This happened just after I turned 18. I was a senior in high school and on the baseball team. It was Saturday and we had practice, but when I got to the field the coach told us to go home because the field was very muddy. When I got home, I walked to my room. On the way to my room, I passed Amanda's room. Amanda was a friend of my mother's who had fallen on hard times. She was unemployed and needed a place to stay, so my mother let her stay with us. My mother knew Amanda from college. Amanda was 38 years old and was a little chubby, but not fat. She had big breasts and was not too tall or short. She had an average face, but not that pretty.
When I passed Amanda's room, the door was slightly open and I heard a buzzing sound. I looked in and saw Amanda lying on her back on her bed. She was wearing black heels, stockings, and a garter belt. She was topless and her large breasts were hanging to her sides. Her legs were spread and she was using a sex toy that worked both her clit and her pussy. I could not believe what 'Aunt Amanda' was doing. My dick became rock hard almost instantly. I just watched as she worked the toy in and out her pussy. Her eyes were closed and she would occasionally moan.
After a few minutes, I accidentally leaned on the door and it creaked. Amanda opened her eyes and looked at the door. She saw me. I quickly ran to my room next to hers and closed the door. About five minutes later Amanda knocked on my door. When she came in, she was still wearing the heels, stockings and garter belt! She also had a long black gown on.
'Can I sit down?' she said.
'Sure.' I said.
She walked over and sat next to me on my bed. I had had some girlfriends in the past and we had fooled around, but having a mature woman in lingerie sitting next to me was something I had only dreamed of. My dick started getting rock hard again. She said that people have sexual needs and that since her divorce she started masturbating to meet those needs. She also said that she masturbated every Saturday while I was at practice and my mother was at work and that dressing in lingerie made her feel sexy and got her horny. While she was telling me this, my dick was throbbing and I started to squirm.
She noticed my movements and said 'What is it? Am I making you uncomfortable?'
'Wwwwwwell...yes.' I said.
She then smiled a little and got off the bed and turned towards me.
She said 'You know I never got to finish. Do you want to finish together?'
Before I could respond, she undid her robe and let it fall to the ground. She had put black panties on but was topless. Her boobs sagged a lot, but were big with giant nipples. The look on my face must have been priceless. She then asked me to stand up. After I stood up she slowly approached me, knelt down in front of me and pulled my sweatpants and underwear down. She looked at my erect cock and said she like it. Amanda then grabbed my cock and started stroking it slowly. I could not believe that 'Aunt Amanda' was giving me a handjob! She really knew what she was doing and I lasted much longer than I thought I would. When I came the waves of pleasure were so intense that right after I fell on my bed exhausted. As I looked at Amanda I saw that her panties were soaked. Seeing that I was exhausted, she smiled, picked up her robe, and left my room. She finished herself in her room.
After being masturbated, I took a long nap. Sometime after I woke up, Amanda came back in my room fully dressed. This time she was upset and begged me not to tell my mother. When I said I would not tell my mother she hugged me and said thanks. Then she asked if I liked what we did. I said that I liked it a lot. She then asked if I would like to do it again sometime and I said yes. Every Saturday after baseball season but before I left for college we had mutual masturbation sessions. Amanda's pussy mound was very hairy but after I made a comment she shaved it down to a landing strip. She is a horny bitch and loves dirty talk. She taught me so much about pleasing a woman, which came in handy in college this year. I missed Amanda's hand-jobs while at college but am excited because she is still living with my mother and I will be home for the summer!