My "affair" with my mother got started in a very unusual but exciting way. Exciting for a young teenager anyway.
From what I've read and from personal accounts from acquaintances, most mother-son affairs start with "accidental" encounters like the mother catching the son masturbating or the son walking in on the mother stepping out of the shower. Then things just happened. I've also heard or read about planned encounters where the son or mother purposefully expose themselves to the other or make overt sexual advances toward the other.
My story is a version of the "accidental" encounter, but with an exciting twist.
I was a very normal eighteen-year old male hormone factory in high school. I was just beginning to really explore sex. During my early teens, my friends and I would sneak peeks at our father's Playboy or porno pictures. I had, of course, discovered masturbating and the amazing thrill of an intense orgasm. I had a couple of very brief but pleasant boy-girl experiences. An older girl of 18 had introduced me to mutual oral sex. Another girl had jerked me off and let me finger fuck her. Nothing serious.
My mother was a typical stay-at-home mom and wife in typical American middle-class family, or so I thought. In the brief time I had been even thinking about and experimenting with sex, my mother never entered my mind. Sex and my mother were an alien concept to me. I had never observed my mom exhibiting any sexuality at all. She was very attractive and sexually appealing to other males, but I certainly did not see her in that way. She was relatively young, in good shape and had a great figure. She had 36D tits, a small waist, beautiful long legs, long wavy brunette hair, brilliantly bright green eyes and a stunningly beautiful face. She always turned heads wherever she went. Of course, I was aware of her beauty, but not her sexuality.
Okay, on with the story.
As I said, we were typical middle-class Americans. My stepfather had a good job and traveled a lot. Mom spent her spare time playing bridge and tennis with her girlfriends, mostly neighbors. There were two very close friends I'll call Linda and Jane. They were, like Mom young, athletic and good looking.
I came home one summer day after playing tennis with some friends. It was about 3:00pm and was very hot. I noticed Mom's and Linda's cars in the driveway, but didn't think anything about it since it was their normal tennis day and they almost always went to one or the other's house afterwards.
I went to the kitchen and got a cold drink and went to my room to change. I took a quick shower and slipped on a clean pair of boxers and lay down to relax. When I settled down, I heard sounds coming from Mom and Dad's room. Curious, I went into the hall and the sounds got louder. It was sort of a whimpering sound. Thinking that something was wrong, I went to the door and started to push it open. As I looked in, I got the shock of my life!
I saw Linda reclined in the easy chair in the corner with her head thrown back and her eyes closed. She had her knit tennis shirt pushed up and her bra off. She was squeezing her nipples and massaging her very large breasts. Her legs were spread wide and looped over the chair arms. She was squirming and moaning. Between her spread legs, was my Mom's head!!! Mom was still dressed in her tennis outfit and, in addition to licking Linda's cunt like it was her favorite dessert; she was furiously finger fucking her asshole.
I just stood there with my eyes bugging out, my breathing suspended and my mouth open. I could not comprehend what I was seeing. I'd seen pictures of women eating pussy, and knew that kind of thing happened, but I'd never seen it in person, and, of course would never have associated my own mother with such activity.
Well, as I stood there with my mind trying to catch up with reality, my cock caught on immediately. It was sticking straight up and pushing out of the bottom of my boxers. As my mind focused on what was happening, my hand had, on its own, grabbed my hardon and was stroking up and down from base to head.
Just as I came to my senses, Linda opened her eyes and looked right at me. I froze, terrified, right where I was. My hand froze in mid stroke and I just stood there expecting the worse. Amazingly, Linda just smiled and, putting both hands on Mom's head, she said, "Well, Marge (not my Mom's real name), looks like we've got company." Mom's head jerked up and turned to look. She gasped but did not get up or scream, but she too started to smile a sort of twisted but genuine smile. She never stopped finger fucking Linda's asshole.