Over a period of about six months, I became intimate with one of my best friend's mom. It started slow and casual. She offered to put suntan lotion on me when I went swimming at their house. She winked at me, when she was talking about her thing for Elvis and Donny Osmond. My friends and I were watching a movie at their house in their "sun room" and his mom walks out, and slides off her robe. She's wearing a bikini, and sits in the lounge chair closest to the window. She put oil all over herself. I missed the rest of the film, watching her. I decided to test the waters with some subtle innuendo. Nothing that would get me in trouble. She saw my shoes one day and asked what size I wore. "Thirteen." "Oh." "You know what they say...." She gave me a look of surprise/smile. "Big feet." She laughed. One afternoon after a swim at their house, my friends decided to see "snakes on a plane" matinee. I didn't want to waste my money, so I said i was gonna go home. They rushed to catch the next showing in 20 min, and I kept swimming. I was about to get out, when my friends mom came out in a robe. "Where are the rest of the boys?" "They went to see snakes on a plane." "They just left you here?" "It's not really my type of film. I'm gonna head home in a minute." "Oh. Mind if I join you?" "Sure" and I shrugged. Now, I'd been dreaming about her for six months +, but never imagined anything real would ever come of it. She slipped off her robe, and was naked. She dove in quickly. I'm 18 years old, and my friends 50 year old mom just jumped in a pool naked. I have a raging hard on in about three seconds. She swims over to me. "Mm the water's nice today." She notices the look of shock on my face. "You weren't expecting that, were you?" "Uhhh not really." "It's the only way to swim." I had been with one girl at this point, and that was at the previous year's prom. As ya do. We playfully splashed each other for a bit, and she kept "accidentally" grazing me. Finally, her hand went straight for it, grabbing outside my trunks. Holy shit, holy shit, holy shit. She kissed me. "Wow." More kissing, now with some tongue. I fucked her in the five foot from behind. The neighbors probably heard (and saw) us, but i don't care. The first time was okay, but the water made it kinda difficult. We went inside, and did it again on the kitchen counter. She was a mother of five, and she was still tight as hell. Unfortunately, that's the only time it ever happened. I'm not friends with her son anymore really. He was a bit of a dick. She was still married when this happened, but they were getting a divorce. She's since remarried, but I've only seen her once in the past five years and all we said was a general "how's it going?" C'est la vie.