was happening, so I spent a happy few minutes fucking the anus of this sexy, sweet and innocent looking older woman. I didn’t last long of course, and soon spunked a good load inside her anus, and started to go soft. I collapsed on top of her, and we lay there for a few moments, with my cock going soft inside the tightest arsehole I’ve ever had the pleasure of, before once again, leaving silently and returning to my girlfriend on the beach.

The next day, she was nowhere to be seen, and that was our last day, so I guess her holiday must of ended. I’ve no idea of her name, we never said a word, I don’t even know what nationality she was but she was the best fucks I have ever had, no question.