Back in 2002, my wife had a crush on one of the neighbor guys who lived with his parents down the street from us. He would do a lot of yard work for other neighbors and my wife would often watch from our front window and remark about how hot he was. At the time the guy was 23 and he would be out cutting grass with a push mower or cutting hedges while wearing a pair of work boots and a pair of yellow, shorts that sagged off his hips allowing about an inch of his ass crack to show. On a few instances, she could see the top of his dark pubic hair patch. She would wave at him when he saw her peeking out and he would wave back and keep working.
I devised a plan and one day when she was out getting her hair done I asked Jeremy if he would do some outdoor yard work for me. We agreed on a price and he mentioned that my wife was hot, referring to her as a MILF. Since we didn't have cell phones at the time yet, I invited him into the house and showed him a collection of private pictures of my wife naked that I had on my computer hard drive. Jeremy instantly got a raging hard-on and his shorts were tented out and away from his waist. I knew he had a large cock. Jeremy told me he had masturbated many times while watching my wife out in the backyard around the pool in her bikini.
Jeremy asked me to email him a copy of this particular photo.
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For the remainder of that summer, Jeremy would come over to the house and do odd jobs in the yard. He would always wear his yellow baggy shorts and work boots and my wife would go crazy and watch him while he worked. When I would go out to show him other things to do he would talk very sexual about my wife and all the things he wanted to do. At least once a week I would show him new pictures of her. I loved to see his reaction. Finally, in September of that year, Jeremy got his first chance to seduce my wife and he ended up fucking her on our kitchen table one night.