Where it happened: Babysitting
Langauge: English
Sex: Male
Rating: 5
Category: Straight
My sister who is a year older inherited this babysitting client from a friend. She told my sis that these people where rich out the ass and would pay her well. She started sitting for Becky and Mike and she did come home with some real cash. One weekend they asked her to sit and she was going to be gone, so she asked if I could sit instead of her. They agreed. I drove over and was impressed by this big ass house and pool etc. The kids were cool too. The mother (Becky) was a doll. She was five foot tall, blonde hair, shoulder length. He boob were not very big, but her ass was something else. I could not keep my eyes off of her as she flitted around the house getting ready and making plans for the boys. Two or three times she caught me staring at her. She would smile at me and I would look away. After they left for the evening, I got the boys watching a movie and investigated the house. I looked at her pictures in there bedroom and thought about fucking her in their bed. Later in the evening, one of the boys ask for a certain Disney movie, we could not find it, so he said I needed to look in a dresser above the TV in the master bedroom. While looking for the movie I found a tape with For Mike’s Eyes Only written on it. My curisority was too much. I got the boys to bed and retrieved the tape. I sat down on the bed in their bedroom and started watching the tape. It was a home made tape of Becky in a sexy dress. She was dancing in a really sexy way and had some music going. My dick was hard as a rock. I checked to make sure the boys were asleep and returned to the video with my dick in my hand. As I watched the video, I jacked off. Becky was stripping on the tape and then she climbed on the bed and got a vibrator and started using it and moaning and rubbing her great ass. I came everywhere. I shot a huge load. I watch the video for a few more minutes and then heard one of the boys coming. I turned it off and took care of the boys and returned to watch some more. She was still humping the vibrator and moaning and grinding into the bed. I got hard and shot a second load. Becky was now on her back fingering herself and licking her fingers. I heard another noise and got scared and quickly rewind the tape and returned it to the dresser. A few minutes later they came in from the movies. I got paid and left. That was a Friday evening, on Sunday afternoon, Becky called and asked if I could come over and keep the boys early afternoon. I agreed and arrived as told to. Becky met me at the door in her swim suit. I could not move, I mean my dick was instantly big. She asked me to come with her. I followed her down the long hallway to the master bedroom. She opened the dress and took out the tape. I was about the shit. I could not believe she knew. I thought they must have a camera in the room or something. She looked at me and asked if I had been in the dresser. I told her one of the boys was looking for a Disney tape. She looked less stressed all of a sudden. Then she asked if I had watched the tape. I thought for a moment, then told her I had. I started apologizing and told her I had no ideal and I would not tell anyone. She then sat down on the bed and looked at the tape and then me and then asked if I enjoyed it. I told her I did. She then asked if I had jacked off on one of her towels. I admitted I did that too. She told me she had found the towel in the laundry and knew she had not put it there. She opened it and found cum all inside. She then asked the boys if they had been in the bedroom and they told her I had gotten their movie for them. I asked her to please not fire my sister as she really needed the job. She then asked me if I like what I saw on the tape. I told her yes, she was the most beautiful woman I knew. She motioned for me to sit down on the bed. She asked if I watched all of it. I told her no. I got scared and turned it off. She laughed and said yea, after you creamed in one of my good towels. She laughed again and asked me if I had a girlfriend. I told her I did and she then wanted to know if I had ever fucked her. I told her no, that she would only let me finger her. She then asked if I would like to fuck her. I thought this must be a trick. She stood up and undid her top and let it fall. He tits were small but they had huge nipples. Her nipples stood out about 2 inches. She sat on my leg and directed a nipple into my mouth. She then said suck on it easy and slow. I did exactly as she said. She started breathing really deep and short breaths. Then her back arched and she started humping my leg. I stopped and she grabbed my head and told me not to stopped. Then she just exploded. I mean this woman when crazy. She was grabbing my hair and my back and screaming out Oh God…don’t stop. Then she just slumped over into my chest. She asked me to hold her. I did. After a few moments she stood up and told me to lay back on the bed. I did and she took off my shoes and then my shorts and underwear. My dick was standing straight out. She smiled and said she was going to have fun with all of that dick. One lick and I shot all over her face and my legs. She started laughing and got up and grabbed a towel. She said I was going to soil everyone one of her towels. She cleaned me up and asked me to take her swimsuit bottoms off. I did. She sat down on my chest and started humping me. She started working her way up my chest. Then she got her pussy over my mouth. She instructed me to stick my tongue out and make it hard. With her tiny body, she pivoted her pussy over my tongue. She started moaning and breathing again like she had before. She got faster and and faster on my tongue. My mouth was on fire, but I did not dare stop or move my tongue. Then she came again, and I could feel her juices squirt in my mouth and on my cheeks and chin. She laid down on me. I could feel her pussy pushing against my dick. She kissed me and asked me if I had ever made love to anyone. I told her no, but I really wanted to right now. She just slid down and my hard dick just went in. Her pussy was so wet and and so tight. She told me to lay still. I could feel the muscles in her pussy just working my dick. It was like I was dreaming. Never had jacking off felt anything like this. She asked me not to come in her if I could. I agreeed then shot a big load right in her…she laughed again and told me it was ok this time. It felt so good. After about 15 minutes my dick was hard again. She started licking my chest and kissing me and my dick was back in action. Again she started riding me. This time I grabbed that wonderful and tight ass of hers and worked it up and down on my dick. I told her I was coming and she told me to just do it. I shot another huge load in her. She was so good. She looked at the clock and said we needed to get a quick shower. I quickly agreed. I got to fuck her again in th shower. We got dressed and I asked where the boys were, she said they were with Mike out of town. We got dressed and went out and sat by the pool. She talked about needing someone who would do that on a regular basis. I told her I would be glad to. And I did for about 2 1/2 years. Then they moved after he got a promotion. It was the greatest two+ years of my life.
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