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The Older Coworker

Posted by: Age: 32 Posted on: 0 comments
2 likes 1603 views Category: Masturbation Male-Female Tags: jerk off, co-worker, fantasy
If I knew then what I know now....

When I was in my early twenties, I have to admit---I was very naive. I was horny as hell, but I was naive. That might explain a few things about everything in this story. I used to work at a group home with mentally handicapped people, and most of the time over this four month stretch, my co-worker was this woman that was 30 years old. I have to admit, when I first met her, I didn't think twice about her sexually. Ah hell, who am I fooling... since I was perpetually horny, I thought about sex with her a few times. Anyway, since I worked with her six hours a day, and the residents of the home really didn't talk, she and I started to get to know each other pretty well. Gradually, we started talking about more and more personal things. I told her that I had a girlfriend, and I started to tell her that things were pretty rocky, and I revealed some things about us. I learned that she hadnt had a boyfriend for a while, and she really wanted one. Gradually, the conversation turned to sex. We talked about some of the interesting things that we had done, and for some reason, she started to reveal some very detailed stories. She told me about the time when she was younger and she was giving her boyfriend a blow job at his dad's house. Right before he was about to come, his dad walked in. Fortunately for the both of them, there were no lights on, but as he stopped in the room, he stood there looking in her direction for about 5 seconds. As he was looking, her boyfriend blew his wad in her mouth. She wasn't quite sure if he saw them or not. Gradually, things got to a point where we talked about sex almost the entire time we were together. All the while, I had thought about having sex with her, but one of her stories sent me over the edge... to the point that I was obsessed with the idea of having sex with her. She started telling me about a boyfriend that she had once. She said that they had sex all of the time, and he wanted to try something new. He asked her if he could do her in the ass. During this story, she went into great extensive detail on how they did it, to the degree that I could really picture them. Up until this time, I never really paid too close attention to her ass. While she wasn't fat, she was a little bigger, and she had some enormous tits. After this story, I was constantly looking at her ass (and her ass was quite large as well as her tits)- wondering what it would be like for me to stick my cock in her ass. That night, I went home and jerked myself off a number of times- thinking about her ass. For the last ten or eleven years, I have jerked myself silly---more times than I can count---thinking about all of the interesting things that I wanted to do with her ass. The thing that is really sad about all of this is -knowing what I know now- I could have fucked her up the ass all that I wanted to. Like I said before, I was very naive, and I didn't realize that all of the things that we talked about were signals from her that she wanted to have sex with me. I wish I could go back in time... because I would have fucked that big ass.

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