This story is about a guy called Ben. I met him during COVID, and for a while, he was my resident fuck toy; to be honest, he was a great fuck; he was 62 when I met him, but he was very attractive, looking a lot younger than his actual years. This story is based on facts that were told to and shown to me and involves Ben, his grandmother, his sisters, and his mother's twin sister, plus a few other women who made fleeting appearances in his bed for some reason or another.
It apparently started when he came of age. Ben had quite a few girlfriends while growing up, including a French exchange teacher at his school. It was his last year at school, and he had made it to 18. He told me that he was still a virgin when he was set to leave school, but this changed shortly after he met Ms. Leana Dupont. She was 24 years old, about 5'3 in height with small breasts B cup but an hourglass figure with 35-24-33 blonde hair that shaped her face into a classic beauty without the use of too much make-up, or so he said.
How do I know this, I hear you ask? Well, Ben had a log of all his female conquests that included photos and drawings of them naked and dressed, details of their size and age at the time of their affairs, along with sexual preferences and what they did together and where. I must admit that at first, I found it very creepy, but as I got to know Ben better, he said it was his way of keeping their memory alive and not for any nefarious reason, and I believe that to be true, so I agreed that he could add me to his little black book.
Anyway, I digress. Leana Dupont apparently came to live with Ben's family as they owned a large house that had a separate annexe that was at one time the stables for the main building, but now it was a self-contained studio apartment that opened up onto their back garden. Ben told me that he was swimming in their pool when he first noticed her and did not know at the time she was to become his teacher in so many ways. She was wearing a large open shirt with a triangle bikini that hung to her small, curved body to perfection. His words, not mine, came over to the pool, asking him if she may join him. He of course said yes, and what a hot-blooded 18-year-old wouldn't.
She dropped her shirt at the edge of the pool, showing off her peach-colored bikini, then slowly walked down the corner steps into the water and didn't seem to care that her bikini turned transparent as soon as it got wet, allowing Ben full view of her hidden pleasures of this French beauty that were now only hidden by the ripples of the water. She swam a few lengths before she challenged Ben to a race. At first Ben declined, but as she swam up and down, his mind started to think of ways to make this work in his favor.
"Ok, if I win, what do I get? Asked Ben, somewhat stumbling over his words.
Leana stopped swimming, asking what he wanted. Ben thought for a while then spurted out that he wanted to see her naked, to which she laughed. Asking what she got when she won. "I will take you out for dinner." He said, hoping that it would end up with the same result at the end of the evening.
They set the rules for the race and decided that it would be fair to have a mixed-stroke race of freestyle and breaststroke of two lengths in each discipline, and it would be two out of three races with each of them calling the start. Leans added that the winner of each heat would be kissed by the loser. This concept confused Ben as he assumed it would be the same regardless of who won, admitting to his naivety.
The pair joked as they set up the first race. Leana called the start and set off so fast that it was not until she was halfway down the pool that he set off. However, his strength meant that by the first turn, he had caught up, and they were neck and neck as they started the breaststroke. Lenea's slim figure functioned far better in this discipline, and she took the lead easily, winning standing at the shallow end of the pool as he took his last two strokes.
