I found myself in Chicago for work for a few days. I am active enough on the dirty subs to know it wouldn’t be hard for me to find fun while traveling there. Apparently tons of physicians were descending on town that week, many of whom were thirsty for sex. I ended up connecting early on with one who fit my general interests and with whom I seemed to have good sexual chemistry.
We agreed to meet at the bar in my hotel, 8PM. I kept on my work attire from earlier in the day: a black wrap dress and black patent heels. I spotted him easily as I walked across the hotel lobby. He stood and hugged me when I got there, and I perched myself on the stool next to him, crossing my legs and ensuring the dress parted enough to reveal more of my thigh than would have been appropriate in a business setting. As we both got comfortable, the touching started: a graze on the leg, and then my hand moving further up his to the point where I could feel his cock with the tip of my finger. We closed out the check quickly and headed upstairs.