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Amy and I - The Beginning

Posted by: Age: 27 Posted on: 6 comments
6 likes 39 views Category: Masturbation Female-Male Tags: masturbate, CFNM, handjob

Amy and I had an on-again off-again relationship for a number of years.​​​​​​​Amy was married at the time and may well still be. Here's how we started ... I may add more stories


Amy and I were colleagues. I was a project leader at the time, technically her boss, but we functioned like equals in the team. As a hobby at the time I took evening classes in woodworking (not carpentry). She showed an interest and would ask me questions from time to time about woodworking tools and materials and what I was working on.

Amy is athletic ... smaller than average ... short dark-blonde hair. Not sinewy athletic ... her body is soft and nicely proportioned. She has beautiful breasts (I discovered later in our relationship) ... small and lovely to touch. She played tennis and trained religiously to develop stamina.

My workshop at home was the garage. I was married at the time. The house was quite old and the garage had barn doors, not the modern roll up or tip up. When I was in my workshop I'd open one side just a foot or so and wedge it like that ... to allow better air flow through.

Amy suddenly resigned and left the project. She told me she wanted to spend time at home. It made no sense. Reflecting back I think she was attracted to me and realizing I would not have an affair with a colleague she decided to resign ... unconfirmed speculation.

Her home was not far from mine. She changed the route she had for her several-times-a-week run so she went past my house. Nothing unusual about that on the face of it, but my speculation is she had a plan. One day I was in my workshop ... one half of the garage doors open a little ... one could not see into the garage from the street. Next thing I see her head and shoulders pop through the gap and ... Hi with big smiles and laughing eyes. Panting a bit she said, "I was running past and wanted to just give you a friendly smile," and off she went again.

Next time she popped through the gap she asked, "Can I come in and see what you are doing?" She had white shorts, white top and white running shoes. She loved pastel colors ... never saw her wear hard colors.

This is becoming a long story. I'm giving you background to illustrate that I was getting subtle messages from her.

The next sequence is a bit foggy in my memory. I can't recall exactly how things occurred ... it's more or less how it was and if I were to tell it again it may be somewhat different. She came in and while "examining" what I was doing she was way closer than necessary, touching, looking at me with smiling eyes. I had on baggy shorts and her legs brushed against me a few times. There was some bodies together moments and some kissing, but I think the kissing was after she jerked me off. I do remember her saying, touching my erection, "Oooo... we can't have you suffering this discomfort, can we now?"

I don't remember if I took out my cock for her or if she put her hands in my pants and pulled it out. I didn't pull my pants down ... my cock was protruding from the left side of my shorts ... I was half sitting, half leaning against the work bench. I was a little nervous because of the possibility of us being discovered ... that's probably why it took me longer than usual to cum. We were both looking down at my cock in her hands and she kept looking up at my face and smiling and assuring me the hard discomfort will be over in a moment ... as soon as I cum ... it will be really nice ... ooooo! Look it's going to happen! As my cock got really, really hard just before my orgasm. She giggled as my body jerked and cum spurted out between us onto the floor. We kissed. We may have also kissed earlier in the incident but I don't recall if it was before she touched my cock or after. LOL she was right, my hard discomfort quickly subsided.

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