When I was around fourteen years old I had this crush on the next door neighbor girl Amber. The only problem was whenever I was around her, or any girl for that matter, I got tongue tied and totally befuzzled. So I mostly did my admiring from afar. That meant hiding, if you will, in the basement and spying on Amber through the basement window.
One summer evening Amber was out in her backyard sunbathing. I was doing something, I can't remember what, when I noticed her. Well I quickly decided that the basement was the place for me. I went down there and looked around to see if anyone happened to be there. Finding the basement vacant I made my way over to the window that faced onto our neighbor's back yard. Then I looked out and saw Amber lying on a blanket half naked.
As soon as I saw Amber with nothing on but a bikini my cock leapt to attention. I quickly unzipped my pants and pulled it out. Then I began a slow and methodical jerk. I guess I must have spent 15 or 20 minutes playing with myself before I finally cummed. I cleaned up my mess and went back upstairs having temporarily satisfied my teenage lust.
I was sitting in the den watching tv later when my mom came over and sat down next to me. Since she hardly ever did that I figured something must be up. Then she said that earlier she was headed for the basement when she caught me playing with myself. She said she knew that I hadn't noticed her and so she turned around and went back upstairs and just left me to finish what I was doing.
As you might expect I was mortified. I didn't want my mother to know that I jacked off let alone to catch me at it. Then she went on to tell me that it was ok to masturbate and that most young boys do it. Then she added that from then on I was to make sure that I either locked the basement door or found another way to make sure I was not going to be discovered at it.
From then on I was more careful. However, I often fantasized afterwards about my mom catching me playing with myself and usually jacked off at the thought.