Several years ago when I was just starting collage I had just gotten my grant money and like a good responsible young man I decided to spend it on some new clothes to try to be more attractive to women. I went to a clothing store that had both men's and women's clothing. While browsing around the men's section I saw a women's skirt laying around. It was mid-thigh and a dark blue striped print. On a whim, I grabbed it on the way to the changing room.
The fitting room was staffed by a cute brunette whose name tag said her name was Beth.
Beth gave me a smile and asked me how many items I had. She then lead me towards one of the rooms towards the back and gestured me in with a sly look saying," Call out if you need to try on a different size."
As I was putting on a pair of khakis, there was a knock on the door. Beth said ," Here is something that I think will fit better." I opened the door a crack and Beth squeezed in holding a miniskirt! Looking me in the eye she told me that "that skirt that is a size 10 and you look like a size 8." Stammering out my words, I asked her what she meant. Pointing to the skirt that I had brought in Beth told me that I had good taste but that I needed a little help in sizing.
"Well, hurry, I want to see if I am right about that cute little ass," Beth commanded me. A good looking girl wanting me to get undressed, even though it was to try on women's clothing was enough to get me to drop my pants. Beth licked her lips as my khakis slid to the floor. Kneeling down Beth helped me step into the skirt. As her hands guided the cloth up my legs the feel of her hands started to make me erect. Fastening the hook at my waist Beth stepped back and looked with a critical eye.
"Those briefs of yours are leaving the ugliest panty lines." Beth judged, "Pull them off."
She is the expert, I thought, so I lifted the hem and dropped my tighty-whities. My cock got a fully hard at the thought of what we might do next. After all, here I am, in semi-privacy with a girl telling me to take off my undies.
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