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Unexpected encounter

Posted by a straight man:

August 3, 2026

By privateer269

When I was a young man I used to stop by an adult book store and go in the booths. There were some with glory holes and some without. So if you weren't looking for that you would pick one without. I would go without. You could scroll through a variety of movies. Something for everyone lol. I would occasionally check out some of the hot TS videos. Some of the TS girls were hotter than the real ones lol. But I have always had a fantasy in the back of my mind of being with one. But I have never traveled in the right circles to meet one. I run a high end woodworking company. We specialize in stain grade woodwork. I had a call to give an estimate on a custom home office. When I arrived, a woman probably mid 50's with a nice body and mid length brown wavy hair. She was cute. After taking for just a bit , we went to the room for her office. There were some cheap Home Depot type cabinets and desk top making the office. She wanted to upgrade. When were talking, I noticed her hands were a little large for a woman. I checked and could see an Adam's apple. So I knew for sure. There were a number of pictures of her on the walls. The one was her in a leather mini skirt and blazer with a low cut top. The skirt had a deliberately open slit on the front , right side. It showed the top of the stocking and the garter strap and clip centered in the slit. I commented, that's a really sexy outfit. I am a garter belt and stockings fan. She said, she used to do a lot of private modeling when she was younger. And she always liked a garter belt and stockings. She thought they were sexier than pantyhose. We talked for a while about what she wanted and I designed her office. When it came to the installation, I went myself. It wasn't a big install and easy enough to do myself. I was done by a little after 4pm. I had taken some of the pictures off the wall when I was working. She came in while I was putting them back up. I said, These are great pictures. You look amazing. You still do. She said, thanks, it was fun when I was young. She asked me if I would like a beer or a drink. I said, a beer or a glass of wine would be great. She returned with a bottle of wine and two glasses. She asked if the wine was ok. I said, yes and she poured us each a glass. She said to come sit next to me . So we can admire the new office you just made for me.. We sat on the leather sofa opposite my work. We talked about the office and how much she loved it. I kept checking out her pictures not the woodwork. She said, you like my pictures. I said very much. She pulled a picture album from a box of displaced items from the office. It was all pictures of her in different outfits and different looks. Then towards the back of the album came the shot of her in a garter belt and stockings, high heels and an open cup bra, no panties and a beautiful hard cock. A hot flash went through me. I gave out an Ooo. Oh that IS hot. She turned the page. There were a few pages of very sexy outfits not showing the meat. Then there was another picture showing her beautiful hard on. She asked if I liked what I see. I said, very much. Then the last few pages were all sexy as hell and all showing her cock. I had wood. She asked if I would like her to model something for me. I told her I would love that. I said, I'm sure you never had to ask that twice lol. She returned in a black skirt white button down top stockings and heels. She moved around striking different poses. Working the skirt up and the buttons down. The skirt showed the thicker tops of the stockings, then the tops of the stockings and the garter belt straps. Then she came close, wiggled her ass into full view and then turned around with her beautiful cock full on hard. She asked, What would you like to do with that ? It was right there. So I leaned forward and took it in my mouth and swirled my tongue around the head. Then I said I want to make it cum in my mouth .

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