Like many other boys my early sexual influences were driven by my mother. She was a single mother and I was an only child so I had plenty of opportunities together with the privacy to learn all about my cock, masturbation and what made me hard. My mother was my main influence but my it was with my grandmother that I took things a lot further. My grandmother was a widow and was a very quiet compliant woman. She hated confrontation of any kind. I had always been mature for my age, a problem child, always in trouble with one thing or another. Very forward and unashamed, this new thing sex and masturbation fascinated me and my life revolved around it. I had been masturbating into my mother panties, pantyhose and bras for several months so one day when spending time at my grandmothers house it didn’t take me long to find a way to get into her laundry basket. Filling her bras and panties with cum became a regular thing and getting more and more daring I would do this with the door open almost wanting her to walk in on me. I wanted to see her reaction knowing that there was nothing she could do without causing problems with my mother. I would walk around her house in just my underwear and a very obvious hardon in front of her which embarrassed her and so I took this further by walking around naked and hard. I wanted to see her look at me, the embarrassment in her face, wondering what she would say. She would tell me to go and get dressed, which of course I didn’t and then one day I had a wank into a pair of her black lace panties and absolutely flooded them with cum. I made sure that I was very loud and obvious and when I had finished I left the soaked panties on her bed.

I might add more here if there is any interest at some point.