The Neighbor

A few years ago before I was married I lived across the street from a lady that everyone on the street considered "the crazy cat lady". Everybody avoided her but I decided to see if the rumors were true. Long story shortened, we became friends and she told me that she liked being the crazy lady.....people left her alone. She was in her mid-50's, skinny and barely had any tits, just the opposite of what I prefer but she carried herself well and she always looked good in her spandex shorts and tank tops.
Any time she needed help with something I was the one she'd ask and I didn't mind.
One day she called and asked if I could help her put up some shelves, I didn't have anything going on so I went over. While we were hanging the shelves she kept moving in front of me, her ass sliding across the front of my pants and eventually I got hard. She must have felt my cock every time her ass rubbed against me and I noticed that her nipples were trying to poke through her shirt. When the shelves were up I said to myself....why not.....see what happens.....and I reached around her and started playing with her tits through her shirt. She didn't pull away or make any move to stop me so I got bolder and moved my hands under her shirt. As I pinched and rubbed her nipples, she rubbed her ass against me harder and harder. Then she reached back, pulled down my zipper and my cock jumped into her hand. She stroked it a few times then I felt her pull her shorts down and my cock nestled between her asscheeks. She bent over and guided my cock into her dripping pussy. She eased back until I was all the way in and then she started rotating her hips, her pussy was extremely tight and I wasn't going to last very long. All of a sudden she started shaking and her pussy started squeezing my cock and I felt a warm flush of fluid go over my cock and onto my balls. I couldn't hold back any longer, I grunted and shot my cum deep into her pussy. She stayed still for a minute or so, then pulled off my cock, pulled up her shorts and carried on like nothing had happened. I'm standing there sith my cock out and am in shock. I stuff my cock back in my pants and she thanks me for helping her and rushes me out the door.
I go home wondering why she changed so quick, but gave up and went on with my day.

A few days later I needed to borrow something from her and went across the street. She didn't answer the front door so I went around back. She wasn't in her garage so I went to the back door and looked in. I saw her sitting slumped over her dining table. I knocked but she didn't respond. The door was unlocked so I went in to check on her. I saw the empty pint bottle of vodka on the table.......she was drunk. She roused up when I shook her and I could tell that the bottle I saw probably wasn't the first. She looked up at me and asked if I could help her to the bathroom. I managed to get her on her feet and let her lean (hang) on me down the hall to her bathroom. She was in there for a few minutes, then I heard the shower come on. I started to leave but thought I should stay until she was out of the bathroom. A few minutes later she came out, hair wet and wrapped in a towel and still very drunk. She asked if I could help her to her bedroom, so I let her hang on me and I led her to her room. Once there she collapsed on the bed. Her towel had come undone and I could see her naked body. She sat up and pulled me towards the bed. She reached out and pulled at my zipper. I tried to stop her, because I didn't want her doing anything, or me doing anything we would later regret because of alcohol. She persisted and finally got my zipper down and when she had my cock out, took it in her mouth and started sucking. Even drunk she sucked me pretty well. Then she moved back, got on her hands and knees and told me to fuck her. I climbed up in the bed and just as I was sliding my cock into her, she passed out. Well, by this point I wasn't going to leave with a hard-on so I just lay on top of her and pushed into her pussy. I was close to cumming, and I wanted something else, so I pulled out of her pussy and pushed my cock into her asshole. She roused up a little as I entered her, mumbled something I didn't understand but I kept pushing into her. I didn't last long, and I filled her ass with my cum. I got up, zipped up and went home.
A couple days later she came over and told me that if I wanted to fuck her ass, I didn't need to wait for her to get drunk, all I needed to do was ask.
That started our weekly assfucking sessions that lasted for a couple months. In between assfuckings we fucked and sucked in just about every position, inside and out in the yard day or night.