58 now 13 then
What I am telling you about happened a long time ago. I am 58 now and this happened when I was 13 or 14. My mom and I were staying at my aunt's house in Asheville N.C. for a week in the summer. My aunt is married to my mom's youngest brother. I've always thought she was hotter than hell. Every morning we would sit around the table in her kitchen talking or eating breakfast. She always wore a loose blouse-like pyjama top and when she would bend over the table I could see she wasn't wearing a bra. Her tits were gorgeous about 36 D's. They were also the first ones I had ever seen up close and personal. I thought at the time she didn't realize what she was doing. Looking back at it now I'm sure she was doing it on purpose.
Well one morning after watching her tits over and over I went back to my room and closed the door. I pulled my pants down and lay down on the bed and started playing with my dick. It was super hard as I thought about Aunt Margie's tits and I really got into jerking off. That was when I looked up and saw my mom standing in the door watching. I was too close to cumming to stop. I lay there jerking off while looking straight into her eyes and shot a load of cum almost all the way up to my chin. She smiled and walked out. I lay there not able to move while I tried to understand what had just happened. I was so embarrassed and didn't know what to do that I was still laying there with my now cum covered and softening little dick still in my hand when my mom walked back in. She had a wash cloth in her hand and sat down on the bed beside me. She placed the warm, wet cloth over my hand and dick and proceeded to clean me up. She softly told me not to be embarrassed, that all boys did it and it was only natural. She said that from then on she would knock on my door before entering but that I should feel free to masturbate when I felt as though I needed it.
I don't know if she had anticipated what happened next but with her rubbing my dick with the cloth I started getting hard again. She looked at it and smiled again. 'Looks like you need to do it again. I will leave you to it.' With that she went out of my room and shut the door behind her.
I took my dick in my hand and started pulling it up and down, thinking of my aunt's tits again and my mom's hands cleaning my dick.
I just couldn't hold back any longer. I came again and it was even more than the first time. It squirted all the way to my chin. That was the first of many times that I may tell more about later.