I was 15 almost 16 at the time this happened. Jack Williams and I had been playmates since around the age of 10. He was a few months younger than me. We did just about everything together. Including jerking off when we were in our teens. We often discussed our mothers in a sexual way. Mostly mine because my mom was a fox back then. Jack's mom was rather plain looking and some what over weight. She had long dark brown hair, a fairly large set of tits, wide hips, but her legs were not really fat in fact that was one thing about her that always turned me on. I never fantasized about her sexually until one day I saw her with just a girdle and stockings on. I'll explain that later.

Cindy as she later insisted that I call her was a single parent to Jack. Her husband had died in a work related accident long before I met Jack. She never remarried and as far as I could tell never dated. I think her bit of extra weight she had put on since her husband's death gave her a complex causing her to kind of withdraw from any social opportunities. His death had left her somewhat financially healthy enough to buy a small grocery store in our town. She worked there as well as two other girls she hired. Quite often Jack and I would help out also by delivering groceries.

Jack and I used to take turns staying at each other's houses since we lived on opposite sides of town. But being a small town there was only one high school which we both went to and had most of the same classes. He had a stash of dirty magazines that his dad used to have which he found in a storage box in the attic. We used to look at them in his room and jerk off. Sexual contact between us progressed to jerking each other off now and then but that was as far as it went.

While his cock was a lot smaller than mine I wasn't a stud either! We used to measure a lot as we grew. Mine at age 15 was 6" hard and thicker than his. He had 4 3/4 inches hard and fairly slender compared to mine. He was circumcised and I was not. Quite a few of our jerk off session would include Jack asking about my mother. I knew it excited him so I made up quite a bit of what I told him. Although I had seen my mother in different stages of dress and even caught a glimpse of my mom and dad having sex once. Also for whatever reason when we ejaculated I beat his 3 to one. I shot further thicker and larger amounts by far, especially if Jack was jerking my cock for me. It felt a lot better than my own hand for sure. He also liked it when I did him.

Anyway it was a Saturday morning and I was heading over to Jack's. He saw me form his window and told me to come in and up to his room. As I entered the back door into the kitchen there in the laundry room was his mother who hadn't heard me come in. She was busy bending over into the washing machine. She was wearing a girdle and stockings snapped to it. It was the type of girdle which had no crotch in it! As she bent over I could see everything she had. My cock immediately began to fill with blood on its journey to rigidity. I could see her entire ass, her hairy bush and even her pussy lips spreading as she moved around slightly. As I watched frozen at the site I felt dizzy and felt like I would cum in my pants any second.

Then I did a very stupid thing. I reached down and rubbed my hard cock for only a second. The next thing I knew I was blowing my load inside of my pants. It felt so good I let out a loud moan. Jack's mother heard it and straightened up and turned around. Then I really began spraying the inside of my pants. She wasn't wearing anything on top! Her big tits were bare and displaying her huge nipples to me for a second until she tried to cover herself with her hands.

"OH MY GOODNESS Donny I didn't know you were here!" ......(cont)