As a young teenage boy I lived with my mom my parents had separated. We lived in a very rural town and my mom was pretty much the only female I had contact with outside of school. One day started it all when I accidentally saw my mom naked she had gotten out of the shower and was going to her bedroom wearing a towel around her and when she got to her room she didn’t realize I was outside her doorway when she dropped her towel and I got to see all of her as she frantically tried to cover herself up I pretended I wasn’t interested or cared but I serenely did and never forgot that moment. It was the day I became interested in the female body and specially my mom’s. When I went to my bedroom and thought about it I got my first erection jerked off to her. I wanted to see more of her. The day after while she was at work I was in her bedroom going through her panty and bra drawers when I saw a pill bottle on her dresser and it was sleeping pills she had a prescription for that got me very curious. I continued playing with her underwear laying naked on her bed rubbing her panties and bras on me. As I’m her bed I’m trying to think of ways I could see her naked and came up with the idea of putting holes in the bathroom door so I did. My mom came home and later took a shower as I’m peeping through the holes watching her undress and take a shower seeing everything through the clear shower curtain it was awesome watching her run her private parts. 

We were watching tv later on and out of all chances she asked me to go in her bedroom and get to pills of her dresser I’m saying to myself this not real. I came back with them and asked what they were and she told me so I asked her why she took them and she said to slow her mind so she wasn’t thinking all night and she took them. I’m watching her as she can’t keep her eyes open and eventually fell asleep on the couch. I’m was curious now of how deep of a sleep was she in. I got off my chair and went to the side of the couch she was on I could hear her snoring and breathing shallowly I gave her a kiss on the forehead she didn’t move so i knelt down on the floor on the side of her her arm was hanging of the side so I grabbed her hand and rubbed it still no movement so I pulled my short down and shaking like crazy I put my dick in her hand putting her thumb around it and had her stroke me it didn’t take much her warm soft hand made me cum as I’m cumming in her hand she starts coughing she picks her hand up and puts it on her face with my cum on it. I can see my cum dripping down her face and some went in her mouth. I didn’t stick around I wasn’t going to be in the room if she woke up. I woke up a couple hours later and went to use the bathroom and she was still sleeping on the couch so my cum was still on her face.