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Sure, I jerked off to magazines and year book photos, but have never been inside a woman. My boss' wife, June, was 45 years old and stunning; tall, statuesque, brunette, with an accent that would make any cock tingle. She had three daughters, the oldest being a professional model, and the mom was the more beautiful. I started working for the company straight out of high school as shipper/receiver, then also managed a warehouse they were leasing downtown. I often left the store in a cube van, so June would ask me to pick up the other two daughters from school or other events. Things in the family became stressed when the middle daughter got into d**gs. My boss' response to it was eating dinner in front of the TV (away from the family) or taking off to watch sporting events in other cities. June needed someone to talk with and I was more than happy to give my ear. On occasions the boss would take the younger k**s with him, so June and I would arrange to attend a dinner theater, or. She then laughed and said, “You would look cute in something like this, Mom”. “Oh, right”, I said. I am certainly not a teen anymore but I have been lucky and stayed pretty slim and trim over the years. Some of it is genetics and some is hard work at the gym. “Come on, Mom. We are the same size, so just try it on for fun”. I don’t now why but I agreed. After she had changed back into her own clothes, I went into the dressing room and got into the skirt and shirt. We weren’t exactly the same size, but the outfit did fit, but just a little tighter around the hips which tended to make the skirt even a little shorter on me than it was on her. “Come on out, Mom”. I opened the door to the dressing room and walked out, a little embarrassed. Jennie grabbed me by the hand as I was about to turn around and go back into the room. She dragged me over to the mirror. “See, it does look cute on you, too”. I looked and was a little surprised. I did look.
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