Drive by luck.

I was just driving to the beach one day, and about a block or two from the beach I noticed a woman out watering her plants in front of her apartment building. She had nothing on but a thin short nightgown, so everytime she bent over, depending on the angle, I either saw part of her ass or a great view of her breast. I circled the block to see if she would still be there, and to my surpise she was. Then I got the idea to park where I can watch her. I sat in my car watching her for about 20 minutes. Your probably saying to yourself who waters plants for 20 minutes? She did. Something was a little off about this womans obsessive behaviour. So now I wanted to play on that. After I saw which apartment she lived in, I moved my car around the corner. I removed my underwear in the car. I then put on my sheer nylon swim trunks that I conveniently cut the lining out of, and walked over to her apartment. Upon reaching the apartment, I could see through her window she wasn't the tidiest person. So I assumed she lived alone. I knocked on the door. She opened it and said "Can I help you?", I said "Is Karen home?", she told me I had the wrong apartment. I then made up some story how I live in the area and planned a beach date with this fake girl. Then I asked her if I could use her bathroom, and suprisingly, she let me in. I struck up a conversation with her, which from the length of it told me she doesn't get out much. All the while she moved about the apartment moving items, unknowingly giving me several clear views of her plump breast. During that conversation, she told me about her oven not working. I immediately told her I could take a look at it. Ashamed of the condition of her kitchen she started to wash the dishes. While she washed the dishes with her back to me, I looked under her nighty several times getting a great view of her pantyless ass. After faking the oven examination, I told her she will need to have a professional look at it, and we proceeded back to the living room. When I sat down I felt a hard on coming about as I was able to see clearly through her nighty as she looked out the window inches from me. I began to touch myself several times when she wasn't looking. Eventually, I had my cock out jerking in this woman home. I didn't cum though. She stated she had to go out for a while, so she needed to get ready. I said "It was a pleasure to meet you, even if it was an accident". I thanked her for her hospitality, then asked if I can come back and visit sometime, she said "That would be nice, I don't get many visitors". Before I left, I reached out to hug her, and she let me. Knowing what I was going to do already, I had a full throbbing hard on. When I hugged her, my cock was flush with her pantyless pussy. She was taken aback by that move, but didn't say anything. So here's where it get's good. I came back two days later, and once again she was wearing a thin tattered nighty, but this time it had spaghetti straps and was more loose fitting than the previous one. I made up some story about my roommate acting crazy and putting me out that morning. I asked her if I could take a quick shower and she let me. I left the door open as she scurried about satisfying her obsessive compulsions moving object from place to place in her living room. She had a clear view of me showering with the door being ajar. I jerked off like it was nobody's business in her shower. And on round two, I had an idea. I came out the shower and asked for a towel. When she came to the door I gave her a great view of my hard on. I intentionally dropped the towel she handed to me, and as I expected she bent down to retrieve it. I asked her for some lotion, and she came back to the bathroom to see me with the towel around my waist. I asked if she could rub some on my back and she kindly obliged. While she was rubbing my back down with lotion, I began to stroke my cock slowly. I increased my pace, when she took notice to what I was doing. She said, "You shouldn't be doing that". I told her, "I'm sorry, but I got so aroused when you were rubbing lotion on me". I then dropped my towel and turned around to face her still jerking my dick. I moved closer to her, she backed against the wall, and asked me "If you're gonna do that, can you hurry up?" That was my go ahead, I jerked my dick frantically, and moved closer to her, spanking against her snatch through her nightgown. Amazingly, she said nothing when I reached for her breast and held it playing with her nipples, while I continued. She began to moan a little, but didn't want to encourage me any more. Seeing that she was slightly into it, I lifted her nighty, continuing to jerk on her exposed hairless pussy. I spread her legs slightly, placed my hard dick in between her legs and and rubbed it on that hotbox of hers. She told me, "No, baby don't do this". But it was too late, I was committed. I could then feel how wet she was getting. I was able to slip my dick into her. She was so wet, and tight for her age. I picked her up and had her stradling me. My dick was throbbing in her. She was now into it. How did I know that, you ask. She went from her mouth being by my ear, to the point where we faced each other lips touching and mouths opened. I began to kiss her and she willingly accepted my kiss. All the while she is getting all of my dick. I felt myself about to cum. She came at the same time, she screamed, "Oh!!", "Shit!!!", "Fuck me!!!!, "Don't stop!!". I went crazy in that pussy. I let out a loud "OOOOOHHHHHH!!!" and came all up in that pussy. I let her down and she went down and clean off the residue with her mouth. I told her I needed a minute. She let me lie down on her bed, telling me she never did that before. I told her that we are gonna become good friends from this point and she agreed. I toweled off, got dressed, gave her a kiss, while sticking my finger in that juicy snatch. Stuck my finger in my mouth and after tasting that, told her I will definitely be back.